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Winter Springs, FL Homes for Sale

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  • /30

    $279,990

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,091 Sq Ft

    314 San Gabriel St, Winter Springs, FL 32708

    Seller offering $2,500.00 toward Buyers Closing costs with an acceptable offer. Welcome to your dream home, perfectly positioned for easy commuting in Central Florida. This 3 bedroom, 2 full baths, split bedroom plan and screen enclosed side porch home boasts upgrades that make it shine brighter than most — capturing attention with these enhancements: Water Heater (Installed 03/2026), Roof

    Agent Photo

    Linda Bain

    WEICHERT REALTORS HALLMARK PRO

    (321) 467-7851

    314 San Gabriel St, Winter Springs, FL 32708
  • /75

    $625,000

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,474 Sq Ft

    214 Chestnut Ridge St, Winter Springs, FL 32708

    BEST Value in Tuscawilla! Here is your future DREAM HOME! Best price DIRECT GOLF FRONT HOME IN ORLANDO! Did you ever dream of drinking your Coffee daily while looking at a pristine GOLF course and Conservation view? CUSTOM HOME that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course. Builder of this neighborhood built this One of a kind home for himself and it has a one of a kind view.

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    Laurie Cain

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 472-3134

    214 Chestnut Ridge St, Winter Springs, FL 32708
  • /29

    $549,900

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,321 Sq Ft

    1054 Winding Waters Cir, Winter Springs, FL 32708

    This beautiful 4-bedroom, 3-bath, one-story pool home offers over 2,300 sqft of living space on a premium conservation lot with no rear neighbors, providing privacy and a peaceful setting. Major updates already completed: roof 2019, AC updated 2020–2021, pool resurfaced 2022, and kitchen updated 2022. Solar panels will be paid off at closing, giving the new owner added value and energy

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    Alexa Monasterio Flores

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 450-8067

    1054 Winding Waters Cir, Winter Springs, FL 32708
  • /16

    $563,408

    $55K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,502 Sq Ft

    1421 Happy Bird Ln, Winter Springs, FL 32708

    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

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    Brent DeHoop

    RE/MAX ASSURED

    (321) 218-3692

    1421 Happy Bird Ln, Winter Springs, FL 32708
  • /62

    $534,900

    $14K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,922 Sq Ft

    440 Buckskin Ct, Winter Springs, FL 32708

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** PAID-OFF 15kW SOLAR + 10Gb whole-home Ethernet — corner lot in the heart of Winter Springs! This 4BR/2.5BA Deer Run home blends colonial charm and fresh curb appeal with smart upgrades new construction can't touch.

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    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 329-3872

    440 Buckskin Ct, Winter Springs, FL 32708
  • /33

    $313,700

    $4K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    702 Glasgow Ct, Winter Springs, FL 32708

    Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and

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    Carrie Shawfield

    SHAWFIELD REALTY GROUP

    (321) 638-5391

    702 Glasgow Ct, Winter Springs, FL 32708
  • /48

    $838,500

    $412K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,350 Sq Ft

    1444 Bird Rd, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula – Welcome to your fully reimagined lakefront retreat at 1444 Bird Road in the heart of Winter Springs. Nestled along the serene shores of Lake Tony, this highly detailed, professionally rehabbed home blends modern luxury with timeless Florida charm. From the moment you arrive,

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    Bobby Keen

    KEEN REALTY GROUP, INC.

    (321) 325-3174

    1444 Bird Rd, Winter Springs, FL 32708
  • /43

    $249,990

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    294 San Gabriel St, Winter Springs, FL 32708

    Beautifully maintained 2-bedroom, 2-bath single-family home located in the desirable Deersong community of Winter Springs! Built in 1994 and offering 1,105 heated square feet, this move-in-ready home features numerous major updates for peace of mind. Recent improvements include interior paint (2025), waterproof laminate flooring in the living room and both bedrooms (2025), a full-home repipe

