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Winter Springs Houses for Sale

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  • /37

    $725,000

    • 6 Beds
    • 3 Baths
    • 3,775 Sq Ft

    1121 Needlewood Loop, Oviedo, FL 32765

    ***Seller motivated - Offering $7,500 towards closing costs or rate buy down*** Priced at only $192 per sqft this home is a steal!This stunning 6-bedroom, 3-bath home offers nearly 4000 sqft of fully renovated living space. The roof was replaced in 2024, and electrical and plumbing systems have been updated for peace of mind. Inside, enjoy luxurious vinyl floors (scratch and water proof),

    Agent Photo

    Farzana Zalil

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 517-2877

    1121 Needlewood Loop, Oviedo, FL 32765
  • /40

    $700,000

    • 4 Beds
    • 3.5 Baths
    • 3,094 Sq Ft

    480 Buckhorn Dr, Winter Springs, FL 32708

    You don’t want to miss this stunning 4-bedroom, 3.5-bathroom home located in the highly sought-after community of Winter Springs Village. Tucked away on a quiet street, this elegant residence offers over 3,000 square feet of open living space and backs up to a peaceful pond with a bubbling fountain, creating the perfect blend of privacy and serenity. As you enter the neighborhood, you're greeted

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    Nick Gustafson

    FLORIDA REALTY INVESTMENTS

    (321) 405-1590

    480 Buckhorn Dr, Winter Springs, FL 32708
  • /31

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,284 Sq Ft

    1166 Mapimi Ct, Winter Springs, FL 32708

    This move-in ready gem is nestled on a quiet cul-de-sac with no rear neighbors and a vast green space behind offering peace, privacy, and a scenic backdrop. Boasting a stylish renovation, this home is truly turnkey and ready for its new owners. Step inside to an inviting open floor plan with vaulted ceilings and new flooring throughout the main living areas. The spacious Living Room/Dining Room

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    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 483-8101

    1166 Mapimi Ct, Winter Springs, FL 32708
  • /59

    $538,500

    • 4 Beds
    • 3 Baths
    • 2,066 Sq Ft

    679 N Endeavour Dr, Winter Springs, FL 32708

    Welcome to your dream home in the heart of Winter Springs! This beautifully updated four-bedroom, three-bath Oak Forest residence offers the perfect blend of comfort and style. As you step inside, you'll be greeted by a modern interior with vaulted ceilings, a skylight, and ceramic tile throughout. The open floor plan creates a welcoming atmosphere that immediately feels like home. With four

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    William Navarro

    CENTERGATE REALTY LLC

    (321) 241-9829

    679 N Endeavour Dr, Winter Springs, FL 32708
  • /53

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,947 Sq Ft

    643 Blenheim Loop, Winter Springs, FL 32708

    Price Adjustment! FREE HOA until Jan 2026!! Step into a beautiful 4-bedroom, 2-bathroom single-family POOL home nestled in the heart of Winter Springs. Roof 2021, Water Heater 2021, HVAC 2021, Whole House Water Softener System, Saltwater PLUNGE POOL 2005, Pool Pump replaced 6/2024, Exterior paint 2022. With 1,947 sq ft of comfortable living space, this home combines practicality with charm. The

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    Keegan Siegfried

    LPT REALTY, LLC

    (321) 490-4466

    643 Blenheim Loop, Winter Springs, FL 32708
  • /47

    $624,900

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    1096 Dyson Dr, Winter Springs, FL 32708

    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

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    Lorena Cabal Ospina

    AGENT TRUST REALTY CORPORATION

    (321) 360-4403

    1096 Dyson Dr, Winter Springs, FL 32708
  • /42

    $709,900

    • 5 Beds
    • 3.5 Baths
    • 3,418 Sq Ft

    583 Treehouse St, Winter Springs, FL 32708

    Short Sale. OWNER SAYS SELL!!! Mediterranean style home in a perfect Winter Springs location. This home features a tile roof, paver driveway and inviting front porch perfect to watch your family enjoy the front yard or catch up with neighbors. Upon walking through the front door you will be welcomed with an open floor plan including a gourmet kitchen featuring; 42" soft close cabinets, granite

