Winter Springs, FL Homes

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  /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
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  /2

  $620,000

  Sold Dec 29, 2025

  1448 Rushing Rapids Way, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,090 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Below List Price
  • $297/SF
  • 21 Days On Market

  Current Estimated Value $621,794

  Last Listing Agent Gwyn Clark FANNIE HILLMAN & ASSOCIATES

  1448 Rushing Rapids Way, Winter Springs, FL 32708
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  /32

  Est $417,714

  Not Listed For Sale

  432 Diamond Dove Cove, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,762 Sq Ft
  • Built 2022

  432 Diamond Dove Cove, Winter Springs, FL 32708

  Last Sold Summary

  • 395 Days On Market
• 

  

  

  /26

  $255,000

  $20K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2 Baths

  331 San Gabriel St, Winter Springs, FL 32708

  IN WINTER SPRINGS, FL Welcome to this beautifully refreshed 3-bedroom, 2-bathroom home located in the desirable Deersong community of Tuscawilla. This move-in-ready residence offers a perfect blend of efficiency and style, featuring a fully owned solar panel system on the roof that provides significant monthly energy savings. The interior has been tastefully updated with fresh paint throughout

  Judy Palladino Compass Florida, LLC.

  331 San Gabriel St, Winter Springs, FL 32708
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  /2

  $260,000

  Sold May 01, 2026

  552 Shadow Glenn Place, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,359 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $191/SF
  • 44 Days On Market

  Current Estimated Value $263,790

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  552 Shadow Glenn Place, Winter Springs, FL 32708
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  /3

  Est $61,954

  Not Listed For Sale

  286 Stoner Rd, Winter Springs, FL 32708

  286 Stoner Rd, Winter Springs, FL 32708

  Last Sold Summary

  • 35 Days On Market
• 

  

  /41

  $479,000

  Open Sun 10:30AM - 1PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,649 Sq Ft

  143 Hayes Rd, Winter Springs, FL 32708

  Welcome to 143 Hayes Rd, Winter Springs a rare opportunity to own a beautifully renovated home in one of the area’s most exclusive and sought-after locations. Situated on a huge corner lot surrounded by mature trees, this property offers privacy, space, and the freedom of no HOA with low property taxes. This home has been recently updated and is truly move-in ready, featuring a 2017 roof,

  Karla De La Cruz EMPIRE NETWORK REALTY

  143 Hayes Rd, Winter Springs, FL 32708
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  /2

  $728,000

  Sold Mar 04, 2026

  1435 Rushing Rapids Way, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 2019

  Last Sold Summary

  • 5% Below List Price
  • $380/SF
  • 11 Days On Market

  Current Estimated Value $727,217

  Last Listing Agent Tara Haefner KELLER WILLIAMS HERITAGE REALTY

  1435 Rushing Rapids Way, Winter Springs, FL 32708
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  /2

  Est $278,790

  Not Listed For Sale

  4105 Hedge Maple Place, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,330 Sq Ft
  • Built 2010

  4105 Hedge Maple Place, Winter Springs, FL 32708

  Last Sold Summary

  • 286 Days On Market
• 

  

  /47

  $419,000

  $6K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,701 Sq Ft

  819 Dundee Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome home to this charming 4-bedroom, 2-bath residence nestled on a spacious corner lot in the highly desirable Highlands community of Winter Springs. From the moment you arrive, you'll appreciate the inviting curb appeal, mature surroundings, and move-in ready condition that make this home truly special. Inside, vaulted ceilings and abundant natural

  Kristin Vogt PLLC KGV REALTY GROUP

  819 Dundee Dr, Winter Springs, FL 32708
• 

  /2

  $365,000

  Sold Aug 26, 2025

  416 S Hawthorn Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft
  • Built 1974

  Last Sold Summary

  • 12% Above List Price
  • $232/SF
  • 5 Days On Market

  Current Estimated Value $374,733

  Last Listing Agent Lisa Demarco Rubel KELLER WILLIAMS ADVANTAGE REALTY

  416 S Hawthorn Cir, Winter Springs, FL 32708
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  /2

  Est $181,837

  Not Listed For Sale

  230 Moree Loop Unit 4, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1978

  230 Moree Loop Unit 4, Winter Springs, FL 32708

  Last Sold Summary

  • 75 Days On Market
• 

  

  /3

  $132,500

  • 2 Beds
  • 2 Baths

  67 Majorca 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

  67 Majorca Dr, Winter Springs, FL 32708
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  /12

  $426,809

  Sold Oct 03, 2025

  1309 Coral Bean Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $254/SF
  • 291 Days On Market

  Mattamy Homes Hickory Grove

  1309 Coral Bean Ln, Winter Springs, FL 32708
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  /36

  Est $332,053

  Not Listed For Sale

  922 Wedgewood Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft
  • Built 1977

  922 Wedgewood Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 3 Days On Market
• 

  

