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Homes for Sale in Longwood, FL with 5-Bedrooms

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  • /100

    $9,950,000

    • 9 Beds
    • 12.5 Baths
    • 14,623 Sq Ft

    812 Sweetwater Club Blvd, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Presenting The Fortress, SET ON NEARLY 12 ACRES, a one of a kind architectural masterpiece created for those who understand that true luxury is not styled but built to endure and remain irreplaceable. Designed and constructed over 7 years by the world renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing

    Agent Photo

    Lisell Melo

    SERHANT

    (321) 392-6798

    812 Sweetwater Club Blvd, Longwood, FL 32779
  • /47

    $590,000

    • 5 Beds
    • 4 Baths
    • 3,459 Sq Ft

    506 Freeman St, Longwood, FL 32750

    This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a

    Agent Photo

    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 386-1619

    506 Freeman St, Longwood, FL 32750
  • /67

    $735,000

    • 5 Beds
    • 3 Baths
    • 2,832 Sq Ft

    432 Wilderness Dr, Longwood, FL 32779

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot,

    Jory Williams REALTY ONE GROUP MAGIC CITY

    432 Wilderness Dr, Longwood, FL 32779
  • /35

    $734,900

    • 5 Beds
    • 3 Baths
    • 2,997 Sq Ft

    375 Brentwood Club Cove, Longwood, FL 32750

    Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression

    Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

    375 Brentwood Club Cove, Longwood, FL 32750
  • /99

    $5,200,000

    • 7 Beds
    • 10 Baths
    • 10,684 Sq Ft

    3545 Legacy Hills Ct, Longwood, FL 32779

    Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property

    Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

    3545 Legacy Hills Ct, Longwood, FL 32779
  • /33

    $755,000

    • 5 Beds
    • 4 Baths
    • 3,177 Sq Ft

    1362 Shady Knoll Ct, Longwood, FL 32750

    Welcome to a home where comfort, connection, and everyday living come together beautifully. From the moment you walk in, you’re greeted by an open, light-filled space that invites you to slow down and feel at home. The front living and dining areas create the perfect setting for everything from holiday gatherings to quiet evenings in. As you move through the home, the kitchen becomes the true

    David Miller KELLER WILLIAMS HERITAGE REALTY

    1362 Shady Knoll Ct, Longwood, FL 32750
  • /49

    $639,000

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

    884 Cutler Rd, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Welcome to this beautifully updated 5-bedroom, 3-bath home in Sweetwater Village, offering 2,601 square feet of living space on a spacious 0.30-acre corner lot in the sought-after Lake Brantley area. Set on a quiet street in a desirable neighborhood, this home is zoned for top-rated schools, has no HOA, and offers easy access to nearby parks and

    Tyler Deans CREEGAN GROUP

    884 Cutler Rd, Longwood, FL 32779
  • /73

    $1,275,000

    • 5 Beds
    • 6.5 Baths
    • 4,053 Sq Ft

    1742 Fifeshire Ct, Longwood, FL 32779

    Welcome home to your own immaculate sparkling screened in pool home nestled in a cul-de-sac in desirable Markham Meadows. This spectacular over one acre, 5 bedroom, 6 bathroom home has many features. The Primary master suite is privately situated to itself and showcases a sitting area in front of the wood burning fireplace and overlooking the pool, a large walk-in closet, and an ensuite bath

    Melissa Dietz Levering CHARLES RUTENBERG REALTY ORLANDO

    1742 Fifeshire Ct, Longwood, FL 32779
  • /53

    $789,999

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

    6 Robinwood Dr, Longwood, FL 32779

    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

    6 Robinwood Dr, Longwood, FL 32779
  • /63

    $1,450,000

    • 5 Beds
    • 4.5 Baths
    • 4,007 Sq Ft

    1856 Alaqua Dr, Longwood, FL 32779

    Welcome to Alaqua Drive, Luxurious Upgraded Excutive Home Reflects Timeless Appeal **Sprawling Over An Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include:Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings**

    Louis Joachim DOVER INTERNATIONAL CO., INC.

    1856 Alaqua Dr, Longwood, FL 32779
  • /43

    $1,400,000

    • 5 Beds
    • 4 Baths
    • 4,000 Sq Ft

    1805 Meadowbend Dr, Longwood, FL 32750

    Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California

    Christy Fauquher PERFECT FIT PROPERTIES

    1805 Meadowbend Dr, Longwood, FL 32750
  • /77

    $1,550,000

    • 7 Beds
    • 7 Baths
    • 6,315 Sq Ft

    113 Sandy Oaks Place, Longwood, FL 32779

    RARE MULTI-GENERATIONAL ESTATE | NO HOA | MARKHAM WOODS CORRIDORWelcome to this meticulously renovated estate on nearly 1 acre along the coveted Markham Woods corridor. Two fully updated homes, one extraordinary property. Whether you're looking for multi-generational living, a guest retreat, or income potential, this is a rare find in Seminole County.The main residence offers 5 bedrooms,

