17,391

Winter Springs, FL Homes

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  • /54

    $750,000

    • 4 Beds
    • 3 Baths
    • 2,608 Sq Ft

    1115 Arbor Glen Cir, Winter Springs, FL 32708

    A perfect blend of comfort, style, and location. This beautifully maintained, custom 4-bedroom, 3-bath POOL home in the Tuscawilla community of Arbor Glen checks all the boxes. Spanning 2,620 square feet, this one-story, 3-car side-entry garage home offers the privacy of a fully fenced backyard with screened-in pool and no rear neighbors. After a refreshing swim in the NEWLY RESURFACED POOL

    Ericka Stephens LPT REALTY, LLC

    1115 Arbor Glen Cir, Winter Springs, FL 32708
  • /16

    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • Clean and Neat Single Family Home

    1163 Mapimi Ct, Winter Springs, FL 32708

    Lovely property, great location! On a cul-da-sac and the backyard has a pond view with no rear neighbors. The property has three full bedrooms, two bathrooms, dining room, family room, kitchen with eat in area, screened in porch, and a two-car garage. Excellent Seminole county school system and close to shopping, restaurants and minutes from 417. The back porch features gorgeous pavers and is a

    1163 Mapimi Ct, Winter Springs, FL 32708
  • /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 $314,385

    Last Listing Agent Milton Figueroa FIGLOFT INC

    207 Bitterwood St, Winter Springs, FL 32708
    • /2

      Est $678,711

      Not Listed For Sale

      34 Jackson Cir, Winter Springs, FL 32708

      • 4 Beds
      • 2.5 Baths
      • 2,334 Sq Ft
      • Built 2020
      34 Jackson Cir, Winter Springs, FL 32708

      Last Sold Summary

      • 36 Days On Market

  • /53

    $489,900

    $5K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    632 Blenheim Loop, Winter Springs, FL 32708

    Good afternoon and welcome to your new 4 bedroom, 3 bathroom, and 2 car garage gated community home! The HOA fee is only $150 a month and covers all lawn maintenance, trimming of shrubs, fertilization, irrigation and outside pest control. The minute you walk in the front door, you will already begin to see your future holiday and family gatherings. The high ceilings are perfect for a tall

    Susan Young REALTY HUB

    632 Blenheim Loop, Winter Springs, FL 32708
  • /28

    $2,650 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
  • /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 $380,671

    Last Listing Agent Paul P. Partyka PARTYKA GROUP INC

    1109 Gator Ln, Winter Springs, FL 32708
    • /2

      Est $469,712

      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

      • 0 Days On Market

  • /52

    $549,000

    Open Sat 11AM - 2PM
    • 4 Beds
    • 2 Baths
    • 2,250 Sq Ft

    809 Big Buck Cir, Winter Springs, FL 32708

    Welcome home to this beautifully renovated 4-bedroom, 2-bath residence offering approximately 2,250 square feet of thoughtfully designed living space in the highly desirable Oak Forest subdivision. From the moment you arrive, you'll appreciate the exceptional care and attention to detail that make this home truly move-in ready.The open-concept floor plan creates a bright and inviting

    Cheri Brandi COLDWELL BANKER REALTY

    809 Big Buck Cir, Winter Springs, FL 32708
  • /9

    $4,300 Per Month

    • 6 Beds
    • 4.5 Baths
    • 4,403 Sq Ft
    • House for Rent

    420 Park Lake Dr, Winter Springs, FL 32708

    Welcome to your dream rental home in the desirable Winter Springs area!, You can enjoy the perfect combination of comfort, space, privacy, and convenience in this beautiful home located in a gated community with a pool.This amazing property offers not only a spacious main house but also a separate apartment located above the garage, creating endless possibilities perfect for a private

    420 Park Lake Dr, Winter Springs, FL 32708
  • /2

    $255,000

    Sold May 21, 2026

    4467 Brook Hollow Cir, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft
    • Built 1991

    Last Sold Summary

    • 15% Below List Price
    • $190/SF
    • 72 Days On Market

    Current Estimated Value $254,804

    Last Listing Agent Miriam Hernandez Gonzalez LA ROSA REALTY ORLANDO LLC

    4467 Brook Hollow Cir, Winter Springs, FL 32708
    • /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

      • 12 Days On Market

  • /24

    $233,000

    $5K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    600 Northern Way Unit 205, Winter Springs, FL 32708

    Come see 600 Northern Way, a residence significantly improved with fresh interior paint and partial flooring replacement throughout, establishing a noticeably refreshed and Standing ready to welcome its next chapter. The primary bathroom includes double sinks, providing practical utility and contributing to daily comfort. This thoughtfully updated residence provides both style and daily comfort.

