387 AVENIDA MILANO, SARASOTA, FL, 34242
Active6 days on marketListed Oct 4, 2026MLS #A4708379
About this home
387 AVENIDA MILANO
Welcome to Siesta Key Village Living, where a charming beach-cottage single-family home sits on a quiet cul-de-sac along a navigable canal, with its own private dock for the boating enthusiast. This 2-bedroom, 2-bathroom residence can be enjoyed as-is, or the land it occupies can become the setting for a buyer’s dream home. Step outside to a patio and outdoor kitchen and take in the water view in a setting that feels removed from the bustle yet remains centrally located in the Village. Walk to restaurants, shops, and live music, or continue on to the beach for morning dolphin sightings and evening sunsets. The location suits a primary residence or a second home equally well. For the buyer who wants every one of these advantages and still plans to build, the canal-front lot offers a rare opportunity to create something new in one of Siesta Key’s most walkable settings. Live in the cottage now or build the castle later. Either way, the dock, the water, and the Village are already here. Schedule your private viewing today.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,218
Sqft
0.19 ac
Lot size
1971
Year built
One
Levels
$903
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.
$7,327 /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
$7,327/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
+20.2%
$/sqft vs Sarasota actives
$903 vs $391
Days on market
6 vs 85 typical
Where $903/sqft sits among the 400 Sarasota 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 Siesta Manor
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
Siesta Manor — neighborhood snapshot
Population
119
Median age
60
Median income
$128,111
Median home value
$1,088,700
Avg household
2
Households w/ children
9%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$475K → $493K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
196 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 172% above the SARASOTA 34242 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 387 AVENIDA MILANO
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$960,000
5830 MIDNIGHT PASS ROAD UNIT T22
2 bd · 2 ba · 1,194 sqft · $804/sqft · 9 DOM
Sold · Oct ’26$532,500
6012 W PEPPERTREE WAY UNIT 227B
2 bd · 2 ba · 1,180 sqft · $451/sqft · 24 DOM
Sold · Dec ’25$1,400,000
5924 MIDNIGHT PASS ROAD UNIT 508
2 bd · 2 ba · 1,173 sqft · $1,194/sqft · 0 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
Nicholas Giaccone
Director of Agent Success · CENTURY 21 Edge
Tours, negotiation, and every question about 387 AVENIDA MILANO — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 387 AVENIDA MILANO — before you fall in love.
See it in person
Schedule a tour
Live availability from Nicholas's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
387 AVENIDA MILANO FAQs
What would the monthly payment be for 387 AVENIDA MILANO?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $7,327/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 387 AVENIDA MILANO?+
The most recent tax bill on record (2025) was $9,826. 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 387 AVENIDA MILANO?+
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 Sarasota?+
At $1,100,000, this home is listed about 100% above the Sarasota median of $550,000. The market section on this page shows how the area is trending.
Which schools are assigned to 387 AVENIDA MILANO?+
Phillippi Shores Elementary School (elementary), Brookside Middle School (middle), Sarasota High School (high) — Sarasota 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
$1,100,000 runs 172% above the SARASOTA 34242 median.
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 6 days on market in a Sarasota market that averages 85 — if it fits, move quickly.
04Strong assigned schools
Phillippi Shores Elementary School, Brookside Middle School, Sarasota High School — Phillippi Shores Elementary School rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of ASCENDIA REAL ESTATE · Beth Dilley. MLS #A4708379.
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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