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18 Properties

18 Properties Available In Winter Park

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  • Beds (Most)
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FL >Winter Park >
Market Insights
341 E READING WAY, Winter Park, FL 32789
1/57 57

$1,695,000

Open Sun 2PM-4PM

Single Family Home

4 Beds 4 Baths 3,723 SqFt

341 E READING WAY, Winter Park, FL 32789

Virtually Staged. A rare opportunity to live on a quiet one-way street overlooking a park in the heart of Winter Park. B...

Listed by Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

Stellar MLS
1411 MILLER AVE, Winter Park, FL 32789
1/37 37

$899,000

Open Sun 1PM-3PM

Townhouse

3 Beds 4 Baths 1,824 SqFt

1411 MILLER AVE, Winter Park, FL 32789

Built in 2023 by SGC Homes, this exceptionally livable modern Mediterranean townhome blends comfort and convenience in a...

Listed by Sue Gilman KELLER WILLIAMS WINTER PARK

Stellar MLS
7733 COUNTRY PL #G2, Winter Park, FL 32792
1/21 21

$239,500

Open Sun 2PM-4PM

Condo

2 Beds 2 Baths 1,068 SqFt

7733 COUNTRY PL #G2, Winter Park, FL 32792

Step into a remodeled condominium in Goldenrod Villas, a peaceful, well-established community. This renovated, 2-bedroom...

Listed by Patty Farless PROPERTIES BY PATTY PLLC

Stellar MLS
2344 WOODCREST DR, Winter Park, FL 32792
1/22 22

$729,900

Open Sat 12PM-2PM

Single Family Home

4 Beds 2 Baths 1,764 SqFt

2344 WOODCREST DR, Winter Park, FL 32792

Resort Style Pool Home in KENILWORTH ESTATES! Conveniently located in Winter Park with a walking distance to Baldwin Par...

Listed by Shannon Lee EXPLORE FLORIDA REALTY SERVICES LLC

Stellar MLS
1232 VALLEY CREEK RUN, Winter Park, FL 32792
3D

$535,000

Pending

Single Family Home

3 Beds 3 Baths 2,071 SqFt

1232 VALLEY CREEK RUN, Winter Park, FL 32792

Welcome to this beautifully maintained pool home in the highly desirable Lost Creek community, where comfort, functional...

Listed by James Clark CENTURY 21 ALTON CLARK

Stellar MLS
1473 BERKSHIRE AVE, Winter Park, FL 32789
1/38 38

$1,429,000

Open Sun 11AM-2PM

Single Family Home

5 Beds 4 Baths 2,351 SqFt

1473 BERKSHIRE AVE, Winter Park, FL 32789

LOCATION LOCATION LOCATION. Discover exceptional new construction in the heart of Winter Park. Completed in 2025, this s...

Listed by Gilson Rodrigues KARDOSH REALTY

Stellar MLS
1707 HARMON AVE, Winter Park, FL 32789
1/37 37

$649,000

Open Sat 1PM-4PM

Single Family Home

3 Beds 2 Baths 1,669 SqFt

1707 HARMON AVE, Winter Park, FL 32789

A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled ...

Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES

Stellar MLS
3463 ARNEL DR, Winter Park, FL 32792
1/44 44

$2,950

Open 7/1 1:30AM-2PM

Single Family Home

3 Beds 2 Baths 1,770 SqFt

3463 ARNEL DR, Winter Park, FL 32792

Beautiful pool home for rent in Winter Park located in the established Eastbrook community with NO HOA. This home offers...

Listed by Alexa Monasterio Flores KELLER WILLIAMS ADVANTAGE 2 REALTY

Stellar MLS
1438 TIERRA CIR, Winter Park, FL 32792
1/36 36

$514,900

Open Sun 12PM-2PM

Single Family Home

3 Beds 2 Baths 1,627 SqFt

1438 TIERRA CIR, Winter Park, FL 32792

Charming, Fully Renovated Pool Home in Sought-After Winter Park. Welcome to this beautifully updated pool home, ideally ...

