Winter Springs, FL Homes

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  /31

  $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
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  /20

  $1,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  411 Sheoah Blvd, Winter Springs, FL 32708

  Discover your dream 3-bed, 2.5-bath corner condo in Sheoah, Winter Springs. Enjoy a spacious open layout connecting living, dining, and a modern kitchen with ceramic tiles, wood cabinets, and a mosaic backsplash. Newly repainted with Luxury Vinyl Flooring throughout.Downstairs, find a stylish powder room and discreet laundry. Upstairs, sunlit bedrooms await. The master features an ensuite with a

  411 Sheoah Blvd, Winter Springs, FL 32708
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  /2

  $485,000 Sold Jul 15, 2025

  888 Wakulla Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 2012

  Last Sold Summary

  • 3% Below List Price
  • $234/SF
  • 5 Days On Market

  Current Estimated Value $487,667

  Last Listing Agent Cleve Loveland LOVELAND PROPERTIES

  888 Wakulla Ln, Winter Springs, FL 32708
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  Not Listed For Sale

  7 N Edgemon Ave Unit 7-9, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Built 1980

  7 N Edgemon Ave Unit 7-9, Winter Springs, FL 32708

  Last Sold Summary

  • $209/SF
  • 0 Days On Market

  • Last Sold Price $350,000
  • Jun 30, 2023

  Last Listing Agent Sandy Palkovic COLDWELL BANKER REALTY
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  /33

  $519,000

  • 3 Beds
  • 2 Baths
  • 1,978 Sq Ft

  107 Golden Crest Ct, Winter Springs, FL 32708

  Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation.The home features a

  Dianne Moore FLORIDA REALTY INVESTMENTS

  107 Golden Crest Ct, Winter Springs, FL 32708
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  /15

  $1,650 Per Month

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

  133 Garden Dr, Winter Springs, FL 32708

  MOVE IN SPECAIL: $200 OFF FIRST MONTH'S RENT. This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for

  Sylvia Pletka FLORIDA RENTAL TEAM

  133 Garden Dr, Winter Springs, FL 32708
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  /2

  $630,000 Sold Dec 02, 2025

  875 Bentley Green Cir, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,616 Sq Ft
  • Built 1993

  Last Sold Summary

  • 14% Below List Price
  • $241/SF
  • 114 Days On Market

  Current Estimated Value $646,201

  Last Listing Agent Kristin Vogt PLLC KGV REALTY GROUP

  875 Bentley Green Cir, Winter Springs, FL 32708
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  /2

  Est $942,712 Not Listed For Sale

  2102 Sturbridge Ct, Winter Springs, FL 32708

  • 4 Beds
  • 4.5 Baths
  • 3,885 Sq Ft
  • Built 2004

  2102 Sturbridge Ct, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Above List Price
  • $241/SF
  • 5 Days On Market

  • Last Sold Price $935,000
  • Mar 25, 2025

  Last Listing Agent Hazel Sun RE/MAX
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  /45

  $539,900

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  1304 Ortega St, Winter Springs, FL 32708

  THIS IS THE ONE you’ve been waiting for in Winter Springs. This spacious 4-bedroom, 2.5-bath home with 2,152 SqFt offers the perfect combination of space, flexibility, and income potential. Located in a non-flood zone with low HOA and NO rental restrictions, this is a rare find for both homeowners and savvy investors. Featuring a unique three-level layout, the home includes formal living and

  Farasley Ramirez Labrada HOME PRIME REALTY LLC

  1304 Ortega St, Winter Springs, FL 32708
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  /19

  $1,800 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Townhouse for Rent

  407 Sheoah Blvd Unit 9, Winter Springs, FL 32708

  This 3 bedroom, 2.5 bath condo is located in one of Winter Springs most desireable communities, THE HIGHLANDS! This unit features a large living and dining area, first floor guest half bath with a washer & dryer alcove, and large storage room. Back of property offers private views with no rear neighbors. The community amenities offer miles of walking trails, playground, park, tennis court and

  Helen Marshall BENSON MARSHALL LLC

  407 Sheoah Blvd Unit 9, Winter Springs, FL 32708
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  /2

  $425,000 Sold Nov 24, 2025

  1189 Orange Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,288 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Below List Price
  • $186/SF
  • 30 Days On Market

  Current Estimated Value $427,974

  Last Listing Agent Sheri Malin REDFIN CORPORATION

  1189 Orange Ave, Winter Springs, FL 32708
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  /36

  Est $379,375 Not Listed For Sale

  371 Innisbrook Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 1,854 Sq Ft
  • Built 2010

  371 Innisbrook Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $208/SF
  • 7 Days On Market

  • Last Sold Price $385,000
  • Feb 21, 2025

  Last Listing Agent David Knight EXP REALTY LLC
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  /40

