Welcome to your elevated and relaxed Longboat Key lifestyle—where everything has already been beautifully updated – all that’s left to do is move in and enjoy. Tucked behind the gates of Bay Isles in the charming Harbour Oaks enclave, this bright and open end-unit villa offers gorgeous golf course views, peaceful water features and those unforgettable sunset skies that make every evening feel like a getaway.
Inside, the home has a Serena & Lilly feel – its fresh, comfortable and thoughtfully designed. With 2,282 square feet, three en-suite bedrooms and a light-filled open layout – it’s ideal for both relaxed everyday living and hosting friends and family. New luxury vinyl plank flooring runs throughout, while vaulted ceilings, skylights and a garden atrium brings in beautiful natural light. The kitchen has been fully updated with quartz countertops, a marble backsplash, stainless appliances and a casual breakfast bar—perfect for morning coffee before heading to the beach. There’s also a separate dining space for more intimate dinners. Outdoor living is where this home really shines. Sliding doors open to a spacious, two-level screened lanai with a newly pavered deck, electric awning for shade and a newly resurfaced and retiled PebbleTec saltwater pool. It’s your own private retreat—perfect for lounging, entertaining or simply soaking in the peaceful golf course views. The bathrooms have been beautifully reimagined with marble showers, Kohler fixtures and clean, modern finishes. Additional updates include a new roof (2025), newer AC and water heater (2021) and a two-car garage for convenience. Upgrades are plentiful – including Hunter Douglas window treatments and plantation shutters – which add a polished but easygoing feel. Living in Bay Isles means enjoying a true resort lifestyle, with access to a private beach club, marina and scenic walking paths—all in a gated, maintenance-free community. You’re just minutes from the Longboat Key Club and Tennis Center, Publix, everyday conveniences – and a short drive to the shops and restaurants of St. Armands Circle and downtown Sarasota.
Inside, the home has a Serena & Lilly feel – its fresh, comfortable and thoughtfully designed. With 2,282 square feet, three en-suite bedrooms and a light-filled open layout – it’s ideal for both relaxed everyday living and hosting friends and family. New luxury vinyl plank flooring runs throughout, while vaulted ceilings, skylights and a garden atrium brings in beautiful natural light. The kitchen has been fully updated with quartz countertops, a marble backsplash, stainless appliances and a casual breakfast bar—perfect for morning coffee before heading to the beach. There’s also a separate dining space for more intimate dinners. Outdoor living is where this home really shines. Sliding doors open to a spacious, two-level screened lanai with a newly pavered deck, electric awning for shade and a newly resurfaced and retiled PebbleTec saltwater pool. It’s your own private retreat—perfect for lounging, entertaining or simply soaking in the peaceful golf course views. The bathrooms have been beautifully reimagined with marble showers, Kohler fixtures and clean, modern finishes. Additional updates include a new roof (2025), newer AC and water heater (2021) and a two-car garage for convenience. Upgrades are plentiful – including Hunter Douglas window treatments and plantation shutters – which add a polished but easygoing feel. Living in Bay Isles means enjoying a true resort lifestyle, with access to a private beach club, marina and scenic walking paths—all in a gated, maintenance-free community. You’re just minutes from the Longboat Key Club and Tennis Center, Publix, everyday conveniences – and a short drive to the shops and restaurants of St. Armands Circle and downtown Sarasota.
