Winter Springs, FL Homes

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  $395,000 Pending

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

  1275 Madelena Ave, Winter Springs, FL 32708

  Under contract-accepting backup offers. 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

  

  Miranda Azer

  PARKVIEW REAL ESTATE

  (321) 655-2427

  1275 Madelena Ave, Winter Springs, FL 32708
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  /48

  $1,693 - $2,259 per month

  The Eli Winter Springs

  1 - 3 Beds

  990 English Town Ln, Winter Springs, FL 32708

  Indulge in the luxury of living where others vacation at The Eli Winter Springs! Our community offers resort-class amenities and exceptional service to pamper residents. With a rich array of amenities, picturesque landscapes featuring swaying palm trees and tranquil waters, you can enjoy a paradise lifestyle. Conveniently located with easy access to 417, the Oviedo Marketplace, and major

  990 English Town Ln, Winter Springs, FL 32708
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  $890,000 Sold Jul 25, 2025

  1141 Waldorf Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,680 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Above List Price
  • $332/SF
  • 6 Days On Market

  Current Estimated Value $890,332

  Last Listing Agent Sarah Darbor DJ & LINDSEY REAL ESTATE

  1141 Waldorf Ct, Winter Springs, FL 32708
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  /2

  Est $361,098 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  613 Pearl Rd, Winter Springs, FL 32708

  613 Pearl Rd, 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
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  /25

  $1,785 per month

  • 2 Beds
  • 1.5 Baths
  • 1,116 Sq Ft
  • Townhouse for Rent

  4419 Brook Hollow Cir, Winter Springs, FL 32708

  Schedule a tour of this beautifully updated 2 bedroom 1 and 1/2 bath townhome in Winter Springs for rent. Upgrades in the kitchen include stainless steel appliances, granite countertops, built in cabinet pantry and tons of storage space as well as a laundry closet with washer and dryer included.The nice living area is connected through sliding doors to a large screened patio with extra storage

  Kyle Petteway EXIT REAL ESTATE RESULTS

  4419 Brook Hollow Cir, Winter Springs, FL 32708
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  /2

  $285,000 Sold Sep 05, 2025

  435 Tradition Ln, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,275 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $224/SF
  • 129 Days On Market

  Current Estimated Value $289,096

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  435 Tradition Ln, Winter Springs, FL 32708
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  /2

  Est $370,536 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft

  817 Dundee Dr, Winter Springs, FL 32708

  817 Dundee Dr, Winter Springs, FL 32708
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  /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
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  /39

  $1,191 - $1,639 per month

  Seville on the Green

  1 - 3 Beds

  300 Sheoah Blvd, Winter Springs, FL 32708

  Find the life of sophistication and style that awaits you at Seville on the Green. Our Winter Springs community is nestled in the Highland Residential Neighborhood, right off of 434 and 17-92. We are minutes from I-4 and SR-417 and are less than six miles from major shopping and dining. We proudly offer one, two, and three-bedroom apartments with multiple floor plans. Select homes feature

  300 Sheoah Blvd, Winter Springs, FL 32708
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  /2

  $845,000 Sold Jul 02, 2025

  1525 Eagle Nest Cir, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,853 Sq Ft
  • Built 1993

  Last Sold Summary

  • $296/SF
  • 1 Day On Market

  Current Estimated Value $854,302

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

  1525 Eagle Nest Cir, Winter Springs, FL 32708
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  /2

  Est $712,993 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,444 Sq Ft

  1682 Eagle Nest Cir, Winter Springs, FL 32708

  1682 Eagle Nest Cir, Winter Springs, FL 32708
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  /38

  $759,000

  • 4 Beds
  • 3 Baths
  • 2,429 Sq Ft

  650 Cayuga Dr, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome home to this stunning 4-bedroom, 3-full bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla! Situated on an oversized corner lot, this property offers a fully fenced backyard framed by majestic shade trees, providing exceptional privacy and charm. Designed for both comfort and entertaining, the outdoor

  

  Jamie Ampel

  ALL SELLERS & BUYERS REALTY INC

  (321) 341-2960

  650 Cayuga Dr, Winter Springs, FL 32708
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  /45

  $3,100 per month

  • 4 Beds
  • 3.5 Baths
  • 2,353 Sq Ft
  • Townhouse for Rent

  1108 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Modern Townhome in Upscale Winter Springs Community Experience luxury and convenience in this stunning 4-bedroom, 3.5-bath, three-story townhome with a two-car garage, nestled in the heart of an upscale Winter Springs community. Step inside to a spacious first-floor bedroom/office with a full en-suite bathroom and tub, perfect for guests or a private workspace. Head upstairs to the open-concept

