50$499,999
2 bd · 2 ba · 1,008 sqft
597 Sutton Pl, Longboat Key, FL
Simone Schaerf · MICHAEL SAUNDERS & COMPANY
Homes Under $1.25M in Longboat Key, FL
Show MapHomes Under $1.25M in Longboat Key, FL
24 of 178 Listings
50$499,999
2 bd · 2 ba · 1,008 sqft
597 Sutton Pl, Longboat Key, FL
Simone Schaerf · MICHAEL SAUNDERS & COMPANY
New45$925,000
2 bd · 2 ba · 1,276 sqft
3070 Grand Bay Blvd #645, Longboat Key, FL
Beverly St Hilaire · MICHAEL SAUNDERS & COMPANY
35$449,000
2 bd · 2 ba · 1,241 sqft
6750 Gulf Of Mexico Dr #178, Longboat Key, FL
Kathy Callahan · MICHAEL SAUNDERS & COMPANY
Open house Sun, Nov 1 · 12:00 PM100$399,000
2 bd · 2 ba · 1,072 sqft
4330 Falmouth Dr #107, Longboat Key, FL
Sharon Meier · PREMIER SOTHEBY'S INTERNATIONAL REALTY
56$628,000
3 bd · 2 ba · 2,031 sqft
2110 Harbourside Dr #523, Longboat Key, FL
Judy Kepecz-Hays · COLDWELL BANKER REALTY
40$999,000
3 bd · 2 ba · 1,323 sqft
5320 Gulf Of Mexico Dr #101, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
71$759,000
2 bd · 2 ba · 1,325 sqft
4800 Gulf Of Mexico Dr #205, Longboat Key, FL
Debby McCaig · COLDWELL BANKER REALTY
Open house Sun, Nov 1 · 1:00 PM82$423,750
2 bd · 2 ba · 1,429 sqft
693 Spanish Dr N #24, Longboat Key, FL
Andrew Vac · RE/MAX ALLIANCE GROUP
29$775,000
2 bd · 2 ba · 1,274 sqft
5655 Gulf Of Mexico Dr #a107, Longboat Key, FL
Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY
75$675,000
2 bd · 2 ba · 1,103 sqft
917 Spanish Dr N, Longboat Key, FL
Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY
46$1,089,000
2 bd · 2 ba · 1,293 sqft
615 Dream Island Pl #212, Longboat Key, FL
Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY
34$795,000
2 bd · 3 ba · 1,590 sqft
2012 Harbourside Dr #2102, Longboat Key, FL
Alex Larchenko · KELLER WILLIAMS ON THE WATER S
1$189,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #Q8, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
44$495,000
2 bd · 2 ba · 1,140 sqft
738 Spanish Dr S #98, Longboat Key, FL
Geoff Scalera · AUM FLORIDA REAL ESTATE LLC
90$624,900
2 bd · 3 ba · 1,690 sqft
1920 Harbourside Dr #1003, Longboat Key, FL
Keith Curcio · COLDWELL BANKER REALTY
45$595,000
2 bd · 2 ba · 1,148 sqft
605 Sutton Pl #101, Longboat Key, FL
Gloria Bracciano · DOUGLAS ELLIMAN
58$450,000
2 bd · 2 ba · 1,357 sqft
845 Spanish Dr N #845, Longboat Key, FL
Laura Rode · KW COASTAL LIVING III
Price Reduced66$585,000
1 bd · 2 ba · 1,094 sqft
2055 Gulf Of Mexico Dr #G2-213, Longboat Key, FL
Derek Eisenberg · CONTINENTAL REAL ESTATE GROUP
Price Reduced64$1,250,000
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
Price Reduced20$1,149,000
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
70$425,000
2 bd · 2 ba · 1,326 sqft
554 Spanish Dr S, Longboat Key, FL
Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY
53$319,000
1 bd · 1 ba · 883 sqft
600 Sutton Pl #101B, Longboat Key, FL
Jill Baldwin · MARINA PARK REALTY LLC
Central Panhandle Association of REALTORSrealMLS (Northeast Florida Multiple Listing Service)Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 93.8% of asking price
Buyers here are paying below asking. MLS · 27 sales · as of Sep 30, 2026