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Back 104 Four Winds Estate
Off Market

104 Four Winds Estate

Montgomery County KY 40353

4
3
2904 sq. ft.
21780 sq. ft.
Single-Family
Last sold for $308,000
Sara BentleySara Bentley, last sold this property on 20 August 2026 after 149 days on market.

Overview

Spacious 4-bedroom plus office, 3-bath home offering over 2,900 sq. ft. of living space on a level half-acre lot and room for a building or garage. Enjoy peaceful country and privacy from neighbors, the property backs up to open green space of gorgeous views, all while being just minutes from Winchester, Mt. Sterling, I-64, schools, and shopping. The updated eat-in kitchen features new stainless steel appliances and French doors leading to the back deck. The main level includes a large living room, full tile bath with a garden tub and separate shower, first-floor laundry, one bedroom, an office, and a smaller 2nd bedroom with an ensuite providing 2nd full bath that would make a perfect nursery, mudroom, or second office. On the opposite side of the home, you'll find an expansive great room with vaulted ceilings, abundant natural light, a custom stone gas fireplace, built-in bookshelves, and double French doors. Dual staircases provide a unique and functional layout both leading to the 3rd and 4th larger bedrooms, loft area, full tile bath with walk in waterfall shower and frameless glass door. Outside, enjoy a fenced backyard an outbuilding, and scenic views of the rolling countryside. NO FLOODZONE & NO HOAs.

Features

4 bedrooms
3 bathrooms
2904 sq. ft. floor area
21780 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Montgomery County over the last 12 months, the estimated median property value of 104 Four Winds Estate is $308k.

Median value
$308k
Estimated value range
$113.5k - $670k
Median days on market
27
Estimated value trend
-2%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Montgomery County. 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 104 Four Winds Estate

2026
Sold
$308,000
20 Aug 2026 by Sara Bentley, of KELLER WILLIAMS GREATER LEXINGTON
2025
Sold
$305,000
01 Jul 2025 by Sara Bentley, of KELLER WILLIAMS GREATER LEXINGTON
2024
Sold
$299,000
02 Oct 2024 by Joshua Webb, of Keller Williams Realty Mt. Juliet

Happy sellers in Montgomery County

97%
97% of sellers in Montgomery County reported that their sale price either exceeded or met their price expectations.

Montgomery County stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 18 reviews in Montgomery County over the last 12 months.

Local market activity for 4 bedroom single-family properties in Montgomery County

In the last 12 months, 45 four-bedroom single-family properties similar to 104 Four Winds Estate, have been sold.

This represents a 29% 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 Montgomery County

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Melissa Brown

Sellers who recommend Melissa Brown have praised them for being responsive, local expert, clear communication, supportive, dedicated, friendly, and detail-oriented

  •   5   (160 reviews)
  •  9 Reviews in Montgomery County
  •  12 Sales in Montgomery County
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Brenda Murphy

Brenda Murphy is a recommended agent for Montgomery County.  They have 19 local sales and collected 3 local reviews across the last 12 months.

  •   5   (17 reviews)
  •  3 Reviews in Montgomery County
  •  19 Sales in Montgomery County
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Joan Henderson

Joan Henderson is an award winning recommended agent for Montgomery County.  They have 6 local sales and collected 3 local reviews across the last 12 months.

  •   5   (34 reviews)
  •  3 Reviews in Montgomery County
  •  6 Sales in Montgomery County
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Lacy Marshall

Lacy Marshall is a recommended agent for Montgomery County.  They have 4 local sales and collected 2 local reviews across the last 12 months.

  •   5   (47 reviews)
  •  2 Reviews in Montgomery County
  •  4 Sales in Montgomery County
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