17,391

Winter Springs, FL Homes

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  • /28

    $649,900

    • 4 Beds
    • 2 Baths
    • 2,126 Sq Ft

    998 El Lago Terrace, Winter Springs, FL 32708

    PAID-OFF SOLAR! Welcome to Sunrise Estates and your opportunity to own a truly unique property inthe heart of Winter Springs! Sitting on just **OVER AN ACRE** at the end of a quiet **CUL-DE-SAC**, this single story **POOL HOME**combines privacy, upgrades, and location in a way that is hard to find. Major improvements bring peace of mind, starting with a NEWER ROOF (2021), UPDATED A/C

    Jennifer Wemert WEMERT GROUP REALTY LLC

    998 El Lago Terrace, Winter Springs, FL 32708
  • /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
  • /2

    $390,000

    Sold Jun 02, 2026

    1165 Orange Ave, Winter Springs, FL 32708

    • 3 Beds
    • 3.5 Baths
    • 2,094 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $186/SF
    • 29 Days On Market

    Current Estimated Value $400,356

    Last Listing Agent Thomas McNamara EXP REALTY LLC

    1165 Orange Ave, Winter Springs, FL 32708
    • /2

      Est $443,623

      Not Listed For Sale

      1269 Coral Bean Ln, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1269 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

  • /44

    $569,900

    $25K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,101 Sq Ft

    1702 Davenport Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. Discover the perfect blend of comfort and convenience in this beautifully refreshed 3-bedroom, 2-bathroom pool home. Boasting a spacious 3-car garage and a sought-after split floor plan, this residence has been revitalized with fresh interior and exterior paint. Experience the ultimate Florida lifestyle—spend your weekends lounging by your private pool or

    Armin Mossaddad SAND DOLLAR REALTY GROUP INC

    1702 Davenport Ct, Winter Springs, FL 32708
  • /7

    $2,300 Per Month

    • 4 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • House for Rent

    44 S Edgemon Ave, Winter Springs, FL 32708

    4 bedroom, 2 bathroom, large back patio. All tile floors throughout, large back yard. Desirable community , community park with lots of walking sidewalks. Near the Oviedo Market Place and lots of food and shopping areas, easy access to 417, close to Red Bug Lake Recreational Center.

    Acela Rosado LA ROSA REALTY PREMIER LLC

    44 S Edgemon Ave, Winter Springs, FL 32708
  • /2

    $330,000

    Sold Sep 11, 2025

    322 Cello Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • Built 1991

    Last Sold Summary

    • 3% Below List Price
    • $252/SF
    • 2 Days On Market

    Current Estimated Value $334,660

    Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    322 Cello Cir, Winter Springs, FL 32708
    • /2

      Est $422,552

      Not Listed For Sale

      1197 Orange Ave, Winter Springs, FL 32708

      • 4 Beds
      • 3.5 Baths
      • 2,164 Sq Ft
      • Built 2013
      1197 Orange Ave, Winter Springs, FL 32708

      Last Sold Summary

      • 30 Days On Market

  • /40

    $264,900

    Pending
    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft

    724 Lakeside Dr, Winter Springs, FL 32708

    Under contract-accepting backup offers. Virtually Staged. Welcome to 724 Lakeside Dr, nestled in the highly sought-after Wildwood community. This beautifully maintained 2-bedroom, 2-bathroom home offers 1,168 square feet of comfortable living space and presents an excellent opportunity for first-time homebuyers, downsizers, or anyone seeking a move-in-ready home in one of Winter Springs' most

    Eric Campbell LPT REALTY, LLC

    724 Lakeside Dr, Winter Springs, FL 32708
  • /36

    $2,450 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,606 Sq Ft
    • House for Rent

    673 Oak Lake Ln, Winter Springs, FL 32708

    Jesups Landing Townhome for Rent in Winter Springs!! Home offers a well-appointed 3-bedroom, 2.5-bathroom layout on a conservation lot with a range of shared amenities. Home is equipped with a New AC System, Stainless Steel Appliances, Keyless Entry, Alarm System and Security Cameras (available if interested), Residents have access to a fitness center and clubhouse, plus leisure options

    673 Oak Lake Ln, Winter Springs, FL 32708
  • /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 $490,385

    Last Listing Agent Cleve Loveland LOVELAND PROPERTIES

    888 Wakulla Ln, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      1317 Coral Bean Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1317 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 56 Days On Market

