
500 OUTRIGGER LANE, LONGBOAT KEY, FL, 34228
Active57 days on marketListed Aug 29, 2026MLS #A4704483
About this home
500 OUTRIGGER LANE
Vacant waterfront homesite in one of Longboat Key’s most sought-after communities, offering approximately 50 feet of dockage on what is known as “Longboat’s Widest Canal.” Deeded beach access provides the best of both worlds—boating from your backyard and the Gulf of Mexico just moments away. GEOTECH STUDY SAYS - "structure can be supported on conventional shallow foundation". Bring your boat and build your vision. This oversized corner lot offers an exceptional opportunity to create a substantial custom waterfront residence. Enjoy dramatic eastern views down the canal toward Sarasota Bay, along with western views across the Longboat Key Club golf course and toward the Gulf of Mexico. A rare combination of waterfront, boating access, beach access, expansive views, and an oversized homesite in the heart of Longboat Key.
Facts & features
The home at a glance
0.4 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 — not generic estimates.
$16,242 /mo · 10% down Conventional, 30-yr fixed at 7.5%
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
$16,242/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.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
Where it sits
Inside Country Club Shores
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Longboat Key. See the full Longboat Key guide →
Country Club Shores — neighborhood snapshot
Population
715
Median age
74
Median income
$136,865
Median home value
$1,525,581
Avg household
2
Households w/ children
5%
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 281% 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 500 OUTRIGGER LANE
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$1,050,000
240 SANDS POINT ROAD UNIT 4206
1 bd · 1 ba · 640 sqft · $1,641/sqft · 230 DOM
Sold · Aug ’26$1,050,000
240 SANDS POINT ROAD UNIT 4205
1 bd · 1 ba · 640 sqft · $1,641/sqft · 292 DOM
Sold · Aug ’26$935,000
210 SANDS POINT ROAD UNIT 2402
1 bd · 1 ba · 642 sqft · $1,456/sqft · 45 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
Colleen Brown
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 500 OUTRIGGER LANE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 500 OUTRIGGER LANE — before you fall in love.
See it in person
Schedule a tour
Live availability from Colleen's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
500 OUTRIGGER LANE FAQs
What would the monthly payment be for 500 OUTRIGGER LANE?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $16,242/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 500 OUTRIGGER LANE?+
The most recent tax bill on record (2025) was $12,947. 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 500 OUTRIGGER LANE?+
The listing reports pets: 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 $2,250,000, this home is listed about 156% above the Longboat Key median of $877,500. The market section on this page shows how the area is trending.
Which schools are assigned to 500 OUTRIGGER LANE?+
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
$2,250,000 runs 281% 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.
Keep looking
Similar homes nearby
Listing courtesy of PREFERRED SHORE LLC · Joshua Freed. MLS #A4704483.
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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