Winter Springs, FL Homes

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  $482,500 Pending

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

  308 Michael Blake Blvd, Winter Springs, FL 32708

  Well maintained Craftsman style 2 story Bungalow home in the desirable Winter Springs Village Community. Build in 2013, move in ready, featuring 3 Bedrooms 2.5 Baths, open floor plan Living/Dining/Kitchen. Split second floor bedrooms with loft area, and walk out second floor porch overlooking wooded preservation area. The kitchen features stainless steel appliances, solid wood cabinets, reverse

  Andrew Troia KEMP REALTY GROUP

  308 Michael Blake Blvd, Winter Springs, FL 32708
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  /16

  $1,795 per month

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • House for Rent

  404 Edwin 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 $1939.90. That covers your base rent, $1795.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  404 Edwin St, Winter Springs, FL 32708
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  $440,603 Sold Jan 30, 2025

  1390 Tarflower Dr, Winter Springs, FL 32708

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

  Last Sold Summary

  • 4% Below List Price
  • $263/SF
  • 124 Days On Market

  Current Estimated Value $446,725

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

  1390 Tarflower Dr, Winter Springs, FL 32708
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  /81

  Est $431,252 Not Listed For Sale

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

  1354 Mill Stream Ln, Winter Springs, FL 32708

  1354 Mill Stream Ln, Winter Springs, FL 32708
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  /36

  $435,000

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

  934 Torrey Pine Dr, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to Greenbriar at Tuscawilla, where this beautiful 3-bedroom, 2.5-bath home enjoys direct golf course frontage on the prestigious Tuscawilla Country Club—a private club offering championship golf, tennis, pickleball, swimming, fitness facilities, and upscale dining. Inside, soaring vaulted ceilings and abundant natural light create an

  James Clark CENTURY 21 ALTON CLARK

  934 Torrey Pine Dr, Winter Springs, FL 32708
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  /15

  $2,700 per month

  • 4 Beds
  • 2 Baths
  • 1,978 Sq Ft
  • House for Rent

  115 Redtail Place, Winter Springs, FL 32708

  This beautiful 4 bed / 2 bath, 1,978 sq. ft. home located in Howell Creek Reserve is move-in ready!The property features a formal living room, a fully equipped kitchen with a breakfast bar that opens into the family room, a large master bedroom with a walk-in closet, carpet in the bedrooms, and a master bath with a separate shower and garden tub. Lawn care and community pool are included!

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  115 Redtail Place, Winter Springs, FL 32708
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  /2

  $480,000 Sold Feb 19, 2025

  1198 Gulfstar Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $210/SF
  • 82 Days On Market

  Current Estimated Value $490,638

  Last Listing Agent Jennifer Clark GLORY INTL. REAL ESTATE CO

  1198 Gulfstar Dr, Winter Springs, FL 32708
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  /2

  Est $369,797 Not Listed For Sale

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

  681 Oak Lake Ln, Winter Springs, FL 32708

  681 Oak Lake Ln, Winter Springs, FL 32708
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  /27

  $250,000

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

  498 Club Dr, Winter Springs, FL 32708

  Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs

  Joyce Gary PAINE-ANDERSON PROPERTIES, INC

  498 Club Dr, Winter Springs, FL 32708
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  /16

  $2,125 per month

  • 4 Beds
  • 2 Baths
  • 2,014 Sq Ft
  • House for Rent

  20 N 2nd St, Winter Springs, FL 32708

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  20 N 2nd St, Winter Springs, FL 32708
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  /2

  $330,000 Sold Jan 28, 2025

  870 Falkirk Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1979

  Last Sold Summary

  • $304/SF
  • 5 Days On Market

  Current Estimated Value $325,433

  Last Listing Agent Gea Gomez LPT REALTY, LLC

  870 Falkirk Dr, Winter Springs, FL 32708
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  /19

  Est $198,272 Not Listed For Sale

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

  40 Sheoah Blvd Unit 25, Winter Springs, FL 32708

  40 Sheoah Blvd Unit 25, Winter Springs, FL 32708
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  /71

  $925,000

  • 5 Beds
  • 3 Baths
  • 3,068 Sq Ft

  704 Forest View Ct, Winter Springs, FL 32708

  MAJOR PRICE REDUCTION - EXCEPTIONAL OPPORTUNITY! Welcome to a masterpiece of modern design and refined living in the prestigious Glen Eagle community of Tuscawilla. Built in 2023, this architectural re-imagining tucked away in a quiet cul-de-sac features 5-bedrooms and 3.5-baths and epitomizes luxury, sophistication, and thoughtful homage at every turn while encapsulating the modern family space.

