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5239 WINDING WAY SARASOTA FL 34242 Sold 04/30/2025

Sold for $630,000
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5239 WINDING WAY, SARASOTA, FL 34242 Sold 04/30/25 5239 WINDING WAY, SARASOTA, FL 34242 Sold 04/30/25 5239 WINDING WAY, SARASOTA, FL 34242 Sold 04/30/25 5239 WINDING WAY, SARASOTA, FL 34242 Sold 04/30/25

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 5239 Winding Way

3 Bedrooms
2 Bathrooms
Car Garage
1,912 Square Feet
1,512SF Living Area
Pool:
Yes
Water
Year Built 1958

***price improvment*** ***price improvemet*** discover your own private oasis at 5239 winding way, just minutes from siesta beach. Come and see for yourself this lovely and charming home that is an absolute must see! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta key, is an 8-mile-long island located just a short bridge crossing west of sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities – from fishing to parasailing.

This lovely single family home was built in 1958 and features 3 bedrooms, and 2 full bathrooms. This home for sale is 1,912 square feet, with 1,512 sq ft being air conditioned living space. The home has a has a private swimming pool.

Directions to this property are as follows: Siesta Dr. To Higel Ave. Left On Mangrove Point Rd To Midnight Pass Rd. Right On Winding Way To Home.

Please contact your ZFC agent for more information about MLS# MFRO6278642 or any other homes for sale in Sarasota or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer

Cooling

Central Air

Heating

Electric

Flooring

Luxury Vinyl

Parking

Covered

Lot Size

9100

View

Garden, Trees/Woods, Water view

Construction Materials

Frame, Wood Siding

Interior Features

Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, High Ceilings, Living Room/Dining Room Combo, Open Floorplan

Exterior Features

Awning(s), French Doors, Other

Pool Features

Gunite, Heated, In Ground

Roof

Shingle

Utilities

B B/H S Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Sewer Connected, Water Available, Water Connected

Waterfront Features

Lake Front, Pond

Laundry

Inside, Laundry Room

Fencing

Fenced

Fireplace

Electric, Family Room

Zoning

R S F3

Year Built

1958

Pets Allowed

Yes

Annual Real Estate Taxes

$10,388 (2024)

Legal Description

Lot 41 Twin Oak Pond

Property Type

Single Family Home

HOA Fees

$414 /Annually

Community Features

Deed Restrictions

Direction Faces

Southeast

MLS Number

MFRO6278642

Universal Property Id

U S-12115-N-0082010056-R-N

Days On Market

69

Community Name

Twin Oak Pond

5239 Winding Way Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 5239 Winding Way should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $10,388 but will likely change when this home sells. These estimations are calculated from a list price of $799,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 5239 Winding Way

Address Sale Price Bed Bth Size Location Sale Date
579 COMMONWEALTH LN $Log in to view 3 2/0 2,381SF Waterside East 03/12/2025
329 AVENIDA LEONA $Log in to view 3 2/0 2,340SF Siesta Manor Sec 3 06/11/2025
5179 HIDDEN HARBOR RD $Log in to view 3 2/0 2,291SF Hidden Harbor 05/30/2025
431 AVENIDA DE MAYO $Log in to view 3 2/0 2,242SF Sarasota Beach 03/31/2025
631 VENICE LN $Log in to view 3 2/0 2,184SF Waterside East 04/28/2025
309 AVENIDA MILANO $Log in to view 3 2/0 2,046SF Siesta Manor Sec 2 07/28/2025
5539 AVENIDA DEL MARE $Log in to view 3 2/0 2,040SF Siesta Isles 10/21/2024
5208 CALLE DE RIO $Log in to view 3 2/0 2,000SF Sarasota Beach 11/14/2024
3928 ROBERTS POINT RD $Log in to view 3 2/1 1,909SF Siesta Rev Of 12/03/2024
684 TREASURE BOAT WAY $Log in to view 3 2/0 1,865SF Siesta Beach 12/09/2024
5133 SANDY BEACH AVE $Log in to view 3 2/0 1,792SF Siesta Beach 03/11/2025
5211 AVENIDA DE CORTEZ $Log in to view 3 2/0 1,684SF Sarasota Beach 01/14/2025

MLS# MFRO6278642 Listing History

02/07/2025 Listed for sale by BALDWIN PARK REALTY LLC with MLS# MFRO6278642 with a list price of $939,000.
04/30/2025 Sold For $630,000 by Brian Cirillo with BALDWIN PARK REALTY LLC.

Public Transportation

Breeze Transit:

77 Siesta Islander

Breeze Transit:

77 Siesta Islander

Breeze Transit:

77 Siesta Islander

Breeze Transit:

77 Siesta Islander

Breeze Transit:

77 Siesta Islander

This listing of 5239 Winding Way Sarasota FL 34242 was last updated on 2025-04-30 17:44:05. Listing courtesy of BALDWIN PARK REALTY LLC.
MLS

Map of 5239 Winding Way Sarasota FL 34242

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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