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18 Properties

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105 CONRAD CT, Winter Park, FL 32789
1/23 23

$429,999

Open Fri 4PM-6PM

Single Family Home

3 Beds 2 Baths 1,573 SqFt

105 CONRAD CT, Winter Park, FL 32789

Discover this beautifully updated 3-bedroom, 2-bathroom home in Winter Park, perfectly positioned to enjoy the best of b...

Listed by THE WILKINS WAY LLC

311 E MORSE BLVD #7-11, Winter Park, FL 32789
1/25 25

$389,000

Open Sun 12PM-2PM

Condo

1 Bed 1 Bath 570 SqFt

311 E MORSE BLVD #7-11, Winter Park, FL 32789

Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue! <br>Welcome to Whispering Waters, a beautifully mai...

Listed by FANNIE HILLMAN & ASSOCIATES

1981 BLUE RIDGE RD, Winter Park, FL 32789
1/51 51

$1,285,000

Open Sat 12PM-2PM

Single Family Home

4 Beds 2 Baths 2,750 SqFt

1981 BLUE RIDGE RD, Winter Park, FL 32789

One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred le...

Listed by KELLER WILLIAMS REALTY AT THE PARKS

915 GARDEN DR, Winter Park, FL 32789
3D

$950,000

Open Fri 11AM-2PM

Single Family Home

3 Beds 3 Baths 2,456 SqFt

915 GARDEN DR, Winter Park, FL 32789

Step into this beautifully maintained Mid-Century Modern home, nestled in the prestigious Winter Park community and just...

Listed by KELLER WILLIAMS CLASSIC

2812 WOODSIDE AVE, Winter Park, FL 32789
1/24 24

$625,000

Pending

Single Family Home

3 Beds 2 Baths 1,842 SqFt

2812 WOODSIDE AVE, Winter Park, FL 32789

Under contract-accepting backup offers. In the heart of the Audubon Park Garden District you will find this updated mid-...

Listed by KELLER WILLIAMS WINTER PARK

2500 LEE RD #219, Winter Park, FL 32789
1/35 35

$210,000

Open Sun 12PM-2PM

Condo

2 Beds 1 Bath 851 SqFt

2500 LEE RD #219, Winter Park, FL 32789

Welcome to life on Lake Killarney, one of Winter Park's most sought-after lakefront communities! This charming 2-bedroom...

Listed by SUNDIAL REAL ESTATE LLC

1752 CHESTNUT AVE, Winter Park, FL 32789
1/64 64

$2,199,999

Open Sun 2PM-4PM

Single Family Home

4 Beds 5 Baths 3,314 SqFt

1752 CHESTNUT AVE, Winter Park, FL 32789

Timeless Elegance Meets Modern Comfort in Sought-After Tree Streets <br> <br>Welcome to this thoughtfully designed, cust...

Listed by KELLER WILLIAMS WINTER PARK

1860 VIA CONTESSA, Winter Park, FL 32789
1/90 90

$19,500

Open Sat 11AM-5PM

Single Family Home

8 Beds 6 Baths 7,000 SqFt

1860 VIA CONTESSA, Winter Park, FL 32789

Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted ...

Listed by SIERRA REALTY GROUP LLC

595 HUNTINGTON AVE #4, Winter Park, FL 32789
1/37 37

$649,000

Open Sun 1PM-3PM

Townhouse

3 Beds 3 Baths 1,951 SqFt

595 HUNTINGTON AVE #4, Winter Park, FL 32789

You Found It!!! Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane w...

Listed by COLDWELL BANKER RESIDENTIAL RE

1516 PINEWOOD DR, Winter Park, FL 32789
1/29 29

$369,000

Open 9/6 1PM-4PM

Single Family Home

2 Beds 1 Bath 1,028 SqFt

1516 PINEWOOD DR, Winter Park, FL 32789

PINEWOOD SUB N/9 LOT 12 BLK A <br> <br> <br>Well-maintained, modest 2-1 home in College Park with carport, deck, and por...

Listed by LIST NOW REALTY, LLC

212 BLOSSOM LN, Winter Park, FL 32789
1/44 44

$565,000

Open Fri 11AM-1PM

Single Family Home

3 Beds 2 Baths 1,771 SqFt

212 BLOSSOM LN, Winter Park, FL 32789

Welcome to this beautiful home in highly sought-after Winter Park! This 3 bedroom 2 bath home in the desirable Shores of...

Listed by BHHS FLORIDA REALTY

957 DUPONT AVE, Winter Park, FL 32789
1/29 29

$2,750

Open Fri 2:30PM-5:30PM

Single Family Home

3 Beds 3 Baths 1,152 SqFt

957 DUPONT AVE, Winter Park, FL 32789

This beautifully maintained 3-bedroom, 2.5-bath home is a rare find. Located at 957 Dupont Ave, Winter Park, FL 32789, t...

Listed by HOME & HIVE REALTY

2607 LAFAYETTE AVE, Winter Park, FL 32789
1/72 72

$1,095,000

Open Sat 1PM-3PM

Single Family Home

4 Beds 4 Baths 2,770 SqFt

2607 LAFAYETTE AVE, Winter Park, FL 32789

Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park's most desirable neig...

Listed by FORTUNE INTERNATIONAL REALTY

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

$1,899,900

Open Sat 12PM-2PM

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

1251 ARLINGTON PL, Winter Park, FL 32789
3D

$950,000

Open Sun 2PM-4PM

Townhouse

3 Beds 4 Baths 2,116 SqFt

1251 ARLINGTON PL, Winter Park, FL 32789

STUNNING WINTER PARK TOWNHOME - NO HOA, DESIGNER KITCHEN, PRIVATE BACKYARD OASIS <br>Welcome to this rare gem in the hea...

Listed by ANNE ROGERS REALTY GROUP INC

1600 BARCELONA WAY, Winter Park, FL 32789
1/65 65

$1,299,000

Open Sun 12PM-2PM

Single Family Home

4 Beds 4 Baths 3,014 SqFt

1600 BARCELONA WAY, Winter Park, FL 32789

Back on the market at no fault of the seller. Step into the charm of old Florida with this stunning historic home in the...

Listed by LPT REALTY, LLC

2412 CHANTILLY AVE, Winter Park, FL 32789
1/83 83

$2,389,000

Open Sat 11AM-12:30PM

Single Family Home

5 Beds 7 Baths 4,506 SqFt

2412 CHANTILLY AVE, Winter Park, FL 32789

An architectural tour de force in the heart of Winter Park. Designed by a premier builder of boutique homes and crafted ...

Listed by COMPASS FLORIDA LLC

1860 VIA CONTESSA, Winter Park, FL 32789
1/90 90

$2,790,000

Open Sat 10AM-5PM

Single Family Home

8 Beds 6 Baths 7,000 SqFt

1860 VIA CONTESSA, Winter Park, FL 32789

Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted ...

Listed by SIERRA REALTY GROUP LLC