Winter Springs, FL Homes

• 

  

  

  /50

  $252,900

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

  611 Casa Park A Ct, Winter Springs, FL 32708

  Welcome to this beautifully updated 2 Bed, 2.5 Bath townhome nestled in the desirable Casa Park Villas community in Winter Springs! Step inside & the open-concept design features a bright and airy living room that seamlessly flows into the dining area and kitchen, creating an inviting space for relaxation and entertaining. The kitchen boasts all SS appliances, including a side-by-side

  

  Jay Patterson

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 413-8639

  611 Casa Park A Ct, Winter Springs, FL 32708
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  /27

  $1,632 - $2,088 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
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  /2

  $640,000 Sold Jul 29, 2025

  • 2,852 Sq Ft
  • $224/SF
  • 13 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1997

  716 Timberwilde Ave, Winter Springs, FL 32708

  Your Dream Home in Winding Hollow awaits! Welcome to the highly sought-after community in Winter Springs, where this beautifully maintained home offers the perfect blend of comfort, style, and functionality. Nestled among mature landscaping in a peaceful neighborhood, this property is sure to impress from the moment you arrive. Upon entry, to the left, you will find elegant formal living and

  Tammy Blanchard FLORIDA REALTY RESULTS LLC

  716 Timberwilde Ave, Winter Springs, FL 32708
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  /2

  Est $439,119 Not Listed For Sale

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

  1414 Blumberg Blvd, Winter Springs, FL 32708

  1414 Blumberg Blvd, 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
• 

  

  /19

  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Townhouse for Rent

  1382 Blumberg Blvd, Winter Springs, FL 32708

  Brand new 3 bed/2.5 bath Townhome with an extra large two car garage with park view in Winter Springs Town Center. You have to see it in person to appreciate the location. House comes with a top rated water filter and softner system. Extra large washer and dryer. This community also offers a pool. There are restaurants, grocery stores, Gyms, shops, etc..within 5 minutes of walk. Open-concept

  Julia Martin JULIA MARTIN REALTY

  1382 Blumberg Blvd, Winter Springs, FL 32708
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  /2

  $480,000 Sold Jul 29, 2025

  • 1,862 Sq Ft
  • $258/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  383 Brushwood Ln, Winter Springs, FL 32708

  Come fall in love with this well maintained, lovingly cared for, lakefront pool home in Tuscawilla Forest!! Situated on a quiet road, this home is move-in ready in need of NOTHING! Through the front door, passed the hall to the garage and half bath on the left and formal dining room on the right, you'll be greeted with lots of natural light through the vaulted ceiling skylights in the open

  Jordan Muench RE/MAX 200 REALTY

  383 Brushwood Ln, Winter Springs, FL 32708
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  /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
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  /61

  $975,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,717 Sq Ft

  856 Bentley Green Cir, Winter Springs, FL 32708

  Welcome home to a million dollar view and lifestyle most can only dream of. This elegant custom built four-bedroom, three-bathroom pool home has a view that dreams are truly made of. It sits in the highly desirable Bentley Green community of Tuscawilla. Nestled on a beautifully landscaped, waterfront lot, overlooking the water, the 17th green and a backdrop of trees. This home offers privacy,

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 405-1621

  856 Bentley Green Cir, Winter Springs, FL 32708
• 

  

  /98

  $1,263 - $3,564 per month

  The Avenues at Winter Springs

  1-3 Beds

  1 Laurel Oaks Dr, Winter Springs, FL 32708

  Live Luxury The Avenues at Winter Springs offer a tranquil living experience in Winter Springs, FL, blending comfort, convenience, and affordability. Nestled in a serene residential area, residents enjoy peaceful surroundings while remaining conveniently close to Interstate 4 and the vibrant Uptown Altamonte Springs area. With easy access to shopping, dining, and entertainment options,

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

  $820,000 Sold Jul 28, 2025

  • 2,768 Sq Ft
  • $296/SF
  • 49 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1998

  128 Seville Chase Dr, Winter Springs, FL 32708

  CONTINGENT CONTRACT - SUBMIT YOUR BACKUP OFFER TODAY!Luxury Living in the Heart of Seville Chase in Winter Springs.Welcome to a home where timeless elegance meets modern sophistication — a stunningly updated, single-story pool retreat nestled within the exclusive gated community of Seville Chase. Tucked away in one of Seminole County’s most coveted communities, this exquisite residence

