Winter Springs, FL Homes

• 

  

  

  /50

  $29,900

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  128 Las Almas Ln, Winter Springs, FL 32708

  SURPRISE!- A large enclosed bonus room not included in the square footage! Double carport area. Home has been renovated! A lot of bang for the buck! Close to recreation Hall and heated pool. Hacienda has a lot to offer, it is centrally located, close to major highway-45 minutes to beaches, 9 parks. Fire & Police Dept. 5 minutes away. Restaurants, shopping medical near. Never a dull moment with

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  128 Las Almas Ln, Winter Springs, FL 32708
• 

  

  /2

  $360,000

  Sold Oct 06, 2025

  212 S Moss Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,946 Sq Ft
  • Built 1972

  Last Sold Summary

  • $185/SF
  • 6 Days On Market

  Current Estimated Value $373,261

  Last Listing Agent Danielle Pensala KELLER WILLIAMS HERITAGE REALTY

  212 S Moss Rd, Winter Springs, FL 32708
• 

  

  

  /51

  Est $649,821

  Not Listed For Sale

  940 Talon Place, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,696 Sq Ft
  • Built 2021

  940 Talon Place, Winter Springs, FL 32708

  Last Sold Summary

  • 126 Days On Market
• 

  

  

  /20

  $537,000

  $113K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 3,408 Sq Ft

  363 Twelve Oaks Dr Unit 5, Winter Springs, FL 32708

  Outstanding 5-bedroom, 3-bathroom home with a Screened Pool and a beautiful Water view. New roof installed on 10/5/2018.Whole house exterior was repainted (including pool deck) in February/March 2020.Open concept, 2 story with a lot of natural light.Large kitchen overlooks the Spacious Family room. Spacious Great room, Living & Dining combo! Plus a Grand-sized Bonus room upstairs for the

  Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  363 Twelve Oaks Dr Unit 5, Winter Springs, FL 32708
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  /2

  $450,000

  Sold Jun 08, 2026

  1331 Augusta National Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,657 Sq Ft
  • Built 1988

  Last Sold Summary

  • $272/SF
  • 59 Days On Market

  Current Estimated Value $445,146

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

  1331 Augusta National Blvd, Winter Springs, FL 32708
• 

  /2

  Est $666,895

  Not Listed For Sale

  528 Seven Oaks Blvd, Winter Springs, FL 32708

  • 5 Beds
  • 4 Baths
  • 3,092 Sq Ft
  • Built 2014

  528 Seven Oaks Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 3 Days On Market
• 

  

  /26

  $48,998

  $6K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  288 La Vista Dr, Winter Springs, FL 32708

  This move-in-ready home has been beautifully updated from top to bottom, featuring a metal roof, new flooring throughout, new drywall, updated walls, remodeled bathrooms, a brand-new kitchen, and newer appliances. As you enter the home, you are welcomed by a spacious enclosed Florida room, perfect for relaxing and enjoying Florida sunsets in a private and comfortable setting. The open-concept

  Corali Fuentes Four Star Homes, Inc.

  288 La Vista Dr, Winter Springs, FL 32708
• 

  /2

  $625,000

  Sold Feb 19, 2026

  1621 White Dove Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,132 Sq Ft
  • Built 1985

  Last Sold Summary

  • $293/SF
  • 4 Days On Market

  Current Estimated Value $628,428

  Last Listing Agent Ryan Minadie COLDWELL BANKER REALTY

  1621 White Dove Dr, Winter Springs, FL 32708
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  /32

  Est $447,542

  Not Listed For Sale

  1364 Congressional Ct, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,854 Sq Ft
  • Built 2014

  1364 Congressional Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 87 Days On Market
• 

  

  /40

  $499,999

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,378 Sq Ft

  1200 Royal Oak Dr, Winter Springs, FL 32708

  Welcome to the highly sought after Fairway Oaks at Tuscawilla community, where homes like this rarely come available! This spacious home features 3 bedrooms and 3 full bathrooms, 2,378 square feet of thoughtfully designed living space, and a private pool in the generously sized, fenced-in backyard oasis. As you enter through the private courtyard, discover the details that make this home so

  Nicholas Masi THE PALMS PROPERTY GROUP

  1200 Royal Oak Dr, Winter Springs, FL 32708
• 

  /2

  $355,000

  Sold Apr 27, 2026

  502 Lancers Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 1995

  Last Sold Summary

  • $237/SF

  Current Estimated Value $357,292

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

  502 Lancers Dr, Winter Springs, FL 32708
• 

  

  /36

  Est $387,953

  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
• 

  

  /30

  $725,000

  $125K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,762 Sq Ft

  124 Blue Creek Dr, Winter Springs, FL 32708

  Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on

  Ryan Langley FLORIDA REALTY INVESTMENTS

  124 Blue Creek Dr, Winter Springs, FL 32708
• 

  /2

  $775,000

  Sold Dec 02, 2025

  108 Seville Chase Dr, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,917 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $266/SF
  • 5 Days On Market

