17,391

Winter Springs, FL Homes

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  • /61

    $799,900

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

    1618 Wrentham Ct, Winter Springs, FL 32708

    Florida living at its finest! Nestled within the quaint gated community of Barrington Estates in Winter Springs, this stunning two-story home is ideally situated on a private cul-de-sac with no front or rear neighbors. Enjoy serene pond and conservation views from the front of the home, while the expansive fenced backyard overlooks mature trees, creating exceptional privacy and

    Anna Lohr URBANISTA BROKERS

    1618 Wrentham Ct, Winter Springs, FL 32708
  • /14

    $1,515 Per Month

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

    133 Garden Dr Unit 1, Winter Springs, FL 32708

    133 Garden Dr Unit 1, Winter Springs, FL 32708
  • /2

    $410,000

    Sold Jul 22, 2025

    640 Sailfish Rd, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,414 Sq Ft
    • Built 1981

    Last Sold Summary

    • $290/SF
    • 12 Days On Market

    Current Estimated Value $410,448

    Last Listing Agent Richard Patterson PATTERSON REALTY

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

      Est $435,346

      Not Listed For Sale

      1387 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1387 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

  • /53

    $39,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    442 Dorado Dr, Winter Springs, FL 32708

    Hacienda Village a 55+ Community has been updated-Pickel Ball Courts, 2 Pools one heated, Putt Putt, Doggy Park, Tiki Huts, Grills, always something going on. Hacienda Village has easy access to all major highways with beaches and Parks only 45 minutes away. Fire and Police Dept close by, Restaurants, Medical, Shopping and more in the area.

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    442 Dorado Dr, Winter Springs, FL 32708
  • /29

    $2,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • Condo for Rent

    600 Northern Way Unit 1206, Winter Springs, FL 32708

    Beautifully updated 3-bedroom, 2-bath home available for rent in the heart of Winter Springs! This spacious home features rich wood-look flooring throughout, soaring ceilings, upgraded dark wood cabinetry, granite countertops, stainless steel appliances, and an open-concept kitchen that overlooks the living and dining areas. The oversized bedrooms with plenty of natural light and space to relax,

    Phillip Blevins BLEVINS REAL ESTATE & PROPERTY MANAGEMENT

    600 Northern Way Unit 1206, Winter Springs, FL 32708
  • /2

    $750,000

    Sold Jul 14, 2025

    1113 Black Acre Trail, Winter Springs, FL 32708

    • 5 Beds
    • 3 Baths
    • 2,811 Sq Ft
    • Built 1972

    Last Sold Summary

    • 12% Below List Price
    • $267/SF
    • 60 Days On Market

    Current Estimated Value $747,425

    Last Listing Agent Alamgir Wali SPECTRUM PROPERTY GROUP LLC

    1113 Black Acre Trail, Winter Springs, FL 32708
    • /2

      Est $675,651

      Not Listed For Sale

      263 Celestial Way, Winter Springs, FL 32708

      • 5 Beds
      • 3.5 Baths
      • 2,915 Sq Ft
      • Built 2020
      263 Celestial Way, Winter Springs, FL 32708

      Last Sold Summary

      • 30 Days On Market

  • /35

    $739,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,433 Sq Ft

    130 Seville Chase Dr, Winter Springs, FL 32708

    Discover the perfect blend of comfort, privacy, and luxury in the sought-after gated community of Seville Chase. Nestled on a large private fenced lot, this beautifully maintained 4-bedroom, 3-bathroom home offers a desirable 3-way split floor plan designed for both everyday living and entertaining with no rear neighbors. Step inside to find elegant upgrades throughout, including crown molding,

    Drew Vandermay FLORIDA RE ANALYSTS, INC

    130 Seville Chase Dr, Winter Springs, FL 32708
  • /20

    $2,450 Per Month

    • 4 Beds
    • 2 Baths
    • 1,661 Sq Ft
    • 4 Bedroom 2 Bath home in Winter Springs for RENT!

    322 Riunite Cir, Winter Springs, FL 32708

    4 Bedroom 2 Bath home, 1661 sq. ft. with a 2 car garageThis home has an open floor plan, that includes a formal living room, formal dining room as well as an eat in kitchen and a family roomCeiling fans, and blinds Tile flooringLarge screened patio and privacy fenced in backyard, on a corner lotThis home has a washer and dryer, however the maintenance for the washer and dryer

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

    $185,000

    Sold Jun 08, 2026

    60 Sheoah Blvd Unit 38A, Winter Springs, FL 32708

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Built 1973

    Last Sold Summary

    • $171/SF
    • 16 Days On Market

    Current Estimated Value $181,640

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    60 Sheoah Blvd Unit 38A, Winter Springs, FL 32708
    • /2

      Est $357,681

      Not Listed For Sale

      3801 Black Spruce Ln, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,752 Sq Ft
      • Built 2011
      3801 Black Spruce Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 27 Days On Market

