Longwood, FL Homes

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  /74

  $799,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  2151 Judith Place, Longwood, FL 32779

  ROOF REPLACED IN 2025 | HVAC 2023 | NEW GUTTERS 2025 | SOLAR PANELS PAID OFF | RENOVATED OWNER'S SUITE | 1.62 ACRES | ON A CUL DE SAC | NO MANDATORY HOA Tucked away at the end of a quiet cul-de-sac, this exceptional 5-bedroom, 3-bath home sits on a rare and expansive 1.62-acre lot. Recent major upgrades provide peace of mind, including a new roof and gutters (2025), newer HVAC (2023), and fully

  KEVIN RANDOLPH WATSON REALTY CORP

  2151 Judith Place, Longwood, FL 32779
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  /57

  $3,490 Per Month

  • 5 Beds
  • 4 Baths
  • 2,678 Sq Ft
  • House for Rent

  Unlisted Address

  Best value on prestigious Markham Wood Road — this stunning 5 bed | 4 bath | 3 car garage home has been completely renovated from top to bottom, including a brand new AC system, and is truly move-in ready. From the moment you arrive, a lovely enclosed front courtyard with iron fencing and double front doors sets the tone for what awaits inside: a spacious foyer opening to a grand formal living

  Anne Hall CHARLES RUTENBERG REALTY ORLANDO

  Unlisted Address
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  $705,000 Sold Aug 06, 2025

  2431 Westwood Dr, Longwood, FL 32779

  • 4 Beds
  • 3 Baths
  • 2,579 Sq Ft
  • Built 1984

  Last Sold Summary

  • 15% Below List Price
  • $273/SF
  • 96 Days On Market

  Current Estimated Value $723,228

  Last Listing Agent Susan Herring COLDWELL BANKER REALTY

  2431 Westwood Dr, Longwood, FL 32779
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  Est $496,647 Not Listed For Sale

  111 Autumn Dr, Longwood, FL 32779

  • 3 Beds
  • 2.5 Baths
  • 2,360 Sq Ft
  • Built 1977

  111 Autumn Dr, Longwood, FL 32779

  Last Sold Summary

  • 2% Above List Price
  • $206/SF
  • 47 Days On Market

  • Last Sold Price $486,000
  • May 08, 2025

  Last Listing Agent Michael Salazar SUNDIAL REAL ESTATE LLC
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  /81

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,212 Sq Ft

  105 Cedar Oak Trail, Longwood, FL 32750

  Absolutely Everything You’ve Been Looking For — in the Sought-After Woodlands Community of Longwood! This lovingly maintained home has been cherished by the same owners for 39 years and is now ready to welcome new memories. With an ideal multigenerational floor plan, in-law suite, sparkling pool, and huge yard, this home truly has it all. Key FeaturesSpacious Layout: Bright, open floor plan

  Mindy Machock KELLER WILLIAMS REALTY AT THE PARKS

  105 Cedar Oak Trail, Longwood, FL 32750
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  /18

  $2,195 Per Month

  • 2 Beds
  • 2 Baths
  • 1,543 Sq Ft
  • House for Rent

  3948 Coverly Ct, Longwood, FL 32779

  Welcome to 3948 Coverly Ct located in the Wekiva Hunt Club Condominiums subdivision in Longwood, FL. This spacious condo is on the 2nd floor and consists of an open concept living room and dining room arrangement with luxury vinyl plank floors, vaulted ceilings, electric fireplace and warm wood built-in buffet cabinetry. From the living room, step through the sliding glass doors into the enclosed

  3948 Coverly Ct, Longwood, FL 32779
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  $525,000 Sold Mar 12, 2026

  349 Virginia Ave, Longwood, FL 32750

  • 4 Beds
  • 2.5 Baths
  • 2,387 Sq Ft
  • Built 1962

  Last Sold Summary

  • $220/SF
  • 4 Days On Market

  Current Estimated Value $519,552

  Last Listing Agent susan williams SIGNATURE REALTY ASSOCIATES

  349 Virginia Ave, Longwood, FL 32750
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  Est $519,048 Not Listed For Sale

