+1(407) 304-7461 chad@dthomesteam.com
LPT Realty | Dreamtown Homes Team
  • Home
  • 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
  • Register
  • Sign In
Filters Reset
Save Search (2)
Save your search to get Alerts
457 Properties

457 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)
Map
Grid
FL >Winter Park >
Market Insights
1605 PURITAN AVE, Winter Park, FL 32792
1/26 26

$347,500

Open 11/16 2PM-4PM

Single Family Home

3 Beds 2 Baths 1,285 SqFt

1605 PURITAN AVE, Winter Park, FL 32792

Charming Winter Park block home featuring 3 bedrooms, 2 bathrooms, and a versatile enclosed Florida room—perfect for a h...

Listed by Denise San Miguel REALTY LYNK INC

Stellar MLS
7470 CANFORD CT #23, Winter Park, FL 32792
1/33 33

$249,900

Open Sun 1AM-4PM

Townhouse

3 Beds 3 Baths 1,580 SqFt

7470 CANFORD CT #23, Winter Park, FL 32792

Beautifully updated three bedroom two and a half bath townhome in the heart of Winter Park with one thousand five hundre...

Listed by Sam Nguyen FLORIDA REALTY INVESTMENTS

Stellar MLS
1092 WADING WATERS CIR, Winter Park, FL 32792
1/88 88

$1,195,000

Open Sat 11AM-2PM

Single Family Home

4 Beds 3 Baths 3,057 SqFt

1092 WADING WATERS CIR, Winter Park, FL 32792

Experience resort-style living every day in this stunning Meritage Homes masterpiece, perfectly situated on a premium wa...

Listed by Tara Haefner KELLER WILLIAMS HERITAGE REALTY

Stellar MLS
2074 LAURELWOOD WAY, Winter Park, FL 32792
1/43 43

$785,000

Open 11/16 11AM-2PM

Single Family Home

4 Beds 3 Baths 2,192 SqFt

2074 LAURELWOOD WAY, Winter Park, FL 32792

Discover your next home in the heart of Winter Park! Welcome to 2074 Laurelwood Way, a stunning one-story Pomelo model b...

Listed by Janki Thakkar EXP REALTY LLC

Stellar MLS
2218 KING RICHARDS CT, Winter Park, FL 32792
1/34 34

$460,000

Open 11/16 12PM-2PM

Single Family Home

3 Beds 2 Baths 1,562 SqFt

2218 KING RICHARDS CT, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome home to 2218 King Richards Court — a beautifully updated pool ho...

Listed by Steve Montgomery EXP REALTY LLC

Stellar MLS
1885 TEMPLE DR, Winter Park, FL 32789
1/64 64

$2,295,000

Open 11/16 2PM-4PM

Single Family Home

5 Beds 4 Baths 3,691 SqFt

1885 TEMPLE DR, Winter Park, FL 32789

Update! ALL NEW Black Steel doors installed 11/2025 and windows with low e-dual pane glass to be installed ($150k value!...

Listed by Jennifer Sloan COMPASS FLORIDA LLC

Stellar MLS
5110 N WOODCREST DR, Winter Park, FL 32792
1/14 14
Exclusive Listing

$369,000

Open 11/16 2PM-4PM

Single Family Home

3 Beds 2 Baths 1,220 SqFt

5110 N WOODCREST DR, Winter Park, FL 32792

SELLER MOTIVATED! Discover the perfect blend of comfort and convenience in this beautifully remodeled 3-bedroom, 2-bath ...

Listed by Danielle Richardson LPT REALTY, LLC

Stellar MLS
102 BELL PL, Winter Park, FL 32792
1/51 51

$1,499,000

Open 11/16 12PM-2PM

Single Family Home

4 Beds 4 Baths 2,459 SqFt

102 BELL PL, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Dreams Do Come True! This spectacular brand-new 2025 block construction ...

Listed by Freddie Crespo INVESTOR'S REAL ESTATE LLC

Stellar MLS
1872 BISCAYNE DR, Winter Park, FL 32789
1/23 23

$415,000

Open 11/16 1PM-3PM

Single Family Home

2 Beds 1 Bath 969 SqFt

1872 BISCAYNE DR, Winter Park, FL 32789

Back on the market due to seller changing real estate companies - not due to financing or inspections. Don't miss this r...

Listed by Shirley Jones COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
1401 GREEN COVE RD, Winter Park, FL 32789
1/89 89

$2,900,000

Open Sat 12PM-3PM

Single Family Home

3 Beds 7 Baths 5,483 SqFt

1401 GREEN COVE RD, Winter Park, FL 32789

Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park's ...

