17,352

Winter Springs, FL Homes

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  • /44

    $485,000

    $15K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,988 Sq Ft

    348 Michael Blake Blvd, Winter Springs, FL 32708

    Under contract-accepting backup offers. Move-in ready home in highly desirable Winter Springs Village with over $75,000 in recent improvements. Features include updated kitchen with modern cabinetry, countertops, and stainless steel appliances, plus luxury vinyl plank flooring throughout. Energy-efficient solar system designed to help reduce utility costs. Additional upgrades include fresh

    Shahram Sondi SHAHRAM SONDI + CO.

    348 Michael Blake Blvd, Winter Springs, FL 32708
  • /19

    $2,500 Per Month

    • 5 Beds
    • 3.5 Baths
    • 1,960 Sq Ft
    • Large, End Unit 5B/3.5B Townhome - Gated Community, Heritage Commons

    3841 White Birch Run, Winter Springs, FL 32708

    ~ All carpet shown in photos being replaced! ~ Will be freshly painted prior to move in (Sherwin Williams, Agreeable Grey) ~You will love this spacious 5 BR townhome with 3.5 baths located in gated Heritage Commons in Winter Springs convenient to 417, shopping, restaurants, parks and more.Offering great Seminole County schools, but also a very well maintained community with a

    3841 White Birch Run, Winter Springs, FL 32708
  • /2

    $710,000

    Sold Jun 16, 2025

    965 Talon Place, Winter Springs, FL 32708

    • 5 Beds
    • 4.5 Baths
    • 3,273 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $217/SF
    • 64 Days On Market

    Current Estimated Value $731,859

    Last Listing Agent Benondre Cerezo COLDWELL BANKER REALTY

    965 Talon Place, Winter Springs, FL 32708
    • /30

      Est $375,301

      Not Listed For Sale

      1267 Marley Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,682 Sq Ft
      • Built 2015
      1267 Marley Ln, Winter Springs, FL 32708

      Last Sold Summary

      • $223/SF
      • 7 Days On Market
      • Last Sold Price $375,000
      • Mar 12, 2025

      Last Listing Agent Jill Henry COLDWELL BANKER REALTY

  • /36

    $355,000

    $10K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,425 Sq Ft

    1275 Marley Ln, Winter Springs, FL 32708

    Welcome to Jesup’s Landing, where style, convenience, and community come together in the heart of Winter Springs—one of Central Florida’s most charming and sought-after towns. This beautifully maintained two-story townhome offers peaceful Seminole Trail views and a lifestyle that feels both relaxed and connected. Inside, the open layout is designed for real life and effortless entertaining. The

    David Weiss COLDWELL BANKER REALTY

    1275 Marley Ln, Winter Springs, FL 32708
  • /32

    $1,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft
    • Condo for Rent

    429 Sheoah Blvd Unit 9, Winter Springs, FL 32708

    Beautiful 3 bedroom / 2 bath condominium available for rent in The Highlands. Maintained, clean and ready for move in. Each room has remote light and fan. Kitchen is bright and inviting. Living/dining combo is open and welcoming. Sliding glass doors provide entry to the screen enclosed patio which overlooks the common areas of the association. The sliders provide natural sunlight into the rooms.

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    429 Sheoah Blvd Unit 9, Winter Springs, FL 32708
  • /2

    $327,500

    Sold Oct 20, 2025

    1221 La Mesa Ave, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $231/SF
    • 27 Days On Market

    Current Estimated Value $340,106

    Last Listing Agent Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY

    1221 La Mesa Ave, Winter Springs, FL 32708
    • /16

      Est $165,339

      Not Listed For Sale

      354 San Rafael St Unit 354, Winter Springs, FL 32708

      • 2 Beds
      • 1.5 Baths
      • 759 Sq Ft
      • Built 1973
      354 San Rafael St Unit 354, Winter Springs, FL 32708

