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62 Properties

62 Properties Available In Winter Park

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FL >Winter Park >
Market Insights
1531 LAWNDALE CIR, Winter Park, FL 32792
1/41 41

$380,000

Open Sat 1PM-4PM

Single Family Home

3 Beds 2 Baths 1,300 SqFt

1531 LAWNDALE CIR, Winter Park, FL 32792

Natural light in EVERY Room!! This 3 bedroom/2 bath WINTER PARK home features an updated kitchen finished in WALNUT-stai...

Listed by Robin Leedom-Hafen TOP VALUE PROPERTIES LLC

Stellar MLS
2503 VERSAILLES AVE, Winter Park, FL 32789
1/53 53

$2,575,000

Open Sat 2PM-4PM

Single Family Home

5 Beds 5 Baths 4,026 SqFt

2503 VERSAILLES AVE, Winter Park, FL 32789

Beautifully updated and offered for the first time, this 2015 David Weekley home sits on a rare cul-de-sac in the heart ...

Listed by Sarah Tomlinson COMPASS FLORIDA LLC

Stellar MLS
1751 GLENCOE RD, Winter Park, FL 32789
1/45 45

$3,745,000

Open Sat 12PM-2PM

Single Family Home

5 Beds 7 Baths 4,520 SqFt

1751 GLENCOE RD, Winter Park, FL 32789

Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefine...

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

Stellar MLS
1150 KENWOOD AVE, Winter Park, FL 32789
1/41 41

$1,140,000

Open Sat 2PM-4PM

Single Family Home

3 Beds 3 Baths 2,557 SqFt

1150 KENWOOD AVE, Winter Park, FL 32789

Nestled in the heart of Winter Park, this exquisite 3-bedroom, 2.5-bath residence offers 2,557 square feet of beautifull...

Listed by JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
428 SELKIRK DR, Winter Park, FL 32792
3D

$635,000

Open Sat 2PM-4PM

Single Family Home

4 Beds 3 Baths 1,782 SqFt

428 SELKIRK DR, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Income-Producing Opportunity! Welcome to this versatile Winter Park POOL...

Listed by Sheri Malin REDFIN CORPORATION

Stellar MLS
2215 MARSH SEDGE LN, Winter Park, FL 32792
1/87 87

$774,900

Open Sat 11AM-2PM

Single Family Home

5 Beds 3 Baths 2,646 SqFt

2215 MARSH SEDGE LN, Winter Park, FL 32792

NEW PRICE – Preserve-View Pool Retreat in a Gated, Family-Friendly Winter Park Community <br> <br>This is the one buyers...

Listed by Evelyn Alicea EXP REALTY LLC

Stellar MLS
2922 REEF KNOT PL, Winter Park, FL 32792
1/49 49

$1,249,000

Open Sun 1:30PM-3:30PM

Single Family Home

4 Beds 4 Baths 3,153 SqFt

2922 REEF KNOT PL, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Private Lakefront Living! Move-in Ready! Wake up to water views, quiet m...

Listed by Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
438 W SWOOPE AVE, Winter Park, FL 32789
1/27 27

$4,795

New

Townhouse

3 Beds 3 Baths 2,317 SqFt

438 W SWOOPE AVE, Winter Park, FL 32789

Nestled within the exclusive 400 West enclave intimate community of just nine residences, just moments from Park Avenue ...

Listed by Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

Stellar MLS
2500 LEE RD #237, Winter Park, FL 32789
1/23 23

$169,000

New

Condo

1 Bed 1 Bath 645 SqFt

2500 LEE RD #237, Winter Park, FL 32789

Welcome to lakeside living! This cozy one-bedroom, one-bathroom condo offers a blend of amenities and convenience. This...

Listed by Lydia Cassaro LPT REALTY LLC (DB)

Stellar MLS
3060 GEORGE MASON AVE #10C, Winter Park, FL 32792
1/13 13

$89,500

New

Condo

1 Bed 1 Bath 803 SqFt

3060 GEORGE MASON AVE #10C, Winter Park, FL 32792

GREAT INVESTMENT OPPORTUNITY! Seller is motivated! Completely remodeled and move-in ready, this beautiful 1-bedroom, 1-b...

