Winter Springs, FL Homes

• 

  

  /2

  $825,000 Sold Sep 22, 2025

  1559 Wescott Loop, Winter Springs, FL 32708

  • 5 Beds
  • 4 Baths
  • 3,240 Sq Ft
  • Built 2005

  Last Sold Summary

  • 15% Below List Price
  • $255/SF
  • 130 Days On Market

  Current Estimated Value $817,969

  Last Listing Agent Jose R Marrero FLORIDA LIGHTHOUSE REALTY

  1559 Wescott Loop, Winter Springs, FL 32708
• 

  

  

  /5

  Est $139,829 Not Listed For Sale

  628 Silver Creek Dr, Winter Springs, FL 32708

  628 Silver Creek Dr, Winter Springs, FL 32708
• 

  

  

  /25

  $169,900

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

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708

  Experience the perfect blend of comfort, convenience, and community with this beautifully maintained 2/2, 1187 sqft, first-floor condo located in the highly desirable Highlands neighborhood in Winter Springs. Set within the top-rated Seminole County School District, this ground-level residence offers true ease of living—no stairs, no hassle, just effortless accessibility from the moment you

  Travis Cepregi KELLER WILLIAMS WINTER PARK

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708
• 

  

  /2

  $310,000 Sold Sep 18, 2025

  1384 La Paloma Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Below List Price
  • $238/SF
  • 36 Days On Market

  Current Estimated Value $321,655

  Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

  1384 La Paloma Cir, Winter Springs, FL 32708
• 

  

  /2

  Not Listed For Sale

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

  1450 Blumberg Blvd, Winter Springs, FL 32708

  1450 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /22

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  724 Barrington Cir, Winter Springs, FL 32708

  Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park

  Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

  724 Barrington Cir, Winter Springs, FL 32708
• 

  /2

  $460,000 Sold Nov 25, 2025

  786 Seneca Meadows Rd, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft
  • Built 2004

  Last Sold Summary

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

  Last Listing Agent Eva Treto TRUST HOME REALTY LLC

  786 Seneca Meadows Rd, Winter Springs, FL 32708
• 

  

  /14

  Est $414,503 Not Listed For Sale

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

  1446 Blumberg Blvd, Winter Springs, FL 32708

  1446 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /25

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,468 Sq Ft

  116 Philadelphia Way, Winter Springs, FL 32708

  Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  116 Philadelphia Way, Winter Springs, FL 32708
• 

  /2

  $625,000 Sold Mar 19, 2025

  729 Timberwilde Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,376 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Above List Price
  • $263/SF
  • 11 Days On Market

  Current Estimated Value $628,225

  Last Listing Agent Ken Pozek REAL BROKER, LLC.

  729 Timberwilde Ave, Winter Springs, FL 32708
• 

  

  /18

  Est $470,496 Not Listed For Sale

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

  1442 Blumberg Blvd, Winter Springs, FL 32708

  1442 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /29

  $449,900 Pending

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

  1427 Whitehall Blvd, Winter Springs, FL 32708

  Under contract-accepting backup offers. MOTIVATED SELLERS, BRING AN OFFER!! This GORGEOUS 3-bedroom SPLIT PLAN, 2 bath home is ready for its new owner's!! Beautiful hardwood flooring throughout, along with NEWER LPV flooring in the bedrooms and NEW LPV flooring in the kitchen and entrance. NO CARPET. The kitchen features NEWER appliances, NEW garbage disposal, NEW QUARTZ countertops and a

  Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  1427 Whitehall Blvd, Winter Springs, FL 32708
• 

  /2

  $249,900 Sold Apr 14, 2025

  602 Casa Park Court O, Winter Springs, FL 32708

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1985

  Last Sold Summary

  • $230/SF
  • 36 Days On Market

  Current Estimated Value $251,209

  Last Listing Agent Monica Bowman FOLIO REALTY LLC

  602 Casa Park Court O, Winter Springs, FL 32708
• 

  

  /48

  Est $379,877 Not Listed For Sale

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

  1251 Marley Ln, Winter Springs, FL 32708

  1251 Marley Ln, Winter Springs, FL 32708
• 

  

