Winter Springs, FL Homes

• 

  

  

  /19

  Est $443,232 Not Listed For Sale

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

  1395 Tarflower Dr, Winter Springs, FL 32708

  1395 Tarflower Dr, Winter Springs, FL 32708
• 

  

  

  /37

  $465,000

  • 5 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  431 S Hawthorn Cir, Winter Springs, FL 32708

  **Single-Family Home with Detached ADU & Pool**Tucked away in a quiet cul-de-sac, this over 2,000 sq. ft. home with a detached Accessory Dwelling Unit (ADU) is a rare find in the highly desirable, non-HOA community of North Orlando Terrace! NEWER ROOF (2022), as well as a massive remodel in 2023 that consisted of NEW kitchen, bathrooms, plumbing, electrical panel, interior/exterior paint,

  Elliot Shugan THE SHUGAN GROUP INC

  431 S Hawthorn Cir, 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 $273,842

  Last Listing Agent Melissa Flores PREMIER SOTHEBYS INT'L REALTY

  720 Lakeside Dr, Winter Springs, FL 32708
• 

  

  /2

  Est $477,368 Not Listed For Sale

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

  1434 Blumberg Blvd, Winter Springs, FL 32708

  1434 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  

  /32

  $210,000

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

  30 Moree Loop Unit 39, Winter Springs, FL 32708

  Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined streets, scenic walking trails, and resort-style amenities. This stylish home offers approximately 1,400 square feet of updated living space designed for comfort and low-maintenance living. Inside, you’ll find a fully remodeled

  Casey Irwin PARK VIEW REALTY INC

  30 Moree Loop Unit 39, Winter Springs, FL 32708
• 

  /2

  $510,000 Sold Apr 28, 2025

  600 Tuskawilla Point Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft
  • Built 1983

  Last Sold Summary

  • 2% Below List Price
  • $250/SF
  • 13 Days On Market

  Current Estimated Value $508,624

  Last Listing Agent Lois Vonderbecke COLDWELL BANKER REALTY

  600 Tuskawilla Point Ln, Winter Springs, FL 32708
• 

  

  /37

  Est $492,913 Not Listed For Sale

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

  1605 Sapphire Star Dr, Oviedo, FL 32765

  1605 Sapphire Star Dr, Oviedo, FL 32765
• 

  

  /5

  $90,000

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  624 Bonita Rd, Winter Springs, FL 32708

  Foreclosure Auction Ends December 04, 2025 at 11:00 AM EST. Comfortable 3-bedroom, 2-bath home with an open design, updated finishes, and a relaxing patio in a quiet residential area. Sold As-is. Explore more details and submit your bid through Federa Home App.

  Jamie Boone Federa

  

  624 Bonita Rd, Winter Springs, FL 32708
• 

  /2

  $715,000 Sold Apr 24, 2025

  443 Dancing Water Dr, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Above List Price
  • $255/SF
  • 103 Days On Market

  Current Estimated Value $716,234

  Last Listing Agent Kerry Westmeyer PALMANO GROUP RE BROKERAGE LLC

  443 Dancing Water Dr, Winter Springs, FL 32708
• 

  

  /27

  Est $142,960 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 710 Sq Ft

  30 Sheoah Blvd Unit 23, Winter Springs, FL 32708

  30 Sheoah Blvd Unit 23, Winter Springs, FL 32708
• 

  

  /48

  $39,900

  • 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 1025. ( average rent is $1200 which includes a

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  346 Casa Grande 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 $341,999

  Last Listing Agent Zardiah Shipman EXP REALTY LLC

  561 Pinebranch Cir, Winter Springs, FL 32708
• 

  /2

  Not Listed For Sale

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

  1375 Tarflower Dr, Winter Springs, FL 32708

  1375 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /60

  $38,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  47 La Vista Dr, Winter Springs, FL 32708

  HACIENDA VILLAGE 55+ 3 bedroom/2 bath with spacious floor plan, extra room with separate A/C/Heat- cute little tiled porch floor. Newer front windows, 2 storage sheds. Hacienda Village is a Legacy Community. Amenities include: Pickle Ball, Small Putt, Putt golf course, doggy park; tiki Huts, some with grills, 2 pools. Recreation Hall (Rec Hall has full kitchen; exercise room, pool tables and

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  47 La Vista Dr, Winter Springs, FL 32708
• 

  /2

  $420,000 Sold Mar 31, 2025

  1197 Orange Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,164 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $194/SF
  • 30 Days On Market

  Current Estimated Value $424,594

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1197 Orange Ave, Winter Springs, FL 32708
• 

  /2

  Not Listed For Sale

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

  1371 Tarflower Dr, Winter Springs, FL 32708

  1371 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /35

  $274,900

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

  270 San Gabriel St, Winter Springs, FL 32708

  Price Improvement and Available for Quick Closing! Welcome to 270 San Gabriel Street in Winter Springs, Florida — this home perfectly blends comfort, style, and the easygoing "Florida" lifestyle. A well-cared-for, single-story residence featuring vaulted ceilings and an open great-room plan that creates a bright, spacious feel throughout. The home’s neutral décor and ceramic tile flooring make it

  Alie Gattis MAINFRAME REAL ESTATE

  270 San Gabriel St, 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

  Last Listing Agent Millie Brockmeyer RE/MAX INNOVATION

  915 Cypresswood Ct, Winter Springs, FL 32708
• 

  

