Winter Springs, FL Homes

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  /16

  $617,990

  • 4 Beds
  • 3.5 Baths
  • 2,502 Sq Ft

  1421 Happy Bird Ln, Winter Springs, FL 32708

  Welcome home! Fall in love this welcoming two-story home that features 4 bedrooms and 3.5 bathrooms, perfectly positioned across from the Cross Seminole Trail. Start your day with a cup of coffee on the charming covered front porch, where you can take in the refreshing breeze and picturesque views of the 13-mile trail that winds through Seminole County and connects to other scenic trails. Step

  

  Brent DeHoop

  RE/MAX ASSURED

  (321) 218-3692

  1421 Happy Bird Ln, Winter Springs, FL 32708
• Explore Winter Springs

• 

  

  

  /18

  $1,295 per month

  • 2 Beds
  • 1.5 Baths
  • 925 Sq Ft
  • Condo for Rent

  125 Lori Anne Ln Unit 125, Winter Springs, FL 32708

  Nice Move-in ready TWO Bedroom/ 1.5 Bath condo style unit. Located in the north side of Winter Springs, near Moss Road. This unit has ALL LPV flooring, New microwave, completely repainted on the inside and Kitchen has Large Eat-in area, plus Granite counter tops... There is Assigned Parking and the unit is on the Second level. Call today to get pre-qualified and schedule a viewing

  

  Bobby Keen

  KEEN REALTY GROUP, INC.

  (321) 497-0294

  125 Lori Anne Ln Unit 125, Winter Springs, FL 32708
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  /2

  $235,000 Sold Aug 01, 2025

  600 Northern Way Unit 103, Winter Springs, FL 32708

  • 1 Bed
  • 1.5 Baths
  • 960 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $245/SF
  • 22 Days On Market

  Current Estimated Value $232,215

  Last Listing Agent Nick Gustafson FLORIDA REALTY INVESTMENTS

  600 Northern Way Unit 103, Winter Springs, FL 32708
• 

  

  /2

  Est $446,105 Not Listed For Sale

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

  1370 Tarflower Dr, Winter Springs, FL 32708

  1370 Tarflower Dr, Winter Springs, FL 32708
• 

  

  

  /70

  $1,250,250

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft

  1444 Bird Rd, Winter Springs, FL 32708

  ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula – Rare opportunity to own a beautifully updated lakefront home on a private 1.5-acre peninsula and a 1/2 acres buildable lot in Winter Springs! Surrounded by water on three sides, this 4-bedroom, 2-bath home offers unmatched privacy and lake views throughout. Recently renovated with new flooring, modern kitchen with stainless

  

  Bobby Keen

  KEEN REALTY GROUP, INC.

  (321) 325-3174

  1444 Bird Rd, Winter Springs, FL 32708
• 

  

  /15

  $1,875 per month

  • 3 Beds
  • 2 Baths
  • 1,105 Sq Ft
  • House for Rent

  116 Deer Song Dr, Winter Springs, FL 32708

  Cozy 3 bedrooms 2 bath Single family Home located in the desirable Winter Springs community featuring a Living Dinning kitchen combo area open to a screened porch with a little cute backyard with a shed great for storage , Property is fenced for more convenient .Includes Laundry with washer & Dryer . Association paid by owner featuring community. Property Located right down the street from the

  

  Miranda Azer

  PARKVIEW REAL ESTATE

  (321) 472-5735

  116 Deer Song Dr, Winter Springs, FL 32708
• 

  /2

  $334,000 Sold May 16, 2025

  131 Heritage Park St, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $177/SF
  • 6 Days On Market

  Current Estimated Value $339,544

  Last Listing Agent Cindy Davila IAD FLORIDA LLC

  131 Heritage Park St, Winter Springs, FL 32708
• 

  /2

  Est $471,536 Not Listed For Sale

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

  1363 Tarflower Dr, Winter Springs, FL 32708

  1363 Tarflower Dr, Winter Springs, FL 32708
• 

  

