Winter Springs, FL Homes

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  /44

  $332,000

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

  650 Pinebranch Cir, Winter Springs, FL 32708

  Amazing move-in-ready townhouse in the private, GATED community of Barclay Reserve. This two-story, 2 bedroom 2.5 bath townhome with 1 car garage has Ceramic tile floors in the lower level & BRAND NEW carpet in the upper level bedrooms hallway. This spacious kitchen has wood cabinets, A fully equipped kitchen with all appliances, a breakfast bar, & a large pantry. Enjoy the open floor plan,

  Sascha Davis EXP REALTY LLC

  650 Pinebranch Cir, Winter Springs, FL 32708
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  /16

  $2,190 per month

  • 3 Beds
  • 2.5 Baths
  • 1,484 Sq Ft
  • House for Rent

  1714 Fox Glen Ct, Winter Springs, FL 32708

  Welcome to this charming 3 bedroom 2 bathroom single family home in winter Springs, Florida with fresh new paint and granite countertop in the kitchen. the enclosed porch and private backyard is a place for you to relax and enjoy your weekends and evenings. HOA takes care of the of the yard for you. Beautiful club house with swimming pool/ jacuzzi and exercise room is all included in the rent.

  Armin Mossaddad SAND DOLLAR REALTY GROUP INC

  1714 Fox Glen Ct, Winter Springs, FL 32708
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  /2

  $434,507 Sold Apr 29, 2025

  1281 Coral Bean Ln, Winter Springs, FL 32708

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

  Last Sold Summary

  • 1% Below List Price
  • $294/SF
  • 41 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  1281 Coral Bean Ln, Winter Springs, FL 32708
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  /34

  Est $289,433 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

  Last Listing Agent Liz Amor Pagan WATSON REALTY CORP
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  /68

  $675,000

  • 4 Beds
  • 3 Baths
  • 2,474 Sq Ft

  214 Chestnut Ridge St, Winter Springs, FL 32708

  Price Improvement! Great price for a GOLF FRONT LIFESTYLE! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence located with an amazing lot DIRECTLY on the 16 hole of the Tuscawilla Country Club.PRICELESS VIEW! VIEW VIDEO WALK THROUGH TOUR. Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of

  Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

  214 Chestnut Ridge St, Winter Springs, FL 32708
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  /20

  $2,185 per month

  • 4 Beds
  • 3 Baths
  • 1,638 Sq Ft
  • House for Rent

  130 N Edgemon Ave, Winter Springs, FL 32708

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2329.90. That covers your base rent, $2185.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  130 N Edgemon Ave, Winter Springs, FL 32708
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  /2

  $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 $434,670

  Last Listing Agent Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

  352 Inglenook Cir Unit 1, Winter Springs, FL 32708
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  /16

  Est $166,272 Not Listed For Sale

  354 San Rafael St Unit 354, Winter Springs, FL 32708

  • 2 Beds
  • 1.5 Baths
  • 759 Sq Ft
  • Built 1973

  354 San Rafael St Unit 354, Winter Springs, FL 32708

  Last Sold Summary

  • 15% Above List Price
  • $191/SF
  • 4 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Carl Head KELLER WILLIAMS CLASSIC
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  /44

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  348 Michael Blake Blvd, Winter Springs, FL 32708

  Move-in ready home in highly desirable Winter Springs Village with over $75,000 in recent improvements. Features include updated kitchen with modern cabinetry, countertops, and stainless steel appliances, plus luxury vinyl plank flooring throughout. Energy-efficient solar system designed to help reduce utility costs. Additional upgrades include fresh exterior paint, updated landscaping, and

  Shahram Sondi SHAHRAM SONDI + CO.

