17,352

Winter Springs, FL Homes

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  • /14

    $404,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    Catalina II Plan at Hickory Grove, Winter Springs, FL 32708

    With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owners suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 36446933, Winter Springs, FL 32708
  • /16

    $1,940 Per Month

    • 3 Beds
    • 1 Bath
    • 1,123 Sq Ft
    • House for Rent

    500 George St, Winter Springs, FL 32708

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    (321) 204-1568

    500 George St, Winter Springs, FL 32708
  • /2

    $420,000

    Sold Apr 22, 2026

    1706 Fox Glen Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $254/SF
    • 23 Days On Market

    Current Estimated Value $437,775

    Last Listing Agent Harry Kazarian STRONG FOUNDATION REALTY LLC

    1706 Fox Glen Ct, Winter Springs, FL 32708
    • /48

      Est $444,672

      Not Listed For Sale

      572 Buckhorn Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,789 Sq Ft
      • Built 2012
      572 Buckhorn Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Above List Price
      • $246/SF
      • 5 Days On Market
      • Last Sold Price $439,900
      • Jul 21, 2023

      Last Listing Agent Lynda Miller PREMIER SOTHEBYS INT'L REALTY

  • /32

    $685,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,353 Sq Ft

    1113 Citrus Oaks Run, Winter Springs, FL 32708

    Under contract-accepting backup offers. Welcome to 1113 Citrus Oaks Run, a beautifully maintained home offering timeless style, functional space, and a private backyard retreat. This spacious 3-way split floor plan features wood flooring throughout, 8-foot doors, high ceilings, and elegant beams in the dining room, creating a warm and inviting atmosphere from the moment you enter. The living

    Abby Nelson RE/MAX 200 REALTY

    1113 Citrus Oaks Run, Winter Springs, FL 32708
  • /16

    $2,370 Per Month

    • 3 Beds
    • 2 Baths
    • 1,887 Sq Ft
    • House for Rent

    228 Bitterwood St, Winter Springs, FL 32708

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    (689) 220-3714

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

    $355,000

    Sold Sep 12, 2025

    109 Lido Rd, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Below List Price
    • $309/SF
    • 40 Days On Market

    Current Estimated Value $361,256

    Last Listing Agent Michael Masters HOMESMART

    109 Lido Rd, Winter Springs, FL 32708
    • /47

      Est $473,145

      Not Listed For Sale

      481 Buckhorn Dr, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 2,076 Sq Ft
      • Built 2014
      481 Buckhorn Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 5% Below List Price
      • $241/SF
      • 17 Days On Market
      • Last Sold Price $500,000
      • Jun 03, 2024

      Last Listing Agent Miranda Azer PARKVIEW REAL ESTATE

  • /19

    $462,990

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    Sofia Plan at Hickory Grove, Winter Springs, FL 32708

    Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 39088456, Winter Springs, FL 32708
  • /2

    $2,400

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • House for Rent

    620 Locust Ct, Winter Springs, FL 32708

    Lovely lake front home in beautiful Winter Springs. Split bedrooms. All floors either tile or wood laminate. Great view from your living room. Great Seminole County schools.

    620 Locust Ct, Winter Springs, FL 32708
  • /2

    $302,000

    Sold Apr 13, 2026

    794 Austin Ct, Winter Springs, FL 32708

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • Built 1984

    Last Sold Summary

    • 12% Below List Price
    • $200/SF
    • 18 Days On Market

    Current Estimated Value $346,247

    Last Listing Agent Mark Ramey EXP REALTY LLC

    794 Austin Ct, Winter Springs, FL 32708
    • /34

      Est $291,190

      Not Listed For Sale

      600 Northern Way Unit 902, Winter Springs, FL 32708

      • 3 Beds
      • 3 Baths
      • 1,447 Sq Ft
      • Built 2016
      600 Northern Way Unit 902, Winter Springs, FL 32708

      Last Sold Summary

      • 9% Below List Price
      • $221/SF
      • 72 Days On Market
      • Last Sold Price $320,000
      • Mar 29, 2024