Property Details
Price:
$1,399,990
MLS #:
A4688219
Status:
Pending
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Villa
Subdivision:
HARBOUR OAKS 2
Neighborhood:
34228longboatkey
Listed Date:
Apr 7, 2026
Finished Sq Ft:
2,282
Total Sq Ft:
2,808
Lot Size:
6,982 sqft / 0.16 acres (approx)
Year Built:
1986
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Marble, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Attached Garage YN
1
Community Features
Deed Restrictions, Gated Community – Guard, Golf Carts OK, Pool, Sidewalks
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
East
Exterior Features
Awning(s), Outdoor Shower, Sliding Doors
Garage Spaces
2
Lot Features
Near Marina, On Golf Course, Sidewalk
Roof
Tile
View
Golf Course
Window Features
Shades, Window Treatments
Financial
HOA Fee
$4,850
HOA Fee 2
$1,734
HOA Fee 2 Frequency
Annually
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Maintenance Grounds
HOA Name
Advanced Management of SW FL, Inc./ Neil Fleet
HOA Name 2
Bay Isles
HOA Phone
941.359.1134
HOA Phone 2
941.359.1134
Tax Year
2025
Taxes
$11,814
Map
Community
- Address2341 HARBOUR OAKS DRIVE LONGBOAT KEY FL
- SubdivisionHARBOUR OAKS 2
- CityLONGBOAT KEY
- CountySarasota
- Zip Code34228
Subdivisions in LONGBOAT KEY
- 360 NORTH PH II
- 7981 – LONGBOAT KEY MOORINGS
- 8177 – LONGBOAT KEY MOORINGS MARINA 2
- ACREAG0001
- AQUARIUS CLUB
- ARBOMAR APTS
- ARIA LONGBOAT KEY
- AVIGNON VILLAS
- BAILEY-DOBSON
- BAY ISLES
- BAYOU HAMMOCK
- BAYPORT BCH & TEN PH A
- BAYPORT BCH & TEN PH C
- BAYPORT BCH & TEN PH D
- BAYPORT BCH & TEN PH E
- BAYPORT BCH & TEN PH F
- BAYVIEW ESTATES
- BEACH HARBOR CLUB
- BEACHES OF LONGBOAT KEY PH-1
- BEACHPLACE I
- BEACHPLACE II
- BEACHPLACE III
- BOATHOUSE ON LONGBOAT
- BONAIRE AT LONGBOAT KEY
- BUTTONWOOD COVE
- BUTTONWOOD HARBOR
- CEDARS EAST SEC 1
- CEDARS EAST SEC 2
- CHARLIES
- CLUB LONGBOAT BEACH & TENNIS
- COLLIER WALKER
- CONDOMINIUM RESIDENCES AT LONGBOAT KEY
- COQUINA BEACH
- COREYS LANDING
- COUNTRY CLUB SHORES
- COUNTRY CLUB SHORES IV
- COUNTRY CLUB SHORES SEC 02
- COUNTRY CLUB SHORES SEC 03
- COUNTY CLUB SHORES SEC I
- DREAM ISLAND
- EMERALD HARBOR
- EMERALD HARBOR UNIT 1 REV
- EMERALD POINTE NORTH
- EN PROVENCE
- FAIRWAY BAY
- FAIRWAY BAY 1
- FAIRWAY BAY 2 PH 1
- FAIRWAY BAY 2 PH 2 & 3
- FAIRWAY BAY 3
- FRACTIONAL SUB
- GRAND BAY 1
- GRAND BAY 2
- GRAND BAY 3
- GRAND BAY 4
- GRAND BAY 6
- GULFSHORE OF LONGBOAT KEY
- HARBOR OAKS PH I & II
- HARBOUR COURT
- HARBOUR OAKS
- HARBOUR OAKS 2
- HARBOUR OAKS PH I & II
- HARBOUR VILLA CLUB AT THE BUCCANEER
- HARRIS BAYOU
- HOOTON
- INFINITY ON LONGBOAT KEY
- INN ON THE BEACH
- INN ON THE BEACH PH II
- INN ON THE BEACH PH III
- ISLANDER CLUB
- ISLANDER CLUB OF LONGBOAT
- ISLANDS WEST
- JEWFISH KEY
- L AMBIANCE
- L AMBIANCE 1