  348 Michael Blake Blvd, Winter Springs, FL 32708
• 

  

  /16

  $1,795 per month

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • House for Rent

  506 San Gabriel Ct, Winter Springs, FL 32708

  Move In Special! Receive $250 OFF your first month of rent if approved and moving in by February 23rd!Welcome home to 506 San Gabriel Court, a charming 3 bedroom, 2 bath home featuring 1,187 square feet of living space. As you enter the home, you are welcomed into the main living area, featuring vaulted ceilings and plenty of natural light through the numerous windows and sliding glass

  Justin Recca INNOVATIVE REALTY, LLC

  506 San Gabriel Ct, Winter Springs, FL 32708
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  /2

  $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 $392,339

  Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  976 Eagle Bay St, Winter Springs, FL 32708
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  /2

  Est $461,432 Not Listed For Sale

  1382 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Built 2024

  1382 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 9% Below List Price
  • $296/SF
  • 0 Days On Market

  Last Sold Price $504,783

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  /46

  $435,000 Pending

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

  1082 Clifton Springs Ln, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to life at Jesup's Landing — where generous space, thoughtful design, and an unbeatable walkable location come together! With 4 bedrooms (2 of which are primary suites), 3.5 bathrooms, and nearly 2,300 square feet, this home lives like a full-sized single-family residence — offering the comfort and flexibility today’s lifestyle demands. Step inside

  Karen Ripperger LPT REALTY, LLC

  1082 Clifton Springs Ln, Winter Springs, FL 32708
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  /17

  $2,100 per month

  • 3 Beds
  • 2.5 Baths
  • 1,882 Sq Ft
  • Townhouse for Rent

  546 Pinebranch Cir, Winter Springs, FL 32708

  Property Id: 2362392Welcome to your new home at 546 Pinebranch Circle in Winter Springs, FL! This beautiful 3 bedroom (master bedroom has walk-in closet and en-suite bathroom with 2 sinks) 2.5 bathroom 1882 sq ft townhouse is in a gated community and it features modern amenities including dishwasher, washer/dryer, large closets, and a private fenced patio. With a single car garage and

  546 Pinebranch Cir, Winter Springs, FL 32708
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  /2

  $465,000 Sold Apr 29, 2025

  1010 W Pebble Beach Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Below List Price
  • $268/SF
  • 3 Days On Market

  Current Estimated Value $446,621

  Last Listing Agent Brittany Pride EXP REALTY LLC

  1010 W Pebble Beach Cir, Winter Springs, FL 32708
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  /2

  Not Listed For Sale

  605 Casa Park Ct N Unit O, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Built 1985

  605 Casa Park Ct N Unit O, Winter Springs, FL 32708

  Last Sold Summary

  • $156/SF
  • 12 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Mitra Moghaddam KELLER WILLIAMS ADVANTAGE REALTY
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  /36

  $365,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,425 Sq Ft

  1275 Marley Ln, Winter Springs, FL 32708

  Welcome to Jesup’s Landing, where style, convenience, and community come together in the heart of Winter Springs—one of Central Florida’s most charming and sought-after towns. This beautifully maintained two-story townhome offers peaceful Seminole Trail views and a lifestyle that feels both relaxed and connected. Inside, the open layout is designed for real life and effortless entertaining. The

  David Weiss COLDWELL BANKER REALTY

  1275 Marley Ln, Winter Springs, FL 32708
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  /16

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Townhouse for Rent

  208 Perth Ct Unit B, Winter Springs, FL 32708

  Highlights: 2 Car Garage | Spacious Backyard | Serene Patio | Community Pool | Nature Trails | BBQ Area Grills | Tennis Court | Community Playground | Picnic Area |Discover the vibrant charm of Winter Springs, nestled by the serene Lake Jesup and offering upscale living, diverse dining options, and a rich cultural scene. With pristine parks, top-notch schools, and annual festivities like

  Amy Johnston BELMONT REALTY

  208 Perth Ct Unit B, Winter Springs, FL 32708
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  /2

  $160,000 Sold Apr 25, 2025

  40 Sheoah Blvd Unit 28, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1973

  Last Sold Summary

  • 29% Below List Price
  • $135/SF
  • 208 Days On Market

  Current Estimated Value $167,463

  Last Listing Agent Stephen Murphy DALTON WADE INC

  40 Sheoah Blvd Unit 28, Winter Springs, FL 32708
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  /2

  Est $615,309 Not Listed For Sale

  1533 Graceful Doe Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,059 Sq Ft
  • Built 2020

  1533 Graceful Doe Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $311/SF
  • 3 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Jennifer Christ RE/MAX
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  /28

