name

1000 LONGBOAT CLUB RD #402

  • LONGBOAT KEY, FL
  • $995,000
$995,000

1000 LONGBOAT CLUB RD #402

2 Beds 2 Baths 1,290 Sq.Ft. 1.92 Acres

Description

Coastal Elegance at Privateer South, Longboat Key!
Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and warm coastal light.
Porcelain tile floors extend throughout, creating a seamless flow from room to room, while all-impact glass sliders and windows frame tranquil vistas and ensure peace of mind. The open-concept great room is spacious yet inviting, with defined living and dining areas that connect effortlessly to one of two private terraces--perfect for morning coffee or evening sunsets over the water.
The modern kitchen features solid wood, shaker style cabinetry (unified throughout the home), sleek granite countertops, stainless-steel appliances, wine refrigerator, and breakfast bar seating, offering the perfect blend of beauty and function. Built-in shelving adds both storage and architectural character, while subtle lighting and window treatments complete the refined aesthetic.
The primary suite serves as a private retreat with direct terrace access, a generous wall-to-wall custom-built closet, and a revamped en-suite bathroom featuring dual vanities, granite counters, and a spacious shower with multiple heads. The second bedroom is thoughtfully designed to function as a stylish office or guest suite, complete with a walk-in closet and custom Murphy bed concealed behind clean cabinetry--ideal for flexible use of space. A second full bath with tub/shower combination is equally well-appointed.
Two terraces--overlooking the shimmering Gulf and eastern sunrise views--extend the living experience outdoors. The residence also includes an assigned covered parking space, the convenience of interior laundry, and abundant storage throughout.
Privateer South is one of Longboat Key's premier beachfront communities, offering resort-style amenities in a serene and secure setting. Residents enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, fitness center, and clubhouse, all surrounded by lush tropical landscaping with direct access to one of Florida's most pristine stretches of sand. Association fees include cable, water, waste collection, grounds care, and 24-hour gated security for a truly maintenance-free lifestyle.
Perfectly positioned within the Longboat Key Club gates, the location allows members to enjoy world-class golf, a full-service marina, and exceptional dining just moments away (membership options available separately). A short drive brings you to St. Armands Circle for boutique shopping and fine restaurants, or over the bridge to downtown Sarasota, where theater, art, and culture thrive.
Offering a rare combination of coastal tranquility, thoughtful design, and resort-style living, Privateer South #402 captures the best of Gulf-front Sarasota living--an inspired residence where every day feels like a retreat.

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Location

1000 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228

Status

Sold

1972

1972

Year Built

2

2

Total Bedrooms

2

2

Total Bathrooms

1,290

1,290

Sq.Ft.

Living Space

1.92

1.92

Acres

Lot Size

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01

Interior

Total Bedrooms

2

Total Bathrooms

2

Full Bathrooms

2

Laundry room

Inside, Same Floor As Condo Unit, Washer Hookup

Flooring

Tile

Appliances

Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator

Other Interior Features

Built-in Features, Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s), Window Treatments
01

Exterior & Building

Stories

11

Water Source

Public

Utilities

Cable Connected, Electricity Connected, Phone Available, Public, Sewer Connected, Underground Utilities, Water Connected

Pool

Deck, Gunite, Heated, In Ground, Lighting

Roof

Concrete

Lot Features

Flood Zone, In County, Landscaped, Near Golf Course, Near Marina, Private, Sidewalk

Parking

Assigned, Covered, Guest

Heat Type

Central, Electric

Air Conditioning

Central Air

Sewer

Public Sewer

Substructure

Pillar/Post/Pier

HOA Amenities

Cable TV, Clubhouse, Elevators, Fitness Center, Gated, Laundry, Maintenance, Pickleball Court(s), Pool, Recreation Facilities, Spa/Hot Tub, Storage, Tennis Court(s), Vehicle Restrictions

Security Features

Fire Alarm, Fire Sprinkler System, Gated Community

Other Exterior Features

Balcony, Lighting, Sidewalk, Sliding Doors, Tennis Court(s)
01

Lot & Area

Status

Sold

Living Area

1,290 Sq.Ft.

