Longwood, FL Homes

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  $350,000 Sold Oct 23, 2025

  426 Longwood Cir, Longwood, FL 32750

  • 3 Beds
  • 3 Baths
  • 1,533 Sq Ft
  • Built 1971

  Last Sold Summary

  • $228/SF
  • 8 Days On Market

  Current Estimated Value $352,265

  Last Listing Agent Todd Norwood BESPOKE REAL ESTATE

  426 Longwood Cir, Longwood, FL 32750
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  Est $786,697 Not Listed For Sale

  309 Stonebridge Dr, Longwood, FL 32779

  • 5 Beds
  • 4 Baths
  • 3,295 Sq Ft
  • Built 1978

  309 Stonebridge Dr, Longwood, FL 32779

  Last Sold Summary

  • 2% Below List Price
  • $243/SF
  • 0 Days On Market

  • Last Sold Price $801,000
  • Jul 19, 2023

  Last Listing Agent Michael Chiorando ONE OAK REALTY CORP
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  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  277 Tullis Ave, Longwood, FL 32750

  Under contract-accepting backup offers. Welcome to the perfect place to begin your next chapter, ideal for first-time homebuyers or growing families looking for comfort and connection. From the moment you walk in, you’re greeted by a bright, open layout that brings people together, whether it’s hosting friends for game night, celebrating milestones, or enjoying a relaxing evening at home. The

  David Miller KELLER WILLIAMS HERITAGE REALTY

  277 Tullis Ave, Longwood, FL 32750
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  $569,990 Sold Dec 12, 2025

  1494 Northridge Dr, Longwood, FL 32750

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $219/SF
  • 9 Days On Market

  Current Estimated Value $465,667

  1494 Northridge Dr, Longwood, FL 32750
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  Est $997,175 Not Listed For Sale

  1 Holly Hill, Longwood, FL 32779

  • 4 Beds
  • 4.5 Baths
  • 4,269 Sq Ft
  • Built 1979

  1 Holly Hill, Longwood, FL 32779

  Last Sold Summary

  • 4% Above List Price
  • $225/SF
  • 8 Days On Market

  • Last Sold Price $962,000
  • Jul 23, 2024

  Last Listing Agent Pamela Porazzo Real Proprty International
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  $799,999

  • 4 Beds
  • 3 Baths
  • 2,692 Sq Ft

  284 Island Sound Ct, Longwood, FL 32779

  Step into refined elegance and effortless sophistication in this nearly new Dockside masterpiece located within the exclusive, gated community of The Retreat at Lake Brantley. Offering 4 bedrooms, 3 bathrooms, and 3,755 total square feet, this expansive single-story estate is thoughtfully designed for the discerning buyer who values both luxury and livability. From the moment you arrive, the home

  Verdelle Lambert Rice UNITED REAL ESTATE PREFERRED

  284 Island Sound Ct, Longwood, FL 32779
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  $460,000 Sold Nov 21, 2025

  300 Churchill Dr, Longwood, FL 32779

  • 4 Beds
  • 2 Baths
  • 2,058 Sq Ft
  • Built 1994

  Last Sold Summary

  • 14% Below List Price
  • $224/SF
  • 164 Days On Market

  Current Estimated Value $459,374

  Last Listing Agent Theresa Hopcraft SOVEREIGN REALTY INVESTMENTS LLC

  300 Churchill Dr, Longwood, FL 32779
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  Est $581,163 Not Listed For Sale

  449 Village View Ln, Longwood, FL 32779

  • 4 Beds
  • 2 Baths
  • 2,197 Sq Ft
  • Built 1979

  449 Village View Ln, Longwood, FL 32779

  Last Sold Summary

  • 1% Below List Price
  • $266/SF
  • 48 Days On Market

  • Last Sold Price $585,000
  • Aug 26, 2024

  Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP
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  $719,000

  • 4 Beds
  • 3.5 Baths
  • 2,914 Sq Ft

  204 Blue Lake Dr, Longwood, FL 32779

  One or more photo(s) has been virtually staged. This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal

  Simone Wickham KELLER WILLIAMS LEGACY REALTY

  204 Blue Lake Dr, Longwood, FL 32779
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  $397,000 Sold Sep 22, 2025

  101 Ludlow Dr, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft
  • Built 1976

  Last Sold Summary

  • 11% Below List Price
  • $248/SF
  • 165 Days On Market

  Current Estimated Value $413,457

  Last Listing Agent Michael Bellamy REDFIN CORPORATION

  101 Ludlow Dr, Longwood, FL 32779
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  Est $312,018 Not Listed For Sale