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    Jay Patterson

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 655-7468

    294 San Gabriel St, Winter Springs, FL 32708
  • /40

    $384,900

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,721 Sq Ft

    622 Anhinga Rd, Winter Springs, FL 32708

    NEW TILE ROOF INSTALLED APRIL 2026 + TRANSFERABLE 4-POINT INSPECTION + APPROXIMATELY 5-MINUTE WALK TO HIGHLANDS ELEMENTARY! Welcome to 622 Anhinga Road, a move-in-ready home located in the highly desirable Greenspointe community of Winter Springs. One of the most expensive updates a homeowner can face has already been completed with a BRAND-NEW TILE ROOF installed in April 2026, providing

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    Alexa Monasterio Flores

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 450-8473

    622 Anhinga Rd, Winter Springs, FL 32708
  • /36

    $579,900

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft

    50 Oak Bend Ct, Oviedo, FL 32765

    Nestled in the highly desirable Tuskawilla community of Oviedo, this beautifully maintained home offers the perfect blend of comfort, privacy, and timeless charm. Featuring 3 bedrooms, 2.5 bathrooms, and a versatile BONUS LOFT area ideal for a home office, playroom, or potential 4th bedroom, this home is thoughtfully designed for both everyday living and entertaining. Enjoy peace of mind with

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    Evelyn Hartnett

    SOUTHERN REALTY ENTERPRISES

    (321) 384-6071

    50 Oak Bend Ct, Oviedo, FL 32765
  • /32

    $284,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,409 Sq Ft

    1637 Orrington Payne Place, Casselberry, FL 32707

    Tucked inside the gated community of The Parke at Hanover Place, this move-in ready, end-unit townhome offers a great combination of space, privacy and low-maintenance living. Located in a super convenient Seminole County location, this townhome has three bedrooms, 2.5-baths, and a one-car garage, giving you plenty of space for all your needs. When you arrive, you'll notice the oversized

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    Melissa Flores

    PREMIER SOTHEBYS INT'L REALTY

    (321) 359-8090

    1637 Orrington Payne Place, Casselberry, FL 32707
  • /13

    $389,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    Catalina Plan at Hickory Grove, Winter Springs, FL 32708

    The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 36468370, Winter Springs, FL 32708
  • /54

    $519,000

    $60K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    934 Torrey Pine Dr, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Beautifully remodeled golf course home in the highly desirable Tuscawilla community! This move-in ready residence has been extensively updated with a fresh modern design throughout, including all new flooring, new interior paint, new granite countertops, custom designer backsplash, stainless steel appliances, and an updated interior lighting

    James Clark CENTURY 21 ALTON CLARK

    934 Torrey Pine Dr, Winter Springs, FL 32708
  • /14

    $404,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    Catalina II Plan at Hickory Grove, Winter Springs, FL 32708

    With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owners suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 36446933, Winter Springs, FL 32708
  • /19

    $462,990

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    Sofia Plan at Hickory Grove, Winter Springs, FL 32708

    Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 39088456, Winter Springs, FL 32708
  • /19

    $374,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    Aurora Plan at Hickory Grove, Winter Springs, FL 32708

    As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 36446067, Winter Springs, FL 32708
  • /51

    $769,000

    $16K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,205 Sq Ft

    126 Seville Chase Dr, Winter Springs, FL 32708

    **Price Improvement** and a $20,000.00 SELLER CONCESSION towards buyer's closing costs ** Welcome to Seville Chase, a quiet gated neighborhood in Winter Springs with tree-lined streets and access to great schools like South Seminole Middle and Winter Springs High Schools.This 5-bedroom, 4-bath home sits on a large 0.41-acre lot and offers over 3,000 square feet of living space, mostly on one

    Robert Johnson KELLER WILLIAMS ADVANTAGE REALTY

    126 Seville Chase Dr, Winter Springs, FL 32708
  • /40

    $850,000

    • 5 Beds
    • 3.5 Baths
    • 3,118 Sq Ft

    1160 Citrus Oaks Run, Winter Springs, FL 32708

    Exceptional luxury living awaits in this beautifully reimagined 5-bedroom, 3.5-bath residence located within an exclusive gated community. Offering over 3,100 square feet of refined living space, this impressive home showcases luxury finishes and thoughtful upgrades throughout, including elegant travertine flooring, rich oil-rubbed plank floors, and a stunning updated kitchen appointed with

    Michael Julian JULIAN PROPERTIES, INC.

