Winter Springs, FL Homes

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  /19

  $318,900

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

  554 Pinebranch Cir, Winter Springs, FL 32708

  Short Sale. Short Sale and new price approved by the bank! Welcome to Barclay Reserve, a private and gated community in Winter Springs! This beautifully maintained townhome is located in the highly sought-after “A” rated Seminole County school district. Inside, you’ll find gorgeous laminate flooring throughout the main living areas, with ceramic tile in the wet areas for easy care. The open floor

  Lucilma Roman LLC LA ROSA REALTY CW PROPERTIES L

  554 Pinebranch Cir, Winter Springs, FL 32708
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  /35

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,833 Sq Ft
  • House for Rent

  1334 Augusta National Blvd, Winter Springs, FL 32708

  By appt only- This spacious 1,833 sq. ft. home features 3 bedrooms and 2 bathrooms. The living room offers ample space with high ceilings and skylights, while the family room provides a comfortable area for relaxation. The kitchen is equipped with stainless steel appliances, granite countertops, and an eat-in breakfast nook, making it ideal for meal preparation and dining. Each bedroom includes

  1334 Augusta National Blvd, Winter Springs, FL 32708
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  /2

  $350,000 Sold Apr 14, 2025

  1188 La Mesa Ave, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,379 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $254/SF
  • 8 Days On Market

  Current Estimated Value $348,805

  Last Listing Agent Dawn Tinder KELLER WILLIAMS WINTER PARK

  1188 La Mesa Ave, Winter Springs, FL 32708
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  /2

  Not Listed For Sale

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

  1450 Blumberg Blvd, Winter Springs, FL 32708

  1450 Blumberg Blvd, Winter Springs, FL 32708
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  /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
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  /10

  $1,875 per month

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Condo for Rent

  154 Tuskawilla Rd Unit 412, Winter Springs, FL 32708

  Want to be within walking distance to the Winter Springs Town Center? This is it! Beautiful 2nd floor condo with 10' ceilings! Split 2 bedroom with luxury touches throughout. Crown molding in the living room, granite counters throughout, solid wood cabinets, stainless steel appliances and your own private patio entrance! This home feels so much more spacious than the square footage due to the

  Sasha McKown LIGHTHOUSE REALTY GROUP OF FLORIDA

  154 Tuskawilla Rd Unit 412, Winter Springs, FL 32708
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  /2

  $335,000 Sold Jul 18, 2025

  170 N Fairfax Ave, Winter Springs, FL 32708

  • 5 Beds
  • 2 Baths
  • 1,630 Sq Ft
  • Built 1979

  Last Sold Summary

  • $206/SF
  • 3 Days On Market

  Current Estimated Value $335,473

  Last Listing Agent Robert McGrew, PA FLAT FEE REAL ESTATE SERVICES LLC

  170 N Fairfax Ave, Winter Springs, FL 32708
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  /14

  Est $411,956 Not Listed For Sale

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

  1446 Blumberg Blvd, Winter Springs, FL 32708

  1446 Blumberg Blvd, Winter Springs, FL 32708
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  /41

  $758,500

  • 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
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  /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

  $363,825 Sold Dec 03, 2025

  1108 Dappled Elm Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $242/SF
  • 12 Days On Market

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  1108 Dappled Elm Ln, Winter Springs, FL 32708
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  /18

  Est $472,112 Not Listed For Sale

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

  1442 Blumberg Blvd, Winter Springs, FL 32708

  1442 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /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
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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

  $285,000 Sold Apr 17, 2025

  229 Sherry Ave, Winter Springs, FL 32708

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Below List Price
  • $258/SF
  • 95 Days On Market

  Current Estimated Value $286,155

  Last Listing Agent Maria Maya KELLER WILLIAMS ADVANTAGE III

  229 Sherry Ave, Winter Springs, FL 32708
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  /48

  Est $389,903 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft

  1251 Marley Ln, Winter Springs, FL 32708

  1251 Marley Ln, Winter Springs, FL 32708
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  /50

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft

  640 Tuskawilla Point Ln, Winter Springs, FL 32708

  Welcome to this stunning Tuskawilla Point residence nestled in Winter Springs, Florida. This beautifully updated pool home offers 3 spacious bedrooms, 2 luxurious bathrooms, filled with an abundance of natural light that creates an inviting atmosphere throughout. This spacious block-construction residence sits on an oversized lot and features recent updates that include roof in 2020, re-plumbed

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  640 Tuskawilla Point Ln, Winter Springs, FL 32708
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  /2

  $1,680 per month

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

  624 Huntly Ln, Winter Springs, FL 32708

  Welcome to this 2-bed, 2-bath townhome in Winter Springs. Located in a quiet, well-maintained community close to parks, schools, shopping, and local amenities. If you sign the lease in December and move in by January 31st 2026 receive a $1000 credit for January rent. Unit is being turned ready for move in estimated 12/22/2025.

