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Winter Springs, FL Homes for Sale

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  • /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

    Agent Photo

    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,

    Agent Photo

    Bobby Keen

    KEEN REALTY GROUP, INC.

    (321) 325-3174

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

    $249,990

    Open Thu 3PM - 6PM
    • 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
  • /73

    $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
  • /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

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    Linda Bain

    WEICHERT REALTORS HALLMARK PRO

    (321) 467-7851

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

    $600,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,474 Sq Ft

    214 Chestnut Ridge St, Winter Springs, FL 32708

    WOW, BEST PRICE IN Winter Springs inside Executive TUSCAWILLA! Incredible opportunity. Here is your future DREAM HOME! Best price DIRECT GOLF FRONT HOME IN ORLANDO! Why wait to build on a 50 ft lot when you can live in a custom home Did you ever dream of drinking your Coffee daily while looking at a pristine GOLF course and Conservation view? Maintenance free yard that is DIRECTLY on the 16th

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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

    Agent Photo

    Alexa Monasterio Flores

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 450-8067

    1054 Winding Waters Cir, Winter Springs, FL 32708
  • /36

    $579,900

    • 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
  • /35

    $285,000

    • 4 Beds
    • 1.5 Baths
    • 1,212 Sq Ft

    101 Melton Dr, Winter Springs, FL 32708

    Charming 4-Bedroom Home in the Heart of Winter Springs! Welcome to this well-positioned 4-bedroom, 1.5-bath home offering comfort, functionality, and a spacious lot in an established Winter Springs neighborhood. Situated on nearly a quarter acre, this property provides plenty of outdoor space for entertaining, gardening, pets, or future enhancements. Inside, you'll find a practical floor plan

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    Ariel Vargas

    EXP REALTY LLC

    (321) 205-9958

    101 Melton Dr, Winter Springs, FL 32708
  • /19

    $429,990

    New Construction $28K PRICE DROP
    • 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

    $2,625,000

    New Construction $275K 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
  • /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

    $514,000

    Open Sat 2PM - 4PM $55K 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
  • /43

    $625,000

    Open Sat 12PM - 3PM
    • 4 Beds
    • 3 Baths
    • 2,333 Sq Ft

    2405 Blossomwood Dr, Oviedo, FL 32765

    One or more photo(s) has been virtually staged. Welcome to 2405 Blossomwood Drive, a beautifully updated pool home located in the highly sought-after Tuska Ridge community of Oviedo. Offering 4 bedrooms, 3 bathrooms, and 2,333 square feet of thoughtfully designed living space, this move-in-ready residence combines timeless style, modern upgrades, and the Florida lifestyle today's buyers are

    Nora Rios WEICHERT REALTORS HALLMARK PRO

    2405 Blossomwood Dr, Oviedo, FL 32765
  • /28

    $304,999

    • 2 Beds
    • 2.5 Baths
    • 1,275 Sq Ft

    180 Constitution Way, Winter Springs, FL 32708

    Welcome to the highly sought-after gated community of Heritage Park Townhomes in Winter Springs! This tastefully remodeled 2-bedroom, 2.5-bathroom townhome is completely move-in ready and filled with stylish custom upgrades throughout. Step inside to find a warm and inviting living space featuring a custom-built wooden mantle over the electric fireplace, creating the perfect focal point for

    Jeavanna Lanza PA EXP REALTY LLC

    180 Constitution Way, Winter Springs, FL 32708
  • /15

    $850,000

    • 8 Beds
    • 8 Baths
    • 3,752 Sq Ft

    100 Cory Ln, Winter Springs, FL 32708

    BEST QUADPLEX IN THE NEIGHBORHOOD — PRIME LOCATION DIRECTLY ACROSS FROM Torcaso Park!Exceptional investment opportunity in a high-demand rental area with strong income potential and low maintenance. This well-kept quadplex features key upgrades, stable tenants, and excellent upside in rents.Major improvements include a roof replacement in 2018 and three of four exterior A/C units replaced

    Anthony Rodriguez LA ROSA REALTY CW PROPERTIES L

    100 Cory Ln, Winter Springs, FL 32708
  • /27

    $235,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    498 Club Dr, Winter Springs, FL 32708

    Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    498 Club Dr, 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
  • /20

    $359,900

    $10K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft

    339 Inglenook Cir, Winter Springs, FL 32708

    BRAND NEW ROOF BEING INSTALLED BY SELLER! Welcome to this fantastic opportunity in the heart of Winter Springs! This 3-bedroom, 2-bathroom single-family home features a highly desirable split-floor plan, providing the perfect layout for privacy and everyday living. Priced to sell, this property serves as a wonderful blank canvas ready for your personal design touch and imagination. The main

    Christine Bouchard HOMESMART

    339 Inglenook Cir, Winter Springs, FL 32708
  • /16

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    1219 Swan St, Winter Springs, FL 32708

    Build your dream home on this rare 0.47 acre corner lot located at 1219 Swan Street in the highly desirable Tuscawilla area of Winter Springs. This spacious homesite offers plenty of room to design a custom residence while enjoying the charm and established beauty of one of Seminole County’s most loved communities. The property is zoned for single family residential use, allowing for the

    Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

    1219 Swan St, Winter Springs, FL 32708
  • /2

    $132,500

    • 2 Beds
    • 2 Baths

    8 La Vista Dr, Winter Springs, FL 32708

    This brand-new 2026 "The Solara" model offers a perfect blend of style and functionality, featuring recessed lighting, luxury plank flooring, and a beautiful decorative glass entry door. The modern kitchen is equipped with stainless steel appliances and a spacious island, ideal for cooking and entertaining. The home also includes a walk-in closet for added storage and a shed with

    Todd Vagts Hacienda Village

    8 La Vista Dr, Winter Springs, FL 32708
  • /2

    $135,500

    • 2 Beds
    • 2 Baths

    77 Majorca Dr, Winter Springs, FL 32708

    Brand-new 2026 Home - The Riviera - offering modern design and quality craftsmanship throughout. This beautifully appointed residence features recessed lighting, elegant crown molding, and luxury plank flooring that flows seamlessly through the home. The stylish kitchen is equipped with stainless steel appliances, creating a sleek and functional space for everyday living and entertaining. A

    Todd Vagts Hacienda Village

    77 Majorca Dr, Winter Springs, FL 32708
  • /34

    $719,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,281 Sq Ft

    613 Bonita Rd, Winter Springs, FL 32708

    Nestled beneath a canopy of mature trees in a charming ranch-style setting in Winter Springs, this custom-built 2016 Craftsman blends timeless architecture with today’s most sought-after design features. From the expansive front porch to the bright open-concept floor plan, every detail was designed for modern living and effortless entertaining. The chef-inspired kitchen serves as the heart of the

    Victoria Myers RE/MAX TOWN & COUNTRY REALTY

    613 Bonita Rd, Winter Springs, FL 32708
  • /54

    $28,700

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,358 Sq Ft

    272 Ponce de Leon Dr, Winter Springs, FL 32708

    HACIENDA VILLAGE 55+ WELL MAINTAINED HOME! PERFECT FLOOR PLAN. INSIDE UTILITY CENTRAL AIR SYSTEM - FULL SYSTEM 2 HTD AREA 2 BEDROOMS - SPACIOUS MASTE SUITE WITH DRESSING, KITCHEN HAS AN ISLAND TOP COOKING. BEAUTIFUL BACKYARD AND SCREENED INSIDE PORCH. HACIENDA VILLAGE IS A LEGACY COMMUNITY - WITH NEW AMENITIES. MONTHLY Base RENT $1075. COME SEE US TODAY!

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    272 Ponce de Leon Dr, Winter Springs, FL 32708
  • /18

    $444,940

    New Construction $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    161 Bear Springs Dr, Winter Springs, FL 32708

    With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural

    Mattamy Homes Builder
    161 Bear Springs Dr, Winter Springs, FL 32708
  • /48

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    907 Glen Abbey Cir, Winter Springs, FL 32708

    Welcome home to this beautiful, move-in-ready residence nestled in the highly sought-after Greenbriar at Tuscawilla community! This charming 3-bedroom, 2-bath home offers a highly functional single-story layout with an open floor plan and split-bedroom design, creating both comfortable everyday living and added privacy. The spacious living and dining areas feature vaulted ceilings and abundant

    Jennifer Draper REAL BROKER, LLC

    907 Glen Abbey Cir, Winter Springs, FL 32708
  • /73

    $2,399,000

    • 3 Beds
    • 3 Baths
    • 3,657 Sq Ft

    4910 E Lake Dr, Winter Springs, FL 32708

    A truly rare find in Winter Springs. This equestrian-friendly, lakefront estate is complete with its own private tennis court, a solid block-constructed horse barn, and room to enjoy every part of the lifestyle. All of this, tucked in a quiet setting that keeps you close to the heart of Orlando, with the added benefit of being just 2 miles from The Geneva School, one of the area’s premier private

    Kris Kennedy COMPASS FLORIDA LLC

    4910 E Lake Dr, 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
  • /40

    $264,900

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft

    724 Lakeside Dr, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to 724 Lakeside Dr, nestled in the highly sought-after Wildwood community. This beautifully maintained 2-bedroom, 2-bathroom home offers 1,168 square feet of comfortable living space and presents an excellent opportunity for first-time homebuyers, downsizers, or anyone seeking a move-in-ready home in one of Winter Springs' most established

    Eric Campbell LPT REALTY, LLC

    724 Lakeside Dr, Winter Springs, FL 32708
  • /62

    $425,000

    Open Sat 12PM - 3PM
    • 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
  • /22

    $399,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    724 Barrington Cir, Winter Springs, FL 32708

    Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners 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

    Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

    724 Barrington Cir, Winter Springs, FL 32708
  • /35

    $285,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft

    276 San Gabriel St, Winter Springs, FL 32708

    Price Improvements. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High ceilings at living room, the home feels both modern and spacious. The community offers excellent amenities, including a gated pool and tennis

    Mariam Sherkawy KELLER WILLIAMS WINTER PARK

    276 San Gabriel St, 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 $495,485.
Are home prices dropping in Winter Springs?
Yes, home prices in Winter Springs are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Winter Springs, FL?
622 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 $430,000. If you put a 20% down payment of $86,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,130 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $91K 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 Prices in Winter Springs, FL

Home Price Trends

Median Sale Price
$418,282
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$407,502
Median 2 Bedroom Sale Price
$264,900
Median 1 Bedroom Sale Price
$150,000
Average Price Per Sq Ft
$243
Number of Homes for Sale
142
Last 12 months Home Sales
622
Months of Supply
2.70
Median List Price
$430,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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