Open house Sun, Oct 4 · 1:00 PM81$4,999,000
5 bd · 3 ba · 3,842 sqft
3606 Fair Oaks Pl, Longboat Key, FL
Renee Preininger · SARASOTA TRUST REALTY COMPANY
Homes for Sale in Longboat Key, FL
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24 of 255 Listings
Open house Sun, Oct 4 · 1:00 PM81$4,999,000
5 bd · 3 ba · 3,842 sqft
3606 Fair Oaks Pl, Longboat Key, FL
Renee Preininger · SARASOTA TRUST REALTY COMPANY
Price Reduced52$1,690,000
4 bd · 3 ba · 2,899 sqft
523 Juan Anasco Dr, Longboat Key, FL
Reid Murphy · DEVELOPERS REALTY LBK, INC
Price Reduced20$400,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #B-13, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Price Reduced51$1,790,000
2 bd · 2 ba · 1,399 sqft
210 Sands Point Rd #2101, Longboat Key, FL
Tom Cinquegrano · MICHAEL SAUNDERS & COMPANY
Price ReducedOpen house Sun, Oct 4 · 1:00 PM91$2,300,000
4 bd · 5 ba · 4,154 sqft
3527 Fair Oaks Ln, Longboat Key, FL
Miriam Pearson · COLDWELL BANKER REALTY
23$18,500,000
2 bd · 2 ba · 10,298 sqft
6664 & 6660 & 6670 Gulf Of Mexico Dr, Longboat Key, FL
Mark Huber · MICHAEL SAUNDERS & COMPANY
17$275,000
— bd · 0 ba · — sqft
2600 Harbourside Drive #H-04, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Price Reduced59$1,575,000
2 bd · 2 ba · 2,236 sqft
791 Broadway St, Longboat Key, FL
Matthew Voss · PREFERRED SHORE LLC
41$349,900
2 bd · 2 ba · 1,052 sqft
3710 Gulf Of Mexico Dr #G20, Longboat Key, FL
Bill Shuttleworth · EDGEWATER REAL ESTATE, INC
33$1,100,000
2 bd · 2 ba · 1,336 sqft
4325 Gulf Of Mexico Dr #103, Longboat Key, FL
Dennis Girard · PREMIER SOTHEBY'S INTERNATIONAL REALTY
59$995,000
2 bd · 2 ba · 1,409 sqft
1050 Longboat Club Rd #903, Longboat Key, FL
Bruce Myer · COLDWELL BANKER REALTY
Price Reduced46$600,000
2 bd · 2 ba · 1,392 sqft
1095 Gulf Of Mexico Dr #102, Longboat Key, FL
Rich Polese · COMPASS FLORIDA LLC
Price Reduced44$2,150,000
3 bd · 2 ba · 1,972 sqft
617 Rountree Dr, Longboat Key, FL
Judi Taulbee · FINE PROPERTIES
88$1,899,000
4 bd · 3 ba · 3,009 sqft
3040 Gulf Of Mexico Dr #3, Longboat Key, FL
Frank Lambert · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Price Reduced63$497,000
2 bd · 2 ba · 1,192 sqft
1930 Harbourside Dr #122, Longboat Key, FL
David Leventhal · COLDWELL BANKER REALTY
Open house Sun, Oct 18 · 1:00 PM59$2,900,000
3 bd · 4 ba · 3,045 sqft
524 Hornblower Ln, Longboat Key, FL
Joel Schemmel · DOUGLAS ELLIMAN
Price Reduced18$410,000
1 bd · 1 ba · 936 sqft
6700 Gulf Of Mexico Dr #143, Longboat Key, FL
Brooke Moran · DALTON WADE INC
4$11,900,000
5 bd · 6 ba · 5,689 sqft
1600 Harbor Sound Dr, Longboat Key, FL
Rinat Sikdar · COLDWELL BANKER REALTY
7$2,650,000
4 bd · 5 ba · 2,788 sqft
610 Hibiscus Way, Longboat Key, FL
Rinat Sikdar · COLDWELL BANKER REALTY
19$425,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #B-06, Longboat Key, FL
Jennifer Wilson · LBRE LLC
19$425,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #B-08, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Price Reduced48$1,200,000
2 bd · 2 ba · 1,170 sqft
7125 Gulf Of Mexico 22, Longboat Key, FL
Luziele A DeAraujo · Realty 100
40$799,000
2 bd · 2 ba · 1,110 sqft
5311 Gulf Of Mexico Dr #5, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
37$960,000
1 bd · 1 ba · 634 sqft
250 Sands Point Rd #5106, Longboat Key, FL
Ian Addy, PA · MICHAEL SAUNDERS & COMPANY
BeachesMLSStellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 93.9% of asking price
Buyers here are paying below asking. MLS · 23 sales · as of Sep 29, 2026