  Walter Givens LPT REALTY, LLC

  704 Forest View Ct, Winter Springs, FL 32708
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  /7

  $1,350 per month

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft
  • House for Rent

  314 San Rafael St, Winter Springs, FL 32708

  AVAILABLE NOW! Adorable 1 bedroom, 1 bath villa with fenced area, open patio, shed, all tile flooring, washer and dryer included. Living room/dining area combined, all appliances except microwave. Enjoy the pool and tennis courts too! EQUAL HOUSING OPPORTUNITY

  Kelly Carr CFRP REALTY LLC

  314 San Rafael St, Winter Springs, FL 32708
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  /2

  $355,000 Sold Sep 12, 2025

  109 Lido Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $309/SF
  • 40 Days On Market

  Current Estimated Value $358,712

  Last Listing Agent Michael Masters HOMESMART

  109 Lido Rd, Winter Springs, FL 32708
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  /28

  Est $486,845 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  876 Wakulla Ln, Winter Springs, FL 32708

  876 Wakulla Ln, Winter Springs, FL 32708
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  /28

  $439,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  1706 Fox Glen Ct, Winter Springs, FL 32708

  Under contract-accepting backup offers. Lovely 3 bed, 2 bath ONE STORY home in the quiet, sought after Tuscawilla community! NEW A/C installed 2025. Enter this home and you're welcomed by beautiful, bamboo flooring, accented by impressive, vaulted ceilings! This comfortable home has plenty of space. Kitchen features gorgeous granite countertops, Stainless Steel appliances, NEW DISHWASHER, plenty

  Harry Kazarian STRONG FOUNDATION REALTY LLC

  1706 Fox Glen Ct, Winter Springs, FL 32708
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  /15

  $2,935 per month

  • 4 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • House for Rent

  948 March Hare Ct, Winter Springs, FL 32708

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.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 Want to tour on your own? Click the “Self

  948 March Hare Ct, Winter Springs, FL 32708
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  /2

  $340,000 Sold Dec 10, 2025

  3895 Biscayne Dr, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,222 Sq Ft
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • $153/SF
  • 21 Days On Market

  Last Listing Agent Ronald Ryder RICHARD PETERS REALTY LLC

  3895 Biscayne Dr, Winter Springs, FL 32708
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  /18

  Est $250,249 Not Listed For Sale

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

  615 Casa Park Ct N, Winter Springs, FL 32708

  615 Casa Park Ct N, Winter Springs, FL 32708
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  /51

  $1,350,000

  • 4 Beds
  • 4.5 Baths
  • 3,627 Sq Ft

  624 Canopy Estates Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Enter a home that feels like a quiet triumph. Every curve, every beam, every room of this award-winning Sanibel model defines timeless luxury and refined design. Known as The Castle, this French Country–inspired masterpiece earned Best Model Home in Florida and the Parade of Homes Grand Award,

  Sean Spencer PREMIER SOTHEBYS INT'L REALTY

  624 Canopy Estates Dr, Winter Garden, FL 34787
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  /6

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft
  • House for Rent

  732 Willow Dr, Winter Springs, FL 32708

  Spacious 2 bedrooms 2 baths. Central location! Easy access to all area roadways, schools, shopping, doctors and dining. This home features a convenient carport and garage. No evictions, no section 8.

  maria vega THE EXPERTS TEAM REALTY INC

  732 Willow Dr, Winter Springs, FL 32708
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  /2

  $240,000 Sold Sep 23, 2025

  609 Casa Park Ct N, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $208/SF
  • 59 Days On Market

  Current Estimated Value $243,176

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  609 Casa Park Ct N, Winter Springs, FL 32708
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  /30

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,674 Sq Ft

  7 N Edgemon Ave Unit 7-9, Winter Springs, FL 32708

  7 N Edgemon Ave Unit 7-9, Winter Springs, FL 32708
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  /19

  $20,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  153 Hacienda Dr, Winter Springs, FL 32708

  Remodeled 2 bedroom/2bath beautiful condition with updated features. Porch with vaulted ceiling & a finished look with wall A/C. Newer windows, Great working kitchen. Oversized storage shed. Room for a flower garden or other plants of your choice. Hacienda Village is a Legacy Community with base rent of $1025. Located close to major Highways, shopping restaurants. Close to Fire stations, Police &

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  153 Hacienda Dr, Winter Springs, FL 32708
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  /20

  $1,899 per month

  • 3 Beds
  • 2.5 Baths
  • 1,468 Sq Ft
  • House for Rent

  303 Freedom's Ring Dr, Winter Springs, FL 32708

  **Split the payment — You reserve the new home by paying 50% of the security deposit now, and the remaining balance before move-in.**Experience the ideal combination of comfort and convenience at this delightful property situated at 303 Freedoms Ring Dr. This home features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, all within 1468 square feet. It offers a variety of kitchen