- L AMBIANCE AT LONGBOAT KEY CLUB
- L AMBIANCE AT LONGBOAT KEY CLUB PH 02
- LAGUNA YACHT VILLAGE
- LONGBEACH ON LONGBOAT KEY
- LONGBEACH REV OF R P JORDANS SUB
- LONGBOAT ARMS
- LONGBOAT HARBOUR
- LONGBOAT HARBOUR TOWERS
- LONGBOAT KEY
- LONGBOAT KEY CASA DEL MAR
- LONGBOAT KEY MOORINGS
- LONGBOAT KEY MOORINGS MARINA
- LONGBOAT KEY MOORINGS MARINA 2
- LONGBOAT KEY TOWERS
- LONGBOAT SHORES REV
- LONGBOAT TERRACE
- MARINA BAY
- MCCALLS BEACH CASTLE
- NEPTUNE
- NEPTUNE ON LONGBOAT KEY
- NEW PASS SHORES
- NORTHGATE OF LONGBOAT KEY
- PELICAN HARBOUR
- PELICAN HARBOUR & BEACH CLUB
- PIERRE
- PLAYERS CLUB 3
- PLAYERS CLUB I
- PLAYERS CLUB II
- PLAYERS CLUB III
- PORTOBELLO
- PRESERVE/LONGBEACH
- PRIVATEER NORTH
- PRIVATEER SOUTH
- PROMENADE
- QUEENS HARBOR A/K/A MANCHESTER BAY
- QUEENS HARBOUR
- RAUCH
- REGENT PLACE PH 2
- SABAL COVE
- SAGE LBK
- SALTY ACRES
- SANCTUARY I
- SANCTUARY IV
- SAND CAY
- SANDS POINT
- SARASOTA OUTRIGGER
- SEA GATE CLUB
- SEA PINES
- SEAGRAPE INN
- SEAPLACE
- SEAPLACE I
- SEAPLACE II
- SEAPLACE III
- SEAPLACE V
- SEAPLACE VI
- SHIPMANS ADD
- SLEEP LAGOON PARK
- SLEEPY LAGOON
- SLEEPY LAGOON PARK
- SLEEPY LAGOON PARK 2
- SLEEPY LAGOON PART NO 2
- SPANISH MAIN YACHT CLUB CONDO
- ST REGIS LONGBOAT KEY
- ST. REGIS
- ST. REGIS LONGBOAT KEY
- SUNSET BEACH
- SUNSET BEACH PH 2
- SUTTON PLACE
- TANGERINE BAY CLUB
- THE BANYAN BAY CLUB
- THE PRESERVE/LONGBEACH
- THE SHORE
- THE WESTCHESTER
- TIFFANY PLAZA
- TREE HOUSE
- TURTLE CRAWL SEC 36 TOWNSHIP 35S RANGE 16E
- TWIN SHORES BEACH & MARINA
- TWIN SHORES BEACH AND MARINA, INC.
- TWIN SHORES MOBILE HOME
- VEINTE
- VILLA DI LANCIA PH 1
- VILLA DOS PALMAS
- VIZCAYA AT LONGBOAT KEY PH 01
- VIZCAYA AT LONGBOAT KEY PHASE 1
- WATER CLUB 01 AT LONGBOAT KEY
- WENDY
- WESTCHESTER APTS
- WESTCHESTER CONDO APTS UN 3
- WHITNEY BEACH
- WHITNEY BEACH III
- WINDWARD BAY AMD
Market Summary
Current real estate data for Single Family in LONGBOAT KEY as of May 06, 2026
176
Single Family Listed
160
Avg DOM
998
Avg $ / SqFt
$3,060,625
Avg List Price
Property Summary
- Located in the HARBOUR OAKS 2 subdivision, 2341 HARBOUR OAKS DRIVE LONGBOAT KEY FL is a Single Family for sale in LONGBOAT KEY, FL, 34228. It is listed for $1,399,990 and features 3 beds, 3 baths, and has approximately 2,282 square feet of living space, and was originally constructed in 1986. The current price per square foot is $613. The average price per square foot for Single Family listings in LONGBOAT KEY is $998. The average listing price for Single Family in LONGBOAT KEY is $3,060,625. To schedule a showing of MLS#a4688219 at 2341 HARBOUR OAKS DRIVE in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of COLDWELL BANKER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 2341 HARBOUR OAKS DRIVE
LONGBOAT KEY, FL
