161 1ST STREET E, BOCA GRANDE, FL, 33921
Active15 days on marketListed Oct 23, 2026MLS #D6149096
About this home
161 1ST STREET E
Discover the perfect blend of historic charm, modern comfort, and waterfront living in this beautifully renovated cottage in the heart of Boca Grande’s Historic Village. Offering 4 bedrooms, 3 bathrooms, and 2,548 square feet of thoughtfully designed living space, this exceptional residence captures the timeless character of Old Florida while offering the conveniences of modern island living. Thoughtfully improved over the years, the home features a durable metal roof, Hardie plank siding, an updated kitchen and bathrooms, and beautiful wide-plank wood flooring. The inviting main living area showcases custom wood ceilings, a gas fireplace, and a charming cupola that fills the space with natural light. An open, flowing floor plan leads to an expansive 335-square-foot screened porch overlooking the Harbor Drive Waterways canal, creating a wonderful extension of the living space and an ideal setting for entertaining, dining, or simply enjoying the peaceful waterfront surroundings. The home's comfortable and well-appointed bedrooms provide inviting accommodations for family and guests, while a separate lower-level in-law suite with kitchenette offers additional privacy and flexibility. Outdoor living is equally appealing, with a spacious covered porch overlooking a custom heated swimming pool and spa, surrounded by lush tropical landscaping that creates a private and inviting retreat. For boating enthusiasts, the property offers 80 feet of canal frontage, complemented by a covered 20,000-pound boat lift and convenient access to Charlotte Harbor and the surrounding waterways. Additional amenities include two garages with electric vehicle charging stations, a dedicated golf cart charging station, a laundry room, and a circular driveway finished with classic Chicago brick pavers. Mature tropical landscaping and fencing further enhance the property's privacy and enduring Old Florida charm. Ideally located in Boca Grande's Historic Village, the property offers easy access to everything that makes island living so special. Spend your mornings exploring the waters of Charlotte Harbor, afternoons enjoying the island's beautiful Gulf beaches, and evenings strolling through the Village's charming shops and restaurants, all just a short golf cart ride away. The renowned Gasparilla Inn, world-class golf courses, local marinas, and Coral Creek Airport are also conveniently accessible. A wonderful opportunity to own a distinctive waterfront residence that combines the charm and character of historic Boca Grande with modern amenities, exceptional outdoor living spaces, and the convenience of boating from your own backyard. This is island living at its finest.
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
2,548
Sqft
0.21 ac
Lot size
2
Garage
1983
Year built
Two
Levels
$1,960
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.
$35,728 /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
$35,728/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.
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
+123%
$/sqft vs Boca Grande actives
$1,960 vs $1,377
Days on market
15 vs 15 typical
Where $1,960/sqft sits among the 62 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 Harbor Drive Waterways
Get to know Boca Grande. See the full Boca Grande guide →
Harbor Drive Waterways — neighborhood snapshot
Population
20
Median age
67
Median income
$250,001
Median home value
$2,000,000
Avg household
2
For the school run
Lee County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Boca Grande market
$1.7M → $4.7M
Boca Grande median sold, yr/yr
91.6%
Sale-to-list ratio (12 mo)
9 of 62
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 150% 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 161 1ST STREET E
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$3,300,000
250 WHEELER ROAD
3 bd · 3.5 ba · 2,552 sqft · $1,293/sqft · 201 DOM
Sold · May ’26$3,065,000
312 BAILY STREET
3 bd · 3 ba · 2,572 sqft · $1,192/sqft · 2 DOM
Sold · Aug ’26$3,800,000
160 SHEEPSHANK COURT
3 bd · 3.5 ba · 2,663 sqft · $1,427/sqft · 86 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
John Carpenter
CFO/Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 161 1ST STREET E — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 161 1ST STREET E — before you fall in love.
See it in person
Schedule a tour
Live availability from John's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
161 1ST STREET E FAQs
What would the monthly payment be for 161 1ST STREET E?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $35,728/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 161 1ST STREET E?+
The most recent tax bill on record (2025) was $27,142. 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 161 1ST STREET E?+
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 Boca Grande?+
At $4,995,000, this home is listed about 92% above the Boca Grande median of $2,595,000. The market section on this page shows how the area is trending.
Which schools are assigned to 161 1ST STREET E?+
The Island School (elementary), Mariner High School (high), Ida S. Baker High School (high), Cape Coral High School (high), Island Coast High School (high), North Fort Myers High School (high), The Sanibel School (elementary) — Lee 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
$4,995,000 runs 150% above the BOCA GRANDE 33921 median — but at 2,548 sqft it's also 32% larger than 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.
03Strong assigned schools
The Island School, Mariner High School, Ida S. Baker High School, Cape Coral High School, Island Coast High School, North Fort Myers High School, The Sanibel School — The Island School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of GULF TO BAY SOTHEBY'S INTERNAT · Angela Steffan. MLS #D6149096.
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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