Winter Springs, FL Homes

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  /2

  Est $423,836

  Not Listed For Sale

  1359 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2024

  1359 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  

  /27

  $249,000

  $26K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,089 Sq Ft

  Unlisted Address

  NEWLY INSTALLED FLOORING THROUGHOUT! Completely freshly painted! 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

  Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  Unlisted Address
• 

  

  /2

  $400,000

  Sold Feb 26, 2026

  1427 Whitehall Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1993

  Last Sold Summary

  • 16% Below List Price
  • $246/SF
  • 49 Days On Market

  Current Estimated Value $405,601

  Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  1427 Whitehall Blvd, Winter Springs, FL 32708
• 

  

  /2

  Est $434,903

  Not Listed For Sale

  1390 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2024

  1390 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 124 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  

  /22

  $399,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  872 Falkirk Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to your private retreat in the heart of Winter Springs. Set beneath mature trees in the established Highlands community, this inviting single-story pool home offers three bedrooms, two full baths and a thoughtfully updated interior designed for comfortable Florida living.Vaulted ceilings enhance the open main living space, while a wood-burning

  Jennifer King CORCORAN PREMIER REALTY

  872 Falkirk Dr, Winter Springs, FL 32708
• 

  /2

  $405,000

  Sold Jun 11, 2026

  630 Falcon Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $298/SF
  • 24 Days On Market

  Current Estimated Value $405,657

  Last Listing Agent Lisa Eichenblatt KELLER WILLIAMS HERITAGE REALTY

  630 Falcon Ct, Winter Springs, FL 32708
• 

  /2

  Est $422,488

  Not Listed For Sale

  1386 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2024

  1386 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  /30

  $525,000

  $20K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,852 Sq Ft

  811 Maple Leaf Loop, Winter Springs, FL 32708

  Explore 811 Maple Leaf Loop, recently enhanced with fresh interior paint. The kitchen includes a functional island, and the primary bathroom provides double sinks for practical use, a walk in closet and convenience of a separate tub and shower. Beyond the interior, exterior grounds feature a covered patio and a fenced in backyard. Discover modern comfort and practical living in this updated

  Karen Albright OPENDOOR BROKERAGE LLC

  811 Maple Leaf Loop, Winter Springs, FL 32708
• 

  /2

  $385,000

  Sold May 26, 2026

  1352 Augusta National Blvd, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,831 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $210/SF
  • 47 Days On Market

  Current Estimated Value $392,549

  Last Listing Agent Andrea Rusch URBAN PALM REAL ESTATE COMPANY

  1352 Augusta National Blvd, Winter Springs, FL 32708
• 

  /2

  Est $661,802

  Not Listed For Sale

  1613 Sapphire Star Dr, Oviedo, FL 32765

  • 4 Beds
  • 3.5 Baths
  • 2,608 Sq Ft
  • Built 2014

  1613 Sapphire Star Dr, Oviedo, FL 32765

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Trevor Brown FANNIE HILLMAN & ASSOCIATES
• 

  /2

  $401,990

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  1403 Tarflower Dr, Winter Springs, FL 32708

  The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living

  Mattamy Homes Builder

  1403 Tarflower Dr, Winter Springs, FL 32708
• 

  /2

  $505,000

  Sold Aug 28, 2026

  472 Dewars Ct, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,222 Sq Ft
  • Built 1995

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 15 Days On Market

  Current Estimated Value $492,014

  Last Listing Agent David Coker KELLER WILLIAMS WINTER PARK

  472 Dewars Ct, Winter Springs, FL 32708
• 

  /2

  Est $465,976

  Not Listed For Sale

  1418 Blumberg Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Built 2024

  1418 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  /46

  $479,000

  $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  114 Stone Gable Cir, Winter Springs, FL 32708

  Welcome to the desirable city of Winter Springs, where 114 Stone Gable Cir sits on a beautiful corner lot with peaceful pond views to the rear and side of the home. Just minutes from shopping, restaurants, theme parks, major roads, and the airport, this move-in ready residence puts convenience right at your fingertips.Inside, 1,814 square feet of bright living space welcomes you with high

