Winter Springs, FL Homes

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  $39,999

  • 1 Bed
  • 1.5 Baths
  • 672 Sq Ft

  80 Majorca Dr, Winter Springs, FL 32708

  Just bring a toothbrush- This home has all new everything. It was completely remodeled in 2021/2022. 1 bedroom with a den in front (could be used as a second bedroom). New A/C unit to keep you nice & cool! Handicap accessible with a ramp. There is a gas line to the home. There is a gas tankless hot water heater. All new windows with exception of the kitchen bay window. The roof is new with

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  80 Majorca Dr, Winter Springs, FL 32708
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  /16

  $2,030 per month

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft
  • House for Rent

  336 Cello Cir, Winter Springs, FL 32708

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  336 Cello Cir, Winter Springs, FL 32708
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  $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

  Last Listing Agent Kristin Vogt CENTURY 21 INTEGRA

  875 Bentley Green Cir, Winter Springs, FL 32708
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  Est $406,319 Not Listed For Sale

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

  1414 Blumberg Blvd, Winter Springs, FL 32708

  1414 Blumberg Blvd, Winter Springs, FL 32708
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  $430,000

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

  1433 Whitehall Blvd, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. NEW ROOF COMPLETED 10/2025!Welcome to this beautifully maintained 3-bedroom, 2-bath home on a desirable corner lot, offering flexible living, fun gathering spaces, and room to grow. From the moment you arrive, the manicured landscaping, majestic oaks, and brick paver driveway set the tone for the inviting charm found throughout.Inside,

  Renee Killiri RED BIRD REALTY OF FLORIDA INC

  1433 Whitehall Blvd, Winter Springs, FL 32708
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  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Property for Rent

  1091 Shawnee Trail, Winter Springs, FL 32708

  Call today for this nicely upgraded three bedroom two bath house in Winter Springs. This home features new upgraded laminate flooring through out. Open floor plan with Kitchen, dining and living area with fireplace. Large Primary bedroom with bathroom suite. Walk in closets in all bedrooms. Recess lights in all rooms. House is close proximity to uptown Winter Springs, shopping areas, SR 434 and

  Joseph Torres JAT PROPERTY MANAGEMENT LLC

  1091 Shawnee Trail, Winter Springs, FL 32708
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  $515,000 Sold Mar 17, 2025

  70 Sable Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $278/SF
  • 12 Days On Market

  Current Estimated Value $506,287

  Last Listing Agent Frank Benevento COLDWELL BANKER REALTY

  70 Sable Ct, Winter Springs, FL 32708
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  /24

  Est $434,798 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  669 Seven Oaks Blvd, Winter Springs, FL 32708

  669 Seven Oaks Blvd, Winter Springs, FL 32708
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  /22

  $519,000 Pending

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

  112 Redtail Place, Winter Springs, FL 32708

  REDUCED $10,000! ! Luxurious Home in Eagles Watch - Gated Community Backing to Greenbelt! Discover the perfect blendof style, comfort, and convenience in this beautifully updated home, ideally located in theprestigious gated community of Eagles Watch, near Tuskawilla Country Club. This exceptionalresidence boasts a modern open-concept floor plan and high-end finishes

  Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  112 Redtail Place, Winter Springs, FL 32708
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  /16

  $2,415 per month

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • House for Rent

  1108 Santa Cruz Way, Winter Springs, FL 32708

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  1108 Santa Cruz Way, Winter Springs, FL 32708
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  $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

  Last Listing Agent Sheri Malin REDFIN CORPORATION

  1189 Orange Ave, Winter Springs, FL 32708
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  /2

  Est $438,475 Not Listed For Sale

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

  1387 Tarflower Dr, Winter Springs, FL 32708

  1387 Tarflower Dr, Winter Springs, FL 32708
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  /2

  $12,500

  • 2 Beds
  • 2 Baths

  322 Casa Grande Ct, Winter Springs, FL 32708

  2 bedroom, 2 bath needs everything, real fixer upper located in a cul-de-sac great location in Hacienda Village.

