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233 Properties Available
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$1,995,000
Single Family Home
922 N PENNSYLVANIA AVE, Winter Park, FL 32789
Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Pa...
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY
$2,195,000
Single Family Home
1750 WALNUT AVE, Winter Park, FL 32789
Positioned in one of Winter Park's most desirable neighborhoods, this exceptional French Mediterranean residence is just...
Listed by Richard Palmano PALMANO GROUP RE BROKERAGE LLC
$5,600,000
Single Family Home
2228 AZALEA PL, Winter Park, FL 32789
This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery ...
Listed by Quentin Green, II COMPASS FLORIDA LLC
$500,000
Single Family Home
2974 CHANTILLY AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. WINTER PARK 32789 in the highly sought-after Dommerich Elementary, Maitl...
Listed by Catherine D'Amico FANNIE HILLMAN & ASSOCIATES
$560,000
Townhouse
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
$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
$1,599,000
Single Family Home
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
$1,995,000
Single Family Home
1398 GROVE TER, Winter Park, FL 32789
Welcome to your private slice of paradise, perfectly positioned on a charming brick-lined street in the heart of histori...
Listed by Liz Jones ORANGE SLICE PROPERTIES
$4,285,000
Single Family Home
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
$1,049,000
Single Family Home
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
$1,250,000
Single Family Home
1649 HARMON AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Discover Orwin Manor, one of Winter Park's established neighborhoods centrally l...
Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
$3,390,000
Single Family Home
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
$3,975,000
Single Family Home
1150 VIA SALERNO, Winter Park, FL 32789
In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends archit...
Listed by Padgett McCormick KELLY PRICE & COMPANY LLC
$3,895,000
Townhouse
125 S INTERLACHEN AVE #1, Winter Park, FL 32789
From the moment you enter this custom residence you feel welcomed home by the understated elegance and gracious living s...
Listed by Skip Kirst COLLADO REAL ESTATE
$1,849,900
Single Family Home
318 VITORIA AVE, Winter Park, FL 32789
**Third, Fifth, and Sixth MLS photo's are virtually rendered showing the potential of an off white painted exterior if p...
Listed by Justin McCarthy FANNIE HILLMAN & ASSOCIATES
$510,000
Condo
1061 ARAGON AVE #1061, Winter Park, FL 32789
Excellent Winter Park location! This 3 bedroom 2.5 bath quad-condo LIVES LIKE A PRIVATE 2-STORY HOME, with attached over...
Listed by Lois Ann Cox, PA WATSON REALTY CORP
$7,500
Single Family Home
1368 HIBISCUS AVE, Winter Park, FL 32789
Discover refined living in the heart of Winter Park in this beautifully appointed 4-bedroom, 2.5-bathroom single-family ...
Listed by Patricia Zimath, LLC CHARLES RUTENBERG REALTY ORLANDO
$1,495
Single Family Home
1434 MINNESOTA AVE, Winter Park, FL 32789
Renovated two bedroom and one bath Midcentury Modern unit with a garage and laundry room located in the heart of Winter ...
Listed by Ruth Harris COLDWELL BANKER REALTY
$2,299,000
Single Family Home
1840 LAUREL RD, Winter Park, FL 32789
Under Construction. Experience modern luxury in this exceptional new construction residence by LUIH Luxury Homes, schedu...
Listed by Matt Tomaszewski CORCORAN PREMIER REALTY
$1,749,000
Single Family Home
2525 LAFAYETTE AVE, Winter Park, FL 32789
Under Construction. Currently under construction by LUIH Luxury Homes, this exceptional new construction residence is an...
Listed by Matt Tomaszewski CORCORAN PREMIER REALTY
$3,150
Single Family Home
2401 ALBERT LEE Pkwy, Winter Park, FL 32789
Gorgeous 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard in the Desirable Albert Lee Ridge C...
Listed by Rebeca Lima VERANDAH PROPERTIES INC
$1,600
Condo
1695 LEE RD #C103, Winter Park, FL 32789
Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout wi...
Listed by Yigit Orer EMPIRE NETWORK REALTY
$4,750,000
Single Family Home
2525 TEMPLE DR, Winter Park, FL 32789
Privately nestled on 1.32 acres (1.1+ acres HIGH & DRY) along the tranquil shores of Lake Temple, this remarkable reside...
Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES
$9,900
Single Family Home
1442 PALM AVE, Winter Park, FL 32789
Gorgeous 5-bedroom /6-bathroom Luxury Estate with Guest House & Pool in Winter Park <br>This stunning two-story home off...
Listed by Magdalena Cuprys KELLER WILLIAMS REALTY AT THE PARKS
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