      Last Listing Agent Liz Amor Pagan WATSON REALTY CORP

  • /19

    $374,990

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

    Aurora Plan at Hickory Grove, Winter Springs, FL 32708

    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 retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a

    Mattamy Homes Builder
    1458 Blumberg Blvd Unit 36446067, Winter Springs, FL 32708
  • /26

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,934 Sq Ft
    • House for Rent

    103 Golden Crest Ct, Winter Springs, FL 32708

    Very nice executive home in Gated Community of Eagles Watch in the Tuscawilla community. Very easy access to major roadways, shopping and the Cross Seminole Fitness Trail. You can access the trail from your back door after a short 20' walk through the woodland barrier. Step in through the front door to a spacious formal living room and family room combination. Around the corner to the kitchen

    Joe Thomas CLASSIC 1 REALTY INC

    103 Golden Crest Ct, Winter Springs, FL 32708
  • /2

    $340,000

    Sold Dec 10, 2025

    3895 Biscayne Dr, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,222 Sq Ft
    • Built 1987

    Last Sold Summary

    • 15% Below List Price
    • $153/SF
    • 21 Days On Market

    Current Estimated Value $354,281

    Last Listing Agent Ronald Ryder RICHARD PETERS REALTY LLC

    3895 Biscayne Dr, Winter Springs, FL 32708
    • /2

      Est $1,381,907

      Not Listed For Sale

      1035 Northern Way Unit 171, Winter Springs, FL 32708

      • 7 Beds
      • 6 Baths
      • 7,239 Sq Ft
      • Built 1983
      1035 Northern Way Unit 171, Winter Springs, FL 32708

      Last Sold Summary

      • 6% Below List Price
      • $204/SF
      • 3 Days On Market
      • Last Sold Price $1,475,000
      • Mar 28, 2025

      Last Listing Agent Scott Minor CHARLES RUTENBERG REALTY ORLANDO

  • /18

    $491,075

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    189 Bear Springs Dr, Winter Springs, FL 32708

    With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural

    Mattamy Homes Builder
    189 Bear Springs Dr, Winter Springs, FL 32708
  • /27

    $1,999 Per Month

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft
    • House for Rent

    359 Lansbrook Ln, Winter Springs, FL 32708

    Beautiful 2 Bedroom and 2 Bath townhome located in the heart of Winter Springs! This open floor plan includes a bedroom on the first floor and the master bedroom on the second floor with a kitchen overlooking the spacious room. 2 car garage! PERFECT LOCATION!! Corner unit overlooking the pond and is right across the street from Winter Springs town center shopping plaza including Publix! Near by

    359 Lansbrook Ln, Winter Springs, FL 32708
  • /2

    $240,000

    Sold Sep 23, 2025

    609 Casa Park Ct N, Winter Springs, FL 32708

    • 2 Beds
    • 2.5 Baths
    • 1,156 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $208/SF
    • 59 Days On Market

    Current Estimated Value $241,799

    Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

    609 Casa Park Ct N, Winter Springs, FL 32708
    • /2

      Est $405,798

      Not Listed For Sale

      1319 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1319 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Above List Price
      • $272/SF
      • 30 Days On Market
      • Last Sold Price $402,020
      • May 05, 2025

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  • /37

    $482,500

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

    308 Michael Blake Blvd, Winter Springs, FL 32708

    Well maintained Craftsman style 2 story Bungalow home in the desirable Winter Springs Village Community. Build in 2013, move in ready, featuring 3 Bedrooms 2.5 Baths, open floor plan Living/Dining/Kitchen. Split second floor bedrooms with loft area, and walk out second floor porch overlooking wooded preservation area. The kitchen features stainless steel appliances, solid wood cabinets, reverse

    Andrew Troia KEMP REALTY GROUP

    308 Michael Blake Blvd, Winter Springs, FL 32708
  • /36

    $2,800 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,288 Sq Ft
    • Townhouse for Rent

