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31 Properties
101 S New York Avenue Unit 304, Winter Park image
101 S New York Avenue Unit 304, Winter Park — Douglas Grand $1,499,000

You'll find one of Central Florida's most distinctive and established in-town living experiences in historic downtown Winter Park. Now is your opportunity to own a two-st...

  • 3 Beds
  • 3 Baths
  • 3,118 SqFt.
  • O5922949 MLS
  • Active Status
  • 32789 Zip Code
  • Winter Park Residential SubDv.
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101 S New York Avenue Unit 303, Winter Park image
101 S New York Avenue Unit 303, Winter Park — Douglas Grand $1,495,000 ▼

Incredible two-story condo unit available at Winter Park’s premier address, The Douglas Grand. Located on the 3rd floor of this access-controlled building, this 3-bedroom...

  • 3 Beds
  • 3 Baths
  • 3,174 SqFt.
  • O5899896 MLS
  • Active Status
  • 32789 Zip Code
  • Winter Park Residential SubDv.
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315 E New England Avenue Unit 11, Winter Park image
315 E New England Avenue Unit 11, Winter Park — 315 $1,380,000

Centrally located 2-blocks from Park Avenue with easy access to shops, restaurants and Central Park. This stylish condo offers 3-bedrooms with an open floor plan full of ...

  • 3 Beds
  • 2 Baths
  • 2,018 SqFt.
  • O5941912 MLS
  • Active Status
  • 32789 Zip Code
  • Villa Siena SubDv.
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315 E New England Avenue E Unit 8, Winter Park image
315 E New England Avenue E Unit 8, Winter Park — Villa Siena $985,000

Known as the Jewel of Winter Park, Villa Siena is located 2 blocks off Park Avenue and is directly across from the chic Alfond Inn. Amenities include assigned garage park...

  • 2 Beds
  • 2 Baths
  • 1,602 SqFt.
  • O5927710 MLS
  • Active Status
  • 32789 Zip Code
  • Villa Siena SubDv.
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100 S Virginia Avenue Unit 403, Winter Park image
100 S Virginia Avenue Unit 403, Winter Park — Douglas Grand $950,000

One story unit at the Douglas Grand building in downtown Winter Park. High-end appliances and fixtures, granite counter tops in the kitchen and all baths. Oversized wal...

  • 3 Beds
  • 3 Baths
  • 2,599 SqFt.
  • O5926518 MLS
  • Active Status
  • 32789 Zip Code
  • Winter Park Residential SubDv.
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690 Osceola Avenue Unit 607, Winter Park image
690 Osceola Avenue Unit 607, Winter Park — Na $895,900

One or more photo(s) has been virtually staged. Lakefront living at its best. A unique, penthouse condominium with direct, spectacular south views to Lake Virginia, that ...

  • 3 Beds
  • 2 Baths
  • 1,683 SqFt.
  • O5934154 MLS
  • Active Status
  • 32789 Zip Code
  • Lake Virginia Condo SubDv.
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311 E Morse Boulevard Unit 8-1, Winter Park image
311 E Morse Boulevard Unit 8-1, Winter Park — - $879,000

$879,000 OBO. Remodeled ground floor large condo with beautiful view of Chain of lakes! Walk to WP Park Ave shops & restaurants & train station! Brand new white & gre...

  • 3 Beds
  • 2 Baths
  • 2,350 SqFt.
  • O5944221 MLS
  • Active Status
  • 32789 Zip Code
  • Phillips Circle Rep SubDv.
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223 E Canton Avenue Unit 223, Winter Park image
223 E Canton Avenue Unit 223, Winter Park — Winterset $610,000 ▼

One or more photo(s) has been virtually staged. DOWNTOWN WINTER PARK CONDO - just steps from Park Avenue. This MODERN condo is located in Winterset, a SECURE building w...

  • 2 Beds
  • 2 Baths
  • 1,040 SqFt.
  • O5934011 MLS
  • Active Status
  • 32789 Zip Code
  • Winterset SubDv.
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690 Osceola Avenue Unit 204, Winter Park image
690 Osceola Avenue Unit 204, Winter Park — Lake Virginia $495,800

One or more photo(s) has been virtually staged. LAKEFRONT!! LAKEFRONT!! LAKEFRONT!! OFFERING A RARE OPPORTUNITY IN THE HEART OF "OLDE WINTER PARK"! THIS 2BR - 2BATH DI...

  • 2 Beds
  • 2 Baths
  • 1,148 SqFt.
  • O5931550 MLS
  • Active Status
  • 32789 Zip Code
  • Lake Virginia SubDv.
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350 Carolina Avenue Unit 306, Winter Park image
350 Carolina Avenue Unit 306, Winter Park — 350 $459,000

Beautiful 2 Bedroom 2 Bath corner unit in sought after Park West Condominiums. Newly updated and move-in condition in the heart of Winter Park. This one of a kind communi...

