17,165

Winter Springs, FL Homes

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  • /32

    $520,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,766 Sq Ft

    113 Golden Crest Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. This home stands out for its elegance and modern design, making it the best choice for those seeking luxury, comfort, and a prime location. Completely renovated in 2025, it features a NEW ROOF (9/2024), FULL RE-PIPING(8/2024), NEW WATER HEATER, and NEW A/C SYSTEM(9/2024) for maximum efficiency and peace of mind. Its contemporary design is enhanced by HIGH

    Agent Photo

    Valerie Casals

    INVESTOR'S REAL ESTATE LLC

    (321) 220-9796

    113 Golden Crest Ct, Winter Springs, FL 32708
  • /27

    $1,400 - $2,329 per month

    Legends Winter Springs

    1-3 Beds

    440 Courtney Springs Cir, Winter Springs, FL 32708

    Legends Winter Springs effortlessly combines exceptional service with outstanding features to provide the ultimate living experience. Located near upscale shopping and entertainment, your home is minutes to Lake Jessup and the excitement of downtown Orlando. Enjoy the peaceful, relaxing atmosphere of Legends Winter Springs. Please call for an appointment today.

    440 Courtney Springs Cir, Winter Springs, FL 32708
  • /2

    $350,000 Sold May 02, 2025

    • 1,129 Sq Ft
    • $310/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2007

    351 Lansbrook Ln, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome home to this meticulously maintained home where upgrades meet modern elegance in a thoughtfully designed retreat. From the inviting front porch, savor serene views of a tranquil pond with a fountain, perfectly complemented by the home’s walk-able location in the heart of Winter Springs. Step inside and be greeted by a freshly painted

    Tania Crandall SHORESTONE PROPERTY GROUP

    351 Lansbrook Ln, Winter Springs, FL 32708
    • /33

      Est $464,616 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,794 Sq Ft

      368 Michael Blake Blvd, Winter Springs, FL 32708

      368 Michael Blake Blvd, Winter Springs, FL 32708
  • /20

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    401 Harbor Winds Ct, Winter Springs, FL 32708

    Welcome home to this beautifully maintained 3-bedroom, 2-bath townhome tucked inside the highly sought-after Harbor Winds gated community in Winter Springs. This single-story gem offers the perfect balance of low-maintenance living and modern style — all within a private, gated setting complete with a resort-style community pool just steps away! New roof (2023) New windows throughout

    Agent Photo

    Carrie Shawfield

    SHAWFIELD REALTY GROUP

    (321) 342-3097

    401 Harbor Winds Ct, Winter Springs, FL 32708
  • /13

    $1,895 per month

    • 2 Beds
    • 2.5 Baths
    • 1,275 Sq Ft
    • Townhouse for Rent

    466 Tradition Ln, Winter Springs, FL 32708

    Super nice and newly renovated 2 bedroom / 2.5 bath townhome in Heritage Park. Upgraded interior with new appliances, luxury faux wood vinyl flooring, brand new carpet and freshly painted interior throughout the home. Spacious bedrooms & baths on second floor with laundry closet including washer & dryer. One car garage with plenty of storage. Very relaxing back porch for enjoying your morning

    Theresa Hopcraft SOVEREIGN REALTY INVESTMENTS LLC

    466 Tradition Ln, Winter Springs, FL 32708
  • /2

    $381,000 Sold May 02, 2025

    • 1,378 Sq Ft
    • $276/SF
    • 269 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    721 Sailfish Rd, Winter Springs, FL 32708

    Beautiful 3 bedroom 2 full bathroom POOL HOME on conservation lot in gorgeous North Orlando Ranches of Winter Springs under for $400,000! This charming home rests on a private 1/3+ acre lot on a lovely tree lined street and has no HOA. The interior of this charming home offers tile and laminate throughout, and features a gourmet remodeled kitchen complete with granite counters, large cabinet