      Last Sold Summary

      • 14% Above List Price
      • $191/SF
      • 4 Days On Market
      • Last Sold Price $145,000
      • Jul 24, 2023

      Last Listing Agent Carl Head KELLER WILLIAMS CLASSIC

  • /44

    $589,500

    $6K 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
  • /20

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Beautiful 2 story townhouse in Cypress Club

    451 Club Dr, Winter Springs, FL 32708

    Cypress Club is a hidden gem in Highland Homeowners Association. Very well kept community with lush landscaping and a tropical feel. Community pool. Home has 1 bedroom on the first floor with bathroom, beautiful galley style kitchen with granite countertops and white cabinets as well as all appliances. Spacious living area with wood floor and screened porch/patio in the rear. So much

    451 Club Dr, Winter Springs, FL 32708
  • /2

    $499,000

    Sold Dec 29, 2025

    1230 Spotted Sandpiper Loop, Winter Springs, FL 32708

    • 4 Beds
    • 3.5 Baths
    • 2,359 Sq Ft
    • Built 2023

    Last Sold Summary

    • $212/SF
    • 5 Days On Market

    Current Estimated Value $499,336

    Last Listing Agent Jeavanna Lanza PA EXP REALTY LLC

    1230 Spotted Sandpiper Loop, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      1354 Tarflower Dr, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1354 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • $272/SF
      • 84 Days On Market
      • Last Sold Price $457,238
      • Mar 26, 2025

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /80

    $589,900

    Open Sun 1PM - 3:30PM
    • 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
  • /16

    $1,695 Per Month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Townhouse for Rent

    208 Perth Ct Unit B, Winter Springs, FL 32708

    Highlights: 2 Car Garage | Spacious Backyard | Serene Patio | Community Pool | Nature Trails | BBQ Area Grills | Tennis Court | Community Playground | Picnic Area |Discover the vibrant charm of Winter Springs, nestled by the serene Lake Jesup and offering upscale living, diverse dining options, and a rich cultural scene. With pristine parks, top-notch schools, and annual festivities like

    Amy Johnston BELMONT REALTY

    208 Perth Ct Unit B, Winter Springs, FL 32708
  • /2

    $956,000

    Sold Nov 10, 2025

    300 Hazelnut St, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 3,107 Sq Ft
    • Built 1992

    Last Sold Summary

    • 3% Below List Price
    • $308/SF
    • 8 Days On Market

    Current Estimated Value $945,814

    Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY

    300 Hazelnut St, Winter Springs, FL 32708
    • /2

      Est $461,566

      Not Listed For Sale

      1382 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,704 Sq Ft
      • Built 2024
      1382 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 9% Below List Price
      • $296/SF
      • 0 Days On Market
      • Last Sold Price $504,783
      • Sep 10, 2024

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /41

    $499,999

    Pending
    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft

    1356 Via Villa Nova, Winter Springs, FL 32708

    Under contract-accepting backup offers. Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades,

    Tori Nguyen LOKATION

    1356 Via Villa Nova, Winter Springs, FL 32708
  • /26

    $1,350 Per Month

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft
    • Lovely Winter Springs Condo ~ Vinyl Plank Flooring and Large Screened Patio!

    220 Moree Loop Unit 8, Winter Springs, FL 32708

    Available Now!Small dog or cat may be considered ~ Max one (1) pet ~ Max 25 lbs. This 2nd/Top Floor, CORNER UNIT condo is tucked away in The Highlands of Winter Springs, just off SR-434 with convenient access to the 417 & I-4. The community is known for its mature landscaping and peaceful walking trails! This spacious floor plan offers a large living room and designated

    220 Moree Loop Unit 8, Winter Springs, FL 32708
  • /2

    $266,000

    Sold May 01, 2026

    1340 Delaney Dr, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft
    • Built 1952

    Last Sold Summary

    • 7% Below List Price
    • $187/SF
    • 130 Days On Market

    Current Estimated Value $281,075

    Last Listing Agent Todd Schroth EXP REALTY LLC

    1340 Delaney Dr, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      605 Casa Park Ct N Unit O, Winter Springs, FL 32708

