Winter Springs, FL Homes

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  $573,448

  • 4 Beds
  • 3.5 Baths
  • 2,502 Sq Ft

  1421 Happy Bird Ln, Winter Springs, FL 32708

  Welcome home! Fall in love this welcoming two-story home that features 4 bedrooms and 3.5 bathrooms, perfectly positioned across from the Cross Seminole Trail. Start your day with a cup of coffee on the charming covered front porch, where you can take in the refreshing breeze and picturesque views of the 13-mile trail that winds through Seminole County and connects to other scenic trails. Step

  

  Brent DeHoop

  RE/MAX ASSURED

  (321) 218-3692

  1421 Happy Bird Ln, Winter Springs, FL 32708
• Explore Winter Springs

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  /31

  Starting at $1,620

  Total Monthly Price

  • 1 - 3 Beds

  440 Courtney Springs Cir, Winter Springs, FL 32708

  Legends Winter Springs effortlessly combines exceptional service with outstanding features to provide the ultimate living experience. Located near upscale shopping and entertainment, your home is minutes to Lake Jessup and the excitement of downtown Orlando. Enjoy the peaceful, relaxing atmosphere of Legends Winter Springs. Please call for an appointment today.

  Legends Winter Springs

  (321) 415-9571

  

  440 Courtney Springs Cir, Winter Springs, FL 32708
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  $334,000 Sold May 16, 2025

  131 Heritage Park St, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $177/SF
  • 6 Days On Market

  Current Estimated Value $344,355

  Last Listing Agent Cindy Davila IAD FLORIDA LLC

  131 Heritage Park St, Winter Springs, FL 32708
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  Not Listed For Sale

  218 Perth Ct Unit A, Winter Springs, FL 32708

  • 6 Beds
  • 4 Baths
  • 2,293 Sq Ft
  • Built 1979

  218 Perth Ct Unit A, Winter Springs, FL 32708

  Last Sold Summary

  • $218/SF
  • 18 Days On Market

  • Last Sold Price $500,000
  • Apr 25, 2025

  Last Listing Agent Jacqueline Chung HOUSE HUNTING IN FLORIDA LLC
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  $838,500

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft

  1444 Bird Rd, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula – Welcome to your fully reimagined lakefront retreat at 1444 Bird Road in the heart of Winter Springs. Nestled along the serene shores of Lake Tony, this highly detailed, professionally rehabbed home blends modern luxury with timeless Florida charm. From the moment you arrive,

  

  Bobby Keen

  KEEN REALTY GROUP, INC.

  (321) 325-3174

  1444 Bird Rd, Winter Springs, FL 32708
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  /111

  Starting at $1,116 Per Month

  • 1 - 2 Beds

  1 Laurel Oaks Dr, Winter Springs, FL 32708

  Experience resort-style living at The Avenues at Winter Springs! Our pet-friendly community offers spacious 1, 2, and 3-bedroom apartment homes with modern finishes and everyday conveniences.Enjoy amenities like a resort-style pool with sundeck, 24-hour fitness and wellness center, tennis court, playground, and leash-free pet park. Stay connected with 400 Mbps internet, and take advantage

  The Avenues at Winter Springs

  (689) 207-3518

  

  1 Laurel Oaks Dr, Winter Springs, FL 32708
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  $482,500 Sold Nov 05, 2025

  1322 Swift Creek Way, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Below List Price
  • $270/SF
  • 18 Days On Market

  Current Estimated Value $482,627

  Last Listing Agent Jason Eckmann JECK ENTERPRISES LLC

  1322 Swift Creek Way, Winter Springs, FL 32708
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  Not Listed For Sale

  131 Garden Dr, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 3,600 Sq Ft
  • Built 1982

  131 Garden Dr, Winter Springs, FL 32708

  Last Sold Summary

  • $215/SF
  • 101 Days On Market

  • Last Sold Price $775,000
  • May 05, 2025

  Last Listing Agent Moe Mossa SAVVY AVENUE, LLC
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  $450,000 Pending

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

  1059 Cedar Bay Ln, Winter Springs, FL 32708

  Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and

  

  Carla Robles

  WATSON REALTY CORP

  (689) 265-4734

  1059 Cedar Bay Ln, Winter Springs, FL 32708
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  Starting at $1,550 Per Month

