Luxury Homes for Sale in Longwood, FL

The luxury market in Longwood starts at $1,000,000. This page is every active listing at that level, refreshed nightly from the MLS, with what has actually closed, where the inventory sits and how long it takes to sell. For the wider picture see luxury communities in Seminole County.

30 luxury homes are for sale in Longwood, FL at $1,000,000 and up — median asking $1,574,000, the top listing at $6,950,000, $369 per square foot. 25 homes closed above $1,000,000 in the last 12 months at a median of $1,290,000. 23% of the luxury inventory is waterfront; 3% is new construction. Median days on market: 34.

Newest luxury listings in Longwood

3413 Fernlake Place, luxury home for sale in Longwood
$1,895,000 New
5 bd · 5 ba · 4,648 sq ft · built 2005
3413 Fernlake Place, 32779
Alaqua Lakes
Listing courtesy of ERA GRIZZARD REAL ESTATE
2216 Smoketree Court, luxury home for sale in Longwood
$1,700,000 New
5 bd · 3.5 ba · 4,174 sq ft · built 1989
2216 Smoketree Court, 32779
Listing courtesy of CENTURY 21 ALTON CLARK
1055 Edmiston Place, luxury home for sale in Longwood
$1,199,000 New
5 bd · 4.5 ba · 4,126 sq ft · built 1990
1055 Edmiston Place, 32779
Markham Meadows
Listing courtesy of EXIT REALTY PREMIER LEGACY
872 Sweetwater Island Circle, luxury home for sale in Longwood
$1,100,000 New
6 bd · 5.5 ba · 4,048 sq ft · built 1988
872 Sweetwater Island Circle, 32779
Sweetwater Island
Listing courtesy of COLDWELL BANKER REALTY
104 Wild Fern Drive, luxury home for sale in Longwood
$1,050,000 New
4 bd · 2.5 ba · 2,884 sq ft · built 1974
104 Wild Fern Drive, 32779
Springs The Deerwood Estates
Listing courtesy of COMPASS FLORIDA LLC
3387 Regal Crest Drive, luxury home for sale in Longwood
$1,199,000 New
4 bd · 3 ba · 3,038 sq ft · built 2000
3387 Regal Crest Drive, 32779
Alaqua Lakes
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
2056 Alaqua Drive, luxury home for sale in Longwood
$1,349,000
3 bd · 3.5 ba · 3,768 sq ft · built 1991
2056 Alaqua Drive, 32779
Listing courtesy of COLDWELL BANKER REALTY
3355 Lakeview Oaks Drive, luxury home for sale in Longwood
$2,399,000
5 bd · 6 ba · 5,629 sq ft · built 1998
3355 Lakeview Oaks Drive, 32779
Alaqua Lakes
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
333 Brantley Club Place, luxury home for sale in Longwood
$1,550,000
5 bd · 4.5 ba · 4,467 sq ft · built 1985
333 Brantley Club Place, 32779
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
2260 W Classic Court, luxury home for sale in Longwood
$1,449,000
5 bd · 3 ba · 3,643 sq ft · built 1979
2260 W Classic Court, 32779
Brantley Cove
Listing courtesy of UNITED REAL ESTATE PREFERRED
3450 Foxmeadow Court, luxury home for sale in Longwood
$1,695,000
5 bd · 4.5 ba · 4,092 sq ft · built 2001
3450 Foxmeadow Court, 32779
Alaqua Lakes
Listing courtesy of PALMANO GROUP RE BROKERAGE LLC
334 Vista Oak Drive, luxury home for sale in Longwood
$1,775,000
5 bd · 6 ba · 6,250 sq ft · built 1994
334 Vista Oak Drive, 32779
Listing courtesy of MARGAUX REALTY INC
236 S Shadowbay Boulevard, luxury home for sale in Longwood
$1,674,990
5 bd · 3.5 ba · 3,216 sq ft · built 1985
236 S Shadowbay Boulevard, 32779
Listing courtesy of LISTED SIMPLY
1041 Sweetwater Club Boulevard, luxury home for sale in Longwood
$3,399,000
6 bd · 8 ba · 10,623 sq ft · built 1988
1041 Sweetwater Club Boulevard, 32779
Sweetwater Club Estates
Listing courtesy of Q BOUTIQUE SPECIALTY REALTY INC
306 N Sweetwater Cove Boulevard, luxury home for sale in Longwood
$1,290,000
5 bd · 5 ba · 3,362 sq ft · built 1978
306 N Sweetwater Cove Boulevard, 32779
Sweetwater Cove
Listing courtesy of TRIPLE S REALTY
2214 Earleaf Court, luxury home for sale in Longwood
$1,425,000
4 bd · 3 ba · 3,955 sq ft · built 1989
2214 Earleaf Court, 32779
Listing courtesy of LA ROSA REALTY KISSIMMEE
3367 Canyon Grand Point, luxury home for sale in Longwood
$1,125,000
6 bd · 4.5 ba · 5,249 sq ft · built 2021
3367 Canyon Grand Point, 32779
Retreat At Lake Brantley
Listing courtesy of EXP REALTY LLC
3147 Tala Loop, luxury home for sale in Longwood
$3,379,000
7 bd · 8 ba · 7,313 sq ft · built 1994
3147 Tala Loop, 32779
Listing courtesy of COLDWELL BANKER REALTY
1351 N Classic Court, luxury home for sale in Longwood
$2,895,000
5 bd · 5.5 ba · 5,012 sq ft · built 1989
1351 N Classic Court, 32779
Brantley Cove North
Listing courtesy of COLDWELL BANKER REALTY
812 Sweetwater Club Boulevard, luxury home for sale in Longwood
$6,950,000
9 bd · 12.5 ba · 14,623 sq ft · built 1979
812 Sweetwater Club Boulevard, 32779
Listing courtesy of SERHANT

