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.

21 luxury homes are for sale in Longwood, FL at $1,000,000 and up — median asking $1,598,000, the top listing at $4,800,000, $376 per square foot. 28 homes closed above $1,000,000 in the last 12 months at a median of $1,370,000. 24% of the luxury inventory is waterfront; 5% is new construction. Median days on market: 21.

Newest luxury listings in Longwood

3355 Lakeview Oaks Drive, luxury home for sale in Longwood
$2,500,000 New
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
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
2083 Biltmore Point, luxury home for sale in Longwood
$1,100,000
5 bd · 3.5 ba · 4,688 sq ft · built 1987
2083 Biltmore Point, 32779
Springs Landing The Estates
Listing courtesy of EXP REALTY LLC
111 Sand Pine Lane, luxury home for sale in Longwood
$2,000,000
4 bd · 3.5 ba · 3,885 sq ft · built 1981
111 Sand Pine Lane, 32779
Springs The Deerwood Estates
Listing courtesy of COMPASS FLORIDA, LLC
2260 W Classic Court, luxury home for sale in Longwood
$1,500,000
5 bd · 3 ba · 3,643 sq ft · built 1979
2260 W Classic Court, 32779
Brantley Cove
Listing courtesy of UNITED REAL ESTATE PREFERRED
1336 Classic Drive, luxury home for sale in Longwood
$1,250,000
4 bd · 3.5 ba · 3,242 sq ft · built 1980
1336 Classic Drive, 32779
Brantley Cove
Listing courtesy of KELLER WILLIAMS HERITAGE REALTY
306 N Sweetwater Cove Boulevard, luxury home for sale in Longwood
$1,350,000
5 bd · 5 ba · 3,362 sq ft · built 1978
306 N Sweetwater Cove Boulevard, 32779
Sweetwater Cove
Listing courtesy of TRIPLE S REALTY
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
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
3367 Canyon Grand Point, luxury home for sale in Longwood
$1,200,000
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
1351 N Classic Court, luxury home for sale in Longwood
$2,950,000
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

The most expensive homes for sale in Longwood

ListingAskingSq ft$ / sq ftCommunity
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
1351 N Classic Court$2,950,0005,012$589Brantley Cove North
3355 Lakeview Oaks Drive$2,500,0005,629$444Alaqua Lakes
111 Sand Pine Lane$2,000,0003,885$515Springs The Deerwood Estates
741 Ciara Creek Cove$1,950,0006,834$285ciara creek executive centre longwood
3413 Fernlake Place$1,895,0004,648$408Alaqua Lakes
2201 Cove Court$1,695,0003,805$445seminole county
3450 Foxmeadow Court$1,695,0004,092$414Alaqua Lakes

Where the luxury inventory is

CommunityLuxury listingsMedian asking
Alaqua Lakes3$1,895,000
Brantley Cove2$1,375,000
ciara creek executive centre longwood1$1,950,000
Brantley Cove North1$2,950,000
Dunn Legacy1$1,299,900
Sweetwater Club Estates1$3,399,000
Rands Add To Longwood1$1,350,000
Sweetwater Cove1$1,350,000
Springs Landing The Estates1$1,100,000
Retreat At Lake Brantley1$1,200,000
Springs The Deerwood Estates1$2,000,000

Luxury inventory by price

BandFor saleShare
$1,000,000–$1,500,000943%
$1,500,000–$2,000,000629%
$2,000,000–$3,000,000314%
$3,000,000–$5,000,000314%

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 September 15, 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 208 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?

21 homes are listed at $1,000,000 or more in Longwood, FL as of September 15, 2026, with a median asking price of $1,598,000.

What is the most expensive home for sale in Longwood?

The highest asking price right now is $4,800,000. The median luxury closing over the last 12 months was $1,370,000.

Which Longwood communities have the most luxury listings?

Alaqua Lakes (3), Brantley Cove (2), ciara creek executive centre longwood (1), Brantley Cove North (1), Dunn Legacy (1), Sweetwater Club Estates (1).