Longboat Key, Florida

Longboat Key Homes for Sale

Luxury Gulf-front condos, bayfront residences, waterfront homes, boating, golf, beaches, privacy, and upscale island living between Sarasota and Anna Maria Island.

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Sandy beach and Gulf shoreline on Longboat Key, Florida Explore Longboat Key View Longboat Key
Homes for Sale
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Longboat Key beach · Area photo, 2016
Photo: Guspederson / Wikimedia Commons · CC BY-SA 4.0. Display cropped to fit.
Bill Muller SRQ · Medway Realty941-877-4295
Luxury★★★★★
Waterfront★★★★★
Beach Access★★★★★
Boating★★★★★
Privacy★★★★★

Why Longboat Key?

Quiet luxury, waterfront living, and Gulf Coast privacy.

Gulf-Front Living

Longboat Key is known for Gulf-front condos, beach access, sunset views, and a quieter island pace.

Bayfront & Boating

Bayfront homes and canal properties appeal to buyers who want water access, boating, and privacy.

Upscale Lifestyle

Longboat Key attracts buyers who want a more refined, less crowded coastal lifestyle close to Sarasota.

Regional Access

Buyers can reach St. Armands Circle, downtown Sarasota, Anna Maria Island, and SRQ Airport from Longboat Key.

Areas to Compare

Longboat Key areas buyers should understand.

South Longboat Key

Closer to St. Armands Circle, Lido Key, and downtown Sarasota.

Mid-Key

Balanced access to beaches, condos, waterfront communities, and island conveniences.

North Longboat Key

Quieter feel with access toward Anna Maria Island and north-end residential pockets.

Gulf-Front Condos

Buildings vary by age, reserves, fees, amenities, rental rules, and beach frontage.

Bay Isles Area

Gated lifestyle, golf, boating, and luxury community appeal.

Canal & Bayfront Homes

Premium homes for buyers who prioritize boating, water views, and privacy.

Housing Options

What you can find on Longboat Key.

Gulf-Front Condos

Popular with seasonal residents, luxury buyers, and low-maintenance coastal buyers.

Luxury Waterfront Homes

Bayfront, canal, and Gulf-adjacent properties compete on location, water access, and privacy.

Golf & Gated Living

Select communities offer private-feeling neighborhoods, amenities, and golf proximity.

Seasonal Residences

Many buyers use Longboat Key as a second home or seasonal Florida residence.

Who Longboat Key Is Best For

Longboat Key fits buyers who want quiet coastal luxury.

🌊 Waterfront Buyers

Buyers who want Gulf, bay, canal, or marina-oriented living.

💎 Luxury Buyers

Those looking for privacy, higher-end finishes, and premium coastal locations.

🌴 Seasonal Residents

Buyers seeking a peaceful winter residence with easy access to Sarasota amenities.

⛳ Golf & Boating Buyers

Longboat Key can offer a blend of waterfront, boating, and club-style lifestyle.

Market Snapshot

What buyers and sellers should watch.

Condo Due Diligence★★★★★
Insurance / Flood Review★★★★★
Waterfront Premium★★★★★
Rental Rules Matter★★★★☆
Luxury Demand★★★★★

Bill’s Local Perspective

Longboat Key is not a one-size-fits-all island. A Gulf-front condo, Bay Isles property, canal home, and north-end residence can all feel completely different. Buyers need to compare building condition, fees, insurance, rental rules, water access, and whether they want convenience to Sarasota or a quieter north-end setting.

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Nearby Communities

Also explore nearby areas.

Sarasota Siesta Key Bradenton Waterside

Buyer checklist for Longboat Key

Longboat Key is a long, narrow barrier island, and ownership details matter more here than on the mainland. Review these before you commit.

Gulf, bay and canal differences

Gulf-front, bayfront, canal and interior homes differ in exposure, views, boat access and price. Decide which matters most before comparing listings.

Flood, wind and storm history

Ask about elevation, past flooding, repairs and permits. Insurance for the exact address can change the monthly cost a lot, so get quotes early.

Condo and community costs

Review association budgets, reserves, special assessments and any restrictions on leasing or renovations. Ask for the documents before your inspection period ends.

Two counties, two bridges

The island spans Manatee and Sarasota counties and connects by bridge to the mainland and to Anna Maria Island. Confirm which county and taxing districts a property is in.

Longboat Key home buyer questions

Is Longboat Key in Sarasota or Manatee County?

Both. The island crosses the county line, so taxes, services and some rules depend on where the property sits. Confirm this for any address you consider.

What kinds of homes are on Longboat Key?

Buyers find single-family homes, condos, townhomes and gated communities, along Gulf, bay and canal settings. Prices and costs vary widely by location and building.

Is Longboat Key good for year-round living?

Many owners live here year-round, and others use it seasonally. Check how a specific property performs for your schedule, including storm preparation and access.

How do I compare Longboat Key with Siesta Key?

Longboat Key is generally quieter and more residential, while Siesta Key has more public beach activity and a walkable village. Visit both at different times of day.

Costs, rules and conditions change by property. Confirm every detail for the exact home. Reviewed October 2026.

Compare nearby: Siesta KeySarasotaBradentonSt. Armands

Thinking about Longboat Key?

Call, text, or book a free phone or Zoom consultation. I’ll help you compare Gulf-front condos, bayfront homes, fees, insurance, water access, and lifestyle fit before you tour.

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