  /47

  $249,900

  Open Sat 10AM - 1PM $40K PRICE DROP

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

  600 Northern Way Unit 502, Winter Springs, FL 32708

  MOTIVATED SELLER!!! Seller offering concession toward buyer closing cost. Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its

  Robert Bretz, PA EXP REALTY LLC

  600 Northern Way Unit 502, Winter Springs, FL 32708
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  /2

  $357,500

  Sold Feb 17, 2026

  1345 Mill Stream Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 1,519 Sq Ft
  • Built 2015

  Last Sold Summary

  • 10% Below List Price
  • $235/SF
  • 105 Days On Market

  Current Estimated Value $361,085

  Last Listing Agent Gerard Floyd GERARD LAND AQUATIC, INC

  1345 Mill Stream Ln, Winter Springs, FL 32708
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  /2

  Est $404,266

  Not Listed For Sale

  1003 Knoll Wood Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,703 Sq Ft
  • Built 1988

  1003 Knoll Wood Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 131 Days On Market
• 

  

  /46

  $729,900

  $10K PRICE DROP Pending

  • 5 Beds
  • 3.5 Baths
  • 2,908 Sq Ft

  1233 Stone Harbour Rd Unit 3, Winter Springs, FL 32708

  Under contract-accepting backup offers. Experience the ultimate Florida lifestyle at this stunning 4-bedroom (plus home office) or 5-bedroom, 3.5-bathroom retreat nestled in the exclusive gated community of Parkstone. Come home to soaring, high ceilings and a bright, open floorplan that’s an entertainers dream. The Chef’s kitchen features stainless steel appliances, and a breakfast bar as well as

  Tania Crandall SHORESTONE PROPERTY GROUP

  1233 Stone Harbour Rd Unit 3, Winter Springs, FL 32708
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  /2

  $451,000

  Sold Jun 22, 2026

  859 Benchwood Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 34 Days On Market

  Current Estimated Value $450,045

  Last Listing Agent Chuck Valence VALENCE REALTY GROUP

  859 Benchwood Dr, Winter Springs, FL 32708
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  /34

  Est $444,036

  Not Listed For Sale

  109 Redtail Place, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft
  • Built 1995

  109 Redtail Place, Winter Springs, FL 32708

  Last Sold Summary

  • 1 Day On Market
• 

  

  /36

  $699,900

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,195 Sq Ft

  1838 Seneca Blvd, Winter Springs, FL 32708

  Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible

  Uno Sorlie HOPKEY REALTY

  1838 Seneca Blvd, Winter Springs, FL 32708
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  /2

  $325,000

  Sold Sep 03, 2025

  210 Wade St, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Below List Price
  • $223/SF
  • 25 Days On Market

  Current Estimated Value $331,733

  Last Listing Agent Kimberley Beaudry ORLANDO REGIONAL REALTY

  210 Wade St, Winter Springs, FL 32708
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  /2

  Est $361,204

  Not Listed For Sale

  3932 White Birch Run, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 2008

  3932 White Birch Run, Winter Springs, FL 32708

  Last Sold Summary

  • 41 Days On Market
• 

  

  /39

  $269,900

  $5K PRICE DROP Pending

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

  600 Northern Way Unit 302, Winter Springs, FL 32708

  Under contract-accepting backup offers. Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Tuscany Place, a GATED COMMUNITY in the heart of Tuskawilla – one of Winter Springs’ most desirable and established areas! This UPDATED second-floor condo delivers the perfect blend of modern style, LOW MAINTENANCE LIVING, and an unbeatable Central Florida location.

  Jennifer Wemert WEMERT GROUP REALTY LLC

  600 Northern Way Unit 302, Winter Springs, FL 32708
• 

  /2

  $290,000

  Sold Mar 10, 2026

  224 Shore Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft
  • Built 1980

  Last Sold Summary

  • 26% Above List Price
  • $161/SF
  • 3 Days On Market

  Current Estimated Value $287,303

  Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

  224 Shore Rd, Winter Springs, FL 32708
• 

  

  /26

  Est $824,742

  Not Listed For Sale

  108 Trace Point, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,706 Sq Ft
  • Built 1999

  108 Trace Point, Winter Springs, FL 32708

  Last Sold Summary

  • 1 Day On Market
• 

  

  /43

  $1,200,000

  • 5 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  1281 Natures Way, Winter Springs, FL 32708

  Experience the beauty of city living on 2.3 acres in the highly desirable city of Winter Springs with no HOA—where open space, natural surroundings, and an equestrian friendly lifestyle come together. This unique property offers the freedom of rural living while remaining conveniently located near the Tuscawilla area.The fully usable acreage is ideal for horses, cattle, or other livestock. If

