Under contract-accepting backup offers. 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 Under Contract
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
Market Summary
Current real estate data for Condo in LONGBOAT KEY as of Oct 29, 2026
176
Condo Listed
144
Avg DOM
767
Avg $ / SqFt
$1,545,642
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 $767. The average listing price for Condo in LONGBOAT KEY is $1,545,642. 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