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    Frank Mediavilla

    KNIGHTS REALTY

    (321) 353-7189

    583 Treehouse St, Winter Springs, FL 32708
  • /33

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,831 Sq Ft

    861 Big Buck Cir, Winter Springs, FL 32708

    Home Sweet Home. This well-loved Winter Springs property is tucked away on a .27 acre lot that backs up to a wooded greenbelt. There is plenty of backyard to make your own, whether it’s meditating to a symphony of songbirds, relaxing by a firepit under the night sky, getting the gang together for an afternoon of group sports, or lounging on the screen porch that faces it all. Bonus: There’s room

    Sheri Malin REDFIN CORPORATION

    861 Big Buck Cir, Winter Springs, FL 32708
  • /77

    $785,000

    • 4 Beds
    • 2.5 Baths
    • 3,334 Sq Ft

    1204 Swan St, Winter Springs, FL 32708

    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

    Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

    1204 Swan St, Winter Springs, FL 32708
  • /33

    $629,000

    • 4 Beds
    • 2 Baths
    • 2,492 Sq Ft

    659 Cayuga Dr, Winter Springs, FL 32708

    Classic Chelsea Woods Single Story HomeBuilt with vision by female custom builder Von Jacobs and cherished by its one original owner, this Chelsea Woods residence in Tuscawilla carries a story of care, light, and possibility. Now, it’s ready for new memories to be made.This 4-bedroom, 2-bathroom home offers over 2,400 square feet of thoughtfully crafted space featuring an open and

    Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

    659 Cayuga Dr, Winter Springs, FL 32708
  • /30

    $724,900

    • 5 Beds
    • 3.5 Baths
    • 3,014 Sq Ft

    422 Dancing Water Dr, Winter Springs, FL 32708

    Welcome to this beautifully maintained single-story home in the sought-after Tuskawilla area of Winter Springs. Built in 2019, this property offers a modern open layout with soaring vaulted ceilings that create an airy, spacious feel throughout. The kitchen features a walk-in pantry and opens seamlessly to the living areas, making it ideal for both everyday living and entertaining.The home

    Cindy Sosa-Castro COLDWELL BANKER RESIDENTIAL RE

    422 Dancing Water Dr, Winter Springs, FL 32708
  • /43

    $599,999

    • 3 Beds
    • 2.5 Baths
    • 2,525 Sq Ft

    1268 Scandia Terrace, Oviedo, FL 32765

    Welcome to the desirable community of Tuska Ridge! This 3-bedroom, 2.5-bath home offers over 2,500 sq. ft. of living space designed for both everyday comfort and entertaining. The thoughtful floor plan includes a separate formal living and dining room, as well as a spacious family room that opens directly to the kitchen and breakfast nook. Expansive sliding glass doors in both the family and

    James Clark CENTURY 21 ALTON CLARK

    1268 Scandia Terrace, Oviedo, FL 32765
  • /35

    $705,000

    • 4 Beds
    • 3 Baths
    • 3,058 Sq Ft

    1155 Oak Creek Ct, Winter Springs, FL 32708

    Peace, privacy, and timeless comfort await at this immaculate two-story home nestled on over half an acre in the heart of Eagles Point. Surrounded by nature and backing to the quiet flow of Howell Creek, this home was made for those who crave a slower pace, deeper roots, and room to breathe. Inside, natural light pours into generous spaces that feel welcoming and open—ideal for both quiet

    Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

    1155 Oak Creek Ct, Winter Springs, FL 32708
  • /44

    $809,000

    • 5 Beds
    • 4 Baths
    • 3,380 Sq Ft

    1078 Alvina Ln, Oviedo, FL 32765

    *Price Improvement*Luxurious and Family-Perfect 3,300+ Sq. Ft. Home in Oviedo with Pool, Smart Upgrades, and PremiumFinishesWelcome to 1078 Alvina Ln, a home where sophistication meets everyday practicality. Designed withboth style and function in mind, this 5-bedroom, 4-bathroom residence spans over 3,300 square feet,offering an ideal layout for family living

    Khozaif Merali CHARLES RUTENBERG REALTY ORLANDO

    1078 Alvina Ln, Oviedo, FL 32765
  • /73

    $685,000

    • 4 Beds
    • 2.5 Baths
    • 3,119 Sq Ft

    201 Burgess Dr, Winter Springs, FL 32708

    Welcome to 201 Burgess Drive, an elegant colonial-style home in the gated Avery Park community of Winter Springs. This spacious 4-bedroom, 2.5-bath residence offers a warm and inviting atmosphere perfect for families and entertaining alike. Step inside to find beautifully updated interiors featuring plantation shutters, fresh paint, new light fixtures, and brand-new flooring on the entire first

