Winter Springs, FL Homes

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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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  $2,295 per month

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft
  • House for Rent

  880 Chokecherry 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 $2559.90. That covers your base rent, $2295.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  880 Chokecherry Dr, Winter Springs, FL 32708
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  $256,500 Sold Feb 18, 2025

  310 Winter Green Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $233/SF
  • 9 Days On Market

  Current Estimated Value $258,394

  Last Listing Agent Moe Mossa SAVVY AVENUE, LLC

  310 Winter Green Dr, Winter Springs, FL 32708
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  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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  $210,000

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

  30 Moree Loop Unit 39, Winter Springs, FL 32708

  Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined streets, scenic walking trails, and resort-style amenities. This stylish home offers approximately 1,400 square feet of updated living space designed for comfort and low-maintenance living. Inside, you’ll find a fully remodeled

  Casey Irwin PARK VIEW REALTY INC

  30 Moree Loop Unit 39, Winter Springs, FL 32708
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  $2,195 per month

  • 3 Beds
  • 3 Baths
  • 1,697 Sq Ft
  • Townhouse for Rent

  600 Northern Way Unit 1001, Winter Springs, FL 32708

  Welcome home to this very spacious townhome. As you walk into your new home, you will feel welcomed by a very open kitchen and living area. The kitchen features stainless steel appliances, upgraded cabinets, and beautiful granite countertops. One of the bedrooms is on the 1st floor with an attached full bathroom. Upstairs, you will find two Master bedrooms. each with their own bathrooms. The home

  Melissa Dietz Levering TRUSTHOME PROPERTIES INC

  600 Northern Way Unit 1001, Winter Springs, FL 32708
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  $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

  Last Listing Agent Milton Figueroa FIGLOFT INC

  207 Bitterwood St, Winter Springs, FL 32708
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  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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  /5

  $90,000

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  624 Bonita Rd, Winter Springs, FL 32708

  Foreclosure Auction Ends December 04, 2025 at 11:00 AM EST. Comfortable 3-bedroom, 2-bath home with an open design, updated finishes, and a relaxing patio in a quiet residential area. Sold As-is. Explore more details and submit your bid through Federa Home App.

  Jamie Boone Federa

  

  624 Bonita Rd, Winter Springs, FL 32708
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  /17

  $2,610 per month

  • 3 Beds
  • 3 Baths
  • 2,088 Sq Ft
  • House for Rent

  714 Boysenberry Ct, 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 $2874.90. That covers your base rent, $2610.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  714 Boysenberry Ct, Winter Springs, FL 32708
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  $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 $376,914

  Last Listing Agent Paul P. Partyka PARTYKA GROUP INC

  1109 Gator Ln, Winter Springs, FL 32708
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  Est $507,262 Not Listed For Sale

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

  1418 Blumberg Blvd, Winter Springs, FL 32708

  1418 Blumberg Blvd, Winter Springs, FL 32708
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  $39,900

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  346 Casa Grande Dr, Winter Springs, FL 32708

  Beautiful well-kept home-Peaceful backyard, screened in porch, carport with storage shed & laundry facilities. Freshly painted inside. Location: Major Roads nearby about 45 minutes to Beaches & Parks. There are lots of amenities including 2 pools, (1 heated), Pickel ball, Putt Putt, Doggy Park and more. Plenty of activities for all. Base rent is 1025. ( average rent is $1200 which includes a

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  346 Casa Grande Dr, Winter Springs, FL 32708
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  /20

  $2,099 per month

  • 3 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Townhouse for Rent

  118 Philadelphia Way, Winter Springs, FL 32708

  Great opportunity to live in Winter Springs! Located in the highly sought after, Heritage Park gated community. Interior features include: 3 beds/2.5 bathrooms, living area, separate dining area, large loft/office space upstairs, outdoor patio, and one car garage for parking with additional driveway parking as well. Exterior features include: gated community, pool, and play ground. Conveniently

  Calley Dittmer ALL COUNTY CFL PROPERTY MGMT

  118 Philadelphia Way, Winter Springs, FL 32708
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  $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 GAFF'S REALTY COMPANY

  348 San Rafael St Unit 348, Winter Springs, FL 32708
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  Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,293 Sq Ft