  Brittany Brown HOOK & LADDER REALTY OF CENTRAL FLORIDA, LLC

  624 Huntly Ln, Winter Springs, FL 32708
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  /2

  $454,167 Sold Mar 21, 2025

  1269 Coral Bean Ln, Winter Springs, FL 32708

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

  Last Sold Summary

  • $271/SF

  Current Estimated Value $449,028

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1269 Coral Bean Ln, Winter Springs, FL 32708
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  /32

  Est $708,299 Not Listed For Sale

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

  782 Gainer Way, Winter Springs, FL 32708

  782 Gainer Way, Winter Springs, FL 32708
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  /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
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  /2

  $479,000 Sold Aug 19, 2025

  211 Tavestock Loop, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,111 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 30 Days On Market

  Current Estimated Value $479,442

  Last Listing Agent Patrick Urbainczyk P.A. KELLER WILLIAMS HERITAGE REALTY

  211 Tavestock Loop, Winter Springs, FL 32708
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  /6

  Est $261,913 Not Listed For Sale

  1360 Delaney Dr, Winter Springs, FL 32708

  1360 Delaney Dr, Winter Springs, FL 32708
• 

  

  /17

  $799,500

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

  46 N Fairfax Ave, Winter Springs, FL 32708

  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 (2020), new AC units (2020), new water

  Matt White SLOANE REALTY, LLC

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

  $950,000 Sold Jul 15, 2025

  677 Benitawood Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,443 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $276/SF
  • 55 Days On Market

  Current Estimated Value $943,887

  Last Listing Agent Cody Palmer COMPASS FLORIDA LLC

  677 Benitawood Ct, Winter Springs, FL 32708
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  /42

  Est $445,600 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,225 Sq Ft

  1141 Orange Ave, Winter Springs, FL 32708

  1141 Orange Ave, Winter Springs, FL 32708
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  /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
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  /2

  $424,900 Sold Jan 31, 2025

  215 Mockingbird Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,153 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $197/SF
  • 30 Days On Market

  Current Estimated Value $437,769

  Last Listing Agent Kim Brown KM HOMES AND LAND LLC

  215 Mockingbird Ln, Winter Springs, FL 32708
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  /49

  Est $483,598 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,120 Sq Ft

  1488 Connors Ln, Winter Springs, FL 32708

  1488 Connors Ln, Winter Springs, FL 32708
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  /33

  $639,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,090 Sq Ft

  1448 Rushing Rapids Way, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to this beautifully appointed 3-bedroom, 2-bath home in the highly sought-after community of Tuskawilla Crossings. Built with a modern aesthetic and designed for today’s lifestyle, this 2,090 sq. ft. residence offers an open floor plan that blends comfort and functionality with style. The beautiful kitchen with quartz counters, stainless steel

  Gwyn Clark FANNIE HILLMAN & ASSOCIATES

  1448 Rushing Rapids Way, Winter Springs, FL 32708
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  /2

  $435,000 Sold Dec 15, 2025

  951 Ginnie Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft
  • Built 2013

  Last Sold Summary

  • 7% Below List Price
  • $242/SF
  • 79 Days On Market

  Last Listing Agent Melissa Condrey COMPASS FLORIDA LLC

  951 Ginnie Way, Winter Springs, FL 32708
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  /2

  Est $418,756 Not Listed For Sale

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

  1426 Blumberg Blvd, Winter Springs, FL 32708

  1426 Blumberg Blvd, Winter Springs, FL 32708
• 

  

  /19

  $369,990 New Construction

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

  Aurora Plan at Hickory Grove, 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

  1458 Blumberg Blvd Unit 36446067, Winter Springs, FL 32708
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  /2

  $315,700 Sold May 15, 2025

  704 Briarwood Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1979

  Last Sold Summary

  • $244/SF
  • 11 Days On Market

  Current Estimated Value $314,713

  Last Listing Agent Phillip Kolbrich TOP FLORIDA HOMES

  704 Briarwood Dr, Winter Springs, FL 32708
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  /3

  Est $442,477 Not Listed For Sale

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

  1438 Blumberg Blvd, Winter Springs, FL 32708

  1438 Blumberg Blvd, Winter Springs, FL 32708
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  /33

  $369,000

  • 3 Beds
  • 3.5 Baths
  • 1,519 Sq Ft

  1345 Mill Stream Ln, Winter Springs, FL 32708

  Move-In Ready Townhome in Winter Springs Town Center This updated 3-bedroom, 2.5-bathroom townhome offers the perfect blend of convenience, style, and low-maintenance living. Located in Winter Springs Town Center, you will enjoy easy access to dining, shopping, wine bars, Central Winds Park, and the Cross Seminole Trail. Inside, the home features fresh interior paint (2023), durable tile flooring

  Gerard Floyd GERARD LAND AQUATIC, INC

  1345 Mill Stream Ln, Winter Springs, FL 32708
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  /2

  $466,000 Sold Feb 20, 2025

  846 Leopard Trail, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 1978

  Last Sold Summary

  • $256/SF
  • 4 Days On Market

  Current Estimated Value $464,194

  Last Listing Agent Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

  846 Leopard Trail, Winter Springs, FL 32708
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  /28

  Est $409,041 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft

  1177 Orange Ave, Winter Springs, FL 32708

  1177 Orange Ave, Winter Springs, FL 32708
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  /51

  $765,000 Pending

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

  613 Bonita Rd, Winter Springs, FL 32708

  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. Nestled in the tranquil Ranchlands

  Steven Koleno BEYCOME OF FLORIDA LLC

  613 Bonita Rd, Winter Springs, FL 32708
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  /2

  $384,900 Sold Jan 15, 2025

  279 Mcleods Way, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 1,732 Sq Ft
  • Built 2012

  Last Sold Summary

  • 1% Below List Price
  • $222/SF
  • 73 Days On Market

  Current Estimated Value $381,555

  Last Listing Agent Chris Brown RE/MAX TOWN & COUNTRY REALTY

  279 Mcleods Way, Winter Springs, FL 32708

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