Winter Springs, FL Real Estate & Homes for Sale

100 of 149 results

335 MILLER ROAD, SANFORD, FL 32773
Active
$525,000
4 bd • 2 ba • 2,914 sq ft
335 MILLER ROAD, SANFORD, FL 32773
1523 HERITAGE PLACE, OVIEDO, FL 32765
Active
$454,900
3 bd • 3 ba • 2,367 sq ft
1523 HERITAGE PLACE, OVIEDO, FL 32765
1824 LAKE STREET, OVIEDO, FL 32765
Active
$894,900
8 bd • 6 ba • 3,900 sq ft
1824 LAKE STREET, OVIEDO, FL 32765
684 YORKSHIRE DRIVE, OVIEDO, FL 32765
Active
$584,999
4 bd • 2 ba • 2,514 sq ft
684 YORKSHIRE DRIVE, OVIEDO, FL 32765
772 E BROADWAY STREET, OVIEDO, FL 32765
Active
$329,000
3 bd • 2 ba • 1,595 sq ft
772 E BROADWAY STREET, OVIEDO, FL 32765
655 CLARK STREET, OVIEDO, FL 32765
Active
$499,900
4 bd • 3 ba • 2,512 sq ft
655 CLARK STREET, OVIEDO, FL 32765
116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708
Active
$325,000
3 bd • 3 ba • 1,543 sq ft
116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708
124 BLUE CREEK DRIVE, WINTER SPRINGS, FL 32708
Active
$750,000
5 bd • 3 ba • 3,474 sq ft
124 BLUE CREEK DRIVE, WINTER SPRINGS, FL 32708
1950 SUMMER CLUB DRIVE UNIT 202, OVIEDO, FL 32765
Active
$250,000
Condo
3 bd • 2 ba • 1,278 sq ft
1950 SUMMER CLUB DRIVE UNIT 202, OVIEDO, FL 32765
1545 ANTOINETTE COURT, OVIEDO, FL 32765
Active
$644,900
4 bd • 3 ba • 3,059 sq ft
1545 ANTOINETTE COURT, OVIEDO, FL 32765
Active
$356,000
2 bd • 2 ba • 1,713 sq ft
455 OLD FARM LANE, WINTER SPRINGS, FL 32708
Active
$274,900
Condo
3 bd • 2 ba • 1,425 sq ft
600 NORTHERN WAY UNIT 1608, WINTER SPRINGS, FL 32708
Active
$364,900
3 bd • 2 ba • 1,470 sq ft
8 WOOD STREET, OVIEDO, FL 32765
Active
$1,095,000
4 bd • 4 ba • 5,017 sq ft
1185 STELLAR DRIVE, OVIEDO, FL 32765
Active
$949,000
6 bd • 4 ba • 5,298 sq ft
450 TERRAVISTA PLACE, OVIEDO, FL 32765
Active
$479,000
3 bd • 3 ba • 2,700 sq ft
476 PORTICO COURT, OVIEDO, FL 32765
Active
$480,990
3 bd • 3 ba • 2,471 sq ft
671 CLARK STREET, OVIEDO, FL 32765
Active
$895,000
6 bd • 4 ba • 4,470 sq ft
1465 STELLAR DRIVE, OVIEDO, FL 32765
Active
$330,000
3 bd • 3 ba • 1,564 sq ft
572 PINEBRANCH CIRCLE, WINTER SPRINGS, FL 32708
Active
$240,000
Condo
3 bd • 2 ba • 1,278 sq ft
1950 SUMMER CLUB DRIVE UNIT 214, OVIEDO, FL 32765
Active
$224,000
Condo
3 bd • 2 ba • 1,278 sq ft
1939 SUMMER CLUB DRIVE UNIT 215, OVIEDO, FL 32765
Active
$350,000
3 bd • 3 ba • 2,104 sq ft
412 PENNY ROYAL PLACE, OVIEDO, FL 32765
Active
$728,000
4 bd • 3 ba • 2,460 sq ft
2151 CANDLERIDGE COURT, OVIEDO, FL 32765
Active
$425,000
3 bd • 2 ba • 2,036 sq ft
1422 SPALDING ROAD, WINTER SPRINGS, FL 32708
Active
$529,000
4 bd • 3 ba • 3,165 sq ft
1675 THORNHILL CIRCLE, OVIEDO, FL 32765
Active
$499,000
4 bd • 3 ba • 3,052 sq ft
1304 ORTEGA STREET, WINTER SPRINGS, FL 32708
Active
$255,000
Condo
3 bd • 2 ba • 1,278 sq ft
1909 SUMMER CLUB DRIVE UNIT 301, OVIEDO, FL 32765
Active
$365,000
3 bd • 2 ba • 2,151 sq ft
1008 OLLIFF WAY, OVIEDO, FL 32765
Active
$369,000
3 bd • 2 ba • 2,128 sq ft
1018 WEATHERED WOOD CIRCLE, WINTER SPRINGS, FL 32708
Active
$460,000
4 bd • 4 ba • 2,767 sq ft
588 PIAZZA POINT, OVIEDO, FL 32765
