Luxury Homes for Sale in Longwood, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated October 24, 2026

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 $1,624,000, the top listing at $5,999,999, $334 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; 7% is new construction. Median days on market: 60.

Newest luxury listings in Longwood

$1,250,000 New

4 bd · 4.5 ba · 3,876 sq ft · built 2017

334 Peninsula Island Point, 32750

Listing courtesy of RE/MAX TOWN & COUNTRY REALTY

$3,995,000

6 bd · 8.5 ba · 10,059 sq ft · built 2000

2405 Alaqua Drive, 32779

Listing courtesy of COLDWELL BANKER REALTY

$1,100,000

6 bd · 5.5 ba · 4,048 sq ft · built 1988

872 Sweetwater Island Circle, 32779

Sweetwater Island

Listing courtesy of COLDWELL BANKER REALTY

$1,199,000

4 bd · 3 ba · 3,038 sq ft · built 2000

3387 Regal Crest Drive, 32779

Alaqua Lakes

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO

$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

$1,650,000

5 bd · 3.5 ba · 4,174 sq ft · built 1989

2216 Smoketree Court, 32779

Listing courtesy of CENTURY 21 ALTON CLARK

$2,475,500

5 bd · 6 ba · 6,497 sq ft · built 1994

950 Sweetwater Club Boulevard, 32779

Listing courtesy of RE/MAX ASSURED

$2,299,000

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

$1,424,000

5 bd · 3 ba · 3,643 sq ft · built 1979

2260 W Classic Court, 32779

Brantley Cove

Listing courtesy of UNITED REAL ESTATE PREFERRED

$1,699,999

5 bd · 6 ba · 6,250 sq ft · built 1994

334 Vista Oak Drive, 32779

Listing courtesy of MARGAUX REALTY INC

$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

$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

$2,299,999

8 bd · 9.5 ba · 8,739 sq ft · built 1990

1040 Sweetwater Club Boulevard, 32779

Listing courtesy of LPT REALTY, LLC

$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

$1,388,000

5 bd · 5 ba · 4,975 sq ft · built 1979

305 Sweetwater Club Circle, 32779

Listing courtesy of LPT REALTY, LLC

$1,425,000

4 bd · 3 ba · 3,955 sq ft · built 1989

2214 Earleaf Court, 32779

Listing courtesy of LA ROSA REALTY KISSIMMEE

$5,999,999

10 bd · 15 ba · 18,943 sq ft · built 2003

2878 Markham Woods Road, 32779

Listing courtesy of COMPASS FLORIDA LLC

$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

$2,500,000

5 bd · 6.5 ba · 7,673 sq ft · built 1980

810 Sweetwater Club Boulevard, 32779

Listing courtesy of COLDWELL BANKER REALTY

$3,499,000

7 bd · 8 ba · 14,801 sq ft · built 1977

808 Sweetwater Club Boulevard, 32779

Listing courtesy of ONE LUXURY INTERNATIONAL LLC

The most expensive homes for sale in Longwood

Where the luxury inventory is

Luxury inventory by price

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 24, 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 224 homes for sale in Longwood and what $1M buys across Seminole County.