    1372 Mill Stream Ln, Winter Springs, FL 32708

    Charming 3-Bedroom, 3.5-Bath Townhouse in a Prime Location Welcome to this stunning 3-bedroom, 3.5-bathroom townhouse offering the perfect blend of modern living, comfort, and convenience. The kitchen is a chef’s dream, featuring sleek solid surface countertops and stainless steel appliances, making meal preparation and entertaining a breeze. The multilevel layout ensures privacy for each

    Amy Chastain CHASTAIN REAL ESTATE COMPANY LLC

    1372 Mill Stream Ln, Winter Springs, FL 32708
  • /2

    $670,000

    Sold Oct 08, 2025

    701 Palenci Ct, Winter Springs, FL 32708

    • 4 Beds
    • 3.5 Baths
    • 3,489 Sq Ft
    • Built 1999

    Last Sold Summary

    • 21% Below List Price
    • $192/SF
    • 185 Days On Market

    Current Estimated Value $715,601

    Last Listing Agent Chuck Valence VALENCE REALTY GROUP

    701 Palenci Ct, Winter Springs, FL 32708
    • /2

      Est $253,303

      Not Listed For Sale

      606 Casa Park I Ct, Winter Springs, FL 32708

      • 2 Beds
      • 2.5 Baths
      • 1,156 Sq Ft
      • Built 1985
      606 Casa Park I Ct, Winter Springs, FL 32708

      Last Sold Summary

      • $219/SF
      • 52 Days On Market
      • Last Sold Price $253,000
      • May 05, 2025

      Last Listing Agent Partha Vustepalli CHARLES RUTENBERG REALTY ORLANDO

  • /33

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,857 Sq Ft

    629 Ryan Ct, Winter Springs, FL 32708

    Beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after Highlands community in Winter Springs, FL. Real hardwood floors flow through the main living areas, adding warmth and timeless appeal. The spacious kitchen features elegant stone countertops, ample cabinetry, and plenty of room for cooking and entertaining. The primary suite serves as a relaxing retreat with an

    Lianna D'Angelo SOTERA LIVING

    629 Ryan Ct, Winter Springs, FL 32708
  • /15

    $2,505 Per Month

    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • House for Rent

    1013 Taproot Dr, Winter Springs, FL 32708

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more… that's the power of purple!This 4-bedroom, 2-bathroom rental home in Winter Springs, FL, may be the right place for you. Enjoy outdoor

    1013 Taproot Dr, Winter Springs, FL 32708
  • /2

    $305,000

    Sold Mar 13, 2026

    224 Bennett St, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Built 1971

    Last Sold Summary

    • $285/SF
    • 5 Days On Market

    Current Estimated Value $302,417

    Last Listing Agent Alex Khalil EXP REALTY LLC

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

      Est $283,500

      Not Listed For Sale

      261 N 3rd St, Winter Springs, FL 32708

      • 2 Beds
      • 1 Bath
      • 1,428 Sq Ft
      • Built 1959
      261 N 3rd St, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Below List Price
      • $200/SF
      • 13 Days On Market
      • Last Sold Price $286,000
      • Mar 28, 2025

      Last Listing Agent Jennifer Van Loon PREMIUM PROPERTIES R.E SERVICE

  • /31

    $639,900

    Pending
    • 4 Beds
    • 2 Baths
    • 2,118 Sq Ft

    1109 Duncan Dr, Winter Springs, FL 32708

    Under contract-accepting backup offers. Tucked into the highly sought-after Tuscawilla Golf Community, 1109 Duncan Dr showcases an updated pool home on more than one-third of an acre. This 4-bedroom, 2-bath split floorplan home offers over 2,100 sq ft of bright, inviting living space with abundant natural light, and an open, flowing layout that feels spacious from the moment you enter. Recent

