Winter Springs FL Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,002
Status:
Active
MLS#:
O6362326
Type:
Townhouse
Subdivision:
Cypress Club
Lot size:
0.04 Acres
Year built:
1987
A broker reciprocity listing Courtesy: CALL IT CLOSED INTL REALTY 407-338-3339
View additional info

ADDITIONAL INFORMATION

Virtually Staged. Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. The HOA just installed brand new roofs throughout the community. Residents enjoy amenities including community pool, tennis courts, lush parks, and scenic walking trails throughout the neighborhood. Conveniently located near shopping, dining, entertainment, major highways, and all the area’s conveniences.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,089
Status:
Active
MLS#:
O6359666
Type:
Single Family
Subdivision:
DEERSONG 2
Lot size:
0.04 Acres
Year built:
1994
A broker reciprocity listing Courtesy: MAINFRAME REAL ESTATE 407-513-4257
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ADDITIONAL INFORMATION

Quick Closing Available. Welcome to 270 San Gabriel Street in Winter Springs—now offered at an updated price and ready for its next owner. This well-maintained, single-story home features vaulted ceilings and a bright, open layout that creates a comfortable and inviting living space. With neutral finishes and ceramic tile flooring throughout, the home is truly move-in ready. All appliances are included for added convenience. Enjoy morning coffee or unwind in the evening on the oversized screened patio, offering a private outdoor retreat. Additional exterior storage provides practical space for bikes, tools, and seasonal items. Located just minutes from the scenic Cross Seminole Trail, the Deersong community also offers access to a pool and cabana for residents to enjoy. Nearby parks, shopping, dining, and top-rated Seminole County schools add to the home’s appeal. Considering making a move to downsize? First-time homebuyer? Buyer needs concessions / closing costs? investor? or seeking a low-maintenance second home in Central Florida? Schedule your private showing today. With a newly reduced price and quick closing available, this is an excellent opportunity to own a well-cared-for home in a desirable location..

Beds:
4
Baths:
4.00
Sq.Ft.:
2,502
Status:
Active
MLS#:
O6359884
Type:
Single Family
Subdivision:
Tuskawilla Crossings 34's
Lot size:
0.09 Acres
Year built:
2019
A broker reciprocity listing Courtesy: RE/MAX ASSURED 800-393-8600
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Welcome home! Fall in love this welcoming two-story home that features 4 bedrooms and 3.5 bathrooms, perfectly positioned across from the Cross Seminole Trail. Start your day with a cup of coffee on the charming covered front porch, where you can take in the refreshing breeze and picturesque views of the 13-mile trail that winds through Seminole County and connects to other scenic trails. Step inside to discover an inviting open floor plan enhanced by beautiful wood-style tile flooring. Prepare your favorite meals in the gourmet kitchen with stainless steel appliances, pantry, modern fixtures, and breakfast bar ideal for casual dining. The open-concept living and dining areas create the perfect setting for effortless entertaining. The primary suite, conveniently located on the first floor, includes a walk-in closet and a private ensuite bathroom with dual sinks and a walk-in shower. Ascend to versatile loft area upstairs offering additional space for work, play, or relaxation. You will also appreciate the secondary primary suite on this level, complete with a walk-in closet, dual sinks, and shower. Additionally, two generously sized bedrooms await your use along with a full bathroom. Outside, unwind on the covered back patio, surrounded by vinyl fencing for added privacy. A rear-facing two-car garage with a paver driveway completes the property. This home is part of the Tuskawilla Crossing community, which includes a dog park, a sparkling community pool for leisurely fun, and a playground. The area is rich in dining and shopping options and provides easy access to the 417. Situated in Seminole County which is well known for its public school system. Don’t miss the chance to make this exceptional home yours—schedule a showing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,147
Status:
Active
MLS#:
O6340870
Type:
Single Family
Subdivision:
STONE GABLE
Lot size:
0.13 Acres
Year built:
1999
A broker reciprocity listing Courtesy: HOME WISE REALTY GROUP INC 407-712-2000
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Virtually Staged. PRICED TO SELL AT 449,000!! *** A 4 BEDROOM-FOOTPRINT IS ALREADY RECORDED IN SEMINOLE COUNTY RECORDS, SO THIS 3 BEDROOM HOUSE CAN EASILY GIVE YOU THE ADDED VALUE AND OPPORTUNITY OVERLOOKING SERENE CONSERVATION & POND VIEW. *** WELCOME TO A BEAUTIFULLY MAINTAINED HOME OFFERING UNMATCHED LAYOUT FLEXIBILITY, AND PEACE OF MIND WITH A STRONG MECHANICAL FOUNDATION: FEATURING ROOF, A/C & WATER HEATER UPDATED IN 2017. STEP INSIDE TO AN INTERIOR THAT FEELS FRESH AND BRAND NEW WITH FRESH INTERIOR PAINT THROUGHOUT, GORGEOUS NEW WOOD FLOORING AND PRISTINE NEW CARPET UPSTAIRS. EVERY WINDOW IS ELEVATED WITH CLASSIC, HIGH-END WOOD SHUTTERS. THE SPACIOUS, LIGHT-FILLED KITCHEN IS A CHEF'S DELIGHT, BOASTING PREMIUM STONE COUNTERS, STONE BACKSPLASH AND SLEEK STAINLESS STEEL APPLIANCES THAT COMPLEMENT A GOURMET GAS RANGE AND ENOUGH ROOM FOR A KITCHEN TABLE. THE ADJACENT FAMILY ROOM OFFERS DURABLE, ELEGANT TRAVERTINE FLOORING, WHICH FLOWS TOWARD A STRIKING STAIRCASE ADORNED WITH CUSTOM IRON AND WOOD RAILING. STEP OUT THE SLIDING DOORS INTO A CUSTOM SANCTUARY FEATURING A PREMIUM ARCHITECTURAL TRELLIS SYSTEM THAT ALLOWS YOU TO SHIFT THE LOUVERED BLADES FOR INSTANT SHADE OR FULL FLORIDA SUN. THIS PRIVATE BACK YARD PERFECTLY FRAMES AN UNTOUCHED CONSERVATION AREA AND SCENIC NEIGHBORHOOD POND. THE 2ND FLOOR HOUSES A GRAND PRIMARY SUITE COMPLETE WITH VAULTED CEILINGS AND A PEACEFUL PRIVATE WINDOW VIEW OVERLOOKING THE BACKYARD OASIS. THE 2ND FLOOR LOFT/FLEX ROOM MAY BE MADE INTO A 4TH BEDROOM OR OFFICE. COMPLETE WITH CLEAN 2 CAR GARAGE. THIS MOVE-IN WINTER SPRINGS GEM OFFERS THE PERFECT BLEND OF MODERN COSMETIC UPDATES, SOLID MECHANICAL HISTORY AND SERENE PRIVACY. LOCATION OFFERS TOP-RATED SCHOOLS, DINNING AND SHOPPING. THIS PROPERTY IS A RARE FIND! SCHEDULE YOUR SHOWING BEFORE IT IS GONE!!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,512
Status:
Active
MLS#:
F10515171
Type:
Single Family
Subdivision:
PARKSTONE UNIT 3
Year built:
2003
A broker reciprocity listing Courtesy: Jamie L Boone LLC 786-751-5821
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ADDITIONAL INFORMATION