Total Area

1,390 Sq.Ft.

Lot Size

1.92 Acres

MLS® ID

A4670053

Type

Condo

Year Built

1972

Neighborhood

Longboat Key

Architecture Styles

Custom, Elevated

Water Frontage

Beach Front, Gulf/Ocean

View Description

Water
01

Finance

Sales Price

$995,000

Real Estate Taxes

$8,151/yr

HOA Fees

$1,740/mo

Zoning

GPD

Explore

Longboat Key

Gorgeous white sand beaches run for 12 miles along Longboat Key’s enchanting coastline.

Longboat Key, FL -- At a Glance

Population

7,512

Median Age

71.5 years

ZIP Code

34228

Avg. Individual Income

$138,251

Listing Agent

Roger Pettingell

Rental Policy

30-day minimum (no STR)

Longboat Key Zone Guide -- South vs. North

Zone Vibe Property Type Key Communities Price Range
South Key Resort, Golf Club, exclusive gated St. Regis Residences, Country Club Shores The St. Regis Longboat Key, Bay Isles, Country Club Shores [INSERT: current South Key range]
Mid-Key Panoramic Gulf views, high-rise Luxury condos and co-ops Water Club, Promenade, Grand Bay, L'Ambiance [INSERT: current Mid-Key range]
North Key Old Florida charm, low-rise, private Private estates, low-rise condos The Village, Whitney Beach area, Queen's Harbor [INSERT: current North Key range]

Price ranges updated from active MLS. Verify current figures with Roger Pettingell. MLS data

Looking for a Longboat Key Realtor?

Roger Pettingell has more Longboat Key closed sales than any other individual agent in Sarasota. He knows every zone, every building, and every canal on this island.

Contact Roger Pettingell

Who is the best real estate agent on Longboat Key?

Roger Pettingell is consistently ranked the top-producing individual agent on Longboat Key, with over $200 million in closed sales volume and decades of experience representing buyers and sellers across every zone of the island. He has sold more homes on Longboat Key than any other agent and knows the specific attributes of each community -- from the South Key gated estates near the St. Regis to the high-rise condos along Mid-Key and the Old Florida private estates on the North End. For buyers, he provides off-market access. For sellers, he brings the buyer network that moves luxury property at full price.

Is Longboat Key a good place to buy real estate?

Longboat Key is one of the most consistently desirable barrier islands in Florida for luxury real estate investment. Its 30-day minimum rental policy protects property values and neighborhood character, making it ideal for end-users, snowbirds, and buyers who prioritize equity appreciation over short-term rental income. The island's limited land supply, Gulf-front positioning, and access to Sarasota's arts and cultural amenities create sustained demand. The St. Regis resort presence on the south end has further elevated the island's profile for ultra-luxury buyers.

What is the difference between North and South Longboat Key?

South Longboat Key (the gated "The Gates" area) is characterized by resort-adjacent exclusivity -- the St. Regis Longboat Key, Country Club Shores, and Bay Isles are concentrated here, offering golf club access and the highest price per square foot on the island. Mid-Key features panoramic Gulf-view high-rises including Water Club, Grand Bay, and L'Ambiance. North Longboat Key (The Village) has an Old Florida atmosphere with low-rise estates and private residences, attracting buyers who prefer a quieter, less resort-driven lifestyle at slightly lower price points than the south end.

What are the rental rules on Longboat Key?

Longboat Key enforces a 30-day minimum rental policy, which prohibits short-term rentals (Airbnb, VRBO, or weekly rentals) throughout the island. This ordinance is one of the defining factors that separates Longboat Key from Siesta Key, which allows weekly and daily rentals. The 30-day minimum makes Longboat Key more attractive to buyers focused on a quiet residential experience and long-term appreciation rather than rental cash flow.

Where is Longboat Key located?

Longboat Key is a barrier island located west of Sarasota, Florida, in Sarasota County. It stretches 12 miles along the Gulf of Mexico, connected to the mainland via bridges. The island runs from Sarasota Bay on the east to the Gulf on the west, with Sarasota directly to the south and Manatee County at the north end. ZIP code is 34228. It is approximately 10 minutes from downtown Sarasota by car.

