New45$595,000
2 bd · 2 ba · 1,148 sqft
605 Sutton Pl #101, Longboat Key, FL
Gloria Bracciano · DOUGLAS ELLIMAN
Homes Under $2.5M in Longboat Key, FL
Show MapHomes Under $2.5M in Longboat Key, FL
24 of 213 Listings
New45$595,000
2 bd · 2 ba · 1,148 sqft
605 Sutton Pl #101, Longboat Key, FL
Gloria Bracciano · DOUGLAS ELLIMAN
Open house Sun, Oct 11 · 1:00 PM36$1,450,000
3 bd · 3 ba · 2,204 sqft
2141 Harbourside Dr #1203, Longboat Key, FL
Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY
New56$595,000
1 bd · 2 ba · 1,094 sqft
2055 Gulf Of Mexico Dr #G2-213, Longboat Key, FL
Derek Eisenberg · CONTINENTAL REAL ESTATE GROUP
Open house Sat, Oct 10 · 1:00 PM58$450,000
2 bd · 2 ba · 1,357 sqft
845 Spanish Dr N #845, Longboat Key, FL
Laura Rode · KW COASTAL LIVING III
Open house Sun, Oct 11 · 1:00 PM86$1,599,000
4 bd · 3 ba · 2,750 sqft
1916 Harbourside Dr #804, Longboat Key, FL
Kathy Callahan · MICHAEL SAUNDERS & COMPANY
64$1,400,000
3 bd · 3 ba · 3,083 sqft
2550 Harbourside Dr #334, Longboat Key, FL
Wendy Ross, PA · COLDWELL BANKER REALTY
4$275,000
0 bd · 0 ba · 1,302 sqft
2600 Harbourside Drive, Longboat Key, FL
STEVEN KOLENO · BEYCOME OF FLORIDA LLC
18$1,200,000
2 bd · 2 ba · 1,461 sqft
6960 Poinsetta Avenue, Longboat Key, FL
Emma McLeod · Emerald Seascapes Properties LLC
31$769,000
2 bd · 2 ba · 1,257 sqft
1955 Gulf Of Mexico Dr #G6-407, Longboat Key, FL
Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Open house Sun, Oct 11 · 1:00 PM50$1,325,000
2 bd · 2 ba · 1,492 sqft
100 Sands Point Rd #219, Longboat Key, FL
Diane Smith · KELLER WILLIAMS ON THE WATER S
74$425,000
2 bd · 2 ba · 1,326 sqft
554 Spanish Dr S, Longboat Key, FL
Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY
59$1,595,000
3 bd · 4 ba · 2,250 sqft
3060 Grand Bay Blvd #162, Longboat Key, FL
Bruce Myer · COLDWELL BANKER REALTY
53$319,000
1 bd · 1 ba · 883 sqft
600 Sutton Pl #101B, Longboat Key, FL
Jill Baldwin · MARINA PARK REALTY LLC
82$389,500
2 bd · 2 ba · 1,376 sqft
4380 Exeter Dr #101, Longboat Key, FL
Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Open house Sat, Oct 10 · 11:00 AM58$525,000
2 bd · 2 ba · 720 sqft
3710 Gulf Of Mexico Dr #a3, Longboat Key, FL
Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY
44$1,495,000
3 bd · 3 ba · 3,067 sqft
2550 Harbourside Dr #333, Longboat Key, FL
Lee Mirman · INVESTMENTS IN SARASOTA
55$529,990
2 bd · 2 ba · 1,393 sqft
546 Spanish Dr S, Longboat Key, FL
Jackie Griese · MICHAEL SAUNDERS & COMPANY
50$1,495,000
2 bd · 2 ba · 1,516 sqft
5461 Gulf Of Mexico Dr #304, Longboat Key, FL
Maggie Hicks · COLDWELL BANKER REALTY
Open house Sun, Oct 18 · 1:00 PM43$1,090,000
3 bd · 3 ba · 2,092 sqft
1445 Gulf Of Mexico Dr #101, Longboat Key, FL
Ryan Ackerman, PA · COLDWELL BANKER REALTY
Price ReducedOpen house Sat, Oct 10 · 1:00 PM51$345,678
2 bd · 2 ba · 1,022 sqft
4485 Gulf Of Mexico Dr #402, Longboat Key, FL
Paula Van De Ree · NEAL VAN DE REE & ASSOCIATES
53$795,000
2 bd · 2 ba · 1,257 sqft
1975 Gulf Of Mexico Dr #G4-203, Longboat Key, FL
Sandra Endres · COLDWELL BANKER REALTY
Open house Sun, Oct 11 · 12:00 PM87$1,999,000
3 bd · 3 ba · 2,856 sqft
6330 Laguna Dr, Longboat Key, FL
Danielle Dietrich, PA · COLDWELL BANKER REALTY
49$1,175,000
3 bd · 3 ba · 2,544 sqft
3808 Gulf Of Mexico Dr #E412, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
51$1,095,000
2 bd · 2 ba · 1,602 sqft
775 Longboat Club Rd #405, Longboat Key, FL
Bruce Myer · COLDWELL BANKER REALTY
Central Panhandle Association of REALTORSrealMLS (Northeast Florida Multiple Listing Service)Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 93.1% of asking price
Buyers here are paying below asking. MLS · 26 sales · as of Sep 30, 2026