  Todd Vagts Hacienda Village

  322 Casa Grande Ct, Winter Springs, FL 32708
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  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  651 Macduff Ln, Winter Springs, FL 32708

  Discover modern comfort and Florida charm in this beautifully renovated 3-bedroom, 2-bath duplex in the heart of Winter Springs! Step inside to enjoy fresh paint, brand-new carpeting, and a stylish kitchen featuring new cabinets and appliances—perfect for the home chef. Relax or entertain in your private fenced yard and patio, or take advantage of lake access for weekend water fun. With a

  Jacob Hara TRANSCEND REALTY

  651 Macduff Ln, Winter Springs, FL 32708
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  $320,000 Sold Apr 15, 2025

  614 Pinebranch Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,564 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $205/SF
  • 195 Days On Market

  Current Estimated Value $324,577

  Last Listing Agent Russie Weidl WATSON REALTY CORP

  614 Pinebranch Cir, Winter Springs, FL 32708
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  /2

  Est $637,744 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,915 Sq Ft

  263 Celestial Way, Winter Springs, FL 32708

  263 Celestial Way, Winter Springs, FL 32708
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  $320,000

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

  431 S Alderwood St, Winter Springs, FL 32708

  Investor Special! House needs TLC. Living room, dining room and family room with fireplace that is not currently working. No appliances in kitchen. 4 bedrooms 2 full baths. Large screened in back porch. Huge yard. Good schools. Good location.

  Julie Bailey HOME SOLD NETWORK LLC

  431 S Alderwood St, Winter Springs, FL 32708
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  $2,070 per month

  • 4 Beds
  • 2 Baths
  • 1,223 Sq Ft
  • House for Rent

  503 Evergreen Ave, Winter Springs, FL 32708

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2214.90. That covers your base rent, $2070.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  503 Evergreen Ave, Winter Springs, FL 32708
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  $1,215,000 Sold May 30, 2025

  530 Julie Ln, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,195 Sq Ft
  • Built 2001

  Last Sold Summary

  • 24% Below List Price
  • $380/SF
  • 397 Days On Market

  Current Estimated Value $1,224,012

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  530 Julie Ln, Winter Springs, FL 32708
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  /2

  Est $357,175 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  3801 Black Spruce Ln, Winter Springs, FL 32708

  3801 Black Spruce Ln, Winter Springs, FL 32708
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  $239,000

  • 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
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  /20

  $1,700 per month

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft
  • Condo for Rent

  10 Sheoah Blvd Unit 8, Winter Springs, FL 32708

  Tastefully remodeled 2 Bed / 2 Bath very spacious condo for rent at The Highlands in Winter Springs. This is asecond-floor unit. Kitchen with granite countertop, stainless steel appliances and modern cabinetry. The Highlands is conveniently located off of SR 434 which makes for easy access to grocery stores, restaurants, schools, and major roadways such as 17-92, I-4, and the 417. The community

  Alejandro Echeverri The Keyes Company

  10 Sheoah Blvd Unit 8, Winter Springs, FL 32708
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  /2

  $434,507 Sold Apr 29, 2025

  1281 Coral Bean Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $294/SF
  • 41 Days On Market

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  1281 Coral Bean Ln, Winter Springs, FL 32708
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  /2

  Est $515,661 Not Listed For Sale

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

  1378 Tarflower Dr, Winter Springs, FL 32708

  1378 Tarflower Dr, Winter Springs, FL 32708
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  $455,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  705 S Gretna Ct, Winter Springs, FL 32708

  **MULTIPLE OFFERS HIGHEST AND BEST BY SUNDAY 2/11 9PM** Welcome to your dream home in the highly sought-after neighborhood of The Highlands! This stunning 4-bedroom, 2.5-bathroom abode boasts elegance, comfort, and functionality all in one. As you step inside, you'll be greeted by a split open floor plan, offering a seamless flow between living spaces. The master suite is a true retreat,

  Brittany Visconti LPT REALTY, LLC

  705 S Gretna Ct, Winter Springs, FL 32708
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  /16

  $2,140 per month

  • 3 Beds
  • 2 Baths
  • 1,810 Sq Ft
  • House for Rent

  312 S Moss Rd, Winter Springs, FL 32708

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2284.90. That covers your base rent, $2140.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  312 S Moss Rd, Winter Springs, FL 32708
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  $445,000 Sold Jun 11, 2025

  352 Inglenook Cir Unit 1, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1992

  Last Sold Summary

  • $258/SF
  • 5 Days On Market

  Current Estimated Value $443,288

  Last Listing Agent Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

  352 Inglenook Cir Unit 1, Winter Springs, FL 32708
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  /2

  Not Listed For Sale

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

  1379 Tarflower Dr, Winter Springs, FL 32708

  1379 Tarflower Dr, Winter Springs, FL 32708
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  $400,000

  • Land
  • 2.72 Acres
  • $147,059 per Acre

  835 E State Road 434, Winter Springs, FL 32708

  The lot has been completely cleared and is ready to be developed.