    Courtney Davis ABSOLUTE REALTY GROUP, LLC

    721 Sailfish Rd, Winter Springs, FL 32708
    • /46

      Est $794,132 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,286 Sq Ft

      202 Lemonleaf Ln, Oviedo, FL 32765

      202 Lemonleaf Ln, Oviedo, FL 32765
  • /37

    $375,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft

    1349 Mill Stream Ln, Winter Springs, FL 32708

    Under contract-accepting backup offers. ***Ask about Seller Financing***Welcome to this beautifully updated townhouse located on Mill Stream Lane in the heart of Winter Springs! Boasting 3 spacious bedrooms, 2.5 bathrooms, and 1,435 square feet of comfortable living space, this home is perfect for anyone looking for modern updates in a prime location. The property also features a rare find—a

    Agent Photo

    Tim Veigle

    WATSON REALTY CORP

    (321) 641-2166

    1349 Mill Stream Ln, Winter Springs, FL 32708
  • /58

    $1,496 - $3,239 per month

    Integra 360

    1-3 Beds

    1700 Integra Land Way, Winter Springs, FL 32708

    Discover modern luxury living at Integra 360, where elegant designs and upscale amenities await in our Winter Springs apartments. Choose from spacious one-, two-, or three-bedroom layouts, each adorned with premium features like table-sized kitchen islands, grand walk-in closets, and open-concept living spaces. Our pet-friendly community offers exclusive access to resort-style amenities,

    1700 Integra Land Way, Winter Springs, FL 32708
  • /2

    $470,000 Sold May 01, 2025

    • 1,654 Sq Ft
    • $284/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    134 Woodleaf Dr, Winter Springs, FL 32708

    Meticulously Maintained 3-BR Home in Tusca Oaks of TuscawillaThis beautifully maintained 3-bedroom, 2-bathroom home in the highly sought-after Tusca Oaks of Tuscawilla offers both charm and convenience. Located on a premium corner lot, it’s just steps from Tuscawilla Country Club, where you can take your golf cart to Julius' Ristorante for dinner and live music.Designed with a split-bedroom floor

    Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

    134 Woodleaf Dr, Winter Springs, FL 32708
    • /61

      Est $485,797 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,084 Sq Ft

      356 Michael Blake Blvd, Winter Springs, FL 32708

      356 Michael Blake Blvd, Winter Springs, FL 32708
  • /30

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,689 Sq Ft

    1220 George St, Winter Springs, FL 32708

    Stunning Move-In Ready Home on an Oversized Lot!Nestled on a huge oversized lot, this beautifully updated 3-bedroom, 2-bathroom home is packed with modern upgrades and endless charm. Step inside to a completely updated interior, featuring sleek quartz countertops, new double glass doors, and fully renovated bathrooms.Enjoy worry-free living with brand-new plumbing, a double septic

    Agent Photo

    Keegan Siegfried

    LPT REALTY, LLC

    (321) 384-8128

    1220 George St, Winter Springs, FL 32708
  • /33

    $2,700 per month

    • 4 Beds
    • 2 Baths
    • 1,979 Sq Ft
    • House for Rent

    1201 Wolverine Trail, Winter Springs, FL 32708

    Charming Winter Springs Gem with Timeless Appeal!Welcome to this beautifully maintained 3-bedroom, 2-bath single-story home offering 1,979 sqft of comfortable living space in the heart of Winter Springs. Built in 1977, this residence blends classic character with modern functionality.Step inside to find an inviting open-concept kitchen that flows seamlessly into a spacious living area, perfect

    Nairobi Rondon LPT REALTY, LLC

    1201 Wolverine Trail, Winter Springs, FL 32708
  • /2

    $562,500 Sold May 01, 2025

    • 2,368 Sq Ft
    • $238/SF
    • 14 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1996

    712 Timberwilde Ave, Winter Springs, FL 32708

    The search is over! This beautiful executive home is located in the sought after neighborhood of WINDING HOLLOW. FLEXIBILITY is the key word for this amazing floorplan. Formal and informal living areas, a very large kitchen with a lengthy breakfast bar, spacious GRANITE counters and 42" SOLID WOOD CABINETS plus an island, greet you as you enter the home. The family room has a triple sliding

