17,328

Winter Springs, FL Homes

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  • /28

    $392,500

    $23K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,737 Sq Ft

    709 Sailfish Rd, Winter Springs, FL 32708

    Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home

    Wayne Mottley ELEGANT REALTY LLC

    709 Sailfish Rd, Winter Springs, FL 32708
  • /2

    $346,500

    Sold Nov 13, 2025

    1341 Mill Stream Ln, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft
    • Built 2015

    Last Sold Summary

    • 9% Below List Price
    • $241/SF
    • 217 Days On Market

    Current Estimated Value $346,710

    Last Listing Agent Maribel Ramos VESTI LLC

    1341 Mill Stream Ln, Winter Springs, FL 32708
    • /36

      Est $388,524

      Not Listed For Sale

      1291 Mill Pond Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,682 Sq Ft
      • Built 2015
      1291 Mill Pond Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Daniel Hart HEROES REAL ESTATE GROUP LLC

  • /41

    $199,000

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

    429 Sheoah Blvd Unit 9, Winter Springs, FL 32708

    Welcome to this beautifully maintained 3-bedroom, 2-bath condominium nestled in the highly desirable Highlands community of Winter Springs. Offering the perfect blend of comfort, style, and convenience, this move-in-ready home features an updated kitchen with granite countertops, stainless steel appliances, and ample cabinetry. The spacious floor plan is complemented by updated bathrooms,

    Freddy Escobar LPT REALTY, LLC

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

    $750,000

    Sold Jun 30, 2026

    4991 Courtland Loop, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 3,217 Sq Ft
    • Built 1983

    Last Sold Summary

    • $233/SF
    • 3 Days On Market

    Current Estimated Value $747,614

    Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

    4991 Courtland Loop, Winter Springs, FL 32708
    • /6

      Est $282,791

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Juan Maldonado A PLUS REALTY LLC

  • /55

    $475,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    288 Ringwood Dr Unit 23A, Winter Springs, FL 32708

    Tucked beneath a canopy of majestic oaks in the established Tuscawilla Forest community, this charming 3-bedroom, 2-bath, 2-car garage home offers approximately 1,700 square feet of living space on a spacious .26-acre lot—along with something you simply can't recreate overnight: character, mature landscaping and the welcoming feel of an established neighborhood. Cherished by the same homeowner

    Cynthia Luedke KELLER WILLIAMS ADVANTAGE REALTY

    288 Ringwood Dr Unit 23A, Winter Springs, FL 32708
  • /2

    $785,000

    Sold Aug 24, 2026

    4967 Courtland Loop, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,339 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Below List Price
    • $336/SF
    • 14 Days On Market

    Current Estimated Value $761,993

    Last Listing Agent Lou DiBerardino FANNIE HILLMAN & ASSOCIATES

    4967 Courtland Loop, Winter Springs, FL 32708
    • /3

      Not Listed For Sale

      0 E 434 State Rd Unit O6066271, Winter Springs, FL 32708

      0 E 434 State Rd Unit O6066271, Winter Springs, FL 32708

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Kat Harden GRACE REALTY, INC.

  • /27

    $263,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,306 Sq Ft

    3880 White Birch Run, Winter Springs, FL 32708

    Welcome to Heritage Commons, a gated community in the heart of Winter Springs, where comfort, convenience, and low-maintenance living come together. This 3-bedroom, 2.5-bathroom townhome with a one-car garage offers an excellent opportunity to make it your own and add your personal touches. Step inside to a bright, open floor plan filled with natural light. The spacious living and dining areas

    Kenji Mitsumori WEICHERT REALTORS HALLMARK PROPERTIES

    3880 White Birch Run, Winter Springs, FL 32708
  • /2

    $865,000

    Sold Apr 22, 2026

    981 Tuskawilla Trail, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 3,284 Sq Ft
    • Built 1992

    Last Sold Summary

    • 7% Below List Price
    • $263/SF
    • 106 Days On Market

    Current Estimated Value $868,665

    Last Listing Agent Marisela Barazarte Moron LA ROSA REALTY PREMIER LLC

    981 Tuskawilla Trail, Winter Springs, FL 32708
    • /33

      Est $467,346

      Not Listed For Sale

      1471 Connors Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2 Baths
      • 2,066 Sq Ft
      • Built 1987
      1471 Connors Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Julia Jordan KELLER WILLIAMS WINTER PARK

  • /24

    $170,000

    $23K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft

    240 Moree Loop Unit 3, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to Baytree Village in the heart of Winter Springs—where beautifully landscaped grounds and a welcoming atmosphere create the perfect place to call home. This MOVE-IN READY second-floor condo offers 3 bedrooms, 2 full baths, and added privacy, all in a prime location close to top-rated schools, parks, shopping, dining, and major roadways for

