Winter Park, Orlando, FL Real Estate | Winter Park, Orlando, FL Properties for Sale

This is a Perfect high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park. A perfect homesite for your future custom home. Bring your builders to take a look. What a Winter Park sweet spot. Lots in this area are hard to come by. Ride your bike to Park Avenue or just stroll over to the Winter Park Village. Your search is over, this is it. There is a NEW HOME community right across the street with Million Dollar homes. Value all around this area. Nestled in the heart of trendy Winter Park there are only a few lots left to build your "One of a kind masterpiece" in Old "32789" Winter Park. Zones for A+ Winter Park Schools, this prestigious lot is rare and are hard to come by. Huge area of re-ubanization of real estate there is so much character in this area. Zoned R-1A this lot is approximately 96x49'. Location has quick access to I-4, shopping all around with every convenience and Park Avenue, dining at Hannibal Square, Park Avenue in addition to the 17-92 corridor, grocery and many specialty shops close by. The Winter Park Community Center and Park is close by. Rollins and Advent Health are close to this area too. Soon there will not be any land left! Don't let it get away...

786 W Canton Avenue, Winter Park

$1,350,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Expect to be impressed with this absolutely adorable two story home that sits on a brick lined street in the heart of Winter Park and just minutes from everything! The main home offers 4 bedrooms/3 full bathrooms plus there is a fabulous separate detached guest house with full bath. Beautifully appointed with designer finishes like the gorgeous brand new wood floors and 9” baseboards throughout the downstairs and plantation shutters and crown molding throughout the entire home. Light and bright kitchen features a huge custom center island with wine refrigerator and granite countertops that allows plenty of space for everyone to gather. A chef’s dream kitchen with the 5 burner gas range with double ovens, plenty of cabinet space, an apron sink and a walk-in custom pantry. Open floor plan with the kitchen overlooking the living room with gorgeous gas fireplace that was recently renovated with new shiplap surround and a custom mantle. Separate dining room with custom bead board wall is spacious enough to allow plenty of room for entertaining. The downstairs laundry room is just off of the kitchen with a butcher block countertop, custom shelving and plenty of storage. The 4th bedroom downstairs, currently being used as a playroom, was just updated with a custom shiplap wall and would be a great home office or guest room with its full bathroom downstairs with new marble tile flooring. The master bedroom and 2 more guest bedrooms are upstairs . The master suite features dual sinks, granite countertops, a soaking tub plus a separate walk-in shower as well as a huge walk-in closet. The Jack and Jill bathroom connects the two guest bedrooms upstairs and works perfectly for any family. There is even a little upstairs landing area that is a great spot for a reading nook or a place to play. Plenty of storage with custom closets throughout the home as well as a spacious closet under the stairs. When you step outside, you will find a lovely back porch with brick pavers, gorgeous tongue and groove ceiling and room to grill and entertain. Signature Landscape professionally designed the front and backyard providing ample room to roam and play. The detached guest house with full bathroom features custom cabinetry with more storage than you can imagine plus has a large walk-in closet. It really is the ideal space for a home office, home gym, or the perfect spot for the in-laws. Plenty of space for parking with the long brick paved driveway. Just a short walk to the YMCA, Phelps Park, and a quick bike ride to the Winter Park Racquet Club, Park Avenue, the Farmer’s Market and all things Winter Park! This truly is a must see! Welcome Home!

1581 Magnolia Avenue, Winter Park

$155,000

1 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

GREAT INVESTMENT OPPORTUNITY WITH TENANT ALREADY IN PLACE! This great second floor one-bedroom condo is in the quiet community of Waterfall Cove just off Lee Road and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue, Maitland, Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan freshly painted with new blinds, walk in closet, and stackable washer and dryer. Assigned parking space. Community features swimming pool, tennis court and playground. Rent price includes use of the amenities, free basic cable TV, free internet, grounds care and pest control

1695 Lee Road Unit B210, Winter Park

$625,000

2 Beds ⋅ 1.5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

*Investors Special* Accepting cash offers only. This property is a great candidate for new construction! This Winter Park location offers a luxurious lifestyle with convenient amenities. This little gem is two (2) blocks away from the Winter Park YMCA and Phelps Park, two (2) miles from the Park Avenue Shopping District where Central Park hosts the Winter Park Sidewalk Art Festival, Autumn Art Festival, Winter on the Avenue, the Winter Park Farmers' Market, and the Winter Park Gulf Course. Schedule a walk-thru now- This investment property will not last long!

1660 N Walnut Avenue, Winter Park

$2,500,000

7 Beds ⋅ 6 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$399,900

3 Beds ⋅ 1.5 Baths ⋅ Horton Aaron SubDv. ⋅ 32789 Zip Code

RIPE FOR DEVELOPMENT in central Winter Park. Value is the LOCATION ! House needs rehab. Surrounded by new & rehabbed homes. Priced for quick sale. Please wear mask when viewing. MULTIPLE OFFER SITUATION, Highest & Best by December 11th at 12pm

670 W Canton Avenue, Winter Park

$2,200,000

4 Beds ⋅ 4.5 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Gorgeous house in the heart of Winter Park on a cul-de-sac. Custom home with open floor plan and modern kitchen. 4 full bedrooms and a bonus room. 3 of the bedrooms have attached bathrooms. Master bedroom is on the first level. 4 and a half full bathrooms. Ceiling Fans throughout the house. Beautiful backyard with a built in spool(pool/spa) and completely fenced. Very tall ceilings. Lots of storage. Beautiful open staircase. All appliances transfer with the house including a big screen tv and sound system. Built in Alarm system.

2519 Chantilly Avenue, Winter Park

$1,699,900

3 Beds ⋅ 2 Baths ⋅ 32789 Zip Code

Once in a lifetime opportunity! POSSIBLY THE BEST PRICED LAKEFRONT PROPERTY IN WINTER PARK. 1/3 acre Winter Park lakefront. Over 100 feet on the water with dock and boathouse. Just imagine beautiful sunrises from your spacious lanai and most of the other rooms in the home as well. Then a quick dip in your pool before the day gets rolling OR maybe cast your line out from the dock and land a nice bass for your dinner OR you could boat over to Hillstones for a gourmet dinner or Shake Shack for a casual meal and watch an amazing sunset. It is on an approximately 300 acre private lake with no public access so you don't have a lot of boat traffic at all hours of the day or night. Occasionally you may see a seaplane land for lunch or dinner. Now a little about the home. It is the epitome of mid-century modern. Custom built in 1958 for the National Sales Director of Dale Carnegie, so price was no object. No cutting corners on anything! There was no annual "Street of Dreams" event at that time, but if there had been, this spacious and well planned home would have been the hands down winner, with its stainless appliances and screened in pool with covered lanai. Intercom with music throughout and much much more. But, that was then and this is now. New roof November of 2023. Entire home replumbed, electric upgraded including new main breaker box. Living area has a 12 foot tall brick fireplace, huge laundry room that is also plumbed for a 3rd bath if you wish. Master suite has a walk in closet as does the den. The one in the den is presently set up as a wine cellar. (Sorry, the wines don't stay.) Oversize 2 car garage with built in cabinets. You really need to see it to believe it. Very possibly it will be "Love at First Sight"!

2016 Lake Drive, Winter Park

$370,000

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood ceiling and a wall closet, adjoining bath with a shower, dual sinks and the laundry closet for the washer and dryer. The two other bedrooms share the hall bath which is light and bright and has a tub shower. A 12 x 16 sq ft enclosed porch is off the kitchen overlooking the large backyard with an adjacent patio. Two storage sheds in the backyard convey with the property. Home Updates: New Roof in August of 2017, New Electrical panel in August of 2023, Septic System located in the back was Inspected and cleaned out in August of 2023 and the HVAC System in 2018. This home is located minutes from Interstate 4, Downtown Winter Park, Advent Health Hospital and Downtown Orlando.