    1160 Citrus Oaks Run, Winter Springs, FL 32708
  • /68

    $2,799,000

    New Construction $101K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,132 Sq Ft

    1447 Bird Rd, Winter Springs, FL 32708

    Discover the pinnacle of secluded luxury in this brand-new, 8,000 SF estate, nestled in picturesque Winter Springs. From the moment you arrive, the custom glass French entry doors hint at the artistry within. Stepping into the grand foyer, you are greeted by statement marble and mosaic flooring that sets a tone of elegance, a design narrative that flows seamlessly throughout the home. Designed

    Robert Kirkwood MAVREALTY

    1447 Bird Rd, Winter Springs, FL 32708
  • /33

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,857 Sq Ft

    629 Ryan Ct, Winter Springs, FL 32708

    Beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after Highlands community in Winter Springs, FL. Real hardwood floors flow through the main living areas, adding warmth and timeless appeal. The spacious kitchen features elegant stone countertops, ample cabinetry, and plenty of room for cooking and entertaining. The primary suite serves as a relaxing retreat with an

    Lisa D Orazio SOTERA LIVING

    629 Ryan Ct, Winter Springs, FL 32708
  • /34

    $739,000

    • 4 Beds
    • 3.5 Baths
    • 3,281 Sq Ft

    613 Bonita Rd, Winter Springs, FL 32708

    Tucked beneath a canopy of mature trees in one of Winter Springs’ most charming ranch-style settings, this custom 2016 Craftsman is the kind of home buyers rarely come across. With 4 bedrooms, 3.5 baths, a dedicated office, upstairs loft, and 3,281 square feet of thoughtfully designed living space, every inch of this home blends warmth, function, and elevated style. From the oversized front porch

    Victoria Myers RE/MAX TOWN & COUNTRY REALTY

    613 Bonita Rd, Winter Springs, FL 32708
  • /28

    $650,000

    • 4 Beds
    • 2 Baths
    • 2,126 Sq Ft

    998 El Lago Terrace, Winter Springs, FL 32708

    Welcome to Sunrise Estates and your opportunity to own a truly unique property inthe heart of Winter Springs! Sitting on just **OVER AN ACRE** at the end of a quiet **CUL-DE-SAC**, this single story **POOL HOME**combines privacy, upgrades, and location in a way that is hard to find. Major improvements bring peace of mind, starting with a NEWER ROOF (2021), UPDATED A/C (2022), NEW WATER

    Jennifer Wemert WEMERT GROUP REALTY LLC

    998 El Lago Terrace, Winter Springs, FL 32708
  • /44

    $579,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,101 Sq Ft

    1702 Davenport Ct, Winter Springs, FL 32708

    Discover the perfect blend of comfort and convenience in this beautifully refreshed 3-bedroom, 2-bathroom pool home. Boasting a spacious 3-car garage and a sought-after split floor plan, this residence has been revitalized with fresh interior and exterior paint. Experience the ultimate Florida lifestyle—spend your weekends lounging by your private pool or walk across the street to Sam Smith Park.

    Armin Mossaddad SAND DOLLAR REALTY GROUP INC

    1702 Davenport Ct, Winter Springs, FL 32708
  • /80

    $589,900

    • 6 Beds
    • 4 Baths
    • 2,247 Sq Ft

    214 Perth Ct, Winter Springs, FL 32708

    Exceptional investment opportunity in the highly sought-after Highlands community of Winter Springs! This rare and one-of-a-kind duplexfeatures two spacious 3-bedroom, 2-bath units, each offering a 2-car garage, fenced backyard, soaring high ceilings, and thoughtfully designedfloor plans that create an open and inviting feel. Both sides are professionally leased, currently generating a