    Christine Landrau MARK SPAIN REAL ESTATE

    240 Moree Loop Unit 3, Winter Springs, FL 32708
  • /2

    $355,000

    Sold Jul 18, 2026

    451 Harbor Winds Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Below List Price
    • $185/SF
    • 15 Days On Market

    Current Estimated Value $355,760

    Last Listing Agent Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

    451 Harbor Winds Ct, Winter Springs, FL 32708
    • /30

      Est $393,175

      Not Listed For Sale

      1174 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,521 Sq Ft
      • Built 2022
      1174 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 316 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /18

    $659,990

    Pending
    • 4 Beds
    • 3 Baths
    • 2,682 Sq Ft

    673 Wyckliffe Place, Winter Springs, FL 32708

    Nestled on a quiet cul-de-sac in Winter Springs, FL, awaits 673 Wyckliffe Place—a welcoming pool home ready for its new chapter. Fresh French doors grace the back, welcoming you into an inviting space. Gather year-round in the enclosed sunroom, complete with a built-in bar, offering a cozy spot to entertain friends and family. The fully enclosed pool area ensures a worry-free environment,

    Benjamin W Berry EXP REALTY LLC

    673 Wyckliffe Place, Winter Springs, FL 32708
  • /2

    $399,000

    Sold Jul 01, 2026

    324 Dornoch Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Built 1989

    Last Sold Summary

    • $253/SF
    • 3 Days On Market

    Current Estimated Value $396,115

    Last Listing Agent Cara Seguin KELLER WILLIAMS ADVANTAGE REALTY

    324 Dornoch Ct, Winter Springs, FL 32708
    • /9

      Est $493,797

      Not Listed For Sale

      1270 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2023
      1270 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 444 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /25

    $79,700

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    411 La Vista Dr, Winter Springs, FL 32708

    THE HOME THAT KEEPS GOING... AND GOING! Looking for space, flexibility, storage, and character all in one home? This rare Hacienda Village gem offers approximately 15 functional living spaces designed for comfortable everyday living, entertaining, hobbies, working from home, and so much more! This spacious split-floor-plan home features 3 spacious bedrooms, multiple living and dining areas, a

    Janette Dumeng AMAZING MOBILE HOMES LLC

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

    $728,500

    Sold Jun 11, 2026

    1553 Cranston St, Winter Springs, FL 32708

    • 5 Beds
    • 3 Baths
    • 3,385 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Below List Price
    • $215/SF
    • 168 Days On Market

    Current Estimated Value $733,237

    Last Listing Agent Ari Rokh LEGACY REALTY & BROKERS LLC

    1553 Cranston St, Winter Springs, FL 32708
    • /11

      Est $403,723

      Not Listed For Sale

      1152 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,521 Sq Ft
      • Built 2024
      1152 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 271 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /11

    $539,900

    $49K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,674 Sq Ft

    30 Sable Ct, Winter Springs, FL 32708

    REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining, Living room, and family room. Big Owners bedroom with walk-in closet and updated bath

    Julie Bailey HOME SOLD NETWORK LLC

    30 Sable Ct, Winter Springs, FL 32708
  • /2

    $470,000

    Sold Mar 17, 2026

    1500 Corkery Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,866 Sq Ft
    • Built 2016

    Last Sold Summary

    • $252/SF
    • 6 Days On Market

    Current Estimated Value $466,395

    Last Listing Agent Elizabeth Borges BORGES REAL ESTATE, LLC

    1500 Corkery Ct, Winter Springs, FL 32708
    • /17

      Est $403,408

      Not Listed For Sale

      1148 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,509 Sq Ft
      • Built 2023
      1148 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 559 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /50

    $665,000

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,724 Sq Ft

    223 Blue Creek Dr, Winter Springs, FL 32708

    MOTIVATED SELLER! Elegant conservation retreat in prestigious Chestnut Estates-Tuscawilla. On a quiet cul-de-sac, this impeccably maintained four-bedroom, three-bath residence offers a rare combination of privacy, timeless comfort and everyday luxury. Backing to a serene conservation area with no rear neighbors, the home is surrounded by mature landscaping and picturesque natural views, creating

    Gwyn Picerne PREMIER SOTHEBYS INT'L REALTY

    223 Blue Creek Dr, Winter Springs, FL 32708
  • /2

    $505,000

    Sold Feb 13, 2026

    640 Tuskawilla Point Ln, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Above List Price
    • $281/SF
    • 50 Days On Market

    Current Estimated Value $490,802

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    640 Tuskawilla Point Ln, Winter Springs, FL 32708
    • /12

      Est $488,274

      Not Listed For Sale

      1258 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2022
      1258 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 145 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /26