  Current Estimated Value $776,168

  Last Listing Agent Bud Williams THE WILLIAMS REAL ESTATE CO

  108 Seville Chase Dr, Winter Springs, FL 32708
• 

  

  /6

  Est $279,123

  Not Listed For Sale

  Unlisted Address

  Unlisted Address

  Last Sold Summary

  • 5 Days On Market
• 

  

  /47

  $24,900

  $7K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 966 Sq Ft

  242 Aztec Dr, Winter Springs, FL 32708

  Bank Owned-repainted-2-bedroom, 2 bath newer HVAC about 2023. Hacienda Village has recently been renovated with an added pickle ball court, putt putt, Doggy Park, Tiki Huts, Barbecue's, and More. Hacienda is located near major highways with only about 45 minutes to Beaches & Parks, Restaurants, Shopping, Doctors, Fire & Police Departments close by. Monthly base rent is $1075.00.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  242 Aztec Dr, Winter Springs, FL 32708
• 

  /2

  $600,000

  Sold Apr 30, 2026

  689 Seven Oaks Blvd, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,541 Sq Ft
  • Built 2017

  Last Sold Summary

  • $236/SF
  • 4 Days On Market

  Current Estimated Value $597,150

  Last Listing Agent Dan Teston EXP REALTY LLC

  689 Seven Oaks Blvd, Winter Springs, FL 32708
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  /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
• 

  

  /37

  $250,000

  • 2 Beds
  • 2.5 Baths
  • 1,363 Sq Ft

  504 Green Spring Cir, Winter Springs, FL 32708

  Welcome to 504 Green Spring Circle, a beautifully maintained 2 bedroom 2.5 bath townhome nestled in the heart of Winter Springs, where comfort, charm, and everyday functionality come together effortlessly. Inside, the UPDATED KITCHEN features modern finishes, GRANITE countertops, ample prep space, and room for a dine-in table. The home has been thoughtfully maintained, offering peace of mind and

  Riki Cantelli EXP REALTY LLC

  504 Green Spring Cir, Winter Springs, FL 32708
• 

  /2

  $700,000

  Sold Jul 31, 2025

  694 Tuscora Dr, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 2,480 Sq Ft
  • Built 1983

  Last Sold Summary

  • 14% Below List Price
  • $282/SF
  • 67 Days On Market

  Current Estimated Value $692,047

  Last Listing Agent Randy Fontanez, II CHARLES RUTENBERG REALTY ORLANDO

  694 Tuscora Dr, Winter Springs, FL 32708
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  /33

  Est $466,498

  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
• 

  

  /50

  $329,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,178 Sq Ft

  335 Kirkcaldy Dr, Winter Springs, FL 32708

  Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features vaulted ceilings, ceramic tile throughout, fresh interior paint, and a newly renovated kitchen with granite countertops, solid wood shaker-style cabinets, and black appliances. Major updates include a 2025 water heater and a new

  Irina Carp MILLENIUM REALTY GROUP

  335 Kirkcaldy Dr, Winter Springs, FL 32708
• 

  /2

  $420,000

  Sold Dec 31, 2025

  630 Sailfish Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1978

  Last Sold Summary

  • $250/SF
  • 0 Days On Market

  Current Estimated Value $416,660

  Last Listing Agent Non-Member Non-Member Out Of Area Non-MLS or Out of Area

  630 Sailfish Rd, Winter Springs, FL 32708
• 

  

  /30

  Est $403,563

  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
• 

  

  /23

  $469,900

  $29K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,147 Sq Ft

  122 Stone Gable Cir, Winter Springs, FL 32708

  Virtually Staged. PRICED TO SELL AT 469,900!! *** A 4 BEDROOM-FOOTPRINT IS ALREADY RECORDED IN SEMINOLE COUNTY RECORDS, SO THIS 3 BEDROOM HOUSE CAN EASILY GIVE YOU THE ADDED VALUE AND OPPORTUNITY OVERLOOKING SERENE CONSERVATION & POND VIEW. *** WELCOME TO A BEAUTIFULLY MAINTAINED HOME OFFERING UNMATCHED LAYOUT FLEXIBILITY, AND PEACE OF MIND WITH A STRONG MECHANICAL FOUNDATION: FEATURING ROOF, A/C

  Connie Shepherd HOME WISE REALTY GROUP, INC.

