18

5-Bedroom Houses for Sale in Longwood, FL

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  • /49

    $595,000

    • 5 Beds
    • 3 Baths
    • 2,490 Sq Ft

    966 N Ronald Reagan Blvd, Longwood, FL 32750

    HIGH AND DRY! Located just 1/2 mile from the Longwood SunRail Station. Don’t miss your opportunity to own this property that is being split into 3 properties! Located in the heart of Longwood Florida the 6 Commercial lots have 309 foot of frontage on Ronald Reagan Blvd with 12,000 cars passing by daily. Allowed possible uses include Medical, Dental, General Offices, Restaurant, Professional,

    Agent Photo

    Randy Adams

    RE/MAX TOWN & COUNTRY REALTY

    (321) 334-3341

    966 N Ronald Reagan Blvd, Longwood, FL 32750
  • /36

    $1,200,000

    • 5 Beds
    • 4 Baths
    • 4,200 Sq Ft

    2108 Silver Leaf Ct, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Perfectly situated within the established Wingfield Reserve community of Longwood, this upgraded home sits on a private ONE ACRE LOT with 5 bedrooms and 4 bathrooms that include a separate IN-LAW SUITE complete with a private entrance combining modern updates and timeless design! Elegant must see 24x28 CALACATTA GOLD MARBLE FLOORING flows through

    Jennifer Wemert WEMERT GROUP REALTY LLC

    2108 Silver Leaf Ct, Longwood, FL 32779
  • /67

    $995,000

    • 5 Beds
    • 4 Baths
    • 4,281 Sq Ft

    450 Andrews Dr, Longwood, FL 32750

    Come See this Remarkable Traditional 2-Story Home Sitting on Nearly Half Acre with Views of Rolling Hills Community Park. Step Through the Double Glass Front Doors into a Foyer Entrance Highlighted by a Vaulted Ceiling. The Open Layout of the Family Room/Dining Room/Kitchen Creates a Perfect Space for Gatherings. The Updated Kitchen Features White Cabinetry, Oversized Island with Stunning Marble

    Maria Shreve RE/MAX TOWN CENTRE

    450 Andrews Dr, Longwood, FL 32750
  • /47

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 4,967 Sq Ft

    2101 Silver Leaf Ct, Longwood, FL 32779

    Timeless Elegance Meets Resort-Style Living in Wingfield Reserve. Nestled on a beautifully manicured 1+ acre corner lot in the exclusive Wingfield Reserve, this single-story estate offers the perfect blend of traditional elegance and modern luxury. Boasting 5 spacious bedrooms, 3.5 bathrooms, and over 4,900 square feet of living space, this meticulously maintained pool home is an entertainer’s

    Elliot Shugan THE SHUGAN GROUP INC

    2101 Silver Leaf Ct, Longwood, FL 32779
  • /96

    $1,499,900

    • 5 Beds
    • 6 Baths
    • 7,049 Sq Ft

    2228 Earleaf Ct, Longwood, FL 32779

    Luxury lives large at this Longwood estate—bold, elegant, and built to impress. Set on 1.04 fully fenced acres with a lake view, this property offers the kind of scale, privacy, and versatility that's nearly impossible to find anymore. Whether you've got a big family, frequent guests, or just need a lot of space to do life your way, this home checks every box—and then adds a few surprises. The

    Geraldine Westfall Simply Real Estate

    2228 Earleaf Ct, Longwood, FL 32779
  • /55

    $1,050,000

    • 5 Beds
    • 5.5 Baths
    • 4,202 Sq Ft

    2053 Biltmore Point, Longwood, FL 32779

    Welcome home to Longwood’s The Estate’s at Springs Landing located just off Markham Woods Rd. This 5 Bedroom 4 bath home is a blank canvas ready for a new owners tastes. Homes boasts a generous treelined lot that backs to conservation on two sides and ample setbacks from neighbor that is less commonly found. Spacious split plan with well appointed screen enclosed pool & spa as a focal point. No

    Patrick D'Agostino GLORY INTL. REAL ESTATE CO

    2053 Biltmore Point, Longwood, FL 32779
  • /52

    $1,199,000

    • 5 Beds
    • 4.5 Baths
    • 3,783 Sq Ft

    3411 Regal Crest Dr, Longwood, FL 32779

    Stunning oversized and customized "Estancia" model featuring 5 bedrooms, 4.5 bathrooms, a private study, and a spacious bonus room—ideally positioned along the 7th tee of the exclusive Legacy Club Golf Course at Alaqua Lakes, offering partial views of lush conservation and the fairway from your large fenced-in yard. This nearly 3,800 sq. ft. home is mostly single-story living, with the 5th

    Frank Benevento COLDWELL BANKER REALTY

    3411 Regal Crest Dr, Longwood, FL 32779
  • /74

    $975,000

    • 5 Beds
    • 3 Baths
    • 3,531 Sq Ft

    202 Riverview Dr, Longwood, FL 32779

    Welcome to 202 Riverview Drive in the amazing guard gated and prestigious Sweetwater Club Estates community! Embrace the true Florida indoor and outdoor lifestyle in this comfortable and elegant resort style home!! This home has incredible entertaining, living, enjoying, thriving and relaxing capabilities! You are welcomed home by a new circular driveway leading to a formal entryway or an