  /75

  $580,000

  • 4 Beds
  • 2 Baths
  • 1,931 Sq Ft

  337 Ringwood Cir, Winter Springs, FL 32708

  Original owner occupied, and meticulously maintained single story 4-bedroom 2-bathroom POOL HOME in desirable Tuscawilla Forest. This home features extensive updates throughout including BRAND NEW ROOF December 2025. New JANDY Pool pump (2024) and TurboCell salt system (2023), all enclosed by a re-screened pool cage (2020) overlooking private, beautifully landscaped FENCED yard with irrigation

  

  Robin Leedom-Hafen

  TOP VALUE PROPERTIES LLC

  (321) 732-8272

  337 Ringwood Cir, Winter Springs, FL 32708
• 

  

  /27

  $1,400 - $2,096 per month

  Legends Winter Springs

  1 - 3 Beds

  440 Courtney Springs Cir, Winter Springs, FL 32708

  Legends Winter Springs effortlessly combines exceptional service with outstanding features to provide the ultimate living experience. Located near upscale shopping and entertainment, your home is minutes to Lake Jessup and the excitement of downtown Orlando. Enjoy the peaceful, relaxing atmosphere of Legends Winter Springs. Please call for an appointment today.

  440 Courtney Springs Cir, Winter Springs, FL 32708
• 

  /2

  $482,500 Sold Nov 05, 2025

  1322 Swift Creek Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Below List Price
  • $270/SF
  • 18 Days On Market

  Last Listing Agent Jason Eckmann JECK ENTERPRISES LLC

  1322 Swift Creek Way, Winter Springs, FL 32708
• 

  /2

  Est $288,142 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,330 Sq Ft

  4105 Hedge Maple Place, Winter Springs, FL 32708

  4105 Hedge Maple Place, Winter Springs, FL 32708
• 

  

  /28

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  202 Murphy Rd, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to 202 Murphy Road in beautiful Winter Springs! This inviting 3-bedroom, 2-bath home features a primary bedroom in the front of the home with the other bedrooms tucked in the back, making for a desirable split bedroom floor plan. There is no carpet anywhere, and a fenced backyard perfect for pets, play, or weekend gatherings. A 2-car garage

  

  Sue Smith

  RE/MAX CENTRAL REALTY

  (321) 237-3995

  202 Murphy Rd, Winter Springs, FL 32708
• 

  

  /16

  $2,099 per month

  • 3 Beds
  • 2 Baths
  • 1,293 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,293 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
• 

  /2

  $630,000 Sold Oct 24, 2025

  1118 Winter Springs Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft
  • Built 1979

  Last Sold Summary

  • $269/SF
  • 3 Days On Market

  Last Listing Agent Rick Cole KELLER WILLIAMS WINTER PARK

  1118 Winter Springs Blvd, Winter Springs, FL 32708
• 

  /2

  Est $375,422 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,389 Sq Ft

  319 Riunite Cir, Winter Springs, FL 32708

  319 Riunite Cir, Winter Springs, FL 32708
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  /58

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,387 Sq Ft

  45 S Edgemon Ave, Winter Springs, FL 32708

  LOCATION LOCATION LOCATION This charming fully renovated home offers 3-bedroom, 2-bathroom home featuring 1,387 sqft of stylish living space. This property boasts brand-new cabinets, elegant quartz countertops, Brand new stainless steel appliances, cozy fireplace, and sleek laminate flooring throughout. Brand new roof. Enjoy outdoor living at its best with an in-ground pool perfect for

  

  John Gomez

  EXP REALTY LLC

  (321) 385-8619

  45 S Edgemon Ave, Winter Springs, FL 32708
• 

  

  /103

  $1,077 - $1,993 per month

  The Avenues at Winter Springs

  1 - 3 Beds

  1 Laurel Oaks Dr, Winter Springs, FL 32708

  Experience resort-style living at The Avenues at Winter Springs! Our pet-friendly community offers spacious 1, 2, and 3-bedroom apartment homes with modern finishes and everyday conveniences.Enjoy amenities like a resort-style pool with sundeck, 24-hour fitness and wellness center, tennis court, playground, and leash-free pet park. Stay connected with 400 Mbps internet, and take advantage

  1 Laurel Oaks Dr, Winter Springs, FL 32708
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  /2

  $360,000 Sold Sep 05, 2025

  171 Mcleods Way, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 1,854 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $194/SF
  • 89 Days On Market