    Jeffrey Osborn, Jr EXP REALTY LLC

    214 Perth Ct, Winter Springs, FL 32708
  • /62

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    1406 Blumberg Blvd, Winter Springs, FL 32708

    Welcome to this almost-new townhome in beautiful Winter Springs! Located in the desirable Hickory Grove community, where you will find a maintenance free living, relaxing pool and cabana, playground for the little ones and a dog park for your furry friend, all just a few steps away and NO CDD to pay. The monthly HOA dues also include: landscaping, irrigation, weed control, exterior paint, roof,

    Kalex Espinosa RALISTO, LLC

    1406 Blumberg Blvd, Winter Springs, FL 32708
  • /25

    $325,000

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft

    116 Philadelphia Way, Winter Springs, FL 32708

    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

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    116 Philadelphia Way, Winter Springs, FL 32708
  • /53

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    632 Blenheim Loop, Winter Springs, FL 32708

    Good afternoon and welcome to your new 4 bedroom, 3 bathroom, and 2 car garage gated community home! The HOA fee is only $150 a month and covers all lawn maintenance, trimming of shrubs, fertilization, irrigation and outside pest control. The minute you walk in the front door, you will already begin to see your future holiday and family gatherings. The high ceilings are perfect for a tall

    Susan Young REALTY HUB

    632 Blenheim Loop, Winter Springs, FL 32708
  • /24

    $238,000

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    600 Northern Way Unit 205, Winter Springs, FL 32708

    Come see 600 Northern Way, a residence significantly improved with fresh interior paint and partial flooring replacement throughout, establishing a noticeably refreshed and Standing ready to welcome its next chapter. The primary bathroom includes double sinks, providing practical utility and contributing to daily comfort. This thoughtfully updated residence provides both style and daily comfort.

    Karen Albright OPENDOOR BROKERAGE LLC

    600 Northern Way Unit 205, Winter Springs, FL 32708
  • /27

    $345,000

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft

    335 Lansbrook Ln, Winter Springs, FL 32708

    Welcome Home to 335 Lansbrook Lane! This move-in ready 2 Bed/2 Bath townhouse is ready for its new owner. Enjoy the ultimate Florida lifestyle with peaceful water views right from your front porch. Inside, you’ll find a functional and inviting layout featuring a downstairs bedroom and full bath, while upstairs offers the primary suite, kitchen, and spacious living area. Conveniently located in

    Trace Christian, III COLDWELL BANKER REALTY

    335 Lansbrook Ln, Winter Springs, FL 32708
  • /54

    $498,900

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,864 Sq Ft

    986 Turkey Hollow Cir, Winter Springs, FL 32708

    986 Turkey Hollow Circle—where comfort, style, and Florida living come together beautifully. Nestled in one of Winter Springs’ most desirable neighborhoods, this 4-bedroom, 2-bath pool home offers the perfect blend of warmth, functionality, and thoughtful updates—just minutes from Tuskawilla Road, SR-434, shopping, dining, and top-rated schools. Step inside to an open, light-filled great room

    Christopher Dunlop CALL IT CLOSED INTL REALTY

    986 Turkey Hollow Cir, Winter Springs, FL 32708
  • /33

    $509,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft

    107 Golden Crest Ct, Winter Springs, FL 32708

    Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation.The home features a

    Dianne Moore FLORIDA REALTY INVESTMENTS

    107 Golden Crest Ct, Winter Springs, FL 32708
  • /45

    $499,000

    $41K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    1304 Ortega St, Winter Springs, FL 32708

    Improved Price: Your Time to Win. THIS IS THE ONE you’ve been waiting for in Winter Springs. This spacious 4-bedroom, 2.5-bath home with 2,152 SqFt offers the perfect combination of space, flexibility, and income potential. Located in a non-flood zone with low HOA and NO rental restrictions, this is a rare find for both homeowners and savvy investors. Featuring a unique three-level layout, the

    Farasley Ramirez Labrada HOME PRIME REALTY LLC

    1304 Ortega St, Winter Springs, FL 32708
  • /40

    $499,999

    Open Sat 1PM - 4PM $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,378 Sq Ft