  Aparna Narla ROBERT SLACK LLC

  1108 Spotted Sandpiper Loop, Winter Springs, FL 32708
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  /2

  $622,000 Sold Oct 15, 2025

  659 Cayuga Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,492 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 4 Days On Market

  Current Estimated Value $631,510

  Last Listing Agent Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

  659 Cayuga Dr, Winter Springs, FL 32708
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  /2

  Est $488,309 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,283 Sq Ft

  619 Tuskawilla Point Ln, Winter Springs, FL 32708

  619 Tuskawilla Point Ln, Winter Springs, FL 32708
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  /11

  $237,000

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  328 San Miguel St, Winter Springs, FL 32708

  Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is designed with a functional split-floor

  

  Carmen Vazquez

  REALTY TECH INC

  (321) 463-4822

  328 San Miguel St, Winter Springs, FL 32708
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  /24

  $1,424 - $2,041 per month

  Tuskawilla at Winter Springs

  1 - 3 Beds

  4545 Willa Creek Dr, Winter Springs, FL 32708

  We are now welcoming in-person, virtual and self-guided tours by appointment only. Please contact us today to schedule your appointment.Tuskawilla, Winter Springs, FL Apartments boast premier location great for both business and leisure. Located just minutes from SR417 and SR408, the Tuskawilla Apartments in Winter Springs are perfect for commuters all across Florida. Choose from a variety of

  4545 Willa Creek Dr, Winter Springs, FL 32708
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  /2

  $615,000 Sold Jul 16, 2025

  338 Wooded Vine Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $321/SF
  • 24 Days On Market

  Current Estimated Value $606,246

  Last Listing Agent Valentina Vakhova LA ROSA REALTY KISSIMMEE

  338 Wooded Vine Dr, Winter Springs, FL 32708
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  /2

  Est $348,560 Not Listed For Sale

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

  766 Blades Ct, Winter Springs, FL 32708

  766 Blades Ct, Winter Springs, FL 32708
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  /42

  $774,900

  • 4 Beds
  • 3 Baths
  • 2,345 Sq Ft

  1777 Seneca Blvd, Winter Springs, FL 32708

  Welcome to Chelsea Woods in Winter Springs! This beautifully maintained 4-bedroom, 3-full-bath single-family residence sits on a large lot with a fully vinyl-fenced backyard, perfect for privacy and outdoor living. Enjoy Florida living at its best with a saltwater pool that is fully screened, plus added patio space ideal for a fire pit and grilling area. The home also features a welcoming front

  Chandler Williams

  EXIT REALTY PREMIER LEGACY

  (321) 638-5013

  1777 Seneca Blvd, Winter Springs, FL 32708
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  /27

  $3,245 per month

  • 4 Beds
  • 3 Baths
  • 2,901 Sq Ft
  • House for Rent

  208 Heatherwood Ct, Winter Springs, FL 32708

  Gorgeous 4 bedroom 3 bath custom-built executive home overlooking conservation in Tuscawilla's premier gated community. Exquisite designer features in an impeccably maintained & elegant home with tropical screened-in porch. You'll be captivated by the architectural detail: crown molding, trey ceilings, arched doorways, 12' volume ceilings, plantation shutters, transom/palladium windows, custom

  Mo Jabr RE/MAX 200 REALTY

  208 Heatherwood Ct, Winter Springs, FL 32708
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  /2

  $170,000 Sold Jul 25, 2025

  240 Moree Loop Unit 5, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1978

  Last Sold Summary

  • $143/SF
  • 0 Days On Market

  Current Estimated Value $171,688

  Last Listing Agent Richard Sherrod Jr EXP REALTY LLC

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

  Est $615,443 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,449 Sq Ft

  1705 Galway Ct, Winter Springs, FL 32708

  1705 Galway Ct, Winter Springs, FL 32708
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  /24

  $470,000

  • 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
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  /21

  $1,165 - $1,799 per month

  Moss Park

  1 - 4 Beds

  170 N Gardenridge Ct, Winter Springs, FL 32708

  Experience the many benefits of this Winter Springs apartment community, where we bring affordability, comfort, and convenience to home. Moss Park Apartments is located off Moss Park Road and State Road 434, approximately two miles east of Highway 17-92.Moss Park Apartments is a mixed-income community that offers apartment homes for unrestricted and restricted-income residents. Located

