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Longwood, FL Homes for Sale with Acreage

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  • /79

    $3,500,000

    • 8 Beds
    • 7.5 Baths
    • 9,068 Sq Ft

    1040 Sweetwater Club Blvd, Longwood, FL 32779

    Welcome home to this exceptional executive estate located within the prestigious 24-hour manned, gated community of Sweetwater Club. Privately positioned on an elevated 1.27-acre corner lot, this remarkable residence features a 4-car garage, circular driveway, and commanding curb appeal. Step through the oversized front door into a grand, open-concept interior designed for both luxury living and

    Agent Photo

    Rafael Ortiz

    KELLER WILLIAMS LEGACY REALTY

    (321) 495-8773

    1040 Sweetwater Club Blvd, Longwood, FL 32779
  • /91

    $7,500,000

    • 10 Beds
    • 17 Baths
    • 25,706 Sq Ft

    2878 Markham Woods Rd, Longwood, FL 32779

    One or more photo(s) has been virtually staged. NEW PRICE. The Estate at Markham Woods is one of Central Florida’s most recognized private luxury compounds, offering 7.61 high and dry acres with exceptional privacy behind electronic gates and a newly constructed guard house. With no HOA, owners enjoy complete freedom to use the acreage, residences, and amenities without community restrictions.

    Agent Photo

    Amanda Miller

    RE/MAX CENTRAL REALTY

    (321) 364-3242

    2878 Markham Woods Rd, Longwood, FL 32779
  • /74

    $799,000

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

    2151 Judith Place, Longwood, FL 32779

    Your dream home just hit the market!Tucked away at the end of a quiet cul-de-sac, this stunning 5-bedroom, 3-bath retreat sits on an incredible 1.62 acre lot—one of the most unique in the area! With a new roof and gutters (2025), HVAC (2023), and fully paid-off solar panels, this home blends comfort, efficiency, and peace of mind. Step inside to a freshly painted exterior, a cozy wood-burning

    KEVIN RANDOLPH WATSON REALTY CORP

    2151 Judith Place, Longwood, FL 32779
  • /65

    $4,299,000

    • 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
  • /31

    $1,539,000

    • 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
  • /32

    $5,800,000

    • Land
    • 12.31 Acres
    • $471,162 per Acre

    195 Parsons Rd, Longwood, FL 32779

    A rare and remarkable offering—over 12 acres of pristine, high-and-dry land in the coveted Markham Woods corridor. This unique property presents endless possibilities for luxury buyers or visionary developers looking to create something extraordinary.Privately tucked away among lush greenery, the property currently features two residences and a well-appointed 6-stall horse barn, making it

    Carrie Louche KELLER WILLIAMS ADVANTAGE REALTY

    195 Parsons Rd, Longwood, FL 32779
  • /20

    $5,000,000

    • Land
    • 8.99 Acres
    • $556,174 per Acre

    0 Markham Woods Rd Unit MFRO6302605, Longwood, FL 32779

    YOUR WAIT IS OVER! MARKHAM WOODS FRONTAGE! RARE OPPORTUNITY! Now is your opportunity to own this parcel of land, almost nine acres, in one of Seminole Counties most desirable areas. The seller has decided to sell this prime piece of property that is zoned A-1. The new owner can develop and make this amazing property a true showplace. Whether you decide to divide this land up or simply build your

    Tim Swanson CHARLES RUTENBERG REALTY ORLANDO

    0 Markham Woods Rd Unit MFRO6302605, Longwood, FL 32779
  • /55

    $989,000

    • 4 Beds
    • 3 Baths
    • 2,333 Sq Ft

    1889 Ranchland Trail, Longwood, FL 32750

    Exquisite 4-Bedroom Estate with Pool on 2+ Acres in the Coveted Longwood–Lake Mary Area, and no HOA. Experience refined living in this fully renovated 4-bedroom, 3-bath residence, perfectly situated on 2.06 acres of lush, gated grounds in one of Central Florida’s most desirable areas. Offering 2,333 sq. ft. of interior space, this exceptional property combines modern elegance with serene,

    Yanet Garcia-Rodriguez HOME WISE REALTY GROUP, INC.