      • 2 Beds
      • 2.5 Baths
      • 1,156 Sq Ft
      • Built 1985
      605 Casa Park Ct N Unit O, Winter Springs, FL 32708

      Last Sold Summary

      • $156/SF
      • 12 Days On Market
      • Last Sold Price $180,000
      • Oct 31, 2024

      Last Listing Agent Mitra Moghaddam KELLER WILLIAMS ADVANTAGE REALTY

  • /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
  • /11

    $2,450 Per Month

    • 4 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • House for Rent

    142 Bayberry Ct, Winter Springs, FL 32708

    Well maintained 4 Bedroom/2 bath home includes a large bonus office/den. New Kitchen, Gas HVAC system, washer and dryer included. Large fenced rear yard on corner lot. Covered patio perfect for entertaining. Pets must be Owner approved (Dog $400 non-refundable pet deposit) Cat $200 non-refundable pet deposit. Spacious family home.

    Roxanne Rose ROSE PROPERTY MANAGEMENT INC

    142 Bayberry Ct, Winter Springs, FL 32708
  • /2

    $645,000

    Sold Jan 30, 2026

    1165 Citrus Oaks Run, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 2,508 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Below List Price
    • $257/SF
    • 5 Days On Market

    Current Estimated Value $653,379

    Last Listing Agent Jill Douglas COLDWELL BANKER REALTY

    1165 Citrus Oaks Run, Winter Springs, FL 32708
    • /2

      Est $606,379

      Not Listed For Sale

      1533 Graceful Doe Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3 Baths
      • 2,059 Sq Ft
      • Built 2020
      1533 Graceful Doe Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 5% Below List Price
      • $311/SF
      • 3 Days On Market
      • Last Sold Price $640,000
      • Feb 10, 2025

      Last Listing Agent Jennifer Christ RE/MAX

  • /57

    $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
  • /13

    $1,749 Per Month

    • 4 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    411 Edwin St, Winter Springs, FL 32708

    Welcome to this cozy 4-bedroom, 1-bathroom home offering 1,120 sqft of comfortable living space. The kitchen features sleek granite countertops and white appliances, enhancing the brightness and clarity of the space. Throughout the home, you'll find durable ceramic tile flooring. The modern bathroom includes a stylish shower for added convenience.The expansive patio is perfect for family

    411 Edwin St, Winter Springs, FL 32708
  • /2

    $450,000

    Sold Nov 10, 2025

    1565 Corkery Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft
    • Built 2015

    Last Sold Summary

    • 13% Below List Price
    • $244/SF
    • 191 Days On Market

    Current Estimated Value $456,393

    Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY

    1565 Corkery Ct, Winter Springs, FL 32708
    • /31

      Est $402,261

      Not Listed For Sale

      1432 Winter Wharf Ln, Winter Springs, FL 32708

      • 3 Beds
      • 3.5 Baths
      • 2,184 Sq Ft
      • Built 2014
      1432 Winter Wharf Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 5% Below List Price
      • $195/SF
      • 11 Days On Market
      • Last Sold Price $425,000
      • Jun 28, 2024

      Last Listing Agent Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

  • /57

    $519,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,139 Sq Ft

    207 Tavestock Loop, Winter Springs, FL 32708

    Under contract-accepting backup offers. SELLER IS CALLING FOR HIGHEST AND BEST BY SATURDAY AT 6:00 PM. Some homes you walk into and just know. Step through the foyer into soaring ceilings, arched windows, and a bright open layout that pulls natural light from every direction. The remodeled kitchen is the anchor of the home: quartz counters, crisp white cabinetry, stainless appliances, a walk-in

    Tony Ubaldini EXP REALTY LLC

    207 Tavestock Loop, Winter Springs, FL 32708
  • /15

    $1,650 Per Month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Townhouse for Rent