780 Baffie Avenue, Winter Park

$1,350,000

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

This sophisticated New York-style condo, located on the fifth floor, offers picturesque tree-top and lake views. The one-story unit, spanning over 2000 square feet, has been beautifully updated with custom millwork throughout. It delivers an open layout featuring oversized living and dining areas that lead to an outdoor porch, perfect for indoor/outdoor entertaining. The stylish kitchen is well-equipped with custom wood cabinets, stainless steel appliances, granite countertops, and center island with breakfast bar. The condo includes a spacious guest suite with double closets and a dramatic guest bath with custom designer vanity & lighting plus large walk-in shower. The very generous Owner's suite offers plenty of additional lounging areas and treetop views. The spa-like owner's bath boasts dual custom vanities, a soaking tub, and a large walk-in closet with built-ins. Additional features include specialty glass panels doors throughout, automated blinds in the living room, and an indoor laundry closet. The well-maintained complex, located on the shores of Lake Osceola, provides underground parking and a storage closet, along with amenities such as a pool and community room. Notably, the property comes with a deeded boat slip to the Chain of Lakes. Situated just steps away from Winter Park's vibrant Park Avenue, residents can easily enjoy cafes, eateries, museums, and boutiques, as well as the convenience of Sun Rail/Amtrak. Overall, this condo offers a luxurious and convenient lifestyle in a sought-after location. The Condo fee includes: ELECTRIC, GAS, WATER, SEWER, MAINTENANCE, ON SITE MANAGER, POOL, GROUNDS MAINTENANCE, ROOFS, INSURANCE EXTERIOR and more. Mail and packages delivered to your front door - Easy Living!

311 E Morse Boulevard Unit 6-18, Winter Park

$450,000

2 Beds ⋅ 1 Baths ⋅ Garden Acres SubDv. ⋅ 32789 Zip Code

Welcome home to your charming and centrally located Winter Park bungalow. This home is nearby beautiful Mead Botanical Gardens, Rollins College, Park Avenue and the Winter Park Tennis Center. 4-minute drive to Advent Health, I-4, Orlando Museum of Art, Lake Ivanhoe Antique District, and lots more! You will instantly be drawn in by it's stunning curb appeal. This 2 bedroom/ 1 bath (plus an office) home has gorgeous, refinished original hard wood floors, new windows (2022), new exterior paint (2021), new interior paint (2023), fresh landscaping and sod (2021). A very large screened-in rear patio offers an ideal spot for entertaining and relaxing. Bonus features include a 1-car garage, newer wood fencing (2021), washer and dryer plus a flex room that can be used as an office, den or hobby space. Roof – 2008, HVAC – 2005, Plumbing main drain replaced in 2019, electrical panel updated in 2004. Don’t miss out on this affordable home, perfect for you!

914 Grover Avenue, Winter Park

$850,000

32789 Zip Code

Welcome to 2139 Blossom Lane, where you have the rare opportunity to build your Winter Park dream home on the Lake Killarney canal. The lot boasts an impressive canvas of 19,833 square feet (~.46 acre), more than enough space for even the largest of visions to come to life. Minutes away from dining & shopping at the Winter Park Village, Ravadauge & Park Avenue. Take your boat to Hillstone for dinner and enjoy the sunset on the 234 acre private Lake Killarney. The canal also features a large turnaround at the end for easy access in and out. 100 feet wide at the street & over 60 feet of canal frontage. The neighborhood is lined with some of Winter Park's finest homes & only has one way in and one way out. No through traffic. Survey available. Open to seller/owner financing.

2139 Blossom Lane, Winter Park

$3,500,000

5 Beds ⋅ 5.5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Step into the lap of modern luxury with this new gem in Winter Park, FL! This 5-bedroom beauty is more than just a home; it’s a lifestyle upgrade. The open, sunlit spaces effortlessly blend modern design with everyday comfort. The kitchen? It’s a chef’s dream with top-tier appliances. Venture outside and you'll find a serene pool surrounded by lush greenery - a private escape in the midst of suburban life. It’s not just a house; it’s your personal retreat. And let’s talk location – Winter Park charm meets convenience. Top schools, cultural hotspots, and a vibrant community are practically neighbors. Elevate your everyday in this modern masterpiece that’s not just a home; it’s a statement.

1635 Highland Road, Winter Park

$950,000

3 Beds ⋅ 2.5 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

Virginia Heights Neighborhood with private lake access park, directly across street from Mead Gardens, 2 short blocks to WP Tennis Center, Azalea Playground Park, New 7 Oaks Park,And less than a 1/2 mile stroll to New Orange Avenue Shops & Dinning. This distinctive and dramatic 3 bedroom, 2.5 bath unit boasts custom wood cabinets, granite counter tops, walk-in butler's pantry, kitchen island, Front load washer and dryer, designer lighting fixtures, hard wood floors and spiral staircase with decorative wrought iron, travertine stone bathrooms, zoned air conditioning, and much more. You'll love relaxing or entertaining in the private screened atrium or on the spacious rooftop terrace with bonus storage room! This unit is in the Charming Virginia Heights Neighborhood and a beautiful trail to Park Ave. It also has access to a private lakefront neighborhood park with direct access to Lake Virgina (chain of lakes) for easy paddle boarding and kayaking (with new storage racks). Zoned for the highly sought after SD. Building, newly repainted and has brand new roof. specific unit is on the non-street side for your own very private oasis..Building pre-built for Elevator option to Rooftop!

1250 S Pennsylvania Avenue Unit 8, Winter Park

$1,400,000

3 Beds ⋅ 2.5 Baths ⋅ Vilasa Twnhms SubDv. ⋅ 32789 Zip Code

Welcome to Vilasa, a newly constructed, distinguished, luxury townhome community located in the heart of sought after Winter Park. Steps away from world-renowned Park Avenue, restaurants, shopping and Rollins College, Vilasa provides its' residents with a 5-star lifestyle. This ultra-exclusive 12-unit townhome development features modern residences exceptionally designed by Nasrallah Architectural Group, Ted Maines Interiors and Jordan Builders. Exterior features include concrete block construction, bronze metal roofing, insulated steel garage doors, trussed patio with recessed lighting, built in speakers, privacy fencing, gas grill hookup and more. The interior includes walk-in closets, gourmet chef's kitchen floating island, quartz countertops, Kohler faucets and accessories, expansive laundry room, subzero appliances, loft and more. Energy saving features such as Pella double pane windows and extra insulation throughout. This home is a tech enthusiasts dream and has been prewired for surround sound, cameras, and alarm system, 13' ceilings on main floor and 10' ceilings upstairs where you will find a spacious primary with en suite that features an oversized garden tub, dual quartz vanity and upgraded shower. The loft area is a perfect added bonus for an office or game room. Owner spared no expense building this home with custom features throughout. Please see the features sheet for complete details.

504 W Swoope Avenue, Winter Park

$144,000

1 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Price Improvement! Are you looking for a 1 Bedroom, 1 Bath condo? Look no further! This lovely 2nd floor unit is located in desirable Winter Park with convenient access to major highways and shopping. The balcony has a view of the courtyard , which includes the community pool and playground. Internet and cable is also included with the condo fee. Property is currently leased. Schedule your viewing today.

1695 Lee Road Unit D209, Winter Park

$7,250,000

5 Beds ⋅ 6.5 Baths ⋅ Chapman & Chase Plan/Town/Wint SubDv. ⋅ 32789 Zip Code

Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

1001 Anchorage Court, Winter Park

$399,900

2 Beds ⋅ 1 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This delightful home in Winter Park is a true gem that has been lovingly cared for and is now awaiting its new owner. As you approach, an inviting covered front porch welcomes you, the perfect spot to relax and soak in the tranquility of this friendly neighborhood. Step inside to discover a spacious living room/dining room combination, beautifully flowing into the well-organized galley kitchen. This home is designed for comfort and ease, offering a seamless blend of living and dining spaces. Beyond the kitchen, a bonus room unfolds, offering versatile additional living space - ideal for a home office, playroom, or a tranquil retreat. A passthrough window from the kitchen to this room makes it easy to serve food and drinks to family and friends. The home features two generously sized bedrooms, each radiating warmth and comfort. These rooms share a well-appointed bathroom, complete with a convenient tub/shower combination, catering to all your needs. A notable highlight is the sizable utility room, accessible from the right side of the home. Here, you'll find the practicalities taken care of, with a washer, dryer, and hot water heater all neatly arranged along with ample storage space. Rest assured, the roof of this home is just 3 years old, adding to the worry-free experience of your new home. An amazing location puts this residence right at the heart of some of the best dining and shopping options the area has to offer. WELCOME HOME!

720 W New England Avenue, Winter Park

$299,000

3 Beds ⋅ 2 Baths ⋅ Stansbury Estates SubDv. ⋅ 32789 Zip Code

Excellent Investment Opportunity (SOLD AS-IS) This block home is near some of Metro Orlando's most sought-after communities. Located in Winter Park but also close to trendy College Park, this home is one mile from AdventHealth's primary Orlando campus, four minutes from Dubsdread Golf Course, less than 10 minutes from Downtown Orlando and Winter Park Village, and less than 15 minutes from Winter Park's Park Avenue District. This property is zoned R2 and provides for single or multi-family options. The roof and HVAC were replaced in 2018. Windows are newer as well. Please call with any questions or concerns. The buyer's agent or buyer should verify all rooms and sizes. I appreciate your interest!

