
1221 BAYSHORE DRIVE, ENGLEWOOD, FL, 34223
Active180 days on marketListed Feb 5, 2026MLS #D6146016
About this home
1221 BAYSHORE DRIVE
Welcome to “Sunset Point on Lemon Bay” where refined coastal living meets an effortless boating lifestyle—just steps from your own backyard. Set along 103 FEET of premier SALTWATER frontage, **SAILBOAT WATER - NO BRIDGES,** this exceptional residence overlooks an extra-wide canal with immediate access to Lemon Bay, placing open water within minutes of departure. A brand-NEW 13,000-lb BOAT LIFT and 35’ dock create the ultimate setup for boating enthusiasts, while nightly **SUNSET VIEWS** and frequent visits from manatees, otters and endless native wildlife, elevates your experience here to something truly special. Originally a 3 Bdrm, the third bedroom was converted to double the size of the master, giving direct access to back outdoor living space and dock - seller is willing to convert back. Arriving home, an oversized circular driveway framed by two majestic Royal Palms sets a tone of understated grandeur. Inside, the home has been meticulously updated with no detail overlooked—expansive marble tile flooring, crown molding, wide baseboards, and seamless indoor-outdoor living through pocketing sliders from both the living and dining areas. Designed for entertaining, the outdoor living space is nothing short of spectacular. A massive 1,850 sq ft screened enclosure surrounds the heated, recently resurfaced pool, complemented by a covered brick-paver lanai and fully equipped summer kitchen—perfect for hosting sunset gatherings after a day on the water. A pool-access bath adds convenience and function for guests. The modern coastal kitchen features marble countertops, stainless steel appliances, a generous breakfast bar, chic pendant lighting, and designer tile backsplash, seamlessly connecting to the home’s open living areas. A split-bedroom layout ensures privacy, while the primary suite offers a tranquil retreat complete with a private sitting room and French doors leading to the backyard oasis. The spa-inspired en-suite bath showcases dual vanities, granite countertops, and a seamless glass shower. Recent upgrades include a new roof (2022), new A/C (2024), new sprinkler system (2024), new pool heater (2024), fresh interior and exterior paint (2024), and the convenience of city water and sewer. The bonus space in the master bedroom could easily be converted to a third bedroom! Perfectly positioned in a rare neighborhood of estate-sized homes and properties, this residence offers both privacy and proximity—just 3 miles to historic Dearborn Street with its farmers markets, car shows, live entertainment, dining, and boutique shopping, minutes to four stunning Gulf beaches, and a short drive to Venice. Qualifies for membership in the exclusive and private Englewood Gardens Beach Club on Manasota Key. This is more than a home—it’s a waterfront lifestyle defined by sunsets, serenity, and seamless access to the open water. Schedule your showing and experience it for yourself TODAY!
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,626
Sqft
0.44 ac
Lot size
2
Garage
1974
Year built
One
Levels
$550
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.
$5,851 /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
$5,851/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
+104.1%
$/sqft vs Englewood actives
$550 vs $239
Days on market
180 vs 68 typical
Where $550/sqft sits among the 400 Englewood 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 Englewood Gardens North
Get to know Englewood. See the full Englewood guide →
Englewood Gardens North — neighborhood snapshot
Population
706
Median age
65
Median income
$80,620
Median home value
$452,430
Avg household
2
Households w/ children
22%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Englewood market
$330K → $330K
Englewood median sold, yr/yr
94.6%
Sale-to-list ratio (12 mo)
180 of 400
Englewood actives have cut their price
Median sold price, Englewood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 132% above the ENGLEWOOD 34223 median. See the full Englewood market guide →
Paper trail
This home's history
Reality check
What actually sold near 1221 BAYSHORE 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$200,000
8 CORONADO DRIVE
2 bd · 2 ba · 1,596 sqft · $125/sqft · 109 DOM
Sold · Feb ’26$370,000
1087 MONTANA AVENUE
3 bd · 2 ba · 1,665 sqft · $222/sqft · 67 DOM
Sold · May ’26$400,000
921 OHIO AVENUE
3 bd · 2 ba · 1,563 sqft · $256/sqft · 4 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
Eric Chery
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1221 BAYSHORE DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1221 BAYSHORE DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Eric's phone and CRM.
Straight answers
1221 BAYSHORE DRIVE FAQs
What would the monthly payment be for 1221 BAYSHORE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,851/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 1221 BAYSHORE DRIVE?+
The most recent tax bill on record (2025) was $6,307. 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 1221 BAYSHORE 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 Englewood?+
At $895,000, this home is listed about 145% above the Englewood median of $365,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1221 BAYSHORE DRIVE?+
Englewood Elementary School (elementary), Lemon Bay High School (high), L. A. Ainger Middle School (middle) — 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
$895,000 runs 132% above the ENGLEWOOD 34223 median.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
180 days on market against a Englewood median of 68 — sellers in this position are usually ready to negotiate.
04Strong assigned schools
Englewood Elementary School, Lemon Bay High School, L. A. Ainger Middle School — Englewood Elementary School rates 4 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $995,000, now $895,000 — a $100K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of PARADISE EXCLUSIVE REAL ESTATE · Jonathan Hile. MLS #D6146016.
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.
Never miss a listing
New Englewood homes, in your inbox
Like 1221 BAYSHORE DRIVE but not quite? A daily digest of every new listing in Englewood — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask Eric to ping you on any price or status change →