  • 1 - 3 Beds

  150 Bear Springs Dr, Winter Springs, FL 32708

  RiZE at Winter Springs is located in Winter Springs, Florida. We offer sixteen floor plans with one, two, and three bedroom apartment homes for rent. Apartment features include 9-foot ceilings, ceiling fans, central air and heating, a coat closet, vinyl plank flooring, walk-in closets, washer and dryer in home, an all-electric kitchen with a breakfast bar, a refrigerator, and a pantry.All

  RIZE at Winter Springs

  (321) 348-6688

  

  150 Bear Springs Dr, Winter Springs, FL 32708
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  $630,000 Sold Oct 24, 2025

  1118 Winter Springs Blvd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft
  • Built 1979

  Last Sold Summary

  • $269/SF
  • 3 Days On Market

  Current Estimated Value $612,054

  Last Listing Agent Rick Cole KELLER WILLIAMS WINTER PARK

  1118 Winter Springs Blvd, Winter Springs, FL 32708
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  Est $405,798 Not Listed For Sale

  1319 Tarflower Dr, Winter Springs, FL 32708

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

  1319 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Above List Price
  • $272/SF
  • 30 Days On Market

  • Last Sold Price $402,020
  • May 05, 2025

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $398,500

  • 3 Beds
  • 2.5 Baths
  • 1,721 Sq Ft

  622 Anhinga Rd, Winter Springs, FL 32708

  NEW ROOF 2026, HVAC 2017–2018, and water heater 2022, giving buyers peace of mind from day one. This 3-bedroom, 2.5-bathroom home offers over 1,700 sqft of living space in a top-rated Seminole County school zone. The layout is highly desirable with the primary bedroom downstairs, featuring a spacious walk-in closet and a large private bathroom with dual vanities, separate shower, soaking tub, and

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 450-8473

  622 Anhinga Rd, Winter Springs, FL 32708
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  Starting at $1,564 Per Month

  • 1 - 3 Beds

  990 English Town Ln, Winter Springs, FL 32708

  Indulge in the luxury of living where others vacation at The Eli Winter Springs! Our community offers resort-class amenities and exceptional service to pamper residents. With a rich array of amenities, picturesque landscapes featuring swaying palm trees and tranquil waters, you can enjoy a paradise lifestyle. Conveniently located with easy access to 417, the Oviedo Marketplace, and major

  The Eli Winter Springs

  (689) 220-7931

  

  990 English Town Ln, Winter Springs, FL 32708
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  $360,000 Sold Sep 05, 2025

  171 Mcleods Way, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 1,854 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $194/SF
  • 89 Days On Market

  Current Estimated Value $367,051

  Last Listing Agent Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

  171 Mcleods Way, Winter Springs, FL 32708
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  Est $253,303 Not Listed For Sale

  606 Casa Park I Ct, Winter Springs, FL 32708

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

  606 Casa Park I Ct, Winter Springs, FL 32708

  Last Sold Summary

  • $219/SF
  • 52 Days On Market

  • Last Sold Price $253,000
  • May 05, 2025

  Last Listing Agent Partha Vustepalli CHARLES RUTENBERG REALTY ORLANDO
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  $775,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,718 Sq Ft

  648 Fanning Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. NEW PRICE! Welcome to 648 Fanning Drive in Winter Springs, a beautifully maintained 5 bedroom, 4 bathroom home offering 3,718 square feet of thoughtfully designed living space, a highly functional triple split floor plan, and significant recent upgrades including a brand new roof installed in 2025 and a new HVAC system with integrated dehumidifier installed

  

  Amanda Miller

  RE/MAX CENTRAL REALTY

  (321) 485-7913

  648 Fanning Dr, Winter Springs, FL 32708
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  Starting at $1,199 Per Month

  • 1 - 3 Beds

  300 Sheoah Blvd, Winter Springs, FL 32708

  Find the life of sophistication and style that awaits you at Seville on the Green. Our Winter Springs community is nestled in the Highland Residential Neighborhood, right off of 434 and 17-92. We are minutes from I-4 and SR-417 and are less than six miles from major shopping and dining. We proudly offer one, two, and three-bedroom apartments with multiple floor plans. Select homes feature

  Seville on the Green

  (689) 300-4185

  

  300 Sheoah Blvd, Winter Springs, FL 32708
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  $510,000 Sold May 15, 2025

