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City: Winter Park, FL
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483 Properties Available In Winter Park

483 Properties Available In Winter Park

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FL >Winter Park >
Market Insights
2463 GRAND TETON CIR #2463, Winter Park, FL 32792
1/19
Active

$249,000

3 Beds3 Baths1,720 SqFt

2463 GRAND TETON CIR #2463, Winter Park, FL 32792

Listed by Jessica Polanco MAINFRAME REAL ESTATE

Stellar MLS
1000 S SEMORAN BLVD #305, Winter Park, FL 32792
1/19
Active

$1,050

1 Bed1 Bath735 SqFt

1000 S SEMORAN BLVD #305, Winter Park, FL 32792

Listed by Melissa Vance MAINFRAME REAL ESTATE

Stellar MLS
1000 S SEMORAN BLVD #305, Winter Park, FL 32792
1/22
Active

$115,000

1 Bed1 Bath735 SqFt

1000 S SEMORAN BLVD #305, Winter Park, FL 32792

Listed by Melissa Vance MAINFRAME REAL ESTATE

Stellar MLS
1261 MICHIGAN AVE, Winter Park, FL 32789
1/42
Open Sun 12PM-2PM

$650,000

3 Beds3 Baths1,798 SqFt

1261 MICHIGAN AVE, Winter Park, FL 32789

Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

Stellar MLS
2168 RIDGE DR, Winter Park, FL 32792
1/27
Open Wed 5PM-7PM

$365,000

3 Beds2 Baths1,208 SqFt

2168 RIDGE DR, Winter Park, FL 32792

Listed by Uwem Akpan CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
1825 WHITEHALL DR, Winter Park, FL 32789
1/98
Open Sat 12PM-4PM

$3,195,000

4 Beds6 Baths4,311 SqFt

1825 WHITEHALL DR, Winter Park, FL 32789

Listed by Ahmad Hassan, PA COMPASS FLORIDA LLC

Stellar MLS
1760 OAKHURST AVE, Winter Park, FL 32789
1/41
Open Sat 1PM-4PM
3D

$2,500,000

5 Beds5 Baths3,700 SqFt

1760 OAKHURST AVE, Winter Park, FL 32789

Listed by Sylvester Harding SIERRA REALTY GROUP LLC

Stellar MLS
1737 INDIANA AVE, Winter Park, FL 32789
1/38
Open 11/15 12PM-4PM

$1,399,900

4 Beds4 Baths2,984 SqFt

1737 INDIANA AVE, Winter Park, FL 32789

Listed by Tori Nguyen LOKATION

Stellar MLS
2823 PARKLAND CIRCLE, Winter Park, FL 32789
1/46
Open Sat 12PM-2PM

$3,250,000

5 Beds6 Baths4,459 SqFt

2823 PARKLAND CIRCLE, Winter Park, FL 32789

Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
2572 FIFESHIRE DR, Winter Park, FL 32792
1/47
Open 11/15 1PM-4PM
3D

$875,000

4 Beds3 Baths2,578 SqFt

2572 FIFESHIRE DR, Winter Park, FL 32792

Listed by MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
2215 WOODCREST DR, Winter Park, FL 32792
1/41
Open Sat 1PM-3PM
3D