  /54

  $35,000

  • 1 Bed
  • 1.5 Baths
  • 672 Sq Ft

  80 Majorca Dr, Winter Springs, FL 32708

  Just bring a toothbrush- This home has all new everything. It was completely remodeled in 2021/2022. 1 bedroom with a den in front (could be used as a second bedroom). New A/C unit to keep you nice & cool! Handicap accessible with a ramp. There is a gas line to the home. There is a gas tankless hot water heater. All new windows with exception of the kitchen bay window. The roof is new with

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  80 Majorca Dr, Winter Springs, FL 32708
• 

  

  /12

  $402,990 Sold Dec 03, 2025

  1283 Tarflower Dr, Winter Springs, FL 32708

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

  Move in Ready Sold Summary

  • $240/SF
  • 280 Days On Market

  Mattamy Homes Hickory Grove

  1283 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /32

  Est $670,502 Not Listed For Sale

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

  782 Gainer Way, Winter Springs, FL 32708

  782 Gainer Way, Winter Springs, FL 32708
• 

  /2

  $12,500

  • 2 Beds
  • 2 Baths

  322 Casa Grande Ct, Winter Springs, FL 32708

  2 bedroom, 2 bath needs everything, real fixer upper located in a cul-de-sac great location in Hacienda Village.

  Todd Vagts Hacienda Village

  322 Casa Grande Ct, Winter Springs, FL 32708
• 

  

  /18

  $389,748 Sold Nov 12, 2025

  1327 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $264/SF
  • 223 Days On Market

  Mattamy Homes Hickory Grove

  1327 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /6

  Est $259,908 Not Listed For Sale

  1360 Delaney Dr, Winter Springs, FL 32708

  1360 Delaney Dr, Winter Springs, FL 32708
• 

  

  /37

  $1,399,900

  • 4 Beds
  • 3 Baths
  • 4,464 Sq Ft

  120 E Bahama Rd, Winter Springs, FL 32708

  This property offers a rare opportunity to own a home with true flexibility, privacy, and long-term value—perfect for today’s evolving lifestyles. Designed with flexibility in mind, this home features a private in-law or guest suite with its own separate exterior entrance and full bathroom, creating an ideal setup for multigenerational living, visiting guests, or a private home office. The in-law

  Alma Merrill EXP REALTY LLC

  120 E Bahama Rd, Winter Springs, FL 32708
• 

  /2

  $408,000 Sold Feb 21, 2025

  755 Dunlap Cir, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,457 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $280/SF
  • 142 Days On Market

  Current Estimated Value $399,994

  Last Listing Agent Cleve Loveland LOVELAND PROPERTIES

  755 Dunlap Cir, Winter Springs, FL 32708
• 

  

  /42

  Est $433,422 Not Listed For Sale

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

  1141 Orange Ave, Winter Springs, FL 32708

  1141 Orange Ave, Winter Springs, FL 32708
• 

  

  /33

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,002 Sq Ft

  506 Club Dr, Winter Springs, FL 32708

  Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. Residents enjoy amenities

  Kathleen Harrison CALL IT CLOSED INTL REALTY

  506 Club Dr, Winter Springs, FL 32708
• 

  /2

  $560,000 Sold Dec 16, 2025

  314 Balfour Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,352 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $238/SF

  Last Listing Agent Dawn Tinder KELLER WILLIAMS WINTER PARK

  314 Balfour Dr, Winter Springs, FL 32708
• 

  

  /49

  Est $488,763 Not Listed For Sale

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

  1488 Connors Ln, Winter Springs, FL 32708

  1488 Connors Ln, Winter Springs, FL 32708
• 

  

  /53

  $39,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  442 Dorado Dr, Winter Springs, FL 32708

  Hacienda Village a 55+ Community has been updated-Pickel Ball Courts, 2 Pools one heated, Putt Putt, Doggy Park, Tiki Huts, Grills, always something going on. Hacienda Village has easy access to all major highways with beaches and Parks only 45 minutes away. Fire and Police Dept close by, Restaurants, Medical, Shopping and more in the area.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  442 Dorado Dr, Winter Springs, FL 32708
• 

