Winter Springs FL Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,224
Status:
Active
MLS#:
O6332792
Type:
Townhouse
Subdivision:
Cypress Club
Lot size:
0.03 Acres
Year built:
1987
A broker reciprocity listing Courtesy: PAINE-ANDERSON PROPERTIES, INC 407-695-7898
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ADDITIONAL INFORMATION

Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts it's Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool. The roof is new 2026.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,312
Status:
Active
MLS#:
O6326611
Type:
Single Family
Subdivision:
North Orlando Ranches Sec 09
Lot size:
0.3 Acres
Year built:
1980
A broker reciprocity listing Courtesy: HD REALTY LLC 407-260-8800
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ADDITIONAL INFORMATION

Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real wood cabinets with plenty of space for all those kitchen essentials and granite countertops with new stainless appliances. Along with the master suite features LVP flooring, a new vanity with granite and a tub/shower combo. Other three bedrooms include LVP flooring and ample closet space. Guest bath also has a new vanity with granite too! Close to the bus line and convenient to major highways, shopping and dining. This home is well maintained and move-in ready for a buyer like YOU! Schedule a showing today as this home wont last long! Roof is 2018 & A/C is 2025

Beds:
3
Baths:
2.00
Sq.Ft.:
1,026
Status:
Active
MLS#:
O6319327
Type:
Single Family
Subdivision:
Williamson Heights
Lot size:
0.22 Acres
Year built:
1975
A broker reciprocity listing Courtesy: OUTLET REALTY 407-353-5518
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ADDITIONAL INFORMATION

PRICE REDUCED!!! 3 BEDROOM 2 BATH BLOCK HOME REMODELED IN 2023, REPLACED CABINETS, ROOF AND A/C. FEATURES AN ENCLOSED PATIO, SEPARATE LAUNDRYROOM, WELL WITH A FILTRATION SYSTEM, LARGE LOT, AND A GARAGE CONVERSION THAT PROVIDES A 4TH BEDROOM, BUT CAN EASILY BE CONVERTED BACK TO A GARAGE. PLENTY OF STORAGE SPACE IN THE LAUNDRY ROOM AND A LARGE SHED IN THE BACK. NICE CALM NEIGHBORHOOD, NEAR SHOPPING, RESTAURANTS, PARKS, AND HIGHWAYS.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
O6313691
Type:
Single Family
Subdivision:
Wedgewood Tennis Villas
Lot size:
0.15 Acres
Year built:
1983
A broker reciprocity listing Courtesy: DIAMOND 2000 REALTY, INC 321-231-4195
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ADDITIONAL INFORMATION

PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a clubhouse facility right across the street. Opportunity to join the Tuskawilla Country Club for golf, swimming, dining and more! NEW KITCHEN INSTALLED IN 2023! WITH UPDATED CABINETRY, QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES! CLOSET PANTRY & QUARTZ BREAKFAST BAR! Eat-in kitchen, vaulted ceilings with elegant wooden beams. Enjoy the living space outdoors in a large screened-in patio, enjoy your backyard, with 12 inch concrete tiles, vinyl fence for privacy, creating a relaxed setting for entertaining . Relax and enjoy the enclosed front porch with sliding door access to both bedrooms. Sliding door in the master bedroom with access to the ceramic tiled back screened porch. This home is near Trotwood Park, Cross Seminole Trail and Bear Creek Nature Trail. A short drive to Oviedo Mall, Winter Springs Town Center and the many parks in the area. The location is one of the best with quick access to the 417. The schools include some of the top-rated schools in all of Central Florida. Schedule your showing today, before it’s too late!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,882
Status:
Active
MLS#:
S5127598
Type:
Single Family
Subdivision:
Winter Spgs
Lot size:
0.7 Acres
Year built:
1971
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out. Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The home features 3 bedrooms and 2 bathrooms, a flowing layout, and plenty of natural light throughout. The screened porch offers a relaxing space to unwind while overlooking the huge in-ground pool—perfect for entertaining or cooling off on warm Florida days. And that’s just the beginning! Your A/C-equipped pool house adds comfort and convenience for guests, a home office, or creative space. Outside, you’ll also find three storage sheds, giving you ample room for tools, hobbies, or even a workshop. Plus, the property includes an RV 50-amp hook-up, making it ideal for RV owners or travelers looking for flexibility at home. Located in a peaceful, well-established neighborhood with no HOA, this home is just minutes from top-rated schools, local parks, shopping, dining, and major roadways—making it as convenient as it is charming. Don't miss your chance to own a property with space, character, and endless possibilities in beautiful Winter Springs! Situated in a well-established neighborhood with no HOA, this property is conveniently located near top-rated schools, parks, shopping, and dining, with easy access to major highways for commuting or exploring all that Central Florida has to offer. Don’t miss this rare opportunity to own a home with character, space, and all the extras in one of Winter Springs’ most desirable areas!