  /19

  Est $444,524 Not Listed For Sale

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

  1422 Blumberg Blvd, Winter Springs, FL 32708

  1422 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /38

  $470,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,962 Sq Ft

  416 Macgregor Rd, Winter Springs, FL 32708

  This home is a true MUST SEE!!! This beautifully renovated 3-bedroom, 2.5-bath with a loft, two-story home is located in the highly sought-after Highlands community of Winter Springs. This spacious and open floor plan offers a living room/dining room combo as well as a family room, all enhanced by soaring cathedral ceilings that flood the home with natural light. The stunning kitchen is truly a

  Mario Zendeli COMPASS FLORIDA LLC

  416 Macgregor Rd, 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 $380,846

  Last Listing Agent Tim Veigle WATSON REALTY CORP

  1349 Mill Stream Ln, Winter Springs, FL 32708
• 

  

  /88

  Est $727,731 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,841 Sq Ft

  1443 Rushing Rapids Way, Winter Springs, FL 32708

  1443 Rushing Rapids Way, Winter Springs, FL 32708
• 

  

  /26

  $229,900 Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,130 Sq Ft

  411 Green Spring Cir, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. AS-IS Opportunity in the Vineyards of Mount Greenwood! This 3-bedroom, 1.5-bath townhome in Winter Springs is a true handyman’s special ideal for investors and first-time buyers looking to build equity. Inside, you’ll find a spacious living and dining area, kitchen, half bath, and extra storage under the stairs, while sliding glass doors open to a

  Sarita Cabrera WATSON REALTY CORP

  411 Green Spring Cir, Winter Springs, FL 32708
• 

  /2

  $495,000 Sold Mar 26, 2025

  906 Red Oak Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $258/SF
  • 71 Days On Market

  Current Estimated Value $498,701

  Last Listing Agent Robin Roskowski WEICHERT REALTORS HALLMARK PRO

  906 Red Oak Ct, Winter Springs, FL 32708
• 

  

  /44

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  611 Casa Park Ct E Unit J, Winter Springs, FL 32708

  611 Casa Park Ct E Unit J, Winter Springs, FL 32708
• 

  

  /44

  $289,900

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft

  100 Silver Sea Rd, Winter Springs, FL 32708

  Welcome to this beautifully maintained 2 bedroom, 2 bathroom townhome located in the Golfside Villas community. Situated on a corner lot, this home offers added privacy and a peaceful setting with tranquil wooded views in the back. A charming private courtyard welcomes you before entering the home. Inside, you’ll find high ceilings that enhance the light and open feel, along with new flooring in

  Carla Cabrera MODERN WORLD REALTY LLC

  100 Silver Sea Rd, 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 $425,766

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

  316 Dornoch Ct, Winter Springs, FL 32708
• 

  

  /16

  Not Listed For Sale

  0 E 434 State Rd Unit MFRO6086069, Winter Springs, FL 32708

  0 E 434 State Rd Unit MFRO6086069, Winter Springs, FL 32708
• 

  

  /18

  $374,900

  • 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

  $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

  Last Listing Agent Vered Thacker DALTON WADE INC

  122 Kristi Ann Ct, Winter Springs, FL 32708
• 

  

  /20

  Est $185,389 Not Listed For Sale

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

  411 Sheoah Blvd Unit 43, Winter Springs, FL 32708

  411 Sheoah Blvd Unit 43, Winter Springs, FL 32708
• 

  

  /21

  $950,000

  • 4 Beds
  • 3 Baths
  • 3,284 Sq Ft

  981 Tuskawilla Trail, Winter Springs, FL 32708

  Beautiful single-family home located in Winter Springs with stunning lake views. This spacious property features 4 bedrooms, 3 bathrooms, and an open floor plan ideal for comfortable living and entertaining. Enjoy peaceful water views from the backyard, a private pool, and a large lot offering privacy and space. Property will be vacant after January 30. Conveniently located near shopping, dining,

  Marisela Barazarte Moron LA ROSA REALTY PREMIER LLC

  981 Tuskawilla Trail, Winter Springs, FL 32708
• 

  /2

  $402,020 Sold May 05, 2025

  1319 Tarflower Dr, Winter Springs, FL 32708

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

  Last Sold Summary

  • 1% Above List Price
  • $272/SF
  • 30 Days On Market

  Current Estimated Value $411,698

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  1319 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /72

  Est $750,374 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,718 Sq Ft

  740 Fanning Dr, Winter Springs, FL 32708

  740 Fanning Dr, Winter Springs, FL 32708
• 

  

  /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 RESIDENTIAL RE

  604 Murphy 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 $222,324

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

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

  

  /42

  Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 2,500 Sq Ft

  640 Macduff Ln, Winter Springs, FL 32708

  640 Macduff Ln, Winter Springs, FL 32708
• 

  

  /19

  $318,900

  • 2 Beds
  • 2.5 Baths
  • 1,558 Sq Ft

  554 Pinebranch Cir, Winter Springs, FL 32708

  Short Sale. Short Sale and new price approved by the bank! Welcome to Barclay Reserve, a private and gated community in Winter Springs! This beautifully maintained townhome is located in the highly sought-after “A” rated Seminole County school district. Inside, you’ll find gorgeous laminate flooring throughout the main living areas, with ceramic tile in the wet areas for easy care. The open floor

  Lucilma Roman LLC LA ROSA REALTY CW PROPERTIES L

  554 Pinebranch 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

  Last Listing Agent Renee Killiri RED BIRD REALTY OF FLORIDA INC

  1433 Whitehall Blvd, Winter Springs, FL 32708
• 

  

  /65

  Est $877,004 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 4,172 Sq Ft

  664 Fanning Dr, Winter Springs, FL 32708

  664 Fanning Dr, Winter Springs, FL 32708

Showing Results 321 - 360, Page 9 of 18