Active
$329,900
3 bd • 3 ba • 2,212 sq ft
439 OLD FARM LN, WINTER SPRINGS, FL 32708
Active
$610,000
3 bd • 3 ba • 2,998 sq ft
1000 N LAKE CLAIRE CIRCLE, OVIEDO, FL 32765
Active
$459,000
4 bd • 2 ba • 2,686 sq ft
1009 CORKWOOD DRIVE, OVIEDO, FL 32765
Active
$563,408
4 bd • 4 ba • 3,010 sq ft
1421 HAPPY BIRD LANE, WINTER SPRINGS, FL 32708
Active
$585,000
4 bd • 3 ba • 3,337 sq ft
935 EKANA GREEN COURT, OVIEDO, FL 32765
Active
$239,900
Condo
3 bd • 2 ba • 1,223 sq ft
1939 SUMMER CLUB APT DRIVE UNIT 315, OVIEDO, FL 32765
Active
$549,990
Condo
4 bd • 4 ba • 2,550 sq ft
241 PASQUALA WAY UNIT 13, OVIEDO, FL 32765
Active
$525,000
4 bd • 4 ba • 2,679 sq ft
424 FLATWOOD DRIVE, WINTER SPRINGS, FL 32708
Active
$749,900
4 bd • 3 ba • 4,075 sq ft
1838 SENECA BLVD, WINTER SPRINGS, FL 32708
Active
$219,990
Condo
2 bd • 2 ba • 975 sq ft
1989 SUMMER CLUB DRIVE UNIT 303, OVIEDO, FL 32765
Active
$414,000
3 bd • 2 ba • 2,546 sq ft
371 MILLER ROAD, SANFORD, FL 32773
Active
$399,000
3 bd • 2 ba • 2,062 sq ft
1018 POND APPLE COURT, OVIEDO, FL 32765
Active
$500,000
4 bd • 2 ba • 2,556 sq ft
608 LAKE CLAIRE COURT, OVIEDO, FL 32765
Active
$865,000
4 bd • 3 ba • 3,577 sq ft
1483 MIRKWOOD COVE, OVIEDO, FL 32765
Active
$725,000
5 bd • 3 ba • 4,361 sq ft
1212 NEEDLEWOOD LOOP, OVIEDO, FL 32765
Active
$169,900
Condo
1 bd • 1 ba • 657 sq ft
1929 SUMMER CLUB DRIVE UNIT 105, OVIEDO, FL 32765
Active
$249,900
Condo
2 bd • 3 ba • 1,176 sq ft
603 CASA PARK COURT UNIT G, WINTER SPRINGS, FL 32708
Active
$349,000
2 bd • 2 ba • 2,167 sq ft
1385 SAN DIEGO COURT, WINTER SPRINGS, FL 32708
Active
$899,900
5 bd • 5 ba • 4,778 sq ft
702 GOLFPOINT DRIVE, WINTER SPRINGS, FL 32708
Active
$424,999
3 bd • 2 ba • 1,830 sq ft
1049 NEELY STREET, OVIEDO, FL 32765
Active
$1,200,000
5 bd • 4 ba • 4,000 sq ft
1281 NATURES WAY, WINTER SPRINGS, FL 32708
Active
$579,900
3 bd • 3 ba • 2,885 sq ft
50 OAK BEND COURT, OVIEDO, FL 32765
Active
$650,000
4 bd • 3 ba • 4,028 sq ft
201 BURGESS DRIVE, WINTER SPRINGS, FL 32708
Active
$399,000
3 bd • 3 ba • 1,915 sq ft
1063 BRIELLE COURT, OVIEDO, FL 32765
Active
$750,000
4 bd • 3 ba • 3,648 sq ft
1551 WESCOTT LOOP, WINTER SPRINGS, FL 32708
Active
$474,900
3 bd • 3 ba • 2,543 sq ft
1463 BROOKDALE COURT, OVIEDO, FL 32765
Active
$648,900
4 bd • 3 ba • 3,348 sq ft
515 BENTLEY STREET, OVIEDO, FL 32765
Active
$415,000
3 bd • 3 ba • 2,116 sq ft
649 BUCKINGHAM DRIVE, OVIEDO, FL 32765
Active
$514,950
4 bd • 3 ba • 2,358 sq ft
684 LOLA LANE, OVIEDO, FL 32765
Active
$407,500
4 bd • 2 ba • 2,304 sq ft
142 PINEVIEW DRIVE, OVIEDO, FL 32765
Active
$355,000
3 bd • 3 ba • 1,988 sq ft
226 WINDFLOWER WAY, OVIEDO, FL 32765
Active
$499,990
Condo
4 bd • 4 ba • 2,550 sq ft
214 PASQUALA UNIT 6, OVIEDO, FL 32765
Active
$504,990
Condo
4 bd • 4 ba • 2,550 sq ft
218 PASQUALA UNIT 7, OVIEDO, FL 32765
Active
$579,990
Condo
4 bd • 4 ba • 2,550 sq ft
222 PASQUALA UNIT 8, OVIEDO, FL 32765
Active
$514,990
Condo
4 bd • 4 ba • 2,550 sq ft
198 PASQUALA UNIT 2, OVIEDO, FL 32765
Active
$569,990
Condo
4 bd • 4 ba • 2,550 sq ft