Open House:

Saturday, 4/4 12:00-4:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,450
Status:
Active
MLS#:
O6312092
Type:
Single Family
Subdivision:
Georgetowne Unit 1
Lot size:
0.13 Acres
Year built:
1987
A broker reciprocity listing Courtesy: DIAMOND 2000 REALTY, INC 321-231-4195
View additional info

ADDITIONAL INFORMATION

Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park and to Tuskawilla Country Club for a round of golf or tennis or to just socialize at the café and bar. This is a great opportunity to own an adorable low maintenance single-family home in the most affordable sought-after Country Club community in Seminole county. A rated school district! Short drive to Oviedo Marketplace and restaurants! Seller willing to contribute $8000 towards closing costs!! Don't miss this opportunity!! --

Beds:
4
Baths:
3.00
Sq.Ft.:
3,334
Status:
Active
MLS#:
O6294504
Type:
Single Family
Subdivision:
Winter Spgs Unit 4
Lot size:
0.72 Acres
Year built:
1973
A broker reciprocity listing Courtesy: STIRLING INTERNATIONAL REAL ES 407-250-1000
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ADDITIONAL INFORMATION

Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door shower, kitchen, living room, family room, huge Florida room, huge enclosed pool, 2 car garage, enclosed out door kitchen, game room, storage. Close to major Roads, sipping centers, , schools, hospitals, 17 minutes to Sanford Airport, 11 minutes to Oviedo mall, 20 minutes to UCF. 20 minutes to Orlando Health South Seminole Hospital. 11 minutes to Ovido Medical Center.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,425
Status:
Active
MLS#:
O6286935
Type:
Condo
Subdivision:
Tuscany Place Ph 1
Lot size:
0.03 Acres
Year built:
1985
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its picturesque settings ideal for picnics and recreational activities. Featuring a pavilion, playground, splash pad, tennis courts, and sports fields, it's a hub for family fun. For outdoor enthusiasts, the nearby Seminole County Cross Trail is perfect for biking and walking. As you tour the well maintained 3-bedroom, 2-bathroom condo, it encompasses 1425 sqft of second level living with private screened balconies overlooking the courtyard. Well-appointed kitchen equipped with brand-new stainless-steel appliances: Counter-depth Smart French Door Refrigerator, Smart SLIM Microwave, Bespoke Induction Range with self and steam cleaning Air Fry Convection Oven. A generous living and dining area that are inviting and ideal for entertaining. The split floor plan offers privacy for the owner suite, complete with its own screened balcony. The secluded and spacious secondary bedrooms are delightful for guests, office space or a growing family. New AC installed 7/2025 (16 seer AC unit with 1 year maintenance and 10yr-parts/2yr-labor). Families are drawn to the area thanks to its top-rated schools, making this condo not just a home, but a gateway to a vibrant community. Recently refreshed and ready for its new owners to display their personal touches.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,986
Status:
Active
MLS#:
1124103
Type:
Single Family
Lot size:
0.07 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Watson Realty Corp. 386-767-2890
View additional info

ADDITIONAL INFORMATION

Step into the beauty of this four year old one owner home. Let the inviting hometown front porch lead you into the open and spacious living room and chefs dream kitchen complete with white tile floors, high ceilings, and plenty of natural sunlight. The kitchen has light gray 42'' cabinetry with complementary white and gray quartz countertops & a walk-in pantry with custom built-in shelving. The large center island/breakfast bar is adorned with custom ship lap & accomodates at least 4 barstools. The slate stainless appliances & the white glass subway backsplash complete the exquisite look. The dining area is situated adjacent to the kitchen and has French doors taking you out to the screened patio and garage. (See More)

Beds:
4
Baths:
3.00
Sq.Ft.:
2,374
Status:
Active
MLS#:
1122906
Type:
Single Family
Lot size:
0.07 Acres
Year built:
1996
A broker reciprocity listing Courtesy: Local Living Realty Group 386-314-5458
View additional info

ADDITIONAL INFORMATION

Discover tranquility in this stunning 4-bedroom, 3-bathroom pool home, nestled in a serene neighborhood adorned with walking paths and a park.Step into luxury as you enter the spacious interior a charming dual-sided fireplace, creating an inviting atmosphere for relaxation and entertainment.Outside, the screened pool enclosure is surrounded by mature plants, offering privacy and a picturesque setting for outdoor enjoyment.Located in Winding Hollow with convenient amenities and recreational opportunities, this home is the epitome of peaceful living.