  Kathy Williams REAL BROKER, LLC

  114 Stone Gable Cir, Winter Springs, FL 32708
• 

  

  /54

  $505,000

  Sold Sep 08, 2026

  809 Big Buck Cir, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,250 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $224/SF
  • 51 Days On Market

  Current Estimated Value $518,230

  Last Listing Agent Cheri Brandi COLDWELL BANKER REALTY

  809 Big Buck Cir, Winter Springs, FL 32708
• 

  /2

  Not Listed For Sale

  660 Macduff Ln, Winter Springs, FL 32708

  • 6 Beds
  • 4 Baths
  • 2,293 Sq Ft
  • Built 1979

  660 Macduff Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Chuck Morris KELLER WILLIAMS ADVANTAGE REALTY
• 

  

  /50

  $29,900

  Pending

  • 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

  $412,000

  Sold Nov 14, 2025

  915 Cypresswood Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $292/SF
  • 8 Days On Market

  Current Estimated Value $409,466

  Last Listing Agent Millie Brockmeyer RE/MAX INNOVATION

  915 Cypresswood Ct, Winter Springs, FL 32708
• 

  

  /27

  Est $234,144

  Not Listed For Sale

  602 Casa Park Ct E, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Built 1984

  602 Casa Park Ct E, Winter Springs, FL 32708

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Alie Gattis MAINFRAME REAL ESTATE
• 

  

  /26

  $39,000

  $16K 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

  Maria Orozco Four Star Homes, Inc.

  288 La Vista Dr, Winter Springs, FL 32708
• 

  /2

  $442,000

  Sold Mar 12, 2026

  1328 Congressional Ct, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,854 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $238/SF
  • 14 Days On Market

  Current Estimated Value $445,742

  Last Listing Agent Barbara Friedman FANNIE HILLMAN & ASSOCIATES

  1328 Congressional Ct, Winter Springs, FL 32708
• 

  /2

  Est $658,897

  Not Listed For Sale

  544 Buckhorn Dr, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,925 Sq Ft
  • Built 2013

  544 Buckhorn Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Dave Bowen LPT REALTY, LLC
• 

  

  /47

  $629,999

  • 4 Beds
  • 2 Baths
  • 2,714 Sq Ft

  116 Avery Lake Dr, Winter Springs, FL 32708

  Welcome to this beautifully upgraded 4-bedroom, 2-bathroom home in Avery Park, where modern finishes, impressive architectural details, and incredible indoor-outdoor living come together. A generous front porch overlooks the community’s large pond, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Inside, the formal entry hall immediately makes an

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  116 Avery Lake Dr, Winter Springs, FL 32708
• 

  /2

  $233,000

  Sold Jul 24, 2026

  600 Northern Way Unit 205, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $164/SF
  • 60 Days On Market

  Current Estimated Value $233,983

  Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

  600 Northern Way Unit 205, Winter Springs, FL 32708
• 

  

  /27

  Est $590,043

  Not Listed For Sale

  1452 Rushing Rapids Way, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 2020

  1452 Rushing Rapids Way, Winter Springs, FL 32708

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Emily Armstrong KELLER WILLIAMS REALTY AT THE PARKS
• 

  

  /41

  $19,900

  $12K 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

  $239,800

  Sold Nov 24, 2025

  122 Kristi Ann Ct, Winter Springs, FL 32708

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $268/SF
  • 46 Days On Market

  Current Estimated Value $230,696

  Last Listing Agent Vered Thacker DALTON WADE INC

  122 Kristi Ann Ct, Winter Springs, FL 32708
• 

  

  /52

  Est $584,318

  Not Listed For Sale

  1374 Brave Wolf Point, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 2,545 Sq Ft
  • Built 2019

  1374 Brave Wolf Point, Winter Springs, FL 32708

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Colleen Murphy CHARLES RUTENBERG REALTY ORLANDO
• 

