Longwood, FL Homes

/72
$415,000 Pending
- 3 Beds
- 2.5 Baths
- 1,671 Sq Ft
116 Raintree Dr, Longwood, FL 32779

Welcome to THE SPRINGS! Updated 3 Bedrooms 2.5 Bathrooms, 2 story townhouse in Whispering Pines Village. Walk into this bright and inviting home. Beautiful laminate flooring in living room/dining room/Master Bedroom. Wood burning fireplace in living room. Relax in the living room looking into a patio and a FENCED backyard. Oversized Master bedroom on FIRST FLOOR with WALK-IN closet. Master

Mia Diercks U R HOME REALTY GROUP LLC

116 Raintree Dr, Longwood, FL 32779
/2
$1,300,000 Sold Jun 23, 2025

3156 Winding Pine Trail, Longwood, FL 32779
- 4 Beds
- 4 Baths
- 4,273 Sq Ft
- Built 1999
Last Sold Summary
- 16% Below List Price
- $304/SF
- 81 Days On Market
Current Estimated Value $1,368,944

Last Listing Agent Frank Benevento COLDWELL BANKER REALTY

3156 Winding Pine Trail, Longwood, FL 32779

/14
Not Listed For Sale
0 E Warren Ave, Longwood, FL 32750

0 E Warren Ave, Longwood, FL 32750

/33
$1,450,000 Pending
- 4 Beds
- 3.5 Baths
- 2,799 Sq Ft
218 S Shadowbay Blvd, Longwood, FL 32779

Welcome to Lake Life!Enjoy the lake life in this beautifully maintained home in Lake Brantley, situated on the best canal in the thought after Shadowbay Community and top-rated school district. This home with 2799sf heated space boost 4 bedrooms, 3.5 Bathrooms, a flex room, dining room and a great open area. This home has been updated all throughout with New Closets and Laundry Cabinets in

Jessica Vaquer DYNAMIC REAL ESTATE

218 S Shadowbay Blvd, Longwood, FL 32779
/2
$425,000 Sold May 14, 2025

100 Des Pinar Ln, Longwood, FL 32750
- 3 Beds
- 2 Baths
- 1,470 Sq Ft
- Built 1974
Last Sold Summary
- $289/SF
- 10 Days On Market
Current Estimated Value $416,954

Last Listing Agent James Broadus DIVERSIFIED REALTY HOLDINGS

100 Des Pinar Ln, Longwood, FL 32750

/46
Est $297,492 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,284 Sq Ft
1613 Smokey Oak Way, Longwood, FL 32750

1613 Smokey Oak Way, Longwood, FL 32750

/20
$419,500
- 4 Beds
- 2 Baths
- 1,744 Sq Ft
505 Tiberon Cove Rd, Longwood, FL 32750

Welcome home to this 4 Bedroom 2 Bath located in the heart Longwood! Featuring a desirable split floorplan with carpet in the living areas and bedrooms. Kitchen has plenty of cabinet space for all those cooking essentials and a window looking out to the backyard letting in natural light! Dining area is just off the kitchen with sliders leading to back yard. Sunken living room with wood burning

Nicole Anderson HD REALTY LLC

505 Tiberon Cove Rd, Longwood, FL 32750
/2
$425,000 Sold Dec 29, 2025

1681 Overlook Rd, Longwood, FL 32750
- 4 Beds
- 2 Baths
- 1,722 Sq Ft
- Built 1988
Last Sold Summary
- 14% Below List Price
- $247/SF
- 115 Days On Market
Last Listing Agent Aimee Cruz CHARLES RUTENBERG REALTY ORLANDO

1681 Overlook Rd, Longwood, FL 32750

/28
Est $375,469 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,556 Sq Ft
1502 Cardinal St, Longwood, FL 32750

1502 Cardinal St, Longwood, FL 32750

/22
$266,500 Pending
- 4 Beds
- 2 Baths
- 1,828 Sq Ft
1510 Kenlyn Dr, Longwood, FL 32779

MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST DUE BY 2:00 PM ON 1/9/26. Welcome! Residing in the heart of Longwood, this one-story pool home presents a wonderful opportunity to customize your finishes, just moments from Wekiva Springs and endless modern conveniences. Its decorative wood and stone accents, along with an elegant double door entry and fresh mulch, deliver great curb appeal, while the

Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

1510 Kenlyn Dr, Longwood, FL 32779
/2
$311,500 Sold Mar 31, 2025

561 Darby Way, Longwood, FL 32779
- 3 Beds
- 2.5 Baths
- 1,682 Sq Ft
- Built 1982
Last Sold Summary
- 6% Below List Price
- $185/SF
- 30 Days On Market
Current Estimated Value $320,231

Last Listing Agent Todd Schroth EXP REALTY LLC

561 Darby Way, Longwood, FL 32779

/28
Est $429,758 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,881 Sq Ft
715 Land Ave, Longwood, FL 32750

715 Land Ave, Longwood, FL 32750

/90
$835,000
- 4 Beds
- 3 Baths
- 2,305 Sq Ft
112 Brandywine Ln, Longwood, FL 32779

