Winter Springs, FL Homes

• 

  

  

  /32

  Est $409,901

  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

  Last Listing Agent Raidel Castro AVENUE HOMES LLC
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  /35

  $510,000

  • 3 Beds
  • 2 Baths
  • 1,978 Sq Ft

  133 Redtail Place, Winter Springs, FL 32708

  Property is well maintained, had been owned by a former major league baseball prayer. Adjacent to a nice secluded pond. The pool and lanai area is wonderful for quiet sitting, meditation, reading and then jump into the pool for a refreshing dip. The subdivision is one minute from a convenience store and access to Rt 417 highway to all parts of Central Florida. Spacious master bedroom with very

  Paul P. Partyka PARTYKA GROUP INC

  133 Redtail Place, Winter Springs, FL 32708
• 

  

  /2

  $945,000

  Sold Aug 05, 2026

  1035 N Elk Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Above List Price
  • $281/SF
  • 1 Day On Market

  Current Estimated Value $857,009

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  1035 N Elk Ct, Winter Springs, FL 32708
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  /3

  Est $62,327

  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

  Last Listing Agent Dyanna Alley-Wilson IAD REAL ESTATE
• 

  

  

  /20

  $249,000

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

  498 Green Spring Cir, Winter Springs, FL 32708

  Welcome to 498 Green Spring Circle in the desirable Mount Greenwood community of Winter Springs! This beautifully maintained 2 bedroom, 1.5 bath end-unit townhome offers peaceful pond views, low-maintenance living, and access to top-rated Seminole County schools.Step inside to an open and inviting floor plan featuring ceramic tile flooring throughout the main living areas and fresh

  Nicole Van Treese SUNDIAL REAL ESTATE LLC

  498 Green Spring Cir, 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 $769,650

  Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

  220 Lemonleaf Ln, Oviedo, FL 32765
• 

  /2

  Est $278,227

  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

  Last Listing Agent Warren Gagne NEXTHOME NEIGHBORHOOD REALTY
• 

  

  /5

  $230,000

  Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 2,361 Sq Ft

  1125 Shadowbrook Trail Unit 4, Winter Springs, FL 32708

  Foreclosure Auction Ends September 22, 2026 at 11:00 AM EST. Discover this inviting 4-bedroom, 3-bathroom single-family home, offering a wonderful opportunity to live in the desirable Winter Springs community. Sold As-is. Explore more details and submit your bid through Federa Home App.

  Jamie Boone Federa

  

  1125 Shadowbrook Trail Unit 4, Winter Springs, FL 32708
• 

  /2

  $365,000

  Sold Sep 14, 2026

  307 Cello Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft
  • Built 1990

  Last Sold Summary

  • $235/SF

  Current Estimated Value $357,126

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

  307 Cello Cir, Winter Springs, FL 32708
• 

  

  /57

  $429,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft

  998 White Springs Ln, Winter Springs, FL 32708

  Welcome home to this beautiful, move-in ready single-story residence situated in the highly desirable Greenbriar community in Winter Springs! Nestled along the manicured grounds near Tuscawilla Golf and Country Club, this updated 3-bedroom, 2-bathroom home features 1,587 sq. ft. of comfortable, functional living space with a 2-car attached garage.Major big-ticket improvements offer complete

  Jennifer Draper REAL BROKER, LLC

  998 White Springs Ln, 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 CHARLES RUTENBERG REALTY ORLANDO

  212 Perth Ct, Winter Springs, FL 32708
• 

  /2

  Est $174,192

  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

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
• 

  

  /22

  $359,900

  $10K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft

  1350 Palo Alto Ct, Winter Springs, FL 32708

  Under contract-accepting backup offers. Exceptional location in the heart of Winter Springs! Tucked away on a quiet cul-de-sac in the desirable Tuscawilla area of Winter Springs, this home offers an incredible opportunity to enjoy one of Seminole County's most sought-after communities. Known for its top-rated public schools, beautiful parks, and miles of walking and biking trails, Winter Springs