The most expensive homes for sale in Longwood

ListingAskingSq ft$ / sq ftCommunity
812 Sweetwater Club Boulevard$6,950,00014,623$475—
3545 Legacy Hills Court$4,800,00010,684$449seminole county
3540 Legacy Hills Court$4,499,00012,006$375seminole county
1041 Sweetwater Club Boulevard$3,399,00010,623$320Sweetwater Club Estates
3147 Tala Loop$3,379,0007,313$462—
1351 N Classic Court$2,895,0005,012$578Brantley Cove North
3355 Lakeview Oaks Drive$2,399,0005,629$426Alaqua Lakes
741 Ciara Creek Cove$1,950,0006,834$285Ciara Creek Executive Centre
3413 Fernlake Place$1,895,0004,648$408Alaqua Lakes
334 Vista Oak Drive$1,775,0006,250$284—

Where the luxury inventory is

CommunityLuxury listingsMedian asking
Alaqua Lakes4$1,795,000
Ciara Creek Executive Centre1$1,950,000
Markham Meadows1$1,199,000
Brantley Cove North1$2,895,000
Dunn Legacy1$1,299,900
Sweetwater Club Estates1$3,399,000
Rands Add To Longwood1$1,350,000
Sweetwater Island1$1,100,000
Sweetwater Cove1$1,290,000
Retreat At Lake Brantley1$1,125,000
Brantley Cove1$1,449,000
Springs The Deerwood Estates1$1,050,000

Luxury inventory by price

BandFor saleShare
$1,000,000–$1,500,0001447%
$1,500,000–$2,000,000930%
$2,000,000–$3,000,00027%
$3,000,000–$5,000,000413%
$5,000,000+13%

How to read this

Luxury is defined here as asking prices at or above $1,000,000. Counts, medians and closings come from active and closed MLS listings as of October 5, 2026; closings are the trailing 12 months. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 220 homes for sale in Longwood and what $1M buys across Seminole County.

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Common questions

How many luxury homes are for sale in Longwood?

30 homes are listed at $1,000,000 or more in Longwood, FL as of October 5, 2026, with a median asking price of $1,574,000.

What is the most expensive home for sale in Longwood?

The highest asking price right now is $6,950,000. The median luxury closing over the last 12 months was $1,290,000.

Which Longwood communities have the most luxury listings?

Alaqua Lakes (4), Ciara Creek Executive Centre (1), Markham Meadows (1), Brantley Cove North (1), Dunn Legacy (1), Sweetwater Club Estates (1).