  $481,000 Pending

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

  1029 Antelope Trail, Winter Springs, FL 32708

  Under contract-accepting backup offers. Located in the highly desirable Tuscawilla community, this home offers an open floor plan with a blend of tile and wood flooring throughout. The spacious kitchen features striking black galaxy granite countertops and ample cabinet space. Enjoy the outdoors in your fully fenced backyard retreat, complete with mature landscaping, a cozy fire pit area, and

  Rick Cole KELLER WILLIAMS WINTER PARK

  1029 Antelope Trail, Winter Springs, FL 32708
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  /15

  $2,695 per month

  • 4 Beds
  • 2 Baths
  • 1,894 Sq Ft
  • House for Rent

  634 Arbukle Ct, Winter Springs, FL 32708

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  634 Arbukle Ct, 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 $310,372

  Last Listing Agent Milton Figueroa FIGLOFT INC

  207 Bitterwood St, Winter Springs, FL 32708
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  /31

  Est $392,837 Not Listed For Sale

  1432 Winter Wharf Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 2,184 Sq Ft
  • Built 2014

  1432 Winter Wharf Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 8% Below List Price
  • $195/SF
  • 11 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Gabriella Philippone INDEPENDENCE REALTY GROUP LLC
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  /24

  $375,000

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

  420 Harbor Winds Ct, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. This stunning 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern luxury and serene living, complete with a two-car garage and an unbeatable location. Step inside to a home that feels brand new, featuring a freshly repainted interior and an open, airy layout designed for both comfort and style. The heart of the home is a

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  420 Harbor Winds Ct, Winter Springs, FL 32708
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  /2

  $1,600 per month

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

  70 Moree Loop Unit 63, Winter Springs, FL 32708

  Two story condominium in Winter Springs. The two bedroom, 1 and 1/2 bath unit is located in the Highlands community. Tile and laminate flooring, spacious layout, kitchen has a pass thru window to the dining area. Combo living/dining with sliding glass doors which offers natural sunlight and opens to an exterior patio. Two bedrooms, master full bath and laundry utility on the second floor.

  Joyce Gary PAINE-ANDERSON PROPERTIES, INC

  70 Moree Loop Unit 63, Winter Springs, FL 32708
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  /2

  $362,000 Sold Aug 04, 2025

  1109 Gator Ln, Winter Springs, FL 32708

  • Land
  • 1.04 Acres
  • $348,077 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 135 Days On Market

  Current Estimated Value $371,514

  Last Listing Agent Paul P. Partyka PARTYKA GROUP INC

  1109 Gator Ln, Winter Springs, FL 32708
• 

  /2

  Est $515,749 Not Listed For Sale

  236 Wise Owl Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft
  • Built 2020

  236 Wise Owl Way, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $267/SF
  • 23 Days On Market

  Last Sold Price $530,000

  Last Listing Agent Kerry Westmeyer PALMANO GROUP RE BROKERAGE LLC
• 

  

  /41

  $499,999 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft

  1356 Via Villa Nova, Winter Springs, FL 32708

  Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring

  Tori Nguyen LOKATION

  1356 Via Villa Nova, Winter Springs, FL 32708
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  /11

  $1,800 per month

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

  130 Kristi Ann Ct, Winter Springs, FL 32708

  Welcome home to this 2 bed, 1.5 bath townhouse in the heart of Winter Springs. You will be just minutes away from the Winter Springs Town Center, Great Seminole County Schools, Coffee Shops, Premium Gyms, Center Winds Park, and multiple conveniences nearby. The living room and patio offer ample space for relaxation and entertainment. Each bedroom is designed for functionality, with ceiling fans