    133 Garden Dr, Winter Springs, FL 32708

    MOVE IN SPECAIL: $200 OFF FIRST MONTH'S RENT. This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for

    Sylvia Pletka FLORIDA RENTAL TEAM

    133 Garden Dr, Winter Springs, FL 32708
  • /12

    Sold Aug 06, 2025

    1323 Tarflower Dr, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • 148 Days On Market

    Current Estimated Value $408,332

    Mattamy Homes Hickory Grove

    1323 Tarflower Dr, Winter Springs, FL 32708
    • /2

      Est $514,567

      Not Listed For Sale

      236 Wise Owl Way, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,986 Sq Ft
      • Built 2020
      236 Wise Owl Way, Winter Springs, FL 32708

      Last Sold Summary

      • 3% Below List Price
      • $267/SF
      • 23 Days On Market
      • Last Sold Price $530,000
      • Feb 14, 2025

      Last Listing Agent Kerry Westmeyer PALMANO GROUP RE BROKERAGE LLC

  • /15

    $224,900

    $12K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,032 Sq Ft

    328 San Miguel St, Winter Springs, FL 32708

    Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is

    Carmen Vazquez REALTY TECH INC

    328 San Miguel St, Winter Springs, FL 32708
  • /20

    $2,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft
    • Fantastic 3 BR Townhome in Gated Winter Springs community with Pool and great schools

    310 Freedom's Ring Dr, Winter Springs, FL 32708

    Heritage park is a gated community convenient to 434, I4, 417 and is one of Winter Springs most desirable neighborhoods zoned for the best Winter Springs schools.The townhouse includes a convenient floor plan with a half bath and living/dining areas on the carpet-free main floor. The kitchen offers plenty of counter and cabinet space, a coffe bar area, with an open floor plan that

    310 Freedom's Ring Dr, Winter Springs, FL 32708
  • /2

    $408,000

    Sold Jul 15, 2025

    668 Coral Way, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,543 Sq Ft
    • Built 1984

    Last Sold Summary

    • 12% Below List Price
    • $264/SF
    • 285 Days On Market

    Current Estimated Value $423,382

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    668 Coral Way, Winter Springs, FL 32708
    • /2

      Est $470,321

      Not Listed For Sale

      735 Maple Leaf Loop, Winter Springs, FL 32708

      • 4 Beds
      • 2 Baths
      • 2,070 Sq Ft
      • Built 2016
      735 Maple Leaf Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 6% Below List Price
      • $241/SF
      • 25 Days On Market
      • Last Sold Price $499,000
      • Oct 16, 2024

      Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  • /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
  • /19

    $1,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft
    • Townhouse for Rent

    407 Sheoah Blvd Unit 9, Winter Springs, FL 32708

    This 3 bedroom, 2.5 bath condo is located in one of Winter Springs most desireable communities, THE HIGHLANDS! This unit features a large living and dining area, first floor guest half bath with a washer & dryer alcove, and large storage room. Back of property offers private views with no rear neighbors. The community amenities offer miles of walking trails, playground, park, tennis court and

    Helen Marshall BENSON MARSHALL LLC

    407 Sheoah Blvd Unit 9, Winter Springs, FL 32708
  • /2

    $330,000

    Sold Sep 11, 2025

    322 Cello Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • Built 1991

    Last Sold Summary

    • 3% Below List Price
    • $252/SF
    • 2 Days On Market

    Current Estimated Value $332,531

    Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    322 Cello Cir, Winter Springs, FL 32708
    • /2

      Est $412,812

      Not Listed For Sale

      1414 Blumberg Blvd, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1414 Blumberg Blvd, Winter Springs, FL 32708

      Last Sold Summary

      • 5% Below List Price
      • $295/SF
      • Last Sold Price $435,808
      • Jul 17, 2024

      Last Listing Agent Nighina Ikromi FLORIDA HOMES REALTY & MORTGAGE

Showing Results 121 - 160, Page 4 of 18

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