  1506 Grace Lake Cir, Longwood, FL 32750

  • 5 Beds
  • 3 Baths
  • 2,398 Sq Ft
  • Built 1982

  1506 Grace Lake Cir, Longwood, FL 32750

  Last Sold Summary

  • 4% Above List Price
  • $208/SF
  • 7 Days On Market

  • Last Sold Price $499,900
  • Apr 17, 2025

  Last Listing Agent Sue Silberbusch COMPASS FLORIDA LLC
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  $849,500

  • 4 Beds
  • 4 Baths
  • 3,142 Sq Ft

  1261 Bella Vista Cir, Longwood, FL 32779

  A Grand Residence in the gated Bella Vista community with 4 bedrooms and 4 full bathrooms. This home exudes elegance, space & unmatched privacy! Welcome to a home that truly stands apart- an impressive two-story estate with tile roof, in the coveted Bella Vista community of Longwood, where luxury finishes, thoughtful upgrades, and timeless architecture come together effortlessly. From the moment

  Miranda Earnest COLDWELL BANKER REALTY

  1261 Bella Vista Cir, Longwood, FL 32779
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  /16

  $2,340 Per Month

  • 4 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • House for Rent

  122 Lea Ave, Longwood, FL 32750

  Spacious 4 bedroom, 2 bathroom home in established Longwood neighborhood. The neighborhood offers outstanding schools. Centrally located with easy access to I-4. Entire home flooring is either tile or wood laminate. The kitchen boasts plenty of storage. The living room is wired for surround sound. The backyard offers your own personal oasis. This large yard is fenced in for privacy. All Keller

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  122 Lea Ave, Longwood, FL 32750
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  $550,000 Sold Jul 16, 2025

  207 S Sweetwater Blvd, Longwood, FL 32779

  • 4 Beds
  • 2.5 Baths
  • 2,361 Sq Ft
  • Built 1972

  Last Sold Summary

  • $233/SF
  • 3 Days On Market

  Current Estimated Value $561,148

  Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  207 S Sweetwater Blvd, Longwood, FL 32779
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  Est $608,078 Not Listed For Sale

  105 Valley Ct, Longwood, FL 32779

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft
  • Built 1976

  105 Valley Ct, Longwood, FL 32779

  Last Sold Summary

  • 1% Above List Price
  • $296/SF
  • 5 Days On Market

  • Last Sold Price $600,000
  • May 09, 2025

  Last Listing Agent Mark Humphreys RE/MAX
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  /26

  $550,000

  • 4 Beds
  • 2 Baths
  • 2,244 Sq Ft

  105 E Cottesmore Cir, Longwood, FL 32779

  Sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the prime bedroom. Spacious house that is well maintained, all stainless steel appliances, working fireplace, shutters in windows. Back yard has access to the wekiva trail for walking and running. Paved pool patio, pool. Two parks with in walking distance. This house comes with an

  Andres Diaz PRIMAC GROUP, INC

  105 E Cottesmore Cir, Longwood, FL 32779
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  $1,650 Per Month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Condo for Rent

  163 Springwood Cir Unit A - 1, Longwood, FL 32750

  Two Bed Two Bath FIRST FLOOR! Huge open floor plan with a massive 17x11 primary suite, renovated kitchen with real wood cabinets and granite, dedicated parking space, large open living room, walk in master closet, private rear porch. Tenants are responsible for Electric and Internet. No dogs / Cats allowed with a $300 non-refundable pet fee / No smoking / $60 app fee per adult all adults must

  163 Springwood Cir Unit A - 1, Longwood, FL 32750
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  $455,000 Sold Sep 09, 2025

  201 Garden Ln, Longwood, FL 32750

  • 5 Beds
  • 3 Baths
  • 2,432 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $187/SF
  • 27 Days On Market

  Current Estimated Value $456,826

  Last Listing Agent Todd Schroth EXP REALTY LLC

  201 Garden Ln, Longwood, FL 32750
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  Est $557,267 Not Listed For Sale

