Winter Springs, FL Homes

• 

  

  /2

  $380,000 Sold Sep 10, 2025

  995 Troon Trace, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,651 Sq Ft
  • Built 1986

  Last Sold Summary

  • 13% Below List Price
  • $230/SF
  • 66 Days On Market

  Current Estimated Value $386,858

  Last Listing Agent Karen Ripperger LPT REALTY, LLC

  995 Troon Trace, Winter Springs, FL 32708
• 

  

  

  /18

  Est $465,506 Not Listed For Sale

  1442 Blumberg Blvd, Winter Springs, FL 32708

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

  1442 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $286/SF
  • 68 Days On Market

  • Last Sold Price $487,747
  • Jul 18, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  

  /15

  $184,900

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  1084 Cherokee Village Trail, Winter Springs, FL 32708

  This Palm Harbor home has lots of great features. Large Kitchen with abundant cabinet space and roomy dining area. Screen Porch located in very private backyard off the Garage. Lots of light through entire home, Laundry area enclosed in Kitchen area near the garage entrance. Bedrooms are very roomy with plenty of closet space in each. Roof was replaced in 2021 and A/C and Flooring in 2025. Lot

  Todd Newby NEWBY REALTY INC

  1084 Cherokee Village Trail, Winter Springs, FL 32708
• 

  

  /2

  $275,000 Sold Jun 13, 2025

  720 Lakeside Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft
  • Built 1983

  Last Sold Summary

  • 2% Below List Price
  • $236/SF
  • 8 Days On Market

  Current Estimated Value $275,753

  Last Listing Agent Melissa Flores PREMIER SOTHEBYS INT'L REALTY

  720 Lakeside Dr, Winter Springs, FL 32708
• 

  

  

  /48

  Est $383,112 Not Listed For Sale

  1251 Marley Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft
  • Built 2015

  1251 Marley Ln, Winter Springs, FL 32708

  Last Sold Summary

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

  • Last Sold Price $405,000
  • May 22, 2024

  Last Listing Agent J. Hope Carter Snoap FUTURE HOME REALTY INC
• 

  

  /27

  $424,990 Pending

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

  1260 Crab Apple Ln, Winter Springs, FL 32708

  Under Construction. With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owner’s suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

  Amanda Warren MATTAMY REAL ESTATE SERVICES

  1260 Crab Apple Ln, Winter Springs, FL 32708
• 

  /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 $449,128

  Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  1427 Whitehall Blvd, Winter Springs, FL 32708
• 

  

  /32

  Est $684,172 Not Listed For Sale

  782 Gainer Way, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,094 Sq Ft
  • Built 2012

  782 Gainer Way, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $232/SF
  • 51 Days On Market

  • Last Sold Price $717,500
  • Jun 03, 2024

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC
• 

  

  /24

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  712 Linden Dr, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to this well-maintained 3-bedroom, 2-bathroom block townhome offering 1,366 square feet of comfortable living space in the desirable Wildwood community of Winter Springs. Tucked along a quiet tree-lined street. Inside, the home features an open and inviting layout highlighted by vaulted ceilings, neutral tones, and vinyl flooring that create

  Kaleb Shaw SHAW SIGNATURE RE

  712 Linden Dr, Winter Springs, FL 32708
• 

  /2

  $335,000 Sold Jun 20, 2025

  561 Pinebranch Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,564 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $214/SF
  • 12 Days On Market

  Current Estimated Value $339,290

  Last Listing Agent Zardiah Shipman EXP REALTY LLC

  561 Pinebranch Cir, Winter Springs, FL 32708
• 

  

  /6

  Est $114,285 Not Listed For Sale

  1360 Delaney Dr, Winter Springs, FL 32708

  1360 Delaney Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 43% Above List Price
  • 0 Days On Market

  • Last Sold Price $80,000
  • Mar 25, 2024

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC
• 

  

  /48

  $14,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  346 Casa Grande Dr, Winter Springs, FL 32708

  Beautiful well-kept home-Peaceful backyard, screened in porch, carport with storage shed & laundry facilities. Freshly painted inside. Location: Major Roads nearby about 45 minutes to Beaches & Parks. There are lots of amenities including 2 pools, (1 heated), Pickel ball, Putt Putt, Doggy Park and more. Plenty of activities for all. Base rent is 1075. ( average rent is $1200 which includes a

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  346 Casa Grande Dr, 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 $410,262

  Last Listing Agent Millie Brockmeyer RE/MAX INNOVATION

  915 Cypresswood Ct, Winter Springs, FL 32708
• 

  

