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Back 18164 Winding Oaks Boulevard
Off Market

18164 Winding Oaks Boulevard

Shady Hills FL 34667

4
3
3
2369 sq. ft.
45655 sq. ft.
Single-Family
Last sold for $490,000
Bill MuchlerBill Muchler, last sold this property on 12 January 2026 after 61 days on market.

Overview

This is the one you've been waiting for! This custom home in the scenic Autumn Oaks subdivision has been fully updated this year. Featuring all-new flooring, an updated kitchen and bathrooms, fresh paint inside and out, and so many other thoughtful details, this stunning home is ready for you to move right in and enjoy the sparkling pool. From the moment you arrive, you'll appreciate the extra parking afforded by the corner lot — not to mention the beautiful grove of trees in the backyard. Step through the double front doors into a bright, open living space with brand-new luxury vinyl plank flooring and cathedral ceilings. The updated kitchen offers stainless-steel appliances, soft-close cabinets, and quartz countertops. The primary suite provides a peaceful retreat with a luxurious en suite bathroom featuring a walk-in shower, jetted tub, dual vanities, a generous walk-in closet and linen closet. Three additional bedrooms on the opposite side of the home provide privacy and ample space, with one thoughtfully designed as an in-law suite. The hall bathroom, shared by the other two bedrooms, offers convenient pool access. The pool includes an electric heater for year-round enjoyment. Autumn Oaks is a well-established community known for its custom homes and tree-lined streets. Each home sits on at least half an acre, and while the neighborhood HOA is very low, it includes a wide array of amenities: tennis, pickleball, bocce, and basketball courts, plus a playground, picnic and grilling areas, restrooms, and community sidewalks with street lighting. Conveniently located on the Pasco/Hernando County line, you'll enjoy quick access to US 19, the Suncoast Parkway, major shopping centers, restaurants, Tampa, and Tampa International Airport.

Features

4 bedrooms
3 bathrooms
3 carspaces
3 garage spaces
2369 sq. ft. floor area
45655 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Shady Hills over the last 12 months, the estimated median property value of 18164 Winding Oaks Boulevard is $405.63k.

Median value
$405.63k
Estimated value range
$200k - $980k
Median days on market
45
Estimated value trend
-1%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Shady Hills. 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 18164 Winding Oaks Boulevard

2026
Sold
$490,000
12 Jan 2026 by Bill Muchler
2025
Sold
$370,000
21 Apr 2025 by Melissa Merriott, of WEICHERT REALTORS FL TROPICS

Happy sellers in Shady Hills

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

Shady Hills stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 33 reviews in Shady Hills over the last 12 months.

Local market activity for 4 bedroom single-family properties in Shady Hills

In the last 12 months, 70 four-bedroom single-family properties similar to 18164 Winding Oaks Boulevard, have been sold.

This represents a 17% increase in four-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 Shady Hills

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Gregory Klesius

Sellers who recommend Gregory Klesius have praised them for being local expert, responsive, clear communication, honest, supportive, reliable, and well-prepared

  •   5   (303 reviews)
  •  13 Reviews in Shady Hills
  •  12 Sales in Shady Hills
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Catherine "Cookie" Miller, PA, ABR, C2EX, CRS, DSC, GRI, MRP, SRES

Sellers who recommend Catherine "Cookie" Miller, PA, ABR, C2EX, CRS, DSC, GRI, MRP, SRES have praised them for being local expert, clear communication, responsive, supportive, dedicated, reliable, and attentive

  •   5   (79 reviews)
  •  5 Reviews in Shady Hills
  •  5 Sales in Shady Hills
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Cory Byrd

Cory Byrd is an award winning recommended agent for Shady Hills.  They have 19 local sales and collected 4 local reviews across the last 12 months.

  •   5   (27 reviews)
  •  4 Reviews in Shady Hills
  •  19 Sales in Shady Hills
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Kelly Reilly

Kelly Reilly is a recommended agent for Shady Hills.  They have 3 local sales and collected 4 local reviews across the last 12 months.

  •   5   (79 reviews)
  •  4 Reviews in Shady Hills
  •  3 Sales in Shady Hills
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