17,304

Winter Springs, FL Homes

Section Image Section Image
    • /58

      Not Listed For Sale

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

      423 Sheoah Blvd Unit 15TH, Winter Springs, FL 32708

      423 Sheoah Blvd Unit 15TH, Winter Springs, FL 32708
  • /30

    $285,990

    • 3 Beds
    • 2 Baths
    • 1,091 Sq Ft

    314 San Gabriel St, Winter Springs, FL 32708

    Welcome home to this charming 3 bedroom, 2 Bath home in the heart of Winter Springs, in centrally located Deer Song Community. This home features: Corner unit, open floor plan, high ceilings, NEW ROOF 2021, RE-PLUMBED 2021, NEW APPLIANCES 2021-2022, NEW AIR CONDITIONING SYSTEM 2022, NEW WATER SOFTENER SYSTEM 2022 AND NEW LUXURY VINYL FLOORING IN BEDROOMS 2022. Home has been well maintained and

    Linda Bain WEICHERT REALTORS HALLMARK PRO

    314 San Gabriel St, Winter Springs, FL 32708
  • /2

    $625,000 Sold Nov 10, 2025

    1178 Black Walnut Ct, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,841 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 25 Days On Market

    Last Listing Agent Jody Deabenderfer CHARLES RUTENBERG REALTY ORLANDO

    1178 Black Walnut Ct, Winter Springs, FL 32708
    • /52

      Est $354,829 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,626 Sq Ft

      514 George St, Winter Springs, FL 32708

      514 George St, Winter Springs, FL 32708
  • /32

    $549,900

    • 4 Beds
    • 2 Baths
    • 2,064 Sq Ft

    1360 Via Villa Nova, Winter Springs, FL 32708

    Welcome to this beautifully updated 4-bedroom, 2-bathroom single-family home located in the desirable community of Winter Springs. Perfectly maintained and thoughtfully remodeled, this residence offers modern upgrades throughout while retaining a warm and inviting feel. From the moment you arrive, you’ll appreciate the curb appeal highlighted by a charming paver front porch. Step inside to find a

    Chris Creegan CREEGAN GROUP

    1360 Via Villa Nova, Winter Springs, FL 32708
  • /2

    $872,000 Sold Jun 23, 2025

    1745 Seneca Blvd, Winter Springs, FL 32708

    • 5 Beds
    • 3 Baths
    • 2,811 Sq Ft
    • Built 1987

    Last Sold Summary

    • $310/SF
    • 4 Days On Market

    Current Estimated Value $879,356

    Last Listing Agent Lindsay Kaye Voss VOSS REALTY INC

    1745 Seneca Blvd, Winter Springs, FL 32708
    • /38

      Est $806,080 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,134 Sq Ft

      104 Saint Johns Landing Dr, Winter Springs, FL 32708

      104 Saint Johns Landing Dr, Winter Springs, FL 32708
  • /84

    $5,750,000

    • 5 Beds
    • 6.5 Baths
    • 8,685 Sq Ft

    1112 Orange Ave, Winter Springs, FL 32708

    This exquisite lakefront property in Orlando offers a unique blend of luxury and charm, set on a generous 5.33-acre lot without HOA restrictions. The residence features an Italian-inspired exterior, complete with a front waterscape and vibrant gardens, creating an enchanting first impression. Upon entering, guests are welcomed by a grand foyer adorned with elegant marble details and a stunning 24

    Brian Hyser THE AGENCY ORLANDO

    1112 Orange Ave, Winter Springs, FL 32708
  • /2

    $435,000 Sold Mar 14, 2025

    687 Andover Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • Built 1993

    Last Sold Summary

    • $267/SF
    • 3 Days On Market

    Current Estimated Value $433,643

    Last Listing Agent Christy Fauquher PERFECT FIT PROPERTIES

    687 Andover Cir, Winter Springs, FL 32708
    • /2

      Est $360,812 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,127 Sq Ft

      1327 Alfonzo Cir, Winter Springs, FL 32708

      1327 Alfonzo Cir, Winter Springs, FL 32708
  • /42

    $543,500

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

    1102 Winter Springs Blvd, Winter Springs, FL 32708

    Fully remodeled home in the Tuskawilla Country Club neighborhood. This 3 bedroom 2 bathroom features a large custom kitchen overlooking the dining room and spacious living area. The new upgraded cabinets include 2 Lazy Susans and a pullout spice rack. All new kitchen appliances. There is a large fireplace separating the living room from the dining room. The split plan design features the primary