    Mark Humphreys RE/MAX ASSURED

    202 Riverview Dr, Longwood, FL 32779
  • /53

    $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

    Andreas Kunert KUNERT REALTY INC

    3144 Players View Cir, Longwood, FL 32779
  • /61

    $995,000

    • 5 Beds
    • 3.5 Baths
    • 3,506 Sq Ft

    1833 Misty Morn Place, Longwood, FL 32779

    One or more photo(s) has been virtually staged. Experience the perfect blend of privacy, elegance, and modern comfort in this stunning 5-bedroom, 3.5-bath home nestled on a tranquil 1.04-acre lot in the desirable Seminole County school district. A wrap-around driveway leads to a secluded three-car garage, setting the tone for this impressive property. Step inside to soaring vaulted ceilings,

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1833 Misty Morn Place, Longwood, FL 32779
  • /16

    $335,000

    • 5 Beds
    • 2 Baths
    • 1,880 Sq Ft

    1140 Hamilton Ave, Longwood, FL 32750

    Charming 5-bedroom, 2-bathroom two-story home located in the desirable Longdale neighborhood. This spacious 1,880 sq ft residence offers a versatile floor plan with a large eat-in kitchen, living and dining combos, and a decorative fireplace for cozy evenings. Enjoy the convenience of a covered car carport and indoor laundry with washer/dryer hookups. The primary bedroom is located upstairs,

    Denise San Miguel REALTY LYNK INC

    1140 Hamilton Ave, Longwood, FL 32750
  • /59

    $895,000

    • 5 Beds
    • 5 Baths
    • 3,738 Sq Ft

    1410 Canal Point Rd, Longwood, FL 32750

    One or more photo(s) has been virtually staged. The perfect Florida home. This spacious 3738 square foot custom home with 5 bedrooms and 3 full and 2 1⁄2 bathrooms is designed for both family living and entertaining. With generous living areas, which include a gourmet kitchen, formal living room, formal dinning room, pool room on the inside, and complimented by the outside which includes a

    Ana Wagner WAGNER FLORIDA REALTY LLC

    1410 Canal Point Rd, Longwood, FL 32750
  • /63

    $924,900

    • 5 Beds
    • 4 Baths
    • 3,942 Sq Ft

    205 N Sweetwater Cove Blvd, Longwood, FL 32779

    Amazing multigenerational home in the highly desired community of Sweetwater Cove! It's rare to find such an exceptional traditional home with a beautiful attached guest apartment! The main house is a spacious 4/3 with a functional split floor plan including formal living and dining areas and a large Florida room overlooking the pool area. The guest apartment is a 1/1 with it's own screened porch

    Jennifer King KELLER WILLIAMS HERITAGE REALTY

    205 N Sweetwater Cove Blvd, Longwood, FL 32779
  • /21

    $565,000

    • 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 RESIDENTIAL RE

    502 Freeman St, Longwood, FL 32750
  • /91

    $2,399,999

    • 8 Beds
    • 6.5 Baths
    • 7,489 Sq Ft

    608 E Club Cir, Longwood, FL 32779

    Contemporary Elegance in One of Orlando’s Most Exclusive Communities Tucked behind the gates of a prestigious enclave, this architecturally striking 8-bedroom, 6.5-bath estate spans 1.29 acres of lush, manicured grounds. Recently reimagined with a full-scale renovation, the home radiates refined, contemporary luxury from the moment you arrive. A grand modern facade with soaring glass entry

    Gina Hutchinson KELLER WILLIAMS WINTER PARK

    608 E Club Cir, Longwood, FL 32779
  • /57

    $725,000

    • 5 Beds
    • 3.5 Baths
    • 3,173 Sq Ft

    753 Daybreak Place, Longwood, FL 32750

    GREAT INVESTMENT OPPORTUNITY - Tenants in place, $48,000.00 annual RENTAL INCOME. Your private oasis awaits. This lovely 5/3.5 SALTWATER POOL HOME is on a quiet street in Oakmont Reserve in Longwood. You will be impressed the moment you step inside. To the right is an elegant formal dining with unique curved doorways. The dining room seamlessly flows into the open floorplan kitchen. The eat-in

    Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    753 Daybreak Place, Longwood, FL 32750
  • /69

    $879,000

    • 6 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    1810 Markham Woods Rd, Longwood, FL 32779

    Dream Pool Home on 1 Acre in the Beautiful Heathrow Corridor!Located in the sought-after Heathrow corridor, this stunning Longwood home offers privacy, space, and luxury—all with NO HOA! Set on a sprawling 1-acre lot, the backyard is a true oasis with a screened-in pool, expansive patio, and fully equipped outdoor kitchen—perfect for year-round entertaining. Plus, there’s an oversized

    Chase Parker EXP REALTY LLC

    1810 Markham Woods Rd, Longwood, FL 32779
  • /92

    $3,500,000

    • 5 Beds
    • 7 Baths
    • 9,181 Sq Ft

    100 Blue Lake Ct, Longwood, FL 32779

    Exceptional lakefront executive estate with panoramic views of natural spring fed Lake Brantley. Discover an unparalleled opportunity to own a truly extraordinary lakefront estate on nearly two acres, offering breathtaking panoramic views of Lake Brantley—one of Seminole County’s most sought-after private, skiable lakes. With 287 acres of pristine waters, top-rated schools, and unmatched luxury,

    Blake Safford SAFFORD REAL ESTATE LLC

    100 Blue Lake Ct, Longwood, FL 32779

Home Trends in Longwood, FL

Housing Trends

Median Sale Price
$472,500
Median Single Family Sale Price
$539,950
Median Townhouse Sale Price
$413,950
Median 2 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$225
Number of Homes for Sale
9
Last 12 months Home Sales
51
Months of Supply
2.10
Median List Price
$364,450
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
26%
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