  

  /37

  $235,000

  $15K PRICE DROP Under Contract

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

  504 Green Spring Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. 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. BRAND NEW HVAC JULY 2026, AIR DUCTS 2026, ROOF 2020!!Inside, the UPDATED KITCHEN features modern finishes, GRANITE countertops, ample prep space,

  Riki Cantelli EXP REALTY LLC

  504 Green Spring Cir, Winter Springs, FL 32708
• 

  /2

  $780,000

  Sold Aug 24, 2026

  330 Hayes Rd, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,252 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Below List Price
  • $346/SF
  • 82 Days On Market

  Current Estimated Value $810,831

  Last Listing Agent Glendys Lorenzo Martinez NONA LEGACY POWERED BY LA ROSA

  330 Hayes Rd, Winter Springs, FL 32708
• 

  /2

  Est $494,658

  Not Listed For Sale

  2060 Axel St, Minneola, FL 34715

  • 4 Beds
  • 2.5 Baths
  • 1,884 Sq Ft
  • Built 2024

  2060 Axel St, Minneola, FL 34715

  Last Sold Summary

  • 215 Days On Market

  Last Listing Agent Tracy Hampstead PREFERRED REAL ESTATE BROKERS
• 

  

  /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
• 

  

  /18

  $472,990

  Sold May 06, 2026

  1258 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $278/SF
  • 11 Days On Market

  Current Estimated Value $413,500

  Mattamy Homes Hickory Grove

  1258 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /52

  Est $618,262

  Not Listed For Sale

  1447 Rushing Rapids Way, Winter Springs, FL 32708

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

  1447 Rushing Rapids Way, Winter Springs, FL 32708

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jennifer Christ RE/MAX TOWN & COUNTRY REALTY
• 

  

  /23

  $449,000

  $50K PRICE DROP Under Contract

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

  122 Stone Gable Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Virtually Staged. PRICED TO SELL AT 449,000!! *** 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

  Connie Shepherd HOME WISE REALTY GROUP, INC.

  122 Stone Gable Cir, Winter Springs, FL 32708
• 

  /2

  $417,500

  Sold Jan 23, 2026

  1433 Whitehall Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,735 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $241/SF
  • 108 Days On Market

  Current Estimated Value $418,395

  Last Listing Agent Renee Killiri RED BIRD REALTY OF FLORIDA INC

  1433 Whitehall Blvd, Winter Springs, FL 32708
• 

  /2

  Est $410,177

  Not Listed For Sale

  1181 Orange Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,068 Sq Ft
  • Built 2015

  1181 Orange Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Sherrick Wassel PREMIER SOTHEBY'S INTL. REALTY
• 

  /2

  $755,000

  Pending

  • Land
  • 1.35 Acres
  • $559,259 per Acre

  625 Morgan St, Winter Springs, FL 32708

  Land for sale.

  Sean Burke KELLER WILLIAMS ADVANTAGE 2 REALTY

  625 Morgan St, Winter Springs, FL 32708
• 

  /2

  $2,482,500

  Sold Aug 31, 2026

  2117 Sturbridge Ct, Winter Springs, FL 32708

  • 5 Beds
  • 5.5 Baths
  • 5,794 Sq Ft
  • Built 2007

  Last Sold Summary

  • 11% Below List Price
  • $428/SF
  • 15 Days On Market

  Current Estimated Value $2,523,349

  Last Listing Agent Adam Roark COMPASS FLORIDA LLC

  2117 Sturbridge Ct, Winter Springs, FL 32708
• 

  /2

  Est $515,504

  Not Listed For Sale

  1383 Brave Wolf Point, Casselberry, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft
  • Built 2019

  1383 Brave Wolf Point, Casselberry, FL 32708

  Last Sold Summary

  • 135 Days On Market

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

Showing Results 321 - 360, Page 9 of 18