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Winter Park, FL
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10,000+ Sold Properties

10,000+ Sold Properties

The average price in the selected areas has remained stable. Learn more
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255 STIRLING AVE, Winter Park, FL 32789

$2,100,000

$2,200,000

4.5%
4 Beds4 Baths3,635 SqFt

255 STIRLING AVE, Winter Park, FL 32789

Listed by Jennifer King CORCORAN PREMIER REALTY

Stellar MLS
2615 VERDE LN, Winter Park, FL 32792

$416,000

$424,000

1.9%
3 Beds2 Baths1,627 SqFt

2615 VERDE LN, Winter Park, FL 32792

Listed by Rhonda Chesmore KELLY PRICE & COMPANY LLC

Stellar MLS
5333 CYPRESS RESERVE PL, Winter Park, FL 32792

$750,000

$749,000

0.1%
4 Beds3 Baths2,433 SqFt

5333 CYPRESS RESERVE PL, Winter Park, FL 32792

Listed by Laura Harris CORCORAN PREMIER REALTY

Stellar MLS
2418 WHITEHALL CIR, Winter Park, FL 32792

$435,000

$443,500

1.9%
3 Beds2 Baths1,302 SqFt

2418 WHITEHALL CIR, Winter Park, FL 32792

Listed by Frank Mediavilla KNIGHTS REALTY

Stellar MLS
1761 GREENWICH AVE, Winter Park, FL 32789

$1,350,000

$1,250,000

8.0%
6 Beds5 Baths3,770 SqFt

1761 GREENWICH AVE, Winter Park, FL 32789

Listed by Jennifer Sloan KELLY PRICE & COMPANY LLC

Stellar MLS
782 S PENNSYLVANIA AVE #1, Winter Park, FL 32789

$625,000

$650,000

3.8%
3 Beds3 Baths2,354 SqFt

782 S PENNSYLVANIA AVE #1, Winter Park, FL 32789

Listed by Zoltan Kecskes CORCORAN PREMIER REALTY

Stellar MLS
1064 HOWELL BRANCH RD, Winter Park, FL 32789

$2,525,000

$2,900,000

12.9%
5 Beds5 Baths6,452 SqFt

1064 HOWELL BRANCH RD, Winter Park, FL 32789

Listed by Chocky Burks CORCORAN PREMIER REALTY

Stellar MLS
927 COLIE ALY, Winter Garden, FL 34787

$727,000

$745,900

2.5%
4 Beds4 Baths2,719 SqFt

927 COLIE ALY, Winter Garden, FL 34787

Listed by Mauro Costa CORCORAN PREMIER REALTY

Stellar MLS
898 MCKINNON SQ, Winter Garden, FL 34787

$723,660

$753,660

4.0%
4 Beds4 Baths2,822 SqFt

898 MCKINNON SQ, Winter Garden, FL 34787

Listed by Leonard Jaffe WEEKLEY HOMES REALTY COMPANY

Stellar MLS
151 OAKWOOD WAY, Winter Park, FL 32789

$2,425,000

$2,425,000

4 Beds5 Baths4,129 SqFt

151 OAKWOOD WAY, Winter Park, FL 32789

Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
470 W COMSTOCK AVE, Winter Park, FL 32789

