3099 DICK WILSON DRIVE, SARASOTA, FL, 34240
Active218 days on marketListed Dec 18, 2025MLS #A4673663
About this home
3099 DICK WILSON DRIVE
This is the one * WELCOME TO LAUREL OAK ESTATES & COUNTRY CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This EXECUTIVE HOME BOASTS PANORAMIC VIEWS of a LARGE LAKE & GOLF COURSE * These are MUST SEE VIEWS * A very private setting that is perfectly positioned on OVER 1/2 ACRE * PRIDE OF OWNERSHIP SHOWS * Featuring 3 SPACIOUS Bedrooms & 3 Full Baths PLUS a Den/Office * Split Plan Design * Formal Living Room with BEAUTIFUL COFFERED CEILING * The Chef's Kitchen is stunning showcasing Double Ovens , Cook-top Island, GORGEOUS STONE Counter-tops, and ample storage * The Kitchen is open to the Family Room featuring a Wood-burning Fireplace * The Primary Suite is a true retreat with a Spa-style Bath * All of this wraps your OUTDOOR LIVING SPACE with a Panoramic Pool Cage for your Heated Pool * There are TWO Covered Lanais with a Summer Kitchen + Vented Grill * LARGE, open Backyard * Breathtaking custom landscaping throughout the property * OVERSIZED 2 Car Garage with a Separate Golf Cart Garage * This is a SPECTACULAR home with INCREDIBLE curb appeal + a classic circular driveway * Tile Roof is 8 years young * A/Cs are zoned, 3 years young & 9 years young * Volume Ceilings * 8 foot Sliding Glass Doors * This is the perfect home for entertaining or simply relaxing in your slice of paradise * A special opportunity behind the gates of Laurel Oak Estates, an outstanding Country Club community where nature and elegance abound. Offering 800+ acres of beauty and serenity, it is easy to see why some of the most discerning homeowners call Laurel Oak home. Optional club with outstanding facilities including 2 championship courses, 12 Har-Tru tennis courts, Junior Olympic-sized heated pool, & beautiful clubhouse, golf shop and attended locker rooms. Enjoy reciprocity with the Bird Key Yacht Club (boating, tennis, fitness, dining & social events) and quick easy access to I75, downtown, UTC Mall, World Famous Siesta Key beach and our other beautiful beaches * Golf is optional, but if you want a golf membership, BUY THIS HOME AND GO TO THE FRONT OF THE LINE FOR A GOLF MEMBERSHIP. One look & you'll fall in love *
Facts & features
The home at a glance
3
Bedrooms
3
Bathrooms
4,069
Sqft
0.67 ac
Lot size
3
Garage
1990
Year built
One
Levels
$424
Per sqft
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.
$11,097 /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
$11,097/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.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Sarasota actives
$424 vs $325
Days on market
218 vs 58 typical
Where $424/sqft sits among the 400 Sarasota actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
The investor lens
Two ways this home pays
This home sits inside Laurel Estates, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental · projected
$45,058/yr gross
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$3,500/mo median
Live Sarasota rental listing data — this home’s rate depends on size, condition and furnishing.
The Sarasota short-term market
▼ Softening46%
Occupancy
▼ 24% yr/yr
$340
Avg nightly rate
▲ 20% yr/yr
$38K/yr
Revenue per listing
$166
RevPAR
61 days
Booking lead time
6.4 nights
Avg stay
8
Typical min nights
3,370
Active rentals
▲ 2% supply
Seasonality — monthly occupancy
Peaks at 68% in Mar · bottoms at 33% in Sep
Last 12 months of data, January–December, bars scaled to the seasonal peak. Market-wide averages across all home sizes in Sarasota — the projection above is specific to this home’s size.
Where it sits
Inside Laurel Estates
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Laurel Estates is a short-term-rental community. See the full guide →
SARASOTA 34240 — neighborhood snapshot
Population
16,356
Median age
51.4
Median income
$126,048
Median home value
$622,100
Avg household
2.55
Households w/ children
1,604
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$470K → $470K
Sarasota median sold, yr/yr
95.1%
Sale-to-list ratio (12 mo)
146 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 148% above the SARASOTA 34240 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 3099 DICK WILSON DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Feb ’26$1,600,000
3386 CHARLES MACDONALD DRIVE · same community
4 bd · 3 ba · 4,125 sqft · $388/sqft · 26 DOM
Sold · Apr ’26$1,800,000
2799 DICK WILSON DRIVE · same community
4 bd · 4 ba · 3,782 sqft · $476/sqft · 10 DOM
Sold · Aug ’25$1,759,000
2936 JEFF MYERS CIRCLE · same community
4 bd · 3.5 ba · 3,757 sqft · $468/sqft · 6 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 3099 DICK WILSON DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 3099 DICK WILSON 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
3099 DICK WILSON DRIVE FAQs
What would the monthly payment be for 3099 DICK WILSON DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $11,097/mo — principal and interest, the actual property-tax bill, the $369/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 3099 DICK WILSON DRIVE?+
The association fee works out to $369 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 3099 DICK WILSON DRIVE?+
The most recent tax bill on record (2024) was $7,352. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 3099 DICK WILSON DRIVE be rented short-term?+
Yes — this home sits inside Laurel Estates, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 3099 DICK WILSON DRIVE?+
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 Sarasota?+
At $1,725,000, this home is listed about 203% above the Sarasota median of $570,000. The market section on this page shows how the area is trending.
Which schools are assigned to 3099 DICK WILSON DRIVE?+
Tatum Ridge Elementary School (elementary), McIntosh Middle School (middle), Booker High School (high) — 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
$1,725,000 runs 148% above the SARASOTA 34240 median — but at 4,069 sqft it's also nearly 2 times the size of the typical Sarasota listing.
02Zoned for nightly rentals
Laurel Estates is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
04Time on market is leverage
218 days on market against a Sarasota median of 58 — sellers in this position are usually ready to negotiate.
05Strong assigned schools
Tatum Ridge Elementary School, McIntosh Middle School, Booker High School — Tatum Ridge Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX ALLIANCE GROUP · Ryan Brown. MLS #A4673663.
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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