$637,500

4 Beds2 Baths1,688 SqFt

2215 WOODCREST DR, Winter Park, FL 32792

Listed by Shari Klafter KELLER WILLIAMS WINTER PARK

Stellar MLS
276 DETMAR DR, Winter Park, FL 32789
1/81
Open Sat 12PM-3PM
3D

$3,600,000

4 Beds5 Baths4,202 SqFt

276 DETMAR DR, Winter Park, FL 32789

Listed by Melanie Johnston CALL IT CLOSED INTL REALTY

Stellar MLS
2703 TIERRA CIR, Winter Park, FL 32792
1/54
Open Wed 9PM-12PM
3D

$449,000

3 Beds2 Baths1,737 SqFt

2703 TIERRA CIR, Winter Park, FL 32792

Listed by Tony Ubaldini EXP REALTY LLC

Stellar MLS
101 S NEW YORK AVE #311, Winter Park, FL 32789
1/39
Open Sun 2PM-4PM

$1,775,000

3 Beds4 Baths3,112 SqFt

101 S NEW YORK AVE #311, Winter Park, FL 32789

Listed by Tiffany Grindstaff KELLY PRICE & COMPANY LLC

Stellar MLS
2417 LAFAYETTE AVE, Winter Park, FL 32789
1/31
New

$10,000

4 Beds3 Baths2,150 SqFt

2417 LAFAYETTE AVE, Winter Park, FL 32789

Listed by Kelly Price KELLY PRICE & COMPANY LLC

Stellar MLS
1445 CHILEAN LN, Winter Park, FL 32792
1/14
Coming Soon

$2,195

3 Beds2 Baths1,288 SqFt

1445 CHILEAN LN, Winter Park, FL 32792

Listed by Salvatore Cavalieri THE CAVALIERI PROPERTY MANAGEMENT LLC

Stellar MLS
220 KILLARNEY BAY CT #6-2, Winter Park, FL 32789
1/32
New
3D

$335,000

2 Beds2 Baths1,140 SqFt

220 KILLARNEY BAY CT #6-2, Winter Park, FL 32789

Listed by Cindy Gold COLDWELL BANKER REALTY

Stellar MLS
957 DUPONT AVE, Winter Park, FL 32789
1/29
New

$2,800

3 Beds3 Baths1,289 SqFt

957 DUPONT AVE, Winter Park, FL 32789

Listed by Stephanie Barber HOME & HIVE REALTY

Stellar MLS
1271 MILLER AVE, Winter Park, FL 32789
1/27
New

$1,550

1 Bed1 Bath725 SqFt

1271 MILLER AVE, Winter Park, FL 32789

Listed by Farah Novin PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
1695 LEE RD #C206, Winter Park, FL 32789
1/21
New

$1,450

2 Beds1 Bath881 SqFt

1695 LEE RD #C206, Winter Park, FL 32789

Listed by Susan Ross INVESTMENT REALTY

Stellar MLS
2535 LEEWARD WAY, Winter Park, FL 32792
1/20
New

$325,000

3 Beds2 Baths1,783 SqFt

2535 LEEWARD WAY, Winter Park, FL 32792

Listed by Angela Amy CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
851 MILES AVE #11, Winter Park, FL 32789
1/16
New

$1,600

2 Beds1 Bath808 SqFt

851 MILES AVE #11, Winter Park, FL 32789

Listed by Jennie Ho MAY HO REALTY

Stellar MLS
5224 N WOODCREST DR, Winter Park, FL 32792
1/12
New

$2,950

3 Beds2 Baths1,119 SqFt

5224 N WOODCREST DR, Winter Park, FL 32792

Listed by Stacia Stephenson FLORIDA HOME TEAM REALTY LLC

Stellar MLS
1441 GROVE TER, Winter Park, FL 32789
1/16
New

$5,950,000

5 Beds6 Baths5,796 SqFt

1441 GROVE TER, Winter Park, FL 32789

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

Stellar MLS
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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.
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Main Frame Real Estate
Katie Bray
License ID: 3281309
+1(407) 779-6677
katie@mainframere.com
811 N Orange Ave, Orlando, FL 32801, USA

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

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

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.
site logo
Main Frame Real Estate
Katie Bray
License ID: 3281309
+1(407) 779-6677
katie@mainframere.com
811 N Orange Ave, Orlando, FL 32801, USA

Get My App

  • Home
  • Sell
    1. Sell with Katie
    2. Free Home Valuation
  • Discover
    1. Orlando Overview
    2. Winter Park Overview
    3. Maitland Overview
    4. Curated Favorites
  • About
    1. About Katie
    2. Client Stories
  • Buy & Rent
    1. Search Properties
    2. Short‑Term & Rentals
  • Connect
    1. Connect

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

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