10027 Pine Tree Rd

Woodsboro MD 21798

4390 sq. ft.

121097 sq. ft.

Single-Family

Last sold for $775,000

Kimberly Bowers, last sold this property on 29 January 2026 after 124 days on market.

Overview

Welcome to Your Private Escape at 10027 Pine Tree Rd, Woodsboro!! Tucked away on 2.78 acres of peaceful yard and wooded surroundings, this stunning property offers a rare blend of luxury, privacy, and comfort—your very own retreat from the everyday. Step into a a beautiful 5-6 bedroom, 3.5-bath home that impresses from the start. The nicely landscaped front yard and inviting front porch set the tone, while the spacious back deck is surrounded by nature create the perfect outdoor sanctuary. Inside, the main level offers a flowing open layout ideal for gatherings, featuring an open kitchen, cozy living room, and bright sunroom—all seamlessly connected and opening directly to the deck for indoor-outdoor living at its finest. Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite with a private bath and a walk-in closet that offers space and elegance. The upper level also includes a well-appointed hall bathroom and a conveniently located laundry room. The fully finished lower level adds even more living space, with a fifth bedroom, full bath, spacious family room, custom bar.... plus direct access to a rear patio that makes entertaining or relaxing effortless. Whether you're hosting friends or enjoying a quiet evening at home, this property offers the perfect blend of natural beauty and modern comfort. Come experience it for yourself—this one is truly special. Professional pictures and more updates to come... Gas FP & Furnace in basement. - 500 gal propane tank (owned). Updates the last few years: New Heating system on 2nd Floor and new outdoor unit. Insulation in attic to improve efficiency. New Shed, New Deck, Flooring in main area, Updated staircase, some updates to bathrooms

Features

4 bedrooms

4 bathrooms

2 carspaces

2 garage spaces

4390 sq. ft. floor area

121097 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Woodsboro over the last 12 months, the estimated median property value of 10027 Pine Tree Rd is $541k.

Median value

$541k

Estimated value range

$299k - $775k

Median days on market

Estimated value trend

-23%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Woodsboro. 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 10027 Pine Tree Rd

2026

Sold

$775,000

29 Jan 2026 by Kimberly Bowers, of J&B Real Estate

2019

Sold

$574,900

26 Jul 2019 by Chris Berry, of Long & Foster Real Estate, Inc.

Happy sellers in Woodsboro

We have insufficient information to provide an overview of customer satisfaction for Woodsboro. Viewing the agent profiles, reviews and sales for Woodsboro can provide insights for this location.