    Virginia Bellhorn WATSON REALTY CORP

    201 Burgess Dr, Winter Springs, FL 32708
  • /61

    $560,000

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    1352 Ortega St, Winter Springs, FL 32708

    Welcome to this beautifully updated, move-in ready, fully furnished 3-bedroom, 2-bath single-family home — complete with furniture, decor, and appliances! Located in the desirable Sunrise community of Winter Springs. The house has an enclosed rear patio an additional 4th air conditioned space/room, offering flexible space for a gym, sun room or home office.Set on an oversized 0.27-acre

    Renan Serretiello FLORIDA CONNEXION PROPERTIES

    1352 Ortega St, Winter Springs, FL 32708
  • /39

    $559,900

    • 4 Beds
    • 3 Baths
    • 2,256 Sq Ft

    909 Devon Creek Rd Unit 4, Winter Springs, FL 32708

    Welcome home to this stunning 4-bedroom, 3-bathroom residence located in the heart of Winter Springs, nestled within the highly sought-after gated community of Parkstone. This beautifully upgraded home offers the perfect blend of luxury, comfort, and functionality.Step inside through elegant French doors and be greeted by soaring ceilings and luxurious ceramic tile flooring that flow through

    Kedi Ma FLORIDA REALTY INVESTMENTS

    909 Devon Creek Rd Unit 4, Winter Springs, FL 32708
  • /48

    $625,000

    • 5 Beds
    • 4.5 Baths
    • 3,512 Sq Ft

    423 Sandringham Ct, Winter Springs, FL 32708

    Nestled in the highly sought-after community of Parkstone, this stunning 3,512 sq. ft. home boasts exceptional craftsmanship and thoughtful details throughout. From the moment you step inside, the rich wood floors seamlessly flow through the open-concept floor plan, setting the tone for this inviting and spacious home. With two primary suites and an additional ensuite bedroom, this home offers

    Tania Crandall SHORESTONE PROPERTY GROUP

    423 Sandringham Ct, Winter Springs, FL 32708
  • /43

    $580,000

    • 4 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    792 Seneca Meadows Rd, Winter Springs, FL 32708

    Welcome to the highly sought after gated community of Parkstone in Winter Springs, an established resort-style neighborhood known for its charm, tranquility, top rated A-rated schools, and lawn care is included with the low HOA. Recently updated with a new roof (July 2024) and HVAC system (2020), this 2,375 sq. ft. residence offers the ideal balance of timeless elegance and everyday

    Evelyn Malave LPT REALTY, LLC

    792 Seneca Meadows Rd, Winter Springs, FL 32708
  • /42

    $555,000

    • 3 Beds
    • 2 Baths
    • 1,846 Sq Ft

    1102 Winter Springs Blvd, Winter Springs, FL 32708

    Fully remodeled home in the Tuskawilla Country Club neighborhood. This 3 bedroom 2 bathroom features a large custom kitchen overlooking the dining room and spacious living area. The new upgraded cabinets include 2 Lazy Susans and a pullout spice rack. All new kitchen appliances. There is a large fireplace separating the living room from the dining room. The split plan design features the primary

    Warren Gagne NEXTHOME NEIGHBORHOOD REALTY

    1102 Winter Springs Blvd, Winter Springs, FL 32708
  • /17

    $625,000

    • 5 Beds
    • 3 Baths
    • 2,899 Sq Ft

    604 Timberwilde Ct, Winter Springs, FL 32708

    Outstanding Grand 5 BD/3 Full Baths with a Large Bonus room can be a 6th bedroom, a fantastic Home office. Beautiful Saltwater screened Pool. is also solar heated. Solar energy. New Roof, 1 Year 7/24. Updated Kitchen with Stainless steel appliances.Quartz countertops in the kitchen , granite in the bathrooms. Custom Cherry Cabinets.Walk in pantry. Upgraded Baths! Superb Family Rm, Light &

    Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

    604 Timberwilde Ct, Winter Springs, FL 32708
  • /30

    $597,700

    • 4 Beds
    • 3 Baths
    • 2,361 Sq Ft

    821 Shallow Brook Ave, Winter Springs, FL 32708

    PRICE REDUCTION!!! If you’ve just been waiting for the perfect house situated in the lushly landscaped and much sought-after Winter Springs neighborhood of WINDING HOLLOW, now is your chance! Welcome to 821 Shallow Brook! Enter this lovingly maintained home through glass-featured double doors, and breathe in the tranquilizing water views of sparkling pool and peaceful pond. You can enjoy

