Winter Springs, FL Homes

• 

  

  

  /25

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft

  221 Albert St, Winter Springs, FL 32708

  This 4-bedroom, 2-bath home offers 1,983 sq. ft. of living space with an open layout connecting the family room, dining, and kitchen areas. The kitchen features a skylight and a peninsula that opens seamlessly to the family room, while a Florida room connects directly from the kitchen and leads out to the backyard deck with a 12x12 hardtop gazebo that conveys. Both bathrooms also have skylights,

  David Zambrano REDFIN CORPORATION

  221 Albert St, Winter Springs, FL 32708
• 

  

  

  /20

  $2,799 per month

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • House for Rent

  921 Oak Forest Dr, 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 $3063.90. That covers your base rent, $2799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  921 Oak Forest Dr, Winter Springs, FL 32708
• 

  

  /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 $360,091

  Last Listing Agent Michael Masters HOMESMART

  109 Lido Rd, Winter Springs, FL 32708
• 

  

  /2

  Est $190,509 Not Listed For Sale

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

  429 Sheoah Blvd Unit 2, Winter Springs, FL 32708

  429 Sheoah Blvd Unit 2, Winter Springs, FL 32708
• 

  

  

  /18

  $383,091 New Construction

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

  1264 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

  1264 Crab Apple Ln, Winter Springs, FL 32708
• 

  

  /23

  $1,875 per month

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Condo for Rent

  600 Northern Way Unit 506, Winter Springs, FL 32708

  Stunning 2BR/2BA Condo in Gated Tuscany Place – Steps from Trotwood Park! Experience low-maintenance luxury in this spacious 2-bedroom, 2-bathroom condo located on a second floor. Brand new bathroom cabinets, kitchen is well-appointed with BRAND NEW modern cabinetry, QUARTZ countertops, stylish backsplash and Stainless Steel Appliances, perfect for home chefs featuring an inviting private

  Veronica Ochoa PR REAL ESTATE SERVICES

  600 Northern Way Unit 506, Winter Springs, FL 32708
• 

  /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
• 

  /2

  Est $377,558 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  850 Caneel Bay Terrace, Winter Springs, FL 32708

  850 Caneel Bay Terrace, Winter Springs, FL 32708
• 

  

  /36

  $395,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  678 Wishaw Ln, Winter Springs, FL 32708

  Welcome to your renovated home in the great Winter Springs location! This home features 3 bed/2 bath, ceramic title throughout the entire home. New kitchen with granite countertops and brand-new stainless-steel appliances. A large fireplace in the living room gives the home a cozy environment. Renovated bathrooms with new vanities and granite countertops. The renovation also includes modern

  Alejandro Rodriguez AROD PARTNERS REALTY

  678 Wishaw Ln, Winter Springs, FL 32708
• 

  

  /19

  $2,610 per month

  • 3 Beds
  • 2.5 Baths
  • 1,991 Sq Ft
  • House for Rent

  769 Kissimmee Place, 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 $2754.90. That covers your base rent, $2610.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  769 Kissimmee Place, Winter Springs, FL 32708
• 

  /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
• 

  /2

  Est $499,804 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,147 Sq Ft

  649 Blenheim Loop, Winter Springs, FL 32708

  649 Blenheim Loop, Winter Springs, FL 32708
• 

  

  /28

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,737 Sq Ft

  709 Sailfish Rd, Winter Springs, FL 32708

  Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home

  Wayne Mottley ELEGANT REALTY LLC

  709 Sailfish Rd, Winter Springs, FL 32708
• 

  

  /28

  $1,980 per month

  • 3 Beds
  • 2.5 Baths
  • 1,602 Sq Ft
  • Townhouse for Rent

  629 Pinebranch Cir, Winter Springs, FL 32708

  This must-see townhouse has an open kitchen with ceramic tile flooring, a snack bar, and all your essential appliances.The living room is flooded with natural light from the 2 sliding doors leading to the open patio with a pond where you can relax with a water fountain view shaded by cypress trees. All bedrooms are conveniently located upstairs, The master suite offers an oversize bathtub,

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  629 Pinebranch Cir, Winter Springs, FL 32708
• 

  /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

  Current Estimated Value $695,429

  Last Listing Agent Chuck Valence VALENCE REALTY GROUP

  701 Palenci Ct, Winter Springs, FL 32708
• 

  /2

  Est $660,770 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,908 Sq Ft

  1246 Stone Harbour Rd, Winter Springs, FL 32708

  1246 Stone Harbour Rd, Winter Springs, FL 32708
• 

  

  /12

  $397,093 New Construction

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

  1272 Crab Apple Ln, Winter Springs, FL 32708

  The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living

  Mattamy Homes Builder

  1272 Crab Apple Ln, Winter Springs, FL 32708
• 

  

  /5

  $2,749 per month

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

  3871 Biscayne Dr, 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 $3013.90. That covers your base rent, $2749.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  3871 Biscayne Dr, Winter Springs, FL 32708
• 

  /2

  $1,320,000 Sold Feb 05, 2026

  624 Canopy Estates Dr, Winter Garden, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 3,627 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $364/SF
  • 76 Days On Market

  Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

  624 Canopy Estates Dr, Winter Garden, FL 34787
• 

  /2

  Est $469,962 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  1392 Congressional Ct, Winter Springs, FL 32708

  1392 Congressional Ct, Winter Springs, FL 32708
• 

  

  /18

  $402,189 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
• 

  