  108 Wayland Cir, Longwood, FL 32779

  • 4 Beds
  • 2 Baths
  • 1,961 Sq Ft
  • Built 1974

  108 Wayland Cir, Longwood, FL 32779

  Last Sold Summary

  • $283/SF
  • 2 Days On Market

  • Last Sold Price $555,000
  • May 02, 2025

  Last Listing Agent REYNALDO Sanchez GALLERY PROPERTIES INTERNATIONAL
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  $639,900

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  216 Thistlewood Cir, Longwood, FL 32779

  Nestled within the coveted community of Sweetwater Oaks, this exceptional lake-access residence offers the perfect blend of refined luxury, timeless design, and resort-style living. Situated on a beautifully landscaped and fully fenced .32-acre homesite, this meticulously updated 4-bedroom, 2.5-bath pool home with a spacious 2-car garage makes an unforgettable first impression with its striking

  Julian Jackson LOKATION

  216 Thistlewood Cir, Longwood, FL 32779
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  /14

  $1,400 Per Month

  • 2 Beds
  • 1 Bath
  • 945 Sq Ft
  • Apartment for Rent

  829 E Wildmere Ave, Longwood, FL 32750

  Welcome to your new home at 829 E Wildmere Ave #101, Longwood, FL 32750! This charming 2-bedroom, 1-bathroom apartment offers a comfortable and convenient lifestyle in a prime location. Situated in the heart of Longwood, you'll enjoy easy access to shopping, dining, entertainment, and major highways.

  Eric Gardner THE BRIDLEWOOD RE CO LLC

  829 E Wildmere Ave, Longwood, FL 32750
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  $589,000 Sold Jun 02, 2025

  323 Needles Trail, Longwood, FL 32779

  • 4 Beds
  • 2.5 Baths
  • 2,389 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $247/SF
  • 9 Days On Market

  Current Estimated Value $598,975

  Last Listing Agent Abbas Sultanali ALPHA EQUITY REALTY & MANAGEMENT INC

  323 Needles Trail, Longwood, FL 32779
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  Est $209,036 Not Listed For Sale

  409 Summit Ridge Place Unit 113, Longwood, FL 32779

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1996

  409 Summit Ridge Place Unit 113, Longwood, FL 32779

  Last Sold Summary

  • 5% Below List Price
  • $173/SF
  • 2 Days On Market

  • Last Sold Price $220,000
  • May 07, 2025

  Last Listing Agent Samantha Hafner DON ASHER & ASSOCIATES, INC.
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  /20

  $597,000

  • 4 Beds
  • 2.5 Baths
  • 2,416 Sq Ft

  1200 Waverly Way, Longwood, FL 32750

  Welcome to this charming ranch style single-family home, perfectly situated on an oversized 0.71-acre corner lot in the highly desirable Knollwood community of Seminole County. Offering 4 spacious bedrooms, 2.5 baths, and 2,416 heated square feet, this home blends comfort, character, and endless potential. An oversized driveway provides ample parking for family and guests, while the expansive lot

  Milena Phan COLDWELL BANKER REALTY

  1200 Waverly Way, Longwood, FL 32750
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  $1,650 Per Month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Townhouse for Rent

  163 Springwood Cir, Longwood, FL 32750

  Two Bed Two Bath FIRST FLOOR! Huge open floor plan with a massive 17x11 primary suite, renovated kitchen with real wood cabinets and granite, dedicated parking space, large open living room, walk in master closet, private rear porch. Tenants are responsible for Electric and Internet. No dogs / Cats allowed with a $300 non-refundable pet fee / No smoking / $60 app fee per adult all adults must

  163 Springwood Cir, Longwood, FL 32750
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  $319,000 Sold Sep 26, 2025

  528 Winding Oak Ln, Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Built 1994

  Last Sold Summary

  • $279/SF
  • 57 Days On Market

  Current Estimated Value $319,660

  Last Listing Agent Camilo Perez HOME SOLD REALTY LLC

  528 Winding Oak Ln, Longwood, FL 32750
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  Est $192,090 Not Listed For Sale

