Name: Open House - 1PM-4PM
Start: 2026-08-30T13:00:00.000Z
End: 2026-08-30T16:00:00.000Z
Location: 1259 INDIANA AVE, Winter Park, FL 32789

$575,000

Open Sun 1PM-4PM

Townhouse

2 Beds 3 Baths 1,648 SqFt

1259 INDIANA AVE, Winter Park, FL 32789

Virtually Staged. WINTER PARK, WITHIN REACH. A rare opportunity to step into one of Central Florida's most coveted lifes...

Listed by Karan Wienker COLDWELL BANKER REALTY

2430 CHANTILLY AVE, Winter Park, FL 32789

64

$1,598,000

Open Sun 2PM-4PM

Single Family Home

4 Beds 4 Baths 2,916 SqFt

2430 CHANTILLY AVE, Winter Park, FL 32789

Architecture, design, and function come together with remarkable intention in this custom Winter Park residence designed...

Listed by Kelly Price KELLY PRICE & COMPANY LLC

66

$3,265,000

Open Sun 1PM-4PM

Single Family Home

5 Beds 6 Baths 4,924 SqFt

1761 LEGION DR, Winter Park, FL 32789

One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combi...

Listed by Harry Pool, III COLDWELL BANKER REALTY

81

$1,875,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 3 Baths 3,127 SqFt

1661 LAUREL RD, Winter Park, FL 32789

Set along the brick-lined streets of Charmont, one of Winter Park's most coveted and established neighborhoods, 1661 Lau...

Listed by Caroline Van Den Berg VAN DEN BERG REAL ESTATE GROUP

3D

$689,000

Open Sun 12PM-4PM

Single Family Home

3 Beds 3 Baths 1,794 SqFt

900 CARVER ST, Winter Park, FL 32789

Completely Remodeled 2026 | Single-Story | Prime Location | Dual Suites | The redesigned kitchen features 42" shaker cab...

Listed by Farhad Haniff EXP REALTY LLC

27

$1,574,900

Open Sun 12PM-3PM

Single Family Home

5 Beds 5 Baths 3,252 SqFt

1526 MILLER AVE, Winter Park, FL 32789

New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interi...

Listed by Kim Griffin RE/MAX EXCLUSIVE COLLECTION

151 N ORLANDO AVE #261, Winter Park, FL 32789

26

$239,999

Open Sun 1:30PM-3PM

Condo

1 Bed 1 Bath 582 SqFt

151 N ORLANDO AVE #261, Winter Park, FL 32789

Location, location, location! Bring your boat, enjoy lake views and the best of Winter Park from this beautifully update...

Listed by Nikita Ager, LLC FLORIDA REALTY INVESTMENTS

58

$1,350,000

Coming Soon

Single Family Home

3 Beds 4 Baths 2,191 SqFt

720 PANSY AVE, Winter Park, FL 32789

Welcome to 720 Pansy Ave, a distinctive three-story Winter Park home thoughtfully designed for both everyday living and ...

Listed by Nick McKee KELLER WILLIAMS WINTER PARK

565 HUNTINGTON AVE #565, Winter Park, FL 32789

27

$635,000

Open Sun 2PM-4PM

Condo

3 Beds 3 Baths 2,015 SqFt

565 HUNTINGTON AVE #565, Winter Park, FL 32789

Private, no-through-traffic street in one of Winter Park's most desirable locations. Just a short walk from downtown Win...

Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

2343 VERSAILLES AVE, Winter Park, FL 32789

43

$1,865,000

Open Sun 1PM-3PM

Single Family Home

4 Beds 4 Baths 3,307 SqFt

2343 VERSAILLES AVE, Winter Park, FL 32789

Built in 2017 and thoughtfully enhanced with over $130K in recent improvements, this modern and sleek Winter Park reside...

Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES

38

$850,000

Open 8/30 10:30AM-1:30PM

Single Family Home

2 Beds 2 Baths 1,540 SqFt

1431 PALM AVE, Winter Park, FL 32789

Welcome to this beautifully maintained 1960s home nestled in one of Winter Park's desirable neighborhoods, where classic...

Listed by Kelsey Payton ALL REAL ESTATE & INVESTMENTS

2407 LAFAYETTE AVE, Winter Park, FL 32789

35

$1,625,000

Open Sun 1PM-3PM

Single Family Home

5 Beds 5 Baths 3,133 SqFt

2407 LAFAYETTE AVE, Winter Park, FL 32789

Discover this exceptional custom-designed modern pool home, ideally situated in one of Winter Park's most sought-after n...

Listed by Lisa Fleming FANNIE HILLMAN & ASSOCIATES

1525 GRANVILLE DR, Winter Park, FL 32789

56

$4,595,000

Open 8/30 12PM-2PM

Single Family Home

5 Beds 6 Baths 5,211 SqFt

1525 GRANVILLE DR, Winter Park, FL 32789

There are luxury homes, and then there are homes that redefine luxury altogether. Crafted by renowned luxury builder Vim...

Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

341 E READING WAY, Winter Park, FL 32789

57

$1,565,000

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

37

$899,000

Open 8/30 12AM-2PM

Townhouse

3 Beds 4 Baths 1,824 SqFt

1411 MILLER AVE, Winter Park, FL 32789

Built in 2023 by SGC Homes, this exceptionally livable modern Mediterranean townhome blends comfort and convenience in a...

Listed by Sue Gilman KELLER WILLIAMS WINTER PARK

1836 WHITEHALL DR, Winter Park, FL 32789

70

$3,245,000

Open 8/30 12PM-2PM

Single Family Home

5 Beds 7 Baths 4,168 SqFt

1836 WHITEHALL DR, Winter Park, FL 32789

Experience resort-style living at 1836 Whitehall Drive! Inspired by the warm breeze and seaside elegance of a tranquil i...

Listed by Bianca Khoury PREMIER SOTHEBY'S INTL. REALTY

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

1265 ARLINGTON PL, Winter Park, FL 32789

38

$810,000

Open Sun 1PM-4PM

Townhouse

3 Beds 4 Baths 2,030 SqFt

1265 ARLINGTON PL, Winter Park, FL 32789

Virtually Staged. Welcome to 1265 Arlington Place, a beautifully appointed townhome nestled in the heart of Winter Park'...

Listed by Erika Beerbower FANNIE HILLMAN & ASSOCIATES

1473 BERKSHIRE AVE, Winter Park, FL 32789

38

$1,399,000

Open Sun 11AM-4PM

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

37

$1,599,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 5 Baths 2,756 SqFt

641 NORTHWOOD CIRCLE, Winter Park, FL 32789

Virtually Staged. 641 Northwood Circle is a rare opportunity to own newer construction in the heart of Winter Park at a ...

Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

1841 LAKE SPIER DRIVE, Winter Park, FL 32789

33

$1,498,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 4 Baths 2,467 SqFt

1841 LAKE SPIER DRIVE, Winter Park, FL 32789

Water skiers welcome. A rare opportunity to own a thoughtfully renovated lakefront residence in Winter Park. This home i...

Listed by Nicole Seybold FANNIE HILLMAN & ASSOCIATES

1120 WISCONSIN AVE, Winter Park, FL 32789

37

$1,079,000

Open Sun 1PM-3PM

Single Family Home

3 Beds 4 Baths 2,213 SqFt

1120 WISCONSIN AVE, Winter Park, FL 32789

Curated with intention and finished without compromise, 1120 Wisconsin Avenue is a rare opportunity to own a bespoke Win...

Listed by Kelly Price KELLY PRICE & COMPANY LLC

1611 CHESTNUT AVE, Winter Park, FL 32789

51

$995,000

Open Sun 2PM-4PM

Single Family Home

4 Beds 4 Baths 2,916 SqFt

1611 CHESTNUT AVE, Winter Park, FL 32789

HUGE PRICE IMPROVEMENT!! BRING ALL OFFERS!! Situated on arguably the finest brick street in Winter Park, beneath a canop...

Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

106 S INTERLACHEN AVE #518, Winter Park, FL 32789

58

$1,795,000

Open 8/30 12PM-2PM

Condo

3 Beds 2 Baths 1,807 SqFt

106 S INTERLACHEN AVE #518, Winter Park, FL 32789

Designer-Curated Coastal Renovation with Exceptional Lakefront Vistas! This sophisticated reimagining was taken down to ...

Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

32 Properties Available In 32789

1259 INDIANA AVE, Winter Park, FL 32789

2430 CHANTILLY AVE, Winter Park, FL 32789

1761 LEGION DR, Winter Park, FL 32789

1661 LAUREL RD, Winter Park, FL 32789

900 CARVER ST, Winter Park, FL 32789

1526 MILLER AVE, Winter Park, FL 32789

151 N ORLANDO AVE #261, Winter Park, FL 32789

720 PANSY AVE, Winter Park, FL 32789

565 HUNTINGTON AVE #565, Winter Park, FL 32789

2343 VERSAILLES AVE, Winter Park, FL 32789

1431 PALM AVE, Winter Park, FL 32789

2407 LAFAYETTE AVE, Winter Park, FL 32789

1525 GRANVILLE DR, Winter Park, FL 32789

341 E READING WAY, Winter Park, FL 32789

1411 MILLER AVE, Winter Park, FL 32789

1836 WHITEHALL DR, Winter Park, FL 32789

1421 CHAPMAN CIR, Winter Park, FL 32789

1265 ARLINGTON PL, Winter Park, FL 32789

1473 BERKSHIRE AVE, Winter Park, FL 32789

641 NORTHWOOD CIRCLE, Winter Park, FL 32789

1841 LAKE SPIER DRIVE, Winter Park, FL 32789

1120 WISCONSIN AVE, Winter Park, FL 32789

1611 CHESTNUT AVE, Winter Park, FL 32789

106 S INTERLACHEN AVE #518, Winter Park, FL 32789

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