194 PASQUALA UNIT 1, OVIEDO, FL 32765
Active
$504,990
Condo
4 bd • 4 ba • 2,550 sq ft
206 PASQUALA UNIT 4, OVIEDO, FL 32765
Active
$514,990
Condo
4 bd • 4 ba • 2,550 sq ft
210 PAQUALA UNIT 5, OVIEDO, FL 32765
Active
$499,990
Condo
4 bd • 4 ba • 2,550 sq ft
202 PASQUALA UNIT 3, OVIEDO, FL 32765
Active
$505,990
4 bd • 3 ba • 2,358 sq ft
688 LOLA LANE, OVIEDO, FL 32765
Active
$269,900
Condo
3 bd • 2 ba • 1,647 sq ft
600 NORTHERN WAY UNIT 302, WINTER SPRINGS, FL 32708
Active
$410,000
4 bd • 2 ba • 2,304 sq ft
246 PINEVIEW DRIVE, OVIEDO, FL 32765
Active
$195,000
Condo
2 bd • 1 ba • 949 sq ft
1979 SUMMER CLUB DRIVE UNIT 213, OVIEDO, FL 32765
Active
$233,000
Condo
3 bd • 2 ba • 1,425 sq ft
600 NORTHERN WAY UNIT 205, WINTER SPRINGS, FL 32708
Active
$410,000
3 bd • 2 ba • 1,747 sq ft
STREET, OVIEDO, FL 32765
Active
$290,000
Condo
3 bd • 3 ba • 1,644 sq ft
600 NORTHERN WAY UNIT 906, WINTER SPRINGS, FL 32708
Active
$924,900
5 bd • 5 ba • 5,062 sq ft
161 VINE STREET, OVIEDO, FL 32765
Active
$1,099,999
5 bd • 5 ba • 5,393 sq ft
1250 RED HAVEN LANE, OVIEDO, FL 32765
Active
$565,000
4 bd • 2 ba • 3,292 sq ft
805 LEOPARD TRAIL, WINTER SPRINGS, FL 32708
Active
$299,900
Condo
4 bd • 3 ba • 1,764 sq ft
600 NORTHERN WAY UNIT 1804, WINTER SPRINGS, FL 32708
Active
$424,000
3 bd • 2 ba • 2,222 sq ft
1024 DINERO DRIVE, WINTER SPRINGS, FL 32708
Active
$385,000
3 bd • 4 ba • 2,617 sq ft
412 BLUE BAYOU LANE, WINTER SPRINGS, FL 32708
Active
$569,000
4 bd • 3 ba • 3,681 sq ft
30 SABLE COURT, WINTER SPRINGS, FL 32708
Active
$380,000
3 bd • 2 ba • 1,919 sq ft
1050 ABELL CIRCLE, OVIEDO, FL 32765
Active
$450,000
4 bd • 3 ba • 2,180 sq ft
1320 ALFONZO CIRCLE, WINTER SPRINGS, FL 32708
Active
$659,900
6 bd • 4 ba • 4,377 sq ft
270 AUGUSTINE COURT, OVIEDO, FL 32765
Active
$674,999
4 bd • 3 ba • 3,518 sq ft
2008 CHAPMAN OAKS DRIVE, OVIEDO, FL 32765
Active
$265,000
Condo
3 bd • 2 ba • 1,647 sq ft
600 NORTHERN WAY UNIT 502, WINTER SPRINGS, FL 32708
Active
$445,000
3 bd • 3 ba • 2,367 sq ft
1462 BROOKDALE COURT, OVIEDO, FL 32765
Active
$499,000
3 bd • 2 ba • 1,774 sq ft
1006 WHEELER PLACE, OVIEDO, FL 32765
Active
$739,000
5 bd • 3 ba • 3,879 sq ft
2258 BLOSSOMWOOD DRIVE, OVIEDO, FL 32765
Active
$345,000
2 bd • 2 ba • 1,129 sq ft
335 LANSBROOK LANE, WINTER SPRINGS, FL 32708
Active
$425,000
3 bd • 2 ba • 2,304 sq ft
560 PLEASANT GROVE DRIVE, WINTER SPRINGS, FL 32708
Active
$425,000
3 bd • 3 ba • 2,014 sq ft
1406 BLUMBERG BOULEVARD, WINTER SPRINGS, FL 32708
Active
$499,999
3 bd • 3 ba • 2,885 sq ft
1200 ROYAL OAK DRIVE, WINTER SPRINGS, FL 32708
Active
$539,999
4 bd • 2 ba • 2,622 sq ft
1360 VIA VILLA NOVA WAY, WINTER SPRINGS, FL 32708
Active
$999,000
5 bd • 5 ba • 5,084 sq ft
1815 SENECA BOULEVARD, WINTER SPRINGS, FL 32708
Active
$624,900
3 bd • 2 ba • 2,581 sq ft
692 ROCHESTER STREET, OVIEDO, FL 32765
Active
$499,990
Condo
4 bd • 4 ba • 2,550 sq ft
217 PASQUALA WAY UNIT 19, OVIEDO, FL 32765
Active
$579,900
3 bd • 2 ba • 2,972 sq ft
1702 DAVENPORT COURT, WINTER SPRINGS, FL 32708
Page 1 of 2 (149 results)
Unlock MLS

