17,328

Winter Springs, FL Homes

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  • /38

    $54,900

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    122 Las Almas Ln, Winter Springs, FL 32708

    Secluded Street, Beautiful Home, well Maintained. Inside Washer & Dryer. Nice Kitchen-Living /Dining "L" plus a bonus room-A Sunroom in front. Good size storage area- You won;t be disappointed. Hacienda Village is centrally located, 2 pools one heated-Club House and Recreational Hall-tons of activities, you will never be bored!! Base monthly rent $1075+

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    122 Las Almas Ln, Winter Springs, FL 32708
  • /12

    $3,750 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,286 Sq Ft
    • House for Rent

    913 Talon Place, Winter Springs, FL 32708

    Virtually Staged. MOVE IN READY !!! Beautiful Single-family home in the gated boutique community of NORTHERN OAKS just south of beautiful Lake Jessup . This is 1/4 mile off of 417 very convenient to highways.TWO-STORY 5 bedroom, 4.5 bath, this home has 3,273 square feet of living space and features a DOWNSTAIRS BEDROOM and SECOND LAUNDRY ROOM upstairs. Open floor plan with a huge great room open

    Aparna Narla ROBERT SLACK LLC

    913 Talon Place, Winter Springs, FL 32708
  • /40

    $585,000

    Sold Sep 09, 2026

    696 Wyckliffe Place, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,398 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $244/SF
    • 8 Days On Market

    Current Estimated Value $588,378

    Last Listing Agent Marion Thacker RED BIRD REALTY OF FLORIDA INC

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

      Not Listed For Sale

      1342 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1342 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /35

    $242,000

    $38K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft

    270 San Gabriel St, Winter Springs, FL 32708

    Quick Closing Available. Welcome to 270 San Gabriel Street in Winter Springs—now offered at an updated price and ready for its next owner. This well-maintained, single-story home features vaulted ceilings and a bright, open layout that creates a comfortable and inviting living space. With neutral finishes and ceramic tile flooring throughout, the home is truly move-in ready. All appliances are

    Alie Gattis MAINFRAME REAL ESTATE

    270 San Gabriel St, Winter Springs, FL 32708
  • /13

    $1,350 Per Month

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft
    • 101-107 Cory Ln

    105 Cory Ln, Winter Springs, FL 32708

    Make your new home in this spacious second-floor apartment in Winter Springs, directly across from beautiful Torcaso Park with easy access to walking trails, green space, and recreation just outside the door. This two-bedroom, two-bathroom apartment features a practical layout with a galley kitchen open to a combined living and dining space that leads to a screen-enclosed covered patio, perfect

    105 Cory Ln, 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 $1,176,197

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

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

      Est $404,000

      Not Listed For Sale

      1350 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1350 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  • /40

    $479,000

    $40K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft

    107 Golden Crest Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor

    Dianne Moore FLORIDA REALTY INVESTMENTS

    107 Golden Crest Ct, Winter Springs, FL 32708
  • /20

    $1,625 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,156 Sq Ft
    • Townhouse for Rent

    609 Casa Park Court J, Winter Springs, FL 32708

    This 2-bedroom, 2.5-bathroom town home is located within the Casa Park neighborhood of Tuskawilla. Upon entering this lovely home, you will notice the brand-new modern plank style tile flooring, and fresh paint throughout. The kitchen features plenty of cabinets, pantry, and a breakfast-bar that opens to the dining room. There is also a guest bathroom downstairs. Upstairs you will find all new

    Joe English, Jr WILSON MANAGEMENT GROUP

    609 Casa Park Court J, Winter Springs, FL 32708
  • /2

    $565,000

    Sold Jul 14, 2026

    214 Perth Ct, Winter Springs, FL 32708

    • 6 Beds
    • 4 Baths
    • 2,247 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $251/SF
    • 20 Days On Market

    Last Listing Agent Jeffrey Osborn, Jr EXP REALTY LLC

    214 Perth Ct, Winter Springs, FL 32708
    • /2

      Est $430,277

      Not Listed For Sale

      1267 Tarflower Dr, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1267 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 158 Days On Market

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /28

    $386,990

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    233 Spindle Palm Cove, Winter Springs, FL 32708

    Under Construction. Final opportunity! Don't miss your chance to make this beautiful property yours! 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

