17,315

Winter Springs, FL Homes

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    • /65

      Est $877,004 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 4,172 Sq Ft

      664 Fanning Dr, Winter Springs, FL 32708

      664 Fanning Dr, Winter Springs, FL 32708
  • /15

    $35,900

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    100 Hacienda Dr, Winter Springs, FL 32708

    This home boasts a spacious alley-style kitchen equipped with all appliances, including a built-in microwave, and features a cozy breakfast nook or sitting area. The expansive living room offers endless possibilities for furniture arrangements and includes a large window that welcomes the natural Florida sunlight. The dining area is ample enough to accommodate a generous table for gatherings or

    Allan Trager Four Star Homes, Inc.

    100 Hacienda Dr, Winter Springs, FL 32708
  • /2

    $436,000 Sold Oct 14, 2025

    3743 Saint Lucie Ct, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,223 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $196/SF
    • 40 Days On Market

    Current Estimated Value $444,566

    Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

    3743 Saint Lucie Ct, Winter Springs, FL 32708
    • /97

      Est $776,115 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,400 Sq Ft

      467 Dancing Water Dr, Winter Springs, FL 32708

      467 Dancing Water Dr, Winter Springs, FL 32708
  • /41

    $748,500

    • 5 Beds
    • 3 Baths
    • 3,385 Sq Ft

    1553 Cranston St, Winter Springs, FL 32708

    Nestled in the heart of Winter Springs, this lovely 5-bedroom, 3-bathroom pool home offers the perfect blend of comfort and convenience. Located in a serene and gated neighborhood with easy access to major roadways, Downtown Orlando, UCF and other top-rated schools, this home is ideal for those looking to experience the best of suburban living in Central Florida. Interior features include a

    Ari Rokh LEGACY REALTY & BROKERS LLC

    1553 Cranston St, Winter Springs, FL 32708
  • /2

    $519,000 Sold Dec 30, 2025

    112 Redtail Place, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $260/SF
    • 57 Days On Market

    Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

    112 Redtail Place, Winter Springs, FL 32708
    • /2

      Est $956,813 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,210 Sq Ft

      1552 Myrtle Oaks Trail, Oviedo, FL 32765

      1552 Myrtle Oaks Trail, Oviedo, FL 32765
  • /25

    $379,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,224 Sq Ft

    704 Lancewood Dr, Winter Springs, FL 32708

    Under contract-accepting backup offers. Don’t miss your opportunity to buy this beautiful FOUR bed POOL home with a detached BONUS OFFICE! This home is perfect for entertaining family and friends. Enjoy the beautiful WELL-LIT VAULTED ceilings. CERAMIC TILE and LAMINATE flooring throughout. The kitchen features tiled BACKSPLASH and STAINLESS STEEL appliances. In the owner’s suite you’ll have

    Amanda Haines PREFERRED REAL ESTATE BROKERS II

    704 Lancewood Dr, Winter Springs, FL 32708
  • /2

    $360,000 Sold Jun 16, 2025

    110 N Alderwood St, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,284 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Below List Price
    • $280/SF
    • 2 Days On Market

    Current Estimated Value $359,054

    Last Listing Agent Stacia Stephenson FLORIDA HOME TEAM REALTY LLC

    110 N Alderwood St, Winter Springs, FL 32708
    • /25

      Est $364,562 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,247 Sq Ft

      1479 Connors Ln, Winter Springs, FL 32708

      1479 Connors Ln, Winter Springs, FL 32708
  • /50

    $79,900

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    168 Costa Cir, Winter Springs, FL 32708

    BEAUTIFUL RENOVATED HOME with ALL NEW APPLIANCES including a surface gas stove, new hot water heater & HVAC. Beautiful 4 panel doors, vinyl flooring throughout.All new vapor barrier and installation underneath. New homes will be put in next door and this home has beautiful landscaping all around. This is a must see home! Shopping,Restaurants, major highways nearby. Fire Department, hospital,

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    168 Costa Cir, Winter Springs, FL 32708
  • /2

    $699,000 Sold Mar 18, 2025

    1080 Dyson Dr, Winter Springs, FL 32708

    • 5 Beds
    • 3 Baths
    • 2,390 Sq Ft
    • Built 1970

    Last Sold Summary

    • $292/SF
    • 0 Days On Market

    Current Estimated Value $699,868

    Last Listing Agent Carla Robles WATSON REALTY CORP

    1080 Dyson Dr, Winter Springs, FL 32708
    • /43

      Est $787,598 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,287 Sq Ft

      1500 Graceful Doe Loop, Winter Springs, FL 32708

      1500 Graceful Doe Loop, Winter Springs, FL 32708
  • /17

    $779,000 Pending

    • 8 Beds
    • 8 Baths
    • 3,636 Sq Ft

    46 N Fairfax Ave, Winter Springs, FL 32708

    Under contract-accepting backup offers. Great investment opportunity in Central Florida—4-unit quadplex with each unit featuring 2 bedrooms, 1 full bath, and 1 half bath. Washe/Dryer hookups in every unit. Currently, one unit is rented at $1,495/month, while three units are vacant, offering room to increase rental income to the market rate of $1,600 per unit. Recent updates include a new roof

