David Ramirez
$4,695,000$4,895,0004 bd5 ba4,217 sqft$1,113 /sqft$29,841 /mo all-in ↓

1421 N LAKE SHORE DRIVE, SARASOTA, FL, 34231

Active239 days on marketListed Dec 12, 2025MLS #A4674749

Reduced $200KPrivate poolSingle Family ResidenceOYSTER BAY ESTATES

About this home

1421 N LAKE SHORE DRIVE

Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 2-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.

Facts & features

The home at a glance

4

Bedrooms

5

Bathrooms

4,217

Sqft

0.34 ac

Lot size

2

Garage

2021

Year built

One

Levels

$1,113

Per sqft

Private poolFireplacePets allowed

Inside

FlooringEngineered Hardwood · Marble · Porcelain Tile · Tile · Hardwood
AppliancesBuilt-In Oven · Cooktop · Dishwasher · Disposal · Dryer · Freezer · Microwave · Other · Range Hood · Refrigerator · Washer · Wine Refrigerator
InteriorCeiling Fan(s) · Crown Molding · High Ceilings · Open Floorplan · Other · Primary Bedroom Main Floor · Solid Surface Counters · Solid Wood Cabinets · Split Bedroom · Stone Counters · Walk-In Closet(s)
LaundryInside · Laundry Room
CoolingCentral Air · Zoned
HeatingCentral · Electric · Natural Gas · Zoned

Outside & construction

RoofOther
ConstructionBlock · Stucco
FoundationSlab
FacesSouth
ParkingCircular Driveway · Driveway · Garage Door Opener · Ground Level · Open · Oversized
ExteriorFire Pit · Irrigation System · Lighting · Other · Outdoor Grill · Outdoor Kitchen · Outdoor Shower · Private Mailbox · Sliding Doors

Community & fees

Taxes (2025)$31,036/yr
PetsCats OK, Dogs OK, Yes

Utilities & systems

UtilitiesNatural Gas Available · Natural Gas Connected · Public
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.

$29,841 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$25,334
PMI (est., until 20% equity)$1,761
Property tax — 2025 actual bill$2,586
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $469,500Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $469,500
Interest rate6.00%
Loan term

Estimated payment

$29,841/mo

Principal & interest$25,334
PMI (est., until 20% equity)$1,761
Property taxes (actual bill)$2,586
Est. insurance$160

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 OYSTER BAY ESTATES

$1,113 vs $1,229

Days on market

239 vs 62 typical

Where $1,113/sqft sits among the 6 homes for sale in OYSTER BAY ESTATES

2
1 · this home
2
0
0
1
$580–895$895–1209$1209–1524$1524–1839$1839–2153$2153+

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 Oyster Bay Estates

Map of 1421 N LAKE SHORE DRIVE inside its neighborhood boundary

Drive times from this address

Downtown Tampa68 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Sarasota. See the full Sarasota guide →

Oyster Bay Estates — neighborhood snapshot

Population

427

Median age

45

Median home value

$1,522,100

Avg household

2

Households w/ children

50%

For the school run

Sarasota County School District

ElementaryPhillippi Shores Elementary School★★★★★
MiddleBrookside Middle School★★★★★
HighRiverview High School★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Sarasota market

Seller’s marketLeans seller4.5 months of inventoryBuyer’s market

$475K$493K

Sarasota median sold, yr/yr

95.2%

Sale-to-list ratio (12 mo)

3 of 6

OYSTER BAY ESTATES have cut their price

Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 2085% above the SARASOTA 34231 median. See the full Sarasota market guide →

Paper trail

This home's history

CurrentPrice reduced to $4,695,000 $200K
Dec 12, 2025Listed at $4,895,000 · 239 days on market since
2021Built · OYSTER BAY ESTATES

Reality check

What actually sold near 1421 N LAKE SHORE DRIVE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

1815 S LAKE SHORE DRIVESold · Jul ’26

$4,100,000

1815 S LAKE SHORE DRIVE · same community

5 bd · 4.5 ba · 4,177 sqft · $982/sqft · 40 DOM

4439 WESTWOOD LANESold · Jul ’26

$2,768,500

4439 WESTWOOD LANE · same community

4 bd · 3.5 ba · 3,777 sqft · $733/sqft · 245 DOM

4505 CAMINO REALSold · Feb ’26

$2,140,000

4505 CAMINO REAL · same community

4 bd · 4.5 ba · 3,502 sqft · $611/sqft · 38 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.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 1421 N LAKE SHORE DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 1421 N LAKE SHORE DRIVE — before you fall in love.

See it in person

Schedule a tour

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Straight answers

1421 N LAKE SHORE DRIVE FAQs

What would the monthly payment be for 1421 N LAKE SHORE DRIVE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $29,841/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 1421 N LAKE SHORE DRIVE?+

The most recent tax bill on record (2025) was $31,036. 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 1421 N LAKE SHORE DRIVE?+

The listing reports pets: Cats OK, Dogs OK, 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 $4,695,000, this home is listed about 731% above the Sarasota median of $565,000. The market section on this page shows how the area is trending.

Which schools are assigned to 1421 N LAKE SHORE DRIVE?+

Phillippi Shores Elementary School (elementary), Brookside Middle School (middle), Riverview 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

$4,695,000 runs 2085% above the SARASOTA 34231 median — but at 4,217 sqft it's also nearly 3 times the size of the typical Sarasota listing.

02Your own pool

A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.

03Time on market is leverage

239 days on market against a Sarasota median of 62 — sellers in this position are usually ready to negotiate.

04Strong assigned schools

Phillippi Shores Elementary School, Brookside Middle School, Riverview High School — Phillippi Shores Elementary School rates 5 of 5. Always verify assignments with the district.

05The price has already moved

Listed at $4,895,000, now $4,695,000 — a $200K cut. The full history is in the market section below.

Listing courtesy of COLDWELL BANKER REALTY · Ryan Ackerman, PA. MLS #A4674749.

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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