  • 2 Beds
  • 2 Baths
  • 1,544 SqFt.
  • O5940886 MLS
  • Active Status
  • 32789 Zip Code
  • Park West Condo SubDv.
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535 N Interlachen Ave Unit 306, Winter Park image
535 N Interlachen Ave Unit 306, Winter Park — Andalucia $384,900 ▼

Welcome to Andalucia. Condos rarely come on the market in this charming & quiet 20 unit complex. The word Andalucia means “to walk easy”. This beautiful 3rd floor 2 be...

  • 2 Beds
  • 2 Baths
  • 970 SqFt.
  • O5906796 MLS
  • Active Status
  • 32789 Zip Code
  • Andalucia Apts Condo SubDv.
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640 N Park Avenue Unit 35, Winter Park image
640 N Park Avenue Unit 35, Winter Park — Park-Aire $339,000 ▼

LOCATION, LOCATION, LOCATION! This property with a Million Dollar View is being offered at a sixty-six percent (66%) discount. The multi-million dollar townhouses immed...

  • 1 Beds
  • 1 Baths
  • 673 SqFt.
  • O5920481 MLS
  • Active Status
  • 32789 Zip Code
  • Park Aire Condo SubDv.
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251 E Canton Avenue Unit 251, Winter Park image
251 E Canton Avenue Unit 251, Winter Park — Village Of Winterset $329,000 ▲

Downtown Winter Park condo located steps away from Park Avenue.Updated kitchen and easy access to all the downtown has to offer. Shopping, museums, Sunrail, Rollins Colle...

  • 1 Beds
  • 1 Baths
  • 733 SqFt.
  • O5921989 MLS
  • Active Status
  • 32789 Zip Code
  • Village Winterset Inc SubDv.
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2560 Passamonte Drive Unit 9F, Winter Park image
2560 Passamonte Drive Unit 9F, Winter Park — N/A $317,900

Location, Location, Location! This well kept townhouse is located within a gated community with excellent schools in the area. This 2 story townhouse offers 3 bedrooms, 2...

  • 3 Beds
  • 2 Baths
  • 1,892 SqFt.
  • O5943466 MLS
  • Active Status
  • 32792 Zip Code
  • Via Lago At Hanging Moss Condominiums SubDv.
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2500 Lee Road Unit 230, Winter Park image
2500 Lee Road Unit 230, Winter Park — 1 $225,900

One or more photo(s) has been virtually staged. Welcome to Lakeside Manor, this gorgeous Lake view condo is located in Highly Desired location of winter park, Two bed, tw...

  • 2 Beds
  • 2 Baths
  • 1,050 SqFt.
  • O5939735 MLS
  • Active Status
  • 32789 Zip Code
  • Lakeside Manor Apts Condo SubDv.
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151 N Orlando Avenue Unit 204, Winter Park image
151 N Orlando Avenue Unit 204, Winter Park — A $198,000 ▼

Location, Location, Location! This Winter Park Condo is in a prime location directly adjacent to shops, restaurants, entertainment, etc. Walk to Trader Joe's & a brand ne...

  • 2 Beds
  • 1 Baths
  • 710 SqFt.
  • O5911347 MLS
  • Active Status
  • 32789 Zip Code
  • Lake Killarney Condo SubDv.
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1250 S Denning Drive Unit 125, Winter Park image
1250 S Denning Drive Unit 125, Winter Park — 1250 $189,900 ▼

Cute 2 bedroom , 2 bathroom condo in Winter Park. Mead Gardens Condos are walking distance to Park Ave, Azalea Tennis Center, Rollins College, Mead Gardens, dining option...

  • 2 Beds
  • 2 Baths
  • 898 SqFt.
  • O5933471 MLS
  • Active Status
  • 32789 Zip Code
  • Mead Garden Condo SubDv.
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2935 Antique Oaks Circle Unit 57, Winter Park image
2935 Antique Oaks Circle Unit 57, Winter Park — Parkview Village /2935 $180,000

Very nice well appointed condo, completely renovated 2Bedroom/2bathroom, located in Winter Park, great school district, all appliances included. Perfect for the investor ...

  • 2 Beds
  • 2 Baths
  • 1,018 SqFt.
  • O5943354 MLS
  • Active Status
  • 32792 Zip Code
  • Parkview Village SubDv.
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700 Melrose Avenue Unit E 3, Winter Park image
700 Melrose Avenue Unit E 3, Winter Park — E $169,900

FABULOUS STUDIO AVAILABLE IN WINTER PARK GARDENS. This studio has all new everything: appliances, kitchen, bathroom. Beautiful view of the gardens from the bright sun...

  • 1 Baths
  • 587 SqFt.
  • O5944086 MLS
  • Active Status
  • 32789 Zip Code
  • Winter Park Gardens SubDv.
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2917 Antique Oaks Circle Unit 021, Winter Park image
2917 Antique Oaks Circle Unit 021, Winter Park — 2917 $147,500

Immaculate two-bedroom condominium unit with tenant in-place through July 2021 in beautiful Parkview Village, conveniently located off Semoran Blvd and within an easy dri...

  • 2 Beds
  • 2 Baths
  • 1,018 SqFt.
  • O5934868 MLS
  • Active Status
  • 32792 Zip Code
  • Parkview Village SubDv.
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2935 Antique Oaks Circle Unit 059, Winter Park image
2935 Antique Oaks Circle Unit 059, Winter Park — 2935 $147,500 ▲

Two-bedroom / two-bathroom condominium unit in Parkview Village, directly across from Full Sail. Located in a quiet corner of Parkview Village, this condominium includes ...

