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130 W KINGS WAY, Winter Park, FL 32789
1/30 30

$1,550,000

Open Sat 12PM-2PM

Single Family Home

5 Beds 3 Baths 3,145 SqFt

130 W KINGS WAY, Winter Park, FL 32789

Amazing opportunity in the Forest Hills subdivision in the heart of Historic Winter Park! As you enter this charming 4 b...

Listed by MAXIM REALTY ORLANDO

1450 CHESTNUT AVE, Winter Park, FL 32789
1/39 39

$1,250,000

Open Sun 2PM-4PM

Single Family Home

3 Beds 4 Baths 1,942 SqFt

1450 CHESTNUT AVE, Winter Park, FL 32789

Located in the coveted Tree Streets just a block and a half from Lake Knowles, this timeless Mediterranean home offers t...

Listed by KELLY PRICE & COMPANY LLC

720 W WEBSTER AVE, Winter Park, FL 32789
1/22 22

$625,000

Open Sat 10AM-12PM

Single Family Home

3 Beds 2 Baths 1,356 SqFt

720 W WEBSTER AVE, Winter Park, FL 32789

Discover the charm of Winter Park living in this beautifully maintained 1950s home, where convenience and comfort meet m...

Listed by THE AGENCY ORLANDO

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

$429,999

Open Sat 11AM-2PM

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

1001 EARLY AVE, Winter Park, FL 32789
1/24 24

$399,000

Open Sat 11AM-2PM

Single Family Home

2 Beds 1 Bath 1,222 SqFt

1001 EARLY AVE, Winter Park, FL 32789

Welcome to 1001 Early Ave—a beautifully updated 2-bedroom, 1-bath home that perfectly balances timeless character with c...

Listed by COLDWELL BANKER REALTY

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

$200,000

Open Sat 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

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

$369,000

Open Sat 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

501 W CANTON AVE, Winter Park, FL 32789
1/29 29

$1,295,000

New

Townhouse

3 Beds 3 Baths 2,372 SqFt

501 W CANTON AVE, Winter Park, FL 32789

Introducing a rare opportunity to own a brand-new, luxury modern townhome just steps from Park Avenue in the heart of Wi...

Listed by FANNIE HILLMAN & ASSOCIATES

1261 INDIANA AVE, Winter Park, FL 32789
1/45 45

$549,900

New

Townhouse

3 Beds 3 Baths 1,660 SqFt

1261 INDIANA AVE, Winter Park, FL 32789

Welcome to The Townhomes at Harper Place, where elegance meets convenience in beautiful Winter Park. This spacious and i...

Listed by PRESTIGE PROPERTY SHOP LLC

501 W CANTON AVE, Winter Park, FL 32789
1/29 29

$6,950

New

Townhouse

3 Beds 3 Baths 2,165 SqFt

501 W CANTON AVE, Winter Park, FL 32789

Look no further, this luxury Modern Townhome offers premium location just minutes from Park Avenue, restaurants, shoppin...

Listed by FANNIE HILLMAN & ASSOCIATES

1409 SUNSET DR, Winter Park, FL 32789
1/22 22

$519,990

New

Single Family Home

2 Beds 2 Baths 1,107 SqFt

1409 SUNSET DR, Winter Park, FL 32789

This cozy 2 bedroom 1.5 bathroom home is nestled in the heart of Winter Park, surrounded by a picturesque brick street t...

Listed by R MICHAELS REALTY LLC

1875 STAUNTON AVE, Winter Park, FL 32789
1/20 20

$575,000

New

Single Family Home

4 Beds 2 Baths 2,036 SqFt

1875 STAUNTON AVE, Winter Park, FL 32789

Welcome to this newer single-family home tucked away in the Karolina On Killarney section of Winter Park. Situated on a ...

Listed by KELLER WILLIAMS WINTER PARK

1661 HILLCREST AVE, Winter Park, FL 32789
1/99 99

$1,999,999

New

Single Family Home

4 Beds 4 Baths 3,161 SqFt

1661 HILLCREST AVE, Winter Park, FL 32789

Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design ...

Listed by ROYALTY R E BOUTIQUE INC

1611 TIOGA TRL, Winter Park, FL 32789
1/43 43

$1,195,000

New

Single Family Home

4 Beds 2 Baths 2,388 SqFt

1611 TIOGA TRL, Winter Park, FL 32789

Quiet one story corner lot Charles Clayton pool home on tree lined cul de sac street in Winter Park Hills. Fully updated...

Listed by KELLER WILLIAMS WINTER PARK

1500 GAY RD #9B, Winter Park, FL 32789
1/22 22

$2,000

New

Condo

2 Beds 2 Baths 1,026 SqFt

1500 GAY RD #9B, Winter Park, FL 32789

Lakefront Community on beautiful Lake Killarney. Community Boat Ramp and Lakefront Deck. Community Heated Pool and Sauna...

Listed by REALCOM REAL ESTATE SERVICES INC

1240 HARDING STREET, Winter Park, FL 32789
1/64 64

$5,999,000

New

Single Family Home

5 Beds 6 Baths 6,708 SqFt

1240 HARDING STREET, Winter Park, FL 32789

This stunning private residence is on an oversized lot featuring a private sports pad, kids playground and sparkling poo...

Listed by PREMIER SOTHEBY'S INTL. REALTY

1275 MICHIGAN AVE, Winter Park, FL 32789
1/26 26

$714,000

New

Townhouse

3 Beds 3 Baths 1,866 SqFt

1275 MICHIGAN AVE, Winter Park, FL 32789

Welcome to this stunning townhome in the heart of Winter Park, built by award-winning Osprey Custom Home Builders. This ...

Listed by COMPASS FLORIDA LLC

632 GAINES WAY, Winter Park, FL 32789
1/10 10

$2,100

New

Condo

1 Bed 1 Bath 550 SqFt

632 GAINES WAY, Winter Park, FL 32789

Just blocks from Park Avenue and Rollins College, this newly built fully furnished charming 1 bedroom, 1 bath apartment ...

Listed by WEMERT GROUP REALTY LLC