Winter Springs, FL Homes

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  $440,000 Open Sat 11AM - 1PM

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

  340 Inglenook Cir Unit 1, Winter Springs, FL 32708

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** 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

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 399-2598

  340 Inglenook Cir Unit 1, Winter Springs, FL 32708
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  /15

  $1,695 per month

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

  133 Garden Dr, Winter Springs, FL 32708

  This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day.

  Sylvia Pletka FLORIDA RENTAL TEAM

  133 Garden Dr, Winter Springs, FL 32708
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  $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

  Current Estimated Value $355,042

  Last Listing Agent Ronald Ryder RICHARD PETERS REALTY LLC

  3895 Biscayne Dr, Winter Springs, FL 32708
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  /46

  Est $440,094 Not Listed For Sale

  1096 Chokecherry Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft
  • Built 1983

  1096 Chokecherry Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 1% Below List Price
  • $224/SF
  • 89 Days On Market

  Last Sold Price $445,000

  Last Listing Agent Tim Veigle WATSON REALTY CORP
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  /47

  $624,900

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  1096 Dyson Dr, Winter Springs, FL 32708

  Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out.Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The

  

  Lorena Cabal Ospina

  EXP REALTY LLC

  (321) 516-0796

  1096 Dyson Dr, Winter Springs, FL 32708
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  /16

  $2,440 per month

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • House for Rent

  1448 La Paloma 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

  1448 La Paloma Cir, Winter Springs, FL 32708
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  $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 $237,630

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  609 Casa Park Ct N, Winter Springs, FL 32708
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  /17

  Est $393,093 Not Listed For Sale

  564 Jesup Springs Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft
  • Built 2016

  564 Jesup Springs Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $249/SF
  • 8 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC
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  $849,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 4 Baths
  • 2,801 Sq Ft

  1502 Eagle Nest Cir, Winter Springs, FL 32708

  Classic Tuskawilla Pool Home with Remodeled Kitchen and First Floor Primary Suite. Welcome to 1502 Eagle Nest Circle, a timeless two-story pool home located in the desirable Glen Eagle section of Tuskawilla, one of Winter Springs’ most established and sought-after planned communities. Known for its tree-lined streets, golf course lifestyle, and convenient Seminole County location, Tuskawilla

  Dione Collier-Larkin ADAIR REALTY INC

  1502 Eagle Nest Cir, Winter Springs, FL 32708
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  /24

  $2,500 per month

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

  412 Blue Bayou Ln, Winter Springs, FL 32708

  PRIME Location! Well maintained 3 bedroom, 3.5 bath Rental Townhome located in highly desired Jesup's Reserve. NO Carpet, all wood floors. Unit situated a short walk to the community pond & POOL. Features include INSIDE laundry room, a Covered Front Porch, Private living room and Primary bedroom balconies, rear entry 2 CAR GARAGE, 2 PRIMARY Bedrooms (one upstairs and one downstairs) Walk-in

  Wendy Shull FLORIDA DREAMIN' REALTY LLC

  412 Blue Bayou Ln, Winter Springs, FL 32708
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  $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 $675,374

  Last Listing Agent Chuck Valence VALENCE REALTY GROUP

  701 Palenci Ct, Winter Springs, FL 32708
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  /46

  Est $752,143 Not Listed For Sale

  202 Lemonleaf Ln, Oviedo, FL 32765

  • 5 Beds
  • 3.5 Baths
  • 3,286 Sq Ft
  • Built 2018

  202 Lemonleaf Ln, Oviedo, FL 32765

  Last Sold Summary

  • 1% Below List Price
  • $230/SF
  • 16 Days On Market

  Last Sold Price $757,000

  Last Listing Agent Kristine McKinley RE/MAX
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  /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
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  /20

  $2,095 per month

  • 3 Beds
  • 2 Baths
  • 1,105 Sq Ft
  • House for Rent

  312 San Gabriel St, Winter Springs, FL 32708

  Discover Deersong Single Family Home in Winter Springs, FL: a refreshed 3-bedroom, 2-bath residence featuring brand new interior paint, blinds, stainless steel appliances, and upgraded kitchen and bathroom cabinets. The home includes a fenced backyard and convenient exterior storage, and residents have access to the community pool & Tennis Courts. Located within Seminole County Schools, this

  312 San Gabriel St, Winter Springs, FL 32708
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  $305,000 Sold Mar 13, 2026

  224 Bennett St, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • Built 1971

  Last Sold Summary

  • $285/SF
  • 5 Days On Market

  Current Estimated Value $279,450

  Last Listing Agent Alex Khalil EXP REALTY LLC

  224 Bennett St, Winter Springs, FL 32708
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  Est $375,229 Not Listed For Sale

  368 Innisbrook Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 1,844 Sq Ft
  • Built 2013

  368 Innisbrook Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $209/SF
  • 78 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Carmen Quintana COLDWELL BANKER REALTY
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  $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
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  /23

  $2,900 per month

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • House for Rent

  312 Michael Blake Blvd, Winter Springs, FL 32708

  Winter Spring Village Home for Rent. Bungalow style rental located in the much sought after Community of Winter Springs Village. Conveniently located minutes from the 417, Winter Springs Town Center, Seminole Cross Trail, and Central Winds Park. Community offers a Swimming Pool, Playground, and Recreation Clubhouse. This 4 Bedroom, 2 1/2 Bathroom, 2 Story home features a 15 Seer AC unit, Double

  Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

  312 Michael Blake Blvd, Winter Springs, FL 32708
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  $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

  Current Estimated Value $1,332,134

  Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

  624 Canopy Estates Dr, Winter Garden, FL 34787
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  Est $375,685 Not Listed For Sale