    Rodrigo Marsal LIFESTYLE INTERNATIONAL REALTY

    113 Sandy Oaks Place, Longwood, FL 32779
  • /49

    $1,085,000

    • 5 Beds
    • 5 Baths
    • 3,706 Sq Ft

    814 Miami Springs Dr, Longwood, FL 32779

    Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom

    Nicholas Vaseloff PRIMEFIT PROPERTIES LLC

    814 Miami Springs Dr, Longwood, FL 32779
  • /48

    $849,900

    • 5 Beds
    • 4 Baths
    • 3,422 Sq Ft

    1950 Elkhorn Ct, Longwood, FL 32750

    A rare opportunity to own in Hidden Cove, an intimate gated community of just 37 homes where privacy and exclusivity meet refined living. This beautifully maintained 5-bedroom (or 4-bedroom and study) plus upstairs bonus room, 4 full bathrooms and a 3-car garage home offers an impressive blend of comfort, thoughtful upgrades, and resort-style outdoor living. Set on a fully fenced lot, the home

    Scott Tomlinson FUTURE HOME REALTY INC

    1950 Elkhorn Ct, Longwood, FL 32750
  • /77

    $895,000

    • 5 Beds
    • 3 Baths
    • 3,575 Sq Ft

    104 Stone Brook Ct, Longwood, FL 32779

    Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room

    Jerry McGee, Jr JERRY MCGEE REALTY, LLC

    104 Stone Brook Ct, Longwood, FL 32779
  • /72

    $3,250,000

    • 5 Beds
    • 7.5 Baths
    • 7,673 Sq Ft

    810 Sweetwater Club Blvd, Longwood, FL 32779

    A Private European Estate in the Heart of Longwood!! Hidden beyond iron gates and a winding brick drive shaded by timeless-old oaks, this 5.13-acre estate emerges with quiet authority — a residence designed not to follow trends, but to transcend them. Spanning more than 7,600 square feet, the architecture draws inspiration from European manor homes, where craftsmanship was paramount and every

    Luke Miller COLDWELL BANKER REALTY

    810 Sweetwater Club Blvd, Longwood, FL 32779
  • /96

    $1,450,000

    • 5 Beds
    • 5.5 Baths
    • 6,348 Sq Ft

    1700 Alvarado Ct, Longwood, FL 32779

    Welcome to this EXQUISITE, one-of-a-kind estate nestled within the highly regarded community of WINGFIELD RESERVE. Set on a sprawling 1.4-ACRE LOT in one of Longwood’s most sought-after enclaves, this STELLAR 6,300+ SQ. FT. home offers unparalleled grandeur and privacy. The journey begins as you traverse a FULLY PAVED CIRCULAR DRIVEWAY, framed by towering mature trees and meticulously manicured

    Daniel Betancourt EXP REALTY LLC

    1700 Alvarado Ct, Longwood, FL 32779
  • /91

    $815,000

    • 5 Beds
    • 3.5 Baths
    • 3,186 Sq Ft

    3668 Watercrest Dr, Longwood, FL 32779

    Nestled in the heart of Sweetwater Springs, a beautiful, gated enclave bordering Wekiwa Springs State Park, this exceptional canal-front residence offers an opportunity to live immersed in Old Florida’s natural beauty. With deeded access to both the Wekiva River and spring-fed Lake Brantley, residents enjoy a lifestyle designed for skiers, paddlers, boaters, and nature enthusiasts alike. The

    Kelly Hildebrand FANNIE HILLMAN & ASSOCIATES

    3668 Watercrest Dr, Longwood, FL 32779
  • /65

    $769,900

    • 5 Beds
    • 3.5 Baths
    • 3,430 Sq Ft

    262 Oakmont Reserve Cir, Longwood, FL 32750

    Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless

    Kristen Wenderfer PREMIER SOTHEBYS INT'L REALTY

    262 Oakmont Reserve Cir, Longwood, FL 32750
  • /34

    $595,000

    • 5 Beds
    • 3 Baths
    • 2,742 Sq Ft

    1833 Crowley Cir E, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a

    Christina Rampersad KELLER WILLIAMS ADVANTAGE 2 REALTY

    1833 Crowley Cir E, Longwood, FL 32779
  • /67

    $1,725,000

    • 5 Beds
    • 7 Baths
    • 6,259 Sq Ft

    3311 Horseshoe Bend Ct, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Experience the pinnacle of luxury living in the guard-gated community of Alaqua Lakes, one of Longwood’s most coveted enclaves, ideally situated between Heathrow and Lake Mary, where Central Florida’s elite reside, work, and thrive. This two-story estate offers 5 bedrooms, 7 bathrooms, over 6,300 square feet, and is set on more than half an acre

