PRIVATE POOL, DEEDED GULF BEACH ACCESS, EXCEPTIONAL END-UNIT PRIVACY, GATED BAY ISLES, MOVE-IN READY This is the Longboat Key lifestyle you have been waiting for! Tucked behind the gates of highly sought-after Bay Isles and nestled within the charming Harbour Oaks enclave, this beautifully renovated end-unit villa offers an exceptional blend of privacy, comfort and effortless coastal living. Located at the east end of a single-story building, this 3-bedroom, 2½-bath residence offers 2,219 square feet of thoughtfully designed living space, enhanced by high volume ceilings that create an airy, open feel. A 2-car garage plus an additional dedicated parking space provides exceptional convenience for visiting family and friends. The coveted end-unit location was one of the reasons the current owners chose this home, and its enhanced privacy remains one of the residence’s most desirable features. Step inside and discover a home that has been extensively and thoughtfully updated, with the major improvements already completed. Highlights include a new roof and roof decking, hurricane-rated skylights, windows and doors, Hardie board siding, newer HVAC and ductwork, renovated kitchen and baths, updated flooring, custom California Closets, a full-size Murphy bed, updated appliances, new water heaters, whole-house water filtration and surge protection. The outdoor living spaces have received equally impressive attention. The screened lanai creates a private oasis centered around a heated saltwater pool, with a new pool heater, refinished pool, saltwater conversion and rescreened pool cage. It is the perfect setting for a morning swim, a leisurely afternoon or relaxed entertaining with friends. Inside, the high volume ceilings and open living spaces create an inviting sense of spaciousness, while the layout flows naturally to the screened lanai and pool. Thoughtful custom storage throughout adds both function and elegance, allowing the home to feel beautifully organized without sacrificing style. Harbour Oaks is a distinctive maintenance-free community within Bay Isles, offering lush landscaping, a community pool and spa, and a welcoming neighborhood setting. Best of all, Bay Isles residents enjoy deeded access to the private Bay Isles Beach Club. There is no need to pack up the car or search for parking. Simply grab your beach bag and head to the Gulf. For those seeking an even more expansive resort lifestyle, optional Longboat Key Club membership provides access to an array of amenities, including golf, tennis, pickleball, fitness, marina and dining. The location is equally appealing. Harbour Oaks is less than a mile from Longboat Key’s Town Center and close to Publix and everyday conveniences, while the shops and restaurants of St. Armands Circle and downtown Sarasota are just a short drive away. Private pool. Deeded beach access. Exceptional end-unit privacy. Extra parking for guests. High volume ceilings. Extensive updates already completed. This is a home designed to let you spend less time on projects and more time enjoying everything Longboat Key has to offer. Simply move in, unpack and start enjoying paradise. You will be pleasantly surprised by just how much this exceptional home has to offer.
Property Details
