- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
235 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$459,900
Single Family Home
1052 MANCHESTER CIR, Winter Park, FL 32792
BELOW MARKET VALUE Stunning Updated Home in Howell Estates, Winter Park, FL Welcome to your dream home! This beautifully...
Listed by COLDWELL BANKER RESIDENTIAL RE
$480,000
Townhouse
1375 MERRYDALE WAY, Winter Park, FL 32792
Experience lakeside living in this beautifully designed 3-bedroom, 2.5-bath like new townhome, built in 2022 and perfect...
Listed by KELLER WILLIAMS WINTER PARK
$425,000
Single Family Home
5231 ARDMORE DR, Winter Park, FL 32792
Welcome to 5231 Ardmore Drive in the Wrenwood Community of Winter Park (Seminole County.) This home has been lovingly ca...
Listed by COLDWELL BANKER RESIDENTIAL RE
$745,000
Single Family Home
7945 PLEASANT PINE CIR, Winter Park, FL 32792
Welcome to this stunning 3,400+ square foot home, nestled in the prestigious gated community of Enclave At Aloma. Offeri...
Listed by KELLER WILLIAMS ADVANTAGE REALTY
$509,900
Single Family Home
1710 ASTER DR, Winter Park, FL 32792
Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, fenced with a large o...
Listed by FOLIO REALTY LLC
$699,000
Single Family Home
417 GILBERT RD, Winter Park, FL 32792
Welcome to this spacious and charming home located in the sought-after Winter Park Pines neighborhood! As you approach t...
Listed by FANNIE HILLMAN & ASSOCIATES
$437,000
Single Family Home
1842 PURITAN AVE, Winter Park, FL 32792
Step into this lovely 4-bedroom, 2-bathroom Winter Park, FL home, which has undergone a remodel in 2024, ensuring a fres...
Listed by COMPASS FLORIDA, LLC
$370,000
Single Family Home
5118 LAKE HOWELL RD, Winter Park, FL 32792
Short Sale. Discover the perfect gem in Winter Park with no HOA or CDD fees! This fully remodeled home is conveniently l...
Listed by LA ROSA REALTY KISSIMMEE
$399,900
Single Family Home
565 HERITAGE BLVD, Winter Park, FL 32792
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Located in the establish...
Listed by BEAR TEAM REAL ESTATE
$475,000
Single Family Home
1926 E HAMPTON CIR, Winter Park, FL 32792
Welcome to this meticulously maintained single-family home, ideally situated in the heart of Winter Park. This home, loc...
Listed by REALNET FLORIDA REAL ESTATE
$320,000
Single Family Home
3205 NETHERWOOD DR, Winter Park, FL 32792
Well-Priced THREE-Bedroom, Two-Bath Half-Duplex Centrally-Located in WINTER PARK with Metal Roof, a LARGE Yard and NO HO...
Listed by RE/MAX TOWN & COUNTRY REALTY
$205,000
Condo
3651 N GOLDENROD RD E #102, Winter Park, FL 32792
Welcome to this beautifully updated 2 bedroom/ 2 bath first floor condo. This open floor plan has tiled flooring throu...
Listed by LISTWITHFREEDOM.COM
$2,295
Single Family Home
1046 RAMSGATE CT, Winter Park, FL 32792
This 3 bedroom, 2 bathroom home is located in the Howell Estates community near local shops, restaurants, and top rated ...
Listed by REAL PROPERTY MANAGEMENT AND REALTY
$384,000
Single Family Home
5616 REVELWOOD LOOP, Winter Park, FL 32792
This tucked away neighborhood has only one way in and out, preventing any cut through traffic, and making it a great pla...
Listed by BHHS FLORIDA REALTY
$430,000
Single Family Home
2723 TIERRA CIR, Winter Park, FL 32792
First time ever on the market - for sale by the original owner. Welcome to this meticulously maintained 3-bedroom, 2-bat...
Listed by EXP REALTY LLC
$345,000
Single Family Home
5080 SEMINOLE AVE, Winter Park, FL 32792
Welcome to this adorable 3-bedroom, 2-bathroom cottage-style home, perfectly situated in a prime location with no HOA! I...
Listed by SERHANT
$230,000
Condo
689 SAINT JOHNS CT S #689, Winter Park, FL 32792
Nestled in the heart of Winter Park, this enchanting Mediterranean-inspired condominium beckons those with a discerning ...
Listed by RE/MAX INNOVATION
$735,000
Single Family Home
2158 WHITEHALL DR, Winter Park, FL 32792
Discover Your Dream Home in Winter Park! <br>Nestled on a tranquil street lined with sidewalks, this turnkey 3-bedroom, ...
Listed by KELLY PRICE & COMPANY LLC
$135,000
Condo
3047 GEORGE MASON AVE #9, Winter Park, FL 32792
Discover this beautifully RENOVATED 1-bedroom, 1-bathroom condo located in the Colonies Condo Community in Winter Park, ...
Listed by CENTURY 21 MCBRIDE REALTY GROUP
$1,650
Condo
2936 ANTIQUE OAKS CIR #67, Winter Park, FL 32792
Location location location. This charming unit features an open floor plan with a bright living area and a modern kitche...
Listed by EMPIRE NETWORK REALTY
$1,650
Condo
316 SCOTTSDALE SQ #316, Winter Park, FL 32792
Welcome to 316 Scottsdale Square, a delightful 2-bedroom, 1 and half bathroom condo located in desirable Winter Park. T...
Listed by JADE KEY REALTY LLC
$695,000
Single Family Home
3906 COOL WATER CT, Winter Park, FL 32792
Location, Location, Location –Located in Winter Park this nicely maintained 5 Bedroom, 3.5 Bath with 2 Car garage house ...
Listed by RE/MAX INNOVATION
$494,900
Single Family Home
3037 NICHOLSON DR, Winter Park, FL 32792
Welcome to this professionally renovated Winter Park home with lots of attention to detail. Featuring a stunning custom ...
Listed by SAND DOLLAR REALTY GROUP INC
$1,800
Townhouse
3021 AARON BURR AVE #3, Winter Park, FL 32792
Comfortable and central townhouse, 2 bedroom 2.5 bathroom completely remodeled, close to supermarkets, shopping centers,...
Listed by LA ROSA REALTY ORLANDO LLC