John Carpenter
$4,125,000$4,699,9505 bd6 ba4,176 sqft$988 /sqft$24,632 /mo all-in ↓

597 BUTTONWOOD DRIVE, LONGBOAT KEY, FL, 34228

Active521 days on marketListed Feb 17, 2025MLS #A4640902

Reduced $575KNew constructionPrivate poolSingle Family ResidenceBUTTONWOOD HARBOR

Come see it

Upcoming open houses

Sat, Jul 25

11:00 AM – 5:00 PM

Sun, Jul 26

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About this home

597 BUTTONWOOD DRIVE

Completed New Construction – Best-Priced Luxury New Construction on Longboat Key! Gulf & Bay Views | Private Tropical Oasis | Three Outdoor Living Areas Move in today and experience the best value in luxury new construction on Longboat Key. Built by Floridian Crafted Homes, this completed coastal contemporary residence combines exceptional craftsmanship, hurricane-resilient construction, and an unbeatable location just steps from the beach. Elevated approximately 13 feet above sea level, this stunning home offers 4,176 square feet of thoughtfully designed living space with 5 bedrooms, 5 full bathrooms, and 2 half bathrooms. An elevator shaft has already been framed and is ready for elevator installation. Designed for effortless indoor-outdoor living, the home features three expansive outdoor entertaining spaces, including two private balconies and an incredible rooftop terrace showcasing panoramic Gulf and Bay views with unforgettable sunset vistas. Inside, the spacious open-concept great room seamlessly connects to the designer gourmet kitchen, creating the perfect setting for entertaining family and friends. A second-floor club room provides additional flexible living space ideal for a media room, game room, or private retreat. Step outside to your own private tropical oasis, where lush landscaping surrounds a sparkling resort-style pool and spa, creating a secluded backyard retreat rarely found in new construction on Longboat Key. The oversized 5+ car garage provides abundant space for vehicles, golf carts, water toys, and beach equipment. Perfectly situated just a short walk to the Gulf beaches and the exciting new retail and dining destination anticipated to open nearby, this home also offers access to a community marina with available boat slips, making it an exceptional choice for boating enthusiasts. With completed construction, premium finishes, breathtaking Gulf and Bay views, a private tropical backyard, and one of the most competitive prices for luxury new construction on Longboat Key, this is an extraordinary opportunity to own a truly exceptional island home.

Facts & features

The home at a glance

5

Bedrooms

6

Bathrooms

4,176

Sqft

0.42 ac

Lot size

5

Garage

2025

Year built

Three Or More

Levels

$988

Per sqft

Private poolFireplaceGarden & Pool & Water view

Inside

FlooringCarpet · Ceramic Tile · Hardwood
AppliancesCooktop · Dishwasher · Disposal · Exhaust Fan · Microwave · Range · Range Hood · Tankless Water Heater
InteriorCeiling Fan(s) · Open Floorplan · PrimaryBedroom Upstairs · Stone Counters · Thermostat · Walk-In Closet(s)
LaundryInside
CoolingCentral Air
HeatingNatural Gas

Outside & construction

RoofMetal
ConstructionStucco
FoundationSlab
ViewGarden · Pool · Water
FacesSouth
ParkingGarage Door Opener · Golf Cart Garage · Ground Level · Oversized
ExteriorBalcony · Garden · Irrigation System · Outdoor Kitchen · Private Mailbox · Sidewalk · Sliding Doors

Community & fees

Taxes (2024)$7,998/yr

Utilities & systems

UtilitiesCable Available · Electricity Connected · Natural Gas Connected · Sewer Connected · Street Lights · 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 — not generic estimates.

$24,632 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$22,258
PMI (est., until 20% equity)$1,547
Property tax — 2024 actual bill$666
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $412,500Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $412,500
Interest rate6.00%
Loan term

Estimated payment

$24,632/mo

Principal & interest$22,258
PMI (est., until 20% equity)$1,547
Property taxes (actual bill)$666
Est. insurance$160

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.

Where it sits

Inside Longboat Key

Map of 597 BUTTONWOOD DRIVE

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)

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

This home is listed 535% above the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →

Paper trail

This home's history

CurrentPrice reduced to $4,125,000 $575K
Feb 17, 2025Listed at $4,699,950 · 521 days on market since
2025Built · BUTTONWOOD HARBOR

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.

John Carpenter

Your agent

John Carpenter

CFO/Broker · CENTURY 21 Edge

Tours, negotiation, and every question about 597 BUTTONWOOD DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 597 BUTTONWOOD DRIVE — before you fall in love.

See it in person

Schedule a tour

Live availability from John's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

597 BUTTONWOOD DRIVE FAQs

What would the monthly payment be for 597 BUTTONWOOD DRIVE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $24,632/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 597 BUTTONWOOD DRIVE?+

The most recent tax bill on record (2024) was $7,998. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

How does the price compare to other homes in Longboat Key?+

At $4,125,000, this home is listed about 330% above the Longboat Key median of $960,000. The market section on this page shows how the area is trending.

Which schools are assigned to 597 BUTTONWOOD DRIVE?+

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

Five things that matter here

01Positioned at the premium end

$4,125,000 runs 535% above the LONGBOAT KEY 34228 median — but at 4,176 sqft it's also nearly 3 times the size of 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.

03Time on market is leverage

521 days on market against a Longboat Key median of 95 — sellers in this position are usually ready to negotiate.

04Strong assigned schools

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

05The price has already moved

Listed at $4,699,950, now $4,125,000 — a $575K cut. The full history is in the market section below.

Listing courtesy of PREFERRED SHORE LLC · Joshua Freed. MLS #A4640902.

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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