Listed by John Silva JOHN SILVA REALTY & ASSOCIATES

Stellar MLS
1315 WESTCHESTER AVE, Winter Park, FL 32789
1/20 20

$2,800

Active

Single Family Home

2 Beds 2 Baths 980 SqFt

1315 WESTCHESTER AVE, Winter Park, FL 32789

Improved Price! Wow, expect to be impressed. This home has been lovingly updated and features handscraped wood floors ...

Listed by Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

Stellar MLS
1673 MAYFIELD AVE, Winter Park, FL 32789
1/44 44

$1,195,000

Active

Single Family Home

4 Beds 4 Baths 2,540 SqFt

1673 MAYFIELD AVE, Winter Park, FL 32789

In the heart of Winter Park, this extensively renovated modern farmhouse offers exceptional value for the location. A ci...

Listed by Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
3383 HAMLET LOOP, Winter Park, FL 32792
1/17 17

$1,000

Active

Single Family Home

1 Bed 1 Bath 200 SqFt

3383 HAMLET LOOP, Winter Park, FL 32792

Beautiful room in Winter Park, excellent location close to everything. The price includes water and electricity, with al...

Listed by Daynell Rodriguez Cardenas LA ROSA REALTY ORLANDO LLC

Stellar MLS
1518 PINEWOOD DR, Winter Park, FL 32789
1/29 29

$449,900

Active

Single Family Home

3 Beds 2 Baths 1,197 SqFt

1518 PINEWOOD DR, Winter Park, FL 32789

Income-producing home with a detached in-law apartment in a prime central Orlando location — ideal for a house hack, lon...

Listed by Daniel Grieb KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
1573 LAWNDALE CIR, Winter Park, FL 32792
1/45 45

$350,000

Pending

Single Family Home

3 Beds 2 Baths 1,446 SqFt

1573 LAWNDALE CIR, Winter Park, FL 32792

Under contract-accepting backup offers. PRICE REDUCED! PLUS SELLER OFFERS $7500 DECOR CREDIT TO BUYER! Make it your very...

Listed by Lisa Gould KELLER WILLIAMS WINTER PARK

Stellar MLS
3011 GEORGE MASON AVE #3, Winter Park, FL 32792
1/15 15

$1,345

Active

Condo

2 Beds 2 Baths 1,056 SqFt

3011 GEORGE MASON AVE #3, Winter Park, FL 32792

This 2 bedroom, 2 bathroom condo is located in the Colonies community near local shops, restaurants, and schools. Featur...

Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

Stellar MLS
2634 EXUMA WAY, Winter Park, FL 32792
1/26 26

$284,990

Active

Single Family Home

3 Beds 2 Baths 1,284 SqFt

2634 EXUMA WAY, Winter Park, FL 32792

Seller will replace ROOF and HVAC prior to closing! Welcome to 2634 Exuma Way, a well-maintained 3-bedroom, 2-bathroom h...

Listed by Julia Jefferson LUXE HUNTER REAL ESTATE

Stellar MLS
2460 FIRSTLIGHT WAY, Winter Park, FL 32792
1/24 24

$2,725

Active

Townhouse

3 Beds 3 Baths 1,755 SqFt

2460 FIRSTLIGHT WAY, Winter Park, FL 32792

This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Hawks Crest along the southern shores of bea...

Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

Stellar MLS
2918 ANTIQUE OAKS CIR #APT 31, Winter Park, FL 32792
1/23 23

$1,980

Active

Condo

2 Beds 2 Baths 1,018 SqFt

2918 ANTIQUE OAKS CIR #APT 31, Winter Park, FL 32792

Property Description (For Lease – Fully Furnished; furniture removal available upon request.) <br> <br>This beautifully ...

