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411 Properties

411 Properties Available In Winter Park

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FL >Winter Park >
Market Insights
2805 NORTHWOOD BLVD, Winter Park, FL 32789
1/29 29

$659,000

Open Sat 11AM-2PM

Single Family Home

3 Beds 2 Baths 1,252 SqFt

2805 NORTHWOOD BLVD, Winter Park, FL 32789

This lovely updated mid-century modern home is waiting for you to make it your own! The home is located on a large corne...

Listed by Dan Francoforte LIVE OAK EQUITIES

Stellar MLS
512 CLARENDON AVE, Winter Park, FL 32789
1/44 44

$985,000

Open Sun 2PM-4PM

Townhouse

4 Beds 4 Baths 2,824 SqFt

512 CLARENDON AVE, Winter Park, FL 32789

Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins Colleg...

Listed by Sarah Tomlinson COMPASS FLORIDA LLC

Stellar MLS
423 OLOLU DR, Winter Park, FL 32789
1/51 51

$599,000

Open Fri 11AM-1PM

Single Family Home

3 Beds 3 Baths 1,920 SqFt

423 OLOLU DR, Winter Park, FL 32789

Welcome to this distinctive 3-bedroom, 3-bath, two-story residence in Winter Park, offering a rare and versatile layout ...

Listed by Jill Healey KELLER WILLIAMS WINTER PARK

Stellar MLS
851 MILES AVE #13, Winter Park, FL 32789
1/24 24
Exclusive Listing

$219,000

Open Sat 1PM-3PM

Condo

2 Beds 1 Bath 808 SqFt

851 MILES AVE #13, Winter Park, FL 32789

Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming ...

Listed by Eric Campbell LPT REALTY, LLC

Stellar MLS
2350 CADY WAY, Winter Park, FL 32792
1/31 31

$575,000

Open Sun 2PM-4PM

Single Family Home

4 Beds 2 Baths 1,854 SqFt

2350 CADY WAY, Winter Park, FL 32792

Welcome to 2350 Cady Way! Ideally located within walking distance to Brookshire Elementary and directly across from Show...

Listed by Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

Stellar MLS
503 W CANTON AVE, Winter Park, FL 32789
1/45 45

$1,157,000

Open Sat 2PM-4PM

Townhouse

3 Beds 3 Baths 2,342 SqFt

503 W CANTON AVE, Winter Park, FL 32789

MODEL HOME. Enjoy luxury living and premium sought after location at Vilasa Homes, 2022 construction in Winter Park, FL ...

Listed by Jennifer Sloan COMPASS FLORIDA 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
1600 PALMER AVE, Winter Park, FL 32789
1/49 49

$1,200,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 3 Baths 2,550 SqFt

1600 PALMER AVE, Winter Park, FL 32789

Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Pa...

Listed by Dee Morgan KELLY PRICE & COMPANY LLC

Stellar MLS
1913 WOODCREST DR #B, Winter Park, FL 32792
1/22 22

$225,000

Open Sun 1PM-3PM

Condo

2 Beds 2 Baths 987 SqFt

1913 WOODCREST DR #B, Winter Park, FL 32792

Winter Park gem! This tastefully updated 2-bedroom, 2-bath corner unit with a spacious patio offers a rare opportunity i...

Listed by Irina Paul, LLC FUTURE HOME REALTY INC

Stellar MLS
2412 CHANTILLY AVE, Winter Park, FL 32789
1/48 48

$2,295,000

Open Sat 1PM-3PM

Single Family Home

5 Beds 7 Baths 4,506 SqFt

2412 CHANTILLY AVE, Winter Park, FL 32789

Step into a world of modern elegance in this newly completed estate in the heart of Winter Park. Masterfully constructed...

Listed by Joshua Hill THE AGENCY ORLANDO

Stellar MLS
1401 GREEN COVE RD, Winter Park, FL 32789
1/58 58

$2,900,000

Open Sat 2PM-4PM

Single Family Home

3 Beds 7 Baths 5,483 SqFt

1401 GREEN COVE RD, Winter Park, FL 32789

Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends O...

