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94 Properties Available In Winter Park

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1920 WOODCREST DR #15, Winter Park, FL 32792
1/20 20

$285,000

Open Sun 11AM-1PM

Condo

2 Beds 2 Baths 1,010 SqFt

1920 WOODCREST DR #15, Winter Park, FL 32792

Gorgeous, fully renovated 2-bedroom / 2-bathroom condominium nestled in the heart of Winter Park along a beautiful and q...

Listed by COLDWELL BANKER RESIDENTIAL RE

3759 KINSLEY PL, Winter Park, FL 32792
1/77 77

$689,900

Open Sat 1AM-4PM

Single Family Home

4 Beds 3 Baths 2,251 SqFt

3759 KINSLEY PL, Winter Park, FL 32792

EXPECT TO BE IMPRESSED! Tucked away in a quaint and quiet Winter Park neighborhood, this beautifully maintained two-stor...

Listed by COMPASS FLORIDA LLC

620 DARCEY DR, Winter Park, FL 32792
1/30 30

$765,000

Open Sat 1PM-4PM

Single Family Home

4 Beds 2 Baths 2,076 SqFt

620 DARCEY DR, Winter Park, FL 32792

New roof scheduled for replacement at end of July 2025. Charming brick Winter Park home in the desirable Brookshire Heig...

Listed by PREMIER SOTHEBY'S INTL. REALTY

2844 SCARLET RD, Winter Park, FL 32792
1/39 39

$525,000

Open Sun 12PM-2PM

Single Family Home

4 Beds 2 Baths 1,508 SqFt

2844 SCARLET RD, Winter Park, FL 32792

Welcome to this stunning mid-century modern beauty where timeless design meets thoughtful, contemporary updates. Nestled...

Listed by KELLER WILLIAMS WINTER PARK

1742 TEMPLE DR, Winter Park, FL 32789
1/58 58

$3,899,000

Open Sat 11AM-1PM

Single Family Home

4 Beds 5 Baths 3,658 SqFt

1742 TEMPLE DR, Winter Park, FL 32789

In one of Winter Park's desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 ...

Listed by PREMIER SOTHEBY'S INTL. REALTY

1780 MIZELL AVE., Winter Park, FL 32789
1/61 61

$1,695,000

Open Sat 12PM-2PM

Single Family Home

4 Beds 4 Baths 2,743 SqFt

1780 MIZELL AVE., Winter Park, FL 32789

Experience the height of modern luxury in this newly constructed home, masterfully designed by esteemed architect Gary H...

Listed by PREMIER SOTHEBY'S INTL. REALTY

2922 REEF KNOT PL, Winter Park, FL 32792
1/54 54

$1,349,000

Open Sun 1:30PM-3:30PM

Single Family Home

4 Beds 4 Baths 3,153 SqFt

2922 REEF KNOT PL, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Stunning Lakefront Living in an Exclusive Gated Community! Welcome to th...

Listed by CHARLES RUTENBERG REALTY ORLANDO

2376 DOMINICA RUN, Winter Park, FL 32792
1/22 22

$297,999

Open Sun 11AM-2PM

Townhouse

3 Beds 2 Baths 1,284 SqFt

2376 DOMINICA RUN, Winter Park, FL 32792

Welcome to this beautifully updated townhouse located in the heart of desirable Winter Park! Step inside to find a brigh...

Listed by MARK SPAIN REAL ESTATE

2880 OLD CASTLE DR, Winter Park, FL 32792
1/46 46

$1,100,000

Pending

Single Family Home

5 Beds 5 Baths 3,839 SqFt

2880 OLD CASTLE DR, Winter Park, FL 32792

Under contract-accepting backup offers. Welcome to this beautifully designed executive pool home with private in-law qua...

Listed by CORCORAN PREMIER REALTY

1521 CHESTNUT AVE, Winter Park, FL 32789
1/55 55

$1,899,900

Open Sat 1PM-3PM

Single Family Home

4 Beds 3 Baths 2,843 SqFt

1521 CHESTNUT AVE, Winter Park, FL 32789

Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, built in 2023, located in one of W...