  Manny del Valle KELLER WILLIAMS WINTER PARK

  128 Seville Chase Dr, Winter Springs, FL 32708
• 

  /2

  Est $305,941 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,115 Sq Ft

  512 George St, Winter Springs, FL 32708

  512 George St, Winter Springs, FL 32708
• 

  

  /23

  $239,900 Pending

  • 1 Bed
  • 1.5 Baths
  • 960 Sq Ft

  600 Northern Way Unit 103, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to 600 Northern Way #103, a beautifully recently updated 1-bedroom, 1.5-bathroom move-in-ready condo nestled in the desirable Tuscany Place community of Winter Springs. This nearly 1,000 sq ft ground-floor condo offers modern upgrades and a prime location, making it an ideal choice for first-time buyers, downsizers, or investors. Step inside to

  

  Nick Gustafson

  FLORIDA REALTY INVESTMENTS

  (321) 450-3371

  600 Northern Way Unit 103, Winter Springs, FL 32708
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  /30

  $1,900 per month

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Townhouse for Rent

  613 Casa Park Court B Ct N Unit B, Winter Springs, FL 32708

  Welcome to Casa Park Villas Community! This recently refreshed townhome is a gem with immaculate living spaces perfect for a family. Featuring 2 bedrooms and 2 bathrooms on the second floor, this home offers privacy and comfort. The main living area, kitchen, and dinette boast beautiful tiles, adding to the charm. Step outside to enjoy the gorgeous backyard and Florida living at its best.This

  John R. Gordon EXP REALTY LLC

  613 Casa Park Court B Ct N Unit B, Winter Springs, FL 32708
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  /2

  $220,000 Sold Jul 28, 2025

  • 1,854 Sq Ft
  • $119/SF
  • 112 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2007

  378 Blue Bayou Ln, Winter Springs, FL 32708

  Discover this 3-bedroom, 3.5-bathroom townhome, offering a spacious living experience across three floors, each bedroom with a private bathroom. The property features a practical layout with bedrooms above and below the main living area on the middle floor. Its bay windows and roomy bedrooms create a light and airy atmosphere, while its well-thought-out floor plan allows everyone their privacy, a

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  378 Blue Bayou Ln, Winter Springs, FL 32708
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  /2

  Est $701,003 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,799 Sq Ft

  107 Goldenrain Cove, Winter Springs, FL 32708

  107 Goldenrain Cove, Winter Springs, FL 32708
• 

  

  /40

  $720,000

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

  480 Buckhorn Dr, Winter Springs, FL 32708

  You don’t want to miss this stunning 4-bedroom, 3.5-bathroom home located in the highly sought-after community of Winter Springs Village. Tucked away on a quiet street, this elegant residence offers over 3,000 square feet of open living space and backs up to a peaceful pond with a bubbling fountain, creating the perfect blend of privacy and serenity. As you enter the neighborhood, you're greeted

  

  Nick Gustafson

  FLORIDA REALTY INVESTMENTS

  (321) 405-1590

  480 Buckhorn Dr, Winter Springs, FL 32708
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  /55

  $1,600 - $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. Our convenient location provides easy access to fabulous shopping, fine dining, and ample entertainment to meet everyone's needs. Designed for comfort and luxurious hospitality, the upscale apartment homes at RiZE at Winter Springs offer gracious living in the northeastern portion of Orlando, Florida.

  150 Bear Springs Dr, Winter Springs, FL 32708
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  /2

  $170,000 Sold Jul 25, 2025

  • 1,187 Sq Ft
  • $143/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  240 Moree Loop Unit 5, Winter Springs, FL 32708

  ?? Welcome Home to 240 Moree Loop, Unit 5 – Casselberry’s Hidden Gem! ??Step into comfort and style in this beautifully maintained 2-bedroom, 2-bath condo perfectly nestled in the heart of Casselberry. Offering a blend of functionality and charm, this spacious unit is ideal whether you’re a first-time buyer, investor, or looking to downsize without compromising on lifestyle.?

