581 ROUNTREE DRIVE, LONGBOAT KEY, FL, 34228
Active177 days on marketListed Apr 18, 2026MLS #O6400352
About this home
581 ROUNTREE DRIVE
BREAKING NEWS: LUXURY WATERFRONT LIVING • LONGBOAT KEY, FLORIDA! A Rare Opportunity to Build Your Dream Home Between Two Brand-New Mansions!! Discover an exceptional build-ready waterfront lot in Longboat Key Estates, featuring 100 feet of deep-water canal frontage and 117 feet of depth with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Well-known John Cannon Custom Homes offers a selection of distinctive home plans designed to complement this extraordinary setting. Enjoy sunrise over the Bay and spectacular Gulf sunsets, plus PRIVATE DEEDED BEACH ACCESS with a charming Tiki Hut directly across Gulf of Mexico Drive. Just minutes from Sarasota’s world-class dining, shopping, arts and culture, championship golf, marinas, and Gulf beaches. Bayfront Park is also next door with pickleball, tennis, kayaking, fitness, and more. Boating. Beach. Bay. Gulf. Sarasota. An extraordinary location for an extraordinary home!! Longboat Key Estates is one of the only communities on Longboat Key with underground utilities! Sellers are MOTIVATED!
Facts & features
The home at a glance
0.27 ac
Lot size
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 and the real association fee — not generic estimates.
$15,419 /mo · 10% down Conventional, 30-yr fixed at 6%
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
$15,419/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.
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 348% above the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →
Paper trail
This home's history
Reality check
What actually sold near 581 ROUNTREE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$2,890,000
569 ROUNTREE DRIVE · same community
3 bd · 3.5 ba · 2,756 sqft · $1,049/sqft · 167 DOM
Sold · Aug ’26$137,500
2600 HARBOURSIDE DRIVE UNIT H-05
88 DOM
Sold · Sep ’26$275,000
2600 HARBOURSIDE DRIVE UNIT I-09
316 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.
Your agent
Bridget McLennon
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 581 ROUNTREE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 581 ROUNTREE DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Bridget's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
581 ROUNTREE DRIVE FAQs
What would the monthly payment be for 581 ROUNTREE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $15,419/mo — principal and interest, the actual property-tax bill, the $250/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 581 ROUNTREE DRIVE?+
The association fee works out to $250 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 581 ROUNTREE DRIVE?+
The most recent tax bill on record (2025) was $6,979. 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 581 ROUNTREE DRIVE?+
The listing reports pets: Cats OK, Dogs OK. 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 $2,500,000, this home is listed about 189% above the Longboat Key median of $863,900. The market section on this page shows how the area is trending.
Which schools are assigned to 581 ROUNTREE DRIVE?+
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
Three things that matter here
01Positioned at the premium end
$2,500,000 runs 348% above the LONGBOAT KEY 34228 median.
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, Booker Middle School, Southside Elementary School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO · Karen Jorgensen. MLS #O6400352.
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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