1921 Dartmouth Avenue, Winter Park

$1,115,000

Forest Hills SubDv. ⋅ 32789 Zip Code

Vacant, clean, buildable lot available in Winter Park! Located in the Lake Sue Community of Winter Park, this property located at 1820 Glencoe Road is available to build your custom home. The lot is able to accommodate upto 5,200 square feet. It is less than 1.5 miles to Park Avenue. Zoned for A-rated schools: Audubon K-8 and Winter Park Highschool. This homesite is also located near Mills 50 District, Audubon Park, East End Market, and only a short walk to Leu Gardens. Utilities are underground. Survey and soil reports are available. Location is everything, so don’t miss the opportunity to take advantage of this active and convenient lifestyle in Winter Park. Call today to schedule a private tour.

1820 Glencoe Road, Winter Park

$1,950,000

3 Beds ⋅ 3.5 Baths ⋅ Kenilworth Shores Sec 1 SubDv. ⋅ 32789 Zip Code

Spanish Modern Coastal Mediterranean, 3,112sf, includes 3 bedrooms plus study, 3.1 bathrooms, saltwater pool/fountain, a casita/poolside cabana/guest studio apartment. There is 4700sf (AC and no AC) total under roof/porches of walkable living area. Built in 2005, Recent renovations include full modern gourmet Kitchen, bathroom, interior/exterior paint, updated balcony, painted garage and storage areas, new modern light fixtures/ceiling fans, updated pool pump, LED pool lights, salt cell, AC unit. Quality features include, arched windows, architectural designed, dimensional Tile roof, 3-car garage, manicured tropical landscaping, brick driveway, brick and stone walkways, Mediterranean accents, large covered entry with large custom wood front entry door with metal accents. When entering the front door, a dramatic surprise entry awaits you and your guests. Features: Tropical manicured landscaped large yard, Tile roof, 3-car garage with storage area, screen enclosed pool, courtyard with privacy wall, poolside cabana with mini kitchenette/wet bar and full bathroom (this area is versatile as a study/home office or casita guest studio apartment with 1-bedroom, full bathroom, walk in closet, mini kitchen, pool and tropical garden views), surround sound, interior/exterior speakers thru. The first floor features polished travertine stone. There is no carpet!! When entering the home, you will be amazed by a large archway that guides you into the newly renovated kitchen with breakfast/dining nooks, pool, courtyard, garden views and living room with fireplace adjacent to kitchen. There is an additional large room with pool and garden views that can be used as a large dining room, living room, family room or billiard room, currently dining room. Entertain family and guests in your brand-new modern chef inspired kitchen with large quartz island offering bar seating, dual sinks, WOLF 6 burner gas cooktop and gas oven/range, white shaker cabinetry to the ceiling, mini beverage/wine chiller, stainless steel gas appliances, pendant lights. The primary bedroom suite, located on the first floor, has direct French doors/access and view of pool. Your suite offers a gas fireplace, built in arched shelving, tray ceiling, crown molding, walk in closet/organizers, spa bathroom with jetted soaking tub, walk in shower and dual sinks. Second floor offers a media room, mini kitchenette/wet bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with its wet bar/mini kitchen, own balcony, walk in closet, arched windows,and own AC unit. A fourth bedroom could be added/converted easily. This custom-built home is well insulated with spray foam ceiling/attic insulation and foam poured in exterior blocks when home was built. Extensive Plantation shutters thru-out, 7 sets of 8-foot French double paned doors, tankless hot water, propane gas thru out, large 400sf floored attic with upgraded lighting, pull down metal stairs. This home offers a courtyard with covered porch, an additional 2nd covered porch and 2nd floor balcony. Owned by one person who has taken meticulous care of the home. Llight/bright interior with private nature/garden views from all windows that ensures tranquility.Location: 1.5 miles bike ride or walk from Park Avenue shops/restaurants/Rollins College, 1 mile from Baldwin Park, Cady Way trail, walk a few blocks to Phillip Crosby Wellness Center, hospital and schools.

513 Worthington Drive, Winter Park

$279,999

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

This 2 bedroom/2 bath, first floor condo is located in Winter Park Gardens Condominiums a 55+ community. A highly sought after location nestled in Winter Park, close to Park Avenue, Rollins College, excellent restaurants and upscale shopping. This bright open floorplan features a large living area and sun/bonus room that is perfect for an additional living area or home office. Spacious bedrooms that offer generous closet space. Meticulously maintained grounds with walking paths to gardens, private lake and community pool. Come for the winter or stay all year long and enjoy the lifestyle Florida has to offer.

700 Melrose Avenue Unit K3, Winter Park

$1,795,000

4 Beds ⋅ 3.5 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Under Construction. This spectacular new Winter Park residence is currently being built by Vimaro Homes. This property boasts a striking modern exterior design that is sure to catch your eye. Step inside and you’re immediately greeted by a luxurious and inviting interior that is perfect for both relaxation and entertaining. The spacious family room truly blends indoor and outdoor living with a wall of glass overlooking the covered outdoor gathering area and sparkling pool. Prepare gourmet meals in the chef's kitchen, complete with top-of-the-line appliances that will impress even the most discerning home cook, while the kitchens sleek design with its large center island and custom cabinetry adds a touch of elegance. On the first floor, you'll find a guest bedroom, providing privacy and convenience for visiting friends or family. Upstairs, there are three additional bedrooms, including the expansive primary bedroom suite, a true sanctuary within the home. Relax and unwind in the spa bath, where you can indulge in a luxurious soak after a long day at the office. Step outside to your own private resort, complete with a summer kitchen, outdoor dining area, refreshing pool and expansive backyard, perfect for hosting gatherings or enjoying quiet relaxation. A quick ride on your golf cart transports you to Park Avenue and some of Central Florida’s best dining and luxury boutique shopping.

2435 Lafayette Avenue, Winter Park

$2,195,000

4 Beds ⋅ 3.5 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Under Construction. This stunning new Winter Park residence currently being built by Vimaro Homes exudes modern elegance and luxurious living. As you step through the front doors you’re immediately greeted by a custom staircase and soaring two story ceilings. The open floor plan seamlessly connects the main living areas, creating a spacious and inviting atmosphere. The home features a total of 4 bedrooms with two primary bedroom suites, plus a home office. The chef in the family is sure to fall in love with the open kitchen, with its large center island, striking porcelain countertops, custom cabinetry, a hidden pantry, and of course a professional gas range & built-in refrigerator. Step outside to your own private oasis, complete with a sparkling pool and expansive outdoor living space, perfect for hosting gatherings or enjoying quiet relaxation. The beautifully landscaped yard provides a serene backdrop and enhances the overall curb appeal of this amazing property. Walk to Blue Jacket Park or jump on your golf cart for a short trip to Park Avenue with its amazing restaurants and luxury boutique shops. The proximity of this house to everything there is to do in Winter Park is truly hard to beat.

2701 Norris Avenue, Winter Park

$764,000

4 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Welcome to this charming retreat in one of Winter Park’s most desirable neighborhoods! Only minutes from Park Avenue, this home sits on a large lot along the beautiful and infamous “Tree Streets.” This updated pool home offers 4 bedrooms plus a bonus guest room, perfect for visitors or an office. Step inside and be greeted by the warm terracotta and wood floors that create a cozy and inviting atmosphere. The kitchen is a chef’s delight, complete with Frank Lloyd Wright style cabinets, stone countertops, and stainless steel backsplash. This home features a BRAND NEW ROOF and A/C system, newer appliances, and a fresh coat of interior paint throughout. The heart of this home is undoubtedly the stunning pool area, a private and spacious retreat that offers relaxation in the Florida sun. The location of this property is unparalleled, just minutes from Phelps Park, Winter Park Racquet Club, YMCA, Winter Park Hospital and medical center, lavish shopping and some of Central Florida’s best restaurants.