    Roberta Shoopman CHARLES RUTENBERG REALTY ORLANDO

    712 Timberwilde Ave, Winter Springs, FL 32708
    • /42

      Est $437,091 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,288 Sq Ft

      1354 Mill Stream Ln, Winter Springs, FL 32708

      1354 Mill Stream Ln, Winter Springs, FL 32708
  • /44

    $339,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    484 Harbor Winds Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. Beautiful Townhome in Gated Harbor Winds – Winter SpringsWelcome to this charming 3-bedroom, 2.5-bathroom townhome located in the desirable gated community of Harbor Winds in Winter Springs. Offering 1,680 square feet of comfortable living space, this home features a bright, open floor plan designed for modern living.Property Highlights:Primary

    Agent Photo

    Cheri Brandi

    COLDWELL BANKER REALTY

    (321) 395-5446

    484 Harbor Winds Ct, Winter Springs, FL 32708
  • /98

    $1,129 - $3,146 per month

    The Avenues at Winter Springs

    1-3 Beds

    1 Laurel Oaks Dr, Winter Springs, FL 32708

    Live Luxury The Avenues at Winter Springs offer a tranquil living experience in Winter Springs, FL, blending comfort, convenience, and affordability. Nestled in a serene residential area, residents enjoy peaceful surroundings while remaining conveniently close to Interstate 4 and the vibrant Uptown Altamonte Springs area. With easy access to shopping, dining, and entertainment options,

    1 Laurel Oaks Dr, Winter Springs, FL 32708
  • /2

    $629,000 Sold May 01, 2025

    • 2,032 Sq Ft
    • $310/SF
    • 62 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1980

    1238 Cheetah Trail, Winter Springs, FL 32708

    MOTIVATED SELLER!! SELLER OFFERING BUYER CONCESSIONS TOWARDS CLOSING COSTS OR RATE BUY DOWN!! Bring your offers!Discover your dream home located in a highly desirable Tuskawilla community. This fully renovated home sits on a spacious lot, with no rear neighbors!The home boasts a newly installed roof, complemented by updated windows, soft-close shaker cabinetry with quartz countertops, and new

    Camille Rodriguez COAST TO COAST REAL ESTATE PRO

    1238 Cheetah Trail, Winter Springs, FL 32708
    • /19

      Est $212,907 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,187 Sq Ft

      40 Sheoah Blvd Unit 25, Winter Springs, FL 32708

      40 Sheoah Blvd Unit 25, Winter Springs, FL 32708
  • /39

    $830,000

    • 4 Beds
    • 3 Baths
    • 2,768 Sq Ft

    128 Seville Chase Dr, Winter Springs, FL 32708

    Experience Luxury Living in the Heart of Seville ChaseWelcome to a home where timeless elegance meets modern sophistication — a stunningly updated, single-story pool retreat nestled within the exclusive gated community of Seville Chase. Tucked away in one of Seminole County’s most coveted communities, this exquisite residence offers not just a place to live — but a beautiful way to

    Agent Photo

    Manny del Valle

    KELLER WILLIAMS WINTER PARK

    (321) 252-7617

    128 Seville Chase Dr, Winter Springs, FL 32708
  • /14

    $2,300 per month

    • 4 Beds
    • 2 Baths
    • 1,327 Sq Ft
    • House for Rent

    1312 Alfonzo Cir, Winter Springs, FL 32708

    Big lot with 4 bedrooms and 2 bathrooms, 2 car garage, in great and convenient location, a comfortable layout with good-sized bedrooms and bathrooms, a great kitchen with plenty of counter and cabinet space. It's pet friendly.

    Ann Nguyen FLORIDA REALTY INVESTMENTS

    1312 Alfonzo Cir, Winter Springs, FL 32708
  • /2

    $415,000 Sold Apr 30, 2025

    • 1,802 Sq Ft
    • $230/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1979

    509 Shane Cir, Winter Springs, FL 32708

    Welcome home to this beautifully updated 3-bedroom, 2.5-bathroom CORNER LOT PROPERTY in the sought-after Highlands community! As you step inside, you're greeted by a bright and inviting entryway with that flows seamlessly into the spacious living room that has amazing HIGH CEILINGS. On the first floor you’ll find a charming wet bar, an open-concept kitchen, and a cozy dining area with a

