Winter Springs, FL Homes

• 

  

  

  /30

  Est $485,353

  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
• 

  

  

  /18

  $220,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,367 Sq Ft

  4431 Brook Hollow Cir, Winter Springs, FL 32708

  Welcome home to 4431 Brook Hollow Circle, where clean design meets comfortable living. This light-filled residence offers an open, airy layoutthat feels both spacious and welcoming, with neutral finishes that create a fresh, move-in-ready atmosphere. The living and dining areas flowseamlessly, making everyday living and entertaining effortless. One of the home’s standout features is the

  Nicolas Merino EXP REALTY LLC

  4431 Brook Hollow Cir, Winter Springs, FL 32708
• 

  

  

  /18

  $381,733

  Sold May 06, 2026

  1276 Crab Apple Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 1% Above List Price
  • $259/SF
  • 49 Days On Market

  Current Estimated Value $376,396

  Mattamy Homes Hickory Grove

  1276 Crab Apple Ln, Winter Springs, FL 32708
• 

  

  

  /12

  Est $497,898

  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
• 

  

  

  /27

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,105 Sq Ft

  130 Deer Song Dr, Winter Springs, FL 32708

  Welcome to 130 Deer Song Dr in the heart of Winter Springs an exceptional opportunity to own one of the most beautifully updated homes in the community! Positioned on a desirable corner lot with ample parking, this fully renovated 3-bedroom, 2-bathroom home stands out as a rare find offering both style and convenience. From the moment you step inside, you’ll notice the thoughtful upgrades

  Yosseff Roman KELLER WILLIAMS ADVANTAGE III

  130 Deer Song Dr, 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 $348,267

  Last Listing Agent Maribel Ramos VESTI LLC

  1341 Mill Stream Ln, Winter Springs, FL 32708
• 

  

  /12

  Est $482,493

  Not Listed For Sale

  1226 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1226 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 91 Days On Market
• 

  

  /3

  $132,500

  • 2 Beds
  • 2 Baths

  2 La Vista Dr, Winter Springs, FL 32708

  Brand new 2026 home - The Solara -offering modern design and quality craftsmanship throughout. This beautifully appointed residence features recessed lighting, elegant crown molding, and luxury plank flooring that flows seamlessly through the home. The stylish kitchen is equipped with stainless steel appliances, creating a sleek and functional space for everyday living and entertaining. A

  Todd Vagts Hacienda Village

  2 La Vista Dr, Winter Springs, FL 32708
• 

  /2

  $420,000

  Sold Jul 25, 2025

  1065 Clifton Springs Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 2,288 Sq Ft
  • Built 2016

  Last Sold Summary

  • 7% Below List Price
  • $184/SF
  • 41 Days On Market

  Current Estimated Value $435,876

  Last Listing Agent Craig Johnson COLDWELL BANKER REALTY

  1065 Clifton Springs Ln, Winter Springs, FL 32708
• 

  

  /12

  Est $497,142

  Not Listed For Sale

  1234 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2023

  1234 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 237 Days On Market
• 

  

  /35

  $475,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  568 Buckhorn Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. This is one of the few 4 bedroom Bungalows built in sought after Winter Springs Village and it is situated on a premium lot with a manicured greenspace in front and a pond view with a lighted fountain in the rear. Enjoy sitting on the front porch in this quiet and serene setting with no through traffic. Recently painted interior and trim along with brand

  Darlene Brown KELLER WILLIAMS ADVANTAGE REALTY

  568 Buckhorn Dr, 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 $868,159

  Last Listing Agent Marisela Barazarte Moron LA ROSA REALTY PREMIER LLC

  981 Tuskawilla Trail, Winter Springs, FL 32708
• 

  

  /9

  Est $480,506

  Not Listed For Sale

  1238 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2023

  1238 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 235 Days On Market
• 

  