  Elaine Masood HEARTFELT REALTY HOMETEAM

  1350 Palo Alto 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 $792,776

  Last Listing Agent Melissa Vance MAINFRAME REAL ESTATE

  426 Dancing Water Dr, Winter Springs, FL 32708
• 

  /2

  Est $298,968

  Not Listed For Sale

  1313 Heritage Commons Dr, Winter Springs, FL 32708

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

  1313 Heritage Commons Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Taylor McClure COLDWELL BANKER SOLOMON
• 

  /2

  $309,777

  $36K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  1053 W Pebble Beach Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Short Sale. This property has significant potential and is located in the highly desirable Tuscawilla Country Club area. This home features three bedrooms, two bathrooms, and a practical two-car garage.It's important to note that this property needs some tender loving care, and it may need a new roof. The current asking price has been strategically set

  Maria Gonzalez Ortiz INTERNATIONAL PROFESSIONAL REALTY INC

  1053 W Pebble Beach Cir, Winter Springs, FL 32708
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  /12

  $416,599

  Sold Nov 02, 2025

  1274 Tarflower Dr, Winter Springs, FL 32708

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

  Move in Ready Sold Summary

  • $248/SF
  • 186 Days On Market

  Current Estimated Value $413,814

  Mattamy Homes Hickory Grove

  1274 Tarflower Dr, Winter Springs, FL 32708
• 

  /2

  Est $400,451

  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

  Last Listing Agent Brian Hyser THE AGENCY FL
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  /36

  $360,000

  $45K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,932 Sq Ft

  1384 Mill Stream Ln, Winter Springs, FL 32708

  Virtually Staged. BACK ON MARKET THROUGH NO FAULT OF SELLER! Buyer financing fell through. Do not miss out on this opportunity for a spacious, tastefully updated, move-in ready townhome in the heart of Winter Springs! This is a low maintenance 3-bed, 3.5 bath unit with quaint landscaping leading you up the stairs to your classy entry. The interior boasts recent vinyl flooring and no carpet

  Joshua Nogowski TAH FLORIDA LLC

  1384 Mill Stream Ln, Winter Springs, FL 32708
• 

  /2

  $555,000

  Sold Aug 26, 2026

  671 N Endeavour Dr, Winter Springs, FL 32708

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

  Last Sold Summary

  • 4% Above List Price
  • $269/SF
  • 0 Days On Market

  Current Estimated Value $538,861

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

  671 N Endeavour Dr, Winter Springs, FL 32708
• 

  /2

  Est $503,034

  Not Listed For Sale

  148 Peregrine Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1996

  148 Peregrine Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Daniel Robinson HOUWZER INC
• 

  /2

  $135,500

  Pending

  • 2 Beds
  • 2 Baths

  38 La Vista Dr, Winter Springs, FL 32708

  Brand-new 2026 Home - The Laguna - 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

  38 La Vista Dr, Winter Springs, FL 32708
• 

  /2

  $485,000

  Sold Jan 16, 2026

  113 Mockingbird Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,207 Sq Ft
  • Built 1986

  Last Sold Summary

  • $220/SF
  • 18 Days On Market

  Current Estimated Value $488,539

  Last Listing Agent Melissa Maggio KELLER WILLIAMS HERITAGE REALTY

  113 Mockingbird Ln, Winter Springs, FL 32708
• 

  /2

  Est $354,880

  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

  Last Listing Agent Patrick Urbainczyk P.A. KELLER WILLIAMS HERITAGE REALTY
• 

  /2

  $525,000

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,164 Sq Ft

  424 Flatwood Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. Excellent opportunity in desirable Tusca Oaks/Tuscawilla area. Spacious 4BR/2.5BA with functional floor plan, generous room sizes, and strong curb appeal. Home has been well maintained and is in mostly original condition, offering buyers the chance to update to their personal taste while gaining value in a highly desirable Seminole County location. Brand

  Alexandra Arena-Gil EXP REALTY LLC

  424 Flatwood Dr, Winter Springs, FL 32708
• 

  /2

  $720,000

  Sold Dec 03, 2025

  1484 Wescott Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,744 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $262/SF
  • 12 Days On Market

