Longwood

Longwood

Known as the upscale Orlando suburb, Longwood is a family-friendly community and a wonderful place to bring up kids. A mere drive away from the beach and from Orlando’s best theme parks and entertainment venues, Longwood attracts many to the Florida real estate market.

Community Summary

Homes for Sale

The price range for this neighborhood is from $0 to $3,950,000

284 Total Listings
$538,888 Average Price
3,112 Average Square Feet
157 Average Price / SqFt

Longwood

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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$3,950,000
 

3565 Rice Lake Loop, Longwood

5 Beds, 6 Baths, 11.2k SqFt
NBA superstar Dwight Howard's former gated lake front mansion! $8M paid by Howard in 2008. Recently appraised by AIG at $8,468,500 cost to build. Current Zillow value Estimate: $4,353,272. The mansion is sold fully furnished with the award winning furnishings, furniture and art from the 'Street of Dreams' competition - included in the price! This famous mansion has won more awards than any other mansion in the 'Street of Dreams' 27 year
$3,200,000
 

300 Grandview Pl, Longwood

7 Beds, 10 Baths, 10.6k SqFt
Designed by Marc Nasrallah and built by Jones Clayton Construction, this irreplaceable 3+acre estate in Sweetwater Club features a floor plan that accommodates every need. This ultra private, home offers 7 bedroom suites, 7 full and 3 half baths, home theater, game room, workout room/nursery, 4 climate controlled two car garages with workshop and bath. The thoughtfully designed kitchen with butler’s pantry is flooded with natural light and open
$2,850,000
 

3521 Legacy Hills Ct, Longwood

6 Beds, 8 Baths, 7,226 SqFt
Surround yourself w/ sophistication in this impeccably designed 7,200sf TURN-KEY premier residence located in Alaqua Lakes on Legacy Golf Club's 8th fairway. Tucked inside the double gated 'Enclave' featuring 6 en-suite bedrooms, 8 baths, dual home offices, Mancave, Theatre rm, 2 bonus rms, craft room, 2 Butler's pantries, 'Cigar Porch', expansive pool w copper fire bowls, 2 covered travertine loggia & a 4-car oversized garage w/ addtl parkg
$2,650,000
 

2063 Ackola Pt, Longwood

6 Beds, 7 Baths, 8,125 SqFt
Live in private luxury in the prestigious guard gated community of Alaqua. Discover elegant living in this 6 bed/7 bath impressive new home on an acre of manicured and splendid park-like grounds overlooking the private golf course & serene pond. This gorgeous custom home is the ultimate escape from the private pool, spa and summer kitchen to the inviting floor plan with two masters; one located on the second floor and secluded master
$2,600,000
 

205 Lazy Acres Ln, Longwood

3 Beds, 3 Baths, 2,236 SqFt
DEVELOPERS AND BUILDERS this is your chance to own 15 acres in Longwood with 800ft frontage to Longwood Hills Rd, Presently Zoned A-1 AGRICULTURAL (AGRL) future land use at Seminole county is LDR (low density residential, maximum 4 DU/AC) . Property should allow (non-approved) from 35 to 40 potential lots for single-family residences. Nestled in close proximity do major corporates, Hospital, restaurants, great schools and attractions Longwood
$2,500,000
 

235 Longwood Hills Rd, Longwood

4 Beds, 6 Baths, 5,830 SqFt
Feel yourself relax as you drive through the gate along the tree canopied paver driveway, revel in the serenity of this secluded acreage. As you enter through the front door, marvel at coffered ceilings in all major rooms, each one a delight to the eyes. This French Country estate, built by Charles Clayton on over seven acres, has the elegance and extra touches for which he is famous. Enjoy entertaining in the expansive living, dining and family
$2,350,000
 

1050 Delk Rd, Longwood

8 Beds, 8 Baths, 9,293 SqFt
True Southern Style with Classic Elegance yet comfortable and welcoming to come home to. MUST SEE VIRTUAL Aerial TOUR! This 5 acre estate located in the heart of Markham Woods area has something for everyone. Imagine moving your entire family to this multigenerational home. Gated entry yet steps to the Wekiva River. In a small executive pocket this area is one of the best kept secrets in the area. Owners purchased the home and stripped it to the
Reduced
$2,300,000
 