1742 Chestnut Avenue, Winter Park

$4,220,000

4 Beds ⋅ 5.5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Welcome to 1391 Richmond Road. A true work of art and surreal living experience is now on the market for the first time. The most discerning buyer will fall in love with the optimal location within Winter Park, which is a short stroll to Park Avenue along the stunning shores of Lake Virginia. This truly handcrafted Georgian style home, designed to emulate New York City townhouse living was masterfully crafted on a magical lot abundant with pristine natural vegetation. Enjoy the Florida lifestyle with frontage on Howell Creek…kayak or paddleboard amongst incredible wildlife to the Winter Park Chain of Lakes. As you arrive, you are greeted by an enticing mix of traditional and old Florida plantings, highlighted by Bevolo exterior lighting and gas lanterns leading the way to your custom mahogany/iron work front entry door. The grand foyer with soaring ceilings, stunning black and white marble flooring, and grand staircase which was built in place, with hand molded railing providing a welcoming signature. Flanked by separate formal living and dining areas on either side, the formal dining room features custom hand painted Gracie brand wallpaper and leads to the butler’s pantry with wine refrigerator. The gourmet kitchen boasts Busby cabinetry, new six burner Decor gas range, Subzero refrigerator, large island with prep sink, built-in oven, and naturally lit breakfast area overlooking the backyard oasis. The kitchen opens to the spacious family room with extensive venetian painted millwork, gas/wood burning fireplace with custom Italian made marble surround, 11’4” ceilings, and French doors leading to the terrace and backyard retreat. The formal living room complete with venetian plaster, gas fireplace with custom marble is connected to the family room with a stunning barreled ceiling hallway conveniently located to a chic powder bath. The main floor also includes a full pool bath with access to one of the two garages with air conditioned work room, and a 2nd back staircase. The upstairs primary suite is a sanctuary, graced with an antiqued mirror entry, gas fireplace, double French doors leading to the serene balcony overlooking the statement backyard, and two custom closets with vast cabinetry and lighting. The spa-like bath features Walker Zanger flooring, generous walk-in shower, soaking tub and dual vanities with make-up area. Two additional ensuite bedrooms are also upstairs along with an office/flex room, full bath and laundry room. The second detached garage features a bonus room/convenient home gym. No expense was spared when building this home which displays antique and unique lighting fixtures throughout, custom millwork, surround sound, central vacuum, reverse osmosis water filtration, and extensive storage throughout. Notable window treatments from the finest textile manufacturers worldwide (Clarence House, Elitis, Nancy Corzine, Carragio), as well as wallcoverings (Fornasetti, Gracie, Schalamandre), lighting (Aerin, Niermann Weeks), fixtures (Kohler, Toto, Newport Brass). This bespoke home is an entertainer’s dream with multiple outdoor areas to relax amongst the secret garden of terraced landscaping and four thoughtfully placed fountains. Celebrate nature’s wildlife which range from owls, great white egrets, blue herons, hawks, bunnies, and otters in your private sanctuary minutes to Winter Park’s premier dining, upscale shopping, Mead Botanical Garden, and the highly coveted Audubon K-8, and Winter Park High.

1391 Richmond Road, Winter Park

$1,150,000

3 Beds ⋅ 3.5 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Introducing Lake Killarney Townhomes: Your opportunity to be the first to call this brand-new construction home! Nestled on the tranquil shores of scenic Lake Killarney, this waterfront enclave offers 30 contemporary townhomes with exquisite attention to detail and unmatched quality. Step inside this meticulously designed residence and be greeted by the stunning finishes and unique features that set it apart from the competition. With level 4 drywall, light engineered flooring, quartz countertops, streamline cabinetry, and a luxury appliance package, this home epitomizes modern elegance. The large storefront style windows and 10'6" ceilings flood the interior with natural light, creating a bright and open living space. Upstairs, three spacious bedrooms, each with wood flooring and custom walk-in closets, provide ample space for relaxation. The primary bedroom boasts a generous private balcony, perfect for unwinding after a long day. Quality craftsmanship is evident throughout, with a Firestone TPO roofing system and Pella windows and doors ensuring lasting durability. Located in beautiful Winter Park, just minutes from downtown Orlando, Lake Killarney offers a serene retreat while being close to vibrant shops, upscale restaurants, and leisure activities. Imagine gazing over the picturesque lake from the newly completed dock or enjoying the sunset in the lakefront Pavilion. With private boat slips, you can easily access Trader Joe's or indulge in a meal at Shake Shack. For outdoor enthusiasts, the community racks provide storage for kayaks and paddleboards, ideal for fishing, exercise, or simply relaxing on the water. Embrace the convenience of the newly renovated Winter Park Village, where you can explore upscale shopping, fine dining, and enjoy irresistible outdoor areas. Cultural experiences such as The Morse Museum, Winter Park Farmer's Market and the Maitland's renowned Enzian Theater are minutes away. With its unbeatable location and impeccable modern design, Lake Killarney Townhomes offers the ultimate in comfort, luxury, and lifestyle. Don't miss your chance to make this exceptional property your own.

1772 Mondrian Circle, Winter Park

$1,795,000

2 Beds ⋅ 2.5 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

How rare a find is this? It's a classy in-town Mediterranean single family house with 2 master suites, 1 up and 1 down. You go 2 blocks East to the upscale shops and restaurants of Park Avenue. 2 blocks West are the same at Hannibal Square. 2 blocks North are the acclaimed WP Police and Fire Stations. Closer yet are the Post Office, Central Park, Train Station and Farmer's Market. You enter the residence through an arched front double doorway into a 2-story foyer. Look up to see a 'Juliet' wrought iron balcony. Proceed forward through another archway to the elegant great room with fireplace. The dining room has a built-in wall-length cabinet with shelves. The kitchen offers beautiful S & W wood cabinets and island with granite counters, and pass-through to the dining room. Adjacent is a cheery breakfast rom. Downstairs are also the laundry room, powder bath, master suite with large, luxurious bath, and a screened masonry porch. Upstairs are a spacious home office, 2nd master suite and bath, 2nd screened porch and a huge bonus/storage room. The landscaping and trees are gorgeous, all surrounded with an attractive masonry and stucco wall. This location is in the middle of everything, yet secluded. It was a former WP Mayor's residence.

151 N Virginia Avenue, Winter Park

$470,000

3 Beds ⋅ 2 Baths ⋅ Olympia Heights SubDv. ⋅ 32789 Zip Code

This newly built 3-bedroom, 2-bathroom property in Winter Park is a must-see, offering modern living at its finest. The entire building was meticulously reconstructed from the ground up in 2021, exceeding the highest Florida Building Code requirements and standards, ensuring a safe and contemporary home. Upon entering, you'll be greeted by a bright and airy interior with a fantastic split bedroom open floor plan. The kitchen is a chef's delight, featuring quartz countertops, a convenient breakfast bar, soft-close cabinetry, elegant gold finishes, and a brand new stainless steel Samsung appliance package, including a counter-depth refrigerator and a slide-in convection range. The master bedroom is a peaceful retreat, complete with LED-lit closets and a beautifully designed bathroom. The bathrooms throughout the home are nothing short of stunning, boasting floating vanities, LED illuminated and heated mirrors, euro-style one-piece water closets, frameless glass shower doors, gold finishes, floor-to-ceiling tile, oversized rainfall shower heads, and custom shower systems. The second and third bedrooms are thoughtfully tucked away off the hallway, providing privacy for guests. Each bedroom features multi-setting propeller-style ceiling fans, ample closet space, and striking matte black door hardware. Outdoor living is a joy, with a large front porch perfect for relaxing and taking in views of the lushly landscaped yard. This home seamlessly combines city living with a touch of nature, making it a truly unique opportunity. Location is key, and this home is ideally situated just blocks from the Dubsdread Golf Course and approximately 2 miles from Winter Park Village and the shops and restaurants of Park Avenue. Notable features of this property include a new HVAC system with a heat pump (2021), fresh interior and exterior paint, updated plumbing, a new energy-efficient highly reflective roof, a complete electric system with new wiring, energy-efficient Low-e double pane windows, a skylight, and new exterior doors. The brand new septic system in 2023 ensures peace of mind, and the highest possible insulation in all exterior walls and ceiling space provides optimal energy efficiency. The privacy-fenced backyard is perfect for outdoor activities, and the property includes a finished privacy block wall, complete irrigation, and a comprehensive landscaping package. Waterproof laminate and porcelain tile flooring run throughout the entire home, offering both style and durability. With a new membrane roof and AC system, providing long-term assurance. Don't miss the opportunity to call this meticulously crafted, modern property in Winter Park your new home.