    Jane Fochler COMPASS FLORIDA LLC

    509 Shane Cir, Winter Springs, FL 32708
    • /28

      Est $494,299 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,076 Sq Ft

      876 Wakulla Ln, Winter Springs, FL 32708

      876 Wakulla Ln, Winter Springs, FL 32708
  • /35

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    226 Ringwood Dr, Winter Springs, FL 32708

    This thoughtfully updated 4-bedroom, 2.5-bath home in Tuskawilla Forest offers a layout that works, updates where you want them, and a peaceful backyard that feels like your own little escape—overlooking a pond with no rear neighbors.Inside, you’ve got formal living and dining rooms up front and a relaxed family room in the back with views of the screened-in pool and water beyond. The kitchen has

    Melissa Johnson EXP REALTY LLC

    226 Ringwood Dr, Winter Springs, FL 32708
  • /55

    $2,100 per month

    Welcome to Terra Villa Park

    2 Beds

    154 Tuskawilla Rd, Winter Springs, FL 32708

    Welcome to Terra Villa Park, where upscale living meets convenience in the heart of Winter Springs Town Center. Our location isn't the only appealing aspect - our apartment homes provide exceptional finishing touches for an upscale lifestyle. These condo-graded homes boast features like granite counters, laminate flooring, and cathedral ceilings, along with practical amenities such as a

    154 Tuskawilla Rd, Winter Springs, FL 32708
  • /2

    $465,000 Sold Apr 29, 2025

    • 1,732 Sq Ft
    • $268/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    1010 W Pebble Beach Cir, Winter Springs, FL 32708

    Welcome to your private retreat in the highly desirable Country Club Village! This beautiful home has been loved for many years but now it's your opportunity to enjoy the perfect blend of style, comfort, and low-maintenance living. Inside, you’ll find updated laminate flooring in the spacious living and dining areas, filled with natural light from sky lights, multiple private balconies and

    Brittany Pride EXP REALTY LLC

    1010 W Pebble Beach Cir, Winter Springs, FL 32708
    • /9

      Est $409,997 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,932 Sq Ft

      1384 Mill Stream Ln, Winter Springs, FL 32708

      1384 Mill Stream Ln, Winter Springs, FL 32708
  • /25

    $527,000 Open Sun 3PM - 5PM

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

    1100 Oday Dr, Winter Springs, FL 32708

    ************** OPEN HOUSE: SAT. 5/3: 11-2 SUN. 5/4: 3-5 ************** First time available in years... this immaculate and thoughtfully upgraded home is ready for its NEW OWNERS!! Nestled on an oversized corner lot in one of Winter Springs’ most established, and popular neighborhoods, this home features a versatile split floor plan with spacious bedrooms, and an open layout that offers a

    Allison Day RE/MAX TOWN & COUNTRY REALTY

    1100 Oday Dr, Winter Springs, FL 32708
  • /20

    $1,600 per month

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft
    • Townhouse for Rent

    336 San Miguel St, Winter Springs, FL 32708

    Great Townhouse for rent in the popular Winter Springs FL with a great school district. Property Features a 2 bedrooms and 1 bathroom, Stainless Steal Appliances, renovated kitchen cabinets, ceramic tile in common areas and master bedroom, the property also has a bonus room with A/C and a private patio. Enjoy hot summers by the community pool or take a cool evening bike ride to the Cross Seminole

    Georgina Pinango ROMAN'S PRO REALTY LLC

    336 San Miguel St, Winter Springs, FL 32708
  • /2

    $540,000 Sold Apr 29, 2025

    • 2,604 Sq Ft
    • $207/SF
    • 30 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1978

    1022 Antelope Trail, Winter Springs, FL 32708

    Welcome to 1022 Antelope Trail, a charming 4-bedroom, 2-bath pool home nestled on a picturesque lake lotin a beautiful tree-lined neighborhood. This well-maintained home features an oversized 2-car side-entrygarage and a spacious layout designed for comfort and functionality. With beautiful ceramic tilethroughout the homeStep inside to an inviting foyer flanked by a formal living and dining room,

