RateMyAgentGo to search
Back 5233 Winding Way
Off Market

5233 Winding Way

Siesta Key FL 34242

3
2
1738 sq. ft.
8775 sq. ft.
Single-Family
Last sold for $918,000
Allan NemoreAllan Nemore, last sold this property on 04 August 2022 after 53 days on market.

Overview

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.

Features

3 bedrooms
2 bathrooms
1738 sq. ft. floor area
8775 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Siesta Key over the last 12 months, the estimated median property value of 5233 Winding Way is $1.3m.

Median value
$1.3m
Estimated value range
$500k - $5.25m
Median days on market
81
Estimated value trend
-3%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Siesta Key. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 5233 Winding Way

2022
Sold
$918,000
04 Aug 2022 by Allan Nemore, of KELLER WILLIAMS ON THE WATER S
2011
Sold
$211,000
19 Jan 2011 by Linda Driggs, of MICHAEL SAUNDERS & COMPANY
2005
Rented
Undisclosed
18 May 2005 by MICHAEL SAUNDERS & COMPANY

Happy sellers in Siesta Key

90%
90% of sellers in Siesta Key reported that their sale price either exceeded or met their price expectations.

Siesta Key stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 13 reviews in Siesta Key over the last 12 months.

Local market activity for 3 bedroom single-family properties in Siesta Key

In the last 12 months, 68 three-bedroom single-family properties similar to 5233 Winding Way, have been sold.

This represents a 9% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Siesta Key

placeholder
Mike Martino

Sellers who recommend Mike Martino have praised them for being local expert, detail-oriented, clear communication, supportive, hard-working, reliable, and honest

  •   5   (84 reviews)
  •  4 Reviews in Siesta Key
  •  7 Sales in Siesta Key
View profile
placeholder
Steve Abbe

Sellers who recommend Steve Abbe have praised them for being local expert, responsive, clear communication, supportive, reliable, patient, and well-prepared

  •   5   (149 reviews)
  •  3 Reviews in Siesta Key
  •  4 Sales in Siesta Key
View profile
placeholder
Maurice Menager

Sellers who recommend Maurice Menager have praised them for being local expert, responsive, clear communication, supportive, pleasant, great negotiation, and detail-oriented

  •   5   (51 reviews)
  •  1 Review in Siesta Key
  •  6 Sales in Siesta Key
View profile
placeholder
Cheryl Santelli

Cheryl Santelli is a recommended agent for Siesta Key.  They have 6 local sales and collected 1 local review across the last 12 months.

  •   5   (14 reviews)
  •  1 Review in Siesta Key
  •  6 Sales in Siesta Key
View profile
or
Skip the list and find your ideal agent to sell your propertyFind My Agent
RateMyAgent
Sales:
(619) 566-0008
Quick Links
© 2026 RateMyAgent
Privacy PolicyTerms & ConditionsLicensingSitemap