1891 Oglesby Avenue, Winter Park

$1,895,000

4 Beds ⋅ 3.5 Baths ⋅ Cloister Grove Rep SubDv. ⋅ 32789 Zip Code

This beautiful pool home is located in the middle of the very desirable Via’s of Winter Park. With 4-Bedrooms & 3.5-Baths, this treasure is across the street from lakefront mansions valued in the 8-digits. LOCATION, LOCATION, LOCATION. Just blocks from Kraft Azalea Gardens (0.40 mile), Isle of Sicily (0.70 mile), Lake Knowles (0.30 mile) and the Winter Park Racquet Club (0.50 mile). A bit further are Park Avenue (1.6 mile), Interlachen Country Club (1.9 mile), YMCA (1.1 mile), and AdventHealth Hospital (1.8 mile). As you enter the property from the iconic red bricks street of Via Tuscany, the circular drive of pavers provides for easy access and plenty of parking when entertaining. The lush, overhead canopy from the massive camphor trees gives the home privacy. Through the double front doors you enter the spacious foyer which is backed by the wooden stairway to the upstairs. To the right of the foyer is the elegant formal living room with a wood burning fireplace and french doors to the pool patio. On the opposite side is the separate, formal dining room decorated with a stunning glass chandelier. Behind this room is the gourmet kitchen equipped with custom, solid wood cabinets, stone countertops and GE appliances except for the Sub Zero fridge and freezer. The kitchen is flanked with an eat-in space and the family room accented with windows and french doors showcasing the spectacular backyard and pool. The backyard is your oasis EVERYDAY; first, with a huge covered patio area overlooking the sparkling pool and open paver area and second, with the massive trees and lush yard on this expansive lot more than a ¼-acre (11,148 sqft). Under the covered patio area is plenty of space for a long dining table or outdoor game table (billards or ping pong) and a sitting area with room for grilling station. Currently within the highly sought after Lakemont Elementary, Maitland Middle & Winter Park High school district.

1530 Via Tuscany, Winter Park

$245,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

Explore this stunning two-bedroom, two-bathroom condo in the heart of Winter Park. It boasts a sunlit living room, generously sized bedrooms, two full bathrooms, a private balcony with garden and pool views, convenient laundry facilities, and assigned parking. Located in Winter Park's vibrant center, it's just minutes from Rollins College, Park Avenue shopping and dining, and various entertainment options.

1250 S Denning Drive Unit 126, Winter Park

$995,000

4 Beds ⋅ 4 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code

Builder Closeout...This home is offered significantly below its appraised value, we have the Appraisal to present to the Buyer demonstrating nearly $100,000 in equity at closing. This is an extraordinary opportunity to own a beautifully crafted home in Winter Park, complete with the financial benefit of instant equity. Don't miss out on this exceptional offer. Act now to experience everything the Winter Park lifestyle has to offer, with the added advantage of a wise financial investment.a newly built masterpiece in one of Central Florida's most accessible neighborhoods, situated just a mile from the luxurious Park Avenue in Winter Park and a mere 2.5 miles from the heart of downtown Orlando. This home is a rare find, offering both the tranquility and the convenience of city living without the hassle of I-4 traffic. Experience the pinnacle of modern design in this 4-bedroom, 4-bathroom residence, featuring an elegant open floor plan complemented by high ceilings and an abundance of natural light. The gourmet kitchen, a true chef's delight, is outfitted with top-of-the-line stainless steel appliances, a grand island with a waterfall-edge quartz countertop, and custom cabinetry. The layout includes a versatile guest bedroom suite on the first floor, while the second floor houses three additional bedroom suites, including a luxurious primary suite. Indulge in the primary bath, a sanctuary of relaxation with its resort-style amenities, including a walk-in shower and separate soaking tub. Additional features include a private, fenced backyard, a covered lanai with a summer kitchen perfect for entertaining, and a spacious 2-car garage. Designer LED lighting throughout enhances the ambiance, and the home offers ample storage with large walk-in closets in all ensuite bedrooms.

1320 Orchid Avenue, Winter Park

$2,499,000

3 Beds ⋅ 3.5 Baths ⋅ Versailles Winter Park Condo SubDv. ⋅ 32789 Zip Code

The Versailles of Winter Park is an exclusive, luxury property located just steps away from the renowned "Park Avenue," known for its excellent dining, shopping, and special events such as Art Festivals and Concerts. This exquisite development is comprised of only 7 private residences, each offering over 3100 square feet of spacious one-level living and private 2-car garages. As you step out of the elevator, you are greeted by the charming 4th-floor lobby, granting access to just two private homes on this level. The 450 residence makes a grand entrance with its double-door entryway, leading to a generous and open living space featuring high ceilings exceeding 9’, elegant wood floors, crown molding, and custom cabinetry and shelving with accent lighting. A custom electric fireplace with a mantle adds ambiance and character to the room, and French doors open onto a large balcony perfect for outdoor entertaining. The adjacent dining room is equally impressive, easily accommodating a large table for 10-12, with additional space for a buffet or other dining needs. The den/office, situated off the main living area, boasts a wall of built-ins with two desk areas, open shelving, media space, cabinets with lighting, and file drawers. There's still ample space to relax, read, or watch TV in this versatile area. On the way to the kitchen from the living area, you'll find an integrated bar armoire equipped with a sink, beverage refrigerator, and storage, making it effortless to serve your guests. The kitchen itself features a tray ceiling, recessed lighting, a wealth of rich wood cabinets with under-cabinet lighting, an eat-in area with newer lighting fixture, a closet pantry, and a spacious center island with plenty of storage and newer pendant lighting. The split-bedroom layout ensures privacy for the expansive primary suite, which can be accessed through a double-door vestibule entrance. This suite includes new upgraded carpeting, crown molding, a substantial customized walk-in closet, and double Pella French doors opening onto the balcony. The primary luxury bath boasts double marble vanities, updated vanity lighting, a spa tub, a large walk-in shower, and a water closet with a bidet. The additional bedrooms are generously sized and offer en-suite baths, customized closets, newer upgraded carpeting, and newer Pella sliding doors to a balcony. The property itself is meticulously maintained, featuring lovely landscaping, well-kept walkways, and a patio area. Don't miss the chance to live at one of the most coveted addresses in Winter Park, and enjoy the fabulous lifestyle this residence has to offer.

200 S Interlachen Avenue Unit 450, Winter Park

$3,995,000

5 Beds ⋅ 5.5 Baths ⋅ Ripples Sub 18 SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. by Element Home Builders and designed by leading architect Dan Delong Origins Residential Design. This two-story, 4,483-SF home sits on almost a half acre of land in sought-after Winter Park next to Lake Sue and Beeman Park. Absolutely breathtaking in location and design, this 5-bedroom, 5 full/2 half-bathroom, custom home is meticulously designed with the perfect blend of elegance, comfort, and only the finest finishes and stylish accents in mind. The stunning foyer calls in natural light and welcomes residents and guests alike into the home's flowing open floor plan. Stepping into the massive great room, the space is open yet comfortable and offers views of the sparkling pool area. The expansive dining room is an entertainer's dream with plenty of space for hosting parties or events. The open flow design continues into the gourmet kitchen, which is a chef's dream and ideally located with open views through to the dining and great rooms. Carefully chosen, top of the line appliances and tons of space make the kitchen ideal for creating culinary masterpieces for family or friends, while the cafe eating area is wonderful place for sharing morning meals or late-night snacks. Just off the magnificent great room rests the private master suite complete with a jaw-dropping wardrobe suited for any fashionista. The luxurious spa-like master bathroom is a true retreat after a long day and features double sinks, an oversized shower, and soaking tub. A sizable guest room is also downstairs just off the foyer, offering guests privacy, comfort, and easy accessibility to the home's downstairs features. Upstairs are three spacious bedroom suites, each with its own full, private bath, closet space, and large windows for welcoming natural light into the space. The three suites surround a roomy loft area, which is ideal for gathering together for movie or game nights. Stepping outside, you'll fall in love with the gorgeous pool area and unrivaled cabana space, perfect for enjoying the Florida lifestyle, lounging, and entertaining. A pool bathroom and storage area make for added convenience when spending time outdoors. The three-car garage offers tons of vehicle space, as well as ample storage. The back side of the lot is lined by natural, towering trees, offering plenty of privacy, and the entire yard is the perfect canvas for creating the oasis of your dreams.