  122 Stone Gable Cir, Winter Springs, FL 32708
• 

  /2

  $275,000

  Sold Apr 03, 2026

  100 Silver Sea Rd, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft
  • Built 2001

  Last Sold Summary

  • 5% Below List Price
  • $222/SF
  • 30 Days On Market

  Current Estimated Value $278,887

  Last Listing Agent Carla Cabrera MODERN WORLD REALTY LLC

  100 Silver Sea Rd, Winter Springs, FL 32708
• 

  

  /9

  Est $497,592

  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
• 

  

  /43

  $489,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,309 Sq Ft

  131 Lisa Loop, Winter Springs, FL 32708

  Check out this spacious 4-bedroom, 2.5 bath home in Winter Springs, located in the highly sought-after Seminole County school district! Discover comfort and space in this corner lot home in The Oaks at the Highlands Subdivision. This well-designed home offers more than 2,300 square feet of living space with a functional layout that features the primary suite on the first floor along with a flex

  Nathan Bailey BAILEY CAMPBELL PROPERTIES

  131 Lisa Loop, Winter Springs, FL 32708
• 

  /2

  $545,000

  Sold Aug 07, 2025

  687 N Endeavour Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,066 Sq Ft
  • Built 1989

  Last Sold Summary

  • 1% Below List Price
  • $264/SF
  • 27 Days On Market

  Current Estimated Value $557,615

  Last Listing Agent Joe Sayers KELLER WILLIAMS ADVANTAGE REALTY

  687 N Endeavour Dr, Winter Springs, FL 32708
• 

  

  /11

  Est $415,390

  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
• 

  

  /33

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,161 Sq Ft

  108 Sundance Ct, Winter Springs, FL 32708

  Welcome home to this beautifully remodeled gem tucked away on a quiet cul-de-sac in desirable Winter Springs! From the moment you walk in, you’ll fall in love with the bright, open-concept layout designed for easy living and effortless entertaining. With 1,161 sq ft under air, every inch of this home has been thoughtfully updated and filled with charm.The stunning fully remodeled kitchen is

  Matias Gomez JEMINI REALTY CORP

  108 Sundance Ct, Winter Springs, FL 32708
• 

  /2

  $525,000

  Sold Jul 31, 2025

  370 Brushwood Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,272 Sq Ft
  • Built 1986

  Last Sold Summary

  • $231/SF
  • 3 Days On Market

  Current Estimated Value $532,794

  Last Listing Agent Gretchen Carlson REAL ESTATE HOUSE FL INC

  370 Brushwood Ln, Winter Springs, FL 32708
• 

  

  /17

  Est $408,044

  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
• 

  

  /45

  $557,900

  $12K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,415 Sq Ft

  268 Tavestock Loop, Winter Springs, FL 32708

  New Price **268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up,

  Zep Bholai-Lawrence FUSILIER REALTY GROUP

  268 Tavestock Loop, Winter Springs, FL 32708
• 

  /2

  $1,250,000

  Sold Aug 22, 2025

  723 Calico Ct, Winter Springs, FL 32708

  • 6 Beds
  • 5.5 Baths
  • 4,055 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $308/SF
  • 5 Days On Market

  Current Estimated Value $1,240,769

  Last Listing Agent Bradley Merrell COLDWELL BANKER REALTY

  723 Calico Ct, Winter Springs, FL 32708
• 

  

  /12

  Est $495,845

  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
• 

  /2

  $135,500

  • 2 Beds
  • 2 Baths

  154 Hacienda Dr Unit 154, Winter Springs, FL 32708

  This brand-new 2026 model home offers modern comfort and style throughout, featuring recessed lighting, elegant crown molding, and durable luxury plank flooring. The thoughtfully designed layout includes spacious walk-in closets and a versatile den-perfect for a home office or study space. The kitchen is equipped with sleek stainless steel appliances, and the property also includes a shed with

  Todd Vagts Hacienda Village

  154 Hacienda Dr Unit 154, Winter Springs, FL 32708
• 

  /2

  $625,000

  Sold Nov 10, 2025

  1178 Black Walnut Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,841 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Below List Price
  • $220/SF
  • 25 Days On Market

  Current Estimated Value $629,810

  Last Listing Agent Jody Deabenderfer CHARLES RUTENBERG REALTY ORLANDO

  1178 Black Walnut Ct, Winter Springs, FL 32708
• 

  

  /12

  Est $497,222

  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
• 

  

  /33

  $450,000

  $10K PRICE DROP

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

  877 Benchwood Dr, Winter Springs, FL 32708

  Inviting curb appeal welcomes you into this beautifully maintained Winter Springs pool home tucked within the peaceful established subdivision of Oak Forest. Step inside to an open floor plan with immediate views of the backyard oasis, creating a light and airy feel perfect for everyday living and entertaining. The spacious kitchen opens seamlessly to the living and dining areas and features

  Melissa Condrey COMPASS FLORIDA LLC

  877 Benchwood Dr, Winter Springs, FL 32708

Showing Results 441 - 480, Page 12 of 18