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Longwood Homes for Sale

Longwood is a city in Seminole County, Florida. It is part of the Orlando-Kissimmee-Sanford Metropolitan area. 

Centrally located within Seminole County, the City of Longwood was named after a suburb of Boston by the original homesteader, Edward Warren Henck. The City of Longwood has a very diverse collection of homes, communities and multi-family dwellings. In the early 1970's with the development of Sweetwater Oaks, Longwood became known as the upscale Orlando suburb with its multi-million dollar homes on several-acre lots. 

Longwood offers many styles of housing including luxury, waterfront, golf front, single-family homes, townhomes, condos, and villas. Prices range from under $100K to over $10 million offering opportunities for all types of buyers. Some of the most desirable communities in Central Florida are located in Longwood including Alaqua, Alaqua Lakes, Bella Vista, Brantley Harbor, Hidden Cove, Longwood Hills, Markham Glen, Riverside at the Springs, Sable Point, Sleepy Hollow, Springs Landing, The Springs, Sweetwater Country Club, Sweetwater Oaks, Sweetwater West, Veramonte, Wekiva, Wekiva Hills, Whispering Winds, Wingfield, Wingfield North, Wingfield Reserve, and many more. 

Looking to sell your home in Longwood? Follow this link to get an "Instant" Home Value Report

Newest Longwood Homes for Sale

109 Countryside Drive, Longwood image
109 Countryside Drive, Longwood $438,000

SPACIOUS 5 BEDROOM HOME IN THE HEART OF SWEETWATER OAKS WITH UPGRADES THROUGHOUT! Nestled in the trees with a side-entry garage, this home has beautiful curb appeal. Ente...

  • 5 Beds
  • 3.5 Baths
  • Sweetwater Oaks Sec 02 SubDv.
  • 32779 Zip Code
1868 Wingfield Drive, Longwood image
1868 Wingfield Drive, Longwood $635,000

Your search has ended with this Gorgeous traditional style Custom built home, located in the highly sought after Wingfield Reserve Community, on a spacious 1.10 acre lot....

  • 4 Beds
  • 3.5 Baths
  • Wingfield Reserve Ph 2 SubDv.
  • 32779 Zip Code
251 Pine Cone Lane, Longwood image
251 Pine Cone Lane, Longwood — 00 $399,000

BRAND NEW RENOVATIONS May 2019, New Roof, HGTV Style Renovations Absolutely Gorgeous in Neutral Colors, New Shaker Wood Custom Cabinetry, Granite Counters, Samsung Stainl...

  • 4 Beds
  • 2.5 Baths
  • Springs Whispering Pines Sec 2 SubDv.
  • 32779 Zip Code
100 Crestwood Drive, Longwood image
100 Crestwood Drive, Longwood $407,000

Welcome to a WOW house! This is not your ordinary "cookie cutter" home. Nestled in the wonderful established community of Sweetwater Oaks where you have beach and boat ...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks Sec 15 SubDv.
  • 32779 Zip Code
115 Sweetwater Hills Drive, Longwood image
115 Sweetwater Hills Drive, Longwood $410,000

IMMACULATE RENOVATIONS FROM TOP TO BOTTOM 4BR 2BA! Sought-after Seminole County-Sweetwater Community close to great SCHOOLS. Fantastic curb appeal with lush landscaping &...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks Sec 14 SubDv.
  • 32779 Zip Code
184 Vista Oak Drive, Longwood image
184 Vista Oak Drive, Longwood $624,900

This custom 5 bedroom 3 1/2 bath luxury pool home is located in Wingfield North a gated community with 24 hour Security, just minutes to downtown Orlando. Built by renown...

  • 5 Beds
  • 3.5 Baths
  • Wingfield North SubDv.
  • 32779 Zip Code
405 Wild Oak Circle, Longwood image
405 Wild Oak Circle, Longwood $465,000

Beautifully updated Sweetwater Oaks 4 bedroom 3 bath pool home on a very private ½ acre site. Amenities for exclusive use of Sweetwater residents include the beach on La...