  /2

  $324,000 Sold Jul 11, 2025

  415 Old Farm Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,504 Sq Ft
  • Built 2007

  Last Sold Summary

  • 7% Below List Price
  • $215/SF
  • 53 Days On Market

  Current Estimated Value $329,953

  Last Listing Agent Tatyana Clark COLDWELL BANKER RESIDENTIAL RE

  415 Old Farm Ln, Winter Springs, FL 32708
• 

  /2

  Est $416,978 Not Listed For Sale

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

  1426 Blumberg Blvd, Winter Springs, FL 32708

  1426 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /39

  $455,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  705 S Gretna Ct, Winter Springs, FL 32708

  **MULTIPLE OFFERS HIGHEST AND BEST BY SUNDAY 2/11 9PM** Welcome to your dream home in the highly sought-after neighborhood of The Highlands! This stunning 4-bedroom, 2.5-bathroom abode boasts elegance, comfort, and functionality all in one. As you step inside, you'll be greeted by a split open floor plan, offering a seamless flow between living spaces. The master suite is a true retreat,

  Brittany Visconti LPT REALTY, LLC

  705 S Gretna Ct, Winter Springs, FL 32708
• 

  /2

  $519,000 Sold May 27, 2025

  659 N Endeavour Dr, Winter Springs, FL 32708

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

  Last Sold Summary

  • $251/SF
  • 4 Days On Market

  Current Estimated Value $528,997

  Last Listing Agent Dominic Persampiere OPTIMA REAL ESTATE

  659 N Endeavour Dr, Winter Springs, FL 32708
• 

  

  /3

  Est $444,296 Not Listed For Sale

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

  1438 Blumberg Blvd, Winter Springs, FL 32708

  1438 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /15

  $400,990 Pending

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

  1288 Crab Apple Ln, Winter Springs, FL 32708

  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 is complemented by a

  Amanda Warren MATTAMY REAL ESTATE SERVICES

  1288 Crab Apple Ln, Winter Springs, FL 32708
• 

  /2

  $390,000 Sold Aug 31, 2025

  1009 Troon Trace, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 1,681 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $232/SF
  • 136 Days On Market

  Current Estimated Value $402,639

  Last Listing Agent Mark Allen REALTY INTERNATIONAL LLC

  1009 Troon Trace, Winter Springs, FL 32708
• 

  

  /28

  Est $394,057 Not Listed For Sale

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

  1177 Orange Ave, Winter Springs, FL 32708

  1177 Orange Ave, Winter Springs, FL 32708
• 

  

  /48

  $774,900 Pending

  • 6 Beds
  • 3 Baths
  • 3,355 Sq Ft

  245 Nandina Terrace, Winter Springs, FL 32708

  Under contract-accepting backup offers. WALK ON IN AND CALL IT HOME! This stunning 6-bedroom, 3-bathroom POOL home sits on a 1⁄4-acre, Corner Lot and is ready for its new owner! Located in the highly desirable GATED community of Howell Creek Reserve in Tuscawilla, this home truly has it all. Boasting over 3,300 sq. ft. of thoughtfully designed living space, the layout centers around your private

  Lindsay Kaye Voss VOSS REALTY INC

  245 Nandina Terrace, Winter Springs, FL 32708
• 

  /2

  $340,000 Sold Aug 18, 2025

  620 Fruitwood Ave, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $282/SF
  • 63 Days On Market

  Current Estimated Value $338,487

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  620 Fruitwood Ave, Winter Springs, FL 32708
• 

  

  /14

  Not Listed For Sale

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

  1410 Blumberg Blvd, Winter Springs, FL 32708

  1410 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /3

  $400,000

  • Land
  • 2.72 Acres
  • $147,059 per Acre

  835 E State Road 434, Winter Springs, FL 32708

  The lot has been completely cleared and is ready to be developed.

  Keith Moore HOMEVEST REALTY

  835 E State Road 434, Winter Springs, FL 32708
• 

  /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 $386,963

  Last Listing Agent Karen Ripperger LPT REALTY, LLC

  995 Troon Trace, Winter Springs, FL 32708

Showing Results 281 - 320, Page 8 of 18