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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

155 Sheridan Avenue, Longwood image
155 Sheridan Avenue, Longwood $400,000

One or more photo(s) has been virtually staged. Immaculate 4BD/2BA LAKE VIEW POOL HOME with optional HOA, NEW HOT Water Heater, NEWER Appliances, RENOVATED POOL & NEW POO...

  • 4 Beds
  • 2 Baths
  • Winsor Manor 1st Add SubDv.
  • 32750 Zip Code
306 N Sweetwater Boulevard, Longwood image
306 N Sweetwater Boulevard, Longwood $550,000

Captivating, newly remodeled, and MOVE-IN READY 4 bedroom, 2 bath home with screened in pool, located on the boulevard of the highly desired Sweetwater Oaks Community. T...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks SubDv.
  • 32779 Zip Code
183 Vista Oak Drive, Longwood image
183 Vista Oak Drive, Longwood $825,000

Welcome to beautiful Wingfield North Estate!! This outstanding guard gated custom residence off of Markham wood . This home has been completely renovated ! The one story...

  • 5 Beds
  • 3 Baths
  • Wingfield North SubDv.
  • 32779 Zip Code
500 Sweetwater Club Boulevard, Longwood image
500 Sweetwater Club Boulevard, Longwood $2,795,000

Step into a bit of history at this expansive 10 ACRE, CUSTOM estate home that backs up to the 10th hole of the Sweetwater Country Club Golf Course. Once known as Oak Gro...

  • 7 Beds
  • 6 Baths
  • Sweetwater Club SubDv.
  • 32779 Zip Code
975 Lakefront Lane, Longwood image
975 Lakefront Lane, Longwood $1,999,941

Gorgeous Key West Style Lakefront Home on Beautiful - LAKE BRANTLEY!! . Perfectly situated on over 2 plus acres with 163 ft of direct lake frontage, this custom estate s...

  • 4 Beds
  • 3 Baths
  • Brantley Harbor SubDv.
  • 32779 Zip Code
104 Holderness Drive, Longwood image
104 Holderness Drive, Longwood $389,000

Welcome home to beautiful 104 Holderness Drive! You will love this 4 bedroom, 2 bath, 2 car garage, screened in POOL home located in the uber-popular Wekiva Hunt Club com...

  • 4 Beds
  • 2 Baths
  • Wekiva Hunt Club 2 Fox Hunt Sec 2 SubDv.
  • 32779 Zip Code
125 Countryside Drive, Longwood image
125 Countryside Drive, Longwood $429,000

Welcome to Sweetwater Oaks, one of Seminole County’s most sought after communities. Best known for its highly rated schools, large lots with park like setting and its gre...

  • 4 Beds
  • 2 Baths
  • Sweetwater Oaks Sec 02 SubDv.
  • 32779 Zip Code
3311 Horseshoe Bend Court, Longwood image
3311 Horseshoe Bend Court, Longwood $1,599,000

Welcome to luxury living in guard-gated Alaqua Lakes! One of a kind fabulous floor plan with 6345 SF of generous room sizes all throughout the home with 5 bedrooms, 7 bat...

  • 5 Beds
  • 5 Baths
  • Alaqua Lakes Ph 3 SubDv.
  • 32779 Zip Code
1912 Alaqua Drive, Longwood image
1912 Alaqua Drive, Longwood $1,200,000

Located in the gated golf community of Alaqua, on an acre homesite, welcome to paradise. Gently sitting in lush landscaping with a circular driveway, this custom home is ...

  • 5 Beds
  • 4 Baths
  • Alaqua Ph 1 SubDv.
  • 32779 Zip Code
3168 Yattika Place, Longwood image
3168 Yattika Place, Longwood $1,750,000

Welcome to your luxurious new home, this striking 4-bedroom, 5.5 bath estate is certain to impress with exquisite details and craftsmanship throughout. This home is nestl...

  • 4 Beds
  • 5 Baths
  • Alaqua Ph 2 SubDv.
  • 32779 Zip Code
1858 Bear Creek Cove, Longwood image
1858 Bear Creek Cove, Longwood $799,000

This house sits on the Wekiva Reserve as its backyard. Wingfield Reserve neighborhood is in the Markham Woods corridor and zoned for Lake Mary High School. New Roof Apri...

  • 4 Beds
  • 3 Baths
  • Wingfield Reserve Ph 2 SubDv.
  • 32779 Zip Code
139 Glendale Drive, Longwood image
139 Glendale Drive, Longwood $374,900

Oh My!!!! 4 bedroom 2 bath home with an incredible half acre corner lot minutes from I-4 in the heart of Longwood. DON"T MISS OUT!!! This home boasts incredible feature...

  • 4 Beds
  • 2 Baths
  • Winsor Manor SubDv.
  • 32750 Zip Code
3228 Yattika Place, Longwood image
3228 Yattika Place, Longwood $995,000

A spectacular home located on the 16th hole of the Alaqua Golf course. Panoramic views of the green from the pool and kitchen/breakfast area. This home needs your little ...

