79
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$5,895,000
↓ $100K (1.7%)
●
House -
For Sale
7143 LA LENAIRE DRIVE
LONGBOAT KEY, FL 34228
4 Beds
4 Baths
2,721 Ft²
$30,701
Est. Monthly
$317
HOA / Fees
About This Property
Private island home for sale on Jewfish Key, Longboat Key, Florida.
This 4-bedroom, 4-bath waterfront residence sits on a 1.24-acre
titled lot with approximately 300 feet of water frontage and a
private deep-water dock, and it is reached only by boat. It is one
of just eight homes on this roughly 38-acre island at Longboat
Pass. 7143 La Lenaire Drive is offered turnkey and furnished, and
it is on the market for the first time in more than two
decades.
Reached only by boat, this private island home offers something rare on Florida's coast: luxury, privacy, and room to truly disconnect. Far from crowded waterfront rentals, it's a place to slow down, enjoy the people you came with, and share an experience your family and friends will never forget.
The home was custom built in 2011 and has more than 2,700 square feet of living space, designed around sweeping west-facing water views and easy indoor-outdoor living. The main living areas open to covered outdoor space overlooking the Intracoastal Waterway, and at sunset the evening light fills the rooms. The layout works as well for a quiet weekend for two as it does for a full house of guests.
Walk down to your own deep-water dock, with direct boating access to Sarasota Bay, the Intracoastal, Longboat Pass, and the Gulf. Anna Maria Island, Longboat Key, and St. Armands Circle are minutes away by water, so Sarasota and Bradenton dining, shopping, beaches, and culture are easy to reach while your evenings stay quiet and private.
Jewfish Key is surrounded by sandbars, clear shallows, native wildlife, and natural shoreline, a setting that is increasingly hard to find along the Gulf Coast. This property works as a primary residence, a private Florida vacation home, or an income-producing investment. With four bedrooms, four baths, and a boat-access location unlike anything else on the rental market, it offers strong short-term and seasonal rental potential for investors seeking a one-of-a-kind luxury waterfront asset between Longboat Key and Anna Maria Island.
Schedule your private boat tour today.
Reached only by boat, this private island home offers something rare on Florida's coast: luxury, privacy, and room to truly disconnect. Far from crowded waterfront rentals, it's a place to slow down, enjoy the people you came with, and share an experience your family and friends will never forget.
The home was custom built in 2011 and has more than 2,700 square feet of living space, designed around sweeping west-facing water views and easy indoor-outdoor living. The main living areas open to covered outdoor space overlooking the Intracoastal Waterway, and at sunset the evening light fills the rooms. The layout works as well for a quiet weekend for two as it does for a full house of guests.
Walk down to your own deep-water dock, with direct boating access to Sarasota Bay, the Intracoastal, Longboat Pass, and the Gulf. Anna Maria Island, Longboat Key, and St. Armands Circle are minutes away by water, so Sarasota and Bradenton dining, shopping, beaches, and culture are easy to reach while your evenings stay quiet and private.
Jewfish Key is surrounded by sandbars, clear shallows, native wildlife, and natural shoreline, a setting that is increasingly hard to find along the Gulf Coast. This property works as a primary residence, a private Florida vacation home, or an income-producing investment. With four bedrooms, four baths, and a boat-access location unlike anything else on the rental market, it offers strong short-term and seasonal rental potential for investors seeking a one-of-a-kind luxury waterfront asset between Longboat Key and Anna Maria Island.
Schedule your private boat tour today.
Unit Size
2,721 Ft²
Days on Market
168 days
Land Size
1.24 acres
Price per sqft
$2,166
Property Type
House
Property Taxes
$1,438
HOA Dues
$317
Year Built
-
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100% Occupancy
N/A (extreme outlier) What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Last updated: 2 months ago (Stellar MLS #A4694196)
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Sep 24, 2026 | Price Decreased |
$5,895,000
↓ $100K
(1.7%) | |
| Price Decreased | |||
| May 27, 2026 | Listed by COMPASS FLORIDA LLC | $5,995,000 | |
| Listed by COMPASS FLORIDA LLC | |||
| Jan 15, 2004 | Sold | ||
| Sold | |||
Property Highlights
Air Conditioning
With View
Parking Details
Has Carport
Interior Details
Full Bathrooms: 4
Interior Features: Built-in Features, Ceiling Fan(s), High Ceilings, Open Floorplan, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Window Treatments
Appliances: Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Washer, Water Purifier
Flooring Type: Hardwood
Door Features: Sliding Doors
Laundry Features: Laundry Closet
Rooms: 7
Exterior Details
Square Footage: 2721
Square Footage Source: $0
Architectural Style: Coastal, Key West
Year Built: 2010
Waterfront Features: Waterfront, Intracoastal Waterway
Building Area Total: 4460
Levels: Two
Other Structures: Other, Storage, Workshop
Building Area Units: Square Feet
Window Features: Double Pane Windows
Construction Materials: HardiPlank Type
Patio and Porch Features: Covered, Enclosed, Front Porch, Rear Porch, Screened
Lot Features: Landscaped, Private, Flood Insurance Required, FloodZone, Near Marina, Oversized Lot
Lot Size Area: 1.24
Lot Size Units: Acres
Lot Size Acres: 1.24
Lot Size Square Feet: 54014
Tax Lot: 15
Water Source: Well
Financial Details
Tax Annual Amount: $17,255
Lease Considered: Yes
Utilities Details
Cooling Type: Central Air
Heating Type: Central
Sewer : Septic Tank
Location Details
HOA Fee: $3,800
HOA Fee Frequency: Annually
Building Info
Data used for valuation calculations is provided by RealtyHop, and other third party sources
Comparables
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Type
Beds
Baths
ft²
Price/ft²
Price/ft²
Asking Price
Listed On
Listed On
Closing Price
Sold On
Sold On
HOA + Taxes
About Longboat Key
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Listed by: Michelle Ward
COMPASS FLORIDA LLC
Last Updated: 2 months ago
Data Source: Stellar MLS, MLS# A4694196
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
COMPASS FLORIDA LLC
Last Updated: 2 months ago
Data Source: Stellar MLS, MLS# A4694196
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017