  520 Albany Place, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft
  • Built 1985

  520 Albany Place, Longwood, FL 32779

  Last Sold Summary

  • 2% Above List Price
  • $221/SF
  • 2 Days On Market

  • Last Sold Price $305,000
  • May 31, 2023

  Last Listing Agent Barry Steinhart WATSON REALTY CORP
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  $655,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,379 Sq Ft

  106 Lonesome Pine Dr, Longwood, FL 32779

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 106 Lonesome Pine Drive, where everyday living feels a little more like getting away! Nestled in Longwood’s treasured Sweetwater Oaks community and set on an extra deep .69 acre lot, this home offers something rare: room to breathe. Room to entertain. Room to live the way you’ve always pictured —

  Stacy Wayne FLORIDA HOME TEAM REALTY LLC

  106 Lonesome Pine Dr, Longwood, FL 32779
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  $700,000 Sold Dec 08, 2025

  112 Woodmill Rd, Longwood, FL 32779

  • 5 Beds
  • 3 Baths
  • 3,785 Sq Ft
  • Built 1979

  Last Sold Summary

  • 20% Below List Price
  • $185/SF
  • 69 Days On Market

  Current Estimated Value $721,732

  Last Listing Agent Susan Herring COLDWELL BANKER REALTY

  112 Woodmill Rd, Longwood, FL 32779
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  Est $769,732 Not Listed For Sale

  11 Stone Gate S, Longwood, FL 32779

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft
  • Built 1970

  11 Stone Gate S, Longwood, FL 32779

  Last Sold Summary

  • $311/SF
  • 6 Days On Market

  • Last Sold Price $772,500
  • Mar 21, 2025

  Last Listing Agent Karen Arbutine RE/MAX CENTRAL REALTY
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  $139,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft

  202 Crown Oaks Way Unit 201, Longwood, FL 32779

  Discover this spacious 2-bedroom, 2-bathroom second-floor condo located in the highly desirable gated community of The Springs in Longwood. Designed with both comfort and convenience in mind, this residence offers a well-planned floor plan with an open living and dining area filled with natural light. A split-bedroom layout provides privacy, with the primary suite featuring its own bathroom and

  Laura Forty-Garcia RE/MAX CENTRAL REALTY

  202 Crown Oaks Way Unit 201, Longwood, FL 32779
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  $244,900 Sold Jan 29, 2026

  413 Summit Ridge Place Unit 201, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $154/SF
  • 160 Days On Market

  Current Estimated Value $245,669

  Last Listing Agent Freida Baker MARK MORGAN REALTY LLC

  413 Summit Ridge Place Unit 201, Longwood, FL 32779
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  Est $1,090,211 Not Listed For Sale

  525 Estates Place, Longwood, FL 32779

  • 4 Beds
  • 3.5 Baths
  • 3,206 Sq Ft
  • Built 1985

  525 Estates Place, Longwood, FL 32779

  Last Sold Summary

  • 1% Below List Price
  • $343/SF
  • 1 Day On Market

  • Last Sold Price $1,100,000
  • Jun 09, 2023

  Last Listing Agent Rikhil Amin FANNIE HILLMAN & ASSOCIATES
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  $899,500

  • 4 Beds
  • 3.5 Baths
  • 2,564 Sq Ft

  129 Laurel Oak Dr, Longwood, FL 32779

  WATERFRONT. PRIVATE DOCK. SUNSET VIEWS THAT STOP YOU IN YOUR TRACKS. Tucked along a quiet street in sought-after Sweetwater Oaks, this light-filled, single-story retreat delivers a vacation lifestyle every day. Step outside to a sprawling, terraced lanai designed for real Florida living, complete with a generous pool, spa, and panoramic water views that feel like they are straight out of a

  David Plasencia COLDWELL BANKER REALTY

  129 Laurel Oak Dr, Longwood, FL 32779
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  $665,000 Sold Sep 18, 2025

  400 Timbercove Place, Longwood, FL 32779

  • 4 Beds
  • 2.5 Baths
  • 2,569 Sq Ft
  • Built 1972

  Last Sold Summary

  • 8% Below List Price
  • $259/SF
  • 52 Days On Market

  Current Estimated Value $673,584

  Last Listing Agent Brian Whalen EXP REALTY LLC

  400 Timbercove Place, Longwood, FL 32779
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  Est $281,664 Not Listed For Sale

  365 Georgia Ave, Longwood, FL 32750

  • 2 Beds
  • 1 Bath
  • 1,170 Sq Ft
  • Built 1938

  365 Georgia Ave, Longwood, FL 32750

  Last Sold Summary

  • 5% Above List Price
  • $230/SF
  • 6 Days On Market

  • Last Sold Price $269,000
  • Feb 12, 2024

  Last Listing Agent Renata Dove LPT REALTY, LLC
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  $709,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,815 Sq Ft