  130 Kristi Ann Ct, Winter Springs, FL 32708
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  /2

  $172,000 Sold Oct 23, 2025

  348 San Rafael St Unit 348, Winter Springs, FL 32708

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $227/SF
  • 24 Days On Market

  Last Listing Agent Michael Ussery GAFF'S REALTY COMPANY

  348 San Rafael St Unit 348, Winter Springs, FL 32708
• 

  /2

  Est $478,543 Not Listed For Sale

  735 Maple Leaf Loop, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,070 Sq Ft
  • Built 2016

  735 Maple Leaf Loop, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $241/SF
  • 25 Days On Market

  Last Sold Price $499,000

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
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  $615,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,142 Sq Ft

  1105 Northern Way, Winter Springs, FL 32708

  Under contract-accepting backup offers. HIGHEST AND BEST DUE BY 5PM SUNDAY MARCH 1st. Perfectly positioned in the sought after TUSCAWILLA GOLF COMMUNITY, 1105 Northern Way showcases an updated POOL home. Set on an impressive lot of more than HALF AN ACRE, this 4 bedroom, 2 bath split plan home offers over 2,100 sq.ft of BRIGHT and inviting living space with high ceilings, abundant NATURAL LIGHT,

  Dawn Tinder KELLER WILLIAMS WINTER PARK

  1105 Northern Way, Winter Springs, FL 32708
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  /2

  $429,900 Sold Oct 10, 2025

  1106 W Winged Foot Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1985

  Last Sold Summary

  • $236/SF
  • 3 Days On Market

  Current Estimated Value $423,718

  Last Listing Agent Erin Tompkins COLDWELL BANKER REALTY

  1106 W Winged Foot Cir, Winter Springs, FL 32708
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  /2

  Est $419,067 Not Listed For Sale

  1414 Blumberg Blvd, Winter Springs, FL 32708

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

  1414 Blumberg Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $295/SF

  Last Sold Price $435,808

  Last Listing Agent Nighina Ikromi FLORIDA HOMES REALTY & MORTGAGE
• 

  

  /17

  $245,000

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

  429 Sheoah Blvd Unit 8, Winter Springs, FL 32708

  Discover Your Dream Home! Welcome to this stunning 3-bedroom, 2-bathroom condo, nestled on the serene 2nd floor. Recently updated to enhance your living experience, this residence boasts fresh interior paint and brand-new floor throughout, ensuring a move-in ready condition that invites comfort and style. The spacious living room and dining area merge seamlessly, featuring a charming wet bar area

  Elizabeth Dowell UPZEL REALTY LLC

  429 Sheoah Blvd Unit 8, Winter Springs, FL 32708
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  /2

  $255,000 Sold Sep 02, 2025

  426 Green Spring Cir, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,363 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Above List Price
  • $187/SF
  • 2 Days On Market

  Current Estimated Value $253,002

  Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

  426 Green Spring Cir, Winter Springs, FL 32708
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  /24

  Est $416,067 Not Listed For Sale

  669 Seven Oaks Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2016

  669 Seven Oaks Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $210/SF
  • 26 Days On Market

  Last Sold Price $420,000

  Last Listing Agent James Williams RE/MAX
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  /36

  $415,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,176 Sq Ft

  874 Caneel Bay Terrace, Winter Springs, FL 32708

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Don’t miss this rare opportunity to own an impeccably maintained corner-unit townhome offering the largest floor plan in the sought-after gated community of The Landings at Parkstone. This beautifully designed home features an open floor plan and high ceilings, along with three bedrooms and three full baths.

  Cynde Velez APERTURE GLOBAL REAL ESTATE

  874 Caneel Bay Terrace, Winter Springs, FL 32708
• 

  /2

  $384,900 Sold Jul 21, 2025

  622 Alton Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $238/SF
  • 50 Days On Market

  Current Estimated Value $379,428

  Last Listing Agent David Gallup RE/MAX 200 REALTY

  622 Alton Rd, Winter Springs, FL 32708

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