Welcome to 5188 Siesta Woods Drive, a private Siesta Key retreat surrounded by lush tropical landscaping. - 5188 SIESTA WOODS DR, SARASOTA
Gated entrance and privacy wall create a wonderful sense of seclusion. - 5188 SIESTA WOODS DR, SARASOTA
Elevated Key West style home with mature tropical landscaping and an oversized two-car garage. - 5188 SIESTA WOODS DR, SARASOTA
Beautifully landscaped entrance with gated access and a private setting. - 5188 SIESTA WOODS DR, SARASOTA
Expansive paver driveway, resurfaced in 2025, provides plenty of space for parking. - 5188 SIESTA WOODS DR, SARASOTA
Circular paver driveway and gated entrance framed by mature palms and tropical landscaping. - 5188 SIESTA WOODS DR, SARASOTA
Welcoming covered front porch with composite decking. - 5188 SIESTA WOODS DR, SARASOTA
Elevated front entry surrounded by lush tropical foliage. - 5188 SIESTA WOODS DR, SARASOTA
Bright entry foyer leading to the main living level. - 5188 SIESTA WOODS DR, SARASOTA
Open kitchen with custom wood cabinetry and abundant storage. - 5188 SIESTA WOODS DR, SARASOTA
Open concept dining and living areas with hardwood floors and vaulted ceilings. - 5188 SIESTA WOODS DR, SARASOTA
Spacious living room filled with natural light and opening to the covered balcony. - 5188 SIESTA WOODS DR, SARASOTA
Expansive screened balcony provides additional outdoor living and entertaining space. - 5188 SIESTA WOODS DR, SARASOTA
Covered screened balcony overlooking the tropical surroundings. - 5188 SIESTA WOODS DR, SARASOTA
View of the heated saltwater pool from the elevated main living level. - 5188 SIESTA WOODS DR, SARASOTA
Open dining area flows easily between the kitchen, living room and outdoor spaces. - 5188 SIESTA WOODS DR, SARASOTA
Spacious living room with hardwood floors and access to the covered balcony. - 5188 SIESTA WOODS DR, SARASOTA
Bright and inviting main living area with vaulted ceilings and abundant natural light. - 5188 SIESTA WOODS DR, SARASOTA
Spacious primary suite with hardwood floors and private balcony access. - 5188 SIESTA WOODS DR, SARASOTA
Light-filled primary bedroom. - 5188 SIESTA WOODS DR, SARASOTA
Private screened balcony off the primary suite. - 5188 SIESTA WOODS DR, SARASOTA
Additional view of the primary suite and its direct access to outdoor living space. - 5188 SIESTA WOODS DR, SARASOTA
Primary bath with dual vanities, granite countertops and generous storage. - 5188 SIESTA WOODS DR, SARASOTA
Spacious primary bath with jetted tub, separate shower and abundant natural light. - 5188 SIESTA WOODS DR, SARASOTA
Dual vanity provides plenty of counter and storage space. - 5188 SIESTA WOODS DR, SARASOTA
Thoughtfully redesigned walk-in closet with custom organization. - 5188 SIESTA WOODS DR, SARASOTA
Open living and dining areas create an easy flow for everyday living and entertaining. - 5188 SIESTA WOODS DR, SARASOTA
Kitchen opens directly to the main living spaces for effortless entertaining.Remodeled kitchen with granite countertops, custom cabinetry and stainless steel appliances. - 5188 SIESTA WOODS DR, SARASOTA
Remodeled kitchen with granite countertops, custom cabinetry and stainless steel appliances. - 5188 SIESTA WOODS DR, SARASOTA
Generous granite breakfast bar provides additional seating and workspace. - 5188 SIESTA WOODS DR, SARASOTA
Additional view of the remodeled kitchen with abundant cabinetry and workspace. - 5188 SIESTA WOODS DR, SARASOTA
Convenient laundry room with cabinetry and new washer and dryer. - 5188 SIESTA WOODS DR, SARASOTA
Comfortable guest bedroom with hardwood flooring and natural light. - 5188 SIESTA WOODS DR, SARASOTA
Spacious guest bedroom with ceiling fan and generous closet space. - 5188 SIESTA WOODS DR, SARASOTA
Another view of the guest bedroom showcasing its comfortable proportions. - 5188 SIESTA WOODS DR, SARASOTA
Single Family Residence at 5188 SIESTA WOODS DR, SARASOTA, photo 36 of 73
Bright guest bedroom or flexible space with hardwood flooring. - 5188 SIESTA WOODS DR, SARASOTA
Upper hallway and staircase connecting the home’s two living levels. - 5188 SIESTA WOODS DR, SARASOTA
Light-filled bedroom surrounded by tropical views. - 5188 SIESTA WOODS DR, SARASOTA
Bright guest bedroom with multiple windows overlooking the lush landscaping. - 5188 SIESTA WOODS DR, SARASOTA
Spacious bedroom offering flexibility for family or guests. - 5188 SIESTA WOODS DR, SARASOTA
Convenient half bath. - 5188 SIESTA WOODS DR, SARASOTA
Expansive bonus space with built-in cabinetry and tremendous flexibility. - 5188 SIESTA WOODS DR, SARASOTA
Custom built-ins provide exceptional storage in the lower-level bonus area. - 5188 SIESTA WOODS DR, SARASOTA
Another view highlighting the extensive built-in cabinetry and storage. - 5188 SIESTA WOODS DR, SARASOTA
Spacious family room with French doors leading directly outside. - 5188 SIESTA WOODS DR, SARASOTA
Flexible office with built-in storage and natural light. - 5188 SIESTA WOODS DR, SARASOTA
Single Family Residence at 5188 SIESTA WOODS DR, SARASOTA, photo 48 of 73
Large family room with direct access to the screened pool and lanai. - 5188 SIESTA WOODS DR, SARASOTA
Bright family room creates a comfortable second living and entertaining area. - 5188 SIESTA WOODS DR, SARASOTA
Expansive living space with easy access to the outdoor areas. - 5188 SIESTA WOODS DR, SARASOTA
Generously sized lower-level family room provides multiple options for relaxing and entertaining. - 5188 SIESTA WOODS DR, SARASOTA
Single Family Residence at 5188 SIESTA WOODS DR, SARASOTA, photo 53 of 73
Heated saltwater pool surrounded by a screened enclosure and generous paver deck. - 5188 SIESTA WOODS DR, SARASOTA
Expansive screened pool area with plenty of room for lounging and entertaining. - 5188 SIESTA WOODS DR, SARASOTA
Outdoor shower adds convenience after a day at the pool or beach. - 5188 SIESTA WOODS DR, SARASOTA
Covered outdoor living area overlooking the heated saltwater pool. - 5188 SIESTA WOODS DR, SARASOTA
Covered poolside seating creates a comfortable shaded retreat. - 5188 SIESTA WOODS DR, SARASOTA
Heated free-form saltwater pool surrounded by tropical landscaping and privacy screening. - 5188 SIESTA WOODS DR, SARASOTA
Spacious screened pool enclosure with resurfaced paver deck. - 5188 SIESTA WOODS DR, SARASOTA
Lush landscaping surrounds the home and enhances its private island setting. - 5188 SIESTA WOODS DR, SARASOTA
Oversized two-car garage with resurfaced and sealed floor and additional storage. - 5188 SIESTA WOODS DR, SARASOTA
Welcome to Siesta Woods, a desirable Siesta Key neighborhood. - 5188 SIESTA WOODS DR, SARASOTA
Another inviting screened balcony provides a peaceful place to enjoy the tropical surroundings. - 5188 SIESTA WOODS DR, SARASOTA
Elevated view overlooking the heated pool and expansive screened lanai. - 5188 SIESTA WOODS DR, SARASOTA
Siesta Key Beach is approximately one mile from the property. - 5188 SIESTA WOODS DR, SARASOTA
Enjoy the world-famous white quartz sand of Siesta Key Beach just minutes from home. - 5188 SIESTA WOODS DR, SARASOTA
Siesta Key Beach offers miles of shoreline along the Gulf. - 5188 SIESTA WOODS DR, SARASOTA
Siesta Key Village offers an array of dining, shopping and entertainment nearby. - 5188 SIESTA WOODS DR, SARASOTA
Enjoy the relaxed island atmosphere and popular destinations of Siesta Key Village. - 5188 SIESTA WOODS DR, SARASOTA
Siesta Key Village dining and entertainment are just minutes away. - 5188 SIESTA WOODS DR, SARASOTA
More of the colorful shops, restaurants and island atmosphere of Siesta Key Village. - 5188 SIESTA WOODS DR, SARASOTA
Spectacular Gulf sunsets are part of the Siesta Key lifestyle. - 5188 SIESTA WOODS DR, SARASOTA
73 photos