    Trisha Anderson COLDWELL BANKER REALTY

    821 Shallow Brook Ave, Winter Springs, FL 32708
  • /34

    $269,000

    • 3 Beds
    • 2.5 Baths
    • 2,564 Sq Ft

    1754 Lake St, Oviedo, FL 32765

    Here's your chance to secure a rare waterfront property with incredible potential in one of Oviedo's most scenic corridors. Located on Lake Jessup, 1754 Lake Street offers direct lake access, a sizable 2,500+ sq. ft. footprint, and sits on an oversized lot ideal for redevelopment or high-end renovation.The 3-bedroom, 2-bathroom home has sustained hurricane damage/flooding. With a private

    John Chiumento LPT REALTY, LLC

    1754 Lake St, Oviedo, FL 32765
  • /23

    $423,100

    • 3 Beds
    • 2 Baths
    • 1,751 Sq Ft

    1445 La Paloma Cir, Winter Springs, FL 32708

    Welcome to this recently updated 3 bedroom, 2 bath home offering a spacious and inviting open floor plan. The heart of the home features a modern kitchen with luxury quartz countertops, stainless steel appliances, and a seamless flow into the dining area. The family room extends to an enclosed porch, providing additional living space. Recent upgrades include new flooring throughout, fully

    Kavita Uttamchandani CENTURY 21 CARIOTI

    1445 La Paloma Cir, Winter Springs, FL 32708
  • /27

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,417 Sq Ft

    1037 Birkdale Trail, Winter Springs, FL 32708

    Honey stop the car! Welcome to 1037 Birkdale Trail where timeless elegance meets modern comfort. Tucked away in the highly sought-after Tuskawilla community Greenbrair, this fully renovated 3-bedroom, 2-bath residence redefines everyday living with its blend of sophistication, style, and serenity. Step inside to discover 1,417 sq. ft. of open-concept design, featuring wide-plank luxury

    Rene Droz, III CHARLES RUTENBERG REALTY ORLANDO

    1037 Birkdale Trail, Winter Springs, FL 32708
  • /42

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,147 Sq Ft

    122 Stone Gable Cir, Winter Springs, FL 32708

    ELEGANT CONTEMPORARY HOUSE WELCOMES YOU THROUGH A FOYER INTO THE LIVING/DINING AREA. THE HOUSE HAS 3 BEDROOMS AND THE POTENTIAL TO EASILY BUILD A 4TH ONE, AS IT IS ALREADY IN PUBLIC RECORDS. ADD EQUITY TO YOUR HOME! ALL WINDOWS HAVE WOOD SHUTTERS. KITCHEN IS SPACIOUS, WITH STONE COUNTERS, STONE BACKSPLASH AND STAINLESS STEEL APPLIANCES THAT COMPLEMENT A GAS RANGE. THERE IS AMPLE SPACE FOR A

    Connie Shepherd HOME WISE REALTY GROUP, INC.

    122 Stone Gable Cir, Winter Springs, FL 32708
  • /20

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,262 Sq Ft

    703 Sailfish Rd, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to this charming, move-in-ready home! This cozy abode features a spacious, fenced-in backyard with a screened-in patio, perfect for enjoying outdoor relaxation year-round. Plus, a new roof, ensuring peace of mind for years to come. Inside, you’ll find a freshly painted interior and luxury vinyl plank flooring throughout the main areas and

    Robert Jones OFFERPAD BROKERAGE FL, LLC

    703 Sailfish Rd, Winter Springs, FL 32708
  • /32

    $449,900

    • 4 Beds
    • 2 Baths
    • 1,849 Sq Ft

    111 Lido Rd, Winter Springs, FL 32708

    Welcome to 111 Lido, a home that blends comfort, character, and functionality. Nestled on over a quarter-acre lot, this property boasts a sparkling private pool with a pavered deck, perfect for relaxing afternoons or weekend gatherings. The side-load garage with extended driveway is a mechanic’s dream, enhanced with a hands-free music system and recessed speakers for the ultimate workspace.