Listed by Yahui Li FLORIDA REALTY INVESTMENTS

Stellar MLS
1695 LEE RD #C216, Winter Park, FL 32789
1/24 24

$1,695

Active

Condo

3 Beds 2 Baths 1,149 SqFt

1695 LEE RD #C216, Winter Park, FL 32789

Available for immediate move-in, this comfortable second-floor corner condo offers a peaceful setting with playground an...

Listed by Yarmmys Vargas ZEN LIVING HOMES LLC

Stellar MLS
3651 N GOLDENROD RD #C204, Winter Park, FL 32792
1/14 14

$1,445

Active

Condo

2 Beds 2 Baths 840 SqFt

3651 N GOLDENROD RD #C204, Winter Park, FL 32792

This is a 2 bedroom, 2 bathroom, second floor condo in the Lancelot at Winter Park community near local shops, restauran...

Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

Stellar MLS
2224 SHADOWLAND LOOP, Winter Park, FL 32792
1/42 42

$445,000

Active

Townhouse

3 Beds 3 Baths 2,308 SqFt

2224 SHADOWLAND LOOP, Winter Park, FL 32792

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that re...

Listed by Thomas Nickley, Jr KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
250 CAROLINA AVE #307, Winter Park, FL 32789
1/15 15

$1,900

Active

Condo

1 Bed 2 Baths 1,153 SqFt

250 CAROLINA AVE #307, Winter Park, FL 32789

Spacious One Bedroom two full bathroom condo, open floor plan, two balconies large kitchen, laundry room, outdoor storag...

Listed by Rod Arzouni VERANDA PARK REALTY LLC

Stellar MLS
1985 JAPONICA RD, Winter Park, FL 32792
1/47 47

$649,000

Active

Single Family Home

4 Beds 2 Baths 2,096 SqFt

1985 JAPONICA RD, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome to 1985 Japonica Rd—your newly reimagined Winter Park retreat! T...

Listed by Maria Monaco LA ROSA REALTY LLC

Stellar MLS
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LPT Realty | Dreamtown Homes Team

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LPT Realty
Chad Gibson
+1(407) 304-7461
chad@dthomesteam.com

      Orlando Neighborhoods
      1. Audubon Park
      2. West Lakes District
      3. Parramore
      4. City District (Downtown)
      5. College Park
      6. Curry Ford West
      7. Gateway District
      8. Ivanhoe District
      9. Mills 50
      10. SODO
      11. The Milk District
      12. Thornton Park
      13. Baldwin Park
      14. The Packing District
      Cities
      1. Altamonte Springs
      2. Celebration
      3. Davenport
      4. Doctor Phillips
      5. Horizon West
      6. Hunter's Creek
      7. Kissimmee
      8. Lake Nona
      9. Maitland
      10. Orlando
      11. Sanford
      12. Winter Garden
      13. Winter Park
      Buy/Sell
      1. Search Listings
      2. Featured Listings
      3. Sell My Home
      4. Home Valuation
      News
      1. Tips & Tricks
      2. Market Snapshot
      Contact Us
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 2026. All Rights Reserved.

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

LPT Realty | Dreamtown Homes Team

Get My App

LPT Realty
Chad Gibson
+1(407) 304-7461
chad@dthomesteam.com

      Orlando Neighborhoods
      1. Audubon Park
      2. West Lakes District
      3. Parramore
      4. City District (Downtown)
      5. College Park
      6. Curry Ford West
      7. Gateway District
      8. Ivanhoe District
      9. Mills 50
      10. SODO
      11. The Milk District
      12. Thornton Park
      13. Baldwin Park
      14. The Packing District
      Cities
      1. Altamonte Springs
      2. Celebration
      3. Davenport
      4. Doctor Phillips
      5. Horizon West
      6. Hunter's Creek
      7. Kissimmee
      8. Lake Nona
      9. Maitland
      10. Orlando
      11. Sanford
      12. Winter Garden
      13. Winter Park
      Buy/Sell
      1. Search Listings
      2. Featured Listings
      3. Sell My Home
      4. Home Valuation
      News
      1. Tips & Tricks
      2. Market Snapshot
      Contact Us
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 2026. All Rights Reserved.

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