Winter Springs FL Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Bahama Ranches SubDv. ⋅ 32708 Zip Code

Mid-Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot with RV/Toy parking—delivering exceptional value in this area. A separate in-law or guest suite features its own exterior entrance and full bathroom, ideal for multigenerational living, a private office, studio, or extended stays. The main living areas are sprawling, thoughtfully arranged with strong natural light and a functional flow for everyday living and a large Loft for entertaining, office or hobbies. The large primary suite includes a spacious en-suite bath and walk-in closet. Bedrooms two and three are oversized, each with walk-in closets; one includes a hidden play loft/ adventure nook accessible through the Narnia style closet access. The expansive property also includes a detached casita in the backyard, currently used as a workshop, with clear potential to be converted into a guest home, rental unit, or art studio. Located on a quiet street in an established Winter Springs neighborhood, with convenient access to top-rated schools, shopping, dining, and major commuter routes. Concessions considered with the right scenario. Buyer and buyer’s agent to verify all information. Both owners are licensed real estate agents.

120 E Bahama Road, Winter Springs

$304,900

3 Beds ⋅ 3 Baths ⋅ Heritage Park Twnhms SubDv. ⋅ 32708 Zip Code

Seller Motivated!!!! Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming retreat. The kitchen is fully outfitted with appliances and provides ample workspace and storage. The second-floor laundry area adds everyday convenience with washer and dryer included. Residents enjoy access to community amenities such as a swimming pool and playground, all within a controlled-access neighborhood. Zoned for Layer Elementary, Indian Trails Middle School, and Winter Springs High School. Conveniently located near shopping centers, restaurants, parks, and major roadways, with an easy drive to UCF and Orlando International Airport. A great opportunity for a primary residence or investment property — schedule your private showing today.

116 Philadelphia Way, Winter Springs

$500,000

4 Beds ⋅ 2 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code

Welcome to this charming 4-bedroom, 2-bath home tucked away in a quiet, tree-lined neighborhood in desirable Winter Springs. Surrounded by mature trees, this property offers a peaceful atmosphere and a spacious backyard, ideal for entertaining, relaxing, or enjoying Florida outdoor living. Inside, you’ll find a warm and inviting layout highlighted by an original masonry fireplace, adding timeless character and charm. Skylights in the living room and hallway flood the home with natural light, creating a bright and airy feel throughout the main living spaces. Conveniently located near schools, parks, shopping, dining, and major roadways, this home offers the perfect blend of tranquility and accessibility in an established community.

1201 Wolverine Trail, Winter Springs

$392,500

3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 10 SubDv. ⋅ 32708 Zip Code

Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home provides immediate peace of mind with a roof that is only 5 years old. Set beneath a picturesque canopy of mature trees and draping Spanish moss, the curb appeal speaks to the established, friendly vibe that residents of Winter Springs enjoy. Step inside to a flexible layout built for flow, featuring dedicated living and family rooms that give everyone room to spread out. The central kitchen and dining space is positioned perfectly to serve both entertaining areas and acts as the heart of the home. The smart split-bedroom floor plan provides ideal separation, tucking the spacious primary suite on one side of the house for privacy and tranquility. The real magic happens where the indoors meets the outdoors. The home expands dramatically with a large, enclosed Florida Room (22'6" x 11'6") that is fully under A/C with its own dedicated mini-split unit—making this substantial bonus space a year-round extension of the living area, perfect for an office, gym, or sun-soaked den. This room leads directly out to a private, spacious backyard where you will enjoy the unique benefit of no rear neighbors, secured by a perimeter of mature trees and fencing. Even the garage has been elevated: the two-car garage features durable epoxy flooring and includes a dedicated laundry area and a useful closet room, perfect for home projects or tool storage. The location is the final mic drop. You are moments from the convenience of Winter Springs Town Center, Central Winds Park, and the premier amenities of the Tuscawilla area. You are also zoned for the excellent Seminole County School District. You get the quiet, safe suburban environment while maintaining effortless access to major highways (417/I-4) for a convenient commute to Downtown Orlando or Lake Mary. View the 3D Matterport tour now to fully appreciate the space and layout. This is more than a listing—it’s the home where your next chapter begins.

709 Sailfish Road, Winter Springs

$215,000

2 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code

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.

506 Club Drive, Winter Springs

$524,800

4 Beds ⋅ 4 Baths ⋅ Tuskawilla Crossings 34'S SubDv. ⋅ 32708 Zip Code

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!