  Current Estimated Value $361,288

  Last Listing Agent Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

  171 Mcleods Way, Winter Springs, FL 32708
• 

  /2

  Est $312,870 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,178 Sq Ft

  335 Kirkcaldy Dr, Winter Springs, FL 32708

  335 Kirkcaldy Dr, Winter Springs, FL 32708
• 

  

  /33

  $535,000

  • 4 Beds
  • 3 Baths
  • 2,315 Sq Ft

  523 Saddlewood Ln, Winter Springs, FL 32708

  Step into this beautiful 4-bedroom, 3-bath POOL home, where grand double doors open to a bright and welcoming living space. The formal living and dining rooms create an inviting atmosphere—perfect for gatherings and special occasions. The spacious master suite offers a peaceful retreat with a spa-inspired bathroom featuring a walk-in shower, soaking tub, and dual vanities thoughtfully placed for

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (321) 324-0543

  523 Saddlewood Ln, Winter Springs, FL 32708
• 

  

  /35

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Apartment for Rent

  154 Tuskawilla Rd Unit 224, Winter Springs, FL 32708

  Wow! Talk about location! This apartment is situated in the lovely Winter Springs Town Center! The convenience of walking to Publix for shopping or going right across the street to Aldi is yours! The center has many shops, stores and restaurants ranging from Mexican to Italian, sushi or subs! There is also Spill(wine bar) that you can walk to and enjoy wine, beer, bites, and entertainment on some

  Deborah Morgan OPTIMA REAL ESTATE

  154 Tuskawilla Rd Unit 224, Winter Springs, FL 32708
• 

  /2

  $510,000 Sold May 15, 2025

  113 Golden Crest Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $289/SF
  • 30 Days On Market

  Current Estimated Value $511,037

  Last Listing Agent Valerie Casals INVESTOR'S REAL ESTATE LLC

  113 Golden Crest Ct, Winter Springs, FL 32708
• 

  /2

  Est $343,418 Not Listed For Sale

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

  210 Sweetgum Ct, Winter Springs, FL 32708

  210 Sweetgum Ct, Winter Springs, FL 32708
• 

  

  /29

  $479,000

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft

  562 Pleasant Grove Dr, Winter Springs, FL 32708

  **Seller willing to provide buyer with a temporary rate buy down of 5-6% interest rate!** Step into this beautifully updated home in Tusca Oaks where modern comfort meets everyday convenience. The open-concept layout features soaring vaulted ceilings, skylights, and plenty of natural light that flows seamlessly through the living, dining, and kitchen areas. The kitchen is a true highlight,

  

  Evelyn Tejada

  REGENCY REAL ESTATE LLC

  (321) 342-1010

  562 Pleasant Grove Dr, Winter Springs, FL 32708
• 

  

  /53

  $1,100 - $1,600 per month

  Mosswood

  Studio - 2 Beds

  101 Mosswood Cir, Winter Springs, FL 32708

  Welcome to Mosswood Apartments! At Mosswood, you'll find comfortable apartments with washer/dryer connections & extra storage. We're located just north of Orlando in Winter Springs, FL. Come home to our quiet residential setting & lake views that have easy access to I-417 and public transportation. Our single-story, villa-style East Winter Springs apartments feature private entrances and patios

  101 Mosswood Cir, Winter Springs, FL 32708
• 

  

  /12

  Sold Aug 04, 2025

  • 1,678 Sq Ft

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  1318 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

  1318 Tarflower Dr, Winter Springs, FL 32708
• 

  /2

  Est $417,058 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft

  1731 Fox Glen Ct, Winter Springs, FL 32708

  1731 Fox Glen Ct, Winter Springs, FL 32708
• 

  

  /37

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  1275 Madelena Ave, Winter Springs, FL 32708

  Well-maintained 3-bedroom, 2-bath home featuring a bright, open floor plan and large windows throughout. The home includes a formal living room and a separate family room, providing ample space for living and entertaining.The kitchen features white cabinetry with decorative accents, plenty of counter space, and a dining area with additional built-in storage. The primary suite offers a walk-in

  

  Miranda Azer

  PARKVIEW REAL ESTATE

  (321) 655-2427

  1275 Madelena Ave, Winter Springs, FL 32708
• 

  