    Doug Woehr COLDWELL BANKER REALTY

    1109 Duncan Dr, Winter Springs, FL 32708
  • /16

    $1,650 Per Month

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

    137 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

    137 Garden Dr, Winter Springs, FL 32708
  • /2

    $305,000

    Sold Apr 09, 2026

    102 Camphorwood Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Below List Price
    • $287/SF
    • 19 Days On Market

    Current Estimated Value $310,603

    Last Listing Agent Brooke Brown THE AGENCY FL

    102 Camphorwood Ct, Winter Springs, FL 32708
    • /2

      Est $439,163

      Not Listed For Sale

      1269 Coral Bean Ln, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1269 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 3% Below List Price
      • $271/SF
      • Last Sold Price $454,167
      • Mar 21, 2025

      Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

  • /74

    $390,000

    $10K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,094 Sq Ft

    1165 Orange Ave, Winter Springs, FL 32708

    Welcome to this stunning, modern end-unit townhome located in the highly sought-after community of Jesup’s Landing in Winter Springs. This beautifully designed 3 bedroom, 3.5 bathroom residence with a spacious 2-car garage offers an exceptional blend of comfort, style, and convenience, making it the perfect choice for buyers seeking luxury townhome living in a prime location. From the moment you

    Thomas McNamara EXP REALTY LLC

    1165 Orange Ave, Winter Springs, FL 32708
  • /16

    $2,985 Per Month

    • 4 Beds
    • 2 Baths
    • 2,078 Sq Ft
    • House for Rent

    1400 Ponce de Leon Blvd, Winter Springs, FL 32708

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    1400 Ponce de Leon Blvd, Winter Springs, FL 32708
  • /2

    $350,000

    Sold Apr 21, 2026

    130 Lombardy Rd, Winter Springs, FL 32708

    • 4 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1962

    Last Sold Summary

    • $249/SF
    • 10 Days On Market

    Current Estimated Value $344,257

    Last Listing Agent Shannon Riva COLDWELL BANKER REALTY

    130 Lombardy Rd, Winter Springs, FL 32708
    • /2

      Est $424,508

      Not Listed For Sale

      1197 Orange Ave, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,164 Sq Ft
      • Built 2013
      1197 Orange Ave, Winter Springs, FL 32708

      Last Sold Summary

      • 1% Above List Price
      • $194/SF
      • 30 Days On Market
      • Last Sold Price $420,000
      • Mar 31, 2025

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  • /34

    $739,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,281 Sq Ft

    613 Bonita Rd, Winter Springs, FL 32708

    Under contract-accepting backup offers. Tucked beneath a canopy of mature trees in one of Winter Springs’ most charming ranch-style settings, this custom 2016 Craftsman is the kind of home buyers rarely come across. With 4 bedrooms, 3.5 baths, a dedicated office, upstairs loft, and 3,281 square feet of thoughtfully designed living space, every inch of this home blends warmth, function, and

    Victoria Myers RE/MAX TOWN & COUNTRY REALTY

    613 Bonita Rd, Winter Springs, FL 32708
  • /19

    $1,795 Per Month

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

    603 Casa Park Court O, Winter Springs, FL 32708

    This 2-bedroom, 2.5-bathroom townhome is located within the Casa Park neighborhood of Tuskawilla. Upon entry of this lovely home you will notice the modern plank style, luxury vinyl flooring in the living areas, and fresh paint throughout. The updated kitchen will bring out the chef in you featuring shaker style soft close cabinets, pendulum lighting, granite countertops, and a breakfast bar.

    Joe English, Jr WILSON MANAGEMENT GROUP

    603 Casa Park Court O, Winter Springs, FL 32708
  • /2

    $1,320,000

    Sold Feb 05, 2026

    624 Canopy Estates Dr, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 3,627 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $364/SF
    • 76 Days On Market

    Current Estimated Value $1,303,035

    Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

    624 Canopy Estates Dr, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      1281 Coral Bean Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1281 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

      • $294/SF
      • 41 Days On Market
      • Last Sold Price $434,507
      • Apr 29, 2025

      Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

Showing Results 81 - 120, Page 3 of 18

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