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233 Properties Available
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$410,000
Single Family Home
1021 PRINCESS GATE BLVD, Winter Park, FL 32792
Virtually Staged. Welcome to this 3-bedroom, 2-bath pool home in the established Howell Estates neighborhood of Winter P...
Listed by Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
$620,000
Single Family Home
624 DUNRAVEN DR, Winter Park, FL 32792
Welcome to this charming Winter Park home, featuring classic terrazzo floors and wonderful natural light. This home boa...
Listed by Beth Logullo KELLER WILLIAMS WINTER PARK
$637,500
Single Family Home
2215 WOODCREST DR, Winter Park, FL 32792
PRICE JUST REDUCED!! Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960...
Listed by Shari Klafter KELLER WILLIAMS WINTER PARK
$875,000
Single Family Home
618 BLAIRSHIRE CIR, Winter Park, FL 32792
Virtually Staged. FULLY RENOVATED 4-BEDROOM, 3-BATH POOL HOME IN THE HEART OF WINTER PARK! this beautifully updated hom...
Listed by Ken Pozek REAL BROKER, LLC
$525,000
Single Family Home
2641 CARVELL CT, Winter Park, FL 32792
WINTER PARK POOL HOME • NO HOA • OVER 2,100 SQ FT • NOW $525,000! <br> <br>Looking for space, a private pool and the fre...
Listed by Christina Perez CHAMBERLAIN REALTY LLC
$1,250,000
Single Family Home
2015 SUMMERFIELD RD, Winter Park, FL 32792
Recently appraised at $1,250,000! Welcome to one of Winter Park's most impressive move-in-ready homes, where luxury, com...
Listed by Courtney Lindsay UNITED REAL ESTATE PREFERRED
$246,400
Condo
193 LEWFIELD CIR, Winter Park, FL 32792
Virtually Staged. RARE TWO-STORY END UNIT WITH SOARING CATHEDRAL CEILINGS IN WINTER PARK!Welcome to 193 Lewfield Cir, Wi...
Listed by Efrain Reyes COLDWELL BANKER REALTY
$365,000
Single Family Home
2168 RIDGE DR, Winter Park, FL 32792
STOP THE SCROLL! ?? Your Dream Home Is Calling! ? <br>Welcome to this beautifully updated 3-bedroom, 2-bath gem where st...
Listed by Uwem Akpan CHARLES RUTENBERG REALTY ORLANDO
$280,000
Condo
2352 SUN VALLEY CIR, Winter Park, FL 32792
Welcome to the established and well-maintained community of Cedarwood Village in highly desirable Winter Park! TREE-LINE...
Listed by Natalie Kauffman KELLER WILLIAMS CLASSIC
$375,000
Single Family Home
1830 GLADIOLAS DR, Winter Park, FL 32792
Welcome to 1830 Gladiolas Drive, a beautiful 3 bedroom, 2 bathroom home in Winter Park's Garden Lake Estates community. ...
Listed by Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$1,190,000
Single Family Home
1940 MAGNOLIA AVE, Winter Park, FL 32792
New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two ...
Listed by MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY
$419,900
Single Family Home
603 CARNATION DR, Winter Park, FL 32792
Welcome to 603 Carnation Dr in Winter Park! This 4-bedroom, 2-bathroom home offers 1,427 square feet of living space wit...
Listed by William Ward A-WARD WINNING REALTY LLC
$450,000
Single Family Home
506 LANDER RD, Winter Park, FL 32792
Investor or renovation opportunity in the Winter Park High school district! This solid block home features a great loca...
Listed by Mike Derenthal DERENTHAL REALTY
$2,450
Townhouse
7498 ALOMA PINES CT, Winter Park, FL 32792
Welcome home. 7498 Aloma Pines Ct. is a like new Townhome ready for immediate occupancy. Features a one car garage large...
Listed by Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS
$2,840
Single Family Home
408 LONDON RD, Winter Park, FL 32792
Charming 3-bedroom, 2-bath home situated on a corner lot in Winter Park. Features include a screened porch, spacious yar...
Listed by Angela Fettig KELLER WILLIAMS REALTY AT THE PARKS
$2,250
Single Family Home, Duplex
3005 CASSELWOOD ST, Winter Park, FL 32792
Welcome to 3005 Casselwood Street, a charming single-story villa in the desirable Winter Park. Recently updates include ...
Listed by Chanmarlie Lim HOME WISE REALTY GROUP, INC.
$509,999
Single Family Home
808 DENSMORE DR, Winter Park, FL 32792
Welcome to 808 Densmore Drive, a beautifully updated 3-bedroom, 2-bathroom pool home tucked into the established Winter ...
Listed by Karly Campbell NOVA REAL ESTATE SERVICES INC
$188,800
Condo
4832 TANGERINE AVE #4832, Winter Park, FL 32792
Welcome to comfortable living in desirable East Winter Park. This beautifully maintained condominium offers a spacious a...
Listed by Vannesa Molina STARHOMES REALTY LLC
$650,000
Single Family Home
1458 LONE FEATHER TRL, Winter Park, FL 32792
Virtually Staged. Set within the guard-gated community of Hawk's Crest, this inviting single-story residence offers a be...
Listed by Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY
$220,000
Townhouse
4786 TANGERINE AVE #4786, Winter Park, FL 32792
Discover comfort, style, and convenience in the heart of Winter Park! This beautifully updated 2-bedroom, 1.5-bathroom, ...
Listed by Ronald Fuenmayor EXP REALTY LLC
$1,795
Condo
3027 AARON BURR AVE #L1, Winter Park, FL 32792
Virtually Staged. STUNNING FULLY REMODELED CORNER-UNIT TOWNHOME IN THE HEART OF WINTER PARK! AVAILABLE FOR IMMEDIATE MOV...
Listed by Jocelyne Yanez HOMESMART
$479,900
Single Family Home
7536 VILLAGE GREEN DR, Winter Park, FL 32792
Under contract-accepting backup offers. Beautifully renovated home near the end of a quiet Winter Park cul-de-sac. Luxu...
Listed by Karen Bagwell RE/MAX TOWN & COUNTRY REALTY
$3,900
Single Family Home
7797 BROKEN ARROW TRL, Winter Park, FL 32792
LAKEFRONT FOR RENT!! THIS HOME CAN BE LEASED WITH OR WITHOUT FURNITURE. Fall in love with this beautiful, renovated 4 be...
Listed by Claudia D'Aquino CENTURY 21 CARIOTI
$2,500
Single Family Home
1521 HERON WOOD PL, Winter Park, FL 32792
This building was previously licensed and used as a daycare and still has many of the necessary features in place. The a...
Listed by Ronald Trotter RE/MAX INNOVATION
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