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240 Properties

240 Properties Available In 32789

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FL >32789 >
Market Insights
260 ORANGE TERRACE DR, Winter Park, FL 32789
1/33 33

$479,000

Open 10/5 2PM-4PM

Single Family Home

3 Beds 3 Baths 1,330 SqFt

260 ORANGE TERRACE DR, Winter Park, FL 32789

What a great location - Ready for move in before the holidays! Don't miss this impeccable classic Florida ranch, 3/2 wi...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
2001 LAKE DR, Winter Park, FL 32789
1/66 66

$2,190,000

Open 10/5 1PM-3PM

Single Family Home

5 Beds 4 Baths 4,798 SqFt

2001 LAKE DR, Winter Park, FL 32789

Nestled on a quiet cul-de-sac in the heart of Winter Park, this canal-front residence offers the perfect balance of eleg...

Listed by THE AGENCY ORLANDO

Stellar MLS
255 STIRLING AVE, Winter Park, FL 32789
1/53 53

$3,299,000

Open 10/5 2PM-4PM

Single Family Home

4 Beds 4 Baths 3,635 SqFt

255 STIRLING AVE, Winter Park, FL 32789

An incredible Winter Park Chain-of-Lakes opportunity on Lake Virginia with clear views of Rollins College. This transiti...

Listed by PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
1540 PALM AVE, Winter Park, FL 32789
1/58 58

$2,100,000

Open 10/5 1PM-3PM

Single Family Home

5 Beds 4 Baths 3,423 SqFt

1540 PALM AVE, Winter Park, FL 32789

Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park's most desirable neigh...

Listed by FANNIE HILLMAN & ASSOCIATES

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

$1,250,000

Open 10/5 12PM-2PM

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

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

$575,000

Open 10/5 2PM-4PM

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

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

$1,175,000

Open 10/5 1PM-3PM

Single Family Home

4 Beds 2 Baths 2,388 SqFt

1611 TIOGA TRL, Winter Park, FL 32789

Built by renowned Clayton Builders, this beautifully updated 4-bedroom, 2-bath home is nestled in a peaceful, secluded n...

Listed by KELLER WILLIAMS WINTER PARK

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

$1,165,000

Open 10/5 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

Stellar MLS
1166 OAKS BLVD, Winter Park, FL 32789
1/43 43

$1,699,999

Open 10/5 1PM-3PM

Single Family Home

4 Beds 4 Baths 2,860 SqFt

1166 OAKS BLVD, Winter Park, FL 32789

PRICE IMPROVEMENT-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
130 KILLARNEY BAY CT #5-3, Winter Park, FL 32789
1/54 54

$479,000

Open 10/5 1PM-3PM

Condo

2 Beds 3 Baths 1,536 SqFt

130 KILLARNEY BAY CT #5-3, Winter Park, FL 32789

SUPERB LOCATION! Don't miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon en...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
1270 ARLINGTON PL, Winter Park, FL 32789
1/55 55

$1,649,000

Open 10/5 1PM-4PM

Single Family Home

3 Beds 4 Baths 2,964 SqFt

1270 ARLINGTON PL, Winter Park, FL 32789

Modern Elegance in the Heart of Winter Park! <br> <br>Located just a half-mile from the renowned shops and dining of Par...

Listed by RE/MAX 200 REALTY

Stellar MLS
240 KILLARNEY BAY CT #4, Winter Park, FL 32789
1/32 32

$410,000

Open 10/5 1PM-3PM

Condo

2 Beds 3 Baths 1,536 SqFt

240 KILLARNEY BAY CT #4, Winter Park, FL 32789

Welcome to Killarney Bay—Winter Park's best-kept secret for tranquil lakeside living, and just steps from the city's fin...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
2211 AZALEA PL, Winter Park, FL 32789
1/99 99

$5,495,000

Open 10/5 12PM-2PM

Single Family Home

5 Beds 7 Baths 7,278 SqFt

2211 AZALEA PL, Winter Park, FL 32789

Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront...