  • 4 Beds
  • 4 Baths
  • Alaqua Ph 2 SubDv.
  • 32779 Zip Code
3140 Penwa Court, Longwood image
3140 Penwa Court, Longwood $899,000

Auction Property. BANK OWNED Listing in the luxury private road community of Alaqua, with 25 hour security guard gate. ALAQUA luxury home on over 1 acre lot overlooking g...

  • 4 Beds
  • 5 Baths
  • Alaqua Ph 1 SubDv.
  • 32779 Zip Code
1122 Burlwood Court, Longwood image
1122 Burlwood Court, Longwood $560,000 ▼

Beautiful 5 bedroom pool home in gated Longwood Club community. Property located in a cul-de-sac and has a pond on the side of the building. Roof was replace in March 20...

  • 4 Beds
  • 3 Baths
  • Longwood Club Ph 2 SubDv.
  • 32750 Zip Code
123 Lyndhurst Drive, Longwood image
123 Lyndhurst Drive, Longwood $399,900 ▼

Bring us an OFFER on this beautiful home with many great updates. Just in time to get the kiddos registered for school. This home is perfect for families looking for a wo...

  • 4 Beds
  • 2 Baths
  • Wekiva Hills Sec 05 SubDv.
  • 32779 Zip Code
3015 Timpana Point, Longwood image
3015 Timpana Point, Longwood $1,300,000

Welcome to one of the most sought after communities, Alaqua! With so many luxuries at your fingertips its hard knowing where to start. This 5 bedroom home sits on about 3...

  • 5 Beds
  • 5 Baths
  • Alaqua Ph 1 SubDv.
  • 32779 Zip Code
2063 Ackola Point, Longwood image
2063 Ackola Point, Longwood $2,250,000

An incredible, Mediterranean inspired manor, greets guests with a stunning foyer that creates an excitement of arrival. Custom entry doors, soaring ceilings, a recessed d...

  • 7 Beds
  • 7 Baths
  • Alaqua Ph 2 SubDv.
  • 32779 Zip Code
3192 Yattika Place, Longwood image
3192 Yattika Place, Longwood $1,375,000 ▼

Custom built Jones/Clayton Parade of Homes newly updated to enhance its beautiful original features. A true architectural showcase to include high ceilings with quality t...

  • 4 Beds
  • 5 Baths
  • Alaqua Ph 2 SubDv.
  • 32779 Zip Code
3269 Deer Chase Run, Longwood image
3269 Deer Chase Run, Longwood $1,379,000 ▼

Exquisite David Brewer Pool Home - 5 bedroom, 4½ bath including an office, huge open living room, separate formal living room and dining room with an oversized 3 car gara...

  • 5 Beds
  • 4 Baths
  • Alaqua Lakes Ph 2 SubDv.
  • 32779 Zip Code
607 Sweetwater Club Circle, Longwood image
607 Sweetwater Club Circle, Longwood $699,000 ▼

Large 6BR 4BA 3 car garage in desirable guard gated Sweetwater Club in highly desirable school district. High 20' ceilings throughout. Located on a 1 acre lot adjacent ...

  • 6 Beds
  • 4 Baths
  • Sweetwater Club Unit 1 SubDv.
  • 32779 Zip Code
3475 Rockcliff Place, Longwood image
3475 Rockcliff Place, Longwood $1,699,000

Golf in your backyard of this fabulous estate property. Open floor plan. One of the biggest lots in the reserve of Alaqua Lakes. A rare find. Five bedrooms, 5 full and 2 ...

  • 5 Beds
  • 5 Baths
  • Alaqua Lakes Ph 1 SubDv.
  • 32779 Zip Code
3545 Legacy Hills Court, Longwood image
3545 Legacy Hills Court, Longwood $3,800,000

YOUR ELEGANT EXECUTIVE ESTATE awaits you within the gated confines of the exclusive Enclave of Alaqua Lakes! This privately gated compound situated on 1.5 acres overlook...

  • 7 Beds
  • 6 Baths
  • Alaqua Lakes SubDv.
  • 32779 Zip Code
951 Sweetwater Club Boulevard, Longwood image
951 Sweetwater Club Boulevard, Longwood $3,795,000

Truly exquisite 7 bedroom, 4 full and 3 half bath custom estate located in the highly desirable and secure neighborhood of Sweetwater Club Estates. A privately gated ent...

  • 7 Beds
  • 4 Baths
  • Sweetwater Club Estates SubDv.
  • 32779 Zip Code
Timpana Point, Longwood image
Timpana Point, Longwood $599,900 ▼

Last lot in Alaqua! 1 acre corner lot backing onto the fabulous Alaqua country club and surrounded by custom homes. There is gated 24/7 security.The lot is leveled and cl...

  • Alaqua Ph 1 SubDv.
  • 32779 Zip Code

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