Area Guide
Longboat Key
Gulf-to-bay island living
Longboat Key Market Minute
This Week on Longboat Key
Past 7 days · 8 homes sold · median sale $1,187,500 · 76 median days on market. Top sale: 3620 Fair Oaks Pl (single-family home, built 1991) at $2,900,000.
About Longboat Key
Longboat Key is a 10-mile barrier island between Sarasota Bay and the Gulf of Mexico, and one of Florida's quietest luxury resort communities. The island is overwhelmingly residential, favoring low-rise condominiums and Gulf-front and bayfront homes over commercial development, and beach access is the main event: miles of soft, uncrowded sand define daily life, kept serene in part by deliberately limited public parking and very little retail. At its heart, The Resort at Longboat Key Club anchors island life with 45 holes of championship golf (the Gulf-side Islandside course and the bayfront Harbourside layouts) alongside the deep-water Longboat Key Club Moorings, a 291-slip marina that berths vessels up to 150 feet. The 2024 arrival of The St. Regis Longboat Key Resort, set on 18 beachfront acres with 800 feet of private Gulf frontage, has further sharpened the island's standing among discerning buyers. The result is a market defined by privacy, water, and a slower, more residential rhythm than anywhere else on the Sarasota coast.
Live Listings
Currently for Sale in Longboat Key
Live from Stellar MLS. Updated continuously.
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Sold + Pending Activity
Longboat Key Closed Market Snapshot
Averages across 1269 sold and 35 pending listings in the Longboat Key submarket. Pre-list and withdrawn activity excluded. Price range: $165,000 – $38,450,000.
| Metric | Value |
|---|---|
| Average Price | $2,009,963 |
| Average Price / Sq Ft | $802 |
| Average Year Built | 1985 |
| Average Living Area | 2,192 sq ft |
| Average Days on Market | 88 days |
Data sourced from Stellar MLS via the Adamson Group data pipeline. Last updated October 25, 2026.
Active Market Snapshot
Longboat Key Active Inventory & Recent Sales
A live snapshot of the Longboat Key luxury real estate market, built directly from the Sarasota MLS feed and refreshed regularly. Data through October 25, 2026.
Active Inventory
- Active Listings
- 235
- Median List Price
- $1,090,000
- Median Price / Sq Ft
- $682
- Waterfront Share
- 73%
Of 235 active listings, 171 are waterfront (73%) and 23 are new construction built in 2020 or later (10%).
Active Inventory by Price Band
| Price Band | Active Listings |
|---|---|
| Under $900k | 99 |
| $900k – $1.5M | 49 |
| $1.5M – $3M | 42 |
| $3M and above | 45 |
Recent Sold Activity (Last 90 Days)
- Sold Listings
- 106
- Median Sold Price
- $900,000
- Median Days on Market
- 95
- Sale-to-List Ratio
- 96.4%
Most Recent Sold Comparables (Last 90 Days)
| Address | Sold | Date | Bd / Ba | Sq Ft | Built |
|---|---|---|---|---|---|
| 4825 GULF OF MEXICO DR #504(waterfront)WESTCHESTER APTS | $650,000 | 2026-10-23 | 2 / 2 | 1,393 | 1970 |
| 1932 HARBOURSIDE DR #214(waterfront)FAIRWAY BAY | $449,000 | 2026-10-23 | 2 / 2 | 1,192 | 1982 |
| 4540 GULF OF MEXICO DR #204WINDWARD BAY AMD | $595,000 | 2026-10-20 | 2 / 2 | 1,312 | 1975 |
| 847 EVERGREEN WAYCEDARS EAST SEC 3 | $585,000 | 2026-10-16 | 2 / 2.5 | 1,440 | 1991 |
| 3481 BAYOU SOUND(waterfront)BAY ISLES | $1,790,000 | 2026-10-15 | 5 / 3.5 | 3,391 | 1986 |
Active inventory and recent sold data sourced directly from the Sarasota Stellar MLS feed via the Adamson Group data pipeline. Geographic boundaries enforced via PostGIS: listings are assigned to Longboat Key based on actual coordinates, not just postal code. Data through October 25, 2026. All figures approximate and subject to change.
Condo Market by Era
Longboat Key Active Condos by Construction Era
Active condominium, villa, townhouse inventory in Longboat Key: 169 listings split across four construction eras. Newer towers carry a meaningful price premium; vintage mid-century buildings still dominate volume.
| Build Era | Active | Avg Price | Avg $/Sq Ft | Avg Living | Avg DOM |
|---|---|---|---|---|---|
| Pre-1990Built before 1990 | 129 | $807,118 | $626 | 1,327sq ft | 143days |
| 1990 – 2005Built 1990 through 2005 | 30 | $2,427,293 | $848 | 2,578sq ft | 110days |
| 2006 – 2019Built 2006 through 2019 | 2 | $6,750,000 | $1,778 | 3,741sq ft | 156days |
| 2020 & NewerBuilt 2020 or newer | 8 | $8,104,875 | $2,185 | 3,436sq ft | 308days |
Scope: active condominium, villa, townhouse listings only. Single-family residences are excluded so the era-over-era price-per-square-foot comparison stays apples-to-apples. Data sourced from Stellar MLS via the Adamson Group data pipeline. Last updated October 25, 2026.
Typical Condo Dues
Monthly condo fees for active and recently sold Longboat Key condominiums, villas and townhouses, from the lowest-fee associations to full-service luxury buildings.
Median Monthly Dues
$1,717/ mo
Minimum
$125/ mo
Maximum
$10,909/ mo
Source: Stellar MLS via the Adamson Group data pipeline. Monthly condo dues only; entries under $100/mo are treated as data-entry errors and omitted. Figures approximate and vary by building, square footage and amenities.
Longboat Key Market Questions & FAQ
What do properties cost on Longboat Key?
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Over the past 90 days, 106 properties have closed on Longboat Key. By property type, condos, villas and townhouses closed at a median $847,500 ($538/sq ft), while single-family homes closed around $1,935,000 ($700/sq ft). By location, Gulf-front and beachfront properties closed at a median $817 per square foot, compared with $502 for bay- and canal-front homes. These are blended medians — actual value varies widely with a property's build era, specific views, amenities and level of updating. For a precise valuation on an investment this significant, lean on Ryan Adamson's local market guidance.
Is it a good time to buy on Longboat Key?
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With 235 active listings and roughly 43 closed sales a month (trailing 12 months), Longboat Key has about 5.4 months of supply — a balanced market (under 5 favors sellers, over 7 favors buyers).
How quickly do homes sell on Longboat Key?
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Recently sold homes took a median 95 days on market and closed at 96.4% of original list price (trailing 90 days).
Can I keep a boat — how many Longboat Key homes have a dock?
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Of 171 active waterfront listings, 67 include a private dock; bay- and canal-front homes with a dock and lift command a clear premium over those without.
What are typical HOA and condo fees on Longboat Key?
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The median monthly condo fee is $1,708 and the median monthly association fee is $1,600.
What is the average home price on Longboat Key?
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As of October 25, 2026, the median list price across 235 active Longboat Key listings is $1,090,000, and the median sold price across the most recent closed sales is $900,000. Gulf-front properties typically command well above the median, while bay-side condos in the island's vintage buildings remain the most attainable entry point. Data sourced from Stellar MLS via PostGIS-verified geographic boundaries.
Is Longboat Key a good place to invest in real estate?
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Longboat Key has historically been one of the most stable luxury markets on Florida's Gulf Coast. Limited buildable land on the barrier island constrains supply, while demand from affluent buyers seeking waterfront living remains strong. The island's strict building regulations help protect property values long-term.
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