Welcome to 112 Brandywine Lane, a beautifully refreshed pool home located in the highly sought-after Sweetwater Oak community. This spacious 4-bedroom, 3-bathroom home combines timeless design with thoughtful recent upgrades, creating a move-in ready opportunity in one of Longwood’s most desirable neighborhoods.Inside, vaulted ceilings enhance the open living spaces, including formal living

Daniel Araque KELLER WILLIAMS LEGACY REALTY

112 Brandywine Ln, Longwood, FL 32779
/2
$585,000 Sold Oct 10, 2025

205 Hickory Dr, Longwood, FL 32779
- 4 Beds
- 2 Baths
- 1,867 Sq Ft
- Built 1976
Last Sold Summary
- 3% Above List Price
- $313/SF
- 118 Days On Market
Current Estimated Value $588,835

Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

205 Hickory Dr, Longwood, FL 32779

/35
Est $694,026 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,408 Sq Ft
1035 Foggy Brook Place, Longwood, FL 32750

1035 Foggy Brook Place, Longwood, FL 32750

/84
$784,900 Pending
- 4 Beds
- 3 Baths
- 2,799 Sq Ft
342 Maple Dr, Longwood, FL 32750

Under contract-accepting backup offers. Step into this stunningly remodeled one-story pool home tucked away at the end of a peaceful cul-de-sac in the highly sought-after Sanlando neighborhood, where modern design meets timeless Florida charm—all with no HOA. Surrounded by preserved land that creates a serene park-like setting, this property offers a rare sense of privacy and the beauty of an

Marie Ledbetter COLDWELL BANKER RESIDENTIAL RE

342 Maple Dr, Longwood, FL 32750
/2
$1,900,000 Sold Jun 20, 2025

1793 Oakbrook Dr, Longwood, FL 32779
- 5 Beds
- 5.5 Baths
- 5,473 Sq Ft
- Built 1998
Last Sold Summary
- 5% Below List Price
- $347/SF
- 16 Days On Market
Current Estimated Value $1,909,057

Last Listing Agent Kristen Wenderfer PREMIER SOTHEBYS INT'L REALTY

1793 Oakbrook Dr, Longwood, FL 32779

/35
Est $364,562 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,488 Sq Ft
223 Maddox Ct, Longwood, FL 32750

223 Maddox Ct, Longwood, FL 32750

/2
$350,000 Pending
- 4 Beds
- 2 Baths
- 2,682 Sq Ft
4 Wooden Shoe Ln, Longwood, FL 32750

Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living

Cristina Porretto THE AGENCY FL

4 Wooden Shoe Ln, Longwood, FL 32750
/2
$385,500 Sold Jun 02, 2025

105 Clyde Ave, Longwood, FL 32750
- 4 Beds
- 3 Baths
- 1,775 Sq Ft
- Built 1962
Last Sold Summary
- 2% Below List Price
- $217/SF
- 105 Days On Market
Current Estimated Value $376,832

Last Listing Agent Alejandro Colon PREFERRED REAL ESTATE BROKERS

105 Clyde Ave, Longwood, FL 32750

/41
Est $572,278 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,493 Sq Ft
725 Daybreak Place, Longwood, FL 32750

725 Daybreak Place, Longwood, FL 32750

/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
/61
$700,000 Sold May 12, 2025

1415 Crocus Ct, Longwood, FL 32750
- 4 Beds
- 3 Baths
- 2,645 Sq Ft
- Built 1994
Last Sold Summary
- $265/SF
- 11 Days On Market
Current Estimated Value $704,757

Last Listing Agent Abbas Sultanali ALPHA EQUITY REALTY & MANAGEMENT INC

1415 Crocus Ct, Longwood, FL 32750

/35
Est $365,825 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,488 Sq Ft
235 Maddox Ct, Longwood, FL 32750

235 Maddox Ct, Longwood, FL 32750

/62
$930,000
- 5 Beds
- 3 Baths
- 6,396 Sq Ft
201 S Sweetwater Cove Blvd, Longwood, FL 32779

Short Sale. 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

Guanhua Zhang KN PREMIER REALTY, INC

201 S Sweetwater Cove Blvd, Longwood, FL 32779
/2
$429,000 Sold Nov 07, 2025

1919 Lost Spring Ct, Longwood, FL 32779
- 3 Beds
- 2.5 Baths
- 1,671 Sq Ft
- Built 2001
Last Sold Summary
- $257/SF
- 24 Days On Market
Current Estimated Value $425,956

Last Listing Agent Nikita Ager FLORIDA REALTY INVESTMENTS

1919 Lost Spring Ct, Longwood, FL 32779

/94
Est $875,103 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,777 Sq Ft
323 Island Sound Ct, Longwood, FL 32779

323 Island Sound Ct, Longwood, FL 32779

/19
$345,000
- 3 Beds
- 2 Baths
- 1,283 Sq Ft
1246 S Oleander St, Longwood, FL 32750

Welcome home! Beautiful 3 bedroom, 2 bathroom home offering 1,283 sq. ft. of living space. Features include a fully updated kitchen with modern finishes, a convenient laundry room, and a backyard shed for additional storage. Bright, well-laid-out floor plan and a great outdoor space make this home perfect for comfortable living and entertaining.