    1889 Ranchland Trail, Longwood, FL 32750
  • /19

    $1,999,999

    • Land
    • 16 Acres
    • $125,000 per Acre

    400 LONGWOOD Lake Mary Rd, Lake Mary, FL 32746

    NEGOTIABLE ! 694 FEET OF FRONTAGE ON LONGWOOD LAKE MARY RD, IN THE HEART OF LAKE MARY! WITH DAVID WEEKLY'S GRIFFIN FARMS & OVER 1 MILLION SQ FT OF RETAIL LESS THAN A MILE AWAY, DON'T MISS AN OPPORTUNITY TO OWN 20 ACRES OF LAND IN SEMINOLE COUNTY'S MOST DESIRABLE CITY! CLOSE TO MAJOR HIGHWAYS, RESTAURANTS, SHOPPING CENTERS & RESIDENTIAL. THIS PARTICULAR PARCEL IS ZONED FOR ONE OF THE BEST SCHOOLS

    Abbas Sultanali ALPHA EQUITY REALTY & MANAGEMENT INC

    400 LONGWOOD Lake Mary Rd, Lake Mary, FL 32746
  • /2

    $195,000

    • Land
    • 1.26 Acres
    • $154,762 per Acre

    0 Markham Woods Rd Unit MFRO6338628, Longwood, FL 32779

    ** 1.26 ACRE LOT ** WATERFRONT ** Prime Waterfront building sites (1 of 2) provide the rare flexibility to design a Home that perfectly reflects your style and needs. Imagine crafting every detail, from the Architectural Design to the Interior Finishes, all on a Lot that you've chosen. Whether you envision a Spacious Family Estate, a Contemporary Masterpiece, or a Charming Oasis, these Lots are

    Alison Maltby THE ANDERSON GROUP & CO PL

    0 Markham Woods Rd Unit MFRO6338628, Longwood, FL 32779
  • /57

    $1,450,000

    • 4 Beds
    • 3.5 Baths
    • 4,975 Sq Ft

    305 Sweetwater Club Cir, Longwood, FL 32779

    Your private resort awaits in the heart of Sweetwater Club! Tucked behind the gates of the prestigious Sweetwater Club in Longwood, discover this secluded and luxurious pool estate on 1.5 acres of pristine, tree-lined land. A sanctuary of space, sophistication and style, this residence delivers the best of Florida living—indoors and out—with an array of modern upgrades and timeless design

    Lynda Miller PREMIER SOTHEBYS INT'L REALTY

    305 Sweetwater Club Cir, Longwood, FL 32779
  • /50

    $1,049,000

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

    2108 Silver Leaf Ct, Longwood, FL 32779

    Ideally nestled within the established Wingfield Reserve community of Longwood, this stunning ONE LEVEL 4-bedroom, 4-bath home sits on a private one-acre lot and combines timeless elegance with modern updates; NO CARPET ANYWHERE. Calacatta Gold marble flooring flows through the main living areas, while luxury vinyl plank adds warmth to the bedrooms. The chef-inspired kitchen features Black Galaxy

    Frank Benevento COLDWELL BANKER REALTY

    2108 Silver Leaf Ct, Longwood, FL 32779
  • /42

    $1,575,000

    • 4 Beds
    • 5.5 Baths
    • 6,276 Sq Ft

    803 Sweetwater Club Blvd, Longwood, FL 32779

    One or more photo(s) has been virtually staged. In the heart of the coveted, gated Sweetwater Club an executive enclave long associated with legacy ownership and understated wealth rests this architecturally distinguished estate on a quiet, tree-lined street. Set on an extraordinary 1.45-acre homesite, the property unfolds like a private park, with mature canopy trees and a natural setting that