Listed by Tony Nicolas COLDWELL BANKER REALTY

Stellar MLS
1611 CHESTNUT AVE, Winter Park, FL 32789
1/45 45

$1,070,000

Open Sun 3PM-5PM

Single Family Home

4 Beds 4 Baths 2,916 SqFt

1611 CHESTNUT AVE, Winter Park, FL 32789

Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedro...

Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

Stellar MLS
3054 BLUEBROOK DR, Winter Park, FL 32792
1/44 44

$389,500

Open Sat 10AM-12PM

Single Family Home

3 Beds 2 Baths 1,939 SqFt

3054 BLUEBROOK DR, Winter Park, FL 32792

Just Reduced the Price! Just drained; cleaned; and refilled the pool: "Open the Doors to Your Dreams" of owning an Affo...

Listed by Eugene Weatherspoon WEATHERSPOON REALTY INC

Stellar MLS
1649 HARMON AVE, Winter Park, FL 32789
1/57 57

$1,299,900

Open Sun 1PM-3PM

Single Family Home

4 Beds 4 Baths 3,223 SqFt

1649 HARMON AVE, Winter Park, FL 32789

Discover Orwin Manor, one of Winter Park's established neighborhoods centrally located within an easy distance to the Or...

Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
3463 ARNEL DR, Winter Park, FL 32792
1/36 36

$414,900

Open 7/1 1:30PM-2PM

Single Family Home

3 Beds 2 Baths 1,770 SqFt

3463 ARNEL DR, Winter Park, FL 32792

One or more photo(s) has been virtually staged. * Pool Home ** No HOA *** Paid-Off Solar Panels **** Roof (2018) ***** ...

Listed by Alexa Monasterio Flores KELLER WILLIAMS ADVANTAGE 2 REALTY

Stellar MLS
1260 ALABAMA DR, Winter Park, FL 32789
1/58 58

$6,900,000

Open Sun 2PM-4PM

Single Family Home

6 Beds 7 Baths 6,396 SqFt

1260 ALABAMA DR, Winter Park, FL 32789

Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 fe...

Listed by Kelly Price KELLY PRICE & COMPANY LLC

Stellar MLS
2052 LEANNE CT, Winter Park, FL 32792
1/30 30

$440,000

Open 7/1 9AM-7PM

Single Family Home

4 Beds 2 Baths 2,264 SqFt

2052 LEANNE CT, Winter Park, FL 32792

Welcome to 2052 Leanne Ct, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perf...

Listed by Karen Albright OPENDOOR BROKERAGE LLC

Stellar MLS
607 ELLEN DR, Winter Park, FL 32789
1/34 34

$1,449,900

Open Sun 2PM-4PM

Single Family Home

4 Beds 5 Baths 2,812 SqFt

607 ELLEN DR, Winter Park, FL 32789

NEW PRICE!!! Discover sophisticated modern living at 607 Ellen Drive, a stunning new construction home by the acclaimed ...

Listed by Kelly Price KELLY PRICE & COMPANY LLC

Stellar MLS
1510 MILLER AVE, Winter Park, FL 32789
1/70 70

$1,599,900

Open Fri 11AM-6PM

Single Family Home

5 Beds 5 Baths 3,252 SqFt

1510 MILLER AVE, Winter Park, FL 32789

New Construction – Carefully Curated by SGC Conctruction. Discover Modern Luxury in Winter Park's Latest Neighborhood, ...

Listed by Kim Griffin RE/MAX EXCLUSIVE COLLECTION

Stellar MLS
1150 VIA SALERNO, Winter Park, FL 32789
1/62 62

$4,195,000

Open Sun 1PM-3PM

Single Family Home

4 Beds 6 Baths 3,850 SqFt

1150 VIA SALERNO, Winter Park, FL 32789

In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends archit...

Listed by Padgett McCormick 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. Living In Orlando
      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. Living In Orlando
      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