
581 ROUNTREE DRIVE, LONGBOAT KEY, FL, 34228
Active96 days on marketListed Apr 18, 2026MLS #O6400352
About this home
581 ROUNTREE DRIVE
Build your waterfront residence and be perfectly positioned in one of Longboat Key’s most elegant neighborhoods- Longboat Key Estates where sunrise occurs over the Bay while sunset occurs over the Gulf. You will have both and each new day provides unique views. This build-ready lot offers 100 feet of deep-water canal frontage and 117 feet of depth from canal to street where you’ll enjoy direct access to Sarasota Bay. Load up the boat and cruise the bay, the Intracoastal Waterway, and the Gulf of Mexico, with popular waterfront restaurants along the way. Just over the bridge from the mainland, you’re moments from Sarasota —cultural venues, marinas, and everyday conveniences. A private deeded beach access lies just across Gulf of Mexico Drive, where a shady Tiki Hut welcomes you before taking a few short steps which lead to the gentle Gulf waters and sandy shoreline. The private Tiki Hut is often the venue for neighborhood parties and a frequent gathering spot for sunset seekers! This vacant lot on Rountree Drive presents a rare chance to enjoy both boating and beachside living in one extraordinary location. Your future dream home could capture panoramic bay and beach views, creating the perfect backdrop for unforgettable Florida sunsets. With no fixed bridges to the Gulf of Mexico except the new very high Ringling Bridge to the mainland, this is truly a boater’s paradise. Just steps away is Bayfront Park, a beautiful waterfront park overlooking Sarasota Bay. Amenities include picnic tables, tennis courts, lighted pickleball courts, basketball courts, shuffleboard, a kayak launch with rentals, a dog park with separate large- and small-dog areas, a playground, a multipurpose sports field, and a community center offering activities such as yoga and fitness programs. Located in the heart of Longboat Key, this ready-to-build homesite offers an unparalleled coastal lifestyle. Head north to Center Shops for local favorites such as the Lazy Lobster, Harry's Continental Kitchen, Mar Vista Dockside Restaurant & Pub, and the Shore Longboat Key. Travel south to St. Armand’s Circle for world-class dining, boutique shopping, and vibrant island charm, including Columbia Restaurant, Cha Cha Coconuts, The Daiquiri Deck, Dockside, Chart House, and Tommy Bahama’s Restaurant, among many other fine dining places. In summary, enjoy championship golf, boutique shopping, award-winning dining, and some of Florida’s most beautiful Gulf Coast beaches, all from your future home in Longboat Key Estates on Longboat Key!
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 → $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 285% 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
David Ramirez
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
Pick a day that works — this goes straight to David's phone and CRM.
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 160% 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 581 ROUNTREE 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
Three things that matter here
01Positioned at the premium end
$2,500,000 runs 285% 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, Southside Elementary School, Booker Middle School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.
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.
Never miss a listing
New Longboat Key homes, in your inbox
Like 581 ROUNTREE DRIVE but not quite? A daily digest of every new listing in Longboat Key — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask David to ping you on any price or status change →