  660 Macduff Ln, Winter Springs, FL 32708

  660 Macduff Ln, Winter Springs, FL 32708
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  /35

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,089 Sq Ft

  270 San Gabriel St, Winter Springs, FL 32708

  Home for the Holidays! Welcome to 270 San Gabriel Street in Winter Springs, Florida — this home perfectly blends comfort, style, and the easygoing "Florida" lifestyle. A well-cared-for, single-story residence featuring vaulted ceilings and an open great-room plan that creates a bright, spacious feel throughout. The home’s neutral décor and ceramic tile flooring make it move-in ready, and all

  Alie Gattis MAINFRAME REAL ESTATE

  270 San Gabriel St, Winter Springs, FL 32708
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  $2,080 per month

  • 4 Beds
  • 3 Baths
  • 1,638 Sq Ft
  • House for Rent

  130 N Edgemon 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 $2224.90. That covers your base rent, $2080.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  130 N Edgemon Ave, Winter Springs, FL 32708
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  $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

  Last Listing Agent Erin Tompkins COLDWELL BANKER RESIDENTIAL RE

  1106 W Winged Foot Cir, Winter Springs, FL 32708
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  Est $245,326 Not Listed For Sale

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

  602 Casa Park Ct E, Winter Springs, FL 32708

  602 Casa Park Ct E, Winter Springs, FL 32708
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  $232,000 Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,130 Sq Ft

  411 Green Spring Cir, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. AS-IS Opportunity in the Vineyards of Mount Greenwood! This 3-bedroom, 1.5-bath townhome in Winter Springs is a true handyman’s special ideal for investors and first-time buyers looking to build equity. Inside, you’ll find a spacious living and dining area, kitchen, half bath, and extra storage under the stairs, while sliding glass doors open to a

  Sarita Cabrera WATSON REALTY CORP

  411 Green Spring Cir, Winter Springs, FL 32708
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  /16

  $2,190 per month

  • 3 Beds
  • 2.5 Baths
  • 1,484 Sq Ft
  • House for Rent

  1714 Fox Glen Ct, Winter Springs, FL 32708

  Welcome to this charming 3 bedroom 2 bathroom single family home in winter Springs, Florida with fresh new paint and granite countertop in the kitchen. the enclosed porch and private backyard is a place for you to relax and enjoy your weekends and evenings. HOA takes care of the of the yard for you. Beautiful club house with swimming pool/ jacuzzi and exercise room is all included in the rent.

  Armin Mossaddad SAND DOLLAR REALTY GROUP INC

  1714 Fox Glen Ct, Winter Springs, FL 32708
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  $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 $254,278

  Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

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

  Est $685,522 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,925 Sq Ft

  544 Buckhorn Dr, Winter Springs, FL 32708

  544 Buckhorn Dr, Winter Springs, FL 32708
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  $49,900

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft

  367 Casa Grande Ct, Winter Springs, FL 32708

  Hacienda Village 2 bedroom/ 2 bath well maintained home. 1358 Sq ft of heated area. Very spacious home! Great Layout. Nice Size Storage Living Room, Dining Rm, family rm, Breakfast Bar in Kitchen, Large screened in porch. On a circle-Great Lot in Phase III. Hacienda Village, A Legacy Community 55+ Monthly Lot Rent $1025. New/Newer Amenities. Close to major Highways, Shopping, Medical,

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  367 Casa Grande Ct, Winter Springs, FL 32708
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  /16

  $2,810 per month

  • 3 Beds
  • 2.5 Baths
  • 2,136 Sq Ft
  • House for Rent

  783 Evert Ct, 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

  783 Evert Ct, Winter Springs, FL 32708
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  $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 $384,784

  Last Listing Agent David Gallup RE/MAX 200 REALTY

  622 Alton Rd, Winter Springs, FL 32708
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  /27

  Est $563,987 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft

  1452 Rushing Rapids Way, Winter Springs, FL 32708

  1452 Rushing Rapids Way, Winter Springs, FL 32708
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  /18

  $374,900

  • 4 Beds
  • 2 Baths
  • 1,312 Sq Ft

  113 Lido Rd, Winter Springs, FL 32708

  Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real

  Nicole Anderson HD REALTY LLC

  113 Lido Rd, Winter Springs, FL 32708
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  $1,990 per month

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • House for Rent

  302 Bridie Ct, Winter Springs, FL 32708

  3 Bedroom, 2 1/2 Bath Single Family Home For Rent in Winter Springs, FL 32708. Range, Refrigerator, D/W, Disposal, Central Heat and A/C.