  /38

  $356,000

  $320K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft

  455 Old Farm Ln, Winter Springs, FL 32708

  Welcome to this charming townhome in the highly desirable Jesup Reserve community located in beautiful Winter Springs. This 2-bedroom, 2-bath home offers comfort, convenience, and excellent potential for both homeowners and savvy investors. Step inside to find a spacious layout featuring a modern kitchen equipped with stainless steel appliances and a newer Carrier A/C system for year-round

  James Rice WEICHERT REALTORS HALLMARK PRO

  455 Old Farm Ln, 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 $737,343

  Last Listing Agent Ari Rokh LEGACY REALTY & BROKERS LLC

  1553 Cranston St, Winter Springs, FL 32708
• 

  

  /12

  Est $498,182

  Not Listed For Sale

  1222 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1222 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 57 Days On Market
• 

  

  /55

  $475,000

  Open Sun 2PM - 4PM $5K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft

  1320 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Perfectly positioned in one of Winter Springs' most convenient and desirable locations, this fabulous home offers a sophisticated blend of modern design, flexible living spaces, and low-maintenance comfort. Situated within a beautifully maintained community just steps from Winter Springs Town Center, this three-story residence places shopping, dining, entertainment, and everyday conveniences

  Sue Silberbusch COMPASS FLORIDA LLC

  1320 Spotted Sandpiper Loop, 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 $467,731

  Last Listing Agent Elizabeth Borges BORGES REAL ESTATE, LLC

  1500 Corkery Ct, Winter Springs, FL 32708
• 

  /2

  Est $408,414

  Not Listed For Sale

  1156 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,521 Sq Ft
  • Built 2023

  1156 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 492 Days On Market
• 

  

  /44

  $425,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1422 Spalding Rd, Winter Springs, FL 32708

  PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a

  Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

  1422 Spalding Rd, 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 $495,183

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  640 Tuskawilla Point Ln, Winter Springs, FL 32708
• 

  /2

  Est $433,583

  Not Listed For Sale

  1194 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,746 Sq Ft
  • Built 2022

  1194 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 29 Days On Market
• 

  

  /20

  $150,000

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

  280 Moree Loop Unit 2, Winter Springs, FL 32708

  Virtually Staged. Welcome home to this first-floor condo in the desirable Bay Village community of Winter Springs! Nestled among beautiful tree-lined streets, this spacious unit offers a fantastic opportunity to make it your own. The upgraded kitchen features stainless steel appliances, ample cabinetry, and plenty of workspace for cooking and entertaining. The open-concept living and dining area

  Danielle Pensala KELLER WILLIAMS HERITAGE REALTY

  280 Moree Loop Unit 2, 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 $514,314

  Last Listing Agent Alexa Monasterio Flores KELLER WILLIAMS ADVANTAGE 2 REALTY

  1178 Baltic Ln, Winter Springs, FL 32708
• 

  /2

  Est $483,200

  Not Listed For Sale

  421 Diamond Dove Cove, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,353 Sq Ft
  • Built 2022

  421 Diamond Dove Cove, Winter Springs, FL 32708

  Last Sold Summary

  • 40 Days On Market
• 

  

  /24

  $272,000

  $8K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  600 Northern Way Unit 1608, Winter Springs, FL 32708

  Very motivated sellers! Condo in Tuskawilla’s Tuscany Place •Discover comfort and convenience in Winter Springs’ Tuskawilla neighborhood. Tuscany Place is a gated community with a private pool, near Trotwood Park, Cross Seminole Trail, and top-rated schools. •Double Balcony (length of condo) •Corner unit with pool view •Updated kitchen w/stainless steel appliances •New water heater (2023) •New

  Kelly Boulton WORTH CLARK REALTY

  600 Northern Way Unit 1608, 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 $407,332

  Mattamy Homes Hickory Grove

  1290 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /17

  Est $286,638

  Not Listed For Sale

  600 Northern Way Unit 1308, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,447 Sq Ft
  • Built 2015

  600 Northern Way Unit 1308, Winter Springs, FL 32708

  Last Sold Summary

  • 47 Days On Market
• 

  