Listed by FORTUNE INTERNATIONAL REALTY

Stellar MLS
2550 VENETIAN WAY, Winter Park, FL 32789
1/34 34

$2,599,000

Open 10/5 1PM-3PM

Single Family Home

4 Beds 5 Baths 4,875 SqFt

2550 VENETIAN WAY, Winter Park, FL 32789

"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME H...

Listed by COMPASS FLORIDA LLC

Stellar MLS
535 N INTERLACHEN AVE #203, Winter Park, FL 32789
1/22 22

$550,000

New

Condo

2 Beds 2 Baths 986 SqFt

535 N INTERLACHEN AVE #203, Winter Park, FL 32789

Experience effortless luxury living just blocks from iconic Park Avenue in this stunning, fully renovated condo located ...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
240 ORANGE TERRACE DR, Winter Park, FL 32789
1/29 29

$3,100

New

Single Family Home

4 Beds 2 Baths 1,718 SqFt

240 ORANGE TERRACE DR, Winter Park, FL 32789

Spacious 4 bedroom, 2 bath home in a quiet neighborhood just minutes from I-4 and Fairbanks. Convenient to downtown Orla...

Listed by A+ REALTY PROFESSIONALS, INC

Stellar MLS
1268 PRESERVE POINT DR, Winter Park, FL 32789
1/36 36

$2,350,000

Pending

Single Family Home

4 Beds 4 Baths 4,315 SqFt

1268 PRESERVE POINT DR, Winter Park, FL 32789

Under contract-accepting backup offers. Stunning custom residence in the highly sought-after Windsong community, built b...

Listed by FANNIE HILLMAN & ASSOCIATES

Stellar MLS
319 SANTIAGO DR, Winter Park, FL 32789
1/44 44

$1,990,000

New

Single Family Home

4 Beds 5 Baths 3,515 SqFt

319 SANTIAGO DR, Winter Park, FL 32789

Nestled in coveted Winter Park's Sevilla neighborhood, this 4-bed, 4.5-bath pool home delivers 3,500+ SF of refined livi...

Listed by ANNE ROGERS REALTY GROUP INC

Stellar MLS
1872 BISCAYNE DR, Winter Park, FL 32789
1/32 32

$439,000

New

Single Family Home

2 Beds 1 Bath 969 SqFt

1872 BISCAYNE DR, Winter Park, FL 32789

Don't miss this rare opportunity to own a professionally landscaped, beautifully maintained home in Winter Park, perfect...

Listed by COLLADO REAL ESTATE

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

$17,550

New

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

Stellar MLS
460 CAMBRIDGE BLVD #B, Winter Park, FL 32789
1/15 15

$1,850

New

Single Family Home

2 Beds 2 Baths 945 SqFt

460 CAMBRIDGE BLVD #B, Winter Park, FL 32789

460 B Cambridge is a beautifully updated 2 bed / 2 bath home offering 945 sq ft of stylish living space. Every detail ha...

Listed by 4 ACRE REALTY LLC

Stellar MLS
1900 W FAWSETT RD, Winter Park, FL 32789
1/61 61

$3,350,000

New

Single Family Home

4 Beds 5 Baths 4,600 SqFt

1900 W FAWSETT RD, Winter Park, FL 32789

Don't miss the opportunity to own this stunning lakefront property on Lake Sue in Winter Park! Over an acre with 125+ fe...

Listed by KELLER WILLIAMS WINTER PARK

Stellar MLS
660 NORTHWOOD CIR, Winter Park, FL 32789
1/46 46

$825,000

New

Single Family Home

4 Beds 3 Baths 2,008 SqFt

660 NORTHWOOD CIR, Winter Park, FL 32789

Welcome to 660 Northwood Circle, a residence that embodies the timeless charm and lifestyle of Winter Park. Perfectly po...

Listed by LUXE HUNTER REAL ESTATE

Stellar MLS
1500 GAY RD #24B, Winter Park, FL 32789
1/17 17

$275,000

New

Condo

2 Beds 2 Baths 1,026 SqFt

1500 GAY RD #24B, Winter Park, FL 32789

Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dolla...

Listed by REALCOM REAL ESTATE SERVICES INC

Stellar MLS
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