  113 Golden Crest Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $289/SF
  • 30 Days On Market

  Current Estimated Value $504,277

  Last Listing Agent Valerie Casals INVESTOR'S REAL ESTATE LLC

  113 Golden Crest Ct, Winter Springs, FL 32708
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  Not Listed For Sale

  1281 Coral Bean Ln, Winter Springs, FL 32708

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

  1281 Coral Bean Ln, Winter Springs, FL 32708

  Last Sold Summary

  • $294/SF
  • 41 Days On Market

  • Last Sold Price $434,507
  • Apr 29, 2025

  Last Listing Agent Elizabeth Manchester MATTAMY REAL ESTATE SERVICES
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  $644,900

  • 4 Beds
  • 3 Baths
  • 2,474 Sq Ft

  214 Chestnut Ridge St, Winter Springs, FL 32708

  Owner is Motivated! Exceptionally amazing price for a GOLF FRONT LIFESTYLE that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence that has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. Energy Efficient SOLAR that is PAID FOR! Chestnut Ridge is a serene Winter Springs community in Seminole County This

  

  Laurie Cain

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 472-3134

  214 Chestnut Ridge St, Winter Springs, FL 32708
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  Starting at $1,526

  Total Monthly Price

  • 1 - 3 Beds

  4545 Willa Creek Dr, Winter Springs, FL 32708

  We are now welcoming in-person, virtual and self-guided tours by appointment only. Please contact us today to schedule your appointment.Tuskawilla, Winter Springs, FL Apartments boast premier location great for both business and leisure. Located just minutes from SR417 and SR408, the Tuskawilla Apartments in Winter Springs are perfect for commuters all across Florida. Choose from a variety of

  Tuskawilla at Winter Springs

  (689) 219-8687

  

  4545 Willa Creek Dr, Winter Springs, FL 32708
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  Sold Aug 04, 2025

  1318 Tarflower Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • 137 Days On Market

  Mattamy Homes Hickory Grove

  1318 Tarflower Dr, Winter Springs, FL 32708
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  Est $409,895 Not Listed For Sale

  1374 Tarflower Dr, Winter Springs, FL 32708

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

  1374 Tarflower Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Above List Price
  • $276/SF

  • Last Sold Price $406,990
  • Apr 18, 2025

  Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
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  $559,900

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  1054 Winding Waters Cir, Winter Springs, FL 32708

  This beautiful 4-bedroom, 3-bath, one-story pool home offers over 2,300 sqft of living space on a premium conservation lot with no rear neighbors, providing privacy and a peaceful setting. Now priced at $559,900 after a $10,000 price improvement. Major updates already completed: roof 2019, AC updated 2020–2021, pool resurfaced 2022, and kitchen updated 2022. Solar panels will be paid off at

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 450-8067

  1054 Winding Waters Cir, Winter Springs, FL 32708
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  Starting at $1,273 Per Month

  • 1 - 4 Beds

  170 N Gardenridge Ct, Winter Springs, FL 32708

  Experience the many benefits of this Winter Springs apartment community, where we bring affordability, comfort, and convenience to home. Moss Park Apartments is located off Moss Park Road and State Road 434, approximately two miles east of Highway 17-92.Moss Park Apartments is a mixed-income community that offers apartment homes for unrestricted and restricted-income residents. Located

  Moss Park

  (321) 382-2246

  

  170 N Gardenridge Ct, Winter Springs, FL 32708
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  $436,494 Sold Jan 21, 2026

  1308 Crab Apple Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $260/SF
  • 282 Days On Market

  Current Estimated Value $400,338

  Mattamy Homes Hickory Grove

  1308 Crab Apple Ln, Winter Springs, FL 32708
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  Est $704,845 Not Listed For Sale

  1613 Sapphire Star Dr, Oviedo, FL 32765

  • 4 Beds
  • 3.5 Baths
  • 2,608 Sq Ft
  • Built 2014

  1613 Sapphire Star Dr, Oviedo, FL 32765

  Last Sold Summary

  • 1% Below List Price
  • $274/SF
  • 3 Days On Market

  • Last Sold Price $715,000
  • May 06, 2025

  Last Listing Agent Trevor Brown FANNIE HILLMAN & ASSOCIATES
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  $317,700

  • 4 Beds
  • 2.5 Baths
  • 1,878 Sq Ft

  702 Glasgow Ct, Winter Springs, FL 32708

  Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and

  

