
2245 HARBOURSIDE DRIVE UNIT 101, LONGBOAT KEY, FL, 34228
Active1 days on marketListed Oct 24, 2026MLS #A4710577
About this home
2245 HARBOURSIDE DRIVE UNIT 101
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.
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
2,219
Sqft
0 ac
Lot size
2
Garage
1984
Year built
One
Levels
$518
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$8,509 /mo · 10% down Conventional, 30-yr fixed at 7.5%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$8,509/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+21.6%
Days on market
1 vs 107 typical
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Longboat Key
Get to know Longboat Key. See the full Longboat Key guide →
LONGBOAT KEY 34228 — neighborhood snapshot
Population
7,512
Median age
71.5
Median income
$143,365
Median home value
$959,200
Avg household
1.8
Households w/ children
51%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Longboat Key market
$820K → $948K
Longboat Key median sold, yr/yr
93.1%
Sale-to-list ratio (12 mo)
Median sold price, Longboat Key, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 95% above the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →
Paper trail
This home's history
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Angela Rodriguez
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2245 HARBOURSIDE DRIVE UNIT 101 — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2245 HARBOURSIDE DRIVE UNIT 101 — before you fall in love.
See it in person
Schedule a tour
Live availability from Angela's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2245 HARBOURSIDE DRIVE UNIT 101 FAQs
What would the monthly payment be for 2245 HARBOURSIDE DRIVE UNIT 101?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $8,509/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 2245 HARBOURSIDE DRIVE UNIT 101?+
The most recent tax bill on record (2025) was $8,176. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 2245 HARBOURSIDE DRIVE UNIT 101?+
The listing reports pets: Breed Restrictions. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Longboat Key?+
At $1,150,000, this home is listed about 31% above the Longboat Key median of $877,500. The market section on this page shows how the area is trending.
Which schools are assigned to 2245 HARBOURSIDE DRIVE UNIT 101?+
Booker High School (high), Booker Middle School (middle), Southside Elementary School (elementary) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$1,150,000 runs 95% above the LONGBOAT KEY 34228 median — but at 2,219 sqft it's also 42% larger than the typical Longboat Key listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 1 day on market in a Longboat Key market that averages 107 — if it fits, move quickly.
04Strong assigned schools
Booker High School, Booker Middle School, Southside Elementary School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.
Listing courtesy of RE/MAX ALLIANCE GROUP · Scott Rickards, PA. MLS #A4710577.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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