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44 Properties

44 Properties Available In Winter Park

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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

7884 BROKEN ARROW TRL, Winter Park, FL 32792
1/27 27

$625,000

Open 1/18 10:30AM-11:30AM

Single Family Home

4 Beds 2 Baths 1,906 SqFt

7884 BROKEN ARROW TRL, Winter Park, FL 32792

Have you been dreaming of cul-de-sac life? Take a long look at this better-than-new home. The many improvements are too ...

Listed by CHARLES RUTENBERG REALTY ORLANDO

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

$449,000

Open Sat 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

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

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

8073 PLEASANT PINE CIR, Winter Park, FL 32792
1/34 34

$640,000

Open Sat 1PM-3PM

Single Family Home

4 Beds 3 Baths 2,319 SqFt

8073 PLEASANT PINE CIR, Winter Park, FL 32792

Discover your dream home at **8073 Pleasant Pine Cir, Winter Park, FL 32792**. This meticulously maintained **4-bedroom,...

Listed by EXP REALTY LLC

1061 LUNDY CT, Winter Park, FL 32792
1/42 42

$480,000

Open Sat 1PM-3PM

Single Family Home

3 Beds 2 Baths 1,346 SqFt

1061 LUNDY CT, Winter Park, FL 32792

Welcome to 1061 Lundy Court – A Vibrant Jewel in Winter Park. Step into a home that radiates energy, style, and modern s...

Listed by COMPASS FLORIDA 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

2482 TAHOE CIR #2482, Winter Park, FL 32792
1/41 41

$250,000

Open 1/18 11AM-2PM

Condo

2 Beds 2 Baths 1,295 SqFt

2482 TAHOE CIR #2482, Winter Park, FL 32792

Beautifully updated end-unit home in the sought-after Cedarwood Village community of Winter Park! This charming property...

Listed by UNITED REAL ESTATE PREFERRED

631 CALLAHAN ST, Winter Park, FL 32789
1/21 21

$649,900

Open 1/18 11AM-2PM

Single Family Home

3 Beds 2 Baths 1,751 SqFt

631 CALLAHAN ST, Winter Park, FL 32789

Completely renovated inside and out! Kitchen 2022, bathrooms 2022, windows 2022, fence 2022, roof 2023, pavers pergola a...

Listed by HOUWZER LLC

1433 INDIANA AVE, Winter Park, FL 32789
1/11 11

$2,000

Open 1/18 12PM-1PM

Single Family Home

2 Beds 1 Bath 745 SqFt

1433 INDIANA AVE, Winter Park, FL 32789

1/2 Duplex in amazing location in Winter Park! Walk to great bars and restaurants or bike to Park Avenue! Full gut renov...

Listed by SAND DOLLAR REALTY GROUP INC

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

2909 CLEVER LN, Winter Park, FL 32792
1/34 34

$485,000

Open Sat 1PM-3PM

Townhouse

3 Beds 3 Baths 1,907 SqFt

2909 CLEVER LN, Winter Park, FL 32792

Welcome to 2909 Clever Lane, Winter Park, Florida! This stunning 3-bedroom, 2.5-bathroom townhome offers over 1,900 squa...

Listed by CREEGAN GROUP

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

$529,900

Open Sat 12PM-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

744 LONDON RD, Winter Park, FL 32792
1/97 97

$849,000

Open Sat 11AM-3PM

Single Family Home

5 Beds 3 Baths 2,804 SqFt

744 LONDON RD, Winter Park, FL 32792

Step into a home where luxury, style, and functionality come together seamlessly! This stunning 2,804-square-foot pool h...

Listed by CHARLES RUTENBERG REALTY ORLANDO

992 CARNATION DR, Winter Park, FL 32792
1/39 39

$359,000

Open 1/18 11AM-2PM

Single Family Home

3 Beds 2 Baths 1,000 SqFt

992 CARNATION DR, Winter Park, FL 32792

Welcome to your dream home at 992 Carnation Dr., a stunning three-bedroom, two-bath residence located in the heart of Wi...

Listed by RE/MAX ASSURED

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

1392 INDIANA AVE, Winter Park, FL 32789
1/35 35

$639,000

Open 1/18 10AM-1PM

Townhouse

3 Beds 3 Baths 1,936 SqFt

1392 INDIANA AVE, Winter Park, FL 32789

Motivated seller! Nestled in the heart of Winter Park, just off Indiana Avenue, this stunning two-story townhome offers ...

Listed by COLDWELL BANKER RESIDENTIAL RE

735 MARYLAND AVE, Winter Park, FL 32789
1/40 40

$799,000

Open Sun 1AM-3PM

Townhouse

3 Beds 3 Baths 2,242 SqFt

735 MARYLAND AVE, Winter Park, FL 32789

Welcome to this elegant three-story townhouse in the heart of Winter Park! Step through French doors into a welcoming fo...

Listed by FANNIE HILLMAN & ASSOCIATES

1550 INDIANA AVE, Winter Park, FL 32789
1/33 33

$459,990

Open 1/18 11:30AM-1:30PM

Single Family Home

2 Beds 2 Baths 1,032 SqFt

1550 INDIANA AVE, Winter Park, FL 32789

Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Cent...

Listed by TALENT REALTY SOLUTIONS

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