5233 Winding Way

1,440 Sq. Ft.
$638 / Sq. Ft.
1,440
Sq. Ft.
$638
per Sq. Ft.

Description

Go Coconuts over this Tropical Island Nest! You'll feel like you have just escaped to the tropics the minute you enter through the front gate into a lush, fully Xeriscaped Oasis. Enjoy your salt system pool, built in 2013, and a TIKI Hut for the ultimate in relaxing and entertaining. The expansive trellised entrance way invites you and your guests into this meticulously maintained home. Inside, you won't be surprised when you feel that same Island Vibe with an easy flowing, split floor plan, open...Go Coconuts over this Tropical Island Nest! You'll feel like you have just escaped to the tropics the minute you enter through the front gate into a lush, fully Xeriscaped Oasis. Enjoy your salt system pool, built in 2013, and a TIKI Hut for the ultimate in relaxing and entertaining. The expansive trellised entrance way invites you and your guests into this meticulously maintained home. Inside, you won't be surprised when you feel that same Island Vibe with an easy flowing, split floor plan, open kitchen/living area, and a straight shot to your Florida Room. There is additional leisure space in the rear of the home with a nicely sized screened in lanai including built-ins for loads of storage and, Best of all, a tranquil view of the adjoining pond fountain. Have peace of mind knowing that the barrel tile roof is only 16 years young, the sewer line has been all repiped with PVC, and the A/C is 7 years old. Most of the home's interior upgrades and renovations, including windows, doors, 18x18 floor tile, new master bedroom, bathroom and kitchen were all completed between 2013-2015. Wondering about Location, Location, Location? Besides being a short mile away from the sugary sands of Siesta Beach, this home is one of only 35 situated on this peaceful tree-lined Canopy Road with neighbors who frequently gather together to enjoy good conversation and a drink. This charming "Old Florida" neighborhood also backs up to 10 acre Glebe Park, which hosts amenities such as a sheltered pavilion, various athletic fields, walking/jogging trails, and playgrounds for you, your family and friends to enjoy. Nearby, go dining or shopping in the famous Siesta Village which hosts a variety of retaurants and cuisine, while listening to incredible live music from local artists.
  1. Listed by Allan Nemore • Brokerage DRE #1045241 • KELLER WILLIAMS ON THE WATER
    P: (856)-278-7522 C: (856)-278-7522 RealtorNemo@gmail.com

Property Details for 5233 Winding Way

Architectural Style
Ranch
Subdivision Name
TWIN OAK POND
Township
37S
Waterfront
Yes
Water View
Pond
Furnished
Partially
LISTING CLOSED: 08/04/2022 12:00 AM

Property Details for 5233 Winding Way

StatusSold
MLS #A4538547
Days on Market6
Taxes$4,093 / year
HOA Fees$13 / month
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1962
Lot Size0.20 AC / 8,775 SF
CountySarasota County

Location

Listing Courtesy of KELLER WILLIAMS ON THE WATER, Allan Nemore

Sold By FINE PROPERTIES, James Hornberger

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Building Information for 5233 Winding Way

Stories1Year Built1962Building Size-Lot Size0.20 AC / 8,775 SF

Payment Calculator

$4,929 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,574

Property Taxes

$341

HOA Dues

$13

The Payment Calculator is for illustrative purposes only.

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Property Information for 5233 Winding Way

Summary
Location and General Information
  • Building Area Source: Appraiser
  • Building Area Total: 1738.0
  • Building Area Units: Square Feet
  • Direction Faces: Northwest
  • Directions: Take either the North or South Bridge to Midnight Pass Road to Winding Way, which is in the TWIN OAK POND neighberhood, close to St. Michael's Church.
  • Elementary School: Phillippi Shores Elementary
  • Middle Or Junior School: Brookside Middle
  • High School: Sarasota High
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Twin Oak Pond
  • Unit Number: No
  • Street Number: 5233
  • Street Name: WINDING
  • Street Suffix: WAY
  • State: FL
  • City: SARASOTA
Parking
  • Carport: No
  • Garage: No
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Optional
  • Association: Yes
  • CDD: No
  • Tax Book Number: 8-35
  • Tax Legal Description: LOT 38 TWIN OAK POND
  • Tax Lot: 38
  • Tax Year: 2021
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Property
Lot Information
  • Additional Parcels: No
  • Lot Size Dimensions: 25 x 163
  • Parcel Number: 0082010053
  • Total Acreage: 0 to less than 1/4
  • Water Access: Pond
  • Water Access: Yes
  • Water Body Name: TWIN OAK POND
  • Water Extras: No
  • Zoning: RSF3
  • Living Area: 1440
  • Lot Dimensions: 25 x 163
Property and Assessments
  • Year Built Numeric: 1962
  • Flood Zone Code: AE
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 17E
  • Public Survey Section: 12
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Sewer Connected, Street Lights, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Wood Frame
  • Exterior Features: French Doors, Lighting, Outdoor Shower
  • Fencing: Fenced
  • Foundation Details: Slab
  • Green Landscaping: Fl. Friendly/Native Landscape
  • Levels: One
  • Pool Features: Salt Water
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Membrane, Tile
  • Spa: No
  • Vegetation: Bamboo, Mature Landscaping
  • Waterfront Features: Pond
  • Waterfront Feet Total: 20
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 1
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air, Mini-Split Unit(s)
  • Fireplace: No
  • Flooring: Ceramic Tile
  • Heating: Heat Pump
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Window Treatments
  • Living Area Source: Owner
  • Living Area Units: Square Feet
  • Room Count: 7.0
  • Water View: Yes
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 5233 Winding Way

DateEvent & SourcePriceAppreciation
Aug 4, 2022

Sold (Public Record)

Public Record #1496592668

$918,000

+13.6% / yr

Aug 4, 2022

Sold

MFRMLS #A4538547

$918,000—
Jun 23, 2022

Pending

MFRMLS #A4538547

—
DateEvent & SourcePrice
08/04/2022

Sold (Public Record)

Public Record #1496592668

$918,000

+13.6% / yr

08/04/2022

Sold

MFRMLS #A4538547

$918,000
06/23/2022

Pending

MFRMLS #A4538547

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5233 Winding Way

Taxable ValueLand-Additions-Total-
Tax Record2025$5,869 ($489 / month)
Home Facts
Beds2Baths2.5Total Finished SqFt1,432 SqFtAbove Grade Finished SqFt1,432 SqFtStories1Lot Size8,775 SqFtStyleSingle Family ResidenceYear Built1962Year Renovated2002ZoningRSF3; SKODCountySARASOTAAPN0082-01-0053

Schools near 5233 Winding Way

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Phillippi Shores Elementary School
PublicPK to 5

Brookside Middle School
Public6 to 8

Sarasota High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of KELLER WILLIAMS ON THE WATER, Allan Nemore

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.