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126–135 of 135 properties displayed
Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to real estate for sale on this web site comes in part from a cooperative data exchange program of Daytona Beach Area Association of REALTORS® Multiple Listing Service. Real estate listings held by brokerage firms other than the owner of this site are marked with the listing broker's logo or name and detailed information about such listings includes the name of the listing brokers. Copyright 2026 Daytona Beach Area Association of REALTORS® Multiple Listing Service. All rights reserved.



Winter Springs Real Estate

Winter Springs is located in Florida. Winter Springs, Florida has a population of 38,021. Winter Springs is less family-centric than the surrounding county with 26.05% of the households containing married families with children. The county average for households married with children is 31.52%.

The median household income in Winter Springs, Florida is $78,969. The median household income for the surrounding county is $73,002 compared to the national median of $69,021. The median age of people living in Winter Springs is 42.7 years.

Winter Springs Weather

The average high temperature in July is 92.3 degrees, with an average low temperature in January of 49.3 degrees. The average rainfall is approximately 52.6 inches per year, with 0 inches of snow per year.

Winter Springs Map

Winter Springs Real Estate Market Conditions

  • Median sales price

    $425,000
    25.3%
    change since last quarter
  • # Active listings

    143
    30-day change

Winter Springs Schools and Demographics

Education near Winter Springs, FL

City County
High School Graduates 95.89 94.18
College Degree - 2 year 9.65 12.55
College Degree - 4 year 50.98 41.94
Graduate Degree 12.85 10.5
Expenditures per Student 9,912 9,912
Students per Teacher 18.8 18.8

Elementary Schools near Winter Springs, FL

Grades Students P/T Ratio ZIP
Carillon Elementary School PK - 05 952 15.3 32765
Casselberry Elementary School PK - 05 724 13.2 32707
Choices In Learning Charter School KG - 05 678 16.5 32708
English Estates Elementary School PK - 05 829 14.1 32730
Evans Elementary School PK - 05 884 14.5 32765
Highlands Elementary School PK - 05 675 12.7 32708
Keeth Elementary School PK - 05 689 14.1 32708
Lawton Elementary School PK - 05 779 14.7 32765
Layer Elementary School PK - 05 672 14 32708
Pine Crest Elementary School PK - 05 814 12.2 32773
Rainbow Elementary School PK - 05 732 13.8 32708
Red Bug Elementary School PK - 05 827 14.3 32707
Stenstrom Elementary School PK - 05 579 13.8 32765
Sterling Park Elementary School PK - 05 817 14.6 32707
Wicklow Elementary School PK - 05 673 11.2 32773
Winter Springs Elementary School PK - 05 723 13.9 32708

Middle Schools near Winter Springs, FL

Grades Students P/T Ratio ZIP
Indian Trails Middle School 06 - 08 1,090 17.9 32708
Jackson Heights Middle School 06 - 08 1,219 17.7 32765
Millennium Middle School 05 - 08 1,572 15.3 32773
South Seminole Middle School 06 - 08 1,228 15.5 32707
Tuskawilla Middle School 06 - 08 1,080 18.9 32765

High Schools near Winter Springs, FL

Grades Students P/T Ratio ZIP
Hagerty High School 09 - 12 2,219 19.8 32765
Oviedo High School 09 - 12 2,478 20 32765
Seminole High School 09 - 12 3,111 18.5 32773
Winter Springs High School 08 - 12 2,384 18.8 32708

Ungraded Schools near Winter Springs, FL

Grades Students P/T Ratio ZIP
Boys Town KG - 12 14 32765
John Polk Alternative School 06 - 12 0 32773
SCPS Consequence Unit 06 - 12 42 32773
Seminole County Virtual Franchise (Scvs) 06 - 12 158 4.8 32773
Seminole Virtual Instruction (Course Offerings) 06 - 12 0 32773
Seminole Virtual Instruction Program (Svip) KG - 12 94 32773

Demographics near Winter Springs, FL

City County
Neighborhood Type Suburban
Population 38,021 467,382
Population Density 2,560 1,511
Median Age 42.7 39.5
People per Household 2.4 2.6
Median Household Income 78,969 73,002
Average Income per Capita 41,803 38,429

Real estate near Winter Springs