New4$275,000
1 bd · 1 ba · 1,302 sqft
2600 Harbourside Dr #C3, Longboat Key, FL
Steven Koleno · BEYCOME OF FLORIDA LLC
Homes Under $400K in Longboat Key, FL
Hide MapHomes Under $400K in Longboat Key, FL
24 of 48 Listings
New4$275,000
1 bd · 1 ba · 1,302 sqft
2600 Harbourside Dr #C3, Longboat Key, FL
Steven Koleno · BEYCOME OF FLORIDA LLC
5$65,000
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #1206, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
5$49,000
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #2207, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
5$39,000
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #2114, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
17$385,000
— bd · 0 ba · — sqft
2800 Harbourside Dr #E-21, Longboat Key, FL
Jennifer Wilson · LBRE LLC
20$289,000
— bd · 0 ba · — sqft
2800 Harbourside Drive Dr #M-10, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Open house Sun, Oct 4 · 12:00 PM69$399,000
2 bd · 2 ba · 1,007 sqft
3802 Gulf Of Mexico Dr #a203, Longboat Key, FL
Holly Switow · PREMIER SOTHEBY'S INTERNATIONAL REALTY
9$399,000
2 bd · 2 ba · 758 sqft
96 Twin Shores Blvd, Longboat Key, FL
Kyle Adams · EVENTIDE REALTY LLC
16$200,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #I-12, Longboat Key, FL
Jennifer Wilson · LBRE LLC
30$390,000
1 bd · 1 ba · 876 sqft
3453 Gulf Of Mexico Dr #200, Longboat Key, FL
Kelly Baldwin · COLDWELL BANKER REALTY
Price Reduced60$364,000
1 bd · 1 ba · 630 sqft
707 Saint Judes Dr S #1, Longboat Key, FL
Kristy Gentile · RE/MAX ALLIANCE GROUP
15$225,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #Q-10, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Price Reduced46$139,000
1 bd · 1 ba · 564 sqft
36 Twin Shores Blvd, Longboat Key, FL
Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY
10$39,900
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #2126, Longboat Key, FL
Beverly St Hilaire · MICHAEL SAUNDERS & COMPANY
3$216,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #O-07, Longboat Key, FL
Jennifer Wilson · LBRE LLC
20$200,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #P-05, Longboat Key, FL
Heather Claridge · RIVER HILLS PROPERTIES, LLC B
12$395,000
2 bd · 2 ba · 758 sqft
71 Twin Shores Blvd, Longboat Key, FL
Kyle Adams · EVENTIDE REALTY LLC
37$325,000
1 bd · 1 ba · 532 sqft
2850 Gulf Of Mexico Dr #4, Longboat Key, FL
Michael Renick PLLC · MANGROVE REALTY ASSOCIATES
19$400,000
— bd · 0 ba · — sqft
2600 Harbourside Drive #R-13, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Price Reduced54$307,000
1 bd · 1 ba · 747 sqft
4350 Chatham Dr #105, Longboat Key, FL
Malihe Karimi · MICHAEL SAUNDERS & COMPANY
37$310,000
1 bd · 1 ba · 680 sqft
3710 Gulf Of Mexico Dr #E22, Longboat Key, FL
Bill Shuttleworth · EDGEWATER REAL ESTATE, INC
28$339,000
1 bd · 1 ba · 761 sqft
3804 Gulf Of Mexico Dr #B204, Longboat Key, FL
Shaun Cumston · STERLING REALTY
31$250,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #H06, Longboat Key, FL
Mike Warm, LLC · PREMIER SOTHEBY'S INTERNATIONAL REALTY
5$39,500
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #2112, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
Homes Under $400K in Longboat Key, FL: 48 active listings as of .
| Property type | Listings | Share |
|---|---|---|
| Boat Slip | 32 | 66.7% |
| Condominium | 10 | 20.8% |
























Stellar 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