Winter Springs, FL Homes

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  /29

  Est $579,798 Not Listed For Sale

  1590 Wrentham Ct, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft
  • Built 2004

  1590 Wrentham Ct, Winter Springs, FL 32708

  Last Sold Summary

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

  Last Sold Price $575,000

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
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  /61

  $849,900 Pending

  • 6 Beds
  • 3.5 Baths
  • 3,203 Sq Ft

  405 Almeria Ct, Winter Springs, FL 32708

  Under contract-accepting backup offers. 4-Bedroom Pool Home with Office, Bonus Room, and 3-Car Garage in Gated Seville Chase. This stunning 4-bedroom pool home with office and bonus room is tucked away on a quiet cul-de-sac in the gated community of Seville Chase. Designed for Florida living, sliding doors seamlessly connect the open main living areas to the screened, solar-heated pool, making

  Katty Cavalieri THE CAVALIERI GROUP REALTY LLC

  405 Almeria Ct, Winter Springs, FL 32708
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  /2

  $225,000 Sold Jun 20, 2025

  1523 Casa Park Cir, Winter Springs, FL 32708

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $207/SF
  • 14 Days On Market

  Current Estimated Value $225,377

  Last Listing Agent Marian Schneider RE/MAX PRIME PROPERTIES

  1523 Casa Park Cir, Winter Springs, FL 32708
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  /2

  Est $343,608 Not Listed For Sale

  703 Sailfish Rd, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • Built 1981

  703 Sailfish Rd, Winter Springs, FL 32708

  Last Sold Summary

  • 194% Above List Price
  • $93/SF
  • 2 Days On Market

  Last Sold Price $117,000

  Last Listing Agent Prithi Daswani CENTURION REALTY GROUP LLC
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  /39

  $475,000

  • 4 Beds
  • 3.5 Baths
  • 2,164 Sq Ft

  608 Jesup Springs Ln, Winter Springs, FL 32708

  Welcome to a beautifully updated and well maintained townhome in the Jesups Landing community of Winter Springs. Located in a highly desirable part of a vibrant community, and close to shopping, dining, major roads and highways, all while feeling remote enough to truly enjoy a virtually maintenance free lifestyle! Offering 4 bedrooms and 3.5 baths, this end unit tri-level townhome has a stately

  Carla Stanton MAINFRAME REAL ESTATE

  608 Jesup Springs Ln, Winter Springs, FL 32708
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  /2

  $552,000 Sold Mar 02, 2026

  212 Perth Ct, Winter Springs, FL 32708

  • 6 Beds
  • 4 Baths
  • 1,123 Sq Ft
  • Built 1980

  Last Sold Summary

  • 12% Below List Price
  • $492/SF
  • 113 Days On Market

  Last Listing Agent Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

  212 Perth Ct, Winter Springs, FL 32708
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  /36

  Est $368,170 Not Listed For Sale

  1525 Fox Glen Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft
  • Built 1997

  1525 Fox Glen Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $311/SF
  • 4 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Diane Sterling KELLER WILLIAMS ADVANTAGE REALTY
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  /47

  $479,000

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft

  1716 Fox Glen Ct, Winter Springs, FL 32708

  Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017)• Carrier HVAC (10/6/2021)•

  Bob Knowles RED CARPET REALTY FLORIDA

  1716 Fox Glen Ct, Winter Springs, FL 32708
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  /12

  $416,599 Sold Nov 02, 2025

  1274 Tarflower Dr, Winter Springs, FL 32708

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

  Move in Ready Sold Summary

  • $248/SF
  • 186 Days On Market

  Current Estimated Value $411,509

  Mattamy Homes Hickory Grove

  1274 Tarflower Dr, Winter Springs, FL 32708
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  /2

  Est $463,068 Not Listed For Sale

  1174 Saddlehorn Cir, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,033 Sq Ft
  • Built 1983

  1174 Saddlehorn Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $234/SF
  • 27 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Dominick Florio RE/MAX
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  /33

