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1885 TEMPLE DR, Winter Park, FL 32789
1/64 64

$2,295,000

Open Sun 2PM-4PM

Single Family Home

5 Beds 4 Baths 3,691 SqFt

1885 TEMPLE DR, Winter Park, FL 32789

Update! ALL NEW Black Steel doors installed 11/2025 and windows with low e-dual pane glass to be installed ($150k value!...

Listed by Jennifer Sloan COMPASS FLORIDA LLC

1872 BISCAYNE DR, Winter Park, FL 32789
1/23 23

$415,000

Open Sun 1PM-3PM

Single Family Home

2 Beds 1 Bath 969 SqFt

1872 BISCAYNE DR, Winter Park, FL 32789

Back on the market due to seller changing real estate companies - not due to financing or inspections. Don't miss this r...

Listed by Shirley Jones COLDWELL BANKER RESIDENTIAL RE

1401 GREEN COVE RD, Winter Park, FL 32789
1/89 89

$2,900,000

Open Sat 12PM-3PM

Single Family Home

3 Beds 7 Baths 5,483 SqFt

1401 GREEN COVE RD, Winter Park, FL 32789

Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park's ...

Listed by Adriana Oyarce ANCHOR REAL ESTATE

1751 GLENCOE RD, Winter Park, FL 32789
1/45 45

$3,895,000

Open Sat 12PM-2PM

Single Family Home

5 Beds 7 Baths 4,520 SqFt

1751 GLENCOE RD, Winter Park, FL 32789

Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefine...

Listed by Julie Christensen COMPASS FLORIDA LLC

516 HENKEL CIR, Winter Park, FL 32789
1/46 46

$3,795,000

Open Sun 12PM-2PM

Single Family Home

5 Beds 6 Baths 4,143 SqFt

516 HENKEL CIR, Winter Park, FL 32789

This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of th...

Listed by Morgan Seefried KELLER WILLIAMS WINTER PARK

2381 ROXBURY RD, Winter Park, FL 32789
1/41 41

$510,000

Open Sat 11AM-3PM

Single Family Home

3 Beds 2 Baths 1,785 SqFt

2381 ROXBURY RD, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath hom...

Listed by Alex Vastardis COLDWELL BANKER REALTY

132 BURKS CIR, Winter Park, FL 32789
1/32 32

$1,675,000

Open Sun 1PM-4PM

Single Family Home

4 Beds 5 Baths 3,022 SqFt

132 BURKS CIR, Winter Park, FL 32789

Experience refined living in this completely remodeled single story residence located in the heart of Winter Park. Enjoy...

Listed by Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

1267 MICHIGAN AVE, Winter Park, FL 32789
1/31 31

$655,000

Open Sat 1PM-3PM

Townhouse

3 Beds 3 Baths 1,798 SqFt

1267 MICHIGAN AVE, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Modern Comfort in the Heart of Winter Park! Built in 2019, this 3-bedroo...

Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES

700 MELROSE AVE #J 23, Winter Park, FL 32789
1/26 26

$235,000

Open Sun 2PM-4PM

Condo

1 Bed 1 Bath 772 SqFt

700 MELROSE AVE #J 23, Winter Park, FL 32789

Beautiful 1-Bedroom Condo in the Heart of Winter Park Located on the second floor close to ELEVATORS. Please click on vi...

Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

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

$1,999,000

Open Sun 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 John McDade FANNIE HILLMAN & ASSOCIATES

640 ARJAY WAY, Winter Park, FL 32789
1/99 99

$2,000,000

Open Thu 5:30PM-8PM

Single Family Home

5 Beds 5 Baths 3,930 SqFt

640 ARJAY WAY, Winter Park, FL 32789

To live in Winter Park is to embrace the best of Central Florida: tree-lined streets and top-rated schools, boutique sho...

Listed by Karan Wienker COLDWELL BANKER REALTY

1875 STAUNTON AVE, Winter Park, FL 32789
1/16 16

$560,000

Open Sun 11AM-1PM

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 Jill Healey KELLER WILLIAMS WINTER PARK

1150 VIA SALERNO, Winter Park, FL 32789
1/61 61

$4,750,000

Open Sat 2PM-4PM

Single Family Home

4 Beds 6 Baths 3,850 SqFt

1150 VIA SALERNO, Winter Park, FL 32789

In the heart of Winter Park's coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist ...

Listed by Padgett McCormick KELLY PRICE & COMPANY LLC

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

$5,495,000

Open 11/23 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 Maggie Walas FORTUNE INTERNATIONAL REALTY

1820 GLENCOE RD, Winter Park, FL 32789
1/75 75

$3,825,000

Open Sat 12PM-2PM

Single Family Home

5 Beds 7 Baths 4,055 SqFt

1820 GLENCOE RD, Winter Park, FL 32789

Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indies–inspired custom home bui...

Listed by Laura Earl CORCORAN PREMIER REALTY

922 N PENNSYLVANIA AVE, Winter Park, FL 32789
1/39 39

$2,175,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 4 Baths 3,440 SqFt

922 N PENNSYLVANIA AVE, Winter Park, FL 32789

Experience timeless elegance and modern sophistication in this stunning 3 bedroom, 4 bath Mediterranean home, ideally si...

Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES

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

$1,095,000

Open Sun 12PM-2PM

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 Maggie Walas FORTUNE INTERNATIONAL REALTY

1840 BRYAN AVE, Winter Park, FL 32789
1/47 47

$1,899,500

Open Sun 2PM-4PM

Single Family Home

4 Beds 4 Baths 3,727 SqFt

1840 BRYAN AVE, Winter Park, FL 32789

This custom 2014 built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet clo...

Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

2412 CHANTILLY AVE, Winter Park, FL 32789
1/57 57

$2,350,000

New

Single Family Home

5 Beds 7 Baths 4,506 SqFt

2412 CHANTILLY AVE, Winter Park, FL 32789

Step into a world of modern elegance in this newly completed estate in the heart of Winter Park. Masterfully constructed...

Listed by Joshua Hill THE AGENCY ORLANDO

1420 PALMER AVE, Winter Park, FL 32789
1/37 37

$5,000

New

Single Family Home

4 Beds 4 Baths 2,953 SqFt

1420 PALMER AVE, Winter Park, FL 32789

Luxurious Retreat in the Heart of Winter Park's Premier Neighborhood – Minutes from Park Ave! Discover timeless eleganc...

Listed by Robert Kirkwood, IV MAVREALTY

1807 N PARK AVE, Winter Park, FL 32789
1/42 42

$3,295

New

Single Family Home

3 Beds 2 Baths 1,747 SqFt

1807 N PARK AVE, Winter Park, FL 32789

Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open l...

Listed by Jason Hamilton THE REALTY MEDICS

1436 MINNESOTA AVE, Winter Park, FL 32789
1/6 6

$1,299

New

Single Family Home

2 Beds 1 Bath 805 SqFt

1436 MINNESOTA AVE, Winter Park, FL 32789

Updated 2 bedroom and 1 bath apartment located in the heart of the industrial district of Winter Park 32789. Close to Ad...

Listed by Ruth Harris COLDWELL BANKER RESIDENTIAL RE

1730 ONECO AVENUE, Winter Park, FL 32789
1/52 52

$3,150

New

Single Family Home

3 Beds 2 Baths 1,408 SqFt

1730 ONECO AVENUE, Winter Park, FL 32789

Just completed full interior home renovation and ready to lease for first time on the Flowered Streets of Winter Park. ...

Listed by Vincent Scarlatos CORCORAN PREMIER REALTY