3499 Rockcliff Pl, Longwood

5 Beds, 7 Baths, 7,287 SqFt
Located in Alaqua Lakes in the estate section called"The Reserve" one of a kind Dave Brewer Built estate Home.This exquisitely crafted home is majestically set on a one plus acre lot with exceptional golf views. One of the most private lots in Alaqua. The Game room downstairs has a granite bar with large space to make your entertainment dreams come true. On the second floor are two bonus rooms and a home theater room fully equipped to
$2,095,000
 

101 Shore Dr, Longwood

5 Beds, 6 Baths, 5,224 SqFt
Extraordinary character built by award winning custom home builder Maroon Fine Homes. Truly one of a kind waterfront home with a beautiful and serene panorama of spring fed Lake Brantley. Spectacular sunsets and lots of day time fun on the lake. This residence exudes quality and timeless elegance and is conveniently located to shopping, schools, and I-4. Walk in the front door and “WOW!” not only is the view breathtaking but the custom details
$2,075,000
 

1701 Stetson Ct, Longwood

6 Beds, 7 Baths, 7,961 SqFt
This exceptional golf front home is located in “The Reserve” of Alaqua Lakes, one of the most sought after guarded & gated communities in Central Florida. Situated on a spectacular oversized cul-de-sac lot w/ 270 degree panoramic views of the Legacy Club’s private golf course (see video & aerials), this impressive residence was custom built by First Southern Homes featuring distinctive architectural detail & designer finishes
$1,900,000
 

808 Sweetwater Club Blvd, Longwood

8 Beds, 8 Baths, 15.5k SqFt
Sweetwater Club is one of Seminole County's exclusive guard gated communities, and is known for great schools and is close proximity to dining, shopping and much more. Enjoy access to Lake Brantley for water-skiing and boating with a private boat ramp. This home is situated on a little over 2 acres, one of the largest lot in the neighborhood, private and gated entrance with a a long circular driveway and side entry to your three car garage, over
$1,899,900
 

106 Squire Hill Rd, Longwood

8 Beds, 9 Baths, 8,525 SqFt
Live in private luxury in the prestigious guard gated community of Sweet Water club. Discover elegant living in this 8 bed/7 bath home. This home sits on 4.28 acres of manicured and splendid park-like grounds overlooking the private Tennis court, koi pond, and Resort style pool. This gorgeous custom home is the ultimate escape from the private pool, spa and summer kitchen to the inviting floor plan with two masters; one located on the second

Longwood Neighborhoods

Longwood

Known as the upscale Orlando suburb, Longwood is a family-friendly community and a wonderful place to bring up kids. A mere drive away from the beach and from Orlando’s best theme parks and entertainment venues, Longwood attracts many to the Florida real estate market.

Top 5 Reasons To Move To Longwood

  1. Location: Conveniently located, with excellent access to most of central Florida’s areas, Longwood attracts lots of young professionals, families and retirees. The neighborhoods are nice and safe and the surrounding communities are very family-oriented.
  2. Beaches, Parks & Entertainment: There are some things in Longwood that appeal to nature lovers: the local state parks such as Wekiwa Springs or Blue Springs, the pristine waters of the Wekiva River and the soft white sand beaches of the gulf coast that are just a quick drive away.
  3. Family Oriented: Known as the upscale Orlando suburb, Longwood is a family-friendly community and a wonderful place to bring up kids. A mere drive away from the beach and from Orlando’s best theme parks and entertainment venues, Longwood attracts many to the Florida real estate market.
  4. Education: A family-oriented community, the residents of Longwood encouraged strict school standards. This has resulted in Longwood having some of the best schools in the nation and being a sought after city for families with school-aged children.
  5. Shopping: Longwood’s historic downtown is packed with antique shops, small boutiques, cafes and restaurants that offer friendly services and authentic cuisine. For residents looking for a larger selection of shopping venues, Orlando’s infinite assortment of malls and boutiques is just a short drive away.

History Of Longwood

The earliest settlers to the Longwood area arrived in the early 1870s. John Neill Searcy came from Tennessee in March 1873, and Edward Warren Henck arrived from Boston in November of the same year. Both came by steamboat up the St. Johns River to Sanford and were soon granted Longwood homesteads. A small community had begun to develop. Mr. Henck found the Hartley Family homesteading at Fairy Lake (which is now the Columbus Harbor neighborhood) when he first arrived. "There were no other inhabitants in what is now the corporation of Longwood.", Henck wrote in a brief history of his early days in Florida for historian William Fremont Blackman's History of Orange County, Florida, published in 1927.

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