  Keith Moore HOMEVEST REALTY

  835 E State Road 434, Winter Springs, FL 32708
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  $1,400 per month

  • 2 Beds
  • 1.5 Baths
  • 930 Sq Ft
  • Townhouse for Rent

  217 S Moss Rd, Winter Springs, FL 32708

  **TWO WEEKS FREE-MOVE IN QUICKLY -within two weeks** Move in today and take advantage of our Two Weeks FREE Rent Special! Secure your new home now and enjoy instant savings. Valid for a limited time only – don’t miss out! Welcome to 217 S Moss Rd — a comfortable home featuring two spacious bedrooms, two and a half bathrooms. Conveniently located near schools, shopping, and major highways, this

  Mike Bolanos Bonilla COASTAL PIONEER REALTY

  217 S Moss Rd, Winter Springs, FL 32708
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  $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 $392,816

  Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

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

  Est $417,026 Not Listed For Sale

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

  1406 Blumberg Blvd, Winter Springs, FL 32708

  1406 Blumberg Blvd, Winter Springs, FL 32708
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  $489,900

  • 5 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  431 S Hawthorn Cir, Winter Springs, FL 32708

  **Single-Family Home with Detached ADU & Pool**Tucked away in a quiet cul-de-sac, this over 2,000 sq. ft. home with a detached Accessory Dwelling Unit (ADU) is a rare find in the highly desirable, non-HOA community of North Orlando Terrace! NEWER ROOF (2022), as well as a massive remodel in 2023 that consisted of NEW kitchen, bathrooms, plumbing, electrical panel, interior/exterior paint,

  Elliot Shugan THE SHUGAN GROUP INC

  431 S Hawthorn Cir, Winter Springs, FL 32708
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  /15

  $1,825 per month

  • 2 Beds
  • 1 Bath
  • 1,368 Sq Ft
  • House for Rent

  601 David St, Winter Springs, FL 32708

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1969.90. That covers your base rent, $1825.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  601 David St, Winter Springs, FL 32708
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  $465,000 Sold Apr 29, 2025

  1010 W Pebble Beach Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Below List Price
  • $268/SF
  • 3 Days On Market

  Current Estimated Value $459,248

  Last Listing Agent Brittany Pride EXP REALTY LLC

  1010 W Pebble Beach Cir, Winter Springs, FL 32708
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  /2

  Est $462,023 Not Listed For Sale

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

  1359 Tarflower Dr, Winter Springs, FL 32708

  1359 Tarflower Dr, Winter Springs, FL 32708
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  $16,000

  • 2 Beds
  • 2 Baths

  433 Dorado Dr, Winter Springs, FL 32708

  This home is a handyman special, with large sunroom, carport storage area with washer and dryer hookups, join the great community of Hacienda Village that features 2 swimming pools and several other amenities, pet friendly residential community.

  Todd Vagts Hacienda Village

  433 Dorado Dr, Winter Springs, FL 32708
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  /11

  $1,450 per month

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

  46 N Fairfax Ave Unit 44, Winter Springs, FL 32708

  Welcome home to this cozy 2-bedroom, 1.5-bath apartment in Winter Springs. New floors and fresh painted kitchen cabinets. Washer & Dryer hookup in unit.Enjoy living in a family-friendly community with good schools and beautiful parks like Central Winds just minutes away. You’ll love the easy access to shopping, dining, and major highways, plus a quick drive to Orlando—offering the perfect mix

  Sloane Wurl SLOANE REALTY, LLC

  46 N Fairfax Ave Unit 44, Winter Springs, FL 32708
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  $160,000 Sold Apr 25, 2025

  40 Sheoah Blvd Unit 28, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft
  • Built 1973

  Last Sold Summary

  • 29% Below List Price
  • $135/SF
  • 208 Days On Market

  Current Estimated Value $166,789

  Last Listing Agent Stephen Murphy DALTON WADE INC

  40 Sheoah Blvd Unit 28, Winter Springs, FL 32708
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  /2

  Est $419,271 Not Listed For Sale

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

  1386 Tarflower Dr, Winter Springs, FL 32708

  1386 Tarflower Dr, Winter Springs, FL 32708

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