Gabriela Lauria VOLKE REAL ESTATE LLC

1246 S Oleander St, Longwood, FL 32750
/2
$1,550,000 Sold Mar 28, 2025

3147 Tala Loop, Longwood, FL 32779
- 6 Beds
- 8 Baths
- 7,113 Sq Ft
- Built 1994
Last Sold Summary
- 18% Below List Price
- $218/SF
- 186 Days On Market
Current Estimated Value $1,858,084

Last Listing Agent Frank Benevento COLDWELL BANKER REALTY

3147 Tala Loop, Longwood, FL 32779

/35
Est $366,461 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,488 Sq Ft
199 E Warren Ave, Longwood, FL 32750

199 E Warren Ave, Longwood, FL 32750

/68
$750,000 Pending
- 4 Beds
- 3 Baths
- 2,742 Sq Ft
3811 Watercrest Dr, Longwood, FL 32779

Nestled in the heart of Sweetwater Springs, a beautiful, gated enclave bordering Wekiwa Springs State Park, this exceptional property offers a rare opportunity to live immersed in Old Florida’s natural beauty. Homes in this community are seldom available, making this a truly special offering. With deeded access to the Wekiva River and Lake Brantley, a top spring-fed ski lake, the neighborhood is

Kelly Hildebrand FANNIE HILLMAN & ASSOCIATES

3811 Watercrest Dr, Longwood, FL 32779
/2
$665,000 Sold May 08, 2025

1215 Waverly Way, Longwood, FL 32750
- 4 Beds
- 4 Baths
- 3,212 Sq Ft
- Built 1972
Last Sold Summary
- 8% Below List Price
- $207/SF
- 126 Days On Market
Current Estimated Value $670,884

Last Listing Agent Ali Yche SOUTHERN PRESTIGE REALTY INC

1215 Waverly Way, Longwood, FL 32750

/35
Est $368,782 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,488 Sq Ft
197 E Warren Ave, Longwood, FL 32750

197 E Warren Ave, Longwood, FL 32750

/47
$1,500,000 Pending
- 5 Beds
- 5 Baths
- 3,404 Sq Ft
2208 Cove Ct, Longwood, FL 32779

Under contract-accepting backup offers. This stunning Lake Brantley estate combines timeless design, cutting-edge systems, and a thoughtful layout ideal for both everyday living and entertaining. Built by Dakota Homes on nearly half an acre with 106 feet of private canal frontage, the residence offers seamless access to Lake Brantley, one of Central Florida’s most desirable private ski lakes.

Brandon Geers COMPASS FLORIDA LLC

2208 Cove Ct, Longwood, FL 32779
/2
$550,000 Sold Nov 20, 2025

335 Ruth Blvd, Longwood, FL 32750
- 4 Beds
- 3 Baths
- 2,014 Sq Ft
- Built 2025
Last Sold Summary
- 11% Below List Price
- $273/SF
- 168 Days On Market
Last Listing Agent Krasimira Kakarova WORLD PROPERTIES GROUP

335 Ruth Blvd, Longwood, FL 32750

/35
Est $365,622 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,488 Sq Ft
195 E Warren Ave, Longwood, FL 32750

195 E Warren Ave, Longwood, FL 32750

/37
$365,000 Pending
- 3 Beds
- 2 Baths
- 1,501 Sq Ft
820 Sutter Loop, Longwood, FL 32750

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 820 Sutter Loop — a bright and welcoming Longwood home offering the freedom of no HOA and the relaxed charm of Florida living. Attractive flooring flows throughout the open floor plan, creating a seamless, airy layout filled with natural light from abundant windows that showcase Florida sunshine.

Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

820 Sutter Loop, Longwood, FL 32750
/2
$565,000 Sold Sep 08, 2025

278 Acorn Dr, Longwood, FL 32750
- 4 Beds
- 3 Baths
- 2,512 Sq Ft
- Built 2025
Last Sold Summary
- 10% Below List Price
- $225/SF
- 97 Days On Market
Current Estimated Value $573,969

Last Listing Agent Dusan Mastikosa OAK AVENUE REAL ESTATE LLC

278 Acorn Dr, Longwood, FL 32750

/35
Est $364,934 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,488 Sq Ft
191 E Warren Ave, Longwood, FL 32750

191 E Warren Ave, Longwood, FL 32750

/20
$124,500
- 1 Bed
- 1 Bath
- 665 Sq Ft
127 Springwood Cir Unit A, Longwood, FL 32750

One or more photo(s) has been virtually staged. Discover the perfect downstairs one bedroom, one bath condo conveniently located in Longwood, Florida. Just a short stroll from your favorite dining spots like Starbucks, Bonefish Grill, Pickles Authentic, Chianti's Pizza and near Longwood Farmers Market and quick access to Altamonte Mall, Uptown Altamonte, hospital, beaches, attractions and I-4.

John Herndon COLDWELL BANKER REALTY

127 Springwood Cir Unit A, Longwood, FL 32750

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Florida Seminole County Longwood

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