  • 4 Beds
  • 3 Baths
  • Sweetwater Oaks Sec 13 SubDv.
  • 32779 Zip Code
3238 Oakmont Terrace, Longwood image
3238 Oakmont Terrace, Longwood $669,000

Why build new, when you can have it all NOW with this completely renovated GORGEOUS pool home in Alaqua Lakes!! This 4 bedroom, 3 full bathroom home has had no stone unt...

  • 4 Beds
  • 3 Baths
  • Alaqua Lakes SubDv.
  • 32779 Zip Code
109 Cove Lake Drive, Longwood image
109 Cove Lake Drive, Longwood $424,000

This spacious pool home in desirable Sweetwater Cove is in one of Central Florida's most touted communities. You will be impressed from the moment you arrive-beautifully ...

  • 4 Beds
  • 2.5 Baths
  • Sweetwater Cove SubDv.
  • 32779 Zip Code
3383 Foxmeadow Court, Longwood image
3383 Foxmeadow Court, Longwood $899,900

This expansive waterfront pool home includes over 4,500 square feet of beautiful one-story living in the exclusive Alaqua Lakes Community. With 4 bedrooms, 4 baths, dedic...

  • 4 Beds
  • 4 Baths
  • Alaqua Lakes Ph 5 SubDv.
  • 32779 Zip Code
208 Vista Oak Drive, Longwood image
208 Vista Oak Drive, Longwood $649,900

Take a look at this gorgeous home in the desired neighborhood of Wingfield North along the Luxurious Homes of Markham Woods Corridor. Recent updates include: newly painte...

  • 5 Beds
  • 4 Baths
  • Wingfield North SubDv.
  • 32779 Zip Code
102 Foxridge Run, Longwood image
102 Foxridge Run, Longwood $369,900

No detail has been overlooked in this beautiful Longwood home! It boasts 4 nice sized bedrooms and 3 full baths with a split floor plan layout. Completely remodeled in 20...

  • 4 Beds
  • 3 Baths
  • Woodlands The SubDv.
  • 32750 Zip Code
1113 Burlwood Court, Longwood image
1113 Burlwood Court, Longwood $414,900

GATED LONGWOOD CLUB BEAUTY. Fantastic 4/3 with sparkling screened pool & spa overlooking scenic pond. Double door entry opens to formal living room and separate formal ...

  • 4 Beds
  • 3 Baths
  • Longwood Club Ph 2 SubDv.
  • 32750 Zip Code
343 Vista Oak Drive, Longwood image
343 Vista Oak Drive, Longwood $850,000 ▼

Welcome home to this exquisite Wingfield North Executive Home, with 5 bedrooms and 5 baths. With one of the most gorgeous pool/spa areas and backyard w/ fire-pit, entert...

  • 5 Beds
  • 5 Baths
  • Wingfield North 2 SubDv.
  • 32779 Zip Code
2109 Alaqua Lakes Boulevard, Longwood image
2109 Alaqua Lakes Boulevard, Longwood $849,000

Here's your opportunity to own this gorgeous custom-built "Capistrano" model from Taylor Woodrow in Seminole County's premier luxury neighborhood - Alaqua Lakes! Your jo...

  • 4 Beds
  • 4 Baths
  • Alaqua Lakes SubDv.
  • 32779 Zip Code
1841 Oakbrook Drive, Longwood image
1841 Oakbrook Drive, Longwood $1,169,000

Welcome home to this gorgeous, nearly 4,200SF estate with custom pool, sitting atop a 2/3 acre homesite with tranquil water and wooded views in Seminole County's premier ...