  /8

  $1,200 per month

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

  1409 Madrid Way Unit B, Winter Springs, FL 32708

  Introducing a cozy studio for rent! This charming space features shared access to a washer and dryer with the main unit, making laundry a breeze. Plus, you'll enjoy the convenience of having electricity and water included in the rent. Located in a well-maintained building shared with a friendly 3/2 unit, this home offers comfort and quality in every detail. Close to shopping, restaurants and

  Randy Pierre LEMUEL PROPERTY MANAGEMENT LLC

  1409 Madrid Way Unit B, Winter Springs, FL 32708
• 

  /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
• 

  

  /17

  Est $388,530 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  564 Jesup Springs Ln, Winter Springs, FL 32708

  564 Jesup Springs Ln, Winter Springs, FL 32708
• 

  

  /12

  $404,990 New Construction

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

  1304 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

  1304 Crab Apple Ln, Winter Springs, FL 32708
• 

  

  /19

  $2,545 per month

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • House for Rent

  320 Macgregor Rd, 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

  320 Macgregor Rd, Winter Springs, FL 32708
• 

  /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 $727,294

  Last Listing Agent Benondre Cerezo COLDWELL BANKER REALTY

  965 Talon Place, Winter Springs, FL 32708
• 

  

  /33

  Est $464,260 Not Listed For Sale

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

  368 Michael Blake Blvd, Winter Springs, FL 32708

  368 Michael Blake Blvd, Winter Springs, FL 32708
• 

  

  /13

  $389,990 New Construction

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

  Catalina Plan at Hickory Grove, Winter Springs, FL 32708

  The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living

  Mattamy Homes Builder

  1458 Blumberg Blvd Unit 36468370, Winter Springs, FL 32708
• 

  

  /35

  $1,950 per month

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

  154 Tuskawilla Rd Unit 224, Winter Springs, FL 32708

  Wow! Talk about location! This apartment is situated in the lovely Winter Springs Town Center! The convenience of walking to Publix for shopping or going right across the street to Aldi is yours! The center has many shops, stores and restaurants ranging from Mexican to Italian, sushi or subs! There is also Spill(wine bar) that you can walk to and enjoy wine, beer, bites, and entertainment on some

  Deborah Morgan OPTIMA REAL ESTATE

  154 Tuskawilla Rd Unit 224, Winter Springs, FL 32708
• 

  /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

  Current Estimated Value $332,260

  Last Listing Agent Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY

  1221 La Mesa Ave, Winter Springs, FL 32708
• 

  

  /46

  Est $782,720 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,286 Sq Ft

  202 Lemonleaf Ln, Oviedo, FL 32765

  202 Lemonleaf Ln, Oviedo, FL 32765
• 

  

  /12

  $399,007 New Construction

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

  1268 Crab Apple Ln, Winter Springs, FL 32708

  The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living

  Mattamy Homes Builder

  1268 Crab Apple Ln, Winter Springs, FL 32708
• 

  

  /15

  $2,799 per month

  • 4 Beds
  • 3 Baths
  • 2,256 Sq Ft
  • House for Rent

  264 Tavestock Loop, 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 $2943.90. That covers your base rent, $2799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  264 Tavestock Loop, Winter Springs, FL 32708
• 

  /2

  $499,000 Sold Dec 29, 2025

  1230 Spotted Sandpiper Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Built 2023

  Last Sold Summary

  • $212/SF
  • 5 Days On Market

  Last Listing Agent Jeavanna Lanza PA EXP REALTY LLC

  1230 Spotted Sandpiper Loop, Winter Springs, FL 32708
• 

  /2

  Est $375,412 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,844 Sq Ft

  368 Innisbrook Ln, Winter Springs, FL 32708

  368 Innisbrook Ln, Winter Springs, FL 32708
• 

  

  /77

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,334 Sq Ft

  1204 Swan St, Winter Springs, FL 32708

  Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door shower, kitchen, living room, family room, huge Florida room, huge enclosed pool, 2 car garage, enclosed out door kitchen, game room, storage. Close to major Roads, sipping centers, , schools, hospitals, 17 minutes to Sanford Airport, 11 minutes to Oviedo mall, 20 minutes to UCF. 20 minutes to Orlando Health

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  1204 Swan St, Winter Springs, FL 32708
• 

  

  /36

  $1,950 per month

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

  154 Tuskawilla Rd Unit 204, Winter Springs, FL 32708

  Wow! Talk about location! This apartment is situated in the lovely Winter Springs Town Center! The convenience of walking to Publix for shopping or going right across the street to Aldi is yours! The center has many shops, stores and restaurants ranging from Mexican to Italian, sushi or subs! There is also Spill(wine bar) that you can walk to and enjoy wine, beer, bites, and entertainment on some

  Deborah Morgan OPTIMA REAL ESTATE

  154 Tuskawilla Rd Unit 204, Winter Springs, FL 32708
• 

  /2

  $295,000 Sold Feb 20, 2025

  717 Glasgow Ct Unit 717, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft
  • Built 1975

  Last Sold Summary

  • $186/SF
  • 8 Days On Market

  Current Estimated Value $286,589

  Last Listing Agent Travis Lewis GECKO REALTY, INC

  717 Glasgow Ct Unit 717, Winter Springs, FL 32708
• 

  

  /63

  Est $373,359 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,732 Sq Ft

  365 Old Farm Ln, Winter Springs, FL 32708

  365 Old Farm Ln, Winter Springs, FL 32708

Showing Results 81 - 120, Page 3 of 18