    1200 Royal Oak Dr, Winter Springs, FL 32708

    Welcome to the highly sought after Fairway Oaks at Tuscawilla community, where homes like this rarely come available! This spacious home features 3 bedrooms and 3 full bathrooms, 2,378 square feet of thoughtfully designed living space, and a private pool in the generously sized, fenced-in backyard oasis. As you enter through the private courtyard, discover the details that make this home so

    Nicholas Masi THE PALMS PROPERTY GROUP

    1200 Royal Oak Dr, Winter Springs, FL 32708
  • /42

    $485,000

    $14K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,147 Sq Ft

    122 Stone Gable Cir, Winter Springs, FL 32708

    PRICED TO SELL + $15,000 INCENTIVE!!. WELCOME TO YOUR COMPLETELY WORRY-FREE OASIS. SELLER IS OFFERING A GENEROUS $15K CREDIT AT CLOSING TO HELP YOU BUY DOWN YOUR MORTGAGE RATE, OR CLOSING COSTS. ENJOY INCREDIBLE PEACE OF MIND WITH A STRONG MECHANICAL FOUNDATION: FEATURING ROOF, A/C & WATER HEATER UPDATED IN 2017. INSIDE EVERYTHING FEELS FRESH AND BRAND NEW WITH FRESH INTERIOR PAINT THROUGHOUT,

    Connie Shepherd HOME WISE REALTY GROUP, INC.

    122 Stone Gable Cir, Winter Springs, FL 32708
  • /43

    $489,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,309 Sq Ft

    131 Lisa Loop, Winter Springs, FL 32708

    Check out this spacious 4-bedroom, 2.5 bath home in Winter Springs, located in the highly sought-after Seminole County school district! Discover comfort and space in this corner lot home in The Oaks at the Highlands Subdivision. This well-designed home offers more than 2,300 square feet of living space with a functional layout that features the primary suite on the first floor along with a flex

    Nathan Bailey BAILEY CAMPBELL PROPERTIES

    131 Lisa Loop, Winter Springs, FL 32708
  • /41

    $509,900

    • 3 Beds
    • 3 Baths
    • 1,905 Sq Ft

    1020 Taproot Dr, Winter Springs, FL 32708

    Welcome to highly sought-after Oak Forest in Winter Springs! Built in 2021, this beautifully maintained 3-bedroom, 3-bathroom home offers modern style, energy efficiency, and a versatile floorplan designed for today’s lifestyle. With all major systems from 2021, this move-in ready home provides peace of mind and low-maintenance living throughout. Inside, you’ll find plank tile flooring, abundant

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1020 Taproot Dr, Winter Springs, FL 32708
  • /27

    $340,000

    • 3 Beds
    • 2.5 Baths
    • 1,602 Sq Ft

    576 Pinebranch Cir, Winter Springs, FL 32708

    Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, ideally located in the heart of Winter Springs. This spacious corner-unit home offers 3 bedrooms, 2.5 bathrooms, and a private setting backing to conservation with no rear neighbors. Inside, you’ll find an inviting open floor plan filled with natural light, a generous living area perfect for entertaining,

    Mario Zendeli COMPASS FLORIDA LLC

    576 Pinebranch Cir, Winter Springs, FL 32708
  • /41

    $479,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,649 Sq Ft

    143 Hayes Rd, Winter Springs, FL 32708

    Welcome to 143 Hayes Rd, Winter Springs a rare opportunity to own a beautifully renovated home in one of the area’s most exclusive and sought-after locations. Situated on a huge corner lot surrounded by mature trees, this property offers privacy, space, and the freedom of no HOA with low property taxes. This home has been recently updated and is truly move-in ready, featuring a 2017 roof,

    Karla De La Cruz EMPIRE NETWORK REALTY

    143 Hayes Rd, Winter Springs, FL 32708
  • /40

    $330,000

    $3K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft

    572 Pinebranch Cir, Winter Springs, FL 32708

    This beautiful 3 bedroom 2.5 bath townhome is located in Winter Springs near 417 plenty of shopping with a premium lot. new roof 2022 updated HVAC system. includes refrigerator, range, and dishwasher, and microwave This gated community has so much to see lots of walking the balcony is private over looking the trees and nature.