$1,650,000

5188 SIESTA WOODS DR
SARASOTA, FL 34242
Listed by Jackie de Manio Eberley · COLDWELL BANKER REALTY
Bedrooms
4
Bathrooms
2.5
Living area
3,180 sqft
Year built
1985

About this home

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)

Highlights

Private pool

Property details

MLS
Stellar MLS
MLS #
MFRA4705733
Property type
Single Family Residence
Subdivision
SIESTA WOODS
Status
Active
Days on market
14
On market date
October 6, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
2
Parking spaces
N/A
Lot size
0.25 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
PHILLIPPI SHORES ELEMENTARY SCHOOL
1.46 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
763
Student:teacher ratio
15.0:1
District
SARASOTA
Middle
BROOKSIDE MIDDLE SCHOOL
2.22 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
760
Student:teacher ratio
15.8:1
District
SARASOTA
High
RIVERVIEW HIGH SCHOOL
1.87 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,542
Student:teacher ratio
20.7:1
District
SARASOTA

Walkability

Blended score for SARASOTA's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

48
Somewhat walkable
out of 100
EPA National Walkability Index
6.0 / 20 -- Below average walkable
Google Places amenity density
75 / 100
Restaurants & cafes20
Grocery stores2
Parks9
Schools2
Transit stops16
Pharmacies0

Market position

How this listing compares to current activity in SARASOTA, from live MLS data.

On the market 14 days -- 156 fewer days than SARASOTA's current average of 170 days.
For reference, the median list price across 4,668 active listings in SARASOTA right now is $360,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$10,086/mo
$330,000 down
$1,320,000 loan
Principal & interest$8,561
Property tax (est.)$1,375
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 3 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.