Kissimmee, FL Real Estate Search

Kissimmee, FL Homes with a Pool for Sale

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Newest Kissimmee, FL Homes with a Pool for Sale

602 Mesilla Drive, Kissimmee
$289,900
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 1 South SubDv. ⋅ 34758 Zip Code
Renovated 3/2 single family home. Very nice inside layout. Freshly painted inside and out. Refurbished kitchen and bathrooms. New vanities, ceiling fans, light fixtures, locks. Property has a very spacious corner lot with a 2-car garage with door opener. Beautiful paint combination of colors. This property has an enclosed addition on the back that will be perfect for entertaining, use it as a movie, arcade games or music room or just as a family room. This is a property to be strongly consider for purchase. Easy showing.

602 Mesilla Drive, Kissimmee
4839 Kings Castle Circle, Kissimmee
$739,900
5 Beds ⋅ 5 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
Best location of the resort, across to one of resort clubhouses. One of the most booked resorts in the area. Offers not only one but TWO clubhouses, with access to a multitude of amenities, including a Resort-Style Pool, Lazy River, Tiki Bar, Tennis Courts, Fitness Center, and even Kayak and Mini Golf rentals. Strategically situated near Disney, Storey Lake is minutes away from top tourist attractions, parks, shopping, and fine dining. Its proximity to the airport enhances its appeal to out-of-town guests and potential short-term rentals.

4839 Kings Castle Circle, Kissimmee
230 Grouper Court, Poinciana
$310,000
4 Beds ⋅ 2 Baths ⋅ Poinciana Nbrhd 04 Village 07 SubDv. ⋅ 34759 Zip Code
Welcome to this 4 bedroom 2 bath , beautiful home, where spacious living meets thoughtful design. Upon entry, you’re greeted by a large, tiled foyer that flows seamlessly into an open floor plan. The living room boasts rich wood flooring, offering a cozy and inviting ambiance, while the kitchen features tile flooring, an island, a closet pantry, and ample cabinetry for all your storage needs. French doors from the living room open to a screened lanai and back porch, ideal for enjoying peaceful moments or hosting gathering. The expansive master bedroom includes wood laminate flooring, a generous walk-in closet, and an en-suite bathroom with dual sinks, a relaxing garden tub, and a walk-in shower. A private water closet adds extra convenience. The spacious laundry room and well-sized third bedroom, featuring carpet and a walk-in closet, lead to the fourth bedroom with laminate wood flooring. A second bathroom offers a shower and tub combination with elegant tile flooring, adding to the home’s appeal. The immaculate garage provides not only ample storage but also doubles as an entertaining space. Set on a large corner lot in a peaceful neighborhood, this home truly combines beauty, functionality, and serenity.

230 Grouper Court, Poinciana
7736 Graben Street, Kissimmee
$979,000
9 Beds ⋅ 9 Baths ⋅ Reunion West Ph 3 West SubDv. ⋅ 34747 Zip Code
CORNER LOT!! PRICE IMPROVEMENT BEAUTIFUL and recently renovated, FULLY FURNISHED Vacation property, with 9 bedrooms, 8.5 bathrooms SLEEPS 16+! Amazing investment opportunity, healthy CAP Rates, and calendar very high occupancy rates at the time. The open-concept living area features a large dining area, plenty of seating, and great pool views The home is built on an oversized lot, with fences and hedges all around. The downstairs master retreat is spacious and offers access to the pool and its private bathroom. The garage has been turned into a game room. Upstairs you will find a loft with a pool table and TV. Seven more bedrooms provide plenty of room for guests. The Encore at Reunion Resort includes a spectacular clubhouse, an award-winning restaurant, a Water Park, a full-service spa, two playgrounds, a state-of-the-art gym, and basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check-ins, resort-provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining, and more.

7736 Graben Street, Kissimmee
8832 Macapa Drive, Kissimmee
$699,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code
Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area.  Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.