  Javid Owji EQUITY REAL ESTATE BROKERS

  1281 Natures Way, Winter Springs, FL 32708
• 

  /2

  $1,300,000

  Sold Jul 18, 2025

  772 Bear Creek Cir, Winter Springs, FL 32708

  • 5 Beds
  • 7 Baths
  • 5,410 Sq Ft
  • Built 1985

  Last Sold Summary

  • 12% Below List Price
  • $240/SF
  • 190 Days On Market

  Current Estimated Value $1,388,759

  Last Listing Agent Warren Gagne NEXTHOME NEIGHBORHOOD REALTY

  772 Bear Creek Cir, Winter Springs, FL 32708
• 

  

  /52

  Est $352,120

  Not Listed For Sale

  514 George St, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,626 Sq Ft
  • Built 1972

  514 George St, Winter Springs, FL 32708

  Last Sold Summary

  • 5 Days On Market
• 

  

  /28

  $259,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,348 Sq Ft

  585 Shadow Glenn Place, Winter Springs, FL 32708

  Welcome home to this move in ready 3 bedroom, 2 bathroom end unit townhome nestled in the heart of Winter Springs! With 1,350 sq ft of well utilized living space, this charming residence offers the perfect blend of comfort and convenience — ideal for first-time buyers looking to plant roots in one of Seminole County's most sought-after communities.As an end unit, enjoy added privacy, extra

  Rodrigo Marsal LIFESTYLE INTERNATIONAL REALTY

  585 Shadow Glenn Place, Winter Springs, FL 32708
• 

  /2

  $775,000

  Sold Mar 11, 2026

  220 Lemonleaf Ln, Oviedo, FL 32765

  • 5 Beds
  • 3.5 Baths
  • 3,286 Sq Ft
  • Built 2018

  Last Sold Summary

  • $236/SF
  • 4 Days On Market

  Current Estimated Value $770,625

  Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

  220 Lemonleaf Ln, Oviedo, FL 32765
• 

  /2

  Est $366,181

  Not Listed For Sale

  1327 Alfonzo Cir, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,127 Sq Ft
  • Built 1984

  1327 Alfonzo Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 3 Days On Market
• 

  

  /47

  $679,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,995 Sq Ft

  1513 Graceful Doe Loop, Winter Springs, FL 32708

  Under contract-accepting backup offers. From the moment you walk in, this beautifully appointed 2020 built home in Tuskawilla Crossings and backing up to wooded conservation, feels warm, inviting, and effortlessly functional. This expansive two-story residence offers 4 bedrooms, 2.5 bathrooms, a spacious loft, and the open-concept layout today’s buyers are hunting for. The heart of the home is a

  Miranda Earnest COLDWELL BANKER REALTY

  1513 Graceful Doe Loop, Winter Springs, FL 32708
• 

  /2

  $552,000

  Sold Mar 02, 2026

  212 Perth Ct, Winter Springs, FL 32708

  • 6 Beds
  • 4 Baths
  • 1,123 Sq Ft
  • Built 1980

  Last Sold Summary

  • 12% Below List Price
  • $492/SF
  • 113 Days On Market

  Last Listing Agent Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

  212 Perth Ct, Winter Springs, FL 32708
• 

  /2

  Est $1,874,286

  Not Listed For Sale

  840 Dyson Dr, Winter Springs, FL 32708

  • 5 Beds
  • 5.5 Baths
  • 6,034 Sq Ft
  • Built 1979

  840 Dyson Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 14 Days On Market
• 

  

  /34

  $399,000

  Open Sat 1PM - 2:30PM $6K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  577 Walden Ct, Winter Springs, FL 32708

  Back on MARKET! NO HOA Corner Lot Single Family Home features 4 beds, 2 baths. Open layout design home with tons of upgrades: Windows replaced back in 2020, ROOF replaced in 2022, Water Heater replaced 2025, Luxury Vinyl floors installed 2026. BRAND NEW INTERIOR PAINT gives a clean look. The kitchen is the focal point of the house. It features subway tiles EXHAUST FAN, STAINLESS STEEL APPLIANCES

  Nicole Garcia Lozada RISE REALTY OF FLORIDA LLC

  577 Walden Ct, Winter Springs, FL 32708
• 

  /2

  $799,000

  Sold May 22, 2026

  426 Dancing Water Dr, Winter Springs, FL 32708

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft
  • Built 2019

  Last Sold Summary

  • $235/SF
  • 4 Days On Market

  Current Estimated Value $792,894

  Last Listing Agent Melissa Vance MAINFRAME REAL ESTATE

  426 Dancing Water Dr, Winter Springs, FL 32708
• 

  

  /45

  Est $429,090

  Not Listed For Sale

  669 Andover Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,735 Sq Ft
  • Built 1994

  669 Andover Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 56 Days On Market
• 

  

  /18

  $359,900

  $7K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  221 Sherry Ave, Winter Springs, FL 32708

  Beautiful fully renovated property featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or

  Rodrigo Chavez LA ROSA REALTY ORLANDO LLC

  221 Sherry Ave, Winter Springs, FL 32708

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