  • /80

    $589,900

    Pending
    • 6 Beds
    • 4 Baths
    • 2,247 Sq Ft

    214 Perth Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. Exceptional investment opportunity in the highly sought-after Highlands community of Winter Springs! This rare and one-of-a-kind duplexfeatures two spacious 3-bedroom, 2-bath units, each offering a 2-car garage, fenced backyard, soaring high ceilings, and thoughtfully designedfloor plans that create an open and inviting feel. Both sides are

    Jeffrey Osborn, Jr EXP REALTY LLC

    214 Perth Ct, Winter Springs, FL 32708
  • /24

    $1,650 Per Month

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

    10 Sheoah Blvd Unit 8, Winter Springs, FL 32708

    Spacious and bright fully renovated 2-bedroom, 2-bathroom condo available for rent at The Highlands in Winter Springs. The entire interior has been freshly repainted and features tile flooring throughout. This inviting home offers a large family room with a cozy dining area and a split-bedroom floor plan for added privacy. The spacious primary bedroom includes sliding glass doors leading to the

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    10 Sheoah Blvd Unit 8, Winter Springs, FL 32708
  • /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 $644,856

    Last Listing Agent Kristin Vogt PLLC KGV REALTY GROUP

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

      Not Listed For Sale

      1273 Coral Bean Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1273 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 81 Days On Market

  • /5

    $5,000

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    624 Bonita Rd, Winter Springs, FL 32708

    Foreclosure Auction Ends June 30, 2026 at 11:00 AM EST. Discover this spacious 3-bedroom, 2-bathroom single-family home, offering a unique opportunity in a desirable Winter Springs neighborhood. The list price is the opening bid for the online auction. Sold As-is.

    Jamie Boone Jaime L Boone LLC

    624 Bonita Rd, Winter Springs, FL 32708
  • /15

    $2,149 Per Month

    • 3 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • House for Rent

    118 Sundance Ct, Winter Springs, FL 32708

    Introducing a delightful 3-bedroom, 2-bathroom home nestled in the heart of Winter Springs! This inviting residence features a spacious family room adorned with a blend of tasteful tile and plush carpet flooring throughout. The well-equipped kitchen comes complete with a refrigerator, range, dishwasher, and microwave, as well as a cozy eat-in area perfect for casual dining. Retreat to the

    118 Sundance Ct, Winter Springs, FL 32708
  • /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 $430,219

    Last Listing Agent Sheri Malin REDFIN CORPORATION

    1189 Orange Ave, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      1281 Coral Bean Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,476 Sq Ft
      • Built 2024
      1281 Coral Bean Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 41 Days On Market

  • /62

    $420,000

    Open Sat 11AM - 2PM $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    1406 Blumberg Blvd, Winter Springs, FL 32708

    Welcome to this almost-new townhome in beautiful Winter Springs! Located in the desirable Hickory Grove community, where you will find a maintenance free living, relaxing pool and cabana, playground for the little ones and a dog park for your furry friend, all just a few steps away and NO CDD to pay. The monthly HOA dues also include: landscaping, irrigation, weed control, exterior paint, roof,

    Kalex Espinosa RALISTO, LLC

    1406 Blumberg Blvd, Winter Springs, FL 32708
  • /36

    $4,200 Per Month

    • 6 Beds
    • 5 Baths
    • 4,172 Sq Ft
    • House for Rent

    660 Fanning Dr, Winter Springs, FL 32708

    Spacious 6-Bedroom, 5-Bath Home in the Highly Desirable Tuscawilla Community of Winter Springs! Welcome to this expansive two-story home offering 6 bedrooms and 5 full bathrooms in one of Seminole County's most sought-after neighborhoods. Ideally located in the heart of Tuscawilla, this home provides easy access to major highways, shopping centers, restaurants, grocery stores, parks, and everyday

    Praveen Setty RIGHTHOUSE REALTY LLC

    660 Fanning Dr, Winter Springs, FL 32708
  • /2

    $473,000

    Sold May 15, 2026

    348 Michael Blake Blvd, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,988 Sq Ft
    • Built 2013

    Last Sold Summary

    • 5% Below List Price
    • $238/SF
    • 59 Days On Market

    Current Estimated Value $479,466

    Last Listing Agent Shahram Sondi SHAHRAM SONDI + CO.