  • 4 Beds
  • 4 Baths
  • Alaqua Lakes Ph 3 SubDv.
  • 32779 Zip Code
2092 Lakehaven Point, Longwood image
2092 Lakehaven Point, Longwood $1,369,000

THIS IS A BEAUTIFUL, METICULOUSLY MAINTAINED, ONE-OWNER CUSTOM HOME FEATURING HIGH-END UPGRADES YOU WILL WITH IMMEDIATELY APPRECIATE. THIS LUXURY HOME OFFERS 4 BEDROOM...

  • 4 Beds
  • 4.5 Baths
  • Alaqua Lakes Ph 7 SubDv.
  • 32779 Zip Code
3144 Winding Pine Trail, Longwood image
3144 Winding Pine Trail, Longwood $1,145,000

Get ready to be impressed with this 5 bedroom 4 1/2 bath, CUSTOM-BUILT DAVE BREWER HOME, meticulously maintained by the original owners! This Stately home was thoughtful...

  • 5 Beds
  • 4.5 Baths
  • Alaqua Lakes Ph 2 SubDv.
  • 32779 Zip Code
885 Brantley Drive, Longwood image
885 Brantley Drive, Longwood $939,000

Welcome Home to your nearly NEW Construction Home with breath-taking views of Lake Brantley! Builder-owner has painstakingly chosen every fit & finish, and the result is...

  • 4 Beds
  • 3 Baths
  • Tranquility On Lake Brantley SubDv.
  • 32779 Zip Code
1881 Wingfield Drive, Longwood image
1881 Wingfield Drive, Longwood $825,000

Looking for a contemporary, updated, move-in-ready, elegant estate home in the Markham Woods corridor? Would you like a 1 acre lot with mature landscaping and pool priva...

  • 5 Beds
  • 4.5 Baths
  • Wingfield Reserve Ph 3 SubDv.
  • 32779 Zip Code
104 Rose Briar Drive, Longwood image
104 Rose Briar Drive, Longwood $374,900

Located in The Woodlands Community. This fully remodeled 4 bedroom, 2 bath pool home features a stylish open floor plan with new flooring throughout and 5 1/4 baseboards...

  • 4 Beds
  • 2 Baths
  • Woodlands Sec 4 SubDv.
  • 32750 Zip Code
632 S Sweetwater Cove Boulevard, Longwood image
632 S Sweetwater Cove Boulevard, Longwood $500,000 ▼

*SWEETWATER OAKS SHOWPLACE* renovated in 2006 & $85,000+ since then! RICH foliage surrounds the home & hugs the walkway/ entry. Once inside panoramic visuals of GRAND VO...

  • 4 Beds
  • 3 Baths
  • Sweetwater Oaks Sec 13 SubDv.
  • 32779 Zip Code
885 Cutler, Longwood image
885 Cutler, Longwood $549,000

Summertime Fun for family...Ski,Swim,Fish... One of your cleanest lakes in Central Fl.! LAKEFRONT flag lot on Lake Brantley - Remodeled 4 Bedroom 2 Bath split bedroom pl...

  • 4 Beds
  • 2 Baths
  • Tranquility On Lake Brantley SubDv.
  • 32779 Zip Code
4086 Bermuda Grove Place, Longwood image
4086 Bermuda Grove Place, Longwood $1,299,900

CUSTOM GOLF FRONT HOME! Prepare to fall in love with this entertainer's dream home in sought after Alaqua Lakes. This custom Dave Brewer home boasts 5800 square feet unde...

  • 5 Beds
  • 5.5 Baths
  • Alaqua Lakes SubDv.
  • 32779 Zip Code
500 Sweetwater Creek Court, Longwood image
500 Sweetwater Creek Court, Longwood $350,000

Gorgeous land of almost 1 acre for you to enjoy playing ball, fishing in the creek and swimming in the gorgeous pool! Land like this is rare and it's located on a short c...

  • 4 Beds
  • 3 Baths
  • Sweetwater Oaks SubDv.
  • 32779 Zip Code

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