    Hussein Kermalli COLDWELL BANKER REALTY

    3311 Horseshoe Bend Ct, Longwood, FL 32779
  • /45

    $1,299,000

    • 5 Beds
    • 5.5 Baths
    • 3,976 Sq Ft

    3144 Players View Cir, Longwood, FL 32779

    Welcome to 3144 Players View Circle, a stunning executive home in the exclusive guard gated community of Reserve at Alaqua. This elegant Fitzgerald model features 5 bedrooms, 5.5 bathrooms and around 4,000 sq ft of luxury living, including an oversized driveway and a 3-car garage equipped with an EV charger. Step inside to engineered hardwood floors and a bright, open layout filled with upscale

    Andreas Kunert KUNERT REALTY INC

    3144 Players View Cir, Longwood, FL 32779
  • /65

    $1,449,000

    • 6 Beds
    • 6 Baths
    • 6,550 Sq Ft

    301 Magnolia Lake Dr, Longwood, FL 32779

    Almost a $1,000,000 of asking is an assumable loan at 4.75. Dream home with beautiful environment galore. Flowing open floor plan with high ceilings and crown molding throughout. Theater room, Florida room with indoors grill, 2 wood burning fireplaces, beautiful sought after community, gated with guards 24/7, wide large lots. Must see this picturesque environment filled with wealth and luxury.

    Leslie Golliday DOVER INTERNATIONAL CO., INC.

    301 Magnolia Lake Dr, Longwood, FL 32779
  • /91

    $2,598,000

    • 5 Beds
    • 7 Baths
    • 8,100 Sq Ft

    1126 Brownshire Ct, Longwood, FL 32779

    This majestic estate is a true masterpiece of elegance and timeless architecture, gracefully set among mature oak trees and lush, manicured gardens, blending clasic design with modern luxury, this residence offers an exceptional lifestyle defined by confort, sophistication and privacy.Featuring 5 spacious bedrooms, 7 bathrooms and a private mother-in-law suite. The home was thoughtfully

    Gustavo Vargas FLORIDA REALTY INVESTMENTS

    1126 Brownshire Ct, Longwood, FL 32779
  • /36

    $639,999

    • 5 Beds
    • 3 Baths
    • 2,823 Sq Ft

    114 Countryside Dr, Longwood, FL 32779

    Need more space? Look no further! Your new home is move-in ready in the desirable Sweetwater Oaks neighborhood! This is a two-story home with over 2,800 square feet of solid block construction with five bedrooms upstairs, three large full bathrooms, and two bonus rooms. New roof, new carpet upstairs, new luxury vinyl plank flooring downstairs, wood-burning fireplace, and a large second-floor sun

    Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

    114 Countryside Dr, Longwood, FL 32779
  • /35

    $679,900

    • 5 Beds
    • 3 Baths
    • 2,974 Sq Ft

    414 Timbercove Cir, Longwood, FL 32779

    One or more photo(s) has been virtually staged. One or more pictures have been virtually staged. Welcome to this beautifully updated home in highly desirable Sweetwater Oaks! Offering nearly 3,000 sq ft with 5 bedrooms and 3 full baths, this property blends space, comfort, and style. The modern kitchen features granite countertops, stainless steel appliances, and opens to bright living areas with

    Eylin Barrios MY REALTY GROUP, LLC.

    414 Timbercove Cir, Longwood, FL 32779
  • /65

    $3,999,000

    • 7 Beds
    • 9 Baths
    • 14,801 Sq Ft

    808 Sweetwater Club Blvd, Longwood, FL 32779

    Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022)

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    808 Sweetwater Club Blvd, Longwood, FL 32779
  • /8

    $499,500

    • 6 Beds
    • 4 Baths
    • 2,632 Sq Ft

    895 Pasadena Ave, Longwood, FL 32750

    Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner Lot, Brand New Roof just installed,Electrical Updated,Fenced Yard, Great Value

    Frank Filippelli SOUTHERN REALTY ENTERPRISES

    895 Pasadena Ave, Longwood, FL 32750
  • /21

    $555,000

    • 6 Beds
    • 4 Baths
    • 3,459 Sq Ft

    502 Freeman St, Longwood, FL 32750

    Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite perfect for a mother in law living space. Also unique is 3 living spaces, one of which is upstairs so the kids can play upstairs and not disturb whoever is downstairs. The home has been remodeled with upgraded luxury vinyl flooring

    Ryan Minadie COLDWELL BANKER REALTY

    502 Freeman St, Longwood, FL 32750

Home Trends in Longwood, FL

Housing Trends

Median Sale Price
$470,000
Median Single Family Sale Price
$497,500
Median Townhouse Sale Price
$323,000
Median 2 Bedroom Sale Price
$197,495
Median 1 Bedroom Sale Price
$120,000
Average Price Per Sq Ft
$242
Number of Homes for Sale
179
Last 12 months Home Sales
771
Months of Supply
2.80
Median List Price
$489,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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