CENTURY 21 Edge
$1,400,0009 bd3,228 sqft$434 /sqft≈$9,282 /mo all-in ↓

3476 WINTON AVENUE, SARASOTA, FL, 34234

Active19 days on marketListed Sep 10, 2026MLS #A4705532

Private poolTriplexINDIAN BEACH

About this home

3476 WINTON AVENUE

A rare, one of a kind Sarasota investment opportunity offering incredible flexibility, privacy, and income potential! Come invest in one of the most highly desirable areas in Florida. 1 parcel features 3 detached single family homes, plus additional space with potential to build a fourth home. Each residence offers 3 bedrooms and 2 bathrooms with updated interiors, charming individual designs, and lush tropical landscaping throughout. At the heart of the property is an inviting shared pool area with cabana spaces, creating a private tropical setting to relax, entertain, and enjoy the Florida lifestyle. The property is extremely private, with lush surroundings and plenty of room to expand and create an even more impressive compound. Currently income producing, the property includes active vacation rentals, while one cottage is utilized as student housing with bedrooms rented individually. Its proximity to Ringling College of Art and Design and New College of Florida adds another layer of rental potential. Continue the existing strategy or reimagine the property as a multi generational retreat, artist compound, private residential compound, or a unique setup for friends who want to live close while maintaining their own private residences. Tucked away on a private dead end street with no HOA and outside of a designated flood zone, the location is exceptional. Minutes from Downtown Sarasota, The Ringling Museum, Sarasota Bradenton International Airport, Ringling College, New College, dining, shopping, and Sarasota Bay, which is even within walking distance. With 3 existing homes, a pool and cabana area, multiple income possibilities, exceptional privacy, and room for future expansion, opportunities like this are incredibly hard to find in Sarasota. Keep everything operating as is and generate income, or bring your vision and unlock even more potential. Book your private showing today before your next investment opportunity in Sarasota,Florida is gone!

Facts & features

The home at a glance

9

Bedrooms

3,228

Sqft

0.63 ac

Lot size

1989

Year built

$434

Per sqft

Private poolGarden & Park/Greenbelt viewTurnkeyPets allowed

Inside

FlooringLuxury Vinyl · Tile
InteriorCeiling Fan(s) · Eating Space In Kitchen · Living Room/Dining Room Combo · Primary Bedroom Main Floor · Thermostat
LaundryCommon Area · Outside
CoolingCentral Air
HeatingCentral · Heat Pump
FurnishedTurnkey

Outside & construction

RoofMetal
ConstructionVinyl Siding · Wood Frame
FoundationCrawlspace · Pillar/Post/Pier
ViewGarden · Park/Greenbelt
ExteriorFire Pit · Outdoor Grill · Private Entrance · Private Yard

Community & fees

Taxes (2025)$12,511/yr
PetsCats OK, Dogs OK, Yes

Utilities & systems

UtilitiesCable Connected · Electricity Connected · Sewer Connected
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.

$9,282 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$7,554
PMI (est., until 20% equity)$525
Property tax — 2025 actual bill$1,043
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $140,000Loan30-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% · $140,000
Interest rate6.00%
Loan term

Estimated payment

$9,282/mo

Principal & interest$7,554
PMI (est., until 20% equity)$525
Property taxes (actual bill)$1,043
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 Sarasota actives

$434 vs $371

Days on market

19 vs 57 typical

Where $434/sqft sits among the 400 Sarasota actives

210
55 · this home
53
36
15
31
$156–394$394–631$631–869$869–1107$1107–1344$1344+

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 Bayou Oaks

Drive times from this address

Downtown Tampa≈ 63 min
Tampa Int’l Airport (TPA)≈ 68 min

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

Get to know Sarasota. See the full Sarasota guide →

Bayou Oaks — neighborhood snapshot

Population

4,373

Median age

28

Median income

$55,895

Median home value

$213,536

Avg household

3

Households w/ children

382

For the school run

Sarasota County School District

HighBooker High School★★★★★
MiddleBooker Middle School★★★★★
ElementaryEmma E. Booker Elementary School★★★★★

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

The numbers that matter

The Sarasota market

Seller’s marketLeans seller — 4.3 months of inventoryBuyer’s market

$475K → $493K

Sarasota median sold, yr/yr

95.2%

Sale-to-list ratio (12 mo)

199 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 444% above the SARASOTA 34234 median. See the full Sarasota market guide →

Paper trail

This home's history

Sep 10, 2026Listed at $1,400,000 · 19 days on market since
1989Built · INDIAN BEACH

Reality check

What actually sold near 3476 WINTON AVENUE

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

2444 SE COUNTY ROAD 21BSold · Nov ’25

$1,300,000

2444 SE COUNTY ROAD 21B · same community

3 bd · 3 ba · 2,590 sqft · $502/sqft · 113 DOM

820 INDIAN BEACH DRIVESold · May ’26

$2,400,000

820 INDIAN BEACH DRIVE · same community

3 bd · 3 ba · 1,915 sqft · $1,253/sqft · 49 DOM

747 42ND STREETSold · Jan ’26

$350,000

747 42ND STREET · same community

2 bd · 2 ba · 1,376 sqft · $254/sqft · 89 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.

Frederick Paige

Your agent

Frederick Paige

REALTOR® · CENTURY 21 Edge

Tours, negotiation, and every question about 3476 WINTON AVENUE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 3476 WINTON AVENUE — before you fall in love.

See it in person

Schedule a tour

Live availability from Frederick's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

3476 WINTON AVENUE FAQs

What would the monthly payment be for 3476 WINTON AVENUE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $9,282/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 3476 WINTON AVENUE?+

The most recent tax bill on record (2025) was $12,511. 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 3476 WINTON AVENUE?+

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 $1,400,000, this home is listed about 155% above the Sarasota median of $549,000. The market section on this page shows how the area is trending.

Which schools are assigned to 3476 WINTON AVENUE?+

Booker High School (high), Booker Middle School (middle), Emma E. Booker Elementary School (elementary) — Sarasota County School District. Always verify school assignments with the district before relying on them.

Listing courtesy of FLORIDA LIFE TEAM LLC · Chandler South. MLS #A4705532.

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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