Listed by Adriana Oyarce ANCHOR REAL ESTATE

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

$1,375,000

Open 11/16 1PM-4PM

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

$3,895,000

Open 11/16 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 COMPASS FLORIDA LLC

Stellar MLS
1324 INDIANA AVE, Winter Park, FL 32789
1/21 21

$745,000

Open 11/16 1PM-3PM

Single Family Home

4 Beds 3 Baths 1,692 SqFt

1324 INDIANA AVE, Winter Park, FL 32789

Charming two story bungalow built in 1935. Timeless character meets modern comfort in this beautifully maintained four b...

Listed by Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
1661 PALM AVENUE, Winter Park, FL 32789
1/41 41

$2,598,000

Open 11/16 1PM-3PM

Single Family Home

4 Beds 6 Baths 3,570 SqFt

1661 PALM AVENUE, Winter Park, FL 32789

Introducing a stunning new custom home by Ellsworth Gallimore and Butler Ridge Development, ideally situated in a prime ...

Listed by Nancy Bagby FANNIE HILLMAN & ASSOCIATES

Stellar MLS
516 HENKEL CIR, Winter Park, FL 32789
1/46 46

$3,795,000

Open 11/16 12PM-2PM

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
1460 VIA SANGRO PL, Winter Park, FL 32792
1/76 76

$1,560,000

Open 11/16 1PM-3PM

Single Family Home

7 Beds 4 Baths 5,111 SqFt

1460 VIA SANGRO PL, Winter Park, FL 32792

Waterfront dream home in the exclusive, gated community of Lakeside Estates on beautiful Garden Lake. This exquisite 7-b...

Listed by Jennifer Sloan COMPASS FLORIDA LLC

Stellar MLS
2381 ROXBURY RD, Winter Park, FL 32789
1/41 41

$499,900

Open Sat 12PM-4PM

Single Family Home

3 Beds 2 Baths 1,785 SqFt

2381 ROXBURY RD, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath hom...

Listed by Alex Vastardis COLDWELL BANKER REALTY

Stellar MLS
132 BURKS CIR, Winter Park, FL 32789
1/32 32

$1,675,000

Open 11/16 1PM-4PM

Single Family Home

4 Beds 5 Baths 3,022 SqFt

132 BURKS CIR, Winter Park, FL 32789

Experience refined living in this completely remodeled single story residence located in the heart of Winter Park. Enjoy...

Listed by Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

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

$650,000

Open 11/16 10AM-1PM

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
1422 TIERRA CIR, Winter Park, FL 32792
1/18 18

$499,000

Open 11/16 11AM-1PM

Single Family Home

4 Beds 2 Baths 1,827 SqFt

1422 TIERRA CIR, Winter Park, FL 32792

PRICE IMPROVEMENT! INCREDIBLE OPPORTUNITY! 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent op...

Listed by Jennifer Conrado CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
700 MELROSE AVE #J  23, Winter Park, FL 32789
1/26 26

$235,000

Open 11/16 2PM-4PM

Condo

1 Bed 1 Bath 772 SqFt

700 MELROSE AVE #J 23, Winter Park, FL 32789

Beautiful 1-Bedroom Condo in the Heart of Winter Park Located on the second floor close to ELEVATORS. Please click on vi...

Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1540 PALM AVE, Winter Park, FL 32789
1/58 58

$1,999,000

Open 11/16 1PM-3PM

Single Family Home

5 Beds 4 Baths 3,423 SqFt

1540 PALM AVE, Winter Park, FL 32789

Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park's most desirable neigh...

Listed by John McDade FANNIE HILLMAN & ASSOCIATES

Stellar MLS
340 ALBERTA DR, Winter Park, FL 32789
1/70 70

$1,598,000

Open 11/16 1AM-4PM

Single Family Home

4 Beds 4 Baths 3,226 SqFt

340 ALBERTA DR, Winter Park, FL 32789

Welcome to 340 Alberta Drive, a beautifully maintained 4-bedroom, 4-bath residence with a new roof installed in 2020. Si...

Listed by Pilar Ulloa REAL ESTATE FIRM OF ORLANDO

Stellar MLS
1875 STAUNTON AVE, Winter Park, FL 32789
1/16 16

$560,000

Open 11/16 11AM-1PM

Single Family Home

4 Beds 2 Baths 2,036 SqFt

1875 STAUNTON AVE, Winter Park, FL 32789

Welcome to this newer single-family home tucked away in the Karolina On Killarney section of Winter Park. Situated on a ...

Listed by Jill Healey KELLER WILLIAMS WINTER PARK

Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 20

explore listings in Winter Park

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
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 2025. 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 2025. All Rights Reserved.

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