Listed by COMPASS FLORIDA LLC

7584 LODGE POLE TRL, Winter Park, FL 32792
1/47 47

$509,000

Open Sun 12PM-3PM

Single Family Home

3 Beds 2 Baths 1,906 SqFt

7584 LODGE POLE TRL, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Beautiful remodeled pool home. Luxury vinyl plank flooring throughout t...

Listed by SAND DOLLAR REALTY GROUP INC

5144 ORANGE AVE, Winter Park, FL 32792
1/19 19

$350,000

Open Sat 11AM-1PM

Single Family Home

3 Beds 2 Baths 1,274 SqFt

5144 ORANGE AVE, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome Home!! NEW ROOF, UPDATED KITCHEN, SEMINOLE COUNTY SCHOOLS. RV Ca...

Listed by WEMERT GROUP REALTY LLC

1429 CHAPMAN CIR, Winter Park, FL 32789
1/36 36

$1,499,000

Open Sun 2PM-4PM

Single Family Home

4 Beds 4 Baths 3,116 SqFt

1429 CHAPMAN CIR, Winter Park, FL 32789

Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophistica...

Listed by CORCORAN PREMIER REALTY

1057 MINNESOTA AVE, Winter Park, FL 32789
1/17 17

$2,850

New

Single Family Home

2 Beds 2 Baths 1,500 SqFt

1057 MINNESOTA AVE, Winter Park, FL 32789

RARE FIND available Fully or Partially Furnished. This authentic 1920's bungalow style home sits in a picturesque locati...

Listed by SHORES REAL ESTATE

7602 LODGE POLE TRL, Winter Park, FL 32792
1/37 37

$499,999

Active

Single Family Home

3 Beds 3 Baths 1,906 SqFt

7602 LODGE POLE TRL, Winter Park, FL 32792

Nestled in desirable Arrowhead Cove, this meticulously maintained 3-bedroom, 2.5-bath home represents the pinnacle of Wi...

Listed by KELLER WILLIAMS CLASSIC

1816 MIZELL AVE, Winter Park, FL 32789
1/32 32

$3,200

Active

Single Family Home

3 Beds 2 Baths 1,732 SqFt

1816 MIZELL AVE, Winter Park, FL 32789

Welcome to this charming 3-bedroom, 2-bath home in the heart of Winter Park, complete with a 1-car garage and unbeatable...

Listed by FANNIE HILLMAN & ASSOCIATES

Winter Park, FL 32792
1/13 13

$1,747

Active

Townhouse

2 Beds 3 Baths 1,031 SqFt

Winter Park, FL 32792

Winter Park 2 Bedroom Upgraded Condo <br>This unit is tiled throughout with Granite counter tops No carpet to worry abou...

Listed by THE REALTY FACTOR INC

2020 VENETIAN WAY, Winter Park, FL 32789
1/43 43

$9,995

Price Dropped by $4K

Single Family Home

4 Beds 4 Baths 4,188 SqFt

2020 VENETIAN WAY, Winter Park, FL 32789

This RARE LAKEFRONT retreat is located on a quiet, tree-lined street in the highly sought-after Vias of Winter Park. Cus...

Listed by PALMANO GROUP RE BROKERAGE LLC

346 ELKHORN CT, Winter Park, FL 32792
1/42 42

$735,000

Price Dropped by $14K

Single Family Home

4 Beds 2 Baths 1,891 SqFt

346 ELKHORN CT, Winter Park, FL 32792

Welcome to your next chapter in Winter Park Pines, tucked within the most sought-after school district in all of Orlando...

Listed by 407 PROPERTIES

3300 BENNINGTON CT, Winter Park, FL 32792
1/23 23

$2,850

Active

Single Family Home

4 Beds 2 Baths 2,234 SqFt

3300 BENNINGTON CT, Winter Park, FL 32792

Winter Park Rental Home in Bennington Estates. Home offers 4 Bedrooms, 2 Baths, Split plan, Large Eat-in Kitchen w/Isla...

Listed by RE/MAX TOWN & COUNTRY REALTY

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