    Warren Gagne NEXTHOME NEIGHBORHOOD REALTY

    1102 Winter Springs Blvd, Winter Springs, FL 32708
  • /2

    $346,500 Sold Nov 13, 2025

    1341 Mill Stream Ln, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft
    • Built 2015

    Last Sold Summary

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

    Last Listing Agent Maribel Ramos VESTI LLC

    1341 Mill Stream Ln, Winter Springs, FL 32708
    • /45

      Est $428,980 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,735 Sq Ft

      669 Andover Cir, Winter Springs, FL 32708

      669 Andover Cir, Winter Springs, FL 32708
  • /18

    $369,990 New Construction

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

    1312 Crab Apple Ln, Winter Springs, FL 32708

    As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a

    Mattamy Homes Builder
    1312 Crab Apple Ln, Winter Springs, FL 32708
  • /2

    $420,000 Sold Jul 25, 2025

    1065 Clifton Springs Ln, Winter Springs, FL 32708

    • 3 Beds
    • 3.5 Baths
    • 2,288 Sq Ft
    • Built 2016

    Last Sold Summary

    • 7% Below List Price
    • $184/SF
    • 41 Days On Market

    Current Estimated Value $423,988

    Last Listing Agent Craig Johnson COLDWELL BANKER REALTY

    1065 Clifton Springs Ln, Winter Springs, FL 32708
    • /54

      Est $276,584 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,069 Sq Ft

      421 Horizon Dr, Winter Springs, FL 32708

      421 Horizon Dr, Winter Springs, FL 32708
  • /31

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    1405 Goolagong Ct, Winter Springs, FL 32708

    Welcome to this charming 2-bedroom, 2-bath home tucked inside the peaceful Wedgewood Tennis Villas community of Winter Springs. This cozy gem offers the perfect blend of comfort, privacy, and convenience—ideal for downsizing, a first home, or a low-maintenance retreat.Step inside to an inviting open layout with plenty of natural light and a warm, homey feel throughout. Both bedrooms are

    Tonove Bernadotte LPT REALTY, LLC

    1405 Goolagong Ct, Winter Springs, FL 32708
  • /2

    $245,000 Sold Apr 04, 2025

    701 Glasgow Ct Unit 701, Winter Springs, FL 32708

    • 2 Beds
    • 2 Baths
    • 1,537 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $159/SF
    • 9 Days On Market

    Last Listing Agent Amy Phillips CALL IT CLOSED INTL REALTY

    701 Glasgow Ct Unit 701, Winter Springs, FL 32708
    • /20

      Est $454,007 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,286 Sq Ft

      1336 Via Villa Nova, Winter Springs, FL 32708

      1336 Via Villa Nova, Winter Springs, FL 32708
  • /13

    $37,900

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

    31 La Vista Dr, Winter Springs, FL 32708

    A must-see home that has been totally renovated with new luxury vinyl flooring, Kitchen has quartz counter tops and all new stainless-steel appliances. New baseboards freshly painted throughout. New A/C ductwork. Master bathroom has been totally remodeled. a GREAT 55+ COMMUNITY offering lots of amenities. Restaurants & major roads nearby. Vacant & ready for a new owner!!!

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

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

    $400,000 Sold Jun 20, 2025

    817 Big Buck Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,816 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 11 Days On Market

    Current Estimated Value $406,379

    Last Listing Agent Steven Luppert COMPASS FLORIDA LLC

    817 Big Buck Cir, Winter Springs, FL 32708
    • /14

      Est $356,485 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,386 Sq Ft

      622 Cruz Bay Cir, Winter Springs, FL 32708

      622 Cruz Bay Cir, Winter Springs, FL 32708
  • /22

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    294 San Gabriel St, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. This 2-bedroom, 2-bath Winter Springs home offers a functional layout with endless potential. Featuring vaulted ceilings, lots of natural light, stylish new laminate flooring, inside laundry, and outdoor storage. Conveniently located near top-rated Seminole County schools, Central Winds Park, the Winter Springs Town Center, plus major highways. Roof

    Christine Schneider RE/MAX TOWN & COUNTRY REALTY

    294 San Gabriel St, Winter Springs, FL 32708
  • /2

    $437,000 Sold Jun 11, 2025

    1025 Winter Springs Blvd, Winter Springs, FL 32708

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1982

    Last Sold Summary

    • 4% Below List Price
    • $248/SF
    • 42 Days On Market

    Current Estimated Value $437,620

    Last Listing Agent Greg Elliott FLORIDA ONE REAL ESTATE LLC

    1025 Winter Springs Blvd, Winter Springs, FL 32708
    • /29

      Est $605,004 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,113 Sq Ft

      1590 Wrentham Ct, Winter Springs, FL 32708

      1590 Wrentham Ct, Winter Springs, FL 32708
  • /51

    $39,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    86 Bonita Cir, Winter Springs, FL 32708

    Beautiful well maintained 2 bedroom 2 bath Home, ready to move in Great Enclosed Porch. Ideal location, home is located across from the Recreational Hall with Pool and Mail room. Rec Hall has a meeting room, kitchen, pool table, exercise Room, kitchen Tiki Huts outside, Pickle Ball, Doggie Park & More. Hacienda Village is close to major highways, restaurants, doctors & more. Monthly base lot

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    86 Bonita Cir, Winter Springs, FL 32708
  • /2

