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786 MCINTYRE AVE, Winter Park, FL 32789
1/28 28

$625,000

Open Sun 1PM-4PM

Townhouse

3 Beds 3 Baths 1,934 SqFt

786 MCINTYRE AVE, Winter Park, FL 32789

Virtually Staged. Welcome to 786 McIntyre Avenue, Winter Park, FL 32789—a serene retreat perched on a picturesque tree-l...

Listed by Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

2803 RIDDLE DR, Winter Park, FL 32789
1/28 28

$569,000

Open Sun 1PM-2PM

Single Family Home

3 Beds 3 Baths 1,709 SqFt

2803 RIDDLE DR, Winter Park, FL 32789

Life in Winter Park is about more than just where you live—it's about how you live. At 2803 Riddle Drive, that lifestyle...

Listed by Allie George CORCORAN PREMIER REALTY

341 E READING WAY, Winter Park, FL 32789
1/57 57

$1,695,000

Open Sun 2PM-4PM

Single Family Home

4 Beds 4 Baths 3,723 SqFt

341 E READING WAY, Winter Park, FL 32789

Virtually Staged. A rare opportunity to live on a quiet one-way street overlooking a park in the heart of Winter Park. B...

Listed by Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

3006 NORTHWOOD BLVD, Winter Park, FL 32789
1/46 46

$1,189,000

Open 7/25 11AM-1PM

Single Family Home

4 Beds 3 Baths 2,075 SqFt

3006 NORTHWOOD BLVD, Winter Park, FL 32789

Reimagined from the ground up for modern living while honoring its original mid-century modern heritage, this 1953 Winte...

Listed by Daren Ellington ORLANDO HOMES GROUP LLC

1421 CHAPMAN CIR, Winter Park, FL 32789
1/49 49

$1,450,000

Open Sun 2PM-4PM

Single Family Home

4 Beds 4 Baths 3,578 SqFt

1421 CHAPMAN CIR, Winter Park, FL 32789

Welcome to 1421 Chapman Circle, an elegant Spanish-Mediterranean home nestled within the highly coveted Windsong communi...

Listed by Kelly Price KELLY PRICE & COMPANY LLC

240 N PHELPS AVE, Winter Park, FL 32789
1/39 39

$2,250,000

Open Sun 10AM-1PM

Single Family Home

5 Beds 5 Baths 2,889 SqFt

240 N PHELPS AVE, Winter Park, FL 32789

A striking expression of modern luxury, this brand-new residence offers nearly 3,000 square feet of thoughtfully designe...

Listed by Nick McKee KELLER WILLIAMS WINTER PARK

1473 BERKSHIRE AVE, Winter Park, FL 32789
1/38 38

$1,429,000

Open Sun 11AM-2PM

Single Family Home

5 Beds 4 Baths 2,351 SqFt

1473 BERKSHIRE AVE, Winter Park, FL 32789

LOCATION LOCATION LOCATION. Discover exceptional new construction in the heart of Winter Park. Completed in 2025, this s...

Listed by Gilson Rodrigues KARDOSH REALTY

641 NORTHWOOD CIRCLE, Winter Park, FL 32789
1/41 41

$1,669,000

Open Sun 12:30PM-2:30PM

Single Family Home

3 Beds 5 Baths 2,756 SqFt

641 NORTHWOOD CIRCLE, Winter Park, FL 32789

Tucked away on a peaceful cut-de-sac in the heart of Winter Park, this striking modern residence offers a rare blend of ...

Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

1250 FORMOSA AVE, Winter Park, FL 32789
1/37 37

$560,000

Open Sun 12PM-2PM

Townhouse

3 Beds 4 Baths 1,937 SqFt

1250 FORMOSA AVE, Winter Park, FL 32789

Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after...

Listed by Jeanine Louis, LLC EXP REALTY LLC

723 SYMONDS AVE, Winter Park, FL 32789
1/50 50

$1,800,000

Open 7/25 1PM-4PM

Single Family Home

4 Beds 4 Baths 3,065 SqFt

723 SYMONDS AVE, Winter Park, FL 32789

Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophistic...

Listed by Nick McKee KELLER WILLIAMS WINTER PARK

1741 MIZELL AVE, Winter Park, FL 32789
1/41 41

$1,050,000

Open 7/25 2PM-4PM

Single Family Home

3 Beds 2 Baths 2,015 SqFt

1741 MIZELL AVE, Winter Park, FL 32789

Culture, Convenience, Community! Discover refined living in the heart of Winter Park, where timeless luxury meets an unm...