  /36

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Apartment for Rent

  154 Tuskawilla Rd Unit 204, Winter Springs, FL 32708

  Wow! Talk about location! This apartment is situated in the lovely Winter Springs Town Center! The convenience of walking to Publix for shopping or going right across the street to Aldi is yours! The center has many shops, stores and restaurants ranging from Mexican to Italian, sushi or subs! There is also Spill(wine bar) that you can walk to and enjoy wine, beer, bites, and entertainment on some

  Deborah Morgan OPTIMA REAL ESTATE

  154 Tuskawilla Rd Unit 204, Winter Springs, FL 32708
• 

  /2

  $330,000 Sold Apr 07, 2025

  458 Lancers Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Below List Price
  • $224/SF
  • 14 Days On Market

  Current Estimated Value $334,088

  Last Listing Agent Amar Guemraoui AGG REALTY & MANAGEMENT LLC

  458 Lancers Dr, Winter Springs, FL 32708
• 

  /2

  Est $1,010,548 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,006 Sq Ft

  206 Arrowhead Ct, Winter Springs, FL 32708

  206 Arrowhead Ct, Winter Springs, FL 32708
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  /47

  $624,900

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  1096 Dyson Dr, Winter Springs, FL 32708

  Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out.Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The

  

  Lorena Cabal Ospina

  EXP REALTY LLC

  (321) 516-0796

  1096 Dyson Dr, Winter Springs, FL 32708
• 

  

  /55

  $1,490 - $2,740 per month

  RIZE at Winter Springs

  1 - 3 Beds

  150 Bear Springs Dr, Winter Springs, FL 32708

  RiZE at Winter Springs is a beautiful apartment community located in Winter Springs, Florida.All renderings, 3D Tours, Walkthrough Video Tours, Matterport Tours, and other multimedia materials are provided for illustrative and reference purposes only. Renderings are an artist’s conception and may not accurately represent the actual features, materials, finishes, or layout of any specific

  150 Bear Springs Dr, Winter Springs, FL 32708
• 

  /2

  $342,000 Sold Feb 28, 2025

  487 Harbor Winds Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft
  • Built 2008

  Last Sold Summary

  • 10% Below List Price
  • $179/SF
  • 272 Days On Market

  Current Estimated Value $346,069

  Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  487 Harbor Winds Ct, Winter Springs, FL 32708
• 

  /2

  Est $364,471 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,562 Sq Ft

  673 Wishaw Ln, Winter Springs, FL 32708

  673 Wishaw Ln, Winter Springs, FL 32708
• 

  

  /42

  $695,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,418 Sq Ft

  583 Treehouse St, Winter Springs, FL 32708

  Short Sale. OWNER SAYS SELL!!! Mediterranean style home in a perfect Winter Springs location. This home features a tile roof, paver driveway and inviting front porch perfect to watch your family enjoy the front yard or catch up with neighbors. Upon walking through the front door you will be welcomed with an open floor plan including a gourmet kitchen featuring; 42" soft close cabinets, granite

  

  Frank Mediavilla

  KNIGHTS REALTY

  (321) 353-7189

  583 Treehouse St, Winter Springs, FL 32708
• 

  

  /40

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Apartment for Rent

  1401 Blumberg Blvd Unit 412, Winter Springs, FL 32708

  Wow! Talk about location! This apartment is situated in the lovely Winter Springs Town Center! The convenience of walking to Publix for shopping or going right across the street to Aldi is yours! The center has many shops, stores and restaurants ranging from Mexican to Italian, sushi or subs! There is also Spill(wine bar) that you can walk to and enjoy wine, beer, bites, and entertainment on some

  Deborah Morgan OPTIMA REAL ESTATE

  1401 Blumberg Blvd Unit 412, Winter Springs, FL 32708
• 

  /2

  $385,000 Sold May 16, 2025

  734 Adidas Rd, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,413 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $272/SF
  • 35 Days On Market

  Current Estimated Value $383,531

  Last Listing Agent Susan Williams COLDWELL BANKER REALTY

  734 Adidas Rd, Winter Springs, FL 32708
• 

  /2

  Est $400,533 Not Listed For Sale

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

  1501 Fox Glen Dr, Winter Springs, FL 32708

  1501 Fox Glen Dr, Winter Springs, FL 32708

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