  170 N Gardenridge Ct, Winter Springs, FL 32708
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  /2

  $351,000 Sold Nov 21, 2025

  1054 W Pebble Beach Cir, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 1980

  Last Sold Summary

  • 17% Below List Price
  • $247/SF
  • 75 Days On Market

  Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  1054 W Pebble Beach Cir, Winter Springs, FL 32708
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  /2

  Est $529,777 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,157 Sq Ft

  377 Twelve Oaks Dr, Winter Springs, FL 32708

  377 Twelve Oaks Dr, Winter Springs, FL 32708
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  /36

  $395,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  678 Wishaw Ln, Winter Springs, FL 32708

  Welcome to your renovated home in the great Winter Springs location! This home features 3 bed/2 bath, ceramic title throughout the entire home. New kitchen with granite countertops and brand-new stainless-steel appliances. A large fireplace in the living room gives the home a cozy environment. Renovated bathrooms with new vanities and granite countertops. The renovation also includes modern

  Alejandro Rodriguez AROD PARTNERS REALTY

  678 Wishaw Ln, Winter Springs, FL 32708
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  /11

  $1,495 per month

  • 2 Beds
  • 1.5 Baths
  • 870 Sq Ft
  • Townhouse for Rent

  207 S Moss Rd, Winter Springs, FL 32708

  2BD/1.5BA home for rent in Winter Springs on S Moss Rd. Features a bright, functional layout, spacious living area, kitchen with ample cabinet space, and well-sized bedrooms. Large yard for outdoor use. Conveniently located near parks, shopping, dining, SR-434, I-4, and Seminole County schools.

  Sloane Wurl SLOANE REALTY, LLC

  207 S Moss Rd, Winter Springs, FL 32708
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  /2

  $315,000 Sold Mar 25, 2025

  1054 Winter Springs Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft
  • Built 1983

  Last Sold Summary

  • $163/SF
  • 0 Days On Market

  Current Estimated Value $481,520

  Last Listing Agent Chris Creegan CREEGAN GROUP

  1054 Winter Springs Blvd, Winter Springs, FL 32708
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  /2

  Est $419,224 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,619 Sq Ft

  927 Torrey Pine Dr, Winter Springs, FL 32708

  927 Torrey Pine Dr, Winter Springs, FL 32708
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  /28

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,737 Sq Ft

  709 Sailfish Rd, Winter Springs, FL 32708

  Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home

  Wayne Mottley ELEGANT REALTY LLC

  709 Sailfish Rd, Winter Springs, FL 32708
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  /12

  $2,650 per month

  • 3 Beds
  • 3 Baths
  • 1,768 Sq Ft
  • Townhouse for Rent

  436 Diamond Dove Cove, Winter Springs, FL 32708

  * 2 level townhome with 3 beds and 2.5 baths with 2 car garage in Seminole Crossing townhomes Available from March15th.* The main level has an open floor plan with a living room, powder room, breakfast area, and a modern gourmet kitchen with stainless steel appliances.* The upper level has 3 bedrooms, laundry, and 2 baths.* Located in popular Winter Springs town center close to SR-434

  436 Diamond Dove Cove, Winter Springs, FL 32708
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  /2

  $199,900 Sold Jul 22, 2025

  429 Sheoah Blvd Unit 3, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,343 Sq Ft
  • Built 1978

  Last Sold Summary

  • $149/SF
  • 32 Days On Market

  Current Estimated Value $199,303

  Last Listing Agent Marielle Parra COMPASS FLORIDA LLC

  429 Sheoah Blvd Unit 3, Winter Springs, FL 32708
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  /2

  Est $190,509 Not Listed For Sale

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

  429 Sheoah Blvd Unit 2, Winter Springs, FL 32708

  429 Sheoah Blvd Unit 2, Winter Springs, FL 32708
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  /12

  $397,093 New Construction

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

  1272 Crab Apple Ln, 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 Builder

  1272 Crab Apple Ln, Winter Springs, FL 32708
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  /19

  $2,609 per month

  • 3 Beds
  • 2.5 Baths
  • 2,404 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2.5 bathrooms, 2 car garage and approximately 2,404 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,

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
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  /2

  $480,000 Sold Feb 19, 2025

  1198 Gulfstar Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $210/SF
  • 82 Days On Market

  Current Estimated Value $492,985

  Last Listing Agent Jennifer Clark GLORY INTL. REAL ESTATE CO

  1198 Gulfstar Dr, Winter Springs, FL 32708
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  /2

  Est $377,558 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  850 Caneel Bay Terrace, Winter Springs, FL 32708

  850 Caneel Bay Terrace, Winter Springs, FL 32708

Showing Results 41 - 80, Page 2 of 18