Winter Springs, FL Homes

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  $749,900 Pending

  • 4 Beds
  • 3 Baths
  • 2,345 Sq Ft

  1777 Seneca Blvd, Winter Springs, FL 32708

  Under contract-accepting backup offers. Welcome to Chelsea Woods in Winter Springs! This beautifully maintained 4-bedroom, 3-full-bath single-family residence sits on a large lot with a fully vinyl-fenced backyard, perfect for privacy and outdoor living. Enjoy Florida living at its best with a saltwater pool that is fully screened, plus added patio space ideal for a fire pit and grilling area.

  Chandler Williams

  EXIT REALTY PREMIER LEGACY

  (321) 638-5013

  1777 Seneca Blvd, 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 $350,595

  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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  /49

  $395,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 1,872 Sq Ft

  107 Mcleods Way, Winter Springs, FL 32708

  Under contract-accepting backup offers. PRICE REDUCTION - $10,000. Welcome to this beautifully maintained three-story townhome located in the highly desirable Jesups Reserve Townhomes community in Winter Springs. With 3 bedrooms and 3.5 bathrooms, this spacious residence combines comfort, functionality, and an unbeatable location. Walk up the front steps to the glass accent front door, with

  

  Julie Boyd-Elrod

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 349-1718

  107 Mcleods Way, 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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  /12

  $424,743 New Construction

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

  1260 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

  1260 Crab Apple Ln, 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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  /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 $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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  $485,000 New Construction

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

  1379 Tarflower Dr, Winter Springs, FL 32708

  RARE END UNIT MOVE IN READY townhome with the PRIMARY BEDROOM DOWNSTAIRS in the heart of the Winter Springs Town Center! This beautifully maintained 3-bedroom, 2.5-bath home features a screened porch, custom California Closets in the primary suite, a rear-entry 2-car garage, and a bright open floor plan just steps from the Cross Seminole Trail. Welcome to 1379 Tarflower Drive, located in the

  Melanie Miller PREMIUM PROPERTIES R.E SERVICE

  1379 Tarflower Dr, 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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  /2

  $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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  /2

  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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  /36

  $590,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft

  1429 Mt Laurel Dr, Winter Springs, FL 32708

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Winter Springs POOL HOME Immediately Available! Voluntary HOA!! Bonus RV Accessible Pad w/ New 50-amp Outlet!!! This 4 bedroom, 3 bathroom property offers a split plan bedroom arrangement with 3 bedrooms & 2 bathrooms on one side of the home and the primary bedroom & bathroom far away on the other side. In

  Sheri Malin REDFIN CORPORATION

  1429 Mt Laurel Dr, 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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  /63

  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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  /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
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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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  /2

  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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  /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
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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 $710,351

  Last Listing Agent Benondre Cerezo COLDWELL BANKER REALTY

  965 Talon Place, Winter Springs, FL 32708
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  /61

  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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  /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
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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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  $2,900,000 New Construction

  • 6 Beds
  • 6 Baths
  • 6,132 Sq Ft

  1447 Bird Rd, Winter Springs, FL 32708

  Discover the pinnacle of secluded luxury in this brand-new, 8,000 SF estate, nestled in picturesque Winter Springs. From the moment you arrive, the custom glass French entry doors hint at the artistry within. Stepping into the grand foyer, you are greeted by statement marble and mosaic flooring that sets a tone of elegance, a design narrative that flows seamlessly throughout the home. Designed

  Robert Kirkwood MAVREALTY

  1447 Bird Rd, 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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  /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

  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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  /49

  $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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  /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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  /2

  $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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