    Mikael Khaldi HOMESMART

    111 Lido Rd, Winter Springs, FL 32708
  • /20

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    1166 Saddlehorn Cir, Winter Springs, FL 32708

    Featuring over $80,000 in owner updates spanning 2021-2023, this three-bedroom, two-bath home combines comfort, style and functionality that will have you thinking it’s a much larger home. Go inside to find welcoming, open concept living space, sleek laminate flooring and a modern, contemporary design starting with a bright white kitchen, island and farmhouse sink at center, between the dining

    Courtney Bass PREMIER SOTHEBY'S INTL. REALTY

    1166 Saddlehorn Cir, Winter Springs, FL 32708
  • /46

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 4,078 Sq Ft

    202 Arrowhead Ct, Winter Springs, FL 32708

    Unique, custom-built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevations, offering unmatched curb appeal with a travertine-adorned front porch, decorative columns, and a brick-paver circular drive with a portico leading to a rear-facing oversized three-car

    Kim Coburn RE/MAX TOWN & COUNTRY REALTY

    202 Arrowhead Ct, Winter Springs, FL 32708
  • /26

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    1221 La Mesa Ave, Winter Springs, FL 32708

    Welcome to 1221 La Mesa Avenue, a beautifully maintained 3-bedroom, 2-bath home located in the sought-after Sunrise Estates community. From the moment you arrive, you’ll appreciate the quiet street and the peaceful water view setting that makes this home truly special. Inside, you’ll find fresh paint and brand-new carpet that create a light and inviting atmosphere throughout. The spacious living

    Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY

    1221 La Mesa Ave, Winter Springs, FL 32708
  • /52

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,955 Sq Ft

    1054 Winter Springs Blvd, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to 1054 Winter Springs Boulevard, a stunning, fully renovated residence situated on a prime, very secluded corner lot of nearly half an acre in the heart of Seminole County. With no rear neighbors and no neighbors to the right side when facing the front of the property, this home offers exceptional privacy. This unique property backs onto a

    Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

    1054 Winter Springs Blvd, Winter Springs, FL 32708
  • /22

    $479,900

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft

    1111 Ermine Ave, Winter Springs, FL 32708

    WOW!!! $20,000 PRICE REDUCTION. Owner helping with market stimulation! Looking for your dream home in Winter Springs for under $500,000? You just found it! Owner motivated and will contribute $10,000 towards Interest rate buy down with use of preferred lender AND a $10,000 credit for buyer to use as they like with a full price offer. This great 3 bedroom split plan home has a private plunge

    Christy Fauquher PERFECT FIT PROPERTIES

    1111 Ermine Ave, Winter Springs, FL 32708
  • /25

    $444,000

    • 4 Beds
    • 2 Baths
    • 2,064 Sq Ft

    1073 Chesterfield Cir, Winter Springs, FL 32708

    Welcome to 1073 Chesterfield Circle: a well-maintained 4 bedroom, 2 bathroom home located in a quiet, established neighborhood in the desirable Winter Springs/Tuskawilla area.This spacious residence boasts a split floor plan, spacious bedrooms, and a cozy fireplace creating the perfect balance of comfort and functionality. Recent upgrades include a new AC (2024), new roof (2025), and fresh

    Summer Hornburg BELMONT REALTY

    1073 Chesterfield Cir, Winter Springs, FL 32708
  • /33

    $498,500

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft

    1142 Kerwood Cir, Oviedo, FL 32765

    PRICE AND TERMS UPDATE! Seller will contribute up to $11,000 toward a 2/1 interest-rate buydown, giving buyers the opportunity for significantly lower payments in the first two years. Ask me how this works and how much it could save you each month! This property also qualifies for a lender credit toward the appraisal when the buyer uses the preferred lender, Appli Home Loans – ask for

    Ted Moseley, III REAL BROKER, LLC

    1142 Kerwood Cir, Oviedo, FL 32765
  • /40

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft

    1054 W Pebble Beach Cir, Winter Springs, FL 32708

    Welcome to this 2 bedroom, 2 bath 1 car garage METICULOUS, FULLY UPDATED owned home that is ready for its new owners!! As you enter, you will notice the SPLIT plan design, additional sitting space in the Florida room and GORGEOUS kitchen. HVAC 2024, Water Softener 2024. Replumbed 2012, TILE roof 2011. The high ceilings in the kitchen, crown molding throughout and recessed lighting add to the

    Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    1054 W Pebble Beach Cir, Winter Springs, FL 32708
  • /41

