CENTURY 21 Edge
$1,650,0004 bd2.5 ba3,180 sqft$519 /sqft≈$10,935 /mo all-in ↓

5188 SIESTA WOODS DRIVE, SARASOTA, FL, 34242

Active4 days on marketListed Oct 6, 2026MLS #A4705733

Private poolSingle Family ResidenceSIESTA WOODS

Come see it

Upcoming open houses

Sun, Oct 11

1:00 PM – 4:00 PM

Sat, Oct 17

1:00 PM – 4:00 PM

Sun, Oct 18

1:00 PM – 4:00 PM

Sat, Oct 24

1:00 PM – 4:00 PM

Sun, Oct 25

1:00 PM – 4:00 PM

About this home

5188 SIESTA WOODS DRIVE

Experience the best of Siesta Key living at 5188 Siesta Woods Drive, a spacious four-bedroom home offering exceptional privacy, expansive indoor and outdoor living and a resort-style pool setting just one mile from Siesta Key Beach. Surrounded by extensive tropical landscaping and enclosed by a privacy wall and gated entrance, the property feels wonderfully secluded while remaining close to everything that makes island living so desirable. Additional pool privacy screens and thoughtfully designed landscaping further enhance the sense of seclusion. The elevated main living level is bright and open, with vaulted ceilings, tile and hardwood floors and an easy flow between the living, dining and kitchen areas. The remodeled kitchen features granite countertops, custom wood cabinetry, stainless steel appliances, abundant workspace, breakfast bar seating and a Culligan reverse osmosis water system. Three new refrigerators, located in the kitchen, garage and bar area, provide added convenience. French doors with impact glass open to a spacious covered balcony overlooking the pool and tropical surroundings, with plenty of room for dining, entertaining or relaxing. A split bedroom plan provides privacy, with a spacious primary suite featuring two thoughtfully redesigned walk-in closets. Two additional bedrooms, a full bath and laundry room complete the main level. The lower level adds tremendous flexibility with a large family room, office, oversized fourth bedroom, bonus area and half bath, creating wonderful options for guests, recreation or working from home. French doors lead directly to the expansive screened lanai and heated, free-form saltwater pool, one of the home’s standout features. A generous paver deck offers both sunny and shaded areas for lounging, dining and entertaining, complemented by multiple covered areas, privacy screens, lush landscaping and an outdoor shower. A new pool pump and chlorinator were added in 2024. Impact windows and doors provide additional peace of mind, complemented by a metal roof, three-zone air conditioning, composite decking and stairs and an oversized two-car garage with additional storage. Recent 2025 improvements include a new washer and dryer, a resurfaced and sealed garage floor and newly resurfaced pavers surrounding the pool and along the driveway. Meticulously maintained and in excellent condition, with a pre-listing inspection completed, this home offers an uncommon combination of privacy, space and exceptional outdoor living. An extensive collection of furnishings is also available for purchase separately, offering buyers the opportunity for a turnkey, move-in-ready island home. Ideally situated approximately one mile from Siesta Key Beach and convenient to Siesta Key Village, with downtown Sarasota’s dining, shopping, arts and cultural attractions just a short drive away. (Garage refrigerator, TVs and Sono system are not included)

Facts & features

The home at a glance

4

Bedrooms

2.5

Bathrooms

3,180

Sqft

0.25 ac

Lot size

2

Garage

1985

Year built

Two

Levels

$519

Per sqft

Private poolNegotiablePets allowed

Inside

FlooringTile · Hardwood
AppliancesCooktop · Dishwasher · Disposal · Dryer · Kitchen Reverse Osmosis System · Microwave · Range · Refrigerator · Washer
InteriorCeiling Fan(s) · Open Floorplan · PrimaryBedroom Upstairs · Solid Wood Cabinets · Split Bedroom · Stone Counters · Thermostat · Vaulted Ceiling(s) · Walk-In Closet(s)
LaundryInside · Laundry Room
CoolingCentral Air
HeatingElectric
FurnishedNegotiable