    Karen Albright OPENDOOR BROKERAGE LLC

    600 Northern Way Unit 205, Winter Springs, FL 32708
  • /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
  • /2

    $649,000

    Sold Apr 10, 2026

    102 Avery Lake Dr, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,713 Sq Ft
    • Built 2002

    Last Sold Summary

    • $239/SF
    • 2 Days On Market

    Current Estimated Value $646,298

    Last Listing Agent Bobby Keen KEEN REALTY GROUP, INC.

    102 Avery Lake Dr, Winter Springs, FL 32708
    • /2

      Est $549,695

      Not Listed For Sale

      778 Gainer Way, Winter Springs, FL 32708

      • 3 Beds
      • 2.5 Baths
      • 2,278 Sq Ft
      • Built 2012
      778 Gainer Way, Winter Springs, FL 32708

      Last Sold Summary

      • 1 Day On Market

  • /58

    $820,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,252 Sq Ft

    330 Hayes Rd, Winter Springs, FL 32708

    Located on 2 acres with R-1AA zoning, this property offers space, flexibility, and privacy while still being conveniently close to everyday essentials. Ideal for those looking to keep horses, store equipment, or run a home-based business.The home features a bright, open layout with high ceilings, abundant natural light, and updated windows with plantation shutters. The remodeled kitchen

    Glendys Lorenzo Martinez NONA LEGACY POWERED BY LA ROSA

    330 Hayes Rd, Winter Springs, FL 32708
  • /23

    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft
    • 101-107 Cory Ln

    101 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

    101 Cory Ln, Winter Springs, FL 32708
  • /2

    $347,000

    Sold Apr 29, 2026

    420 Harbor Winds Ct, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $181/SF
    • 32 Days On Market

    Current Estimated Value $361,302

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

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

      Est $614,303

      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

      • 3 Days On Market

  • /40

    $269,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    446 Club Dr, Winter Springs, FL 32708

    Discover effortless living in this immaculate 3-bedroom, 2-bath townhome nestled in the desirable Cypress Club at The Highlands. Thoughtfully maintained and beautifully updated, this residence offers the perfect blend of comfort, style, and convenience with a desirable split-bedroom floor plan—featuring one bedroom and a full bathroom on the main level, and the primary suite along with a third

    Hanoi Burgos COLDWELL BANKER REALTY

    446 Club Dr, Winter Springs, FL 32708
  • /41

    $3,200 Per Month

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • House for Rent

    1316 Swift Creek Way, Winter Springs, FL 32708

    Beautiful 4-bedroom, 3.5-bathroom home located in the highly sought-after Tuskawilla Crossings. Step inside and be greeted by the inviting open floor plan, where you'll find a spacious family room, kitchen with big island, dining room, and a convenient bedroom with a full bath. The bedroom is good sized, can be used as a guest room or office. On the second floor, you will find a built-in study

    Cui Li RATIO REAL ESTATE, LLC

    1316 Swift Creek Way, Winter Springs, FL 32708
  • /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 COLDWELL BANKER COAST REALTY

    348 San Rafael St Unit 348, Winter Springs, FL 32708
    • /31

      Est $403,244

      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

      • 11 Days On Market

  • /12

    $7,500,000

    • Land
    • 7.87 Acres
    • $952,986 per Acre

    1205 Orange Ave, Winter Springs, FL 32708

    Prime development opportunity in the heart of Winter Springs! This expansive 7.87-acre parcel offers exceptional potential for commercial or mixed-use development with T-C zoning and strategic positioning along a high-visibility corridor. Surrounded by growing residential communities, established businesses, and major thoroughfares, the property provides strong accessibility and future upside.