Price:
$1,150,000
MLS #:
A4710577
Status:
Active
Beds:
3
Baths:
2.5
Type:
Condo
Subtype:
Condominium
Subdivision:
HARBOR OAKS PH I & II
Neighborhood:
34228longboatkey
Listed Date:
Oct 24, 2026
Finished Sq Ft:
2,219
Total Sq Ft:
2,219
Year Built:
1984
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Filtration System
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile, Hardwood
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, High Ceilings, L Dining, Primary Bedroom Main Floor, Stone Counters, Vaulted Ceiling(s), Window Treatments
Laundry Features
Laundry Room
Levels
One
Exterior
Architectural Style
Coastal, Contemporary
Association Amenities
Cable TV, Gated, Maintenance, Pool, Security
Attached Garage YN
1
Common Walls
End Unit
Community Features
Association Recreation – Owned, Buyer Approval Required, Community Mailbox, Deed Restrictions, Gated Community – Guard, Golf, No Truck/RV/Motorcycle Parking, Pool, Sidewalks
Construction Materials
Block, Other, Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
Irrigation System, Lighting, Outdoor Shower, Sidewalk, Sliding Doors
Garage Spaces
2
Lot Features
Corner Lot, FloodZone, In County, Landscaped, Near Golf Course, Near Marina
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Guest, Other, Oversized, Parking Pad
Patio And Porch Features
Covered, Enclosed, Other
Roof
Tile
Security Features
Gated Community, Smart Security, Smoke Detector(s)
View
Park/Greenbelt, Trees/Woods
Window Features
ENERGY STAR Qualified Windows, Shades, Storm Window(s), Window Treatments
Financial
HOA Fee 2
$722
HOA Fee 2 Frequency
Annually
HOA Includes
24-Hour Guard, Cable TV, Common Area Taxes, Community Pool, Maintenance Structure, Maintenance Grounds, Manager, Pest Control, Pool Maintenance, Private Road, Security
HOA Name
Advanced Management / Honna Nesbit
HOA Name 2
Bay Isles
HOA Phone
941-383-3200
Tax Year
2025
Taxes
$8,176
Map
Community
- Address2245 HARBOURSIDE DRIVE UNIT 101 LONGBOAT KEY FL
- SubdivisionHARBOR OAKS PH I & II
- CityLONGBOAT KEY
- CountySarasota
- Zip Code34228
Subdivisions in LONGBOAT KEY
- 7981 – LONGBOAT KEY MOORINGS
- 8177 – LONGBOAT KEY MOORINGS MARINA 2
- AQUARIUS CLUB
- ARBOMAR APTS
- ARIA LONGBOAT KEY
- AVIGNON VILLAS
- BAILEY-DOBSON
- BAY HARBOUR APTS
- BAY ISLES
- BAYOU HAMMOCK
- BAYPORT
- BAYPORT BCH & TEN PH A
- BAYPORT BCH & TEN PH B
- BAYPORT BCH & TEN PH C
- BAYPORT BCH & TEN PH D
- BAYPORT BCH & TEN PH E
- BAYPORT BCH & TEN PH F
- BAYPORT BEACH & TENNIS CLUB PH D
- BAYVIEW ESTATES
- BEACH HARBOR CLUB
- BEACHES OF LONGBOAT KEY
- BEACHES OF LONGBOAT KEY PH-1
- BEACHPLACE
- BEACHPLACE 1
- BEACHPLACE I
- BEACHPLACE II
- BEACHPLACE III
- BOATHOUSE ON LONGBOAT
- BONAIRE AT LONGBOAT KEY
- BUTTONWOOD COVE
- BUTTONWOOD HARBOR
- CASA DEL MAR
- CEDARS EAST SEC 1
- CEDARS EAST SEC 2
- CEDARS EAST SEC 3
- CEDARS WEST OF LONGBOAT INC
- CHARLIES
- CLUB LONGBOAT BEACH & TENNIS
- CONRAD BEACH
- COQUINA BEACH
- COREYS LANDING
- COUNTRY CLUB SHORES
- COUNTRY CLUB SHORES IV
- COUNTRY CLUB SHORES SEC 01
- COUNTRY CLUB SHORES SEC 02
- COUNTRY CLUB SHORES SEC 03
- COUNTRY CLUB SHORES SEC 1
- COVERT II
- DOCK ON THE BAY SEC 1
- DREAM ISLAND
- EMERALD HARBOR
- EMERALD HARBOR UNIT 1 REV
- EN PROVENCE
- FAINE APTS
- 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 5