8832 Macapa Drive, Kissimmee
8860 Candy Palm Road, Kissimmee
$520,000
6 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code
Homes for sale in Kissimmee FL near Disney don’t get better than this fully furnished 6-bedroom, 5-bathroom pool home in the highly sought-after Paradise Palms Resort, a gated short-term rental community just minutes from Walt Disney World Resort. This turnkey vacation home features a private screened-in pool and lanai overlooking a peaceful conservation view, creating the perfect setting for relaxing after a day at the parks. The open-concept floor plan offers spacious living and dining areas ideal for entertaining guests or maximizing rental income. The upgraded kitchen includes stainless steel appliances, granite countertops, and ample cabinet space perfect for hosting and everyday convenience. Located in Kissimmee near the Disney area and major attractions throughout Central Florida, this property is positioned for both lifestyle and investment success. Paradise Palms Resort offers resort-style amenities including a clubhouse, fitness center, tiki bar, community pool, tennis courts, and more delivering a true vacation experience for residents and guests alike. Whether you’re searching for a vacation home near Disney, a short-term rental investment property in Orlando, or a fully furnished income-producing property, this home checks every box. Don’t miss this opportunity to own a high demand Airbnb-friendly property in one of Kissimmee’s premier resort communities schedule your private showing today!

8860 Candy Palm Road, Kissimmee
3011 Bransbury Court, Kissimmee
$440,000
4 Beds ⋅ 3 Baths ⋅ Lindfields Unit 1 SubDv. ⋅ 34747 Zip Code
PRICE REDUCED! °°° This fully furnished, turn-key 4-bed, 2.5-bath home features major upgrades throughout, including brand-new kitchen cabinets (August 2025), new roof (May 2024), extra blown-in attic insulation (August 2025), fresh exterior paint (June 2024), and a new water heater (June 2025). Enjoy a private heated pool overlooking a peaceful pond with no rear neighbors — all with no HOA and short-term rentals allowed, making it an excellent investment opportunity.Open floor plan filled with natural Light. Downstairs master suite with walk-in closet and en-suite bath featuring a tub and separate shower. Screened-in pool area ideal for relaxing or entertaining, with water view, which provides a very natural and beautiful environment! Just 6 miles from Disney entrance, close to shopping, dining, hospitals, pharmacies, Margaritaville Resort, H2O Water Park, and entertainment. Short-term rental friendly — strong income potential. lMove-in ready — simply bring your suitcase!! Schedule your showing today!

3011 Bransbury Court, Kissimmee
4147 Boggy Creek Road, Kissimmee
$1,850,000
4 Beds ⋅ 3 Baths ⋅ South Semoran Farms Un 2 Unrec SubDv. ⋅ 34744 Zip Code
This property has it all! 2.50 Acres with a 3 bed/2 bath pool home and a 2016 1 bed/1 bath Guest House. The main house is 3250 total sq. ft. and the guest house is 968 sq. ft. with a total of 4218 sq. ft. Both of these homes have real brick exteriors. The sunken living room has a beautiful wood burning brick fireplace, high ceilings and Italian Porcelain Tile. There's a beautiful salt water sports pool with a spa and heater. In the kitchen you'll find a dinette area and a kitchen island. It has Level 4 Granite countertops and custom hickory kitchen cabinets. The kitchen has a breakfast bar with seating for 8. The main house has been updated with new 2026 AC, double pane windows, new plumbing, new water softener, water heater, real wood floors, Italian Porcelain tile, custom blinds, French doors, custom crown & molding, custom toilet and porcelain tub in the Master bath, and seamless gutters with leaf guards. The septic drain field was replaced in 2016 and the roof on both homes are only 7 years old. The Guest House has custom hickory kitchen cabinets with granite countertops, custom blinds, and custom crown and base molding. The property has a Swan security system with cameras and a monitor. The fire alarm system is connected to both homes so if one goes off they all go off. It has a 2 car garage with a new garage door opener and camera. There is a stand alone 12x20 carport, 10x20 small shed, 12x24 large shed with AC, and a 20x32 Big Shop. The property is beautifully landscaped with lots of fruit trees including Mango, Papaya, Peach, Pomegranate and Star Fruit. The property behind the home and across the front is fenced with chain link, and it has an electric gate at the entrance. It also has a cross fence behind the home so there's plenty of room for your animals. Perfect location to everything, only 8.5 miles to the Orlando Airport, 6.5 miles to Lake Nona, 8.7 miles to the FL Turnpike, and Austin Tindall Park is right across the street. All measurements are approximate.