    $410,900

    • 3 Beds
    • 2 Baths
    • 1,609 Sq Ft

    1012 Forest Cir, Winter Springs, FL 32708

    Virtually Staged. Location, comfort, and functionality come together in this well-designed 3-bedroom, 2-bath home in desirable Winter Springs!Featuring a sought-after split-bedroom floor plan, this home offers privacy and a layout that's perfect for everyday living. The open kitchen includes a casual eat-in dining area and flows effortlessly into both the formal dining room and spacious

    Wanda Turner NONA LEGACY POWERED BY LA ROSA

    1012 Forest Cir, Winter Springs, FL 32708
  • /2

    $529,000

    Sold Mar 31, 2026

    1178 Baltic Ln, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,913 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $277/SF
    • 72 Days On Market

    Current Estimated Value $511,320

    Last Listing Agent Alexa Monasterio Flores KELLER WILLIAMS ADVANTAGE 2 REALTY

    1178 Baltic Ln, Winter Springs, FL 32708
    • /12

      Est $482,475

      Not Listed For Sale

      1254 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2022
      1254 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 115 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /16

    $329,000

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

    472 Harbor Winds Ct, Winter Springs, FL 32708

    Delightful 2 story townhouse - backs up to pond. New appliances, Granite counters, New Carpet - MOVE-IN READY.

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    472 Harbor Winds Ct, Winter Springs, FL 32708
  • /12

    $416,634

    Sold Nov 05, 2025

    1290 Tarflower Dr, Winter Springs, FL 32708

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

    Move in Ready Sold Summary

    • $248/SF
    • 65 Days On Market

    Current Estimated Value $406,258

    Mattamy Homes Hickory Grove

    1290 Tarflower Dr, Winter Springs, FL 32708
    • /12

      Est $492,783

      Not Listed For Sale

      1250 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2022
      1250 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 115 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /160

    $475,000

    • 4 Beds
    • 3 Baths

    1348 Ortega St, Winter Springs, FL 32708

    Welcome to this spacious one-story home in desirable Winter Springs. This 3-bedroom, 2-bath residence features a comfortable living room with a fireplace, dining area, spacious primary bedroom, dedicated laundry room, two-car garage, hurricane protection, solar panels and a generous yard.A standout feature is the independent in-law suite with its own private entrance, offering flexibility for

    Norma Martinez K&A Realty and Investments, LLC.

    1348 Ortega St, Winter Springs, FL 32708
  • /2

    $430,000

    Sold Sep 02, 2026

    1454 King Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 1985

    Last Sold Summary

    • 11% Below List Price
    • $267/SF
    • 31 Days On Market

    Current Estimated Value $452,223

    Last Listing Agent Chris Sheedy COLDWELL BANKER REALTY

    1454 King Ct, Winter Springs, FL 32708
    • /30

      Est $468,636

      Not Listed For Sale

      1262 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,353 Sq Ft
      • Built 2023
      1262 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      Last Listing Agent Mark Anthony Buot ROI AVE LLC

  • /13

    $214,000

    $49K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 1,148 Sq Ft

    120 N Fairfax Ave, Winter Springs, FL 32708

    Under contract-accepting backup offers. Charming ranch-style home brimming with potential and ready for your personal touch! Ideally situated in a convenient location, this property offers easy access to nearby schools, shopping centers, public transportation, and everyday essentials. Inside, you’ll find a practical layout featuring 2 comfortable bedrooms and 1 full bathroom, along with durable

    Chris Creegan CREEGAN GROUP

    120 N Fairfax Ave, Winter Springs, FL 32708
  • /2

    $455,000

    Sold Jul 02, 2026

    1335 San Felipe Ct, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,571 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $290/SF
    • 5 Days On Market

    Current Estimated Value $424,908

    Last Listing Agent Austin Cummings NEXTDWELL

    1335 San Felipe Ct, Winter Springs, FL 32708
    • /12

      Est $482,890

      Not Listed For Sale

      1242 Spotted Sandpiper Loop, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,359 Sq Ft
      • Built 2023
      1242 Spotted Sandpiper Loop, Winter Springs, FL 32708

      Last Sold Summary

      • 237 Days On Market

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /49

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,502 Sq Ft

    321 Kirkcaldy Dr, Winter Springs, FL 32708

    Great Opportunity in Winter Springs! This single family home has 2 bedrooms, 2 bathrooms, and a large upstairs bonus room - great for an office (or used as another bedroom!). Upon entry you'll be impressed with the high vaulted ceilings and wide open view to the living and dining room. The Primary Bedroom is well sized, and the bathroom features a large walk-in closet, dual sinks, and a shower

    Emily Halpern COLDWELL BANKER REALTY

    321 Kirkcaldy Dr, Winter Springs, FL 32708

Showing Results 481 - 520, Page 13 of 18

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