  365 Old Farm Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3 Baths
  • 1,732 Sq Ft
  • Built 2013

  365 Old Farm Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 4% Below List Price
  • $225/SF
  • 25 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Rizza Gloriani AMERITEAM REALTY INC
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  /13

  $404,990 New Construction

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

  Catalina II Plan at Hickory Grove, 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

  1458 Blumberg Blvd Unit 36446933, Winter Springs, FL 32708
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  /20

  $2,539 per month

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • House for Rent

  842 Benchwood Ct, Winter Springs, FL 32708

  This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.5 bathrooms, and approximately 2,404 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

  842 Benchwood Ct, Winter Springs, FL 32708
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  $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

  Current Estimated Value $143,735

  Last Listing Agent Debbi Jones COLDWELL BANKER REALTY

  30 Moree Loop Unit 37, Winter Springs, FL 32708
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  Est $411,847 Not Listed For Sale

  1157 Orange Ave, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 2,104 Sq Ft
  • Built 2015

  1157 Orange Ave, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $200/SF
  • 61 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Jesus Garcia YOUR HOME SOLD GUARANTEED REAL
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  /25

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  600 Northern Way Unit 303, Winter Springs, FL 32708

  Ground Floor Condo in a Gated Community! 2024 Condo Roof, 2020 A/C, 2026 Water Heater & Garbage Disposal! This 3 bedroom, 2 bathroom unit has a split plan bedroom arrangement, an eat-in kitchen with pull out cabinet drawers, custom geometric accent walls, hall & laundry custom closets, no carpets, 2 covered lanai areas for outdoor living, and covered front entry to protect from the rain. Tuscany

  Sheri Malin REDFIN CORPORATION

  600 Northern Way Unit 303, Winter Springs, FL 32708
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  /16

  $1,600 per month

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Condo for Rent

  407 Sheoah Blvd Unit 13, Winter Springs, FL 32708

  Excellent Location in the Highlands at Winter Springs. This two bedroom condo features a large living/dining room combo that opens out to the screen enclosed patio. Offering a quiet and peaceful yard space with no rear neighbors. The kitchen is spacious and features stainless appliances. Upstairs you will find two bedrooms along with a bathroom that is accessible directly off the primary as well

  Gina Jenkins WATSON REALTY CORP

  407 Sheoah Blvd Unit 13, Winter Springs, FL 32708
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  $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 $731,858

  Last Listing Agent Benondre Cerezo COLDWELL BANKER REALTY

  965 Talon Place, Winter Springs, FL 32708
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  Est $476,599 Not Listed For Sale

  356 Michael Blake Blvd, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 2013

  356 Michael Blake Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $233/SF
  • 4 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Jason Nahorney CHARLES RUTENBERG REALTY ORLANDO
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  /18

  $381,733 New Construction

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

  1276 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

  1276 Crab Apple Ln, Winter Springs, FL 32708
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  /16

  $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
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  $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 $327,627

  Last Listing Agent Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY

  1221 La Mesa Ave, Winter Springs, FL 32708
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  Est $424,554 Not Listed For Sale

  1354 Mill Stream Ln, Winter Springs, FL 32708

  • 3 Beds
  • 3.5 Baths
  • 2,288 Sq Ft
  • Built 2014

  1354 Mill Stream Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Above List Price
  • $177/SF
  • 26 Days On Market

  Last Sold Price $406,000

  Last Listing Agent Debbie Bergeron PREMIUM PROPERTIES R.E SERVICE
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  $274,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,359 Sq Ft

  532 Shadow Glenn Place, Winter Springs, FL 32708

  Under contract-accepting backup offers. Winter Springs Townhome! This end-unit, 2-story townhome has a fenced backyard, rare for a townhome and prized as being the largest backyard in the community! Inside, the 3 bedroom, 2.5 bathroom floor plan keeps all bedrooms and full bathrooms upstairs, while the common areas are downstairs with a guest half bathroom for convenience. There is understairs

  Juan Castro REDFIN CORPORATION

  532 Shadow Glenn Place, Winter Springs, FL 32708
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  /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
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  $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

  Current Estimated Value $493,356

  Last Listing Agent Jeavanna Lanza PA EXP REALTY LLC

  1230 Spotted Sandpiper Loop, Winter Springs, FL 32708
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  Est $370,984 Not Listed For Sale

  681 Oak Lake Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft
  • Built 2016

  681 Oak Lake Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Below List Price
  • $275/SF
  • 19 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Tanya McDonnell RE/MAX
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  /19

  $374,990 New Construction

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

  Aurora Plan at Hickory Grove, 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

  1458 Blumberg Blvd Unit 36446067, Winter Springs, FL 32708
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  /20

  $2,450 per month

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

  119 N Alderwood St, Winter Springs, FL 32708

  RENOVATED & MOVE- IN READY BY MARCH 24! 4 bed / 2 bath home in Winter Springs! Schedule a viewing! Renovated kitchen & bathrooms No carpet Large fenced backyard — perfect for kids & pets 1-car garage + driveway parking No HOALocated in a highly rated Seminole County school zone, close to parks, shopping, dining, and major highways like I4 and 417. 25 minutes

  119 N Alderwood St, Winter Springs, FL 32708
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  $956,000 Sold Nov 10, 2025

  300 Hazelnut St, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 3,107 Sq Ft
  • Built 1992

  Last Sold Summary

  • 3% Below List Price
  • $308/SF
  • 8 Days On Market

  Current Estimated Value $928,630

  Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY

  300 Hazelnut St, Winter Springs, FL 32708
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  /19

  Est $193,234 Not Listed For Sale

  40 Sheoah Blvd Unit 25, Winter Springs, FL 32708

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

  40 Sheoah Blvd Unit 25, Winter Springs, FL 32708

  Last Sold Summary

  • 12% Below List Price
  • $185/SF
  • 69 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

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