How far is Longboat Key from Siesta Key?

Longboat Key and Siesta Key are separated by approximately 15-20 minutes of driving time (around 12 miles), passing through downtown Sarasota. They are not directly connected -- you travel via the mainland. Despite being neighboring barrier islands in the Sarasota area, they have distinctly different characters: Longboat Key is quieter, more exclusive, and resort-adjacent, while Siesta Key is more tourist-oriented with weekly rental activity and the famous white-quartz sand beach that draws significant seasonal traffic.

 

Welcome to Longboat Key

Idyllic island community with Gulf and Sarasota Bay views

Longboat Key (34228) is a waterfront community on a barrier island between the Gulf of Mexico and Sarasota Bay. Gorgeous white sand beaches run for 11 miles along the coastline.

However, Longboat Key is not a single neighborhood; it is a diverse collection of lifestyles. Divided by man-made canals and defined by its proximity to either the Gulf (Beach) or the Bay (Boating), choosing the right "Zone" is your first step.

The Longboat Key Lifestyle Map

Before you explore the neighborhoods below, decide which "Zone" fits your vision.

Zone The Vibe Real Estate Type
South Key (The Gates) Resort & Golf Club The St. Regis / Country Club Shores
Mid-Key Panoramic Views High-Rise Condos (Water Club, Promenade)
North Key (The Village) Old Florida Charm Low-Rise / Private Estates

Dining, Entertainment & Shopping

Longboat Key is home to a fantastic array of restaurants that combine sublime cuisine with mesmerizing waterfront views.

The Shore: Serves seafood specialties such as Key West shrimp and scallop risotto.
The Drydock Waterfront Grill: Overlooking the marina, this is one of the 100 best al fresco dining experiences in the US.
Chart House: A refined steakhouse with a terrace perched above the Gulf waters.

Neighborhood Video Tours

Queen's Harbor

Grand Bay

Water Club

Promenade

Beachplace

L'Ambiance

Country Club Shores

Bay Isles Harbor

Ready to Tour Longboat Key?

Roger Pettingell knows every building and every canal. Schedule a private boat or home tour today.