  Current Estimated Value $714,063

  Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

  1484 Wescott Loop, Winter Springs, FL 32708
• 

  /2

  Est $362,984

  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

  Last Listing Agent Cade Gerks MARK SPAIN REAL ESTATE
• 

  

  /26

  $354,000

  $7K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  830 Dunbar Terrace, Winter Springs, FL 32708

  Welcome to 830 Dunbar Ter, a residence arranged for everyday comfort and practical living. The interior features a fireplace, serving as a central point, while the kitchen contains an accent backsplash that provides a subtle design element. Exterior amenities include a substantial deck that connects directly to a fully fenced in backyard, suitable for various outdoor activities. Move right into

  Karen Albright OPENDOOR BROKERAGE LLC

  830 Dunbar Terrace, Winter Springs, FL 32708
• 

  /2

  $290,000

  Sold Nov 24, 2025

  701 Castlewood Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 28 Days On Market

  Current Estimated Value $290,444

  Last Listing Agent Stephanie Anson ANSON PROPERTIES LLC

  701 Castlewood Dr, Winter Springs, FL 32708
• 

  /2

  Est $1,717,549

  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

  Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY
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  /42

  $480,000

  $35K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  1055 Chesterfield Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Virtually Staged. Beautiful pool home located in the highly desirable Amherst community of Winter Springs! Situated on an oversized .34-acre lot, this well-maintained 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan with vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace in the oversized family room. Updated

  Brittany Zapitz LPT REALTY, LLC

  1055 Chesterfield Cir, Winter Springs, FL 32708
• 

  

  /18

  $374,990

  Sold May 06, 2026

  1266 Tarflower Dr, Winter Springs, FL 32708

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

  Move in Ready Sold Summary

  • $254/SF
  • 11 Days On Market

  Current Estimated Value $405,000

  Mattamy Homes Hickory Grove

  1266 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /45

  Est $426,695

  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

  Last Listing Agent Kyle Petteway EXIT REAL ESTATE RESULTS
• 

  

  /37

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  625 Pearl Rd, Winter Springs, FL 32708

  Welcome home to this beautifully maintained 3 bedroom, 2.5 bathroom pool home tucked away on a quiet, well mainicured Winter Springs Street, where pride of ownership shines. Designed with entertaining in mind, the spacious great room features a wood burning fireplace and overlooks the backyard oasis, complete with a fully paved pool deck, bar area, and entertaining garden, an incredible space for

  Jack Luiz LANDSHARK REALTY

  625 Pearl Rd, Winter Springs, FL 32708
• 

  /2

  $175,000

  Sold Feb 18, 2026

  40 Moree Loop Unit 7, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $125/SF
  • 36 Days On Market

  Current Estimated Value $176,877

  Last Listing Agent Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

  40 Moree Loop Unit 7, Winter Springs, FL 32708
• 

  

  /20

  Est $460,119

  Not Listed For Sale

  1336 Via Villa Nova, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,286 Sq Ft
  • Built 1980

  1336 Via Villa Nova, Winter Springs, FL 32708

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Cleve Loveland LOVELAND PROPERTIES
• 

  

  /25

  $210,000

  $45K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  499 Club Dr, Winter Springs, FL 32708

  Beautiful 2 bedroom 2 bathroom townhome (Not a condo which means more financing choices for you as a buyer) located in the desirable Cypress Club within the Highlands Community. Brand New Roof on this townhome. The 20ft high ceiling in the Great Room gives this home a very open design with lots of natural light. Sliding doors lead out to a screened porch with separate locked storage space.

  Paul Buscemi FLORIDA HOME TEAM REALTY LLC

  499 Club Dr, Winter Springs, FL 32708
• 

  /2

  $449,900

  Sold Jul 28, 2026

  1530 Braewick St, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft
  • Built 1999

  Last Sold Summary

  • $238/SF
  • 4 Days On Market

  Current Estimated Value $446,307

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  1530 Braewick St, Winter Springs, FL 32708
• 

  /2

  Est $238,700

  Not Listed For Sale

  1493 Casa Park Cir, Winter Springs, FL 32708

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

  1493 Casa Park Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 141 Days On Market

  Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

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