    Karen Arbutine RE/MAX CENTRAL REALTY

    803 Sweetwater Club Blvd, Longwood, FL 32779
  • /62

    $950,000

    • 5 Beds
    • 3 Baths
    • 6,396 Sq Ft

    201 S Sweetwater Cove Blvd, Longwood, FL 32779

    Motivated Seller! Welcome to this beautiful WATERFRONT 5 Bed/ 3Bath Home with BRAND NEW ROOF and at 1.26 Acre Lot on Sweatwater Creek. With close to 6500 square footage, this house provide spacious and comfortable living space. House also features separate dining room, extra office/flex room, and upstair loft. Car garage can fit in around 6 cars and Circular paver driveway provide plenty of space

    Guanhua Zhang KN PREMIER REALTY, INC

    201 S Sweetwater Cove Blvd, Longwood, FL 32779
  • /2

    $450,000

    • Land
    • 2.48 Acres
    • $181,452 per Acre

    296 Markham Woods Rd, Longwood, FL 32779

    Rare 2.48-acre vacant lot located in the exclusive Markham Woods area with trees, serene setting and surrounded by upscale estates, this property provides a private, wooded setting with easy access to I-4, SR-414, and central Longwood amenities. Perfect for building your dream home Close to top-rated schools, shopping, dining, and business centers.

    KARINA HANZE NONA LEGACY POWERED BY LA ROSA

    296 Markham Woods Rd, Longwood, FL 32779
  • /8

    $2,200,000

    • Land
    • 4.3 Acres
    • $511,628 per Acre

    1501 Pearl St, Longwood, FL 32750

    4.3 acres total (3 parcels), additional parcels are 00-21-29-5ck-30d-0010 and 0-21-29-5ck-030d-000a. Small rental home on property - rent is $1200/month, no lease, has been there over 6 years. House is 1120 sq. ft. Warehouse is 2800 sq. ft. with three large roll-up doors, 60x40. Possible 4 homes/acre - currently split zoning - R1A single family and A1 - agriculture. Seller will hold a small

    Pam Bonjorn BONJORN REAL ESTATE

    1501 Pearl St, Longwood, FL 32750
  • /91

    $2,590,000

    • 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
  • /12

    $2,394,000

    • Land
    • 4.73 Acres
    • $506,131 per Acre

    700 W Church Ave, Longwood, FL 32750

    Property Overview – 4.73 Acres in Prime Longwood LocationThis is a unique opportunity to own 4.73 acres across two parcels in a desirable Longwood neighborhood adjacent to SandalWood Park, which features a basketball court and other recreational amenities. One of the parcels includes a recently renovated 2-bedroom, 1-bathroom home, estimated to rent for $1,500/month—an excellent source of

    Nahid Sabeti GIVE REALTY

    700 W Church Ave, Longwood, FL 32750
  • /9

    $10,000,000

    • Land
    • 7.2 Acres
    • $1,388,889 per Acre

    0 Markham Woods Rd Unit MFRO6294158, Longwood, FL 32779

    Prime Lakefront Vacant Lot just under 10 (MOL) Acres in the Markham Woods Corridor-Two Parcels Being Sold TogetherDiscover a rare and exceptional opportunity to own the last buildable vacant residential property off Markham Woods Road. Spanning approximately 9.53 (MOL) acres with an impressive 846 (MOL) feet of lake frontage on Rice Lake, this expansive parcel offers endless

    Cynde Velez APERTURE GLOBAL REAL ESTATE

    0 Markham Woods Rd Unit MFRO6294158, Longwood, FL 32779
  • /43

    $706,000

    • 4 Beds
    • 3 Baths
    • 2,449 Sq Ft

    1734 Rutledge Rd, Longwood, FL 32779

    PRICE REDUCTION! GRAND OPPORTUNITY IN THE MARKHAM WOODS AREA — ONCE RECOGNIZED AS “THE BEVERLY HILLS OF CENTRAL FLORIDA!”This impressive 4-bedroom, 3-bath pool home sits on one of the best lots in the community—a spacious 1.5-acre corner lot offering exceptional privacy and flexibility. With no HOA, with rear access to park boats, campers, or motorhomes, and even expand the property with

