<img src="tom-mcnamara-realtor.jpg" alt="Tom McNamara Orlando Realtor helping clients b and sell homes" title="Tom McNamara - The McNamara Experience">
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Blogs
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Register
  • /
  • Sign In
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
  • List
  • Mixed
  • Map
City: Winter Park, FL
Listing Status: Active
Map
400 Properties Available In Winter Park

400 Properties Available In Winter Park

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
FL >Winter Park >
Market Insights
508 DUNRAVEN DR, Winter Park, FL 32792
1/34
Open Sat 1PM-3PM

$595,000

3 Beds2 Baths1,370 SqFt

508 DUNRAVEN DR, Winter Park, FL 32792

Listed by Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
2261 MULBRY DRIVE, Winter Park, FL 32789
1/77
Open Sat 1PM-3PM
3D

$1,995,000

4 Beds3 Baths3,696 SqFt

2261 MULBRY DRIVE, Winter Park, FL 32789

Listed by Jo Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
1404 BORDER DR, Winter Park, FL 32789
1/38
Open Sat 12PM-2PM

$1,200,000

4 Beds4 Baths2,469 SqFt

1404 BORDER DR, Winter Park, FL 32789

Listed by Brian Hyser THE AGENCY FL

Stellar MLS
2503 TAHOE CIR #2503, Winter Park, FL 32792
1/20
Open Sun 11AM-1PM

$250,000

2 Beds2 Baths1,173 SqFt

2503 TAHOE CIR #2503, Winter Park, FL 32792

Listed by Beth Logullo KELLER WILLIAMS WINTER PARK

Stellar MLS
643 N PARK AVE, Winter Park, FL 32789
1/82
Open Tue 2PM-4PM

$4,295,000

3 Beds5 Baths4,231 SqFt

643 N PARK AVE, Winter Park, FL 32789

Listed by Sara Cambron PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
2215 WOODCREST DR, Winter Park, FL 32792
1/39
Open Sat 12AM-3PM

$719,000

4 Beds2 Baths1,688 SqFt

2215 WOODCREST DR, Winter Park, FL 32792

Listed by Michael Rains, PA ADAIR REALTY INC

Stellar MLS
3243 FOREST OAKS COURT #117, Winter Park, FL 32792
1/15
Open Sat 1PM-4PM

$175,000

2 Beds2 Baths990 SqFt

3243 FOREST OAKS COURT #117, Winter Park, FL 32792

Listed by Jessie Lin, LLC SOGO REAL ESTATE SERVICES LLC

Stellar MLS
1813 HARLAND PARK DR, Winter Park, FL 32789
1/59
Open Sat 1PM-4PM

$1,875,000

4 Beds4 Baths3,551 SqFt

1813 HARLAND PARK DR, Winter Park, FL 32789

Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES

Stellar MLS
2383 SUN VALLEY CIR #2383, Winter Park, FL 32792
1/32
Open Fri 11AM-2PM

$259,000

2 Beds2 Baths1,295 SqFt

2383 SUN VALLEY CIR #2383, Winter Park, FL 32792

Listed by Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

Stellar MLS
1441 CARDINAL CT, Winter Park, FL 32789
1/85
Open Sun 12PM-2PM
3D

$4,285,000

4 Beds6 Baths4,066 SqFt

1441 CARDINAL CT, Winter Park, FL 32789

Listed by Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
950 HANOVER AVE, Winter Park, FL 32789
1/28
Open Sat 1PM-4PM

$460,000

3 Beds2 Baths1,606 SqFt

950 HANOVER AVE, Winter Park, FL 32789

Listed by Michael Domi COMPASS FLORIDA LLC

Stellar MLS
1300 MAYFIELD AVE, Winter Park, FL 32789
1/50
Open Sat 1PM-4PM

$2,695,000

5 Beds6 Baths4,389 SqFt

1300 MAYFIELD AVE, Winter Park, FL 32789

Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1130 PARK NORTH PLACE, Winter Park, FL 32789
1/41
Open 6/2 12PM-2PM