Outside & construction

RoofMetal
ConstructionCement Siding · Concrete · Wood Frame
FoundationStilt/On Piling
FacesNorth
ParkingCircular Driveway · Driveway · Garage Door Opener · Ground Level · Under Building
ExteriorBalcony · French Doors · Irrigation System · Lighting · Outdoor Shower · Private Entrance · Private Mailbox · Private Yard · Rain Gutters

Community & fees

HOA fee$83/mo
Taxes (2025)$14,036/yr
PetsYes

Utilities & systems

UtilitiesBB/HS Internet Available · Cable Connected · Electricity Connected · Sewer Connected · Water Connected
WaterPublic

The numbers

What it really costs

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

$10,935 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$8,903
PMI (est., until 20% equity)$619
Property tax — 2025 actual bill$1,170
HOA fee — from the listing$83
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $165,000Loan30-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% · $165,000
Interest rate6.00%
Loan term

Estimated payment

$10,935/mo

Principal & interest$8,903
PMI (est., until 20% equity)$619
Property taxes (actual bill)$1,170
HOA / condo fee$83
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.

List $1.6M
$1.6MedgeAI estimate $1,936,845 · range $1.7M–$2.1M$2.2M

vs edgeAI estimate

−14.8%

$/sqft vs Sarasota actives

$519 vs $364

Days on market

4 vs 85 typical

Where $519/sqft sits among the 400 Sarasota actives

216
60 · this home
52
31
12
29
$158–409$409–660$660–911$911–1162$1162–1413$1413+

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 Sea Woods

Drive times from this address

Downtown Tampa≈ 73 min

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

Get to know Sarasota. See the full Sarasota guide →

Sea Woods — neighborhood snapshot

Population

218

Median age

64

Median income

$178,493

Median home value

$910,200

Avg household

2

Households w/ children

5%

For the school run

Sarasota County School District

ElementaryPhillippi Shores Elementary School★★★★★
MiddleBrookside Middle School★★★★★
HighSarasota High 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)

191 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 307% above the SARASOTA 34242 median. See the full Sarasota market guide →

Paper trail

This home's history

Oct 6, 2026Listed at $1,650,000 · 4 days on market since
1985Built · SIESTA WOODS

Reality check

What actually sold near 5188 SIESTA WOODS DRIVE

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

467 CANAL ROAD UNIT 467Sold · Jun ’26

$2,200,000

467 CANAL ROAD UNIT 467

4 bd · 3.5 ba · 3,228 sqft · $682/sqft · 542 DOM

5365 CALLE FLORIDASold · Dec ’25

$2,075,000

5365 CALLE FLORIDA

4 bd · 3.5 ba · 2,988 sqft · $694/sqft · 69 DOM

951 CONTENTO ST.Sold · Jul ’26

$1,750,000

951 CONTENTO ST.

3 bd · 3 ba · 2,882 sqft · $607/sqft · 107 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.

Kathy Miller

Your agent

Kathy Miller

real estate agent · CENTURY 21 Edge

Tours, negotiation, and every question about 5188 SIESTA WOODS 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 5188 SIESTA WOODS DRIVE — before you fall in love.

See it in person

Schedule a tour

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

Straight answers

5188 SIESTA WOODS DRIVE FAQs

What would the monthly payment be for 5188 SIESTA WOODS DRIVE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $10,935/mo — principal and interest, the actual property-tax bill, the $83/mo association fee 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.

How much are the HOA fees at 5188 SIESTA WOODS DRIVE?+

The association fee works out to $83 per month. Ask us for the full association documents — they spell out exactly what the fee covers.

What are the property taxes on 5188 SIESTA WOODS DRIVE?+

The most recent tax bill on record (2025) was $14,036. 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 5188 SIESTA WOODS 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 Sarasota?+

At $1,650,000, this home is listed about 200% above the Sarasota median of $550,000. The market section on this page shows how the area is trending.

Which schools are assigned to 5188 SIESTA WOODS DRIVE?+

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

$1,650,000 runs 307% above the SARASOTA 34242 median — but at 3,180 sqft it's also nearly twice 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.

03Fresh on the market

Only 4 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.

Listing courtesy of COLDWELL BANKER REALTY · Jackie de Manio Eberley. MLS #A4705733.

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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