  $520,000

  • 3 Beds
  • 3 Baths
  • 2,378 Sq Ft

  1200 Royal Oak Dr, Winter Springs, FL 32708

  Welcome to the highly sought after Fairway Oaks at Tuscawilla community, where homes like this rarely come available! This spacious home features 3 bedrooms and 3 full bathrooms, 2,378 square feet of thoughtfully designed living space, and a private pool in the generously sized, fenced-in backyard oasis. As you enter through the private courtyard, discover the details that make this home so

  Nicholas Masi THE PALMS PROPERTY GROUP

  1200 Royal Oak Dr, Winter Springs, FL 32708
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  /19

  $1,400 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Condo for Rent

  407 Sheoah Blvd Unit 13, Winter Springs, FL 32708

  Excellent Location in the Highlands at Winter Springs. This two bedroom condo features a large living/dining room combo that opens out to the screen enclosed patio. Offering a quiet and peaceful yard space with no rear neighbors. The kitchen is spacious and features stainless appliances. Upstairs you will find two bedrooms along with a bathroom that is accessible directly off the primary as well

  Gina Jenkins WATSON REALTY CORP

  407 Sheoah Blvd Unit 13, Winter Springs, FL 32708
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  $525,000 Sold May 07, 2026

  1204 Swan St, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 3,334 Sq Ft
  • Built 1973

  Last Sold Summary

  • 33% Below List Price
  • $157/SF
  • 366 Days On Market

  Current Estimated Value $739,298

  Last Listing Agent Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  1204 Swan St, Winter Springs, FL 32708
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  /15

  Est $289,355 Not Listed For Sale

  1333 Heritage Commons Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,306 Sq Ft
  • Built 2010

  1333 Heritage Commons Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 8% Below List Price
  • $241/SF
  • 9 Days On Market

  • Last Sold Price $314,900
  • Oct 11, 2023

  Last Listing Agent Heather Kulik RE/MAX
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  /42

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,147 Sq Ft

  122 Stone Gable Cir, Winter Springs, FL 32708

  ELEGANT CONTEMPORARY HOUSE WELCOMES YOU THROUGH A FOYER INTO THE LIVING/DINING AREA. THE HOUSE HAS 3 BEDROOMS AND THE POTENTIAL TO EASILY BUILD A 4TH ONE, AS IT IS ALREADY IN PUBLIC RECORDS. ADD EQUITY TO YOUR HOME! FRESH COAT OF PAINT ON ALL THE HOUSE AND NEW ENGINEERED WOOD FLOORS. ALL WINDOWS HAVE WOOD SHUTTERS. KITCHEN IS SPACIOUS, WITH STONE COUNTERS, STONE BACKSPLASH AND STAINLESS STEEL

  Connie Shepherd HOME WISE REALTY GROUP, INC.

  122 Stone Gable Cir, Winter Springs, FL 32708
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  /21

  $1,695 Per Month

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

  603 Casa Park Ct N Unit h, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Charming 2-Bed, 2.5-Bath Townhome in Winter Springs with Screened Porch! Welcome to 603 Casa Park Ct. H, a cozy and well-maintained 2-bedroom, 2.5-bath townhome located just off Tuskawilla Rd in desirable Winter Springs. Offering 1,156 sq. ft. of living space, this home features a functional layout with an inside utility area and plenty of room for

  Jacob Hara TRANSCEND REALTY

  603 Casa Park Ct N Unit h, Winter Springs, FL 32708
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  $423,000 Sold Apr 17, 2026

  1082 Clifton Springs Ln, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,287 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Below List Price
  • $185/SF
  • 6 Days On Market

  Current Estimated Value $432,161

  Last Listing Agent Karen Ripperger LPT REALTY, LLC

  1082 Clifton Springs Ln, Winter Springs, FL 32708
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  /2

  Est $285,129 Not Listed For Sale

  600 Northern Way Unit 609, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,447 Sq Ft
  • Built 2016

  600 Northern Way Unit 609, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $207/SF
  • 126 Days On Market

  • Last Sold Price $300,000
  • Dec 30, 2024

  Last Listing Agent Dana Laing BHHS FLORIDA REALTY
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  /43