    $795,000

    • 4 Beds
    • 3 Baths
    • 2,642 Sq Ft

    390 Singing Tree Ln, Winter Springs, FL 32708

    Welcome to 390 Singing Tree Lane, the crown jewel of Tuskawilla Crossings! This stunning 4-bedroom, 3-bathroom pool home offers over 2,600 square feet of stylish living space, BUILT IN 2021 with a modern open-concept layout, split floor plan, and tile flooring throughout the main areas. The chef’s kitchen boasts quartz countertops, stainless steel appliances, and plenty of space for entertaining,

    Chris Creegan CREEGAN GROUP

    390 Singing Tree Ln, Winter Springs, FL 32708
  • /85

    $499,000

    • 4 Beds
    • 3 Baths
    • 2,268 Sq Ft

    855 Benchwood Dr, Winter Springs, FL 32708

    Price Reduction! Don’t Miss This Stunning Pool Home in Winter Springs!Welcome to your dream home in the desirable Oak Forest community! This custom 4-bedroom, 3-bath residence offers resort-style living with a spacious layout and luxurious outdoor features. Interior Features:Split floor plan for privacy and functionalityOpen-concept kitchen, dining, and great room – perfect for

    Robert McGrew, PA FLAT FEE REAL ESTATE SERVICES LLC

    855 Benchwood Dr, Winter Springs, FL 32708
  • /53

    $689,000

    • 4 Beds
    • 3 Baths
    • 2,473 Sq Ft

    231 Nandina Terrace, Winter Springs, FL 32708

    Welcome to this beautifully upgraded 4-bedroom, 3-bath home with a separate office and an oversized 3-car garage, nestled on a quarter acre manicured lot in the sought-after gated enclave of Howell Creek Reserve in Tuscawilla. From the moment you arrive, you’ll be captivated by the impeccable curb appeal, lush landscaping, and brick-paver driveway that set the tone for the elegant lifestyle that

    Kim Coburn RE/MAX TOWN & COUNTRY REALTY

    231 Nandina Terrace, Winter Springs, FL 32708
  • /32

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,847 Sq Ft

    910 Red Oak Ct, Winter Springs, FL 32708

    Welcome to Oak Forest, one of Winter Springs’ most beloved communities, where timeless design meets modern comfort in this beautifully updated 3-bedroom, 2-bathroom home with over 1,800 square feet of well-appointed living space. From the moment you arrive, the professionally manicured landscaping creates a polished first impression. Inside, oversized tile flooring stretches throughout the home,

    Elliot Shugan THE SHUGAN GROUP INC

    910 Red Oak Ct, Winter Springs, FL 32708

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Why Live in Winter Springs

Winter Springs, established in 1959, is a well-planned neighborhood in Seminole County known for its parks and recreational activities. The area features various subdivisions with homes from the 1980s and '90s, including ranch styles and split levels in Oak Forest at Tuscawilla, and larger contemporary estates in the gated Seville Chase community. Properties often include leafy lawns with palm trees and mossy oaks. The neighborhood is part of the highly rated Seminole County Public Schools, with Keeth Elementary School, Indian Trails Middle School, and Winter Springs High School all receiving high marks. Central Winds Park, a recipient of the "Fields of Excellence" award, offers athletic options and fishing on Lake Jessup. The Cross Seminole Trail and Bear Creek Trail provide scenic biking and hiking opportunities. Trotwood Park hosts a weekly Food Truck event and offers tennis and pickleball courts, while Torcaso Park features a nautical-themed playground and splash pad. Dining options include Senor Tequila for Mexican cuisine, Stefano's Trattoria for Italian dishes, and Agave Azul for authentic Mexican fare. The Winter Springs Town Center is a modern shopping complex with a Publix Super Market and nightlife at the Spill Wine and Craft Beer Bar. Annual events like the Central Florida Scottish Highland Games and the Central Winds Music Festival draw locals for food and live music. Winter Springs is safer than the national average and is conveniently located near State Routes 417, 434, and 419, with Orlando 23 miles away and Orlando International Airport 28 miles away.

Home Trends in Winter Springs, FL

Housing Trends

Median Sale Price
$470,000
Median Single Family Sale Price
$485,000
Median Townhouse Sale Price
$416,999
Median 2 Bedroom Sale Price
$265,000
Median 1 Bedroom Sale Price
$235,000
Average Price Per Sq Ft
$253
Number of Homes for Sale
116
Last 12 months Home Sales
433
Months of Supply
3.20
Median List Price
$475,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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