Homes for Sale in Winter Park FL with Air Conditioning
317 results
3D Tour Showcase 
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- Open: Sun 1-4pm (4/5)
- 1399 Aloma Ave, Winter Park, FL 32789
- 3 bds
- 2 ba
- 1,804 sqft
FLORIDA HOMES REALTY & MORTGAGEGas fireplace
3D Tour 
- 2305 Coldstream Dr, Winter Park, FL 32792
- 5 bds
- 6 ba
- 3,655 sqft
Konkol Custom Homes & Remodeling LLC, CORCORAN PREMIER REALTYAll bedrooms are ensuite
- 236 Scottsdale Sq #236, Winter Park, FL 32792
- 2 bds
- 2 ba
- 1,085 sqft
KELLER WILLIAMS ADVANTAGE 2 REALTYTwo levels
- Kitchen island
- 1873 Casselwood St, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,291 sqft
ERA GRIZZARD REAL ESTATEOpen floor plan
- 1624 Barcelona Way, Winter Park, FL 32789
- 4 bds
- 3 ba
- 3,828 sqft
PREMIER SOTHEBY'S INTL. REALTYPrice cut: $20,000 (3/30)
- Three well-appointed bedrooms
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- Granite countertops
- 1336 College Point, Winter Park, FL 32789
- 4 bds
- 5 ba
- 3,181 sqft
PREMIER SOTHEBY'S INTL. REALTYJuliet balcony - 700 Melrose Ave APT J1, Winter Park, FL 32789
- 2 bds
- 2 ba
- 1,074 sqft
FANNIE HILLMAN & ASSOCIATESSparkling pool - 2412 Chantilly Ave, Winter Park, FL 32789
- 5 bds
- 7 ba
- 4,506 sqft
PARKLAND Homes -DAVINCI DEVELOPMENT, REAL BROKER, LLCOpen: Sat 2-4pm (4/4) - 3204 Netherwood Dr, Winter Park, FL 32792
- 2 bds
- 2 ba
- 1,056 sqft
WATSON REALTY CORP.Price cut: $24,001 (3/24) - 141 Glenridge Way, Winter Park, FL 32789
- 5 bds
- 5 ba
- 5,243 sqft
FANNIE HILLMAN & ASSOCIATESResort style pool - 330 Elkhorn Ct, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,570 sqft
LA ROSA REALTY CW PROPERTIES L3D Tour - 1134 Washington Ave #13, Winter Park, FL 32789
- 3 bds
- 4 ba
- 2,083 sqft
KELLY PRICE & COMPANY LLCVaulted screened lanai 3D Tour - Price cut: $2,500 (3/19)
- 7117 Swallow Run Unit G-1, Winter Park, FL 32792
- 3 bds
- 3 ba
- 1,565 sqft
COMPLETE FLORIDA REALTY LLCPrice cut: $7,000 (3/27) - Fresh paint
- 2922 Reef Knot Pl, Winter Park, FL 32792
- 4 bds
- 4 ba
- 3,153 sqft
CHARLES RUTENBERG REALTY ORLANDOShowcase - 2211 Azalea Pl, Winter Park, FL 32789
- 5 bds
- 7 ba
- 7,278 sqft
FORTUNE CHRISTIE'S INTERNATIONAL REAL ESTATE3D Tour 
- 1120 Preserve Point Dr, Winter Park, FL 32789
- 7 bds
- 11 ba
- 11,255 sqft
PREMIER SOTHEBY'S INTL. REALTYGated mediterranean estate - 2400 Dominica Run, Winter Park, FL 32792
- 2 bds
- 1 ba
- 854 sqft
FLORIDA HOME TEAM REALTY LLCDouble glass sliders - Open: Sat 1-4pm (4/4)
- 541 W Canton Ave, Winter Park, FL 32789
- 4 bds
- 4 ba
- 3,553 sqft
PREMIER SOTHEBY'S INTL. REALTYGrand center island Showcase - Price cut: $95,000 (3/19)
- 1354 Indiana Ave, Winter Park, FL 32789
- 3 bds
- 2 ba
- 1,269 sqft
CHARLES RUTENBERG REALTY ORLANDO3D Tour - 661 Selkirk Dr, Winter Park, FL 32792
- 3 bds
- 3 ba
- 2,150 sqft
KELLER WILLIAMS HERITAGE REALTYCozy fireplace - Attractive courtyard entry
- Price cut: $1,800 (3/12)
- 218 Orange Terrace Dr, Winter Park, FL 32789
- 3 bds
- 2 ba
- 1,618 sqft
ANNE ROGERS REALTY GROUP INCPrice cut: $35,000 (3/26) - Perfect family layout
- Price cut: $50,000 (3/16)
- 1052 Manchester Cir, Winter Park, FL 32792
- 3 bds
- 2 ba
- 1,703 sqft
FLORIDA INVESTMENT REALTY GRPModern finishes - Beautifully upgraded lakefront property
- Ample storage space
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
- For Sale
- Florida
- Orange County
- Winter Park
Find a Home You'll Love
Explore Nearby & Average Home Values
- Orlando Homes for Sale$370,827
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- 32825 Homes for Sale$386,086
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- 32789 Homes for Sale$792,523
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- Homes for Sale Under $500K in Winter Park FL
- Homes for Sale Under $600K in Winter Park FL
- Homes for Sale Under $700K in Winter Park FL
- Homes for Sale Under $800K in Winter Park FL
- Homes for Sale Under $900K in Winter Park FL
- Price Reduced Homes for Sale in Winter Park FL
- Winter Park FL Cheap Homes For Sale
Disclaimer: School attendance zone boundaries are supplied by Pitney Bowes and are subject to change. Check with the applicable school district prior to making a decision based on these boundaries.
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