David Ramirez
$539,000$599,0002 bd2 ba1,192 sqft$452 /sqft$4,244 /mo all-in ↓

1932 HARBOURSIDE DRIVE UNIT 242, LONGBOAT KEY, FL, 34228

Active103 days on marketListed Apr 13, 2026MLS #A4688978

Priced 17% below the LONGBOAT KEY 34228 medianReduced $60KWaterfrontCondominiumFAIRWAY BAY 1

About this home

1932 HARBOURSIDE DRIVE UNIT 242

Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This turnkey furnished move-in ready two-bedroom, two-bathroom residence presents an exceptional chance to enjoy the Longboat Key lifestyle along with the rare advantage of one under building garage parking space. Enjoy peaceful views of Sarasota Bay, surrounding mangroves, and native wildlife from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ready for immediate enjoyment as a primary home, seasonal retreat, or investment opportunity. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

Facts & features

The home at a glance

2

Bedrooms

2

Bathrooms

1,192

Sqft

0 ac

Lot size

1

Garage

1982

Year built

One

Levels

$452

Per sqft

WaterfrontWater viewTurnkeyPets allowed

Inside

FlooringCarpet · Tile
AppliancesCooktop · Dishwasher · Disposal · Dryer · Electric Water Heater · Microwave · Refrigerator · Washer
InteriorBuilt-in Features · Ceiling Fan(s) · Elevator · Primary Bedroom Main Floor · Solid Surface Counters · Thermostat
LaundryElectric Dryer Hookup · In Kitchen · Inside · Washer Hookup
CoolingCentral Air
HeatingCentral · Electric
FurnishedTurnkey

Outside & construction

RoofOther
ConstructionStucco
FoundationStilt/On Piling
ViewWater
FacesWest
ExteriorIrrigation System · Lighting · Sidewalk · Sliding Doors

Community & fees

HOA fee$81/mo
Taxes (2025)$7,099/yr
PetsCats OK, Dogs OK, Number Limit, Size Limit, Yes
CommunityBay/Harbor Front · Water Access · Waterfront · Association Recreation - Owned · Buyer Approval Required · Clubhouse · Community Mailbox · Deed Restrictions · Fitness Center · Gated Community - Guard · Golf · Pool · Sidewalks · Tennis Court(s)

Utilities & systems

UtilitiesBB/HS Internet Available · Cable Available · Electricity Available · Public · Sewer Connected · Underground Utilities · Water Connected
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.

$4,244 /mo · 3.5% down FHA, 30-yr fixed at 6%

Principal & interest$3,173
FHA mortgage insurance (est.)$238
Property tax — 2025 actual bill$592
Condo fee — from the listing$81
Insurance (FL estimate)$160

The assumptions

Loan typeFHADown payment3.5% · $18,865Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.

These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type
Down payment3.5% · $18,865
Interest rate6.00%
Loan term

Estimated payment

$4,244/mo

Principal & interest$3,173
FHA mortgage insurance (est.)$238
Property taxes (actual bill)$592
HOA / condo fee$81
Est. insurance$160

Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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.

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.

List $539K
$517KedgeAI estimate $864,366 · range $777K$959K$998K

vs edgeAI estimate

−37.6%

$/sqft vs Longboat Key actives

$452 vs $705

Days on market

103 vs 95 typical

Where $452/sqft sits among the 276 Longboat Key actives

121 · this home
68
45
15
11
16
$351–640$640–930$930–1220$1220–1509$1509–1799$1799+

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

Map of 1932 HARBOURSIDE DRIVE UNIT 242

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

HighBooker High School★★★★★
ElementarySouthside Elementary School★★★★★
MiddleBooker Middle School★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Longboat Key market

Seller’s marketLeans buyer8.2 months of inventoryBuyer’s market

$820K$893K

Longboat Key median sold, yr/yr

92.8%

Sale-to-list ratio (12 mo)

113 of 276

Longboat Key actives have cut their price

Median sold price, Longboat Key, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 17% below the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →

Paper trail

This home's history

CurrentPrice reduced to $539,000 $60K
Apr 13, 2026Listed at $599,000 · 103 days on market since
1982Built · FAIRWAY BAY 1

Reality check

What actually sold near 1932 HARBOURSIDE DRIVE UNIT 242

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

1930 HARBOURSIDE DRIVE UNIT 142Sold · Oct ’25

$470,000

1930 HARBOURSIDE DRIVE UNIT 142 · same community

2 bd · 2 ba · 1,192 sqft · $394/sqft · 191 DOM

1932 HARBOURSIDE DRIVE UNIT 254Sold · Jun ’26

$530,000

1932 HARBOURSIDE DRIVE UNIT 254 · same community

2 bd · 2 ba · 1,192 sqft · $445/sqft · 150 DOM

1930 HARBOURSIDE DRIVE UNIT 145Sold · Jun ’26

$515,000

1930 HARBOURSIDE DRIVE UNIT 145 · same community

2 bd · 2 ba · 1,270 sqft · $406/sqft · 23 DOM

Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.

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.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 1932 HARBOURSIDE DRIVE UNIT 242 — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 1932 HARBOURSIDE DRIVE UNIT 242 — before you fall in love.

See it in person

Schedule a tour

Pick a day that works — this goes straight to David's phone and CRM.

Goes straight to David’s phone and CRM.

Straight answers

1932 HARBOURSIDE DRIVE UNIT 242 FAQs

What would the monthly payment be for 1932 HARBOURSIDE DRIVE UNIT 242?+

With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $4,244/mo — principal and interest, the actual property-tax bill, the $81/mo association fee 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.

How much are the HOA fees at 1932 HARBOURSIDE DRIVE UNIT 242?+

The association fee works out to $81 per month. Ask us for the full association documents — they spell out exactly what the fee covers.

What are the property taxes on 1932 HARBOURSIDE DRIVE UNIT 242?+

The most recent tax bill on record (2025) was $7,099. 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 1932 HARBOURSIDE DRIVE UNIT 242?+

The listing reports pets: Cats OK, Dogs OK, Number Limit, Size Limit, Yes. 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 $539,000, this home is listed about 44% below the Longboat Key median of $960,000. The market section on this page shows how the area is trending.

Which schools are assigned to 1932 HARBOURSIDE DRIVE UNIT 242?+

Booker High School (high), Southside Elementary School (elementary), Booker Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.

The brief

Four things that matter here

01Under the LONGBOAT KEY 34228 market on paper

$539,000 is 17% below the LONGBOAT KEY 34228 median of $649,450, and at $452/sqft it sits under the Longboat Key average of $844.

02Waterfront living

This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.

03Strong assigned schools

Booker High School, Southside Elementary School, Booker Middle School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.

04The price has already moved

Listed at $599,000, now $539,000 — a $60K cut. The full history is in the market section below.

Listing courtesy of COLDWELL BANKER REALTY · Ryan Ackerman, PA. MLS #A4688978.

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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