  /42

  Est $441,209 Not Listed For Sale

  1141 Orange Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,225 Sq Ft
  • Built 2015

  1141 Orange Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Below List Price
  • $211/SF
  • 32 Days On Market

  • Last Sold Price $470,000
  • Apr 30, 2024

  Last Listing Agent Kelly Butterfield RE/MAX
• 

  

  /35

  $259,000

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

  270 San Gabriel St, Winter Springs, FL 32708

  Price Improvement to $259,000 * Quick Closing Available. Welcome to 270 San Gabriel Street in Winter Springs—now offered at an updated price and ready for its next owner. This well-maintained, single-story home features vaulted ceilings and a bright, open layout that creates a comfortable and inviting living space. With neutral finishes and ceramic tile flooring throughout, the home is truly

  Alie Gattis MAINFRAME REAL ESTATE

  270 San Gabriel St, 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 $464,032

  Last Listing Agent Barbara Friedman FANNIE HILLMAN & ASSOCIATES

  1328 Congressional Ct, Winter Springs, FL 32708
• 

  

  /49

  Est $498,463 Not Listed For Sale

  1488 Connors Ln, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,120 Sq Ft
  • Built 1987

  1488 Connors Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Above List Price
  • $230/SF
  • 12 Days On Market

  • Last Sold Price $487,000
  • Apr 05, 2024

  Last Listing Agent Danny Pena EXP REALTY LLC
• 

  

  /40

  $660,000

  • 4 Beds
  • 3 Baths
  • 3,046 Sq Ft

  201 Burgess Dr, Winter Springs, FL 32708

  Welcome to this BEST VALUE in Winter Springs, a 4-bedroom, 2.5-bath colonial-inspired residence in the LOW MAINTENANCE community of Avery Park, where EASY LIVING meets modern comfort across more than 3,000 SQUARE FEET of impeccably maintained living space. Perfectly positioned on a CORNER LOT within a GATED enclave, this home offers an exceptional combination of sophistication, warmth, and

  Jennifer Wemert WEMERT GROUP REALTY LLC

  201 Burgess Dr, Winter Springs, FL 32708
• 

  /2

  $380,000 Sold May 16, 2025

  1349 Mill Stream Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 183 Days On Market

  Current Estimated Value $376,427

  Last Listing Agent Tim Veigle WATSON REALTY CORP

  1349 Mill Stream Ln, Winter Springs, FL 32708
• 

  /2

  Est $414,843 Not Listed For Sale

  1426 Blumberg Blvd, Winter Springs, FL 32708

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

  1426 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Below List Price
  • $298/SF
  • 113 Days On Market

  • Last Sold Price $439,647
  • Jul 23, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  /39

  $450,000

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

  1331 Augusta National Blvd, Winter Springs, FL 32708

  3 BED + OFFICE | BRAND NEW ROOF | WOODED LOT | TUSCAWILLA GOLF COMMUNITY - Experience modern, low-maintenance living in the heart of Winter Springs. This fully updated residence in Tuscawilla combines high-efficiency upgrades with a flexible, open-concept floor plan. MAJOR UPGRADES & EFFICIENCY: Brand New Tile Barrel Roof (2026), Carrier HVAC (2016), Whole House Re-pipe, and New Energy-Efficient

  Allison Day RE/MAX TOWN & COUNTRY REALTY

  1331 Augusta National Blvd, Winter Springs, FL 32708
• 

  /2

  $425,000 Sold Jul 07, 2025

  316 Dornoch Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • Built 1989

  Last Sold Summary

  • $263/SF
  • 11 Days On Market

  Current Estimated Value $418,655

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

  316 Dornoch Ct, Winter Springs, FL 32708
• 

  

  /3

  Est $454,409 Not Listed For Sale

  1438 Blumberg Blvd, Winter Springs, FL 32708

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

  1438 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Below List Price
  • $282/SF
  • 36 Days On Market

  • Last Sold Price $480,964
  • May 16, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  /41

  $439,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  1011 W Pebble Beach Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to effortless living in the highly sought-after Tuscawilla golf community in Winter Springs, Florida, where comfort meets convenience and lifestyle takes center stage. This beautifully maintained 3-bedroom home offers a bright, open layout with soaring vaulted ceilings and stylish laminate flooring that flows seamlessly throughout. Natural light

  Brittany Pride EXP REALTY LLC

  1011 W Pebble Beach Cir, 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 $232,443

  Last Listing Agent Vered Thacker DALTON WADE INC

  122 Kristi Ann Ct, Winter Springs, FL 32708
• 

  

  /28

  Est $394,717 Not Listed For Sale

  1177 Orange Ave, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 2015

  1177 Orange Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $212/SF
  • 40 Days On Market

  • Last Sold Price $409,000
  • May 15, 2024

  Last Listing Agent Michael Post FOLIO REALTY LLC
• 

  