2379 Forrest Road, Winter Park

$875,000

3 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32789 Zip Code

This expansive and meticulously remodeled open-concept living space exudes sophistication, boasting a brand-new kitchen equipped with stainless steel appliances and adorned with exquisite granite countertops. The resplendent interior showcases an abundance of rich hardwood flooring, and it further offers a capacious study, accessed through elegant French doors. The kitchen seamlessly unfolds into a grand great room graced by a traditional wood-burning fireplace, creating an inviting and harmonious living space. A vast screened porch, featuring newly tiled floors, extends seamlessly from this great room, offering a splendid retreat for relaxation and entertaining. The commodious master suite is a sanctuary of luxury, featuring a double vanity complete with an indulgent jetted shower system and an expansive walk-in closet. The home is replete with an array of modern amenities and conveniences rarely encountered in residences of its era. Nestled on a generously proportioned and secluded lot, this property is entirely encircled by an encompassing fence and adorned with mature landscaping, affording ample space for leisurely exploration. Additionally, a separate utility shed and a two-car garage ensure that storage needs are effortlessly met. The residence is ideally situated in close proximity to the myriad attractions and amenities that Winter Park has to offer, making it the epitome of refined living in a coveted locale.

1902 Arbor Park Drive, Winter Park

$875,000

3 Beds ⋅ 3.5 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Brand New Construction - That's right, YOU live here first! Lake Killarney Townhomes is a waterfront enclave of 30 contemporary townhomes nestled on the shores of scenic Lake Killarney. This meticulous new home is loaded with good-looking finishes and unique details that simply won't be found in our competition or at this price point. Level 4 drywall, light engineered flooring throughout, quartz countertops, streamline cabinetry, slab wall backsplash, luxury appliance package boasting natural gas cooktop and French door refrigerator with touchscreen display, modern light fixtures and ceiling fans, porcelain tile, custom closet systems throughout, solar shade window coverings, contemporary backlit mirrors, walk-in frameless glass shower and separate water closet, private fenced rear paver patio, and an over-sized second level balcony are just the beginning. Clean, contemporary designs include large storefront style windows and 10’6" ceilings to create a bright and open interior bathed with natural light. Upstairs, three full bedrooms, each with wood flooring, walk-in closets, and two with en suite bath. A third full bath can be found just outside bedroom three in the hallway. This floor plan includes a generous balcony off the primary bedroom which is an ideal place to relax and unwind. Whether you prefer quiet evenings alone or entertaining family and friends, this thoughtfully designed space will provide you with the ultimate comfort. Firestone TPO roofing system and Pella windows and doors deliver the peace of mind you should expect. This luxury waterfront community is in beautiful Winter Park, just north of downtown Orlando. Lake Killarney is minutes away from the exciting shops, upscale restaurants, and leisure activities that Winter Park has to offer. Gaze over stunning Lake Killarney from the newly completed dock or relax and enjoy the sunset in the lakefront Pavilion. Cruise across the lake from your private boat slip to shop at Trader Joe’s or grab a meal at Shake Shack. Kayaks and paddleboards can be stored on the community racks and are perfect for fishing, exercising, or just relaxing on the lake. Nearby Winter Park Village offers shopping and fine dining experiences for you and your family. Enjoy a morning stroll through the Farmer’s Market or take in a show at the famous Enzian Theater. This unique and convenient location allows owners to be moments away from some of the best dining and entertainment, making for the perfect location.

1812 Mondrian Circle, Winter Park

$470,000

3 Beds ⋅ Pines SubDv. ⋅ 32789 Zip Code

Welcome to the ultimate investment opportunity in Winter Park! We are thrilled to present to you this phenomenal TRIPLEX that boasts a remarkable occupancy history. This gem is an absolute rarity, nestled in one of the most sought-after locations in town. Don't let this golden chance slip through your fingers – seize the moment and come see it TODAY! Positioned just a stone's throw away from the prestigious Dubsdread Golf Course and Country Club, this trilevel treasure offers unrivaled convenience. Imagine waking up to stunning views of the lush green fairways or enjoying a relaxing afternoon on the verdant patio – the possibilities are endless! But that's not all, folks! This extraordinary property is surrounded by a plethora of amenities that Winter Park has to offer. From the vibrant Winter Park Village to the world-renowned Florida Hospital/Advent Health and the bustling Calvary Orlando, you'll find yourself at the heart of it all. And let's not forget the incomparable shopping, dining, and parks that await you in the vibrant enclave of College Park, just a stone's throw away. The location is truly a masterpiece, but what about the property itself? Well, let us assure you that it matches the splendor of its surroundings. With three separate units, each radiating its own unique charm, this TRIPLEX promises versatility and endless possibilities. Whether you're an astute investor looking to maximize returns or a savvy homeowner seeking to offset expenses, this is an opportunity that cannot be missed. Step inside and be mesmerized by the exquisite architecture and thoughtful design. Each unit showcases spacious living areas flooded with natural light, creating an inviting and warm atmosphere. Picture yourself preparing delicious meals in the well-appointed kitchens, entertaining friends and family in the generous living spaces, or enjoying some well-deserved relaxation in the peaceful bedrooms. Investing in this TRIPLEX means becoming a part of Winter Park's thriving community, where timeless elegance meets modern convenience. The potential for long-term growth and substantial returns awaits you. So, what are you waiting for? Don't hesitate, come explore this rare gem today! The perfect investment opportunity is calling your name. Reach out now and let us help you make your real estate dreams come true.

2040 Jewell Avenue, Winter Park

$1,600,000

2 Beds ⋅ 2 Baths ⋅ Lords Sub SubDv. ⋅ 32789 Zip Code

Redevelopment Opportunity in Winter Park!!!! This lakefront property is on a small peninsula that reaches into Lake Killarney, a 235-acre ski lake so beautiful that even the sun can't resist setting over its waters each and every evening. Fireworks from Downtown Orlando and the Citrus Bowl also light the sky over the lake when scheduled, and this ski lake is known to accommodate seaplane arrivals/departures. This lot feels tucked away from all the hustle and bustle while still being conveniently bordered by a vibrant and lively city full of restaurants, shopping, museums, recreation & entertainment. Tear down, build anew, and watch your investment grow. This prime real estate opportunity provides peaceful sanctuary in the middle of everything you could need.

571 Lake Front Boulevard, Winter Park

$3,385,000

6 Beds ⋅ 3.5 Baths ⋅ Windsong-Knowles Place SubDv. ⋅ 32789 Zip Code

Introducing a one-of-a-kind Spanish Villa Style home nestled in the heart of Winter Park, Florida. Boasting 6 bedrooms and 4 bathrooms, this luxurious residence is the epitome of elegance and sophistication. As you step inside, you'll be greeted by the grandeur of 11 ft ceilings and custom woodwork throughout the home. The gourmet kitchen features a giant island and top-of-the-line appliances, perfect for entertaining guests or whipping up your favorite meal. Relax and unwind in the library, a cozy space perfect for curling up with a good book. And for the wine connoisseur, indulge in the wine cove, designed to showcase your collection in style. Outside, a private courtyard awaits, complete with a firepit and fountain, perfect for intimate gatherings or enjoying a peaceful evening under the stars. Take a dip in the luxurious pool, a true oasis in the Florida sunshine. Located in one of Winter Park's most coveted neighborhoods, this home offers privacy and exclusivity, while still being conveniently located near top-rated schools, dining, shopping, and entertainment. This Spanish Villa Style home is truly a work of art, with every detail carefully thought out and executed to perfection. Casa Allegra is a full-custom Spanish-villa style home designed by the awarded company Morales-Keesee Design Associates, the same company that designed the famous Casa Teresa and many others for the signature annual event, Parade of Homes, hosted by the Greater Orlando Builder Association. From the impressive construction quality featuring concrete Masonry walls, tile roof, double pane hurricane and sound-proof windows, 11-foot ceilings, and casement windows to the patterned travertine floor throughout the first level, custom carved woodwork throughout the whole house, handmade by El Salvadorian Artist-Carpenter Alexhino, and included artwork brought all the way from the Amalfi Coast in Italy. This home is filled with lavish touches. Don't miss out on the opportunity to make this stunning residence your own.