Contact Roger Pettingell
Longboat Key, FL -- At a Glance Population 7,512 Median Age 71.5 years ZIP Code 34228 Avg. Individual Income $138,251 Listing Agent Roger Pettingell Rental Policy 30-day minimum (no STR) Longboat Key Zone Guide -- South vs. North Zone Vibe Property Type Key Communities Price Range South Key Resort, Golf Club, exclusive gated St. Regis Residences, Country Club Shores The St. Regis Longboat Key, Bay Isles, Country Club Shores [INSERT: current South Key range] Mid-Key Panoramic Gulf views, high-rise Luxury condos and co-ops Water Club, Promenade, Grand Bay, L'Ambiance [INSERT: current Mid-Key range] North Key Old Florida charm, low-rise, private Private estates, low-rise condos The Village, Whitney Beach area, Queen's Harbor [INSERT: current North Key range] Price ranges updated from active MLS. Verify current figures with Roger Pettingell. MLS data Looking for a Longboat Key Realtor? Roger Pettingell has more Longboat Key closed sales than any other individual agent in Sarasota. He knows every zone, every building, and every canal on this island. Contact Roger Pettingell Explore Sarasota's Barrier Islands Bird Key Siesta Key Lido Key Beach Casey Key Longboat Key vs. Siesta Key Living in Sarasota vs. Longboat Key Best Sarasota Neighborhoods for Retirees Active Longboat Key Listings Who is the best real estate agent on Longboat Key? Roger Pettingell is consistently ranked the top-producing individual agent on Longboat Key, with over $200 million in closed sales volume and decades of experience representing buyers and sellers across every zone of the island. He has sold more homes on Longboat Key than any other agent and knows the specific attributes of each community -- from the South Key gated estates near the St. Regis to the high-rise condos along Mid-Key and the Old Florida private estates on the North End. For buyers, he provides off-market access. For sellers, he brings the buyer network that moves luxury property at full price. Is Longboat Key a good place to buy real estate? Longboat Key is one of the most consistently desirable barrier islands in Florida for luxury real estate investment. Its 30-day minimum rental policy protects property values and neighborhood character, making it ideal for end-users, snowbirds, and buyers who prioritize equity appreciation over short-term rental income. The island's limited land supply, Gulf-front positioning, and access to Sarasota's arts and cultural amenities create sustained demand. The St. Regis resort presence on the south end has further elevated the island's profile for ultra-luxury buyers. What is the difference between North and South Longboat Key? South Longboat Key (the gated "The Gates" area) is characterized by resort-adjacent exclusivity -- the St. Regis Longboat Key, Country Club Shores, and Bay Isles are concentrated here, offering golf club access and the highest price per square foot on the island. Mid-Key features panoramic Gulf-view high-rises including Water Club, Grand Bay, and L'Ambiance. North Longboat Key (The Village) has an Old Florida atmosphere with low-rise estates and private residences, attracting buyers who prefer a quieter, less resort-driven lifestyle at slightly lower price points than the south end. What are the rental rules on Longboat Key? Longboat Key enforces a 30-day minimum rental policy, which prohibits short-term rentals (Airbnb, VRBO, or weekly rentals) throughout the island. This ordinance is one of the defining factors that separates Longboat Key from Siesta Key, which allows weekly and daily rentals. The 30-day minimum makes Longboat Key more attractive to buyers focused on a quiet residential experience and long-term appreciation rather than rental cash flow. Where is Longboat Key located? Longboat Key is a barrier island located west of Sarasota, Florida, in Sarasota County. It stretches 12 miles along the Gulf of Mexico, connected to the mainland via bridges. The island runs from Sarasota Bay on the east to the Gulf on the west, with Sarasota directly to the south and Manatee County at the north end. ZIP code is 34228. It is approximately 10 minutes from downtown Sarasota by car. How far is Longboat Key from Siesta Key? Longboat Key and Siesta Key are separated by approximately 15-20 minutes of driving time (around 12 miles), passing through downtown Sarasota. They are not directly connected -- you travel via the mainland. Despite being neighboring barrier islands in the Sarasota area, they have distinctly different characters: Longboat Key is quieter, more exclusive, and resort-adjacent, while Siesta Key is more tourist-oriented with weekly rental activity and the famous white-quartz sand beach that draws significant seasonal traffic. Welcome to Longboat Key Idyllic island community with Gulf and Sarasota Bay views Longboat Key (34228) is a waterfront community on a barrier island between the Gulf of Mexico and Sarasota Bay. Gorgeous white sand beaches run for 11 miles along the coastline. However, Longboat Key is not a single neighborhood; it is a diverse collection of lifestyles. Divided by man-made canals and defined by its proximity to either the Gulf (Beach) or the Bay (Boating), choosing the right "Zone" is your first step. The Longboat Key Lifestyle Map Before you explore the neighborhoods below, decide which "Zone" fits your vision. Zone The Vibe Real Estate Type South Key (The Gates) Resort & Golf Club The St. Regis / Country Club Shores Mid-Key Panoramic Views High-Rise Condos (Water Club, Promenade) North Key (The Village) Old Florida Charm Low-Rise / Private Estates Dining, Entertainment & Shopping Longboat Key is home to a fantastic array of restaurants that combine sublime cuisine with mesmerizing waterfront views. The Shore: Serves seafood specialties such as Key West shrimp and scallop risotto. The Drydock Waterfront Grill: Overlooking the marina, this is one of the 100 best al fresco dining experiences in the US. Chart House: A refined steakhouse with a terrace perched above the Gulf waters. Neighborhood Video Tours Queen's Harbor Grand Bay Water Club Promenade Beachplace L'Ambiance Country Club Shores Bay Isles Harbor Ready to Tour Longboat Key? Roger Pettingell knows every building and every canal. Schedule a private boat or home tour today. Contact Roger Pettingell
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Roger Pettingell

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Roger Pettingell

Founder & Luxury Waterfront Property Specialist

Roger Pettingell is a nationally recognized leader in Sarasota and Manatee Counties’ luxury waterfront real estate market, known for his record-breaking success and white-glove client experience.

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