  /35

  $478,500 Open Sun 11:30AM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,344 Sq Ft

  1128 Spotted Sandpiper Loop, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for

  Jacqueline Hughes PREMIER SOTHEBY'S INTL. REALTY

  1128 Spotted Sandpiper Loop, 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 $332,000

  Mattamy Homes Hickory Grove

  1258 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /14

  Not Listed For Sale

  1410 Blumberg Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2023

  1410 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • $255/SF
  • 19 Days On Market

  • Last Sold Price $427,955
  • Jun 25, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  /18

  $369,900

  • 4 Beds
  • 2 Baths
  • 1,312 Sq Ft

  113 Lido Rd, Winter Springs, FL 32708

  Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real

  Nicole Anderson HD REALTY LLC

  113 Lido Rd, Winter Springs, FL 32708
• 

  /2

  $220,000 Sold Jul 11, 2025

  601 Casa Park Court B, Winter Springs, FL 32708

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $224/SF
  • 70 Days On Market

  Current Estimated Value $221,316

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

  601 Casa Park Court B, Winter Springs, FL 32708
• 

  

  /19

  Est $454,867 Not Listed For Sale

  1395 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,709 Sq Ft
  • Built 2024

  1395 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 9% Below List Price
  • $292/SF
  • 122 Days On Market

  • Last Sold Price $498,877
  • Jun 25, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  /25

  $189,995

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

  30 Moree Loop Unit 37, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. New to market. Seller offering $2,500 toward buyer closing costs and concessions! This newly remodeled unit is a two-bedroom, 2.5 bath with converted office/flex room in the wonderful community of Bay Tree. Bay Tree is part of a diverse set of communities in the community of Highlands, offering an array of amenities including tennis, lake, community

  Brett Womack PREMIER SOTHEBYS INT'L REALTY

  30 Moree Loop Unit 37, 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 $417,468

  Last Listing Agent Renee Killiri RED BIRD REALTY OF FLORIDA INC

  1433 Whitehall Blvd, Winter Springs, FL 32708
• 

  /2

  Est $416,826 Not Listed For Sale

  1434 Blumberg Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2023

  1434 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $299/SF
  • 154 Days On Market

  • Last Sold Price $440,647
  • Aug 28, 2024

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
• 

  

  /14

  $339,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,362 Sq Ft

  604 Murphy Rd, Winter Springs, FL 32708

  Under contract-accepting backup offers. Looking for a move in ready & affordable home in Winter Springs? This home features new paint and updated LPV flooring, with block construction, 2 Car Garage and an updated roof. You will enjoy a large backyard with no rear neighbors, a pond view, and Boat / RV Parking. With No HOA restrictions, you have the freedom to customize and personalize your space.

  Ryan Minadie COLDWELL BANKER REALTY

  604 Murphy Rd, Winter Springs, FL 32708
• 

  /2

  $600,000 Sold Mar 06, 2026

  684 Seven Oaks Blvd, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 2,870 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $209/SF
  • 23 Days On Market

  Current Estimated Value $598,234

  Last Listing Agent Tyler Gibson LPT REALTY, LLC

  684 Seven Oaks Blvd, Winter Springs, FL 32708
• 

  

  /37

  Est $474,690 Not Listed For Sale

  1605 Sapphire Star Dr, Oviedo, FL 32765

  • 3 Beds
  • 2 Baths
  • 1,976 Sq Ft
  • Built 2013

  1605 Sapphire Star Dr, Oviedo, FL 32765

  Last Sold Summary

  • 3% Above List Price
  • $233/SF
  • 33 Days On Market

  • Last Sold Price $460,000
  • Mar 25, 2024

  Last Listing Agent James Clark CENTURY 21 ALTON CLARK
• 

  

  /32

  $274,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,359 Sq Ft

  532 Shadow Glenn Place, Winter Springs, FL 32708

  Under contract-accepting backup offers. Winter Springs Townhome! This end-unit, 2-story townhome has a fenced backyard, rare for a townhome and prized as being the largest backyard in the community! Inside, the 3 bedroom, 2.5 bathroom floor plan keeps all bedrooms and full bathrooms upstairs, while the common areas are downstairs with a guest half bathroom for convenience. There is understairs

  Juan Castro REDFIN CORPORATION

  532 Shadow Glenn Place, Winter Springs, FL 32708
• 

  /2

  $436,000 Sold Oct 14, 2025

  3743 Saint Lucie Ct, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,223 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $196/SF
  • 40 Days On Market

  Current Estimated Value $438,743

  Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  3743 Saint Lucie Ct, Winter Springs, FL 32708

Showing Results 321 - 360, Page 9 of 18