- GRAND BAY 6
- GULFSHORE OF LONGBOAT KEY
- GULFSHORE OF LONGBOAT KEY, INC
- H & M ASSOC
- HARBOR OAKS
- HARBOR OAKS PH I & II
- HARBOUR COURT
- HARBOUR OAKS
- HARBOUR OAKS 2
- HARBOUR VILLA CLUB AT THE BUCCANEER
- HARRIS BAYOU
- HIDEAWAY BAY SUB
- HOOTON
- INN ON THE BEACH PH I
- INN ON THE BEACH PH II
- INN ON THE BEACH PH III
- ISLANDER CLUB OF LONGBOAT
- ISLANDS WEST
- JEWFISH KEY
- L AMBIANCE
- L AMBIANCE 1
- L AMBIANCE AT LONGBOAT KEY CLUB PH 02
- LA FIRENZA
- LAGUNA YACHT VILLAGE
- LAGUNA YACHT VILLAGE A CONDO
- LANDS END
- LIGHTHOUSE POINT
- LONGBEACH
- LONGBEACH ON LONGBOAT KEY
- LONGBEACH REV OF R P JORDANS SUB
- LONGBOAT ARMS
- LONGBOAT BEACH HOUSE
- LONGBOAT HARBOR TOWERS
- LONGBOAT HARBOUR
- LONGBOAT HARBOUR TOWERS
- LONGBOAT KEY
- LONGBOAT KEY CASA DEL MAR
- LONGBOAT KEY ESTATES
- LONGBOAT KEY MOORINGS
- LONGBOAT KEY MOORINGS MARINA
- LONGBOAT KEY MOORINGS MARINA 2
- LONGBOAT KEY TOWERS
- LONGBOAT LANDING
- LONGBOAT SANDPIPERS
- LONGBOAT SHORES REV
- LONGBOAT TERRACE
- MANCHESTER BAY
- MARINA BAY
- MARY REGINA REESE
- MCCALLS BEACH CASTLE
- NEPTUNE ON LONGBOAT KEY
- NEW PASS SHORES
- NORTHGATE OF LONGBOAT KEY
- PELICAN HARBOUR & BEACH CLUB
- PIERRE
- PLAYERS CLUB
- PLAYERS CLUB 3
- PLAYERS CLUB I
- PLAYERS CLUB III
- PLAYERS CLUB IV
- PORTOBELLO
- POSITANO
- PRESERVE/LONGBEACH
- PRIVATEER NORTH
- PRIVATEER SOUTH
- PROMENADE
- QUEENS HARBOUR
- RAUCH
- REGENT COURT
- REGENT PLACE PH 1
- REGENT PLACE PH 2
- RESUB OF LTS 2B&3B OF SLEEPY LAGOON ADD
- SABAL COVE
- SAINT JUDES APTS
- SALTY ACRES
- SANCTUARY I
- SANCTUARY II
- SANCTUARY III
- SANCTUARY IV
- SAND CAY
- SANDS POINT
- SEA GATE CLUB
- SEA PINES
- SEAGRAPE INN
- SEAPLACE
- SEAPLACE I
- SEAPLACE II
- SEAPLACE III
- SEAPLACE V
- SEAPLACE VI
- SEASIDE OF LONGBOAT
- SILVER SANDS
- 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
- T J OXFORD
- TANGERINE BAY CLUB
- THE BANYAN BAY CLUB
- THE GRANDE AT LONGBOAT KEY
- THE PRESERVE/LONGBEACH
- THE SHORE
- TIFFANY PLAZA
- TRITON COVE
- TURTLE CRAWL SEC 36 TOWNSHIP 35S RANGE 16E
- TWIN SHORES MOBILE HOME
- VEINTE
- VILLA DI LANCIA PH 1
- VILLA DOS PALMAS
- WATER CLUB 01 AT LONGBOAT KEY
- WATER CLUB AT LONGBOAT KEY
- WATER CLUB II/LONGBOAT KEY
- WENDY
- WESTCHESTER
- WESTCHESTER APTS
- WESTCHESTER CONDO APTS UN 3
- WHITNEY BEACH
- WINDING OAKS
- WINDWARD BAY
- WINDWARD BAY AMD
Market Summary
Current real estate data for Condo in LONGBOAT KEY as of Oct 24, 2026
173
Condo Listed
147
Avg DOM
762
Avg $ / SqFt
$1,538,290
Avg List Price
Property Summary
- Located in the HARBOR OAKS PH I & II subdivision, 2245 HARBOURSIDE DRIVE UNIT 101 LONGBOAT KEY FL is a Condo for sale in LONGBOAT KEY, FL, 34228. It is listed for $1,150,000 and features 3 beds, 3 baths, and has approximately 2,219 square feet of living space, and was originally constructed in 1984. The current price per square foot is $518. The average price per square foot for Condo listings in LONGBOAT KEY is $762. The average listing price for Condo in LONGBOAT KEY is $1,538,290. To schedule a showing of MLS#a4710577 at 2245 HARBOURSIDE DRIVE UNIT 101 in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of RE/MAX ALLIANCE GROUP. 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. 2245 HARBOURSIDE DRIVE UNIT 101
LONGBOAT KEY, FL