  Richard Sherrod Jr EXP REALTY LLC

  240 Moree Loop Unit 5, Winter Springs, FL 32708
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  /2

  Est $483,715 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  932 Logenberry Trail, Winter Springs, FL 32708

  932 Logenberry Trail, Winter Springs, FL 32708
• 

  

  /50

  $538,500

  • 4 Beds
  • 3 Baths
  • 2,066 Sq Ft

  679 N Endeavour Dr, Winter Springs, FL 32708

  Welcome to your dream home in the heart of Winter Springs! This beautifully updated four-bedroom, three-bath Oak Forest residence offers the perfect blend of comfort and style. As you step inside, you'll be greeted by a modern interior with vaulted ceilings, a skylight, and ceramic tile throughout. The open floor plan creates a welcoming atmosphere that immediately feels like home. With four

  

  William Navarro

  CENTERGATE REALTY LLC

  (321) 241-9829

  679 N Endeavour Dr, Winter Springs, FL 32708
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  /6

  $2,697 per month

  • 3 Beds
  • 2.5 Baths
  • 1,735 Sq Ft
  • House for Rent

  Unlisted Address

  This nearly 1,800 square foot single family home is nestled among the oak trees in the heart of Tuscawilla. A two minute walk to Trotwood Park where you can find tennis, basketball and racquetball courts as well as softball and soccer fields and a splash pad. Like to Golf? The Tuscawilla country club is a short golf cart ride from the house. The home features a living room, family room, dining

  Joseph Adkins THE REALTY FACTOR INC

  Unlisted Address
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  /2

  $890,000 Sold Jul 25, 2025

  • 2,680 Sq Ft
  • $332/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1999

  1141 Waldorf Ct, Winter Springs, FL 32708

  Please submit all offers by 12:00 PM on Tuesday, June 24th. Welcome to the ultimate SMART home in the exclusive gated enclave of Tuskawilla Palms! This stunning, fully renovated 4 bed, 3 bath, 3-car garage home with EV hookup sits on a private, fenced half-acre lot and features its own sparkling pool—perfect for relaxing or entertaining year-round. Step into a sleek, open-concept layout with a

  Sarah Darbor EXP REALTY LLC

  1141 Waldorf Ct, Winter Springs, FL 32708
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  /2

  Est $768,345 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,630 Sq Ft

  696 Running Bear Ct, Winter Springs, FL 32708

  696 Running Bear Ct, Winter Springs, FL 32708
• 

  

  /51

  $559,000

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

  433 Woodcrest St Unit 2, Winter Springs, FL 32708

  Amazing Deal in Winding Hollow! This beautiful 4/3 pool home is in the perfect location for entertaining family and friends. With fresh paint inside and ample windows, this home feels light and bright. Multiple sliding doors open to the spacious pool deck with a gorgeous screened-in, freshly resurfaced pool and spa. The split floor plan separates the bedrooms for ideal comfort and privacy. Off of

  

  Keegan Siegfried

  LPT REALTY, LLC

  (321) 273-7045

  433 Woodcrest St Unit 2, Winter Springs, FL 32708
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  /29

  $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
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  /2

  $392,000 Sold Jul 25, 2025

  • 1,644 Sq Ft
  • $238/SF
  • 33 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  976 Eagle Bay St, Winter Springs, FL 32708

  Gorgeous 3-Bedroom, 2-Bath Home in Highly Sought-After Winter Springs Village! Pride of ownership shines throughout this immaculate home. Meticulously maintained by the same owners for the past 13 years, this property is super clean and truly move-in ready. Enjoy peace of mind with full lawn care and irrigation service included in the HOA—no yard work required! The first level features beautiful

  Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  976 Eagle Bay St, Winter Springs, FL 32708
• 

  /2

  Est $415,017 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft

  110 Mockingbird Ln, Winter Springs, FL 32708

  110 Mockingbird Ln, Winter Springs, FL 32708
• 

  

  /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

  AGENT TRUST REALTY CORPORATION

  (321) 360-4403

  1096 Dyson Dr, Winter Springs, FL 32708
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  /38

  $2,650 per month

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • House for Rent

  1001 E Pebble Beach Cir, Winter Springs, FL 32708

  Lawn care included. Welcome to 1001 E Pebble Beach Circle, a beautifully renovated single-story home nestled in the heart of Winter Springs, FL. This 3-bedroom, 2-bathroom residence features a brand-new tile roof, soaring vaulted ceilings, and a spacious open layout that feels airy and inviting. Throughout the home, you’ll find durable tile and stylish vinyl wood flooring—no carpet in sight. The

  Ashley Swindell KELLER WILLIAMS REALTY AT THE PARKS

  1001 E Pebble Beach Cir, Winter Springs, FL 32708
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  /2

  $420,000 Sold Jul 25, 2025

  • 2,288 Sq Ft
  • $184/SF
  • 41 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2016