Listed by Farah Novin PREMIER SOTHEBY'S INTL. REALTY

1707 HARMON AVE, Winter Park, FL 32789
1/37 37

$639,000

Open Sun 2PM-4PM

Single Family Home

3 Beds 2 Baths 1,669 SqFt

1707 HARMON AVE, Winter Park, FL 32789

A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled ...

Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES

2430 CHANTILLY AVE, Winter Park, FL 32789
1/49 49

$1,599,000

Open Sun 12PM-2PM

Single Family Home

4 Beds 4 Baths 2,916 SqFt

2430 CHANTILLY AVE, Winter Park, FL 32789

Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned...

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

311 E MORSE BLVD #1-3, Winter Park, FL 32789
1/28 28

$1,895,000

Open Sun 1PM-3PM

Condo

2 Beds 2 Baths 2,304 SqFt

311 E MORSE BLVD #1-3, Winter Park, FL 32789

Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square fe...

Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES

1611 CHESTNUT AVE, Winter Park, FL 32789
1/50 50

$1,040,000

Open Sun 3PM-5PM

Single Family Home

4 Beds 4 Baths 2,916 SqFt

1611 CHESTNUT AVE, Winter Park, FL 32789

NEW PRICE!! DON'T MISS THIS OPPORTUNITY! Situated on arguably the finest brick street in Winter Park, beneath a canopy o...

Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

525 OLOLU DR, Winter Park, FL 32789
1/42 42

$495,900

Open Sun 12AM-3PM

Single Family Home

3 Beds 3 Baths 1,786 SqFt

525 OLOLU DR, Winter Park, FL 32789

Back on market. Previous contract was canceled due to buyer circumstances. Seller is motivated and ready to move forward...

Listed by Gisela Rojas CAISSA REALTY INVESTMENT INC

1441 CARDINAL CT, Winter Park, FL 32789
3D

$4,285,000

Open 7/25 12PM-1:30PM

Single Family Home

4 Beds 6 Baths 4,066 SqFt

1441 CARDINAL CT, Winter Park, FL 32789

Beautifully built in 2022 by Lonnie Richardson, this custom one-story home sits on a quiet cul-de-sac in the heart of Wi...

Listed by Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

950 HANOVER AVE, Winter Park, FL 32789
1/25 25

$460,000

Open Sun 1PM-4PM

Single Family Home

3 Beds 2 Baths 1,606 SqFt

950 HANOVER AVE, Winter Park, FL 32789

Preferred lender credit available. Welcome home to your peaceful retreat tucked away near the end of a quiet street with...

Listed by Michael Domi COMPASS FLORIDA LLC

2702 PARKLAND DR, Winter Park, FL 32789
1/48 48

$1,049,000

Open Sun 1PM-3PM

Single Family Home

5 Beds 3 Baths 2,656 SqFt

2702 PARKLAND DR, Winter Park, FL 32789

Welcome to this beautifully updated Winter Park home, perfectly positioned on a desirable corner lot and zoned for Audub...

Listed by Elizabeth Nordquist NORDQUIST & COMPANY INC

1649 HARMON AVE, Winter Park, FL 32789
1/57 57

$1,250,000

Open 7/25 11AM-1PM

Single Family Home

4 Beds 4 Baths 3,223 SqFt

1649 HARMON AVE, Winter Park, FL 32789

Discover Orwin Manor, one of Winter Park's established neighborhoods centrally located within an easy distance to the Or...

Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

1807 HAMMERLIN AVE #G, Winter Park, FL 32789
1/29 29

$515,000

Open Sun 2PM-4PM

Condo

3 Beds 3 Baths 1,818 SqFt

1807 HAMMERLIN AVE #G, Winter Park, FL 32789

Virtually Staged. **Price Improvement** <br> <br>Welcome home to this beautifully updated two-story end-unit, ideally l...

Listed by Courtney Dietch ALL REAL ESTATE & INVESTMENTS

1581 FOREST AVE, Winter Park, FL 32789
1/57 57

$3,275,000

Open Sun 12PM-2PM

Single Family Home

4 Beds 6 Baths 4,683 SqFt

1581 FOREST AVE, Winter Park, FL 32789

This exceptional Winter Park residence offers a floor plan rarely found in the area, with nearly all living spaces thoug...

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

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

$3,390,000

Open Sun 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 masterpiece redefines Winter Park...

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

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