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51 Properties Available
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$1,999,900
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
$2,950,000
Single Family Home
1821 ENGLEWOOD RD, Winter Park, FL 32789
This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Developmen...
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY
$339,000
Condo
220 KILLARNEY BAY CT #6-2, Winter Park, FL 32789
LAKE KILLARNEY • WINTER PARK • CONDO DUES JUST $455 MONTHLY! • Enjoy exceptional value in Killarney Bay, a private...
Listed by Cindy Gold COLDWELL BANKER REALTY
$1,495
Condo
1111 WASHINGTON AVE #3, Winter Park, FL 32789
1st Floor Winter Park Apartment conveniently located near Minnesota Avenue and Fairbanks Avenue, just minutes from Park ...
Listed by Amy Spano WILSON MANAGEMENT GROUP
$325,000
Single Family Home
310 GRANADA DR, Winter Park, FL 32789
Welcome to 310 Granada Drive, an excellent opportunity to own a single-family home in the highly desirable Winter Park 3...
Listed by Milton James COLDWELL BANKER REALTY
$1,850
Townhouse
307 SANDLEWOOD TRL, Winter Park, FL 32789
This 2 bedroom, 2.5 bathroom townhome is located in Winter Park's desirable Sandlewood Creek community. Enjoy the best o...
Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$419,900
Single Family Home
712 BAFFIE AVE, Winter Park, FL 32789
Welcome to 712 Baffie Avenue, a charming and thoughtfully updated bungalow in one of Winter Park's most sought-after are...
Listed by George Bateman, III RP INVESTMENT REALTY LLC
$449,900
Single Family Home
1660 ORANGE AVE, Winter Park, FL 32789
PRICE REDUCED!!! Don't miss this wonderful opportunity to own a 3-bedroom, 2-bath home in the desirable Orwin Manor area...
Listed by Gaby Murillo EXP REALTY LLC
$7,995
Single Family Home
440 CLARENDON AVE, Winter Park, FL 32789
Just a short stroll to Winter Park's charming shops and restaurants, this beautifully updated home offers spacious livin...
Listed by Meg Dolan FANNIE HILLMAN & ASSOCIATES
$3,545,995
Single Family Home
1742 TEMPLE DR, Winter Park, FL 32789
The Art of Living Well: A New Chapter at "Moon Haus" Winterpark <br>From the moment the custom 10-foot glass pivot door ...
Listed by Mark Anthony Buot ROI AVE LLC
$6,795,000
Single Family Home
901 GOLFVIEW TER, Winter Park, FL 32789
Gorgeous custom five-bedroom, five-and-one-half-bath residence built by Maroon Fine Homes in 2023 and ideally positioned...
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY
$649,000
Condo
250 CAROLINA AVE #202, Winter Park, FL 32789
Welcome to Park West, an exclusive gated community ideally located just moments from the heart of downtown Winter Park. ...
Listed by Kevin McClanahan FANNIE HILLMAN & ASSOCIATES
$2,125,000
Single Family Home
1271 PALMER AVE, Winter Park, FL 32789
Set on a generous corner lot, this stunning single-story pool home in Winter Park has been beautifully remodeled and off...
Listed by JR Keelin KELLY PRICE & COMPANY LLC
$5,500,000
Single Family Home
2661 VIA TUSCANY, Winter Park, FL 32789
Virtually Staged. AN ARCHITECTURAL STATEMENT IN ONE OF WINTER PARK'S MOST COVETED LOCATIONS. <br>Set on a prominent corn...
Listed by Nohora Gomez COLDWELL BANKER REALTY
$8,500
Condo
660 OSCEOLA AVE #101, Winter Park, FL 32789
Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac,...
Listed by Jennifer King CORCORAN PREMIER REALTY
$950,000
Single Family Home
1220 HOWELL BRANCH RD, Winter Park, FL 32789
A RARE WINTER PARK RENOVATION OPPORTUNITY DIRECTLY ACROSS FROM HOWELL BRANCH PRESERVE! Situated on an approximately 0.23...
Listed by Fook Snipper PARK PLACE REAL ESTATE
$925,000
Single Family Home
471 HOLT AVE, Winter Park, FL 32789
Exceptional Winter Park Opportunity with In-Law Suite & Income Potential. THIS HOUSE IS AVAILABLE FOR LEASING OPTION. <...
Listed by Tina Bollet FLORIDA HOME TEAM REALTY LLC
$1,575,000
Single Family Home
2207 KINDEL AVE, Winter Park, FL 32789
WELCOME TO LAKEFRONT LUXURY ON LAKE BELL. This exceptional custom residence brings together refined craftsmanship and de...
Listed by Sandra Velasquez THE SIMON SIMAAN GROUP
$1,875,000
Single Family Home
751 PANSY AVE, Winter Park, FL 32789
Set along one of Winter Park's charming brick streets just steps from Park Avenue, this beautifully maintained home pair...
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
$3,000
Single Family Home
450 W CANTON AVE, Winter Park, FL 32789
450 Canton Avenue — Winter Park, FL | $3,000/mo <br> <br>Charming and spacious, this beautifully located rental sits jus...
Listed by Kelly Price KELLY PRICE & COMPANY LLC
$242,500
Condo
1250 S DENNING DR #Unit 233, Winter Park, FL 32789
Located just minutes from Winter Park's famed Park Avenue, this charming 2 bed, 2 bathroom corner condominium features a...
Listed by Samuel Kingsford STOCKWORTH REALTY GROUP
$279,000
Condo
283 SANDLEWOOD TRL #3, Winter Park, FL 32789
Virtually Staged. MOVE IN READY in Winter Park with nearly $30,000 in recent upgrades and improvements! This beautifully...
Listed by Crystal Adams, PA RE/MAX INNOVATION
$625,000
Multi-Family, Duplex
1016 ARAGON AVE, Winter Park, FL 32789
This duplex "Investment Opportunity" is centrally located on a quiet, tree-lined brick street. It has 2 units. Each unit...
Listed by Pam Stewart PALMANO GROUP RE BROKERAGE LLC
$659,000
Single Family Home
900 CARVER ST, Winter Park, FL 32789
Completely Renovated | Move-In Ready | Single-Story Living. <br>A comprehensive renovation brings modern finishes and fu...
Listed by Farhad Haniff EXP REALTY LLC
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