  303 Freedom's Ring Dr, Winter Springs, FL 32708
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  /2

  $670,000 Sold Oct 08, 2025

  701 Palenci Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,489 Sq Ft
  • Built 1999

  Last Sold Summary

  • 21% Below List Price
  • $192/SF
  • 185 Days On Market

  Last Listing Agent Chuck Valence VALENCE REALTY GROUP

  701 Palenci Ct, Winter Springs, FL 32708
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  /49

  Est $882,923 Not Listed For Sale

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

  656 Fanning Dr, Winter Springs, FL 32708

  656 Fanning Dr, Winter Springs, FL 32708
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  /52

  $499,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft

  1230 Spotted Sandpiper Loop, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to this stunning tri-level townhouse featuring 4 bedrooms, 3.5 bathrooms, and a thoughtfully designed open-concept layout that combines modern elegance with everyday functionality. Built in 2022, LIKE NEW! From the moment you enter, you’ll be greeted by warm wood-look tile flooring, designer lighting, and a neutral color palette that flows

  Jeavanna Lanza PA EXP REALTY LLC

  1230 Spotted Sandpiper Loop, Winter Springs, FL 32708
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  /25

  $2,500 per month

  • 3 Beds
  • 3.5 Baths
  • 1,854 Sq Ft
  • Townhouse for Rent

  203 Mcleods Way, Winter Springs, FL 32708

  This lovely and very spacious 3-bedroom/3.5-bath/2-car garage townhome is freshly painted and professionally cleaned is located in the beautiful Lake Jessup community with water front view features upgraded cabinets, stainless steel appliances, breakfast bar, granitecounter tops in the kitchen and bathrooms, ceramic tile and wood flooring throughout, very spacious open floor plan, large

  Arlene Cowan EATON REALTY SERVICES

  203 Mcleods Way, Winter Springs, FL 32708
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  /2

  $125,000 Sold Dec 04, 2025

  30 Moree Loop Unit 37, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $89/SF
  • 15 Days On Market

  Last Listing Agent Debbi Jones COLDWELL BANKER REALTY

  30 Moree Loop Unit 37, Winter Springs, FL 32708
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  /28

  Est $318,930 Not Listed For Sale

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

  367 Innisbrook Ln, Winter Springs, FL 32708

  367 Innisbrook Ln, Winter Springs, FL 32708
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  /36

  $272,500

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

  1340 Delaney Dr, Winter Springs, FL 32708

  Welcome to 1340 Delaney Drive, a move-in-ready home nestled in the heart of Winter Springs, FL. This beautifully maintained 3-bedroom, 2-bath residence offers 1,420 square feet of smartly designed living space, featuring a desirable split-bedroom floor plan that perfectly balances privacy and function. Step inside to discover a bright and neutral interior complemented by stunning laminate floors

  Todd Schroth EXP REALTY LLC

  1340 Delaney Dr, Winter Springs, FL 32708
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  /15

  $2,265 per month

  • 4 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • House for Rent

  543 Willow Way, 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 $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  543 Willow Way, Winter Springs, FL 32708
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  /2

  $710,000 Sold Jun 16, 2025

  965 Talon Place, Winter Springs, FL 32708

  • 5 Beds
  • 4.5 Baths
  • 3,273 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $217/SF
  • 64 Days On Market

  Current Estimated Value $726,309

  Last Listing Agent Benondre Cerezo COLDWELL BANKER REALTY

  965 Talon Place, Winter Springs, FL 32708
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  /15

  Est $294,600 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,306 Sq Ft

  1333 Heritage Commons Dr, Winter Springs, FL 32708

  1333 Heritage Commons Dr, Winter Springs, FL 32708
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  /57

  $49,900

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  87 Bonita Cir, Winter Springs, FL 32708

  Beautiful home - Updated in 2022. Open and very unique. Nice Screened in Porch, Situated at the end of a Cul-de-sac. Hacienda is a legacy community 55+ - A lot of Amenities- 2 pools, pickleball court, putt-putt, doggy park and more

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  87 Bonita Cir, Winter Springs, FL 32708
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  /24

  $1,995 per month

  • 3 Beds
  • 2 Baths
  • 1,102 Sq Ft
  • House for Rent

  227 San Gabriel St, Winter Springs, FL 32708

  This charming 3-bedroom, 2-bathroom home located in the heart of Winter Springs, FL. The interior features a modern kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers tile and laminate wood flooring throughout, washer and dryer hookups inside the home, and a neutral color palette that complements any décor.

  Karla Arcelay TRUSTHOME PROPERTIES INC

  227 San Gabriel St, Winter Springs, FL 32708
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  /2

  $327,500 Sold Oct 20, 2025

  1221 La Mesa Ave, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $231/SF
  • 27 Days On Market

  Last Listing Agent Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY

  1221 La Mesa Ave, Winter Springs, FL 32708
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  /48

  Est $445,222 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,789 Sq Ft

  572 Buckhorn Dr, Winter Springs, FL 32708

  572 Buckhorn Dr, Winter Springs, FL 32708

Showing Results 81 - 120, Page 3 of 18