  800 Magnolia Oak Ct, Longwood, FL 32779

  Under contract-accepting backup offers. Incredible opportunity to purchase this magnificent home with solar panels PAID OFF at closing! Welcome to 800 Magnolia Oak Ct, a meticulously updated and thoughtfully renovated haven nestled in the heart of Longwood, FL 32779. This magnificent custom-designed residence, boosting 4 bedrooms, 2 bathrooms and an office-space that can be converted into a flex

  Veronica Figueroa EXP REALTY LLC

  800 Magnolia Oak Ct, Longwood, FL 32779
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  $615,000 Sold Dec 09, 2025

  804 Sweetwater Island Cir, Longwood, FL 32779

  • 6 Beds
  • 4.5 Baths
  • 3,481 Sq Ft
  • Built 1988

  Last Sold Summary

  • $177/SF

  Current Estimated Value $925,280

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  804 Sweetwater Island Cir, Longwood, FL 32779
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  Est $1,030,267 Not Listed For Sale

  2073 Hutton Point, Longwood, FL 32779

  • 6 Beds
  • 6 Baths
  • 4,155 Sq Ft
  • Built 1985

  2073 Hutton Point, Longwood, FL 32779

  Last Sold Summary

  • 10% Above List Price
  • $226/SF
  • 47 Days On Market

  • Last Sold Price $940,000
  • Nov 13, 2024

  Last Listing Agent Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS
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  $499,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,147 Sq Ft

  302 Needles Trail, Longwood, FL 32779

  Under contract-accepting backup offers. Welcome to your private pool retreat in Wekiva Club Estates, one of the most sought-after communities in Longwood. This 4-bedroom, 2-bath home offers over 2,100 square feet of well-designed living space, combining comfort, functionality, and the Florida lifestyle buyers are searching for. From the moment you walk in, you’re greeted with natural light, a

  Todd Schroth EXP REALTY LLC

  302 Needles Trail, Longwood, FL 32779
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  $625,000 Sold Nov 25, 2025

  100 Marcy Blvd, Longwood, FL 32750

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft
  • Built 1973

  Last Sold Summary

  • $254/SF
  • 4 Days On Market

  Current Estimated Value $614,907

  Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

  100 Marcy Blvd, Longwood, FL 32750
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  Est $381,360 Not Listed For Sale

  141 Penelope Dr, Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 1962

  141 Penelope Dr, Longwood, FL 32750

  Last Sold Summary

  • 1% Below List Price
  • $245/SF
  • 4 Days On Market

  • Last Sold Price $386,000
  • Apr 19, 2024

  Last Listing Agent Laura Leigh Wood RE/MAX
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  $725,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,619 Sq Ft

  458 Longmeadow Ln, Longwood, FL 32779

  Under contract-accepting backup offers. Welcome to this beautifully reimagined 4-bedroom, 3.1-bath pool home with a dedicated office, tucked inside the highly sought-after Sabal Point community. With its light, airy feel, designer finishes, and thoughtful upgrades throughout, this home effortlessly blends modern farmhouse charm with everyday luxury. From the moment you step inside, you’re greeted

  Kelly Hildebrand FANNIE HILLMAN & ASSOCIATES

  458 Longmeadow Ln, Longwood, FL 32779
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  $747,000 Sold Jun 02, 2025

  1877 Crowley Cir E, Longwood, FL 32779

  • 5 Beds
  • 3 Baths
  • 3,002 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $249/SF
  • 9 Days On Market

  Current Estimated Value $763,365

  Last Listing Agent Phillip Blevins KELLER WILLIAMS ADVANTAGE REALTY

  1877 Crowley Cir E, Longwood, FL 32779
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  Est $1,016,491 Not Listed For Sale

  207 Jasmine Ln, Longwood, FL 32779

  • 6 Beds
  • 5.5 Baths
  • 4,375 Sq Ft
  • Built 1972

  207 Jasmine Ln, Longwood, FL 32779

  Last Sold Summary

  • 2% Above List Price
  • $229/SF
  • 21 Days On Market

  • Last Sold Price $1,000,000
  • Jul 14, 2023

  Last Listing Agent Charles Orden, CCIM RE/MAX
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  $399,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,011 Sq Ft

  216 Tollgate Trail, Longwood, FL 32750

  Welcome to a home full of opportunity in one of the area’s most charming and active neighborhoods! This 4-bedroom, 2-bath home offers over 2,000 sq. ft. of living space and sits on a spacious oversized lot in the tranquil Woodlands neighborhood. With quiet streets and friendly neighbors often seen out walking and enjoying the Florida lifestyle, this property offers the perfect blend of community,

