- Register
- Sign In
- 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
161 Properties Available In Winter Springs
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$309,900
Townhouse
4249 E WEEPING WILLOW CIR, Winter Springs, FL 32708
Don't miss this very well cared for one owner 3/2.5 townhome in the coveted Deer Run subdivision. NEW ROOF (2022), RE-PL...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$2,500
Single Family Home
204 S MOSS RD, Winter Springs, FL 32708
Welcome to this charming single-family house! This lovely home with a brand-new roof features 3 spacious bedrooms and 2 ...
Listed by FLORIDA FIVE STAR REALTY LLC
$552,500
Single Family Home
1111 TROTWOOD BLVD, Winter Springs, FL 32708
Nestled in scenic Winter Springs, this well-maintained pool home boasts a brand-new roof and fresh exterior paint and is...
Listed by BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
$295,000
Single Family Home
504 SAN GABRIEL CT, Winter Springs, FL 32708
Nestled in a quiet neighborhood just steps from Torcaso Community Park, this well-maintained 3-bedroom, 2-bathroom home ...
Listed by OLYMPUS EXECUTIVE REALTY INC
$400,000
Townhouse
535 CRIMSON LN, Winter Springs, FL 32708
Welcome to 535 Crimson Ln in the charming community of Jesups Reserve in Winter Springs! This lovely 3 story townhouse f...
Listed by KELLER WILLIAMS WINTER PARK
$160,000
Condo
50 SHEOAH BLVD #34, Winter Springs, FL 32708
Amazing opportunity available in The Highlands. Located in Sheoah Highlands you will find this charming 2 bedroom/2 bat...
Listed by PAINE-ANDERSON PROPERTIES, INC
$479,900
Single Family Home
1198 GULFSTAR DR, Winter Springs, FL 32708
Welcome to this stunning 4-bedroom, 2.5-bathroom two-story home located in the desirable Oak Water At Tuskawilla communi...
Listed by GLORY INTL. REAL ESTATE CO
$2,975
Single Family Home
311 STREAMVIEW WAY, Winter Springs, FL 32708
Located on an oversized Conservation lot, this single family pool home is ready for immediate occupancy. Featuring a spl...
Listed by COLDWELL BANKER RESIDENTIAL RE
$2,590
Townhouse
1174 SPOTTED SANDPIPER LOOP, Winter Springs, FL 32708
Welcome to this like new, well maintained Winter Springs Town Center Townhome Community along 434, this lovely two story...
Listed by SUNSHINE GROUP USA, INC
$385,000
Townhouse
1349 MILL STREAM LN, Winter Springs, FL 32708
***Owner Financing Available*** Welcome to this beautifully updated townhouse located on Mill Stream Lane in the heart o...
Listed by WATSON REALTY CORP
$1,600
Townhouse
336 SAN MIGUEL ST, Winter Springs, FL 32708
Great Townhouse for rent in the popular Winter Springs FL with a great school district. Property Features a 2 bedrooms a...
Listed by ROMAN'S PRO REALTY LLC
$1,890
Single Family Home
413 DAVID ST, Winter Springs, FL 32708
Looking for your dream home? Through our seamless leasing process, this beautifully designed home is move-in ready. Our ...
Listed by MAIN STREET RENEWAL LLC
$725,000
Single Family Home
34 JACKSON CIR, Winter Springs, FL 32708
Custom home with lots of bells and whistles. Built in 2020 with speakers in ceiling, hide away three panel sliding door,...
Listed by MLS4OWNERS.COM
$345,900
Single Family Home
411 BOXWOOD CIR, Winter Springs, FL 32708
Welcome to 411 Boxwood Circle! This home has been freshly updated inside and out. ROOF 2024, A/C 2024, WATER HEATER 2024...
Listed by RE/MAX EXCLUSIVE COLLECTION
$1,650
Condo
423 SHEOAH BLVD #19, Winter Springs, FL 32708
Beautiful 3 bedroom/2 bath condo home located in The Highlands. Laminate and tile flooring, appliances are less than 2 ...
Listed by PAINE-ANDERSON PROPERTIES, INC
$1,249,900
Single Family Home
381 S MOSS RD, Winter Springs, FL 32708
This nearly 4,000 sq. ft. estate is situated on a gated 1-acre lot, offering an ideal blend of luxury, space, and privac...
Listed by LAUREATE PARK REALTY
$449,900
Single Family Home
888 CHOKECHERRY DR, Winter Springs, FL 32708
Experience modern living at its finest in this stunning 3-bedroom, 2.5 bath contemporary home located in the desirable T...
Listed by SOUTHERN PRESTIGE REALTY INC
$2,100
Single Family Home
704 CASTLEWOOD DR, Winter Springs, FL 32708
This wonderful 3 bedroom, 2 bath, 1300 sq. ft. home is located in the great city of Winter Springs. The home features a ...
Listed by CENTRAL FL REALTY CONNECTION
$2,750
Single Family Home
220 TAVESTOCK LOOP, Winter Springs, FL 32708
Top Rated Schools <br> Beautiful 4 bedroom 3 bath water front home in a Gated Community. LAWN CARE IS INCLUDED IN THE RE...
Listed by SUNSHINE INTERNATIONAL REALTY LLC
$265,000
Townhouse
576 SHADOW GLENN PL, Winter Springs, FL 32708
SELLER MOTIVATED!! Bring all offers!Welcome to this beautifully updated 3 bed 2.5 bath Winter Springs townhome in the so...
Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC
$438,500
Single Family Home
1725 FOX GLEN CT, Winter Springs, FL 32708
Check out this Gem! Great find in the heart of Tuscawilla! *** MOVE IN READY *** FANTASTIC LOCATION *** NO REAR NEIGHBOR...
Listed by FLORIDA REALTY INVESTMENTS
$285,000
Single Family Home
409 HORIZON DR, Winter Springs, FL 32708
Welcome to 409 Horizon Dr, Winter Springs! This 3-bedroom, 2-bathroom home in the desirable SEASONS THE community offers...
Listed by MARK SPAIN REAL ESTATE
$574,900
Single Family Home
1254 ROYAL OAK DR, Winter Springs, FL 32708
Don't miss this stunning home backing up to the golf course in the sought after Tuscawilla community! Large, beautiful ...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$389,000
Townhouse
452 HARBOR WINDS CT, Winter Springs, FL 32708
Discover this stunning 3-bedroom, 2.5-bathroom townhome with 1,914 square feet of well-designed living space. Situated i...
Listed by LA ROSA REALTY PREMIER LLC