$450,000

$450,000

0.17 Acres

470 W COMSTOCK AVE, Winter Park, FL 32789

Listed by Laura Harris CORCORAN PREMIER REALTY

Stellar MLS
185 SYLVAN BLVD, Winter Park, FL 32789

$675,000

$675,000

0.21 Acres

185 SYLVAN BLVD, Winter Park, FL 32789

Listed by Zoltan Kecskes CORCORAN PREMIER REALTY

Stellar MLS
2022 ARBOR PARK DR, Winter Park, FL 32789

$630,000

$675,000

6.7%
0.35 Acres

2022 ARBOR PARK DR, Winter Park, FL 32789

Listed by Rhonda Chesmore KELLY PRICE & COMPANY LLC

Stellar MLS
2022 ARBOR PARK DR, Winter Park, FL 32789

$630,000

$675,000

6.7%
4 Beds3 Baths1,906 SqFt

2022 ARBOR PARK DR, Winter Park, FL 32789

Listed by Rhonda Chesmore KELLY PRICE & COMPANY LLC

Stellar MLS
2512 LEEWARD WAY, Winter Park, FL 32792

$200,000

$230,000

13.0%
2 Beds2 Baths1,020 SqFt

2512 LEEWARD WAY, Winter Park, FL 32792

Listed by Abby Green CORCORAN PREMIER REALTY

Stellar MLS
1156 OAKS BLVD, Winter Park, FL 32789

$1,995,000

$1,995,000

4 Beds5 Baths3,258 SqFt

1156 OAKS BLVD, Winter Park, FL 32789

Listed by Jennifer King CORCORAN PREMIER REALTY

Stellar MLS
2674 TIERRA CIR, Winter Park, FL 32792

$385,000

$369,900

4.1%
3 Beds2 Baths1,627 SqFt

2674 TIERRA CIR, Winter Park, FL 32792

Listed by Stephen DeCristo CORCORAN PREMIER REALTY

Stellar MLS
2500 LEE RD #142, Winter Park, FL 32789

$199,000

$199,000

2 Beds1 Bath851 SqFt

2500 LEE RD #142, Winter Park, FL 32789

Listed by Jennifer King CORCORAN PREMIER REALTY

Stellar MLS
1405 CHAPMAN CIR, Winter Park, FL 32789

$1,250,000

$1,316,250

5.0%
3 Beds4 Baths2,925 SqFt

1405 CHAPMAN CIR, Winter Park, FL 32789

Listed by Jasen Jandrew OCEAN PROPERTIES & MANAGEMENT

Stellar MLS
1721 EDWIN BLVD, Winter Park, FL 32789

$2,300,000

$2,300,000

5 Beds6 Baths4,104 SqFt

1721 EDWIN BLVD, Winter Park, FL 32789

Listed by Laura Harris CORCORAN PREMIER REALTY

Stellar MLS
1571 BRYAN AVE, Winter Park, FL 32789

$1,100,000

$1,250,000

12.0%
0.41 Acres

1571 BRYAN AVE, Winter Park, FL 32789

Listed by Zoltan Kecskes CORCORAN PREMIER REALTY

Stellar MLS
1730 PALM AVE, Winter Park, FL 32789

$700,000

$675,000

3.7%
3 Beds2 Baths1,480 SqFt

1730 PALM AVE, Winter Park, FL 32789

Listed by Zoltan Kecskes CORCORAN PREMIER REALTY

Stellar MLS
1350 PELHAM RD, Winter Park, FL 32789

$469,000

$469,000

3 Beds1 Bath1,169 SqFt

1350 PELHAM RD, Winter Park, FL 32789

Listed by Kaitlyn Kelshaw VERSALIS REALTY POWERED BY SELLSTATE

Stellar MLS
682 S LAKEMONT AVE, Winter Park, FL 32792

$569,000

$569,000

4 Beds2 Baths1,685 SqFt

682 S LAKEMONT AVE, Winter Park, FL 32792

Listed by Brannon Ogburn CITYMAX ORLANDO

Stellar MLS
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Corcoran Black Logo
Corcoran Premier Realty

Yousef Zeidan

+1(407) 323-7979 yousef@floridalistings.io

License ID: SL3520428

1921 Maguire Rd Suite 104, Windermere, FL, 34786, United States

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      About
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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.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Corcoran Black Logo
Corcoran Premier Realty

Yousef Zeidan

+1(407) 323-7979 yousef@floridalistings.io

License ID: SL3520428

1921 Maguire Rd Suite 104, Windermere, FL, 34786, United States

Get My App

      Home
      Windermere Guide
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Mortgage Calculator
      About
      1. Contact Us
      2. Reviews
      Market Snapshot
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.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility