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Winter Springs Real Estate Search

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Winter Springs Homes for Sale

Ranked among Money magazine’s top one hundred places to live in the United States, the city of Winter Springs, Florida, is a fabulous place to buy a home in sunny Central Florida. Home to roughly thirty-three thousand residents, it is geographically the largest city in the county, yet has a reputation for being an enjoyable “small town.” Incorporated in 1972, Winter Springs is a relatively young city with an outstanding location in the Orlando Metro Area. Residents enjoy the best of both worlds with quick and easy access to big-city excitement and a simultaneous laid-back pace. More specifically, Winter Springs real estate is close enough to easily enjoy the recreation, entertainment, shopping, and dining of the metro, while also offering a quiet suburban vibe. 

That said, within Winter Springs, there are plenty of services, amenities, and attractions to be enjoyed. Among them are multiple walking trails, children’s playgrounds, ball fields, picnic areas, and lovely parks, such as Ranchlands Park, Trotwood Park, Central Winds Park, Winding Hollow Park, Sunshine Park, Torcaso Park, and Bear Creek Nature Trails. Moreover, in the heart of the city, is the Winter Springs Town Center, a mixed-use development with fabulous shopping and dining opportunities. To enhance its charming “old town” atmosphere, the area was recently renovated and now is a popular destination for residents and visitors, alike. 

Further contributing to the appeal of Winter Springs, this family-friendly community has many conveniently located public and private schools, including Keeth Elementary, Rainbow Elementary, Later Elementary, Winter Springs Elementary, and Highlands Elementary, as well as Indian Trails Middle School and Winter Springs High School. Collectively, these advantageous features add to the desirability of Winter Springs real estate. Real estate in Winter Springs is diverse and includes attached and detached housing options for homebuyers in all seasons of life. There are many lovely master-planned communities, neighborhoods, and subdivisions in Winter Springs with homes of varying square footage, age, and design. We would be delighted to have the opportunity to tell you all about the currently listed homes for sale in Winter Springs, Florida, so please connect with us as soon as it is convenient.

Our website features the best Winter Springs real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in the Winter Springs real estate market? Sign up for a Winter Springs Real Estate Market Report to see what’s active, under contract, and sold!

Contact us today to find out how we can be of assistance to you!

Newest Winter Springs Homes for Sale

878 Benchwood Drive, Winter Springs image
878 Benchwood Drive, Winter Springs $449,900

Welcome to this freshly updated, single-story block home in the established Oak Forest neighborhood of Winter Springs! Inside, new luxury vinyl plank flooring, plush new...

  • 3 Beds
  • 2 Baths
  • Oak Forest Unit 3 SubDv.
  • 32708 Zip Code
955 Wedgewood Drive, Winter Springs image
955 Wedgewood Drive, Winter Springs $440,000

Welcome to 955 Wedgewood Dr, a beautifully renovated home in Winter Springs, FL, with the big-ticket items already taken care of: a brand-new HVAC system (2026), a new wa...

  • 2 Beds
  • 2 Baths
  • Wedgewood Unit 2 SubDv.
  • 32708 Zip Code
1314 Augusta National Boulevard, Winter Springs image
1314 Augusta National Boulevard, Winter Springs $545,000

3 BED | NEW ROOF | NEW WINDOWS | POOL + CONSERVATION VIEWS | TUSCAWILLA GOLF COMMUNITY | Welcome to Country Club Village, nestled within the highly sought-after Tuscawill...

  • 3 Beds
  • 3 Baths
  • Country Club Village Unit 3 SubDv.
  • 32708 Zip Code
1056 Condor Place, Winter Springs image
1056 Condor Place, Winter Springs $449,900

VR tour available. Seller offering up to $19,120 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 3-bedroom,...

  • 3 Beds
  • 2 Baths
  • Sunrise Estates Unit 5 SubDv.
  • 32708 Zip Code
1105 Shadowbrook Trail, Winter Springs image
1105 Shadowbrook Trail, Winter Springs $650,000

Welcome to this beautifully updated 4-bedroom, 3-bathroom pool home in Winding Hollow, offering over 2,500 square feet of living space, a split-bedroom floor plan, and a ...

  • 4 Beds
  • 3 Baths
  • Winding Hollow Unit 4 SubDv.
  • 32708 Zip Code
425 S Hawthorn Circle, Winter Springs image
425 S Hawthorn Circle, Winter Springs $260,000

Three bedrooms, a corner lot and NO HOA in the heart of Winter Springs! This concrete block home sits in the established North Orlando Terrace neighborhood, and the roof ...

  • 3 Beds
  • 2 Baths
  • North Orlando Terrace Unit 2 Sec 8 SubDv.
  • 32708 Zip Code
733 Lakeview Drive, Winter Springs image
733 Lakeview Drive, Winter Springs $365,000

Fresh interior paint and partial new flooring. Well-maintained 3-bedroom, 2-bath single-story home in Winter Springs with 1,597 sq ft of living space. The open layout off...

  • 3 Beds
  • 2 Baths
  • Wildwood SubDv.
  • 32708 Zip Code
1496 Wescott Loop, Winter Springs image
1496 Wescott Loop, Winter Springs $669,900

Virtually Staged. Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the gated community of Barrington Estates! A dedicated office or study room greets you at...

  • 4 Beds
  • 3 Baths
  • Barrington Estates SubDv.
  • 32708 Zip Code
609 Viana Court, Winter Springs image
609 Viana Court, Winter Springs $925,000

Space, privacy, and exceptional features define this impressive 5-bedroom, 3.5-bath POOL HOME in the GATED Seville Chase community of Winter Springs! Situated on a genero...

  • 5 Beds
  • 4 Baths
  • Seville Chase SubDv.
  • 32708 Zip Code
1361 San Diego Court, Winter Springs image
1361 San Diego Court, Winter Springs $349,900

Welcome home to this freshly updated 3-bedroom, 2-bath single-story block home in the Sunrise Village neighborhood of Winter Springs. Featuring a two-car garage, this hom...

  • 3 Beds
  • 2 Baths
  • Sunrise Village Unit 1 SubDv.
  • 32708 Zip Code
135 Cortez Court, Winter Springs image
135 Cortez Court, Winter Springs $325,000 ▲

Welcome home to this charming 3-bed/2-bath with an oversized 1-car garage, ideally situated on nearly a 1/4 acre on a quiet cul-de-sac in desirable Seminole County! Featu...

  • 3 Beds
  • 2 Baths
  • North Orlando Terrace Unit 1 Sec 6 SubDv.
  • 32708 Zip Code
3600 Biscayne Drive, Winter Springs image
3600 Biscayne Drive, Winter Springs $449,000

Welcome to 3600 Biscayne Drive in the delightful Hollowbrook neighborhood of Winter Springs. This roomy corner-lot home offers 4 bedrooms, 2 full baths, a versatile den/f...

  • 4 Beds
  • 2 Baths
  • Hollowbrook Ph 2 SubDv.
  • 32708 Zip Code
140 Bombay Avenue, Winter Springs image
140 Bombay Avenue, Winter Springs $345,000 ▼

Virtually Staged. Welcome to this renovated 3 bed 2 bath home featuring a converted garage that provides a large fourth bedroom or perfect for guest room, home office, or...

  • 3 Beds
  • 2 Baths
  • North Orlando 5th Add SubDv.
  • 32708 Zip Code
1522 Eagle Nest Circle, Winter Springs image
1522 Eagle Nest Circle, Winter Springs $835,000 ▼

New Roof being installed!! Ideally located in the highly desirable Glen Eagle community of Tuscawilla, this Von Jacobs pool home offers a versatile three-way split floor...

  • 4 Beds
  • 4 Baths
  • Glen Eagle Unit 4 SubDv.
  • 32708 Zip Code
113 Lido Road, Winter Springs image
113 Lido Road, Winter Springs $350,000

Virtually Staged. MOVE-IN READY WITH MODERN UPDATES + NEW A/C (2025) + RENOVATED KITCHEN! Discover the perfect blend of comfort, style, and convenience in this beautifull...

  • 4 Beds
  • 2 Baths
  • North Orlando Ranches Sec 09 SubDv.
  • 32708 Zip Code
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"Having dealt with a number of Realtors over the years, I can honestly say that Lisa Scott provided an experience that was superior in every way. She ... more "
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"Lisa is very dedicated realtor. She was always available when we contacted her. Our house went under contract in 7 days. She knows the Lake Mary, ... more "
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1540 International Parkway, Suite 2000
Lake Mary, FL 32746

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