    John Henao United Realty Group, Inc

    1205 Orange Ave, Winter Springs, FL 32708
  • /57

    $3,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,998 Sq Ft
    • House for Rent

    1324 Swift Crk Way, Winter Springs, FL 32708

    This Beautiful Single Family home in Tuskawilla is a 1,998 square foot home is a two stories with three bedrooms, a flex room, two and a half bathrooms and a two car garage. The first floor has a kitchen full of upgrades with a breakfast nook and custom built pantry, a family room, a flex room and a half bathroom with a beautiful design. The three bedrooms include custom built closets including

    1324 Swift Crk Way, Winter Springs, FL 32708
  • /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 $428,197

    Last Listing Agent Erin Tompkins COLDWELL BANKER REALTY

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

      Est $521,427

      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

      • 23 Days On Market

  • /46

    $1,199,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,464 Sq Ft

    120 E Bahama Rd, Winter Springs, FL 32708

    Mid-Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot with RV/Toy parking—delivering exceptional value in this area. A separate in-law or guest suite features its own exterior entrance and full bathroom, ideal for multigenerational living, a private office, studio, or extended stays.

    Alma Merrill EXP REALTY LLC

    120 E Bahama Rd, Winter Springs, FL 32708
  • /71

    $1,595 Per Month

    • 2 Beds
    • 1.5 Baths
    • 907 Sq Ft
    • Apartment for Rent

    10 N Fairfax Ave, Winter Springs, FL 32708

    LOCATION, LOCATION, LOCATION FULLY RENOVATED Condos in desirable Winter Springs. NO HOA!! BLOCK BUILDING! Unit offers 2 bedrooms, 1 full bath, 1 half bath, COMPLETELY FENCED BACKYARD!! Which provides you with Privacy and Security, a screened PRIVATE PORCH with storage, and NEWER SAMSUNG WASHER/DRYER IN EACH UNIT! Upgraded with STAINLESS STEEL appliances, GRANITE countertops, and engineered WOOD

    Jose Saba ALL SEASONS REALTY

    10 N Fairfax Ave, Winter Springs, FL 32708
  • /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 $261,915

    Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    426 Green Spring Cir, Winter Springs, FL 32708
    • /2

      Est $486,726

      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

      • 25 Days On Market

  • /33

    $232,000

    $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,002 Sq Ft

    506 Club Dr, Winter Springs, FL 32708

    Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. Residents enjoy amenities

    Kathleen Harrison CALL IT CLOSED INTL REALTY

    506 Club Dr, Winter Springs, FL 32708
  • /24

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft
    • The Highlands in Winter Springs

    10 Sheoah Blvd, 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

    10 Sheoah Blvd, 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 $393,369

    Last Listing Agent David Gallup RE/MAX 200 REALTY

    622 Alton Rd, Winter Springs, FL 32708
    • /2

      Est $418,065

      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

  • /32

    $500,000

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

    1105 Clinging Vine Place, Winter Springs, FL 32708

    Virtually Staged. Eagles Landing is calling and this one has the pool to prove it. Set on a lush quarter-acre lot in one of Winter Springs' most established neighborhoods, this 3-bed, 2-bath stunner checks every box: soaring vaulted ceilings, separate formal living and dining, a kitchen that opens to the family room, and a screened pool with spa just steps from your back door.The primary

    Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    1105 Clinging Vine Place, Winter Springs, FL 32708
  • /10

    $2,700 Per Month

    • 4 Beds
    • 2 Baths
    • 1,966 Sq Ft
    • House for Rent

    780 Ortona Ct, Winter Springs, FL 32708

    AVAILABLE NOW – Beautifully Updated 4 Bedroom Home in Desirable Winter Springs! Experience the perfect combination of comfort, style, and location in this exceptionally maintained 4-bedroom, 2-bath home nestled on a quiet cul-de-sac in one of Winter Springs' most sought-after neighborhoods. Step inside and you'll immediately notice the soaring ceilings, open-concept floorplan, and rich hardwood

    Dan Haggerty NEXTHOME BEST RESULTS REAL ESTATE

    780 Ortona Ct, Winter Springs, FL 32708
  • /2

    $320,000

    Sold Apr 23, 2026

    307 Freedoms Ring Dr, Winter Springs, FL 32708

    • 3 Beds
    • 2.5 Baths
    • 1,886 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $170/SF
    • 11 Days On Market

    Current Estimated Value $323,435

    Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

    307 Freedoms Ring Dr, Winter Springs, FL 32708
    • /24

      Est $429,539

      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

      • 26 Days On Market

Showing Results 201 - 240, Page 6 of 18

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