19 GROUPER HOLE DRIVE, BOCA GRANDE, FL, 33921
Active4 days on marketListed Oct 8, 2026MLS #D6148797
Come see it
Upcoming open house
Tue, Oct 13
1:00 PM – 3:00 PM
About this home
19 GROUPER HOLE DRIVE
Welcome to 19 Grouper Hole Drive, a captivating waterfront estate in Boca Grande's most sought-after enclave. This residence commands 170 feet of direct frontage on the tranquil waters of Peekins Cove and Gasparilla Sound, presenting a boater's dream with deep-water dockage, a10,000 lb. lift, and kayak or SUP launch. From your private dock, embark on adventures to nearby waterfront dining destinations, fish the areas backwater and Gulf waters, or simply revel in the panoramic views. The expansive heated lap pool provides a refreshing retreat with a pavered deck and a covered sitting area. Step inside and find four generously sized bedrooms, each with renovated bathrooms and a loft area, all designed for comfort and elegance. The chef's kitchen, equipped with a large walk-in pantry, six burner gas Miele oven / range and quartz countertops inspire culinary creativity. Both the living and dining rooms have large impact sliders which open to additional living space and water views! Recent additions include all impact windows and sliders, hardie board siding, composite decking and a new metal roof. The four-car garage provides ample space for vehicles and storage. Situated on an expansive lot-and-a-half, the property creates a park-like setting. A short golf cart ride along the dedicated path leads to the vibrant village of Boca Grande. Enjoy world-class fishing from your doorstep and easy access to multiple private golf courses and the Boca Grande Jet Port, making this exceptional property a true haven of luxury and convenience!
Facts & features
The home at a glance
4
Bedrooms
4.5
Bathrooms
3,529
Sqft
0.96 ac
Lot size
4
Garage
1990
Year built
Three Or More
Levels
$1,941
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 — not generic estimates.
$45,090 /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
$45,090/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.
vs edgeAI estimate
+305.2%
$/sqft vs Boca Grande actives
$1,941 vs $1,320
Days on market
4 vs 153 typical
Where $1,941/sqft sits among the 33 Boca Grande 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.
Where it sits
Inside Boca Grande
Get to know Boca Grande. See the full Boca Grande guide →
BOCA GRANDE 33921 — neighborhood snapshot
Population
633
Median age
68.3
Median income
$121,849
Median home value
$2,000,000
Avg household
1.6
For the school run
Charlotte County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Boca Grande market
$1.6M → $2.4M
Boca Grande median sold, yr/yr
91.4%
Sale-to-list ratio (12 mo)
8 of 33
Boca Grande actives have cut their price
Median sold price, Boca Grande, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 533% above the BOCA GRANDE 33921 median. See the full Boca Grande market guide →
Paper trail
This home's history
Reality check
What actually sold near 19 GROUPER HOLE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$3,100,000
16250 SUNSET PINES CIRCLE
4 bd · 3.5 ba · 3,487 sqft · $889/sqft · 375 DOM
Sold · Jan ’26$5,400,000
9880 NE GASPARILLA PASS BOULEVARD
3 bd · 3.5 ba · 3,301 sqft · $1,636/sqft · 26 DOM
Sold · Jun ’26$2,400,000
43 SEAWATCH LAKE DRIVE
3 bd · 3 ba · 3,074 sqft · $781/sqft · 16 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
Seth Cabrera - Rothschild
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 19 GROUPER HOLE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 19 GROUPER HOLE DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Seth's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
19 GROUPER HOLE DRIVE FAQs
What would the monthly payment be for 19 GROUPER HOLE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $45,090/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 19 GROUPER HOLE DRIVE?+
The most recent tax bill on record (2025) was $64,787. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Boca Grande?+
At $6,850,000, this home is listed about 138% above the Boca Grande median of $2,872,500. The market section on this page shows how the area is trending.
Which schools are assigned to 19 GROUPER HOLE DRIVE?+
L. A. Ainger Middle School (middle), Vineland Elementary School (elementary), Lemon Bay High School (high) — Charlotte County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$6,850,000 runs 533% above the BOCA GRANDE 33921 median — but at 3,529 sqft it's also nearly twice the size of the typical Boca Grande listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Fresh on the market
Only 4 days on market in a Boca Grande market that averages 153 — if it fits, move quickly.
04Strong assigned schools
L. A. Ainger Middle School, Vineland Elementary School, Lemon Bay High School — Vineland Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of THE BRC GROUP, LLC · Brian Corcoran. MLS #D6148797.
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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