    $562,500 Sold May 01, 2025

    712 Timberwilde Ave, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft
    • Built 1996

    Last Sold Summary

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

    Current Estimated Value $563,284

    Last Listing Agent Roberta Shoopman CHARLES RUTENBERG REALTY ORLANDO

    712 Timberwilde Ave, Winter Springs, FL 32708
    • /36

      Est $388,122 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,221 Sq Ft

      1525 Fox Glen Dr, Winter Springs, FL 32708

      1525 Fox Glen Dr, Winter Springs, FL 32708
  • /27

    $530,000

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

    223 Tavestock Loop, Winter Springs, FL 32708

    Great Opportunity in Winter Springs! This spacious 4-bedroom, 2.5-bath two-story home is located in the gated community of Parkstone and features an oversized backyard, perfect for future upgrades. The floor plan includes a formal living and dining area, as well as a family room with high ceilings and windows that bring in a ton amount of natural lighting. The open staircase adds volume to the

    Mary Walason MEP REALTY INVESTMENTS LLC

    223 Tavestock Loop, Winter Springs, FL 32708
  • /2

    $482,000 Sold May 19, 2025

    1445 Creekside Cir, Winter Springs, FL 32708

    • 5 Beds
    • 3.5 Baths
    • 2,238 Sq Ft
    • Built 1994

    Last Sold Summary

    • 8% Below List Price
    • $215/SF
    • 119 Days On Market

    Current Estimated Value $492,390

    Last Listing Agent Diane Sterling KELLER WILLIAMS ADVANTAGE REALTY

    1445 Creekside Cir, Winter Springs, FL 32708
    • /2

      Est $474,388 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,033 Sq Ft

      1174 Saddlehorn Cir, Winter Springs, FL 32708

      1174 Saddlehorn Cir, Winter Springs, FL 32708
  • /32

    $759,000

    • 5 Beds
    • 4 Baths
    • 3,205 Sq Ft

    126 Seville Chase Dr, Winter Springs, FL 32708

    Seller will consider paying buyer concessions up to $5,000 with an acceptable offer ****Welcome to Seville Chase, one of Winter Springs’ hidden gems - complete with GATED ACCESS, tree-lined streets and access to sought-after schools like “A” RATED Winter Springs High! This CUSTOM DESIGNED 5-bedroom, 4-full bath home sits on a sprawling .41 ACRE LOT and offers over 3,000 square feet of versatile

    Jennifer Wemert WEMERT GROUP REALTY LLC

    126 Seville Chase Dr, Winter Springs, FL 32708
  • /12

    $416,634 Sold Nov 05, 2025

    • 1,678 Sq Ft
    • $248/SF
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    1290 Tarflower Dr, Winter Springs, FL 32708

    With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owners suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

    Mattamy Homes

    1290 Tarflower Dr, Winter Springs, FL 32708
    • /2

      Est $421,861 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,876 Sq Ft

      849 Big Buck Cir, Winter Springs, FL 32708

      849 Big Buck Cir, Winter Springs, FL 32708
  • /21

    $335,777

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft

    1053 W Pebble Beach Cir, Winter Springs, FL 32708

    This property has significant potential and is located in the highly desirable Tuscawilla Country Club area. This home features three bedrooms, two bathrooms, and a practical two-car garage. It's important to note that this property needs some tender loving care, and it may need a new roof. The current asking price has been strategically set to acknowledge the present condition of the home and

    Maria Gonzalez Ortiz INT'L PROFESSIONAL REALTY INC

    1053 W Pebble Beach Cir, Winter Springs, FL 32708
  • /2

    $710,000 Sold May 06, 2025

    922 Puma Trail, Winter Springs, FL 32708

    • 5 Beds
    • 3 Baths
    • 2,840 Sq Ft
    • Built 1978

    Last Sold Summary

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

    Current Estimated Value $715,202

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

    922 Puma Trail, Winter Springs, FL 32708
    • /39

      Est $658,946 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,046 Sq Ft

      415 Park Lake Dr, Winter Springs, FL 32708

      415 Park Lake Dr, Winter Springs, FL 32708
  • /12

    $399,990 New Construction

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

    1328 Crab Apple Ln, Winter Springs, FL 32708

    With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owners suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.

    Mattamy Homes Builder
    1328 Crab Apple Ln, Winter Springs, FL 32708
  • /2

    $680,000 Sold Mar 28, 2025

    685 Vistawilla Dr, Winter Springs, FL 32708

    • 4 Beds
    • 2.5 Baths
    • 2,555 Sq Ft
    • Built 1984

    Last Sold Summary

    • $266/SF
    • 3 Days On Market

    Current Estimated Value $677,203

    Last Listing Agent Robin Mitchell ROBIN MITCHELL REALTY

    685 Vistawilla Dr, Winter Springs, FL 32708
    • /36

      Est $402,143 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,627 Sq Ft

      210 Mockingbird Ln, Winter Springs, FL 32708

      210 Mockingbird Ln, Winter Springs, FL 32708

Showing Results 521 - 560, Page 14 of 18

How to Buy a Home How to Finance a Home How to Sell a Home