  $625,000

  • 4 Beds
  • 2 Baths
  • 2,441 Sq Ft

  1132 Howell Creek Dr, Winter Springs, FL 32708

  Discover a rare opportunity in the heart of Tuscawilla. Perched high on a hill and surrounded by beautiful custom homes, this one-of-a-kind property sits on over 0.6 acres with no HOA—a true find in this sought-after area. From the moment you arrive, the home impresses with exceptional curb appeal and a thoughtfully designed interior filled with upgrades. Inside, you’ll find soaring ceilings,

  Tanya McDonnell RE/MAX TOWN & COUNTRY REALTY

  1132 Howell Creek Dr, Winter Springs, FL 32708
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  /2

  $410,000 Sold May 13, 2025

  944 Glen Abbey Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 49 Days On Market

  Current Estimated Value $398,776

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  944 Glen Abbey Cir, Winter Springs, FL 32708
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  /2

  Est $422,834 Not Listed For Sale

  849 Big Buck Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • Built 1984

  849 Big Buck Cir, Winter Springs, FL 32708

  Last Sold Summary

  • $226/SF
  • 27 Days On Market

  Last Sold Price $424,900

  Last Listing Agent Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY
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  /16

  $419,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,414 Sq Ft

  1211 Oxbow Ln, Winter Springs, FL 32708

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Stylish two-story home offering spacious living and great design flow. The main level features a formal dining room ideal for gatherings, along with a kitchen highlighted by accent lighting, ample cabinetry, and a clear view into the living room for easy conversation and entertaining. Upstairs, all four

  Cheryl Fabian MAINSTAY BROKERAGE LLC

  1211 Oxbow Ln, Winter Springs, FL 32708
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  /2

  $468,000 Sold Sep 11, 2025

  1179 Freedom Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,927 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Below List Price
  • $243/SF
  • 13 Days On Market

  Current Estimated Value $462,483

  Last Listing Agent Chris Creegan CREEGAN GROUP

  1179 Freedom Ln, Winter Springs, FL 32708
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  /39

  Est $633,755 Not Listed For Sale

  415 Park Lake Dr, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 3,046 Sq Ft
  • Built 2003

  415 Park Lake Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $212/SF
  • 8 Days On Market

  Last Sold Price $645,000

  Last Listing Agent Joseph Boyd LENNAR REALTY
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  /74

  $629,900

  • 4 Beds
  • 2 Baths
  • 2,678 Sq Ft

  4245 Lori Loop, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Seller is offering a $5,000.00 credit towards Closing Cost. Welcome to 4245 Lori Loop in desirable Winter Springs! Situated on an oversized 0.27-acre lot, this spacious 4-bedroom, 2-bath pool home offers a fantastic layout with separate formal living and dining rooms, plus a comfortable family room featuring a cozy fireplace. The newly renovated

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  4245 Lori Loop, Winter Springs, FL 32708
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  /2

  $255,000 Sold Sep 05, 2025

  533 Moree Loop, Winter Springs, FL 32708

  • 2 Beds
  • 2.5 Baths
  • 1,452 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $176/SF
  • 134 Days On Market

  Current Estimated Value $253,669

  Last Listing Agent Brad Young HOMEVEST REALTY

  533 Moree Loop, Winter Springs, FL 32708
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  /36

  Est $398,074 Not Listed For Sale

  210 Mockingbird Ln, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft
  • Built 1979

  210 Mockingbird Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 45 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Melissa Dietz Levering TRUSTHOME PROPERTIES INC
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  /47

  $280,000

  • 2 Beds
  • 2.5 Baths
  • 1,306 Sq Ft

  3825 Black Spruce Ln, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. This beautifully updated 2 large bedroom and 2 1/2 bath townhouse is move-in ready! New carpet and luxury vinyl floor coverings, as well as brand new appliances: dishwasher, range, hood, microwave just installed in 2026. Newer AC and refrigerator ( 2 yrs.) complete this well-maintained townhouse overlooking the back patio and pond. The home boasts

  Iris Bolt Malishewsky ABSOLUTE REALTY GROUP, LLC

  3825 Black Spruce Ln, Winter Springs, FL 32708
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  /2

  $485,000 Sold Jan 16, 2026

  113 Mockingbird Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2.5 Baths
  • 2,207 Sq Ft
  • Built 1986

  Last Sold Summary

  • $220/SF
  • 18 Days On Market

  Current Estimated Value $476,508

  Last Listing Agent Melissa Maggio KELLER WILLIAMS HERITAGE REALTY

  113 Mockingbird Ln, Winter Springs, FL 32708
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  /2

  Est $403,210 Not Listed For Sale

  332 Ringwood Cir, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,912 Sq Ft
  • Built 1983

  332 Ringwood Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Above List Price
  • $199/SF
  • 61 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Deidre Harris COLDWELL BANKER REALTY
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  /36