Based on information from Unlock MLS (alternatively, from ACTRIS) for the period through 2026-02-11 05:12:32 PST. Neither the Board nor ACTRIS guarantees or is in any way responsible for its accuracy. All data is provided "AS IS" and with all faults. Data maintained by the Board or ACTRIS may not reflect all real estate activity in the market. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website. Click here for more information

LERA

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Houston REALTORS® Information Service

Copyright 2026, Houston REALTORS® Information Service, Inc. The information provided is exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Lubbock Association of REALTORS®

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Greater El Paso Association of REALTORS®

The data relating to real estate for sale on this web site comes in part from the IDX Program of the Greater El Paso Association of REALTORS®. Real estate listings held by brokerage firms other than Zillow, Inc are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing brokers. Listing data is deemed reliable but not guaranteed. Copyright 2026 the Greater El Paso Association of REALTORS®, MLS Inc. All rights reserved.

Laredo Association of REALTORS®

© 2026 Laredo Multiple Listing Service. Information is deemed to be reliable but not guaranteed. Information is provided exclusively for consumers personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Central Texas MLS

Listing and property data is from an Internet Data Exchange (IDX) provided by the Central Texas MLS. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026 Central Texas MLS, All Rights Reserved.

Greater Tyler Association of REALTORS®

IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.

Odessa Board of REALTORS®

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Search Homes in Nearby Areas

Nearby Cities

Oviedo Homes for SaleSanford Homes for SaleLake Mary Homes for SaleLongwood Homes for SaleCasselberry Homes for SaleMid Florida Homes for SaleAltamonte Springs Homes for SaleLake Monroe Homes for Sale

Nearby Counties

Seminole County Homes for SaleOrange County Homes for SaleBrevard County Homes for SaleVolusia County Homes for Sale

ZIP Codes Near Winter Springs

3277332716327183271932752327623279132795

Winter Springs, FL Market Summary

Current MLS market statistics for active listings in this area.

Active listings140
New listings last 30 days55
Median list price$402,400
Median price per sq ft$239
List price range$150,000 - $2,799,000
Median bedrooms3
Median bathrooms3
Median living area1,678 sq ft
Typical HOA fees$30 – $1,561 / month

Medians are based on 140 sampled active listings when available.

Winter Springs Area Overview

Population38,951
Median Household Income$92,574
Median Age40.2
Land Area14.86 sq mi
Water Area0.13 sq mi
Population Density2,621.4 / sq mi
Owner-Occupied Housing76.1%

Source: U.S. Census Bureau (ACS 5-year estimates)