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Winter Park, FL
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551 Properties Available

551 Properties Available

The average price in the selected areas has remained stable. Learn more
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2500 LEE RD. #222, Winter Park, FL 32789
1/25
Active

$199,000

1 Bed1 Bath645 SqFt

2500 LEE RD. #222, Winter Park, FL 32789

Listed by Christine Bouchard HOMESMART

Stellar MLS
244 OSCEOLA CT, Winter Park, FL 32789
1/34
Open Sat 2PM-4PM

$1,299,000

4 Beds3 Baths1,837 SqFt

244 OSCEOLA CT, Winter Park, FL 32789

Listed by Maria Van Warner FANNIE HILLMAN & ASSOCIATES

Stellar MLS
423 OLOLU DR, Winter Park, FL 32789
1/51
Open Fri 4PM-6PM

$599,000

3 Beds3 Baths1,920 SqFt

423 OLOLU DR, Winter Park, FL 32789

Listed by Jill Healey KELLER WILLIAMS WINTER PARK

Stellar MLS
1655 TREMONT LN, Winter Park, FL 32792
1/21
Open Fri 12PM-3PM

$385,000

3 Beds2 Baths1,592 SqFt

1655 TREMONT LN, Winter Park, FL 32792

Listed by Frankie Register THE WILKINS WAY LLC

Stellar MLS
311 E MORSE BLVD #2 - 5, Winter Park, FL 32789
1/32
Open Sun 1PM-3PM

$2,100,000

2 Beds2 Baths1,900 SqFt

311 E MORSE BLVD #2 - 5, Winter Park, FL 32789

Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1673 MAYFIELD AVE, Winter Park, FL 32789
1/44
Open Sun 1PM-4PM

$1,195,000

4 Beds4 Baths2,540 SqFt

1673 MAYFIELD AVE, Winter Park, FL 32789

Listed by Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
1340 BLUE STEM LN, Winter Park, FL 32792
1/48
Open Sat 12PM-2PM