  /27

  $340,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,602 Sq Ft

  576 Pinebranch Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, ideally located in the heart of Winter Springs. This spacious corner-unit home offers 3 bedrooms, 2.5 bathrooms, and a private setting backing to conservation with no rear neighbors. Inside, you’ll find an inviting open floor plan filled with natural light, a generous

  Mario Zendeli COMPASS FLORIDA LLC

  576 Pinebranch Cir, Winter Springs, FL 32708
• 

  /2

  $390,000

  Sold Oct 24, 2025

  241 Morton Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $216/SF
  • 19 Days On Market

  Current Estimated Value $412,722

  Last Listing Agent Mark Ramey EXP REALTY LLC

  241 Morton Ln, Winter Springs, FL 32708
• 

  

  /3

  Est $492,647

  Not Listed For Sale

  1292 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1292 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 6 Days On Market
• 

  

  /28

  $340,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,349 Sq Ft

  239 Panorama Dr, Winter Springs, FL 32708

  Virtually Staged. Welcome home to one of Winter Springs' most sought-after communities, where thoughtful upgrades, resort-style amenities and effortless Florida living come together in one incredible package. Step inside and feel it immediately. Soaring 10-foot vaulted ceilings, an open-concept layout flooded with natural light and a clean neutral palette that's the perfect canvas for your

  Rose Reid PREMIER SOTHEBYS INT'L REALTY

  239 Panorama Dr, Winter Springs, FL 32708
• 

  /2

  $754,000

  Sold Feb 11, 2026

  46 N Fairfax Ave, Winter Springs, FL 32708

  • 8 Beds
  • 8 Baths
  • 3,636 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $207/SF
  • 114 Days On Market

  Last Listing Agent Matt White SLOANE REALTY, LLC

  46 N Fairfax Ave, Winter Springs, FL 32708
• 

  

  /3

  Est $479,692

  Not Listed For Sale

  1280 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2022

  1280 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 6 Days On Market
• 

  

  /34

  $369,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  1018 Weathered Wood Cir, Winter Springs, FL 32708

  Welcome to refined, low-maintenance living in the highly sought-after Wedgewood Golf Villas within Tuscawilla. Perfectly positioned in one of Seminole County’s most established golf communities, this beautifully maintained residence offers the ideal blend of comfort, privacy, and convenience with golf cart-friendly streets, mature surroundings, and HOA-maintained lawn care for truly effortless

  Darryl Donkel HOME WISE REALTY GROUP, INC.

  1018 Weathered Wood Cir, Winter Springs, FL 32708
• 

  /2

  $820,000

  Sold Jun 09, 2026

  684 Olean Ct, Winter Springs, FL 32708

  • 5 Beds
  • 4 Baths
  • 2,832 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $290/SF
  • 15 Days On Market

  Current Estimated Value $841,536

  Last Listing Agent Lindsay Kaye Voss VOSS REALTY INC

  684 Olean Ct, Winter Springs, FL 32708
• 

  /2

  Est $496,222

  Not Listed For Sale

  1304 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2023

  1304 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 48 Days On Market
• 

  

  /29

  $384,990

  New Construction Pending

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

  165 Bear Springs Dr, Winter Springs, FL 32708

  Under Construction. 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

  Amanda Warren MATTAMY REAL ESTATE SERVICES

  165 Bear Springs Dr, Winter Springs, FL 32708
• 

  /2

  $295,000

  Sold Sep 03, 2025

  1313 Heritage Commons Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,326 Sq Ft
  • Built 2010

  Last Sold Summary

  • 3% Below List Price
  • $222/SF
  • 27 Days On Market

  Current Estimated Value $301,848

  Last Listing Agent Taylor McClure COLDWELL BANKER SOLOMON

  1313 Heritage Commons Dr, Winter Springs, FL 32708
• 

  /2

  Est $479,564

  Not Listed For Sale

  1104 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,348 Sq Ft
  • Built 2021

  1104 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 6 Days On Market

Showing Results 481 - 520, Page 13 of 18