4147 Boggy Creek Road, Kissimmee
1502 Jadewood Way, Kissimmee
$359,000
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 2c & 2d Pb 30 Pgs 74-80 Lot 323 SubDv. ⋅ 34744 Zip Code
Short Sale. This beautiful single-family home is now available in Kindred Community, Kissimmee, FL. The home features 4 bedrooms, 2 bathrooms, and garage parking for 2 vehicles. The main bedroom has a walk-in closet and an en-suite bathroom. This property shines with solar panels, saving you money and the environment. Only 30 minutes away from Amtrak and less than 30 minutes from Disney World. With access to Downtown Kissimmee, Florida Turnpike, Airport, VA Hospital, THE LOOP Shopping area, restaurants, shopping centers, supermarkets and Sunrail Train. This community offers, dog park, club house, pools, gym, playground, walking areas and more.

1502 Jadewood Way, Kissimmee
2857 Bookmark Drive, Kissimmee
$998,000
9 Beds ⋅ 5 Baths ⋅ Cove At Storey Lake Ii SubDv. ⋅ 34746 Zip Code
Lake Front short team Vacation home Experience luxury living in this spacious nine-bedroom, five-bathroom home at Storey Lake Resort. The first-floor gourmet kitchen with quartz countertops and stainless-steel appliances seamlessly blends with family and dining areas. Enjoy an oversized private pool, spa, and covered lanai with stunning water views. The upper level features a gaming loft, two sets of Jack and Jill bedrooms, three additional rooms, and a full bath. Unique themed rooms a distinctive rental experience. Storey Lake Resort offers top-notch amenities, including a massive pool, splash pool, lazy river, fitness facilities, kayaks, and more. Located near 192 and Osceola Pkwy, this home is just a 10-minute drive from Disney and close to Orlando's attractions. Don’t miss this rare opportunity to own a piece of Orlando luxury! Booking is good for this house. 75-80 occupancy. we do have booking info to share with serious buyer. Solar panel system with a monthly payment of $360, over $200 monthly saving for the power bills.

2857 Bookmark Drive, Kissimmee
1136 Castle Pines Court, Reunion
$2,250,000
14 Beds ⋅ 13 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
Large 14 Bed Purpose Built Vacation Home in Reunion Resort. 14 Bed, 14 bath home with Media / Game room combo. Double Lot West Facing with spectacular private pool and hot tub overlooking the pristine Jack Nicklaus designed golf course. This home is move in / rent ready as it comes fully furnished with modern resort style décor. In addition to a huge outdoor patio where you can relax with your favorite drink and watch the Florida setting sunset

1136 Castle Pines Court, Reunion
4539 Philadelphia Circle, Kissimmee
$649,000
6 Beds ⋅ 4 Baths ⋅ Liberty Village Ph 2 SubDv. ⋅ 34746 Zip Code
NEW IMPROVED PRICE!!! Opulence at its best. Stunning designs throughout this 6 bedroom, 3.5 Bathroom 3108 Square Foot residence. Perfect opportunity to own this luxurious home which can be utilized as a turn-key short-term rental. Downstairs upgraded Master Bedroom. Upstairs bedrooms are “themed” with Harry Potter, Minions and Mickey/Minnie. Upgraded appliances throughout. Marble countertops from the Kitchen to the bathrooms. The roof and AC were replaced in 2022, along with a newly installed pool heater. Enjoy the elegant pool deck with a jacuzzi which overlooks the lake, while grilling out with your loved ones and friends. Within 20 minutes from Disney areas and 10 minutes from Old Town Kissimmee restaurants and attractions.

4539 Philadelphia Circle, Kissimmee
370 Lasso Drive, Kissimmee
$750,000
8 Beds ⋅ 7 Baths ⋅ Reunion West Ph 1 West & Ament Ctr Rplt SubDv. ⋅ 34747 Zip Code
Beautiful fully furnished 8 bedroom, 7 bath, 2 car garage, pool and spa home on the premier gated resort community of Encore Club. All bedrooms have en-suite bathrooms that have granite countertops as does the gourmet kitchen with features 42" wood cabinets and stainless steel appliances. Having 2 Master suites is perfect and key for vacation rentals or extended family vacations. The heated pool and spa, brick pavers, beautiful interior design package and game room are just some of the upgrades in this fantastic vacation home that offers substantial income opportunities. Relax and enjoy as the HOA maintains the community pool that features water lides, splash pad, beach volleyball bar/restaurant and other beach-side amenities Encore at Reunion Resort offers. The resort large screen TV, gaming systems, snack market, and arcade room. Guest Services will assist with anything from scheduling transportation to catering as well as help you navigate the monthly resort community schedule. Encore Resort is located just minutes from Disney, outlets stores, I-4 and all Orlando attractions.

370 Lasso Drive, Kissimmee
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