  Carrie Shawfield

  SHAWFIELD REALTY GROUP

  (321) 638-5391

  702 Glasgow Ct, Winter Springs, FL 32708
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  $2,385 Per Month

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft
  • House for Rent

  328 Inglenook Cir, 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 $2529.90. That covers your base rent, $2385.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  (321) 599-4926

  328 Inglenook Cir, Winter Springs, FL 32708
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  $385,000 Sold May 16, 2025

  734 Adidas Rd, Winter Springs, FL 32708

  • 2 Beds
  • 2 Baths
  • 1,413 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $272/SF
  • 35 Days On Market

  Current Estimated Value $388,462

  Last Listing Agent Susan Williams COLDWELL BANKER REALTY

  734 Adidas Rd, Winter Springs, FL 32708
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  Est $569,245 Not Listed For Sale

  712 Timberwilde Ave, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,368 Sq Ft
  • Built 1996

  712 Timberwilde Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Above List Price
  • $238/SF
  • 14 Days On Market

  • Last Sold Price $562,500
  • May 01, 2025

  Last Listing Agent Roberta Shoopman CHARLES RUTENBERG REALTY ORLANDO
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  $470,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft

  562 Pleasant Grove Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. **Seller willing to provide buyer with a temporary rate buy down of 5-6% interest rate!** Step into this beautifully updated home in Tusca Oaks where modern comfort meets everyday convenience. The open-concept layout features soaring vaulted ceilings, skylights, and plenty of natural light that flows seamlessly through the living, dining, and kitchen areas.

  

  Evelyn Tejada

  REGENCY REAL ESTATE LLC

  (321) 342-1010

  562 Pleasant Grove Dr, Winter Springs, FL 32708
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  $3,450 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft
  • House for Rent

  1617 Sapphire Star Dr, Oviedo, FL 32765

  Property Id: 2498429Welcome to this stunning 4 bedroom, 3.5 bathroom single family home in Oviedo! Built in 2013, this property boasts modern amenities including a dishwasher, microwave, and washer/dryer in unit. Enjoy a relaxing swim in the community pool or unwind in the spacious backyard. With a 2-car garage and driveway, this home has everything you need for comfortable living. Don't

  (321) 234-2038

  1617 Sapphire Star Dr, Oviedo, FL 32765
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  $890,000 Sold Jul 25, 2025

  1141 Waldorf Ct, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,680 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Above List Price
  • $332/SF
  • 6 Days On Market

  Current Estimated Value $862,375

  Last Listing Agent Sarah Darbor DJ & LINDSEY REAL ESTATE

  1141 Waldorf Ct, Winter Springs, FL 32708
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  Est $708,795 Not Listed For Sale

  922 Puma Trail, Winter Springs, FL 32708

  • 5 Beds
  • 3 Baths
  • 2,840 Sq Ft
  • Built 1978

  922 Puma Trail, Winter Springs, FL 32708

  Last Sold Summary

  • $250/SF
  • 5 Days On Market

  • Last Sold Price $710,000
  • May 06, 2025

  Last Listing Agent Kim Coburn RE/MAX
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  $399,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,762 Sq Ft

  340 Inglenook Cir Unit 1, Winter Springs, FL 32708

  Buyer changed their mind! New Price!!! Welcome to 340 Inglenook Cir, a beautifully maintained pool home in the heart of Winter Springs offering the perfect blend of comfort, privacy, and Florida lifestyle living. This 3-bedroom, 2-bath residence features a light-filled, open layout designed for both everyday living and effortless entertaining. At the heart of the home, spacious living areas flow

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 399-2598

  340 Inglenook Cir Unit 1, Winter Springs, FL 32708
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  $2,585 Per Month

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • House for Rent

  241 Holiday Ln, 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

  (689) 308-1908

  241 Holiday Ln, Winter Springs, FL 32708
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  $285,000 Sold Sep 05, 2025

  435 Tradition Ln, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,275 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $224/SF
  • 129 Days On Market

  Current Estimated Value $284,003

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  435 Tradition Ln, Winter Springs, FL 32708
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  Est $573,499 Not Listed For Sale

  1022 Antelope Trail, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,604 Sq Ft
  • Built 1978

  1022 Antelope Trail, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Above List Price
  • $207/SF
  • 30 Days On Market

  • Last Sold Price $540,000
  • Apr 29, 2025

  Last Listing Agent Nate Lester, Jr PREFERRED REAL ESTATE BROKERS

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