1421 Happy Bird Lane, Winter Springs

$249,900

3 Beds ⋅ 2 Baths ⋅ Deersong 2 SubDv. ⋅ 32708 Zip Code

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..

270 San Gabriel Street, Winter Springs

$359,900

4 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 09 SubDv. ⋅ 32708 Zip Code

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

113 Lido Road, Winter Springs

$3,998,000

5 Beds ⋅ 7 Baths ⋅ Lake Jessup SubDv. ⋅ 32708 Zip Code

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.

1112 Orange Avenue, Winter Springs

Start Your Search

Prev
1
2
3
of 3
Next

There are 112 homes for sale in Winter Springs, Florida as of 2026-08-29, at a median list price of $388,495 and a median of 48 days on market. Every active Winter Springs listing is above, newest first. What follows is what those listings add up to.

Winter Springs market at a glance

Active listings	112
Median list price	$388,495
Median price per square foot	$239
Median size	1,612 square feet
Median year built	1987
Median days on market	48
On market 60+ days	47 (41.96%)
Priced below original asking	64 (57.14%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-08-29. Updated weekly.

What the numbers say for Winter Springs buyers

64 of the 112 Winter Springs homes on the market (57%) are asking less than they did on day one, and 47 (42%) have been listed 60 days or longer. Those two figures are the practical case for making an offer here. A seller 48 days in who has already cut once is a different negotiation than one of the 65 listings still inside its first 60 days.

Across the 64 Winter Springs listings that have already come down, the typical reduction is 5.29% off the original asking price. That is the size of a first concession, not a final one.

Winter Springs homes by price range

Under $250,000	16	14.3%
$250,000 to $400,000	45	40.2%
$400,000 to $600,000	30	26.8%
$600,000 and up	21	18.8%

Property types in Winter Springs

Single Family Residence	77
Townhouse	25
Condominium	10

Neighborhoods and subdivisions in Winter Springs

Every Winter Springs subdivision with at least 4 active listings, ranked by inventory. These 26 homes are 23% of the Winter Springs market; the rest are in smaller subdivisions or on unplatted land.

Subdivision	Active	Median price	Median DOM	Price per sq ft
Cypress Club	5	$215,000	156	$184
Oak Forest	5	$449,700	13	$239
Deersong 2	4	$276,950	75	$252
Casa Park Villas	4	$244,949	2	$212
North Orlando Ranches	4	$388,700	133	$258
Tuscawilla	4	$736,950	83	$280

Subdivision names come from the MLS as agents entered them. Counts as of 2026-08-29.

About Winter Springs

Winter Springs is a city of 38,342 at the 2020 census, in the central southwest part of Seminole County.

It has been renamed twice. It was settled around 1865 as the community of Tuskawilla, incorporated in 1959 as the City of North Orlando, and renamed the City of Winter Springs in 1972 because it is not adjacent to Orlando and the old name caused confusion.

Its growth is recent and steep: 609 residents in 1960, 10,475 by 1980, 38,342 by 2020.

Winter Springs zip codes

32708 (112 listings)

Winter Springs homes by property type

Frequently asked questions

How many homes are for sale in Winter Springs, FL?

There were 112 active residential listings in Winter Springs as of 2026-08-29, at a median list price of $388,495. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median home price in Winter Springs, FL?

The median list price in Winter Springs was $388,495 as of 2026-08-29, or about $239 per square foot. The median home on the market is 1,612 square feet and was built in 1987.

How long do homes take to sell in Winter Springs?

Median days on market was 48 as of 2026-08-29. 47 of the 112 listings, 42% of the Winter Springs market, have been listed 60 days or longer, and that is where most of the negotiating room sits.

Are Winter Springs sellers reducing their prices?

64 Winter Springs listings, 57.14% of the market, are now asking less than they did originally, at a median reduction of 5.29%. That is the size of a typical first concession here, and it is usually not the last one.

What neighborhoods are in Winter Springs, FL?

57 named subdivisions had at least one active listing in Winter Springs as of 2026-08-29. 6 of them had 4 or more, and those are listed above with their own median price and days on market. Cypress Club led with 5 active listings at a median of $215,000.

What zip codes cover Winter Springs, FL?

Winter Springs listings sat in 1 zip code as of 2026-08-29: 32708 with 112 active listings.

The Homes In Orlando Team at NextHome Neighborhood Realty covers Orange, Seminole, Lake and Volusia counties. Call or text 407-616-9019 to see any Winter Springs listing on this page.