    Alberto Rodriguez WEICHERT REALTORS HALLMARK PRO

    1734 Rutledge Rd, Longwood, FL 32779
  • /60

    $1,300,000

    • 4 Beds
    • 3 Baths
    • 3,241 Sq Ft

    1006 Dunhurst Ct, Longwood, FL 32779

    In the quiet community of Manchester Oaks, this remarkable estate has been thoughtfully reimagined with over $380,000 in luxurious upgrades and rests on a beautifully landscaped one-acre lot. Soaring twelve-foot ceilings, intricate crown molding, and rich hardwood flooring establish a timeless sense of elegance throughout the open, light-filled interior. At the heart of the residence, the

    Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    1006 Dunhurst Ct, Longwood, FL 32779
  • /34

    $895,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,247 Sq Ft

    947 Ferne Dr, Longwood, FL 32779

    Pre-Construction. To be built. Property is currently a vacant lot, go and show anytime. This pre-construction Bedford 3 Model by Wettermann Homes includes both the land and the beautifully designed home to be built on it. The price also encompasses budgets for flooring, cabinets, tiling, and countertops, allowing buyers to personalize their selections at our trade partner's design showroom. This

    Richard Wettermann EXP REALTY LLC

    947 Ferne Dr, Longwood, FL 32779
  • /100

    $5,800,000

    • 4 Beds
    • 2.5 Baths
    • 3,731 Sq Ft

    183 Parsons Rd, Longwood, FL 32779

    Escape into peace, nature and privacy on 12.3 acres of delightful Old Florida property. Watch deer grazing in the meadow while enjoying your morning coffee. The main home is a country house built with care by the owner who is a general contractor. 4 bedrooms, 2.5 baths, plus a large art studio...there are many options for these different spaces. The living room has a stone fireplace plus a

    Carrie Louche KELLER WILLIAMS ADVANTAGE REALTY

    183 Parsons Rd, Longwood, FL 32779
  • /54

    $795,000

    • 4 Beds
    • 2 Baths
    • 2,493 Sq Ft

    1450 W Lake Brantley Rd, Longwood, FL 32779

    Welcome to 1450 W Lake Brantley Rd, a beautifully renovated home designed for today’s modern lifestyle. Thoughtfully updated throughout. Designed to complement a refined lifestyle, this home offers effortless everyday living with the flexibility to entertain guests with elegance. Offering This is a rare opportunity in Longwood, featuring an exceptional 1.58-acre lot with no HOA and direct

    Jonathan Minerick HOMECOIN.COM

    1450 W Lake Brantley Rd, Longwood, FL 32779
  • /53

    $305,000

    • 2 Beds
    • 2 Baths
    • 1,427 Sq Ft

    193 Durham Place, Longwood, FL 32779

    Welcome to your beautiful remodeled condo in the highly desirable Wekiva Hunt club right across the street from Wekiva Island, the fun part of Wekiva Springs. Located on the second floor and overlooking the scenic golf course, this charming home of the perfect blend of comfort style and tranquility tucked away in a peaceful courtyard. It includes a one car garage with attic storage, a rare find.

    Greg Owen EASY REALTY

    193 Durham Place, Longwood, FL 32779
  • /8

    $1,600,000

    • Land
    • 4.96 Acres
    • $322,581 per Acre

    0 Markham Woods Rd Unit MFRO6158813, Longwood, FL 32779

    Nestled among multi-million-dollar estates, this exceptional 5-acre lot on Markham Woods Rd presents a rare opportunity. The county is open to dividing the lot into 4 homesites for constructing large, custom homes. Currently zoned A-1 and located in Seminole County, ranked as the number one county in Central Florida and eighth in the entire state, the property offers: A short 15-minute drive to

