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35 Properties Available In 32789
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$1,865,000
Single Family Home
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


$850,000
Single Family Home
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


$799,000
Single Family Home
950 S KENTUCKY AVE, Winter Park, FL 32789
Rare Winter Park Opportunity | City-Approved 4,338 SF Buildable Area | R-2 Zoning | Detached Guest House <br>Just a very...
Listed by Gwen Flynn COLDWELL BANKER REALTY


$1,625,000
Single Family Home
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


$575,000
Townhouse
2881 TEMPLE TRL, Winter Park, FL 32789
A rare opportunity in Winter Park's coveted 32789! This stunning fee-simple townhome offers the feel of a private retrea...
Listed by Alexis Davis FANNIE HILLMAN & ASSOCIATES


$1,775,000
Single Family Home
890 N PHELPS AVE, Winter Park, FL 32789
Charming and Sophisticated, this single-story home combines the old with the new in such a seamless manner, you will wal...
Listed by Jill Ashton COLDWELL BANKER REALTY


$1,725,000
Single Family Home
1840 BRYAN AVE, Winter Park, FL 32789
Welcome to modern luxury in the heart of Winter Park! This custom 2014-built estate rests on an expansive double lot in ...
Listed by Jennifer Draper REAL BROKER, LLC


$4,750,000
Single Family Home
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


$2,390,000
Single Family Home
645 PANSY AVE, Winter Park, FL 32789
Custom-built Santa Barbara-style estate set on one of Winter Park's most coveted brick-paved streets, just moments from ...
Listed by Jamie Sharon PREMIER SOTHEBY'S INTL. REALTY


$1,625,000
Single Family Home
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


$2,800,000
Townhouse
660 W MORSE BLVD, Winter Park, FL 32789
Hidden Gem! Designed and built by the acclaimed Phil Kean Design Group, this exceptional luxury townhome offers modern l...
Listed by Jennifer Sloan COMPASS FLORIDA LLC


$899,000
Townhouse
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


$1,849,900
Condo
101 S NEW YORK AVE #311, Winter Park, FL 32789
Discover luxury living in this exquisitely renovated two-story condominium, ideally situated on the third floor of the h...
Listed by Tiffany Grindstaff KELLY PRICE & COMPANY LLC


$2,150,000
Single Family Home
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


$810,000
Townhouse
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


$1,429,000
Single Family Home
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


$1,599,000
Single Family Home
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


$1,100,000
Single Family Home
1404 BORDER DR, Winter Park, FL 32789
Experience the perfect blend of modern luxury, thoughtful design, and an unbeatable Winter Park location in this stunnin...
Listed by Brian Hyser THE AGENCY FL


$1,800,000
Single Family Home
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


$1,690,000
Single Family Home
1420 MAGNOLIA AVE, Winter Park, FL 32789
On a picturesque brick street in Winter Park, this beautifully designed modern traditional pool home blends timeless arc...
Listed by Audra Wilks PREMIER SOTHEBY'S INTL. REALTY


$1,498,000
Single Family Home
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


$1,084,000
Single Family Home
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


$998,000
Single Family Home
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


$989,500
Condo
269 E CANTON AVE #269, Winter Park, FL 32789
Winterset is celebrated for its boutique scale, mature landscaping, and timeless Winter Park character. Residents enjoy ...
Listed by Cathy Sawruk Williams COLDWELL BANKER REALTY

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