    Matt White SLOANE REALTY, LLC

    46 N Fairfax Ave, Winter Springs, FL 32708
  • /2

    $470,000 Sold Feb 04, 2026

    380 Michael Blake Blvd, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 1,868 Sq Ft
    • Built 2012

    Last Sold Summary

    • $252/SF
    • 9 Days On Market

    Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

    380 Michael Blake Blvd, Winter Springs, FL 32708
    • /36

      Est $429,361 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,768 Sq Ft

      1509 Little Egret Ln, Winter Springs, FL 32708

      1509 Little Egret Ln, Winter Springs, FL 32708
  • /89

    $93,500

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    411 La Vista Dr, Winter Springs, FL 32708

    HACIENDA VILLAGE 55+ - 1536 DOUBLE WIDE 3 BEDROOMS 2 BATHS SPLIT PLAN WITH A LOT OF UPGRADES. FAMILY ROOM, SCREENED IN AREA, LOTS & LOTS OF STORAGE, WATER PURIFIER, AND A NICE SIZE LOT TO ENJOY. NEIGHBORHOOD IS CLOSE TO ALL MAJOR HIGHWAYS, SHOPPING, DOCTORS AND RESTAURANTS. WE HAVE ALL THE LATEST AND GREATEST AMENITIES. HACIENDA VILLAGE IS A LEGACY COMMUNITY. MONTHLY RENT $1025

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    411 La Vista Dr, Winter Springs, FL 32708
  • /2

    $220,000 Sold Jan 19, 2026

    431 S Alderwood St, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,558 Sq Ft
    • Built 1973

    Last Sold Summary

    • 31% Below List Price
    • $141/SF
    • 19 Days On Market

    Last Listing Agent Julie Bailey HOME SOLD NETWORK LLC

    431 S Alderwood St, Winter Springs, FL 32708
    • /36

      Est $523,347 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,976 Sq Ft

      1604 Sapphire Star Dr, Oviedo, FL 32765

      1604 Sapphire Star Dr, Oviedo, FL 32765
  • /51

    $765,000 Pending

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

    1435 Rushing Rapids Way, Winter Springs, FL 32708

    Under contract-accepting backup offers. Welcome to your dream home! This meticulously maintained residence boasts many updates that enhance both functionality and appeal, perfect for those who appreciate quality and style.The home features gorgeous curb appeal, enhanced by lush landscaping, wired landscape lighting, and serene pond views. A charming covered front porch greets you with elegant

    Tara Haefner KELLER WILLIAMS HERITAGE REALTY

    1435 Rushing Rapids Way, Winter Springs, FL 32708
  • /2

    $450,000 Sold Oct 07, 2025

    111 Lido Rd, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 1,849 Sq Ft
    • Built 1979

    Last Sold Summary

    • $243/SF
    • 11 Days On Market

    Current Estimated Value $453,664

    Last Listing Agent Mikael Khaldi HOMESMART

    111 Lido Rd, Winter Springs, FL 32708
    • /49

      Est $523,301 Not Listed For Sale

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

      218 Wooded Vine Dr, Winter Springs, FL 32708

      218 Wooded Vine Dr, Winter Springs, FL 32708
  • /25

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft

    222 W Panama Rd, Winter Springs, FL 32708

    Well-maintained 3-bedroom, 2-bath home located in sought-after Winter Springs. This property offers a fully fenced backyard with a private pool, providing excellent privacy and space for outdoor entertaining. Situated in a quiet, established neighborhood with no HOA restrictions. Conveniently located near local parks, shopping centers, dining, and major highways for easy commuting. Zoned for

    Melissa Maldonado CENTURY 21 MCBRIDE REALTY GROUP

    222 W Panama Rd, Winter Springs, FL 32708
  • /2

    $470,000 Sold Mar 26, 2025

    210 Wooded Vine Dr, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 2019

    Last Sold Summary

    • $280/SF
    • 7 Days On Market

    Current Estimated Value $468,138

    Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

    210 Wooded Vine Dr, Winter Springs, FL 32708
    • /26

      Est $487,697 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,324 Sq Ft

      461 Diamond Dove Cove, Winter Springs, FL 32708

      461 Diamond Dove Cove, Winter Springs, FL 32708
  • /65

    $775,000 Open Sun 12PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,286 Sq Ft

    220 Lemonleaf Ln, Oviedo, FL 32765

    Welcome to this beautifully designed 5-bedroom, 3.5-bath home with an office/den located in a desirable gated community in Oviedo, just minutes from SR 417—perfect for commuters! Built in 2018, this residence offers modern style, thoughtful upgrades, and a spacious, functional layout. Step through the front door into a long foyer that opens to the great room, creating a bright and inviting living

    Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

    220 Lemonleaf Ln, Oviedo, FL 32765
  • /2

    $500,000 Sold Oct 24, 2025

    221 Morton Ln, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 2,064 Sq Ft
    • Built 1977

    Last Sold Summary

    • 5% Above List Price
    • $242/SF
    • 5 Days On Market

    Current Estimated Value $500,655

    Last Listing Agent Beth Hobart MAINFRAME REAL ESTATE

    221 Morton Ln, Winter Springs, FL 32708
    • /47

      Est $600,267 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,470 Sq Ft

      170 Wooded Vine Dr, Casselberry, FL 32708

      170 Wooded Vine Dr, Casselberry, FL 32708
  • /51

    $749,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,281 Sq Ft

    613 Bonita Rd, Winter Springs, FL 32708

    Under contract-accepting backup offers. Step into timeless charm and modern comfort at this custom-built Craftsman home in the heart of Winter Springs. Designed by Green Apple Architecture and completed in 2016, this 4-bedroom, 3.5-bath residence has over 3,200 square feet of thoughtfully designed living space—including a dedicated office, an upstairs loft, and abundant storage throughout.

    Steven Koleno BEYCOME OF FLORIDA LLC

    613 Bonita Rd, Winter Springs, FL 32708
  • /2

    $335,000 Sold Apr 11, 2025

    711 Briarwood Dr, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Above List Price
    • $258/SF
    • 32 Days On Market

    Current Estimated Value $336,729

    Last Listing Agent Devin Nixon EXP REALTY LLC

    711 Briarwood Dr, Winter Springs, FL 32708
    • /33

      Est $247,783 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,078 Sq Ft

      610 Casa Park Ct E, Winter Springs, FL 32708

      610 Casa Park Ct E, Winter Springs, FL 32708
  • /57

    $575,000 Pending

    • 6 Beds
    • 4 Baths
    • 1,123 Sq Ft

    212 Perth Ct, Winter Springs, FL 32708

    Under contract-accepting backup offers. Exceptional investment opportunity in the sought-after Highlands community of Winter Springs! This well-maintained duplex offers two spacious 3-bedroom, 2-bath units, each featuring a 2-car garage, fenced backyard, and thoughtfully designed floor plan. Both sides are professionally leased, generating a combined $3,600/month in gross income, with tenants

    Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

    212 Perth Ct, Winter Springs, FL 32708
  • /2

    $350,000 Sold May 02, 2025

    351 Lansbrook Ln, Winter Springs, FL 32708

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft
    • Built 2007

    Last Sold Summary

    • $310/SF
    • 5 Days On Market

    Current Estimated Value $345,290

    Last Listing Agent Tania Crandall SHORESTONE PROPERTY GROUP

    351 Lansbrook Ln, Winter Springs, FL 32708
    • /48

      Est $695,514 Not Listed For Sale

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

      997 Eagle Bay St, Winter Springs, FL 32708

      997 Eagle Bay St, Winter Springs, FL 32708
  • /34

    $49,900

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    382 La Vista Dr, Winter Springs, FL 32708

    NEWLY RENOVATED- 2 BEDROOM/2 BATH- 1 MONTH FREE LOT RENT!!! Totally Renovated home with new drywall, paint, & baseboards. Bathrooms have been beautifully renovated with new vanities, showers, and fixtures. Flooring and sub flooring has been installed with waterproof vinyl laminate. All new stainless-steel appliances. The A/C is a 3-new A/C mini split installed, 1 in each bedroom and 1 in the main

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    382 La Vista Dr, Winter Springs, FL 32708
  • /2

    $410,000 Sold May 16, 2025

    702 Barrington Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 1989

    Last Sold Summary

    • $277/SF
    • 7 Days On Market

    Current Estimated Value $421,536

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

    702 Barrington Cir, Winter Springs, FL 32708
    • /4

      Est $193,670 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 945 Sq Ft

      Unlisted Address

      Unlisted Address
  • /28

    $294,900

    • 2 Beds
    • 2 Baths
    • 974 Sq Ft

    337 Kirkcaldy Dr, Winter Springs, FL 32708

    Warm and inviting home located in the highly sought-after Highland Village community of Winter Springs—where residents love to live and rarely want to leave. This 2-bedroom, 2-bath home features an open floor plan, abundant natural light, and no carpet throughout. The spacious living and dining areas open a comfortable layout, perfect for everyday living or entertaining. The primary bedroom is

    Daniel Goodman CHARLES RUTENBERG REALTY ORLANDO

    337 Kirkcaldy Dr, Winter Springs, FL 32708
  • /2

    $435,990 Sold May 23, 2025

    1267 Tarflower Dr, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Built 2024

    Last Sold Summary

    • 10% Below List Price
    • $260/SF
    • 158 Days On Market

    Current Estimated Value $443,036

    Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1267 Tarflower Dr, Winter Springs, FL 32708
    • /9

      Est $481,786 Not Listed For Sale

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

      1505 Corkery Ct, Winter Springs, FL 32708

      1505 Corkery Ct, Winter Springs, FL 32708

Showing Results 361 - 400, Page 10 of 18

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