  $489,000

  • 4 Beds
  • 2.5 Baths
  • 2,309 Sq Ft

  131 Lisa Loop, Winter Springs, FL 32708

  Check out this spacious 4-bedroom, 2.5 bath home in Winter Springs, located in the highly sought-after Seminole County school district! Discover comfort and space in this corner lot home in The Oaks at the Highlands Subdivision. This well-designed home offers more than 2,300 square feet of living space with a functional layout that features the primary suite on the first floor along with a flex

  Nathan Bailey BAILEY CAMPBELL PROPERTIES

  131 Lisa Loop, Winter Springs, FL 32708
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  /28

  $2,695 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Townhouse for Rent

  1350 Tarflower Dr, Winter Springs, FL 32708

  Live in the heart of Winter Springs Town Center, one of the most sought after communities in the area. Just steps from A rated schools, shopping, dining, and grocery stores, this location offers both convenience and lifestyle. This beautiful newly built 3 bedroom, 2.5 bathroom townhome features an open concept layout with wood look ceramic tile throughout the first floor and a modern kitchen

  Carolina Brum WRA BUSINESS & REAL ESTATE

  1350 Tarflower Dr, Winter Springs, FL 32708
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  /2

  $1,215,000 Sold May 30, 2025

  530 Julie Ln, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,195 Sq Ft
  • Built 2001

  Last Sold Summary

  • 24% Below List Price
  • $380/SF
  • 397 Days On Market

  Current Estimated Value $1,243,835

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  530 Julie Ln, Winter Springs, FL 32708
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  /48

  Est $446,974 Not Listed For Sale

  572 Buckhorn Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,789 Sq Ft
  • Built 2012

  572 Buckhorn Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Above List Price
  • $246/SF
  • 5 Days On Market

  • Last Sold Price $439,900
  • Jul 21, 2023

  Last Listing Agent Lynda Miller PREMIER SOTHEBYS INT'L REALTY
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  /38

  $356,000

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft

  455 Old Farm Ln, Winter Springs, FL 32708

  Welcome to this charming townhome in the highly desirable Jesup Reserve community located in beautiful Winter Springs. This 2-bedroom, 2-bath home offers comfort, convenience, and excellent potential for both homeowners and savvy investors. Step inside to find a spacious layout featuring a modern kitchen equipped with stainless steel appliances and a newer Carrier A/C system for year-round

  James Rice WEICHERT REALTORS HALLMARK PRO

  455 Old Farm Ln, Winter Springs, FL 32708
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  /23

  $1,600 Per Month

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

  1305 Park Villa Place, Winter Springs, FL 32708

  Available Now! Great location in the Casa Park Villas of Tuskawilla. Laminate hardwood through the living room and dining room. Plenty of natural light and neutral paint throughout. 1/2 bathroom downstairs for guests. Kitchen has new floors, newer appliances, plenty of cabinet space and overlooks the dining room. Private back patio off the dining space with new sliding glass door. Upstairs are

  Gina Jenkins WATSON REALTY CORP

  1305 Park Villa Place, Winter Springs, FL 32708
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  $445,000 Sold Jun 11, 2025

  352 Inglenook Cir Unit 1, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1992

  Last Sold Summary

  • $258/SF
  • 5 Days On Market

  Current Estimated Value $443,961

  Last Listing Agent Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

  352 Inglenook Cir Unit 1, Winter Springs, FL 32708
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  /47

  Est $476,683 Not Listed For Sale

  481 Buckhorn Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 2014

  481 Buckhorn Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $241/SF
  • 17 Days On Market

  • Last Sold Price $500,000
  • Jun 03, 2024

  Last Listing Agent Miranda Azer PARKVIEW REAL ESTATE
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  /55

  $550,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,374 Sq Ft

  421 Woodcrest St Unit 2, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to a home where smart technology, everyday comfort, and an unbeatable location come together in one exceptional package. Nestled on a beautifully landscaped corner lot in the highly sought-after Winter Springs/Tuskawilla area, this 4-bedroom, 3-bath residence with a 2-car garage offers the perfect blend of function, style, and convenience — with

  John Muccigrosso RE/MAX 200 REALTY

  421 Woodcrest St Unit 2, Winter Springs, FL 32708
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  /32

  $3,245 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Townhouse for Rent

  1120 Spotted Sandpiper Loop, Winter Springs, FL 32708

  4/3.5, 2 Car Garage, Three Story Town Home, Covered Front Porch, Floor One: Garage & Front Entry, Bedroom with On-Suite Bathroom. Floor Two: Living Room and Dining Room Combo, Large Gourmet Kitchen with Breakfast Bar with Stainless Steel Appliances: Fridge, Glass Top Stove, Double Oven, Microwave & Dishwasher, & Half Bathroom, Floor Three: Master Bedroom with Walk In Closet and Master Bathroom