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    233 Spindle Palm Cove, Winter Springs, FL 32708
  • /14

    $2,150 Per Month

    • 3 Beds
    • 2 Baths
    • 1,462 Sq Ft
    • House for Rent

    154 Peregrine Ct, Winter Springs, FL 32708

    Lovely 3 bedroom 2 bath home with 2 car garage. Eat in kitchen with built in microwave, dishwasher, granite counter tops, pantry and lots of cabinet space. Living room dining room combo with access to screened in tiled patio. Large master bath with walk in shower with his and her vanity. Large windows throughout for great lighting. Wood, tile and carpet flooring. Great gated community close to

    154 Peregrine Ct, Winter Springs, FL 32708
  • /2

    $676,000

    Sold Jun 26, 2026

    1113 Citrus Oaks Run, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,353 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Below List Price
    • $287/SF
    • 5 Days On Market

    Current Estimated Value $677,017

    Last Listing Agent Abby Nelson RE/MAX 200 REALTY

    1113 Citrus Oaks Run, Winter Springs, FL 32708
    • /2

      Est $470,308

      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

      • 0 Days On Market

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /24

    $399,000

    $21K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,218 Sq Ft

    203 Sweetgum Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. This meticulously maintained home offers an impressive combination of recent upgrades, thoughtful features, and exceptional outdoor living. The curb appeal is enhanced by professional landscape lighting, while 10-foot access gates on both sides of the property provide convenience and flexibility. A three-zone irrigation system helps maintain the beautifully

    Joseph Connolly CENTURY 21 ALTON CLARK

    203 Sweetgum Ct, Winter Springs, FL 32708
  • /26

    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 936 Sq Ft
    • Condo for Rent

    419 Sheoah Blvd Unit 28, Winter Springs, FL 32708

    This charming 2-bedroom ensuite condo in The Highlands features laminate flooring, fresh paint, and large windows that flood the space with natural light. A screened rear enclosure offers a relaxing outdoor spot, while beautiful French doors open to the second bedroom, perfect for use as an office. The spacious master bedroom provides plenty of comfort. Community amenities include lake, parks,

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    419 Sheoah Blvd Unit 28, 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

      Not Listed For Sale

      382 La Vista Dr, Winter Springs, FL 32708

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1978
      382 La Vista Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 135 Days On Market

      Last Listing Agent Sarah Sloan IN REALTY LLC

  • /35

    $455,000

    $34K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,344 Sq Ft

    1128 Spotted Sandpiper Loop, Winter Springs, FL 32708

    Virtually Staged. SELLER MOTIVATED!!! Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and

    Jacqueline Hughes PREMIER SOTHEBY'S INTL. REALTY

    1128 Spotted Sandpiper Loop, Winter Springs, FL 32708
  • /8

    $1,200 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

    $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 $408,410

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    1171 Saddlehorn Cir, 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

      • 12 Days On Market

      Last Listing Agent Mitra Moghaddam KELLER WILLIAMS ADVANTAGE REALTY

  • /18

    $359,900

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,312 Sq Ft

    113 Lido Rd, Winter Springs, FL 32708

    Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real

    Nicole Anderson HD REALTY LLC

    113 Lido Rd, 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

    $435,000

    Sold Dec 15, 2025

    951 Ginnie Way, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,794 Sq Ft
    • Built 2013

    Last Sold Summary

    • 7% Below List Price
    • $242/SF
    • 79 Days On Market

    Current Estimated Value $433,076

    Last Listing Agent Melissa Condrey COMPASS FLORIDA LLC

    951 Ginnie Way, Winter Springs, FL 32708
    • /2

      Est $537,323

      Not Listed For Sale

      778 Gainer Way, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 2,278 Sq Ft
      • Built 2012
      778 Gainer Way, Winter Springs, FL 32708

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Melissa Condrey COMPASS FLORIDA LLC

  • /22

    $369,500

    • 3 Beds
    • 3.5 Baths
    • 1,854 Sq Ft

    412 Blue Bayou Ln, Winter Springs, FL 32708

    Welcome to 412 Blue Bayou, your beautifully refreshed oasis in Jessups Reserve in Winter Springs! This exceptional home stands out with 3 fully en-suite bedrooms and a carpet-free interior featuring laminate flooring throughout and a brand-new stair railing. The downstairs bedroom can be used as a guest bedroom, office or flex space. Complete peace of mind comes standard thanks to major recent