    Julia Nikulina COLDWELL BANKER REALTY

    0 Markham Woods Rd Unit MFRO6158813, Longwood, FL 32779
  • /2

    $195,000

    • Land
    • 1.31 Acres
    • $148,855 per Acre

    0 Markham Woods Rd Unit MFRO6338631, Longwood, FL 32779

    ** 1.31 ACRE LOT ** WATERFRONT ** Prime Waterfront building sites (2 of 2) provide the rare flexibility to design a Home that perfectly reflects your style and needs. Imagine crafting every detail, from the Architectural Design to the Interior Finishes, all on a Lot that you've chosen. Whether you envision a Spacious Family Estate, a Contemporary Masterpiece, or a Charming Oasis, these Lots are

    Alison Maltby THE ANDERSON GROUP & CO PL

    0 Markham Woods Rd Unit MFRO6338631, Longwood, FL 32779
  • /9

    $345,000

    • Land
    • 1.09 Acres
    • $316,514 per Acre

    1766 Markham Glen Cir, Longwood, FL 32779

    Build your dream custom estate on the last available lot in Markham Glen! Nestled on a wooded 1-acre homesite at the end of a quiet cul-de-sac, this property offers ultimate privacy amid a canopy of oaks and pines. Markham Glen is an enclave of upscale homes on large lots, featuring its own private tennis court and a warm community atmosphereHere you’ll enjoy the best of both worlds – a

    Steven Koleno BEYCOME OF FLORIDA LLC

    1766 Markham Glen Cir, Longwood, FL 32779
  • /87

    $2,945,000

    • 4 Beds
    • 5.5 Baths
    • 4,956 Sq Ft

    1351 N Classic Ct, Longwood, FL 32779

    A rare opportunity to own one of the most distinguished lakefront estates on Lake Brantley, Central Florida’s premier private, sand-bottom ski lake. This custom-built estate spans 4,956 square feet, featuring 4 spacious bedrooms, 5.5 baths, a private library, wine cellar/basement, and an oversized three-car garage with a stately porte-cochere. Gas lanterns invite you beyond custom mahogany

    Dione Collier-Larkin ADAIR REALTY INC

    1351 N Classic Ct, Longwood, FL 32779
  • /51

    $849,000

    • 4 Beds
    • 3 Baths
    • 2,881 Sq Ft

    1803 Misty Morn Place, Longwood, FL 32779

    Tucked away along the sought-after Markham Woods corridor, this beautifully maintained custom home captures the comfort, privacy, and easy elegance that make Longwood living so special. Set on over an acre of manicured grounds in the intimate community of Whispering Winds, the property welcomes you with a circular drive, lush landscaping, and timeless curb appeal. Inside, a thoughtful

    Brian Hyser THE AGENCY ORLANDO

    1803 Misty Morn Place, Longwood, FL 32779
  • /100

    $3,650,000

    • 5 Beds
    • 6.5 Baths
    • 7,970 Sq Ft

    921 Sweetwater Club Blvd, Longwood, FL 32779

    Welcome to an extraordinary estate blending timeless elegance with modern sophistication. Built by renowned luxury home builder Dave Brewer, this recently fully remodeled, executive residence showcases exceptional craftsmanship & offers an elevated living experience. Nestled within the 24-hour guard-gated Sweetwater Club, the property spans nearly three acres of meticulously landscaped grounds,

    Ralph Harvey LISTWITHFREEDOM.COM

    921 Sweetwater Club Blvd, Longwood, FL 32779

Home Trends in Longwood, FL

Housing Trends

Median Sale Price
$472,500
Median Single Family Sale Price
$497,500
Median Townhouse Sale Price
$334,000
Median 2 Bedroom Sale Price
$215,000
Median 1 Bedroom Sale Price
$130,000
Average Price Per Sq Ft
$242
Number of Homes for Sale
178
Last 12 months Home Sales
766
Months of Supply
2.80
Median List Price
$487,750
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
4%
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