248 Properties Available
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$195,000
Townhouse
7444 WOODBURN CT #29, Winter Park, FL 32792
*** SELLER WILL PAY SPECIAL ASSESSMENT AT CLOSING BRING MONTHLY ASSESSMENT TO $420**** <br>Sought after Winter Park Loca...
Listed by LPT REALTY, LLC


$525,000
Single Family Home
1713 W CHERYL DR, Winter Park, FL 32792
REDUCED!!!!! Welcome to Winter Park luxury living in the sought-after Carolyn Estates, offering convenience, upscale upd...
Listed by LPT REALTY, LLC


$3,000
Single Family Home
1946 STRATHAVEN RD, Winter Park, FL 32792
$100 OFF THE FIRST 6 MONTHS <br> <br> <br>For Rent – Spacious 3BR Home in Prime Winter Park Location! <br> <br>LOCATION,...
Listed by LPT REALTY, LLC


$935,000
Single Family Home
5325 CYPRESS RESERVE PL, Winter Park, FL 32792
ATENTION BUYERS!! $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!! <br> <br>The Winter Park O...
Listed by LPT REALTY, LLC


$452,000
Townhouse
2033 CANNY CV, Winter Park, FL 32792
Step into this stunning townhome and be greeted by an open-concept kitchen, dining, and living area—perfect for entertai...
Listed by LPT REALTY, LLC


$100,000
Condo
126 SCOTTSDALE SQ #126, Winter Park, FL 32792
Great location!! Discover the charm of this beautifully maintained condo at 126 Scottsdale Square, nestled in a serene a...
Listed by LPT REALTY


$725,000
Single Family Home
1729 GOLFSIDE DR, Winter Park, FL 32792
Golfside living, beautifully reimagined. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with...
Listed by KELLER WILLIAMS WINTER PARK


$389,000
Single Family Home
3117 SHADY PINE AVE, Winter Park, FL 32792
Impeccably maintained and extensively updated, this 3-bedroom, 2-bath home is located in a quiet, established Winter Par...
Listed by EXP REALTY LLC


$469,000
Townhouse
1447 BROAD WING LN, Winter Park, FL 32792
This 3-bedroom, 2.5-bath townhome combines style, functionality, and low-maintenance living and is ready for you to move...
Listed by FOWLKES REALTY CO


$419,900
Single Family Home
330 ELKHORN CT, Winter Park, FL 32792
One of Winter Park's most desirable neighborhoods. Featuring Large fenced backyard — perfect for pets, play, or future l...
Listed by IRIS INTERNATIONAL


$369,900
Single Family Home
3521 BALSAM DR, Winter Park, FL 32792
NO HOA! Desirable Winter Park Neighborhood! <br>Welcome to this beautiful 4-bedroom, 2-bathroom and 2 car garage. Home ...
Listed by DALTON WADE INC


$399,900
Single Family Home
1734 WILLA CIR, Winter Park, FL 32792
Welcome to 1734 Willa Circle. Come check out this beautifully landscaped 3 bedroom 2 bathroom split plan home. Exterior...
Listed by SAND DOLLAR REALTY GROUP INC


$469,900
Single Family Home
2835 BONGART RD, Winter Park, FL 32792
Seller is Motivated and open to incentives, must sell NOW! - Welcome to your spectacular pool home in Winter Park Estate...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$215,000
Townhouse
607 SAINT JOHNS CT #607, Winter Park, FL 32792
This stylish condo lives more like a townhouse, offering two stories, a private patio, and a fenced yard for added priva...
Listed by RE/MAX TOWN & COUNTRY REALTY


$875,000
Single Family Home
730 S RANGER BLVD, Winter Park, FL 32792
Stunning, one of kind, 4/4 Winter Park pool home loaded with upgrades! ROOF, AC & WATER HEATER (2020), NEW FLOORING, KIT...
Listed by EXP REALTY LLC


$210,000
Condo
103 LEWFIELD CIR #103, Winter Park, FL 32792
Don't miss your opportunity to own this lovingly cared for home in beautiful Winter Park! This UPDATED 2-bedroom, 2-bat...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$2,550
Townhouse
7613 ALOMA PINES CT, Winter Park, FL 32792
Beautiful town home in the gated community of Aloma Trails! This 3 bedroom, 2.5 bath, 1,787sqft, two-story town home wil...
Listed by INNOVATIVE REALTY, LLC


$1,900
Condo
200 SAINT ANDREWS BLVD #1205, Winter Park, FL 32792
Discover this highly desirable 3-bedroom, 2-bath condo in the sought-after Four Seasons community of Winter Park! This s...
Listed by FLORIDA REALTY INVESTMENTS


$1,600
Condo
3060 GEORGE MASON AVE #10C, Winter Park, FL 32792
Welcome to 3060 George Mason Avenue, Unit 10C—a cozy and inviting 1-bedroom, 1-bathroom retreat in the heart of beautifu...
Listed by MANAGER PROP


$2,850
Single Family Home
2682 TIERRA CIR, Winter Park, FL 32792
Charming & Recently Updated 4-Bed / 2-Bath Rental in Winter Park: Welcome to 2682 Tierra Circle, a tasteful and moderniz...
Listed by KEEN REALTY GROUP, INC.


$2,599
Condo
3254 OAK LAKE PL #137, Winter Park, FL 32792
FURNISHED CORPORATE/EXECUTIVE RENTAL "THE FLORENCE" ,TOWNHOUSE COMMUNITY BOAST 2 BED/2.5 BATH EXECUTIVE CONDO IN THE HID...
Listed by GLOBAL ENTERPRISE REALTY GROUP


$1,680
Condo
2923 ANTIQUE OAKS CIR #GE, Winter Park, FL 32792
Discover your new home! This beautiful 2-bedroom, 2-bathroom apartment offers the perfect balance between comfort and st...
Listed by GLOBALWIDE REALTY LLC


$318,000
Condo
2458 GRAND TETON CIR #2458, Winter Park, FL 32792
Welcome to your dream home in Winter Park! This beautifully updated, spacious two-bedroom condo is nestled in the highly...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$1,695
Single Family Home
200 SAINT ANDREWS BLVD #3502, Winter Park, FL 32792
This lovely 2 bedroom, 2 bathroom ground floor unit in the Four Seasons community is located in the heart of Winter Park...
Listed by REAL PROPERTY MANAGEMENT AND REALTY