$2,495,000

5 Beds4 Baths4,011 SqFt

1130 PARK NORTH PLACE, Winter Park, FL 32789

Listed by Jennifer King CORCORAN PREMIER REALTY

Stellar MLS
2052 LEANNE CT, Winter Park, FL 32792
1/30
Open Wed 9AM-7PM

$445,000

4 Beds2 Baths2,264 SqFt

2052 LEANNE CT, Winter Park, FL 32792

Listed by Karen Albright OPENDOOR BROKERAGE LLC

Stellar MLS
649 N PARK AVE, Winter Park, FL 32789
1/44
New

$3,500,000

3 Beds5 Baths3,180 SqFt

649 N PARK AVE, Winter Park, FL 32789

Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
715 S RANGER BLVD, Winter Park, FL 32792
1/48
New

$695,000

4 Beds3 Baths2,312 SqFt

715 S RANGER BLVD, Winter Park, FL 32792

Listed by Chuck Tolfa DAHLIA REALTY GROUP

Stellar MLS
1850 ASTER DR, Winter Park, FL 32792
1/50
New

$500,000

4 Beds3 Baths1,656 SqFt

1850 ASTER DR, Winter Park, FL 32792

Listed by Brianna Lalumiere EXP REALTY LLC

Stellar MLS
2054 EASTBROOK BLVD, Winter Park, FL 32792
1/2
New

$500,000

4 Beds3 Baths2,031 SqFt

2054 EASTBROOK BLVD, Winter Park, FL 32792

Listed by Melissa Stalzer LPT REALTY, LLC

Stellar MLS
2006 CORNELL AVE, Winter Park, FL 32789
1/28
New

$338,000

2 Beds1 Bath797 SqFt

2006 CORNELL AVE, Winter Park, FL 32789

Listed by Stacia Stephenson FLORIDA HOME TEAM REALTY LLC

Stellar MLS
2242 KING JOHNS CT, Winter Park, FL 32792
1/12
New

$2,395

3 Beds2 Baths1,470 SqFt

2242 KING JOHNS CT, Winter Park, FL 32792

Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

Stellar MLS
860 N DENNING DR, Winter Park, FL 32789
1/52
New

$749,900

3 Beds3 Baths1,411 SqFt

860 N DENNING DR, Winter Park, FL 32789

Listed by LaDarrius Sanders OUTLET REALTY

Stellar MLS
1944 NATALEN RD, Winter Park, FL 32792
1/27
New

$519,000

3 Beds2 Baths1,380 SqFt

1944 NATALEN RD, Winter Park, FL 32792

Listed by Trevor Thomas EMPIRE NETWORK REALTY

Stellar MLS
2806 SUMMERFIELD RD, Winter Park, FL 32792
1/58
New

$3,600

4 Beds2 Baths1,961 SqFt

2806 SUMMERFIELD RD, Winter Park, FL 32792

Listed by Amy Spano WILSON MANAGEMENT GROUP

Stellar MLS
747 MARYLAND AVE, Winter Park, FL 32789
1/29
New

$2,500

3 Beds2 Baths786 SqFt

747 MARYLAND AVE, Winter Park, FL 32789

Listed by Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 17

explore listings in Winter Park

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
<img src="lake-mary-community.jpg" alt="Lake Mary Florida neighborhood guided by Tom McNamara Realtor" title="Lake Mary Homes - The McNamara Experience">
Tom McNamara | License ID: BK3342759
1386 Tadsworth Ter, Lake Mary, FL, 32746, USA

+1(407) 754-6412

team@themcnamaraexperience.com

Get My App

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.

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

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

<img src="lake-mary-community.jpg" alt="Lake Mary Florida neighborhood guided by Tom McNamara Realtor" title="Lake Mary Homes - The McNamara Experience">
Tom McNamara | License ID: BK3342759
1386 Tadsworth Ter, Lake Mary, FL, 32746, USA

+1(407) 754-6412

team@themcnamaraexperience.com

Get My App

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.

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

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