  • /39

    $455,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,192 Sq Ft

    705 S Gretna Ct, Winter Springs, FL 32708

    **MULTIPLE OFFERS HIGHEST AND BEST BY SUNDAY 2/11 9PM** Welcome to your dream home in the highly sought-after neighborhood of The Highlands! This stunning 4-bedroom, 2.5-bathroom abode boasts elegance, comfort, and functionality all in one. As you step inside, you'll be greeted by a split open floor plan, offering a seamless flow between living spaces. The master suite is a true retreat,

    Brittany Visconti LPT REALTY, LLC

    705 S Gretna Ct, Winter Springs, FL 32708
  • /16

    $1,795 Per Month

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

    506 San Gabriel Ct, Winter Springs, FL 32708

    Move In Special! Receive $250 OFF your first month of rent if approved and moving in by February 23rd!Welcome home to 506 San Gabriel Court, a charming 3 bedroom, 2 bath home featuring 1,187 square feet of living space. As you enter the home, you are welcomed into the main living area, featuring vaulted ceilings and plenty of natural light through the numerous windows and sliding glass

    Justin Recca INNOVATIVE REALTY, LLC

    506 San Gabriel Ct, Winter Springs, FL 32708
  • /2

    $335,000

    Sold Jul 18, 2025

    170 N Fairfax Ave, Winter Springs, FL 32708

    • 5 Beds
    • 2 Baths
    • 1,630 Sq Ft
    • Built 1979

    Last Sold Summary

    • $206/SF
    • 3 Days On Market

    Current Estimated Value $346,458

    Last Listing Agent Robert McGrew, PA FLAT FEE REAL ESTATE SERVICES LLC

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

      Est $411,246

      Not Listed For Sale

      1374 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1374 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

  • /27

    $335,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft

    335 Lansbrook Ln, Winter Springs, FL 32708

    Welcome Home to 335 Lansbrook Lane! This move-in ready 2 Bed/2 Bath townhouse is ready for its new owner. Enjoy the ultimate Florida lifestyle with peaceful water views right from your front porch. Inside, you’ll find a functional and inviting layout featuring a downstairs bedroom and full bath, while upstairs offers the primary suite, kitchen, and spacious living area. Conveniently located in

    Trace Christian, III COLDWELL BANKER REALTY

    335 Lansbrook Ln, Winter Springs, FL 32708
  • /18

    $2,299 Per Month

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • House for Rent

    224 Bitterwood St, Winter Springs, FL 32708

    Welcome home! This charming 3-bedroom, 2-bath home is available for immediate move-in. Located in Winter Springs, the property offers a functional layout, spacious living areas, generously sized bedrooms, and a well-equipped kitchen with plenty of cabinet and counter space. The first bedroom is scheduled to be painted next week, providing a fresh update for the new resident. All applicants are

    224 Bitterwood St, Winter Springs, FL 32708
  • /2

    $363,825

    Sold Dec 03, 2025

    1108 Dappled Elm Ln, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,505 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $242/SF
    • 12 Days On Market

    Current Estimated Value $365,754

    Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

    1108 Dappled Elm Ln, Winter Springs, FL 32708
    • /2

      Est $468,900

      Not Listed For Sale

      1378 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,704 Sq Ft
      • Built 2024
      1378 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 0 Days On Market

  • /44

    $410,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,821 Sq Ft

    984 Turkey Hollow Cir Unit 4, Winter Springs, FL 32708

    Under contract-accepting backup offers. Virtually Staged. A spacious 3-bedroom, 2-bathroom home located in the highly sought-after community of Oak Forest in Winter Springs. Known for its beautiful tree-lined streets, mature oak trees, and quiet suburban charm, this family-friendly neighborhood also offers access to top-rated schools and is conveniently located near popular restaurants, shopping,

    Kelsey Payton ALL REAL ESTATE & INVESTMENTS

    984 Turkey Hollow Cir Unit 4, Winter Springs, FL 32708
  • /8

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1218 La Mesa Ave, Winter Springs, FL 32708

    Including utilities and internet, 1/1 garage apt, newly renovated, own entry, shared laundry room. Good income and credit, no pets.

    1218 La Mesa Ave, Winter Springs, FL 32708
  • /2

    $479,000

    Sold Aug 19, 2025

    211 Tavestock Loop, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,111 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Above List Price
    • $227/SF
    • 30 Days On Market

    Current Estimated Value $492,440

    Last Listing Agent Patrick Urbainczyk P.A. KELLER WILLIAMS HERITAGE REALTY

    211 Tavestock Loop, Winter Springs, FL 32708
    • /2

      Est $410,496

      Not Listed For Sale

      1366 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1366 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 100 Days On Market

  • /39

    $485,000

    $15K PRICE DROP Pre-Foreclosure
    • 4 Beds
    • 3.5 Baths
    • 2,359 Sq Ft

    1254 Spotted Sandpiper Loop, Winter Springs, FL 32708

    Live luxuriously in almost New Townhouse! Immaculate 3-story townhouse (built 2023) boasts $20,000 in builder upgrades and offers a modern living experience! Unwind while sipping your morning coffee or taking a break on the front porch overlooking serene conservation. Inside, a flexible space on the first floor can be your home office, den, or 4th bedroom with a full en-suite bathroom (including