  $714,000

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft

  4951 Courtland Loop, Winter Springs, FL 32708

  This beautifully updated home blends timeless character with modern comfort, offering an inviting layout designed for both everyday living and entertaining. The light-filled interior showcases a stunning, renovated kitchen with new quartz extended countertops, a butcher block island, recessed lighting, and a full suite of high-end appliances including a JennAir refrigerator, KitchenAid pull-out

  Carolina Taborda MOMENTUM REALTY

  4951 Courtland Loop, Winter Springs, FL 32708
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  /2

  $720,000 Sold Dec 03, 2025

  1484 Wescott Loop, Winter Springs, FL 32708

  • 4 Beds
  • 3 Baths
  • 2,744 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $262/SF
  • 12 Days On Market

  Current Estimated Value $708,445

  Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

  1484 Wescott Loop, Winter Springs, FL 32708
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  /2

  Est $507,171 Not Listed For Sale

  1183 Baltic Ln, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 2,067 Sq Ft
  • Built 1987

  1183 Baltic Ln, Winter Springs, FL 32708

  Last Sold Summary

  • 2% Below List Price
  • $249/SF
  • 35 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Tanya McDonnell RE/MAX
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  /18

  $659,990 Pending

  • 4 Beds
  • 3 Baths
  • 2,682 Sq Ft

  673 Wyckliffe Place, Winter Springs, FL 32708

  Nestled on a quiet cul-de-sac in Winter Springs, FL, awaits 673 Wyckliffe Place—a welcoming pool home ready for its new chapter. Fresh French doors grace the back, welcoming you into an inviting space. Gather year-round in the enclosed sunroom, complete with a built-in bar, offering a cozy spot to entertain friends and family. The fully enclosed pool area ensures a worry-free environment,

  Benjamin W Berry EXP REALTY LLC

  673 Wyckliffe Place, Winter Springs, FL 32708
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  /2

  $490,000 Sold Jun 25, 2025

  782 Seneca Meadows Rd, Winter Springs, FL 32708

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $252/SF
  • 59 Days On Market

  Current Estimated Value $485,938

  Last Listing Agent Jennah LeBruno, LLC RE/MAX TOWN & COUNTRY REALTY

  782 Seneca Meadows Rd, Winter Springs, FL 32708
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  /46

  Est $998,171 Not Listed For Sale

  1316 Winter Springs Blvd, Winter Springs, FL 32708

  • 4 Beds
  • 3.5 Baths
  • 3,322 Sq Ft
  • Built 2000

  1316 Winter Springs Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 9% Below List Price
  • $331/SF
  • 35 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Kim Coburn RE/MAX
• 

  

  /23

  $32,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  463 Ponce de Leon Cir, Winter Springs, FL 32708

  SELLER CONSIDERING ALL OFFERS! Welcome to this cozy and inviting 2-bedroom, 1-bathroom home located in the highly desirable 55+ community of Hacienda Village in Winter Springs, Florida. This peaceful, well-maintained community offers an ideal combination of comfort, convenience, and Florida living. With quick access to the 417, you can easily reach the beaches, theme parks, downtown Winter

  Bella Siracusa SUNBELT HOME SALES INC

  463 Ponce de Leon Cir, Winter Springs, FL 32708
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  /2

  $439,900 Sold Aug 25, 2025

  806 Leopard Trail, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft
  • Built 1977

  Last Sold Summary

  • $267/SF
  • 18 Days On Market

  Current Estimated Value $439,166

  Last Listing Agent Al Spry BEACON REAL ESTATE & ASSOC

  806 Leopard Trail, Winter Springs, FL 32708
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  /30

  Est $642,223 Not Listed For Sale

  1135 Duncan Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft
  • Built 1980

  1135 Duncan Dr, Winter Springs, FL 32708

  Last Sold Summary

  • 5% Below List Price
  • $303/SF
  • 13 Days On Market

  Last Sold Price $675,000

  Last Listing Agent Kristine McKinley RE/MAX
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  /17