  Rebecca Henry WHITE WHALE REAL ESTATE

  216 Tollgate Trail, Longwood, FL 32750
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  $495,000 Sold Nov 27, 2025

  225 Slade Dr, Longwood, FL 32750

  • 4 Beds
  • 3 Baths
  • 2,051 Sq Ft
  • Built 1977

  Last Sold Summary

  • 10% Below List Price
  • $241/SF
  • 8 Days On Market

  Current Estimated Value $510,973

  Last Listing Agent Kelly Shilson RE/MAX TOWN & COUNTRY REALTY

  225 Slade Dr, Longwood, FL 32750
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  Est $1,516,592 Not Listed For Sale

  3378 Foxmeadow Ct, Longwood, FL 32779

  • 4 Beds
  • 4.5 Baths
  • 4,535 Sq Ft
  • Built 2002

  3378 Foxmeadow Ct, Longwood, FL 32779

  Last Sold Summary

  • 2% Above List Price
  • $329/SF
  • 1 Day On Market

  • Last Sold Price $1,490,000
  • Nov 21, 2024

  Last Listing Agent Kaveh Albekord ALBEKORD, INC.
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  $613,000

  • 4 Beds
  • 2 Baths
  • 3,077 Sq Ft

  116 Windmill Way, Longwood, FL 32750

  Reduced price! Best value in the area! Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old, AC is 6 months old, and brand new insulation as

  Sandra Montano URBAN CITY REALTY LLC

  116 Windmill Way, Longwood, FL 32750
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  $720,000 Sold Dec 19, 2025

  1257 W Lake Brantley Rd, Longwood, FL 32779

  • 5 Beds
  • 4 Baths
  • 3,193 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $225/SF
  • 41 Days On Market

  Current Estimated Value $733,596

  Last Listing Agent Addie Owens TOUCHSTONE REAL ESTATE

  1257 W Lake Brantley Rd, Longwood, FL 32779
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  Est $910,848 Not Listed For Sale

  1840 Misty Morn Place, Longwood, FL 32779

  • 6 Beds
  • 3.5 Baths
  • 3,462 Sq Ft
  • Built 1989

  1840 Misty Morn Place, Longwood, FL 32779

  Last Sold Summary

  • 4% Above List Price
  • $253/SF
  • 36 Days On Market

  • Last Sold Price $875,000
  • Apr 12, 2024

  Last Listing Agent Melissa Hastings METROPOLIS R.E. SOLUTIONS, LLC
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  $184,900

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  486 N Pin Oak Place Unit 308, Longwood, FL 32779

  Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers.Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room,

  Ken Pozek REAL BROKER, LLC

  486 N Pin Oak Place Unit 308, Longwood, FL 32779
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  $610,000 Sold Jul 07, 2025

  204 Smokerise Blvd, Longwood, FL 32779

  • 4 Beds
  • 2.5 Baths
  • 2,306 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Below List Price
  • $265/SF
  • 67 Days On Market

  Current Estimated Value $614,549

  Last Listing Agent Deborah Perry WATSON REALTY CORP

  204 Smokerise Blvd, Longwood, FL 32779
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  Est $633,220 Not Listed For Sale

  2234 Springs Landing Blvd, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 2,205 Sq Ft
  • Built 1982

  2234 Springs Landing Blvd, Longwood, FL 32779

  Last Sold Summary

  • 10% Above List Price
  • $261/SF
  • 9 Days On Market

  • Last Sold Price $574,900
  • Feb 03, 2025

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS
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  $1,800,000 Pending

  • 7 Beds
  • 5 Baths
  • 7,973 Sq Ft

  2113 Silver Leaf Ct, Longwood, FL 32779

  Under contract-accepting backup offers. Welcome to 2113 Silverleaf Court! This is a once in a lifetime opportunity to own this Custom, Private Luxury Estate in Longwood’s Wingfield Reserve community, an upscale community of over 180 homes on oversized lots of at least 1 acre located inside the Prestigious Markham Woods Corridor! This one-of-a-kind custom luxury estate residence offers 7 oversized

  Chris Creegan CREEGAN GROUP

  2113 Silver Leaf Ct, Longwood, FL 32779
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  $350,000 Sold Mar 13, 2026

  105 N Silver Cluster Ct, Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1975

  Last Sold Summary

  • 7% Below List Price
  • $317/SF
  • 22 Days On Market

  Current Estimated Value $370,631

  Last Listing Agent Vanessa Winters CENTRAL FLORIDA REAL ESTATE CE

  105 N Silver Cluster Ct, Longwood, FL 32750

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