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$1,650,000
Monthly Est:$8,213
4 Beds
- 3 Baths
2 full baths + 1 half bath
3,180sqft
5188 Siesta Woods Dr, Sarasota, FL 34242
$1,650,000
$8,213/moEst:
Get Pre-Approved
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 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)
- 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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
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
| Date | Event | Price |
|---|---|---|
10/06/2026 Source: | Listed for Sale | $1,650,000 $519/sqft |
09/22/2026 Source: | Coming Soon | $1,650,000 $519/sqft |
09/22/2026 Source: | Off Market | $1,650,000 -8.33% $519/sqft |
08/13/2024 Source: | Listing Removed | $1,800,000 +24.14% $566/sqft |
11/17/2021 Source: | 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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