INNOVATE Real Estate
Deep Canal Front Vacant Lot situated between two new mansions! - 581 ROUNTREE DR, LONGBOAT KEY
Potential John Cannon Home can be built here! - 581 ROUNTREE DR, LONGBOAT KEY
Back of vacant lot facing deep water canal - 581 ROUNTREE DR, LONGBOAT KEY
Back of vacant lot showing davits for a new dock on the deep water canal. - 581 ROUNTREE DR, LONGBOAT KEY
Private beach for Longboat Key Estates residents only! Below center is Royal Road, entrance to Longboat Key Estates. Simply cross Gulf of Mexico Drive and enter the sandy entrance between the high bushes! - 581 ROUNTREE DR, LONGBOAT KEY
This could be you on this private beach! - 581 ROUNTREE DR, LONGBOAT KEY
Deep canal front vacant lot with tall palm tree. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view of deep canal front lot with northeast view of Sarasota Bay. - 581 ROUNTREE DR, LONGBOAT KEY
Higher drone view of vacant lot with view of Longboat Key beach to top left. - 581 ROUNTREE DR, LONGBOAT KEY
Entrance to Longboat Key Estates off Gulf of Mexico Drive onto Royal Road. - 581 ROUNTREE DR, LONGBOAT KEY
View from canal onto over quarter acre vacant lot and palm tree to right front of lot. - 581 ROUNTREE DR, LONGBOAT KEY
Location for new seawall and dock. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view of deep water canal front vacant lot with Gulf views beyond. Brand new mansions on either side of the lot. - 581 ROUNTREE DR, LONGBOAT KEY
Close-up of deep water canal front of vacant lot. - 581 ROUNTREE DR, LONGBOAT KEY
View from vacant lot to deep water canal and Sarasota Bay in the distance. - 581 ROUNTREE DR, LONGBOAT KEY
Location for new dock facing east. - 581 ROUNTREE DR, LONGBOAT KEY
Street view of this large deep canal front vacant lot. - 581 ROUNTREE DR, LONGBOAT KEY
Street view of vacant lot looking northeast to neighbor's new home being built. - 581 ROUNTREE DR, LONGBOAT KEY
Private entrance for residents of Longboat Key Estates just across Gulf of Mexico Drive. Community gazebo is to the left. - 581 ROUNTREE DR, LONGBOAT KEY
Close-up of private beach entrance. - 581 ROUNTREE DR, LONGBOAT KEY
Entrance to private beach with gazebo. New ramp being built to the sand. - 581 ROUNTREE DR, LONGBOAT KEY
Wonderful gazebo for Longboat Key Estates residents only to have parties and watch the sun set! - 581 ROUNTREE DR, LONGBOAT KEY
As you enter the beach access, there is a paved concrete sidewalk that runs along the beach, perfect for bikes, baby carriages, and little wagons! - 581 ROUNTREE DR, LONGBOAT KEY
Ahhhh, your own private beach on the gulf. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view of private beach. - 581 ROUNTREE DR, LONGBOAT KEY
Closer drone view of your private beach. - 581 ROUNTREE DR, LONGBOAT KEY
Let's go for a swim!! - 581 ROUNTREE DR, LONGBOAT KEY
Drone view of beach looking south down the beach. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view looking right (north) up the beach. - 581 ROUNTREE DR, LONGBOAT KEY
Bayfront Park is 100 yards north on Gulf of Mexico Drive on east side overlooking Sarasota Bay! - 581 ROUNTREE DR, LONGBOAT KEY
Bayfront Park docks - 581 ROUNTREE DR, LONGBOAT KEY
Bayfront Park peaceful waterfront. - 581 ROUNTREE DR, LONGBOAT KEY
Bayfront Park Waterfront and boat watching! - 581 ROUNTREE DR, LONGBOAT KEY
Popular Bayfront Park Dog Park for small and large dogs! - 581 ROUNTREE DR, LONGBOAT KEY
Bayfront Park Dog Park section for small dogs - 581 ROUNTREE DR, LONGBOAT KEY
Bayfront Park Dog Park for large dogs beside it. - 581 ROUNTREE DR, LONGBOAT KEY
Bayfront Park expansive, gated large dog park. - 581 ROUNTREE DR, LONGBOAT KEY
Kayak rentals at Bayfront Park!! - 581 ROUNTREE DR, LONGBOAT KEY
Pickleball Courts at Bayfront Park. Tennis courts adjacent to it. Lighted. Open until 11pm. - 581 ROUNTREE DR, LONGBOAT KEY
Large playground at Bayfront Park - 581 ROUNTREE DR, LONGBOAT KEY
Deep canal front lot looking northwest with Gulf on left and Sarasota Bay on right. Exit to Sarasota Bay by turning right. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view of vacant lot looking northwest. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view of vacant lot looking west - 581 ROUNTREE DR, LONGBOAT KEY
Drone view showing canals on each street in Longboat Key Estates. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view looking southwest - 581 ROUNTREE DR, LONGBOAT KEY
Drone closer view of vacant lot looking southwest. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view of vacant lot looking directly south towards St. Armand's Circle. - 581 ROUNTREE DR, LONGBOAT KEY
Drone view showing close proximity to entrance to Sarasota Bay at bottom left. - 581 ROUNTREE DR, LONGBOAT KEY
Best drone view of proximity to Sarasota Bay! - 581 ROUNTREE DR, LONGBOAT KEY
Wow! What a great location! - 581 ROUNTREE DR, LONGBOAT KEY
Drone view looking northeast across Sarasota Bay to downtown Sarasota. - 581 ROUNTREE DR, LONGBOAT KEY
One more reminder of the only deep water canal front vacant lot in all of Longboat Key Estates! - 581 ROUNTREE DR, LONGBOAT KEY
Take a drive out to Longboat Key Estates and see how wonderful Florida living can be! - 581 ROUNTREE DR, LONGBOAT KEY
53 photos

$2,500,000

581 ROUNTREE DR
LONGBOAT KEY, FL 34228
Listed by Karen Jorgensen · CHARLES RUTENBERG REALTY ORLANDO
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
N/A

About this home

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!

Highlights

Waterfront

Property details

MLS #
MFRO6400352
Property type
Land
Subdivision
LONGBOAT KEY ESTATES
Status
Active
Days on market
172
On market date
April 18, 2026
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.27 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
BAYSHORE ELEMENTARY SCHOOL
4.25 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
677
Student:teacher ratio
14.7:1
District
MANATEE
Middle
ELECTA LEE MAGNET MIDDLE SCHOOL
4.67 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
780
Student:teacher ratio
16.6:1
District
MANATEE
HighCharter
STATE COLLEGE OF FLORIDA COLLEGIATE SCHOOL
4.57 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
504
Student:teacher ratio
25.2:1
District
MANATEE

Walkability

Blended score for LONGBOAT KEY's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

58
Somewhat walkable
out of 100
EPA National Walkability Index
16.5 / 20 -- Most walkable
Google Places amenity density
21 / 100
Restaurants & cafes1
Grocery stores0
Parks9
Schools0
Transit stops1
Pharmacies0

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$15,205/mo
$500,000 down
$2,000,000 loan
Principal & interest$12,972
Property tax (est.)$2,083
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 2 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.