    Gislene Moorman ICONNECT REAL ESTATE

    412 Blue Bayou Ln, Winter Springs, FL 32708
  • /18

    $2,250 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

    $500,000

    Sold May 21, 2026

    1356 Via Villa Nova, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • Built 1980

    Last Sold Summary

    • $268/SF
    • 27 Days On Market

    Current Estimated Value $494,372

    Last Listing Agent Tori Nguyen LOKATION

    1356 Via Villa Nova, Winter Springs, FL 32708
    • /2

      Est $608,477

      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

      • 3 Days On Market

      Last Listing Agent Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

  • /14

    $339,000

    $10K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,362 Sq Ft

    604 Murphy Rd, Winter Springs, FL 32708

    Under contract-accepting backup offers. Looking for a move in ready & affordable home in Winter Springs? This home features new paint and updated LPV flooring, with block construction, 2 Car Garage and an updated roof. You will enjoy a large backyard with no rear neighbors, a pond view, and Boat / RV Parking. With No HOA restrictions, you have the freedom to customize and personalize your space.

    Ryan Minadie COLDWELL BANKER REALTY

    604 Murphy Rd, Winter Springs, FL 32708
  • /25

    $1,750 Per Month

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

    423 Sheoah Blvd Unit 14, Winter Springs, FL 32708

    Call and schedule a showing for an amazing opportunity you can't not missed. Vacant, available now and ready to move in. Spacious 3 Bedroom 2 bathroom in second floor condo with an enlarge screened Balcony upgraded for tile flooring. Condo located at BayTree 4 of The Highlands - Winter Springs! This second-floor unit offers an ample layout with plenty of natural light overlooking nature, full of

    Zaira Mejia SPACES & STYLES GROUP

    423 Sheoah Blvd Unit 14, Winter Springs, FL 32708
  • /2

    $450,000

    Sold Feb 05, 2026

    1201 Punta Gorda Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,609 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $280/SF
    • 3 Days On Market

    Current Estimated Value $450,060

    Last Listing Agent Wendy Moore ERA GRIZZARD REAL ESTATE

    1201 Punta Gorda Cir, Winter Springs, FL 32708
    • /2

      Est $399,575

      Not Listed For Sale

      976 Eagle Bay St, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,644 Sq Ft
      • Built 2013
      976 Eagle Bay St, Winter Springs, FL 32708

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  • /32

    $274,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,359 Sq Ft

    532 Shadow Glenn Place, Winter Springs, FL 32708

    Under contract-accepting backup offers. Winter Springs Townhome! This end-unit, 2-story townhome has a fenced backyard, rare for a townhome and prized as being the largest backyard in the community! Inside, the 3 bedroom, 2.5 bathroom floor plan keeps all bedrooms and full bathrooms upstairs, while the common areas are downstairs with a guest half bathroom for convenience. There is understairs

    Juan Castro REDFIN CORPORATION

    532 Shadow Glenn Place, Winter Springs, FL 32708
  • /2

    $632,500

    Sold Mar 30, 2026

    1105 Northern Way, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,142 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Above List Price
    • $295/SF
    • 4 Days On Market

    Current Estimated Value $619,224

    Last Listing Agent Dawn Tinder KELLER WILLIAMS WINTER PARK

    1105 Northern Way, Winter Springs, FL 32708
    • /31

      Est $402,534

      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

      • 11 Days On Market

      Last Listing Agent Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

  • /25

    $379,000

    $6K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,224 Sq Ft

    704 Lancewood Dr, Winter Springs, FL 32708

    Under contract-accepting backup offers. Don’t miss your opportunity to buy this beautiful FOUR bed POOL home with a detached BONUS OFFICE! This home is perfect for entertaining family and friends. Enjoy the beautiful WELL-LIT VAULTED ceilings. CERAMIC TILE and LAMINATE flooring throughout. The kitchen features tiled BACKSPLASH and STAINLESS STEEL appliances. In the owner’s suite you’ll have

    Amanda Haines PREFERRED REAL ESTATE BROKERS II

    704 Lancewood Dr, Winter Springs, FL 32708

Showing Results 241 - 280, Page 7 of 18

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