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464 Properties

464 Properties Available In Winter Park

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Winter Park, FL 32792
1/25 25
Exclusive Listing

$175,000

Active

Condo

2 Beds 2 Baths 1,035 SqFt

Winter Park, FL 32792

Have you been searching for an affordable property for months, maybe even years, just to realize that the definition of ...

Listed by LPT REALTY

1506 CHESTNUT AVE., Winter Park, FL 32789
1/61 61

$2,495,000

Open Sun 2PM-4PM

Single Family Home

5 Beds 6 Baths 3,545 SqFt

1506 CHESTNUT AVE., Winter Park, FL 32789

Nestled in one of Winter Parks most coveted neighborhoods, this exquisite Bates Custom Homes house is a 3-year-old mode...

Listed by PREMIER SOTHEBY'S INTL. REALTY

5134 LAKE HOWELL RD, Winter Park, FL 32792
1/26 26

$340,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 2 Baths 1,399 SqFt

5134 LAKE HOWELL RD, Winter Park, FL 32792

Welcome to this lovingly maintained, one-owner home in the heart of Winter Park! This 3-bedroom, 2-bathroom gem offers a...

Listed by KELLER WILLIAMS WINTER PARK

370 E LAKE SUE AVE, Winter Park, FL 32789
1/43 43

$1,239,900

Open 1/26 1:30PM-3:30PM

Single Family Home

3 Beds 3 Baths 2,462 SqFt

370 E LAKE SUE AVE, Winter Park, FL 32789

Welcome to 370 E. Lake Sue Avenue, a beautifully renovated 3-bedroom, 3 full bath home, located in the heart of Winter P...

Listed by REALTY HUB

2127 LAKE DR, Winter Park, FL 32789
1/34 34

$618,000

Open Sun 1PM-4PM

Single Family Home

3 Beds 3 Baths 1,732 SqFt

2127 LAKE DR, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Nestled in a peaceful, lakefront community, this beautifully updated 3-b...

Listed by FANNIE HILLMAN & ASSOCIATES

2229 SHADOWLAND LOOP, Winter Park, FL 32792
1/31 31

$474,900

Open Sun 12PM-2PM

Townhouse

3 Beds 3 Baths 1,964 SqFt

2229 SHADOWLAND LOOP, Winter Park, FL 32792

Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood! This spacious 3 bedroom, 2.5 bath...

Listed by KELLER WILLIAMS WINTER PARK

2007 NATALEN RD, Winter Park, FL 32792
1/28 28

$449,000

Open Sun 2PM-4PM

Single Family Home

3 Beds 2 Baths 1,760 SqFt

2007 NATALEN RD, Winter Park, FL 32792

Discover the perfect opportunity to live in the heart of Winter Park, Florida! This 3-bedroom, 2-bath, 1,760-square-foot...

Listed by EXP REALTY LLC

690 OSCEOLA AVE #209, Winter Park, FL 32789
1/44 44

$399,999

Open Sun 1PM-3PM

Condo

2 Beds 2 Baths 1,148 SqFt

690 OSCEOLA AVE #209, Winter Park, FL 32789

Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the ...

Listed by PREMIER SOTHEBY'S INTL. REALTY

1354 TIERRA CIR, Winter Park, FL 32792
1/31 31

$485,000

Open Sat 11AM-3PM

Single Family Home

4 Beds 2 Baths 1,827 SqFt

1354 TIERRA CIR, Winter Park, FL 32792

Located in the highly sought-after Casa Aloma community, this charming 1960s home offers the perfect blend of comfort, s...

Listed by REAL ESTATE FIRM OF ORLANDO

1611 WALNUT AVE, Winter Park, FL 32789
1/41 41

$1,295,000

Open Sun 11AM-2PM

Single Family Home

4 Beds 3 Baths 2,635 SqFt

1611 WALNUT AVE, Winter Park, FL 32789

One of the most peaceful, sought-after areas of Old Winter Park is located off Palmer Ave in Lk Knowles Terrace, just st...

Listed by COLDWELL BANKER RESIDENTIAL RE

5400 FERROL DR, Winter Park, FL 32792
1/39 39

$529,900

Open Sun 1PM-3PM

Single Family Home

3 Beds 2 Baths 1,713 SqFt

5400 FERROL DR, Winter Park, FL 32792

Location, Location, Location!! NO HOA!! Welcome home to this charming and spacious 3 bedroom property sitting on an Over...

Listed by EXP REALTY LLC

1778 MONDRIAN CIR, Winter Park, FL 32789
1/46 46

$1,250,000

Open Sun 2PM-4PM

Townhouse

3 Beds 4 Baths 2,377 SqFt

1778 MONDRIAN CIR, Winter Park, FL 32789

We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new town...

Listed by COLDWELL BANKER RESIDENTIAL RE

2827 EUSTON RD, Winter Park, FL 32789
1/29 29

$420,000

Open Sun 10AM-1PM

Single Family Home

4 Beds 2 Baths 1,568 SqFt

2827 EUSTON RD, Winter Park, FL 32789

Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of n...

Listed by REGENCY REAL ESTATE LLC

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© 2025 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data Last Updated: 01/19/2025 03:01
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