  1065 Clifton Springs Ln, Winter Springs, FL 32708

  Welcome to the IMMACULATE townhome at 1065 Clifton Springs Lane, perfect for anyone seeking comfort and convenience. This masterfully designed and highly coveted floor plan offers 2,288 square feet of modern amenities and artful details, including a mosaic tile backsplash, wood-washed laminate floors, crown molding, and high-profile baseboards.You will love the dual master suites upstairs

  Craig Johnson COLDWELL BANKER REALTY

  1065 Clifton Springs Ln, Winter Springs, FL 32708
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  /2

  Est $298,115 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,069 Sq Ft

  216 Panorama Dr, Winter Springs, FL 32708

  216 Panorama Dr, Winter Springs, FL 32708
• 

  

  /46

  $1,020,000

  • 4 Beds
  • 3.5 Baths
  • 3,595 Sq Ft

  835 Dyson Dr, Winter Springs, FL 32708

  Nestled on a sprawling 2.24-acre lot with NO HOA in the highly sought after Tuscawilla Country Club community of Winter Springs, this exquisite 4-bedroom, 3.5-bathroom estate blends timeless elegance with everyday comfort. A grand circular driveway complete with an RV and boat parking pad—perfect for all your toys! Surrounded by mature landscaping and majestic live oak trees, the serene setting

  

  Randy Adams

  RE/MAX TOWN & COUNTRY REALTY

  (321) 344-8623

  835 Dyson Dr, Winter Springs, FL 32708
• 

  

  /55

  $2,100 per month

  Experience Upscale Living at Terra Villa P...

  2 Beds

  154 Tuskawilla Rd, Winter Springs, FL 32708

  Live in style at Terra Villa Park, where modern comfort meets unmatched convenience in the heart of Winter Springs Town Center. Our condo-grade apartments feature granite countertops, laminate flooring, cathedral ceilings, spacious walk-in closets, and full-size washers and dryers.Stay active in our on-site fitness center and enjoy being steps from shopping, dining, and salons. With easy

  154 Tuskawilla Rd, Winter Springs, FL 32708
• 

  /2

  $585,000 Sold Jul 25, 2025

  • 2,267 Sq Ft
  • $258/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  1304 Deer Run Dr Unit 4, Winter Springs, FL 32708

  This wonderfully maintained 4-bedroom + office, 2.5-bath pool home is nestled in the heart of the highly sought-after Tuscawilla community. Featuring a spacious layout with both living and family rooms, this home is perfect for entertaining or relaxing with family. Inside, you’ll love the brand new luxury vinyl plank flooring, fresh interior touches, and a convenient indoor laundry room with a

  Kelly Sue Stonebreaker RE/MAX TOWN & COUNTRY REALTY

  1304 Deer Run Dr Unit 4, Winter Springs, FL 32708
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  /2

  Est $492,215 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  1521 Corkery Ct, Winter Springs, FL 32708

  1521 Corkery Ct, Winter Springs, FL 32708
• 

  

  /42

  $744,900

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

  583 Treehouse St, Winter Springs, FL 32708

  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 countertops

  

  Frank Mediavilla

  KNIGHTS REALTY

  (321) 486-8625

  583 Treehouse St, Winter Springs, FL 32708
• 

  

  /15

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft
  • Townhouse for Rent

  640 Macduff Ln Unit B, Winter Springs, FL 32708

  For Rent – Beautiful 3 Bedroom Home in Winter Springs!Welcome to 640 Macduff Ln, Unit B – a charming and updated 3-bedroom, 2-bathroom duplex located in the heart of Winter Springs. This spacious, single-story unit offers the perfect blend of comfort, privacy, and convenience.Home Features:3 spacious bedrooms with ample closet space2 full bathrooms with updated

  Emmanuella Richman CHARLES RUTENBERG REALTY ORLANDO

  640 Macduff Ln Unit B, Winter Springs, FL 32708
• 

  /2

  $230,000 Sold Jul 25, 2025

  • 1,434 Sq Ft
  • $160/SF
  • 78 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1983

  503 Moree Loop, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. WOW!!! Move-In Ready Townhome in Winter Springs – Just \$166.67/SqFt!Experience the perfect combination of charm, comfort, and value in this beautifully maintained 2-bedroom, 2-bathroom townhome, nestled in one of Winter Springs’ most desirable communities. Designed with both style and practicality in mind, this home offers a spacious floor plan

  Javier Paredes PROPERTIES IN TOWN

  503 Moree Loop, Winter Springs, FL 32708
• 

  

  /17

  Est $408,856 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  564 Jesup Springs Ln, Winter Springs, FL 32708

  564 Jesup Springs Ln, Winter Springs, FL 32708

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