  2202 Clubside Dr Unit 2202, Longwood, FL 32779

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1984

  2202 Clubside Dr Unit 2202, Longwood, FL 32779

  Last Sold Summary

  • 4% Below List Price
  • $147/SF
  • 23 Days On Market

  • Last Sold Price $200,000
  • Apr 28, 2025

  Last Listing Agent David Weiss COLDWELL BANKER REALTY
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  $549,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,255 Sq Ft

  603 N Sweetwater Blvd, Longwood, FL 32779

  Under contract-accepting backup offers. Welcome to sought-after Sweetwater Oaks, a premier lakefront community offering an unmatched lifestyle in the heart of Longwood. Residents enjoy exclusive access to skiable Lake Brantley, as well as Riverbend Park with direct entry to the scenic Wekiva River—perfect for kayaking, paddleboarding, and enjoying Florida’s natural beauty. The community also

  Blake Safford SAFFORD REAL ESTATE LLC

  603 N Sweetwater Blvd, Longwood, FL 32779
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  $1,575 Per Month

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • House for Rent

  200 S Oleander St, Longwood, FL 32750

  Welcome to this charming rental property located in the heart of Longwood, FL. This inviting home offers a convenient lifestyle, with easy access to several delicious restaurants and popular department stores, ensuring you have everything you need just moments away. Enjoy the fresh air at nearby Reiter Park and Candyland Park, perfect for leisurely strolls or family outings. Key property features

  Eric Jay KHARIS REAL ESTATE GROUP LLC

  200 S Oleander St, Longwood, FL 32750
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  $680,000 Sold Aug 22, 2025

  103 Cherry Hill Cir, Longwood, FL 32779

  • 5 Beds
  • 3 Baths
  • 2,820 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $241/SF
  • 76 Days On Market

  Current Estimated Value $686,403

  Last Listing Agent Christen McCamie NESTA REAL ESTATE CONSULTANTS

  103 Cherry Hill Cir, Longwood, FL 32779
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  Est $838,981 Not Listed For Sale

  500 Freyer Dr, Longwood, FL 32750

  • 8 Beds
  • Built 1979

  500 Freyer Dr, Longwood, FL 32750

  Last Sold Summary

  • 1% Below List Price
  • $576/SF
  • 290 Days On Market

  • Last Sold Price $850,000
  • Apr 25, 2025

  Last Listing Agent Denise Korrey KORR REALTY CORP
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  /41

  $635,000

  • 4 Beds
  • 2 Baths
  • 2,352 Sq Ft

  308 Smokerise Blvd, Longwood, FL 32779

  Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in the highly sought-after Sweetwater Oaks community of Longwood. Situated on an expansive .40-acre homesite framed by majestic oak trees and mature landscaping, this 4-bedroom, 2-bath residence offers 2,352 heated square feet of inviting, thoughtfully designed living space. From the moment you step inside, the

  Ginny Peters CENTURY 21 ALTON CLARK

  308 Smokerise Blvd, Longwood, FL 32779
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  $1,799 Per Month

  • 2 Beds
  • 1 Bath
  • 1,274 Sq Ft
  • NEW-Remodeled bathroom & kitchen! NEW VINYL PLANK flooring & fresh paint! 2 bedroom 1 bath condo ...

  420 Summit Ridge Place, Longwood, FL 32779

  Just remodeled! Contact Property Manager Joanne Bracero today -cell # Move in NOW! Spacious 2 BEDROOM 1 BATH on 3rd floor with tranquil view from screened in porch! HOA includes-Water, sewer, pest control, and basic cable! washer and dryer included(as is)! Lots of closet space! New kitchen cabinets with granite counter top!! New flooring & fresh paint!! New bathroom cabinets with granite counter

  420 Summit Ridge Place, Longwood, FL 32779
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  $369,000 Sold Sep 30, 2025

  154 Golf Club Dr, Longwood, FL 32779

  • 3 Beds
  • 2 Baths
  • 1,679 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $220/SF
  • 77 Days On Market

  Current Estimated Value $351,230

  Last Listing Agent Janie Harris UNITED REAL ESTATE PREFERRED

  154 Golf Club Dr, Longwood, FL 32779
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  Est $785,506 Not Listed For Sale