Foreclosure Auction Ends July 29, 2025 at 11:00 AM EST. Discover this delightful 5-bedroom, 3.5-bathroom single-family home located in the desirable Parkstone, a lakefront community in Winter Springs, FL. The list price is the opening bid for the online auction. Sold As-is with Clear Title. Explore more details and submit your bid through the Federa Home App.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,574
Status:
Active
MLS#:
O6314126
Type:
Single Family
Subdivision:
Country Club Village Unit 1
Lot size:
0.1 Acres
Year built:
1980
A broker reciprocity listing Courtesy: INT'L PROFESSIONAL REALTY INC 407-699-7718
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Short Sale. This property has significant potential and is located in the highly desirable Tuscawilla Country Club area. This home features three bedrooms, two bathrooms, and a practical two-car garage. It's important to note that this property needs some tender loving care, and it may need a new roof. The current asking price has been strategically set to acknowledge the present condition of the home and the necessary improvements. This presents a unique opportunity for those looking to create a personalized living space in a fantastic location. The Tuscawilla Country Club area is well-regarded for its appealing amenities and its proximity to various local points of interest. We are confident that this property holds considerable promise for the Buyers who are prepared to invest in its renovation and make it their own.

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
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Very well maintained home in Tuscawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners. Replace all appliance, the roof was replaced last year, house been re-plombe, 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 Tuscawilla 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! --

Beds:
5
Baths:
7.00
Sq.Ft.:
8,685
Status:
Active
MLS#:
O6298615
Type:
Single Family
Subdivision:
Lake Jessup
Lot size:
5.33 Acres
Year built:
2008
A broker reciprocity listing Courtesy: THE AGENCY FL 407-335-4119
View additional info

ADDITIONAL INFORMATION

Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique opportunity for a variety of potential business uses, including a luxury wedding venue, private event space, corporate retreat, boutique hospitality concept, or an exceptional live-work estate. With its breathtaking setting, grand architecture, and resort-style amenities, the property offers a level of versatility rarely available in today's market. Inspired by the elegance of the Italian countryside, the residence makes a lasting first impression with a dramatic front waterscape, lush gardens, and timeless architectural details. Inside, guests are welcomed by a grand foyer featuring exquisite marble finishes and a spectacular custom-painted 24-karat gold dome. Designed for both entertaining and everyday luxury, the expansive living spaces showcase panoramic views of beautiful Lake Jessup, soaring ceilings, stunning chandeliers, and a grand marble fireplace. The thoughtfully designed "H" floor plan encompasses more than 8,000 square feet of air-conditioned living space, offering five spacious bedrooms and six-and-a-half bathrooms, all conveniently situated on a single level. The primary suite is a true private retreat, featuring eight sets of French doors opening directly to the pool and lakefront, a custom-designed closet that doubles as a safe room, and a spa-inspired bathroom complete with a tranquil garden retreat. The gourmet chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and an oversized walk-in butler's pantry designed to accommodate large-scale entertaining. Additional luxury amenities include a temperature-controlled wine cellar, private movie theater, dedicated nanny or guest quarters, and a six-car garage with extensive attic storage. Outside, the estate transforms into a private resort. A spectacular sports pool with multiple water features serves as the centerpiece, complemented by a summer kitchen, wet bar, outdoor fireplace, and expansive covered veranda overlooking the serene waters of Lake Jessup. Whether hosting elegant weddings, unforgettable events, corporate gatherings, or private family celebrations, the setting is simply unmatched. Combining custom craftsmanship, Tuscan and Greek-inspired design elements, commercial zoning flexibility, and an irreplaceable waterfront location, this remarkable estate offers a truly rare opportunity to own one of Central Florida's most unique properties. Schedule your private tour today to experience the endless possibilities and extraordinary lifestyle this one-of-a-kind property provides.

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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151–160 of 160 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

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.


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

    $448,750
    25.3%
    change since last quarter
  • # Active listings

    169
    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