    April Angry EXP REALTY LLC

    572 Pinebranch Cir, Winter Springs, FL 32708
  • /2

    $525,000

    • 4 Beds
    • 3.5 Baths
    • 2,164 Sq Ft

    424 Flatwood Dr, Winter Springs, FL 32708

    Excellent opportunity in desirable Tusca Oaks/Tuscawilla area. Spacious 4BR/2.5BA with functional floor plan, generous room sizes, and strong curb appeal. Home has been well maintained and is in mostly original condition, offering buyers the chance to update to their personal taste while gaining value in a highly desirable Seminole County location. Brand New Roof - 1 yr old. Community features

    Alexandra Arena-Gil EXP REALTY LLC

    424 Flatwood Dr, Winter Springs, FL 32708

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Why Live in Winter Springs

Winter Springs, located in Seminole County, FL, is a lakeside city near Orlando with a population of nearly 40,000. Positioned on the south shore of Lake Jesup, Winter Springs provides an outdoorsy lifestyle with 12 public green spaces, including Central Winds Park, which hosts community events like the Hometown Harvest fall festival and the Central Winds Music Festival. The park also features a fishing pier overlooking Lake Jesup, known for its high concentration of alligators, making land-based activities such as hiking and wildlife viewing popular. The city is served by Seminole County Public Schools, which are highly rated, including Winter Springs High School, known for its rigorous fine arts program. Housing options in Winter Springs range from midcentury homes and manufactured homes in the Highlands neighborhood to new townhouse communities and luxury gated communities. Most shopping and dining options are along State Road 434, with additional retail opportunities in nearby Oviedo and Winter Park. Commuting is facilitated by State Routes 434, 419, and 17, with the LYNX Transit System providing public transportation. The Orlando Sanford International Airport is about 7 miles away, while Orlando International Airport is approximately 30 miles away. Winter Springs enjoys a warm, humid climate with infrequent hurricanes and major flooding. The city has seen a decrease in crime, with 230 cases of violent crime and 315 cases of property crime reported in 2023, comparing favorably to the national average.

Frequently Asked Questions

What is the average home price in Winter Springs, FL?
Homes for sale in Winter Springs, FL have an average home price of $497,027.
How many homes have sold over the last 12 months in Winter Springs, FL?
625 homes have sold in Winter Springs, FL over the last 12 months.
Is Winter Springs, FL a safe city?
In general, the safest neighborhood in Winter Springs, FL with lower crime scores is Highlands.
What are the most popular zip codes in Winter Springs, FL?
The most popular zip codes in Winter Springs, FL include 32708, 32707, 32765, 32773 and 32750.
What are the most popular neighborhoods in Winter Springs, FL?
The most popular neighborhood in Winter Springs, FL with the most homes for sale is Highlands.
How much do you need to make to afford a house in Winter Springs?
The median home price in Winter Springs is $434,900. If you put a 20% down payment of $87,000 and had a 30-year fixed mortgage with an interest rate of 6.53%, your estimated principal and interest payment would be $2,210 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K a year to afford the median home price in Winter Springs. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winter Springs, FL?
Winter Springs, FL has highly rated public and private schools. Some of the best schools in Winter Springs based on Niche Grades are St Luke's Lutheran School, The Geneva School and Rainbow Elementary School. The neighborhood in Winter Springs with the highest rated schools is Highlands. Browse all the schools in Winter Springs, FL to learn more.

Home Trends in Winter Springs, FL

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$413,459
Median 2 Bedroom Sale Price
$177,000
Median 1 Bedroom Sale Price
$150,000
Average Price Per Sq Ft
$243
Number of Homes for Sale
147
Last 12 months Home Sales
625
Months of Supply
2.80
Median List Price
$434,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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