  643 E Wildmere Ave, Longwood, FL 32750

  • 4 Beds
  • 4 Baths
  • 1,998 Sq Ft
  • Built 2022

  643 E Wildmere Ave, Longwood, FL 32750

  Last Sold Summary

  • 2% Above List Price
  • $387/SF
  • 2 Days On Market

  • Last Sold Price $773,500
  • Apr 28, 2025

  Last Listing Agent Maria Nunez COMPASS FLORIDA LLC
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  $625,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,382 Sq Ft

  739 Riverbend Blvd, Longwood, FL 32779

  Welcome to 739 Riverbend Blvd, a rare Sweetwater Oaks offering where space, setting, and lifestyle come together effortlessly. Set on an expansive half-acre homesite along a peaceful freshwater canal with direct connection to the Wekiva River, this beautifully updated pool home captures the essence of what makes Sweetwater Oaks so special. Privacy, nature, and everyday livability. Mornings begin

  Tiffany Yates COMPASS FLORIDA LLC

  739 Riverbend Blvd, Longwood, FL 32779
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  $1,940 Per Month

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • House for Rent

  509 East St, Longwood, FL 32750

  Welcome to 509 East Street, a charming 3-bedroom, 2-bathroom home ideally located between Winter Springs, Lake Mary, and Altamonte Springs. This inviting property offers comfort, convenience, and a location that makes daily life easy. Enjoy being just minutes from Orlando Health, the SunRail Church Avenue station, and popular local spots like the new Foxtail Coffee in Longwood. Situated near the

  Michael Michaud ALPHA REALTY & ASSOCIATES

  509 East St, Longwood, FL 32750
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  $500,000 Sold Jul 24, 2025

  164 Post and Rail Rd, Longwood, FL 32750

  • 5 Beds
  • 3 Baths
  • 2,397 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $209/SF
  • 84 Days On Market

  Current Estimated Value $505,008

  Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

  164 Post and Rail Rd, Longwood, FL 32750
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  Est $2,144,850 Not Listed For Sale

  3241 Winding Pine Trail, Longwood, FL 32779

  • 5 Beds
  • 4.5 Baths
  • 5,871 Sq Ft
  • Built 2015

  3241 Winding Pine Trail, Longwood, FL 32779

  Last Sold Summary

  • 3% Below List Price
  • $375/SF

  • Last Sold Price $2,200,000
  • Dec 15, 2023

  Last Listing Agent Peter J Yates LPT REALTY LLC
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  $629,000

  • 3 Beds
  • 2.5 Baths
  • 2,117 Sq Ft

  521 Granada Way, Longwood, FL 32750

  Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable

  Jerry McGee, Jr JERRY MCGEE REALTY, LLC

  521 Granada Way, Longwood, FL 32750
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  $3,097 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Updated 4-Bedroom Longwood Rental with Pool & Lawn Care Included – Move-In Ready

  240 Slade Dr, Longwood, FL 32750

  Welcome to 240 Slade Drive, a beautifully refreshed 4-bedroom, 2.5-bathroom home located in a quiet, established Longwood neighborhood. With generous living space and thoughtful updates throughout, this property is perfect for comfortable everyday living and entertaining.The bathrooms have been recently renovated, and the interior and exterior have both been freshly repainted, giving the

  240 Slade Dr, Longwood, FL 32750
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  $410,000 Sold Nov 07, 2025

  101 Ardsdale Ct, Longwood, FL 32750

  • 4 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Below List Price
  • $245/SF
  • 29 Days On Market

  Current Estimated Value $410,794

  Last Listing Agent Lizzie Zirillo SUNSHINE INTERNATIONAL REALTY LLC

  101 Ardsdale Ct, Longwood, FL 32750
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  Not Listed For Sale

  961 Lake Ln, Longwood, FL 32750

  • 4 Beds
  • 3 Baths
  • 2,086 Sq Ft
  • Built 1980

  961 Lake Ln, Longwood, FL 32750

  Last Sold Summary

  • $223/SF
  • 35 Days On Market

  • Last Sold Price $465,000
  • Oct 06, 2023

  Last Listing Agent Aj Alvarez LPT REALTY, LLC

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