    Sylvana Minnetto CREEGAN GROUP

    1254 Spotted Sandpiper Loop, Winter Springs, FL 32708
  • /18

    $2,395 Per Month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    44 S Cortez Ave, Winter Springs, FL 32708

    Beautiful 3/2 Home in Winter Springs! This recently refreshed single-family home offers three bedrooms and two bathrooms with brand new flooring and fresh interior paint throughout. Both bathrooms feature new cabinets and brand new tile work, and the property includes a brand new air conditioner for added comfort. Ceiling fans are installed for improved circulation, and washer/dryer hook-ups are

    44 S Cortez Ave, Winter Springs, FL 32708
  • /2

    $950,000

    Sold Jul 15, 2025

    677 Benitawood Ct, Winter Springs, FL 32708

    • 4 Beds
    • 3.5 Baths
    • 3,443 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $276/SF
    • 55 Days On Market

    Current Estimated Value $960,653

    Last Listing Agent Cody Palmer COMPASS FLORIDA LLC

    677 Benitawood Ct, Winter Springs, FL 32708
    • /2

      Est $437,467

      Not Listed For Sale

      1370 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1370 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 60 Days On Market

  • /27

    $279,500

    Pending
    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    706 Lakeside Dr, Winter Springs, FL 32708

    Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 2-bath end-unit residence that lives like a single-family home. While classified as a townhome, this rare detached end-unit offers no shared walls, providing added privacy and quiet. A 2-car attached garage and a scenic homesite with tranquil pond and fountain view completes the setting. Step onto your patio and enjoy the

    Stefanie Wollam REALTY WORLD PREFERRED

    706 Lakeside Dr, Winter Springs, FL 32708
  • /2

    $235,000

    Sold Aug 01, 2025

    600 Northern Way Unit 103, Winter Springs, FL 32708

    • 1 Bed
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $245/SF
    • 22 Days On Market

    Current Estimated Value $230,491

    Last Listing Agent Nick Gustafson FLORIDA REALTY INVESTMENTS

    600 Northern Way Unit 103, Winter Springs, FL 32708
    • /2

      Est $282,585

      Not Listed For Sale

      600 Northern Way Unit 806, Winter Springs, FL 32708

      • 3 Beds
      • 3 Baths
      • 1,447 Sq Ft
      • Built 2016
      600 Northern Way Unit 806, Winter Springs, FL 32708

      Last Sold Summary

      • 83 Days On Market

  • /77

    $899,900

    $65K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,660 Sq Ft

    702 Golfpoint Dr, Winter Springs, FL 32708

    Virtually Staged. *SELLER MOTIVATED* RARE OPPORTUNITY IN GLEN EAGLE/TUSCAWILLA! Set on a PROMINENT CORNER LOT in one of Winter Springs’ most sought-after golf communities, this spacious pool home offers an INCREDIBLE OPPORTUNITY for buyers looking to personalize a home with outstanding bones, flexible living space, and major system upgrades already completed. Major recent improvements including a

    Blake Murphey RE/MAX 200 REALTY

    702 Golfpoint Dr, Winter Springs, FL 32708
  • /2

    $1,175,000

    Sold May 22, 2026

    716 Bear Creek Cir, Winter Springs, FL 32708

    • 5 Beds
    • 6 Baths
    • 4,382 Sq Ft
    • Built 1983

    Last Sold Summary

    • $268/SF

    Current Estimated Value $1,226,821

    Last Listing Agent Allison Day RE/MAX TOWN & COUNTRY REALTY

    716 Bear Creek Cir, Winter Springs, FL 32708
    • /2

      Est $457,206

      Not Listed For Sale

      1363 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,704 Sq Ft
      • Built 2024
      1363 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 64 Days On Market

  • /15

    $184,900

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    1084 Cherokee Village Trail, Winter Springs, FL 32708

    This Palm Harbor home has lots of great features. Large Kitchen with abundant cabinet space and roomy dining area. Screen Porch located in very private backyard off the Garage. Lots of light through entire home, Laundry area enclosed in Kitchen area near the garage entrance. Bedrooms are very roomy with plenty of closet space in each. Roof was replaced in 2021 and A/C and Flooring in 2025. Lot

    Todd Newby NEWBY REALTY INC

    1084 Cherokee Village Trail, Winter Springs, FL 32708
  • /2

    $410,000

    Sold May 01, 2026

    705 E State Road 434, Winter Springs, FL 32708

    • Land
    • 3.44 Acres
    • $119,186 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 792 Days On Market

    Last Listing Agent Thomas Namey APPLE REALTY

    705 E State Road 434, Winter Springs, FL 32708
    • /2

      Est $421,017

      Not Listed For Sale

      1359 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1359 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 0 Days On Market

  • /54

    $494,000

    $25K 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
  • /2

    $410,000

    Sold Jun 15, 2026

    1171 Saddlehorn Cir, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,611 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $255/SF
    • 23 Days On Market

    Current Estimated Value $417,456

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    1171 Saddlehorn Cir, Winter Springs, FL 32708
    • /2

      Est $437,372

      Not Listed For Sale

      1390 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1390 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 124 Days On Market

Showing Results 241 - 280, Page 7 of 18

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