1824 Harland Park Drive, Winter Park

$1,995,000

4 Beds ⋅ 4.5 Baths ⋅ Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Introducing an exquisite two-story Island Transitional home that is perfectly nestled in the heart of Winter Park, just minutes away from the vibrant Park Ave., downtown Orlando, and top-notch A-rated schools. This splendid property welcomes you with a grand first floor entrance. As you step inside, you'll be greeted by a lovely foyer that seamlessly leads you into an open-concept kitchen adorned with sleek stainless steel appliances, custom cabinets, and an elegant tile kitchen backsplash. The kitchen flows effortlessly into the dining and living room, where a cozy fireplace takes center stage. Additionally, on the first floor, an office/library with charming views of the front porch and a convenient powder bathroom await. Not to be missed, the owner's suite boasts a spa-like bathroom complete with a shower, double sink, and a relaxing tub. This home is a testament to stunning transitional design, offering a bright and open floor plan that is perfect for hosting and entertaining. The second floor of this residence is equally impressive, featuring three additional bedrooms, each with its own ensuite bathroom, ensuring comfort and privacy for every member of the household. An added bonus is the insulated attic space, measuring a generous 450 square feet, providing ample storage or the potential for a versatile bonus room. Step outside to discover an expansive rear lanai, which includes a summer kitchen that is perfect for al fresco dining, and a sparkling saltwater pool. This outdoor oasis, inspired by island living, extends across the master retreat and spacious living room, providing a serene and picturesque backdrop for relaxation and gatherings. Throughout this exceptional home, you will find rich details, from luxurious wall treatments to decorative lighting, that create an atmosphere of tranquility and sophistication. Each corner of this property has been thoughtfully crafted by the prestigious builder Lundev to transport you to a peaceful sanctuary, making it not just a house, but a true dream home. Don't miss this unique opportunity to experience the epitome of Island Transitional living in one of Winter Park's most desirable locations.

1800 Bryan Avenue, Winter Park

$1,399,000

4 Beds ⋅ 2.5 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Have you been looking for a unique Winter Park residence with Spanish Mediterranean charm? This expansive yet intimate villa was built in 2006. With over 3,300 square feet, the property offers four bedrooms and two and a half bathrooms. Every meticulous detail, from arched doorways to engineered wood floors and back-lit tray ceilings, has been thoughtfully executed. This custom-built gem boasts a flexible floor plan with several bonus rooms, including a "man cave" with a coffered wood ceiling and a first-floor study. Tuscan half-columns grace the family room, offering stunning views of the sparkling Gothic-style pool and the adjacent outdoor kitchen area. The gourmet kitchen seamlessly combines functionality and beauty, providing ample space, a butcher block island, contrasting wood cabinets, granite countertops, stainless steel and gas appliances, and a convenient walk-in pantry. The Master Suite offers abundant space for oversized bedroom furniture and more. The Master Bathroom features travertine tile, double sinks with granite countertops, a garden tub, a walk-in shower, and a spacious walk-in closet. Upstairs, each bedroom offers plenty of closet space, and the study could easily be transformed into a fifth bedroom. Situated on a coveted corner lot across from Marvin Smiley Park, this residence offers park views and enhanced privacy. Its prime location is close to Florida Hospital and the vibrant Park Avenue, making it an unbeatable choice. Don't miss out on the opportunity to make this remarkable Winter Park property your new home!

1717 Hollywood Avenue, Winter Park

$595,000

Albert Lee Ridge SubDv. ⋅ 32789 Zip Code

Great opportunity to own a rare, free-standing, single story office building located in the heart of Winter Park, just off of Lee Road midway between I-4 and HWY 17-92 and only minutes from the Winter Park Village, downtown Winter Park, downtown Orlando, downtown Maitland, Morse Blvd, Fairbanks Ave, Orange Ave, shopping, dining and entertainment! This property is presently being utilized as a medical/chiropractic physician’s office and features, a reception and waiting area along with private offices, exam rooms, restroom and ample parking in both the front and rear of the property. The building also features an attached garage with roll-up door for additional storage, fenced parking and backyard area as well as a ADA compliant ramp access to the front door of the building in addition to the staircase.

912 Colfax Avenue, Winter Park

$1,495,000

4 Beds ⋅ 3 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

Introducing a Luxurious Oasis in the Heart of Winter Park's Most Exclusive Neighborhood! Nestled in a secluded enclave, this elegant, spacious pool home is a masterpiece of timeless beauty and sophistication. From the moment you arrive, you'll be captivated by the lush landscape and the grandeur of this esteemed residence. Key Features: Impeccable Elegance: This home exudes refinement and charm. From the sweeping front entrance to the meticulously landscaped grounds, every detail has been designed with an unparalleled level of sophistication. Generous Living Space: this home offers an abundance of space for living, entertaining, and relaxation. High ceilings, ample natural light, and a well-thought-out floor plan create an inviting atmosphere. Gourmet Kitchen: The chef's kitchen is a culinary dream, featuring top-of-the-line appliances six burner gas cooktop, granite countertops, and custom cabinetry. Cooking and entertaining have never been so effortless. Elegant Master Retreat: The spacious master suite is a private sanctuary, boasting a luxurious en-suite bathroom, a sitting area, and a private balcony overlooking the stunning pool and backyard. Outdoor Paradise: Step into your own private oasis. The expansive screened lanai includes a sparkling, oversized pool that's perfect for cooling off during the Florida summers. The outdoor kitchen and lounge area make al fresco dining and relaxation a breeze. Manicured Grounds: The property is surrounded by lush, mature landscaping, providing an atmosphere of natural beauty and tranquility. A sense of privacy and serenity is hard to find anywhere else. Exclusive Winter Park Location: Situated in one of Winter Park's most sought-after neighborhoods, you'll enjoy the convenience of being close to top-rated schools, boutique shopping, fine dining, and cultural attractions. Sophisticated Design: This home boasts attention to detail at every turn, from the exquisite hardwood floors to the designer light fixtures and custom finishes throughout. Two-Car Garage: The spacious two-car garage ensures you have ample room for your vehicles and storage. This is an opportunity to live the Winter Park lifestyle at its finest. Do not miss your chance to make this distingushed property your home. Schedule your private tour today and experience the epitome of luxury living. Welcome to the exclusive life in Winter Park!

1701 Summerland Avenue, Winter Park

$229,999

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Delightful 3/2 condo nestled in the serene Waterfall Cove. Boasting new tile flooring throughout and interior has been completely repainted from top to bottom. Additional community perks include a playground, community pool, and HOA-covered cable and internet. This gem is conveniently situated close to Rollins College and Winter Park's renowned Park Ave, complete with shops, eateries, and art galleries. Also, a walk away, is the fabulous Winter Park Village which received a multimillion-dollar renovation to add and update shopping, dining, and an entire entertainment complex facelift. Furthermore, an extraordinary outdoor experience will be completed in 2024 with the grand opening of Seven Oaks Park! Located mere minutes from downtown Winter Park and under a mile from I-4, commuting is a breeze. Ideal for homeowners and investors alike! Don't miss out—book a viewing now! *Living Room & Master Bedroom photos have been virtually staged.**

1695 Lee Road Unit A115, Winter Park

$599,900

2 Beds ⋅ 2.5 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. ABSOLUTELY STUNNING! Welcome to this immaculate Winter Park townhouse lovingly cared for by its original owner. And there is NO HOA! Upon arrival, you'll be greeted by a lushly landscaped courtyard that sets the tone for the elegance within. Once inside, you'll be delighted to find a thoughtfully designed home office space, perfect for those seeking a tranquil work environment. A conveniently located half bath off the entrance is ideal for welcoming guests. The heart of this home boasts an impressive open floor plan, seamlessly connecting the living, dining, and kitchen areas. The living room features stunning built-in shelving and cabinets, providing storage and a stylish focal point for your cherished belongings, while the electric fireplace creates a cozy ambiance. French doors lead from the living room to the inviting covered lanai, where you can unwind and enjoy the outdoors. The kitchen is a culinary enthusiast's dream, featuring a stunning granite topped breakfast bar and counters. An additional set of French doors off the kitchen open to the courtyard, perfect for savoring your morning coffee or dining alfresco. With undershelf lighting, a tasteful tile backsplash, and stainless steel appliances, this kitchen ensures a modern, gourmet cooking experience. Upstairs, the master suite awaits, complete with its own private balcony, offering a serene retreat. The en suite master bath includes a spacious granite topped vanity and a large walk-in shower. The secondary bedroom also enjoys the luxury of a private balcony and convenient access to the full hall bath that includes a tub and shower with jet features. Step outside to the covered lanai, overlooking the tranquil backyard oasis. Here, you'll find a slate-covered open patio, ideal for a firepit and lounge chairs. There's ample space to add your very own plunge or dip pool if desired. The yard is fully fenced, providing a safe haven for your four-legged family members to run and play. This charming home offers the perfect blend of functionality and style. With an abundance of storage space throughout, you'll find it easy to keep your living spaces clutter-free. Plus, the one-car garage provides secure parking and additional storage for your convenience. Situated in a fantastic location, this home offers easy access to 17-92 and Fairbanks Avenue, where you'll discover a wealth of local shopping and dining options. This beautifully maintained townhome is a true gem, offering a modern style and open living spaces that are sure to impress. NO HOA fees mean more money in your pocket every month and the ability to enjoy the freedom to personalize your home and property to your liking, without restrictions. Schedule a showing today and experience the beauty and comfort it offers firsthand. <iframe width='853' height='480' src='https://my.matterport.com/show/?m=vZq1T7M1LY8' frameborder='0' allowfullscreen allow='xr-spatial-tracking'></iframe>

