Home › Neighborhoods › Longboat Key luxuryLuxury Homes for Sale in Longboat Key, FL By Jon Brooks , Co-Founder, Momentum Realty · Updated November 2, 2026
The luxury market in Longboat Key starts at $1,630,000 — about 1.5× the city’s median asking price. 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 Sarasota County .
88 luxury homes are for sale in Longboat Key, FL at $1,630,000 and up — median asking $3,295,000, the top listing at $38,450,000, $1,060 per square foot. 15 homes closed above $1,630,000 in the last 12 months at a median of $2,600,000. 84% of the luxury inventory is waterfront; 14% is new construction. Median days on market: 144.
Newest luxury listings in Longboat Key $2,850,000 New
2 bd · 2.5 ba · 2,525 sq ft · built 1994
435 L Ambiance Drive #L707, 34228
Listing courtesy of COMPASS FLORIDA LLC
$5,500,000 New
4 bd · 3.5 ba · 3,954 sq ft · built 1984
775 Longboat Club Rd, 1008-1007, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$2,445,000 New
3 bd · 3 ba · 2,470 sq ft · built 1996
2165 Gulf Of Mexico Drive #121, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$3,195,000 New
3 bd · 4 ba · 3,045 sq ft · built 1996
1241 Gulf Of Mexico Drive #803, 34228
Listing courtesy of COLDWELL BANKER REALTY
$5,995,000 New
3 bd · 4.5 ba · 3,400 sq ft · built 1996
1241 Gulf Of Mexico Drive #Ph1102, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$2,670,000 New
1 bd · 2 ba · 1,556 sq ft · built 2024
1591 Gulf Of Mexico Drive #515, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$1,999,999 New
2 bd · 2.5 ba · 2,154 sq ft · built 2024
1591 Gulf Of Mexico Drive #512, 34228
Listing courtesy of LEGACY BAY PARTNERS
$2,000,000
3 bd · 3 ba · 2,410 sq ft · built 1990
455 Longboat Club Road #402, 34228
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
$2,095,000
3 bd · 3 ba · 2,445 sq ft · built 1996
2185 Gulf Of Mexico Drive #243, 34228
Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE
$1,699,000
2 bd · 2.5 ba · 2,369 sq ft · built 1994
3060 Grand Bay Boulevard #124, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$9,500,000
4 bd · 5 ba · 5,245 sq ft · built 2011
560 Harbor Point Road, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$12,995,000
4 bd · 3.5 ba · 4,912 sq ft · built 1992
415 L Ambiance Drive #Ph-F, 34228
Listing courtesy of COLDWELL BANKER REALTY
$2,693,000
3 bd · 2 ba · 2,461 sq ft · built 1979
660 Penfield Street, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$2,500,000
3 bd · 3 ba · 4,182 sq ft · built 1989
677 Lands End Drive, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$2,495,000
3 bd · 3.5 ba · 2,925 sq ft · built 1999
3010 Grand Bay Boulevard #416, 34228
Listing courtesy of COLDWELL BANKER REALTY
$3,550,000
3 bd · 3.5 ba · 3,273 sq ft · built 1999
1281 Gulf Of Mexico Drive Drive #707, 34228
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
$4,100,000
4 bd · 3.5 ba · 3,800 sq ft · built 2002
2151 Gulf Of Mexico Drive #4, 34228
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
$3,275,000
3 bd · 3.5 ba · 3,341 sq ft · built 1989
3488 Mistletoe Lane, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$5,295,000
5 bd · 5 ba · 4,361 sq ft · built 2025
3100 Gulf Of Mexico Drive, 34228
Listing courtesy of DEVELOPERS REALTY LBK, INC
$2,995,000
3 bd · 3.5 ba · 2,880 sq ft · built 1991
340 Gulf Of Mexico Drive #136, 34228
Listing courtesy of COLDWELL BANKER REALTY
$12,500,000
4 bd · 5.5 ba · 5,350 sq ft · built 2024
1591 Gulf Of Mexico Drive #618, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$1,999,000
3 bd · 3 ba · 2,856 sq ft · built 2002
6330 Laguna Drive, 34228
Listing courtesy of COLDWELL BANKER REALTY
$2,100,000
3 bd · 3.5 ba · 2,950 sq ft · built 1995
3617 Fair Oaks Place, 34228
Listing courtesy of COLDWELL BANKER REALTY
$4,699,999
5 bd · 4.5 ba · 4,000 sq ft · built 2026
3360 Bayou Sound, 34228
Listing courtesy of COLDWELL BANKER REALTY
$4,290,000
2 bd · 2.5 ba · 2,154 sq ft · built 2024
1591 Gulf Of Mexico Drive #312, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$12,400,000
3 bd · 3.5 ba · 4,967 sq ft · built 2024
1561 Gulf Of Mexico Drive #404, 34228
Listing courtesy of MICHAEL SAUNDERS & COMPANY
$2,398,000
4 bd · 3.5 ba · 2,665 sq ft · built 2019
6840 Longboat Drive, 34228
Listing courtesy of COLDWELL BANKER REALTY
$3,999,990
5 bd · 5 ba · 4,315 sq ft · built 2003
560 Chipping Lane, 34228
Country Club Shores
Listing courtesy of COLDWELL BANKER REALTY
$2,675,000
4 bd · 3.5 ba · 3,102 sq ft · built 1991
3530 Mistletoe Lane, 34228
Listing courtesy of COLDWELL BANKER REALTY
$5,295,000
3 bd · 3.5 ba · 2,880 sq ft · built 1990
455 Longboat Club Road #905, 34228
Listing courtesy of DEVELOPERS REALTY LBK, INC
The most expensive homes for sale in Longboat Key Listing Asking Sq ft $ / sq ft Community 5965 Gulf Of Mexico Drive $38,450,000 17,199 $2,236 manatee county 6610 Gulf Of Mexico Drive $22,000,000 6,891 $3,193 manatee county 6664 & 6660 & 6670 Gulf Of Mexico Drive $18,500,000 10,298 $1,796 manatee county 6685 Gulf Of Mexico Drive $15,550,000 12,752 $1,219 manatee county 6529 Gulfside Road $15,000,000 6,500 $2,308 manatee county 6489 Gulfside Road $13,995,000 6,616 $2,115 manatee county 1561 Gulf Of Mexico Drive #304 $13,000,000 4,967 $2,617 — 415 L Ambiance Drive #Ph-F $12,995,000 4,912 $2,646 — 6680 Gulf Of Mexico Drive $12,900,000 6,408 $2,013 manatee county 1561 Gulf Of Mexico Drive #403 $12,750,000 4,187 $3,045 sarasota county
Where the luxury inventory is Luxury inventory by price Band For sale Share $1,500,000–$2,000,000 15 17% $2,000,000–$3,000,000 25 28% $3,000,000–$5,000,000 22 25% $5,000,000+ 26 30%
How to read this Luxury is defined here as asking prices at or above $1,630,000. Counts, medians and closings come from active and closed MLS listings as of November 2, 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 255 homes for sale in Longboat Key and what $1M buys across Sarasota County .
