7143 LA LENAIRE DRIVE, LONGBOAT KEY, FL 34228
What's special
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.
- 151 days
- 1,035
- 74
Originating MLS: Sarasota - ManateeTravel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked:
Listing updated:
Michelle Ward 941-920-2460,
COMPASS FLORIDA LLC 941-279-3630,
Jessica Dunnam 941-713-1339,
COMPASS FLORIDA LLC
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Primary bedroom
- Features: Built-in Closet
- Level: First
Bedroom 2
- Features: Built-in Closet
- Level: First
Bedroom 3
- Features: Walk-In Closet(s)
- Level: Second
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
Dining room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System
- Laundry: Laundry Closet
Features
- Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Hardwood
- Doors: Outdoor Shower, Sliding Doors
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 4,460
- Total interior livable area: 2,721 sqft
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Carport
- Carport spaces: 4
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Enclosed, Front Porch, Rear Porch, Screened
- Exterior features: Balcony, Fire Pit, Lighting, Outdoor Shower, Rain Gutters
- Has view: Yes
- View description: Trees/Woods, Water, Gulf/Ocean - Partial, Intracoastal Waterway
- Has water view: Yes
- Water view: Water,Gulf/Ocean - Partial,Intracoastal Waterway
- Waterfront features: Waterfront, Intracoastal Waterway, Intracoastal Waterway Access, Bridges - No Fixed Bridges, No Wake Zone
Lot
- Size: 1.24 Acres
- Features: Flood Insurance Required, FloodZone, Landscaped, Near Marina, Oversized Lot, Private
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Additional structures: Other, Storage, Workshop
- Parcel number: 7762000059
- Zoning: R1SF
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Coastal,Key West
- Property subtype: Single Family Residence
Materials
- HardiPlank Type
- Foundation: Pillar/Post/Pier
- Roof: Metal
Condition
- New construction: No
- Year built: 2010
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Connected, Electricity Connected
Green energy
- Energy efficient items: Insulation, Windows
Community & HOA
Community
- Features: Private Boat Ramp, Waterfront
- Pet fee: $0 monthly
- Subdivision: JEW FISH KEY
HOA
- Has HOA: Yes
- HOA fee: $317 monthly
- HOA name: Jerry Elmore
- HOA phone: 941-357-7182
Location
- Region: Longboat Key
Financial & listing details
- Price per square foot: $2,166/sqft
- Tax assessed value: $357,000
- Annual tax amount: $17,255
- Date on market: 5/27/2026
- Cumulative days on market: 152 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Other
Price history
| Date | Event | Price |
|---|---|---|
| 9/23/2026 | Price change | $5,895,000-1.7%$2,166/sqft |
Source:  Stellar MLS #A4694196 Report a problem | ||
| 5/27/2026 | Listed for sale | $5,995,000+1637.7%$2,203/sqft |
Source: Stellar MLS #A4694196 Report a problem | ||
| 4/10/2026 | Listed for rent | $39,000$14/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/22/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 4/20/2023 | Price change | $39,000-2.5%$14/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/16/2023 | Listed for rent | $40,000$15/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/15/2004 | Sold | $345,000$127/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,500 +3.1% | $146,410 +10% |
| 2024 | $3,395 +1% | $133,100 +10% |
| 2023 | $3,363 +21.2% | $121,000 +10% |
| 2022 | $2,774 +71.9% | $110,000 +10% |
| 2021 | $1,614 -0.9% | $100,000 |
| 2020 | $1,628 -0.6% | $100,000 |
| 2019 | $1,638 | $100,000 |
| 2018 | $1,638 -1.3% | $100,000 |
| 2017 | $1,660 -73.5% | $100,000 -77% |
| 2016 | $6,265 | $434,055 +2.6% |
| 2015 | $6,265 | $422,881 +13.3% |
| 2014 | $6,265 +5% | $373,223 +3% |
| 2013 | $5,969 +596807% | $362,352 +12.6% |
| 2012 | $1 | $321,702 -2.5% |
| 2011 | $1 | $329,927 +200.6% |
| 2010 | -- | $109,760 -2% |
| 2009 | $1,843 -18.8% | $112,000 -20.3% |
| 2008 | $2,269 -6% | $140,500 -4.7% |
| 2007 | $2,414 -1.4% | $147,500 +5.4% |
| 2006 | $2,448 +5.9% | $140,000 +9.8% |
| 2005 | $2,311 +13.7% | $127,500 +15.9% |
| 2004 | $2,033 +35.4% | $110,000 +40.1% |
| 2003 | $1,502 +14.3% | $78,500 +16.3% |
| 2002 | $1,314 +12% | $67,500 +12.5% |
| 2001 | $1,173 +18.6% | $60,000 +20.9% |
| 2000 | $989 | $49,613 |
Monthly payment
Estimated market value
Not available
Estimated sales range
Not available
Not available
Climate risks
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