1001 Aragon Avenue, Winter Park

$1,350,000

3 Beds ⋅ 3.5 Baths ⋅ Hamilton Place SubDv. ⋅ 32789 Zip Code

Be Inspired by this beautiful Custom Mediterranean Style Home in the Heart of Winter Park. This exquisite 3 bedroom / 3.5 bathroom home is steps away from the infamous Park Ave restaurant row and shops, Winter Park Village, Whole Foods and Trader Joes. Enjoy the spacious 3,363 sq ft of living space with magnificent volume throughout this open concept floorplan. No detail has been spared including brand new Dolomite Marble Tile throughout main living area. As you enter this gorgeous home the foyer greets you with 20+ high ceilings with an abundance of natural light coming through the many windows. The living/great room is perfect to entertain family and friends. The Chef Inspired Kitchen features Stainless Steel VIKING Appliances including built in cooktop, oven, microwave and dishwasher, Granite counter tops, 42" Wood Cabinetry, pantry, large island with breakfast bar and lots of counter space. The spacious Dining space will accommodate large parties. The two(2) first floor oversized bedrooms with ensuite are perfect for a growing family or guests. Each ensuite bathroom are nicely detailed with granite counter tops and seamless glass enclosed shower. The 2 piece bathroom is conveniently located on the first floor for guests. As you go upstairs you're greeted with a large loft area, perfect for a music room, art studio, office, gaming and much more. Step in the oversized Primary bedroom and enjoy the height of the trey ceiling and the spacious Walk-in Closet with built-in system. Make the Zen inspired Primary Bathroom your Sanctuary and enjoy the deep Jacuzzi Garden Tub and separate large step-in shower with seamless glass enclosure and dual sink vanity with granite counter top. Step out the glass siding door from the dining area and enjoy the patio with Flag Stone and calming self cleaning KOI Pond. See if you can spot the resident turtle. The long private driveway leads to a side 2 car attached garage with storage space. The professionally landscaped exterior with new private fencing is perfect to entertain family and friends. The side of the home is an ideal space for a Spool. Enjoy this home's proximity to many restaurants, Hamilton Park, the best of Orlando attractions including Disney, Universal, Dr Philips Arts Center and much more. Schedule your Private Showing today.

800 Hamilton Place Court, Winter Park

$529,000

4 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. An exceptional home is there for the taking in the heart of Central Florida. This well-maintained home in Winter Park's desirable Shores of Lake Killarney subdivision offers a comfortable lifestyle with four spacious bedrooms, two baths, and 1,933 square feet of well-designed living space. Inside, you will welcome the flow of the open-concept floor plan and the roomy dining area merging with the family room to create an attractive setting for gatherings. Off the dining area, the galley kitchen offers modern stainless-steel appliances, lots of cabinet space, and a breakfast nook for morning meals. This home also features a covered, paved lanai where you can relax while enjoying your pets frolicking in the fenced backyard. An oversized driveway leads to a two-car garage with ample parking. Moments from Orlando's finest offerings, this sought-after home with no homeowner's association has access to highways, airports, SunRail, shopping destinations such as Winter Park Village and Park Avenue, dining options, golf courses, Martin Luther King, Jr. Park, Rollins and Orange Technical Colleges, and other attractions. Don't miss out on this charming residence with deeded access to Lake Killarney.

216 Blossom Lane, Winter Park

$449,880

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Amazing Winter Park Lake Front location! This fully remodeled and totally updated two bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming Winter Park's Progress Point. Unit is located on the second floor but there is an elevator / stairs to help to the location. With its prime location in Winter Park, you'll have easy access to a many of the dining opportunities, shopping, and entertainment options.This is a 55+ community .Whether you're strolling through the charming downtown area of Park Avenue or Hannibal Square or immersing yourself in the thriving arts and culture scene, with the Orlando Museum of Art right around the corner This property is centrally located to Downtown Orlando and Downtown Winter Park… no need to use the expressways!

700 Melrose Avenue Unit K, Winter Park

$1,799,000

4 Beds ⋅ 3.5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Introducing a completely renovated residence, meticulously designed by renowned interior design firm Ashley Martin Home. Nestled on a tranquil corner lot, just a few minutes from downtown Winter Park, this Charleston-style home awaits you. As you step into the bright and inviting foyer, you'll be captivated by the seamless open floor plan with real hardwood floors throughout. The kitchen featuring brand new custom cabinetry, top of the line built in appliances including a La Cornue range and working island with all new stone tops. The breakfast area with built in seating and kitchen all effortlessly flow into a spacious gathering room, perfect for entertaining family and friends. Adjacent to this, a sun-filled dining room beckons you to create cherished memories around the table. For those seeking a private workspace, an elegant office awaits, adorned with glass French doors and wood detailing for added sophistication. The owner's suite, thoughtfully situated on the main level features a beautiful light fixture, hard wood floorings and views of the serene backyard. Ascending to the second level, you'll discover three additional bedrooms or the flexibility to transform one into a versatile flex room. A balcony awaits, overlooking the picturesque brick-paved street, embraced by the shade of majestic oak trees. Experience the allure of southern charm with all the modern conveniences in this desirable Winter Park neighborhood. Immerse yourself in the vibrant lifestyle this location offers, with easy access to everything. All new lighting, flooring, trim work and paint, cabinets, tops, light fixtures, plumbing fixtures, AC, roof (less than two years old), ceilings details, baths and tile, landscaping - this home is basically NEW! Plans also available for a pool - there is plenty of room for one to be added.

1400 Lyndale Boulevard, Winter Park

$1,499,990

3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 02 SubDv. ⋅ 32789 Zip Code

413 Balmoral Road combines contemporary Craftsman design features with traditional charm. The floor plan delivers loads of character along with the privacy needed for separate living activities. The chef’s kitchen with attached breakfast room/butler’s pantry has Sub-Zero, Wolf and Miele appliances and custom handmade wall tiles. Included are an oversized gas range, warming drawer, wall oven, microwave, separate refrigerator, freezer, beverage fridge with freezer, 3 dishwashers, 3 sinks, 3 disposals and a built-in coffee station and blender. The large island has a heavy-duty mixer lift and plenty of storage. The cabinetry is solid wood with soft close features. There is a walk-in pantry. An attached vaulted ceiling family room with gas fireplace and tranquil water view provides the perfect setting to connect and relax. The home also has two additional living areas-one includes the home entertainment system and a wood burning fireplace. The second area is attached to the formal dining room and the 2 walls of glass create a harmonious connection with the outdoors. The expansive primary suite is a private retreat and includes a bonus dressing room, office or nursery; an ensuite bath with water closet, linen closet, walk in and built-in closets, a laundry room with sink and easy pool access. Additionally, there is a second office space, 2 bedrooms, 2 baths (hall/pool bath and a jack-n-jill) and a mud room/drop zone across from the garage. There are an abundance of extra coat and linen closets throughout the home. The attached two car garage has plenty of room for your vehicles, extra storage and a second washer and dryer. Located on an oversized lot, the private, fenced backyard oasis provides a sanctuary for calming the nerves and enjoying a refreshing dip in the pool (which was refurbished a couple of years ago). The covered rear deck provides plenty of shade and combined with the pool paver patio area, there is plenty of room for outdoor entertaining. There is a pond water view, buried utility lines and no immediate rear neighbors. Other features include Anderson dual pane windows (all but 2 bedrooms), a buried propane tank, gas grill hookup and storage on the deck off kitchen, six zone irrigation system with a separate water meter, 3 attic accesses -2 with pull-down stairs, 2 HVAC systems for zoned heat and cooling and a transferrable Terminix termite warranty. The architect owner has lived in this home for over 50 years. It has been a labor of love to create this unique, one-of-a-kind home in sought after Winter Park, FL with its top rated schools and world class shopping and dining. This home is conveniently located near area hospitals, UCF, downtown Orlando and Orlando International Airport. Don’t miss this rare opportunity to make this your next residence!

413 Balmoral Rd, Winter Park

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