Listed by Adriana Oyarce ANCHOR REAL ESTATE

Stellar MLS
2015 SUMMERFIELD RD, Winter Park, FL 32792
1/50 50

$1,375,000

Open Sat 12PM-3PM

Single Family Home

4 Beds 4 Baths 3,024 SqFt

2015 SUMMERFIELD RD, Winter Park, FL 32792

Experience refined Winter Park living in Kenilworth Shores, a highly sought after neighborhood near Baldwin Park, Lake B...

Listed by Christina Fata REAL BROKER, 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
516 HENKEL CIR, Winter Park, FL 32789
1/47 47

$3,499,000

Open Sun 1PM-3PM

Single Family Home

5 Beds 6 Baths 4,143 SqFt

516 HENKEL CIR, Winter Park, FL 32789

This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of th...

Listed by Morgan Seefried KELLER WILLIAMS WINTER PARK

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
2920 ABBEY CT, Winter Park, FL 32792
1/28 28

$640,000

Open Sat 1AM-3PM

Single Family Home

5 Beds 3 Baths 2,312 SqFt

2920 ABBEY CT, Winter Park, FL 32792

Completely Renovated and Move-In Ready! A rare found NO HOA Winter Park POOL home with top rated schools.. This 5-bedro...

Listed by Joselyne Muszynski ORLANDO INTERNATIONAL RELOCATION REALTY

Stellar MLS
3312 HEARTWOOD AVE, Winter Park, FL 32792
1/36 36

$540,000

Open Sat 12PM-5PM

Single Family Home

4 Beds 3 Baths 2,878 SqFt

3312 HEARTWOOD AVE, Winter Park, FL 32792

One or more photo(s) has been virtually staged. This home has an upstairs potential income producing one bedroom/bath su...

Listed by Stacy Morano MID-STATE PROPERTIES PSL LLC

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
2087 LAURELWOOD WAY, Winter Park, FL 32792
1/30 30

$679,000

Open Sat 11AM-2PM

Single Family Home

4 Beds 2 Baths 1,920 SqFt

2087 LAURELWOOD WAY, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Set within the serene gated community of Hawks Crest in Winter Park, thi...

Listed by Brian Rotenberger COMPASS FLORIDA LLC

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
501 LAKEVIEW AVE, Winter Park, FL 32789
1/7 7

$1,390,000

Open Sat 12PM-3PM

Single Family Home

4 Beds 5 Baths 3,253 SqFt

501 LAKEVIEW AVE, Winter Park, FL 32789

Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with cris...

Listed by Marie Helen Ledbetter COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
525 LAKEVIEW AVE, Winter Park, FL 32789
1/7 7

$1,390,000

Open Sat 12PM-3PM

Single Family Home

4 Beds 5 Baths 3,253 SqFt

525 LAKEVIEW AVE, Winter Park, FL 32789

Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic ...

Listed by Marie Helen Ledbetter COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
150 KILLARNEY BAY CT #5, Winter Park, FL 32789
1/26 26

$355,000

Open Sat 2PM-4PM

Condo

2 Beds 2 Baths 1,140 SqFt

150 KILLARNEY BAY CT #5, Winter Park, FL 32789

Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and...

Listed by Brandon Geers COMPASS FLORIDA LLC

Stellar MLS
617 WORTHINGTON DR, Winter Park, FL 32789
1/45 45

$1,770,000

Open Sun 2PM-4PM

Single Family Home

5 Beds 5 Baths 3,533 SqFt

617 WORTHINGTON DR, Winter Park, FL 32789

WINTER PARK FIVE BEDROOM POOL HOME - Discover luxurious living in the heart of Winter Park! Crafted with exquisite atten...

Listed by Kelly Price KELLY PRICE & COMPANY 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