$740,000

4 Beds4 Baths2,587 SqFt

1340 BLUE STEM LN, Winter Park, FL 32792

Listed by Beth Hobart MAINFRAME REAL ESTATE

Stellar MLS
640 N PARK AVE #5, Winter Park, FL 32789
1/28
Open Sat 11AM-2PM

$450,000

1 Bed1 Bath673 SqFt

640 N PARK AVE #5, Winter Park, FL 32789

Listed by David Auerbach PARK TOWN REAL ESTATE LLC

Stellar MLS
2634 EXUMA WAY, Winter Park, FL 32792
1/26
Open Sat 12PM-3PM

$284,990

3 Beds2 Baths1,284 SqFt

2634 EXUMA WAY, Winter Park, FL 32792

Listed by Julia Jefferson LUXE HUNTER REAL ESTATE

Stellar MLS
851 MILES AVE #13, Winter Park, FL 32789
1/24
Open Fri 4PM-6PM

$219,000

2 Beds1 Bath808 SqFt

851 MILES AVE #13, Winter Park, FL 32789

Listed by Eric Campbell LPT REALTY, LLC

Stellar MLS
2350 CADY WAY, Winter Park, FL 32792
1/31
Open Sat 2PM-4PM

$575,000

4 Beds2 Baths1,854 SqFt

2350 CADY WAY, Winter Park, FL 32792

Listed by Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

Stellar MLS
2811 EASTERN Pkwy, Winter Park, FL 32789
1/21
Open Sat 11AM-1PM

$665,000

3 Beds2 Baths1,433 SqFt

2811 EASTERN Pkwy, Winter Park, FL 32789

Listed by Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

Stellar MLS
1213 LINDENWOOD LN, Winter Park, FL 32792
1/29
Open Sun 12PM-2PM

$750,000

4 Beds2 Baths2,505 SqFt

1213 LINDENWOOD LN, Winter Park, FL 32792

Listed by Amy Turner KELLER WILLIAMS WINTER PARK

Stellar MLS
2503 VERSAILLES AVE, Winter Park, FL 32789
1/53
Open Sun 2PM-4PM

$2,575,000

5 Beds5 Baths4,026 SqFt

2503 VERSAILLES AVE, Winter Park, FL 32789

Listed by Sarah Tomlinson COMPASS FLORIDA LLC

Stellar MLS
1134 WASHINGTON AVE #13, Winter Park, FL 32789
1/32
Open Sun 2PM-4PM

$675,000

3 Beds4 Baths2,083 SqFt

1134 WASHINGTON AVE #13, Winter Park, FL 32789

Listed by Kelly Price KELLY PRICE & COMPANY LLC

Stellar MLS
2808 BRIGHT BIRD LN, Winter Park, FL 32792
1/25
Open Sat 11AM-2PM

$436,900

3 Beds3 Baths1,916 SqFt

2808 BRIGHT BIRD LN, Winter Park, FL 32792

Listed by Steven Koleno BEYCOME OF FLORIDA LLC

Stellar MLS
311 E MORSE BLVD #6-3, Winter Park, FL 32789
1/36
Open Sun 1PM-3PM

$329,000

1 Bed1 Bath570 SqFt

311 E MORSE BLVD #6-3, Winter Park, FL 32789

Listed by Richard Traynor FLORIDA ONE REAL ESTATE LLC

Stellar MLS
1630 CHESTNUT AVE, Winter Park, FL 32789
1/58
Open Sun 2PM-4PM

$1,725,000

3 Beds5 Baths3,164 SqFt

1630 CHESTNUT AVE, Winter Park, FL 32789

Listed by Brian Teach COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
1885 TEMPLE DR, Winter Park, FL 32789
1/65
Open Sun 2PM-4PM

$2,295,000

5 Beds4 Baths3,691 SqFt

1885 TEMPLE DR, Winter Park, FL 32789

Listed by Jennifer Sloan COMPASS FLORIDA LLC

Stellar MLS
312 BALFOUR DR, Winter Springs, FL 32708
1/36
Open Sun 11AM-1PM

$680,000

5 Beds4 Baths3,317 SqFt

312 BALFOUR DR, Winter Springs, FL 32708

Listed by Darlene Misciagno RE/MAX TITANIUM GROUP

Stellar MLS
2015 SUMMERFIELD RD, Winter Park, FL 32792
1/50
Open Sat 12PM-3PM

$1,375,000

4 Beds4 Baths3,024 SqFt

2015 SUMMERFIELD RD, Winter Park, FL 32792

Listed by Christina Fata REAL BROKER, LLC

Stellar MLS
1751 GLENCOE RD, Winter Park, FL 32789
1/45
Open Sat 12PM-2PM

$3,895,000

5 Beds7 Baths4,520 SqFt

1751 GLENCOE RD, Winter Park, FL 32789

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

Stellar MLS
516 HENKEL CIR, Winter Park, FL 32789
1/47
Open Sun 1PM-3PM

$3,499,000

5 Beds6 Baths4,143 SqFt

516 HENKEL CIR, Winter Park, FL 32789

Listed by Morgan Seefried KELLER WILLIAMS WINTER PARK

Stellar MLS
1150 KENWOOD AVE, Winter Park, FL 32789
1/41
Open Sun 2PM-4PM

$1,140,000

3 Beds3 Baths2,557 SqFt

1150 KENWOOD AVE, Winter Park, FL 32789

Listed by JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
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HomeSmart

Home Smart

+1(407) 476-0461 [email protected]

710 E Colonial Dr., Orlando, FL, 32803

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Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
      Home
      Search
      Buy
      1. Mortgage Calculator
      2. Affordability Calculator
      Sell
      1. Sell My Home
      2. Market Snapshot
      Home Valuation
      About
      1. About Us
      2. Contact Us
HomeSmart

Home Smart

+1(407) 476-0461 [email protected]

710 E Colonial Dr., Orlando, FL, 32803

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.