- Register
- Sign In
- Agent Emailopentoclose@livingluxury.homes
- Agent Phone+1(941) 241-2581
219 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$2,749,000
Single Family Home
1741 GLENCOE RD, Winter Park, FL 32789
Seller Financing available. Located in the heart of Winter Park, this exquisitely redesigned custom home blends transiti...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,625,000
Single Family Home
1101 KENWOOD AVE, Winter Park, FL 32789
Welcome to your new dream home in Winter Park, Florida! Conveniently nestled just steps away from Park Avenue's charming...
Listed by CORCORAN PREMIER REALTY
$589,000
Single Family Home
Winter Park, FL 32789
Own a Full Duplex (104 & 106) & NO HOA. Each side is a 2-bedroom, 2-bath with 936 SF per side, located in a quiet Winter...
Listed by SIGNATURE BROKERS REALTY LLC
$2,800,000
Single Family Home
1211 VIA ESTRELLA, Winter Park, FL 32789
EXQUISITE RESIDENCE IN THE VIAS! This custom-designed home features 4 bedrooms, 3-full baths and sophisticated touches o...
Listed by KELLY PRICE & COMPANY LLC
$675,000
Single Family Home
1333 ORCHID AVE, Winter Park, FL 32789
Discover the perfect blend of modern luxury and timeless charm in this fully renovated 4-bedroom, 2-bath mid-century ran...
Listed by RESIDENTIAL WEALTH PARTNERS
$170,000
Condo
311 SANDLEWOOD TRL #4, Winter Park, FL 32789
**INVESTOR SPECIAL! Cash Only Opportunity! This 2-bedroom, 2.5-bathroom CONDO, built in 1984, is a diamond in the rough ...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$769,900
Single Family Home
Winter Park, FL 32789
Nestled in one of Winter Park’s most desirable neighborhoods near Windsong, this charming block home offers timeless app...
Listed by OLDE TOWN BROKERS INC
$1,400
Single Family Home
1432 MINNESOTA AVE, Winter Park, FL 32789
No PETS PLEASE. Darling Midcentury Modern 2 Bedroom and One Bath in the heart of Winter Park's much sought after Industr...
Listed by COLDWELL BANKER RESIDENTIAL RE
$649,000
Single Family Home
344 STARLING RD, Winter Park, FL 32789
MODERN CHARM IN SOUGHT-AFTER WINTER PARK. Step into this beautifully remodeled 3-bedroom, 2.5 bath home, perfectly locat...
Listed by HANCOCK REALTY GROUP
$3,000
Condo
151 N ORLANDO AVE #131, Winter Park, FL 32789
Enjoy lakefront living in this 2-bedroom, 1-bath end-unit condo in Lake Killarney Condos. Located on private, navigable ...
Listed by FLORIDA DREAMS REALTY GRP INC
$2,595
Single Family Home
2540 EUSTON RD, Winter Park, FL 32789
RENT NOW and receive the rest of NOVEMBER FREE!! <br> <br>**Free application fee for Active and Retired Military** <br> ...
Listed by BELMONT REALTY
$2,000
Condo
151 N ORLANDO AVE #118, Winter Park, FL 32789
Charming Rental Opportunity in Winter Park! <br>Welcome to this delightful 2-bedroom, 1-bath condo, perfectly located in...
Listed by FLORIDA DREAMS REALTY GRP INC
$3,299,000
Single Family Home
2550 VENETIAN WAY, Winter Park, FL 32789
"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME H...
Listed by COMPASS FLORIDA LLC
$2,395,000
Condo
660 OSCEOLA AVE #104, Winter Park, FL 32789
A unique opportunity to own a direct waterfront condominium in downtown Winter Park on Lake Virginia with the finest vie...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$4,250,000
Single Family Home
1341 COLLEGE PT, Winter Park, FL 32789
This custom lakefront home on Winter Park's Chain of Lakes offers stunning views of Lake Virginia and is in the historic...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,699,000
Single Family Home
1429 CHAPMAN CIR, Winter Park, FL 32789
Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophistica...
Listed by CORCORAN PREMIER REALTY
$499,000
Condo
690 OSCEOLA AVE #610, Winter Park, FL 32789
Experience the best of lakeside living in this stunning 2-bedroom, 2-bathroom condo on beautiful Lake Virginia, part of ...
Listed by PALMANO GROUP RE BROKERAGE LLC
$3,000
Townhouse
1120 ARAGON AVE, Winter Park, FL 32789
Welcome to your new residence in Winter Park! This home is practically perfect with its oversized owner’s suite (with wa...
Listed by LA ROSA REALTY LAKE NONA 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 EMPIRE NETWORK REALTY
$725,000
Townhouse
432 W SWOOPE AVE, Winter Park, FL 32789
A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedro...
Listed by COLDWELL BANKER RESIDENTIAL RE
$245,000
Condo
851 MILES AVE #15, Winter Park, FL 32789
Super cute, move-in-ready 2-bedroom, 1-bath condo, perfectly situated in the heart of Winter Park. This first-floor end ...
Listed by CREEGAN GROUP
$1,695
Condo
851 MILES AVE #15, Winter Park, FL 32789
Super cute, move-in-ready 2-bedroom, 1-bath condo, perfectly situated in the heart of Winter Park. This first-floor end ...
Listed by CREEGAN GROUP
$624,900
Single Family Home
411 GARFIELD AVE, Winter Park, FL 32789
Discover this unique farmhouse chic home, just two blocks from renowned Park Avenue. This adorable two-bedroom, two-bath...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$499,000
Single Family Home
2341 DEVON CT, Winter Park, FL 32789
Here is your opportunity to own a charming Winter Park home on third of an acre lot convenient to everything. Situated o...
Listed by UNITED REAL ESTATE PREFERRED