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  302 Bridie Ct, Winter Springs, FL 32708
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  $410,000 Sold Jul 22, 2025

  640 Sailfish Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Built 1981

  Last Sold Summary

  • $290/SF
  • 12 Days On Market

  Current Estimated Value $407,414

  Last Listing Agent Richard Patterson PATTERSON REALTY

  640 Sailfish Rd, Winter Springs, FL 32708
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  Est $570,160 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,545 Sq Ft

  1374 Brave Wolf Point, Winter Springs, FL 32708

  1374 Brave Wolf Point, Winter Springs, FL 32708
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  /21

  $334,900

  • 2 Beds
  • 2 Baths
  • 1,251 Sq Ft

  756 Dunlap Cir, Winter Springs, FL 32708

  Located off of Tuskawilla Road and convenient to local schools, shopping and dining, with easy access to Red Bug Road, 434, 426 (Aloma), and the 417 (Greenway). This property has been immaculately maintained with upgrades throughout the property to include an updated eat-in kitchen with a large breakfast bar, spacious living room, nicely appointed bathrooms, primary bedroom with walk-in closet,

  Christopher Calise REAL PROPERTY MANAGEMENT AND REALTY

  756 Dunlap Cir, Winter Springs, FL 32708
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  /20

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • House for Rent

  215 Shore Rd, Winter Springs, FL 32708

  HOME FOR THE HOLIDAYS MOVE-IN SAVINGS! Get a $750 Amazon gift card — perfect for holiday splurging! Receive 1 MONTH FREE RENT — a little extra cheer (and savings!) for the season! Plus, $0 application fees. Hurry—offer ends December 31, 2025! ***Advertised promotions will be issued in the form of a credit on your ledger at move-in and eligible for use on your first full months rent or after! If

  215 Shore Rd, Winter Springs, FL 32708
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  $750,000 Sold Jul 14, 2025

  1113 Black Acre Trail, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 2,811 Sq Ft
  • Built 1972

  Last Sold Summary

  • 12% Below List Price
  • $267/SF
  • 60 Days On Market

  Current Estimated Value $751,827

  Last Listing Agent Alamgir Wali SPECTRUM PROPERTY GROUP LLC

  1113 Black Acre Trail, Winter Springs, FL 32708
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  Est $579,718 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft

  1447 Rushing Rapids Way, Winter Springs, FL 32708

  1447 Rushing Rapids Way, Winter Springs, FL 32708
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  /18

  $926,160

  • 4 Beds
  • 3 Baths
  • 3,284 Sq Ft

  981 Tuskawilla Trail, Winter Springs, FL 32708

  Beautiful single-family home located in Winter Springs with stunning lake views. This spacious property features 4 bedrooms, 3 bathrooms, and an open floor plan ideal for comfortable living and entertaining. Enjoy peaceful water views from the backyard, a private pool, and a large lot offering privacy and space. Property will be vacant after January 30. Conveniently located near shopping, dining,

  Marisela Barazarte Moron LA ROSA REALTY PREMIER LLC

  981 Tuskawilla Trail, Winter Springs, FL 32708
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  $1,125 per month

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

  181 Garden Dr, Winter Springs, FL 32708

  181 Garden Dr. Winter Springs - Two story townhouse with two bedroom 1 1/2 bath, all bedrooms upstairs. Large back & Front yard. Minutes away from 17-92 and SR 417.

  Courtney Davis ABSOLUTE REALTY GROUP, LLC

  181 Garden Dr, Winter Springs, FL 32708
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  $737,000 Sold Dec 19, 2025

  709 Windwillow Cir, Winter Springs, FL 32708

  • 5 Beds
  • 5 Baths
  • 3,407 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 11 Days On Market

  Last Listing Agent Stephen Nall WATERMAN REAL ESTATE, INC.

  709 Windwillow Cir, Winter Springs, FL 32708
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  Est $410,019 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,068 Sq Ft

  1181 Orange Ave, Winter Springs, FL 32708

  1181 Orange Ave, Winter Springs, FL 32708

Showing Results 201 - 240, Page 6 of 18