Condominium at 2245 HARBOURSIDE DR #101, LONGBOAT KEY
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Dining - 2245 HARBOURSIDE DR #101, LONGBOAT KEY
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Family Room - 2245 HARBOURSIDE DR #101, LONGBOAT KEY
Family Room - 2245 HARBOURSIDE DR #101, LONGBOAT KEY
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Family Room - 2245 HARBOURSIDE DR #101, LONGBOAT KEY
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Floor plan - 2245 HARBOURSIDE DR #101, LONGBOAT KEY
Primary Bedroom - 2245 HARBOURSIDE DR #101, LONGBOAT KEY
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Guest Bedroom - 2245 HARBOURSIDE DR #101, LONGBOAT KEY
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Custom built-ins - 2245 HARBOURSIDE DR #101, LONGBOAT KEY
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63 photos

$1,150,000

2245 HARBOURSIDE DR #101
LONGBOAT KEY, FL 34228
Listed by Scott Rickards, PA · RE/MAX ALLIANCE GROUP
Bedrooms
3
Bathrooms
2.5
Living area
2,219 sqft
Year built
1984

About this home

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.

Highlights

Private poolFireplace

Property details

MLS
Stellar MLS
MLS #
MFRA4710577
Property type
Condominium
Subdivision
HARBOR OAKS PH I & II
Status
Active
Days on market
N/A
On market date
October 24, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
2
Parking spaces
N/A
Lot size
N/A
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
BAY HAVEN SCHOOL OF BASICS PLUS
4.02 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
587
Student:teacher ratio
14.7:1
District
SARASOTA
MiddleCharter
SARASOTA SCHOOL OF ARTS/SCIENCES
4.82 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
752
Student:teacher ratio
18.8:1
District
SARASOTA
High
BOOKER HIGH SCHOOL
4.72 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,296
Student:teacher ratio
18.3:1
District
SARASOTA

Walkability

Blended score for LONGBOAT KEY's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

49
Somewhat walkable
out of 100
EPA National Walkability Index
9.5 / 20 -- Below average walkable
Google Places amenity density
50 / 100
Restaurants & cafes6
Grocery stores1
Parks3
Schools1
Transit stops0
Pharmacies2

Market position

How this listing compares to current activity in LONGBOAT KEY, from live MLS data.

On the market 0 days -- 262 fewer days than LONGBOAT KEY's current average of 262 days.
For reference, the median list price across 528 active listings in LONGBOAT KEY right now is $624,950.

Mortgage calculator

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Est. monthly payment
$7,075/mo
$230,000 down
$920,000 loan
Principal & interest$5,967
Property tax (est.)$958
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 17 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.