    348 Michael Blake Blvd, Winter Springs, FL 32708
    • /30

      Est $381,315

      Not Listed For Sale

      1267 Marley Ln, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,682 Sq Ft
      • Built 2015
      1267 Marley Ln, Winter Springs, FL 32708

      Last Sold Summary

      • 7 Days On Market

  • /25

    $359,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    721 Galloway Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. Welcome to this charming home with a beautiful Winter Springs address! Nestled on a quiet, tree-lined cul-de-sac in the legendary Highlands community, this updated two-story 3 bedroom, 2.5 bathroom custom home offers the perfect blend of warmth, comfort, privacy, and functionality — all backing up to a stunning natural spring preserve with trails and no

    Al Spry BEACON REAL ESTATE & ASSOC

    721 Galloway Ct, Winter Springs, FL 32708
  • /20

    $1,745 Per Month

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

    603 Casa Park O Ct, Winter Springs, FL 32708

    A VIRTUAL TOUR VIDEO IS AVAILABLE ON OUR WEBSITE!This property is managed by Joseph English at ext. 219.This 2-bedroom, 2.5-bathroom townhome is located within the Casa Park neighborhood of Tuskawilla. Upon entry of this lovely home you will notice the modern plank style, luxury vinyl flooring in the living areas, and fresh paint throughout. The updated kitchen will bring out the chef in

    603 Casa Park O Ct, Winter Springs, FL 32708
  • /2

    $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 $425,222

    Last Listing Agent Karen Ripperger LPT REALTY, LLC

    1082 Clifton Springs Ln, Winter Springs, FL 32708
    • /16

      Est $163,810

      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

      • 4 Days On Market

  • /22

    $399,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    724 Barrington Cir, Winter Springs, FL 32708

    Very well maintained home in Tuscawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners. Replace all new appliance, have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature, trail are walking distance from

    Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

    724 Barrington Cir, Winter Springs, FL 32708
  • /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
  • /2

    $350,000

    Sold May 29, 2026

    1275 Marley Ln, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,425 Sq Ft
    • Built 2015

    Last Sold Summary

    • 4% Below List Price
    • $246/SF
    • 51 Days On Market

    Current Estimated Value $355,103

    Last Listing Agent David Weiss COLDWELL BANKER REALTY

    1275 Marley Ln, Winter Springs, FL 32708
    • /2

      Not Listed For Sale

      1354 Tarflower Dr, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1354 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 84 Days On Market

  • /35

    $285,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft

    276 San Gabriel St, Winter Springs, FL 32708

    Price Improvements. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High ceilings at living room, the home feels both modern and spacious. The community offers excellent amenities, including a gated pool and tennis

    Mariam Sherkawy KELLER WILLIAMS WINTER PARK

    276 San Gabriel St, Winter Springs, FL 32708
  • /30

    $2,100 Per Month

    • 2 Beds
    • 3 Baths
    • 1,671 Sq Ft
    • House for Rent

    410 Tradition Ln, Winter Springs, FL 32708

    Don't miss the opportunity to rent this Heritage Park townhome in sought after Winter Springs conveniently located right across the street from Winter Springs Village and Central Winds Park. Featuring an open floor plan with living room/dining room combination with ceiling fan and L-shaped kitchen on the main level. There is also a conveniently located half bath of the main living area as

    410 Tradition Ln, Winter Springs, FL 32708
  • /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 $400,954

    Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

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

      Not Listed For Sale

      1342 Tarflower Dr, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1342 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 28 Days On Market

  • /25

    $310,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft

    116 Philadelphia Way, Winter Springs, FL 32708

    Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    116 Philadelphia Way, Winter Springs, FL 32708
  • /19

    $1,600 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 has 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
  • /2

    $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 $472,308

    Last Listing Agent Rick Cole KELLER WILLIAMS WINTER PARK

    1029 Antelope Trail, Winter Springs, FL 32708
    • /2

      Est $442,746

      Not Listed For Sale

      1267 Tarflower Dr, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft
      • Built 2024
      1267 Tarflower Dr, Winter Springs, FL 32708

      Last Sold Summary

      • 158 Days On Market

Showing Results 161 - 200, Page 5 of 18

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