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Single family home for sale at 5188 Siesta Woods Dr, Sarasota, FL 34242 | MLS# A4705733 | Listing updated on 2026-10-20
Photo 1 of Single family home for sale at 5188 Siesta Woods Dr, Sarasota, FL 34242 | MLS# A4705733 | Listing updated on 2026-10-20
Photo 2 of Single family home for sale at 5188 Siesta Woods Dr, Sarasota, FL 34242 | MLS# A4705733 | Listing updated on 2026-10-20
Photo 3 of Single family home for sale at 5188 Siesta Woods Dr, Sarasota, FL 34242 | MLS# A4705733 | Listing updated on 2026-10-20
Photo 4 of Single family home for sale at 5188 Siesta Woods Dr, Sarasota, FL 34242 | MLS# A4705733 | Listing updated on 2026-10-20
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$1,650,000

Monthly Est:$8,213

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,180sqft

5188 Siesta Woods Dr, Sarasota, FL 34242

$8,213/moEst:

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  • Single Family Residence

  • Built in 1985

  • $83.33/mo HOA

  • 10,734 sqft lot

  • $519/sq.ft

Description

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 t
he 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)

  • Houzeo last checked: 27 minutes ago
  • Listing updated: October 20, 2026 at 5:17 pm
  • Listing Provided by: Jackie de Manio Eberley (201) 233-1959 | COLDWELL BANKER REALTY (941) 349-4411
  • Source: Stellar MLS-FL | MLS#: A4705733 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Sarasota County

  • City

    Sarasota

  • Neighborhood

    --

  • Year Built

    1985

  • HOA Fees

    $83.33/mo

  • Finished Area

    3,180 sqft

  • Lot Size

    10,734 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    A4705733

  • MLS Status

    Active

  • Days on Market

    31

  • Cumulative Days on Market

    14

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Location

HOA Management

HOA President, Charlie Astafan

HOA Fees

$1,000/ Annually

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Exterior Features

    Balcony, Lighting, Outdoor Shower, Private Entrance, Private Mailbox, Private Yard, Rain Gutters

  • Interior Features

    Ceiling Fans(s), Open Floorplan, Primary Bedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk In Closet(s)

  • Sewer

    Public Sewer

  • Appliances

    Cooktop, Dishwasher, Disposal, Dryer, Kitchen Reverse Osmosis System, Microwave, Range, Refrigerator, Washer

  • Flooring

    Tile, Wood

  • Cooling

    Central Air

  • Heating

    Electric

Construction

  • Year Built

    Year Built: 1985

  • Home type

    Single Family Residence

  • Foundation Details

    Stilt/on Piling

  • Construction Materials

    Cement Siding, Concrete, Frame

  • Roof

    Metal

  • Property Condition

    Completed

  • Architectural Style

    Custom, Key West

Utilities & Energy

  • Pool Features

    Child Safety Fence, Gunite, Heated, In Ground, Lighting, Salt Water, Screen Enclosure

  • Utilities

    Bb/hs Internet Available, Cable Connected, Electricity Connected, Sewer Connected, Water Connected

  • Water Source

    Public

  • Laundry Features

    Inside, Laundry Room

  • Parking Features

    Circular Driveway, Driveway, Garage Door Opener, Ground Level, Basement

Other Features

  • Patio And Porch Features

    Covered, Deck, Front Porch, Patio, Rear Porch, Screened

  • Lot Features

    Flood Zone, In County, Landscaped, Private, Street Dead End, Paved

  • Subdivision Name

    Siesta Woods

Price History

DateEventPrice

10/06/2026

Source: mls_logoStellar MLS-FL #MFRA4705733

Listed for Sale

$1,650,000

$519/sqft

09/22/2026

Source: mls_logoStellar MLS-FL #MFRA4705733

Coming Soon

$1,650,000

$519/sqft

09/22/2026

Source: mls_logoStellar MLS-FL #MFRA4705733

Off Market

$1,650,000 -8.33%

$519/sqft

08/13/2024

Source: mls_logoStellar MLS-FL #MFRA4592728

Listing Removed

$1,800,000 +24.14%

$566/sqft

11/17/2021

Source: mls_logoStellar MLS-FL #MFRA4514179

Price Increased

$1,450,000 +3.94%

$456/sqft

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Based on information from Stellar MLS® through Oct 23, 2026, 06:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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