    Nate Lester, Jr PREFERRED REAL ESTATE BROKERS

    1022 Antelope Trail, Winter Springs, FL 32708
    • /18

      Est $270,316 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,078 Sq Ft

      615 Casa Park Ct N, Winter Springs, FL 32708

      615 Casa Park Ct N, Winter Springs, FL 32708
  • /98

    $814,990 Open Sun 11AM - 1PM

    • 5 Beds
    • 3 Baths
    • 2,480 Sq Ft

    694 Tuscora Dr, Winter Springs, FL 32708

    Welcome to this stunning 5-bedroom, 3-bathroom split-floor-plan home, perfectly blending modern elegance with functional living on a sprawling 1.5-acre lot. The open-concept living and kitchen area boasts high ceilings, newly installed recessed lighting, and wood-look tile flooring that flows seamlessly through the main living spaces. The great room, anchored by a charming wood-burning fireplace,

    Randy Fontanez, II CHARLES RUTENBERG REALTY ORLANDO

    694 Tuscora Dr, Winter Springs, FL 32708
  • /55

    $1,390 - $2,430 per month

    RIZE at Winter Springs

    1-3 Beds

    150 Bear Springs Dr, Winter Springs, FL 32708

    RiZE at Winter Springs is a beautiful apartment community located in Winter Springs, Florida. Our convenient location provides easy access to fabulous shopping, fine dining, and ample entertainment to meet everyone's needs. Designed for comfort and luxurious hospitality, the upscale apartment homes at RiZE at Winter Springs offer gracious living in the northeastern portion of Orlando, Florida.

    150 Bear Springs Dr, Winter Springs, FL 32708
  • /2

    $434,507 Sold Apr 29, 2025

    • 1,476 Sq Ft
    • $294/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    1281 Coral Bean Ln, Winter Springs, FL 32708

    Under Construction. At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. As you step inside

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1281 Coral Bean Ln, Winter Springs, FL 32708
    • /30

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,674 Sq Ft

      7 N Edgemon Ave Unit 7-9, Winter Springs, FL 32708

      7 N Edgemon Ave Unit 7-9, Winter Springs, FL 32708
  • /91

    $839,900

    • 4 Beds
    • 3 Baths
    • 2,687 Sq Ft

    20 Lido Rd, Winter Springs, FL 32708

    Are you searching for a private retreat that harmonizes with nature while offering modern conveniences? This 3.58-acre gated property is fully fenced and provides a quiet setting, surrounded by mature trees and the nearby Gee Creek, offering both privacy and natural beauty. A tree-lined path leads you to the welcoming front porch of this charming one-story Winter Springs home. Inside, you’ll find

    Chris Creegan CREEGAN GROUP

    20 Lido Rd, Winter Springs, FL 32708
  • /7

    $1,595 per month

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    413 Sheoah Blvd Unit 3, Winter Springs, FL 32708

    Very nice first floor 2/2 cond. Enjoy the front and rear screened area after a hard days work. Split plan for your privacy. Community pool on grounds

    Jodi Nielsen OVER THE TOP REALTY LLC

    413 Sheoah Blvd Unit 3, Winter Springs, FL 32708
  • /2

    $345,000 Sold Apr 29, 2025

    • 1,293 Sq Ft
    • $267/SF
    • 207 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    1395 San Luis Ct, Winter Springs, FL 32708

    Welcome to your dream home! This charming property features 3 spacious bedrooms and 2 stylish bathrooms, perfect for comfortable living. The open-concept living area is bathed in natural light, creating a warm and inviting atmosphere. Enjoy cooking in the modern kitchen, with custom made cabinets, and relax in the cozy backyard—ideal for entertaining or unwinding after a long day. Lovely

    Ericburt Rodriguez LIFESTYLE INTERNATIONAL REALTY

    1395 San Luis Ct, Winter Springs, FL 32708
    • /22

      Est $201,466 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,187 Sq Ft

      423 Sheoah Blvd Unit 14, Winter Springs, FL 32708

      423 Sheoah Blvd Unit 14, Winter Springs, FL 32708

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Springs, FL

Home Trends

Median Price (12 Mo)
$427,977
Median Single Family Price
$440,000
Median Townhouse Price
$435,808
Median 2 Bedroom Price
$189,000
Median 1 Bedroom Price
$147,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
153
Last 12 months Home Sales
612
Months of Supply
3.00
Median List Price
$446,000
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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