  $129,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  1073 Cheyenne Trail, Winter Springs, FL 32708

  Completely and beautifully remodeled. This sparkling clean 3/2 home is ready for someone to make it their own. Large Living room and Dining Room with two adjacent screen porches. Spacious Master bedroom with garden tub and shower for your relaxing indulgence. Nice sized 2nd and 3rd bedrooms. Plenty of parking space and fenced backyard. Location is everything here at Tuskawilla Trails with

  Todd Newby NEWBY REALTY INC

  1073 Cheyenne Trail, Winter Springs, FL 32708
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  /2

  $290,000 Sold Nov 24, 2025

  701 Castlewood Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 28 Days On Market

  Current Estimated Value $287,776

  Last Listing Agent Stephanie Anson ANSON PROPERTIES LLC

  701 Castlewood Dr, Winter Springs, FL 32708
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  /30

  Est $1,038,822 Not Listed For Sale

  149 Cherry Creek Cir, Winter Springs, FL 32708

  • 5 Beds
  • 5 Baths
  • 4,001 Sq Ft
  • Built 1996

  149 Cherry Creek Cir, Winter Springs, FL 32708

  Last Sold Summary

  • 3% Above List Price
  • $251/SF
  • 4 Days On Market

  Last Sold Price $1,005,000

  Last Listing Agent Jessica Tiscareno WATSON REALTY CORP
• 

  

  /22

  $495,000 Open Fri 3PM - 6PM

  • 4 Beds
  • 2.5 Baths
  • 1,778 Sq Ft

  427 Hornbill Place, Winter Springs, FL 32708

  Beautifully updated 4-bedroom, 2.5-bath home tucked away on a quiet cul-de-sac, backing to serene conservation and offering a rare blend of privacy, space, and thoughtfully updated living. Inside, soaring ceilings and abundant natural light create an airy, open feel, highlighted by a dramatic floor-to-ceiling brick fireplace. Brand-new modern luxury vinyl plank flooring (Feb 2026) flows

  Dennis Jones KELLER WILLIAMS ADVANTAGE REALTY

  427 Hornbill Place, Winter Springs, FL 32708
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  /2

  $585,000 Sold Jul 14, 2025

  1425 Mt Laurel Dr, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Above List Price
  • $311/SF
  • 0 Days On Market

  Current Estimated Value $561,998

  Last Listing Agent Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

  1425 Mt Laurel Dr, Winter Springs, FL 32708
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  /56

  Est $1,176,270 Not Listed For Sale

  1634 Winter Springs Blvd, Winter Springs, FL 32708

  • 4 Beds
  • 4 Baths
  • 3,808 Sq Ft
  • Built 1992

  1634 Winter Springs Blvd, Winter Springs, FL 32708

  Last Sold Summary

  • 8% Below List Price
  • $336/SF
  • 36 Days On Market

  Last Sold Price $1,280,000

  Last Listing Agent Susan Williams COLDWELL BANKER REALTY
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  /28

  $229,000

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

  429 Sheoah Blvd Unit 12, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bathroom condo offering the perfect blend of style, comfort, and convenience in the heart of Seminole County. Inside, you’ll find quartz countertops throughout, stainless steel appliances, and stylish brick-lay tile flooring that adds character and a modern touch to the main living areas. The

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  429 Sheoah Blvd Unit 12, Winter Springs, FL 32708
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  /2

  $429,900 Sold Jul 03, 2025

  1000 Chesterfield Cir, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 1984

  Last Sold Summary

  • $245/SF
  • 0 Days On Market

  Current Estimated Value $421,655

  Last Listing Agent Sean Calegan CFRP REALTY LLC

  1000 Chesterfield Cir, Winter Springs, FL 32708
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  /33

  Est $383,815 Not Listed For Sale

  1043 Birkdale Trail, Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft
  • Built 1990

  1043 Birkdale Trail, Winter Springs, FL 32708

  Last Sold Summary

  • 6% Below List Price
  • $296/SF
  • 3 Days On Market

  Last Sold Price $409,000

  Last Listing Agent Brian Sneeden RE/MAX

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