  Tina Lopez LEGENDS REALTY

  1120 Spotted Sandpiper Loop, Winter Springs, FL 32708
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  $392,000 Sold Jul 25, 2025

  976 Eagle Bay St, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Built 2013

  Last Sold Summary

  • 6% Below List Price
  • $238/SF
  • 33 Days On Market

  Current Estimated Value $398,414

  Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  976 Eagle Bay St, Winter Springs, FL 32708
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  Est $289,370 Not Listed For Sale

  600 Northern Way Unit 902, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,447 Sq Ft
  • Built 2016

  600 Northern Way Unit 902, Winter Springs, FL 32708

  Last Sold Summary

  • 10% Below List Price
  • $221/SF
  • 72 Days On Market

  • Last Sold Price $320,000
  • Mar 29, 2024

  Last Listing Agent Liz Amor Pagan WATSON REALTY CORP
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  $479,000

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft

  1716 Fox Glen Ct, Winter Springs, FL 32708

  Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017)• Carrier HVAC (10/6/2021)•

  Bob Knowles RED CARPET REALTY FLORIDA

  1716 Fox Glen Ct, Winter Springs, FL 32708
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  /11

  $1,650 Per Month

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Condo for Rent

  610 Casa Park Court H, Winter Springs, FL 32708

  CASA PARK VILLAS, this 2/1-unit features tile flooring, freshly painted, Close to Parks (Trotwood Park is across the street) and Recreation, schools, shopping and dining... Washer and Dryer hookups in unit. There is a nice open patio ,2 assigned parking spaces right in front of unit. The community has a nice POOL area and there is access to walking trails and biking nearby.

  Tony Martinez HOUSESTAR REALTY GROUP INC

  610 Casa Park Court H, Winter Springs, FL 32708
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  $470,000 Sold Apr 29, 2026

  1029 Antelope Trail, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,939 Sq Ft
  • Built 1977

  Last Sold Summary

  • 8% Below List Price
  • $242/SF
  • 138 Days On Market

  Current Estimated Value $472,430

  Last Listing Agent Rick Cole KELLER WILLIAMS WINTER PARK

  1029 Antelope Trail, Winter Springs, FL 32708
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  /2

  Est $1,453,628 Not Listed For Sale

  1035 Northern Way Unit 171, Winter Springs, FL 32708

  • 7 Beds
  • 6 Baths
  • 7,239 Sq Ft
  • Built 1983

  1035 Northern Way Unit 171, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $204/SF
  • 3 Days On Market

  • Last Sold Price $1,475,000
  • Mar 28, 2025

  Last Listing Agent Scott Minor CHARLES RUTENBERG REALTY ORLANDO
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  $500,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft

  421 Ringwood Cir, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to this spacious and inviting 4-bedroom, 2-bath pool home in the heart of Winter Springs. Thoughtfully designed for both everyday living and entertaining, this home offers a comfortable layout with generous living spaces and plenty of room for a growing family. The backyard is a true highlight, featuring a private pool and brand-new sod that creates

  Farrah Thacker LPT REALTY LLC

  421 Ringwood Cir, Winter Springs, FL 32708
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  /25

  $1,475 Per Month

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft
  • Apartment for Rent

  103 Cory Ln, Winter Springs, FL 32708

  Make your new home in this spacious ground-floor apartment in Winter Springs, directly across from beautiful Torcaso Park with easy access to walking trails, green space, and recreation just outside the door. This two-bedroom, two-bathroom apartment features a practical layout with a galley kitchen open to a combined living and dining space that leads to a screen-enclosed covered patio, perfect

  Donna Vogler FLORIDA ONE REAL ESTATE LLC

  103 Cory Ln, Winter Springs, FL 32708
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  /2

  $300,000 Sold Oct 28, 2025

  207 Bitterwood St, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $228/SF
  • 66 Days On Market

  Current Estimated Value $311,880

  Last Listing Agent Milton Figueroa FIGLOFT INC

  207 Bitterwood St, Winter Springs, FL 32708
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  /2

  Est $287,529 Not Listed For Sale

  261 N 3rd St, Winter Springs, FL 32708

  • 2 Beds
  • 1 Bath
  • 1,428 Sq Ft
  • Built 1959

  261 N 3rd St, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Above List Price
  • $200/SF
  • 13 Days On Market

  • Last Sold Price $286,000
  • Mar 28, 2025

  Last Listing Agent Jennifer Van Loon PREMIUM PROPERTIES R.E SERVICE

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