  • 2 Beds
  • 2 Baths
  • 1,018 SqFt.
  • O5932979 MLS
  • Active Status
  • 32792 Zip Code
  • Parkview Village SubDv.
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3053 George Mason Avenue Unit 8, Winter Park image
3053 George Mason Avenue Unit 8, Winter Park — 3053 $144,900

Location. location. location. Own this 2/2 unit at winter Park, New AC and ducts 2020. Previously remodeled. Property is located cloase to Business, Restaurant and maj...

  • 2 Beds
  • 2 Baths
  • 1,030 SqFt.
  • O5928125 MLS
  • Active Status
  • 32792 Zip Code
  • Colonies SubDv.
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3014 Antique Oaks Circle Unit 119, Winter Park image
3014 Antique Oaks Circle Unit 119, Winter Park — Parkview Village/3014 $139,900

Connect to all that the Orlando area offers from this Nicely Updated one-bedroom / 1-bath unit Available Now in Beautiful Parkview Village! The Gorgeous Kitchen with Gran...

  • 1 Beds
  • 1 Baths
  • 749 SqFt.
  • V4918510 MLS
  • Active Status
  • 32792 Zip Code
  • Parkview Village SubDv.
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200 Saint Andrews Boulevard Unit 601, Winter Park image
200 Saint Andrews Boulevard Unit 601, Winter Park — 600 $135,000

Listing Realtor is the owner. What a beautiful community this is! Four Seasons, one of the most sought-after communities in Winter Park. The association takes pride in a...

  • 1 Beds
  • 1 Baths
  • 727 SqFt.
  • O5939096 MLS
  • Active Status
  • 32792 Zip Code
  • Four Seasons Condo SubDv.
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2929 Antique Oaks Circle Unit GE, Winter Park image
2929 Antique Oaks Circle Unit GE, Winter Park — 2929 $125,000

INVESTOR DREAM...WELL LOCATED ONE BEDROOM CONDO IN PARKVIEW AT WINTER PARK. WELL RATED WINTER PARK SCHOOL DISTRIC..LOCATED NEAR SHOPS, RESTAURANTS,BUS STOP AND ACROSS FRO...

  • 1 Beds
  • 1 Baths
  • 749 SqFt.
  • O5922740 MLS
  • Active Status
  • 32792 Zip Code
  • Park View Condos SubDv.
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234 Scottsdale Square Unit 234, Winter Park image
234 Scottsdale Square Unit 234, Winter Park — 234 $124,900

Great location with proximity to UCF, Full Sale, the airport, Winter Park schools, shopping, etc. Recently upgraded with kitchen backsplash, floors, and fresh paint thro...

  • 2 Beds
  • 2 Baths
  • 1,085 SqFt.
  • O5930158 MLS
  • Active Status
  • 32792 Zip Code
  • Winter Park Woods Condo SubDv.
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3008 Antique Oaks Circle Unit 111, Winter Park image
3008 Antique Oaks Circle Unit 111, Winter Park — 3008 $124,000 ▼

Quiet one-bedroom / one-bathroom condominium unit in beautiful Parkview Village, directly across from Full Sail. Featuring a spacious open floor plan, large master bedroo...

  • 1 Beds
  • 1 Baths
  • 749 SqFt.
  • O5931226 MLS
  • Active Status
  • 32792 Zip Code
  • Parkview Village SubDv.
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1695 Lee Road Unit C211, Winter Park image
1695 Lee Road Unit C211, Winter Park — C $120,000

Lovely 2 bedroom, 1 bathroom on a 2nd floor at Waterfall Cove, close to restaurants, shopping, and all major highways. The open living room is very spacious with sliding ...

  • 2 Beds
  • 1 Baths
  • 881 SqFt.
  • S5050178 MLS
  • Active Status
  • 32789 Zip Code
  • Waterfall Cove At Winter Park Condo SubDv.
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3044 Antique Oaks Circle Unit 181, Winter Park image
3044 Antique Oaks Circle Unit 181, Winter Park — 3008 $120,000 ▼

Open and airy one-bedroom / one-bathroom condominium unit in beautiful Parkview Village, positioned directly across from Full Sail. The move-in ready unit features a spac...

  • 1 Beds
  • 1 Baths
  • 749 SqFt.
  • O5932874 MLS
  • Active Status
  • 32792 Zip Code
  • Parkview Village SubDv.
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3051 Aaron Burr Avenue Unit 8, Winter Park image
3051 Aaron Burr Avenue Unit 8, Winter Park — 3051 $114,900 ▼

BACK ON THE MARKET! Second floor condo features a spacious Living Room, Master Bedroom with an En-suite bathroom and walk-in closets in both bedrooms. Sliding glass door...

  • 2 Beds
  • 2 Baths
  • 1,035 SqFt.
  • O5929438 MLS
  • Active Status
  • 32792 Zip Code
  • Colonies SubDv.
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