14844 Toll Road

Off Market

14844 Toll Road

New Windsor MD 21776

1950 sq. ft.

164656.8 sq. ft.

Single-Family

Last sold for $445,000

Carolyn Young, last sold this property on 29 May 2026 after 90 days on market.

Overview

Welcome to 14844 Toll Road in New Windsor, MD. A spacious 3-bedroom, 2.5-bath country home set on 3.78 acres in a peaceful countryside setting, offering classic charm and a rare blend of comfortable interior living with a beautifully wooded landscape and creek views woven into the rear of the property. A true wrap-around covered porch extends across the front and along the side, creating a warm first impression and an inviting extension of the living space. With room for rocking chairs or outdoor dining, it captures the everyday enjoyment people imagine when they picture country living. Inside, the main level features rich Brazilian hardwood flooring and an easy flow designed for daily life and gatherings. The kitchen offers granite countertops, custom maple cabinetry, stainless steel appliances, and a generously sized island with seating — a natural gathering space at the heart of the home. The living room is open and airy, highlighted by vaulted ceilings and French doors that bring the surrounding landscape into view. On the first upper level, two well-sized bedrooms share a full hall bath, with laundry conveniently nearby. Privately positioned above it all, the top level is devoted entirely to the primary suite. Vaulted ceilings add dimension, while a walk-in closet and attached bath with marble flooring, double vanity, separate shower, and soaking tub provide comfort and function. Outdoors is where the setting lingers. The wrap-around porch overlooks a backyard where wooded acreage and a gently winding creek add quiet depth to the landscape. Located in Carroll County, New Windsor offers rural charm with convenient access to Westminster, Mount Airy, and major commuter routes connecting to Baltimore, Frederick, and beyond.

Features

3 bedrooms

3 bathrooms

1 carspace

1 garage space

1950 sq. ft. floor area

164656.8 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in New Windsor over the last 12 months, the estimated median property value of 14844 Toll Road is $430k.

Median value

$430k

Estimated value range

$185.5k - $690k

Median days on market

Estimated value trend

decrease over the last 12 months

Average days on market is based on recent, comparable sales in New Windsor. 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 14844 Toll Road

2026

Sold

$445,000

29 May 2026 by Carolyn Young, of Samson Properties

2022

Sold

$385,000

23 Sep 2022 by Mark Boettcher, of Re/Max Results

Happy sellers in New Windsor

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

Local market activity for 3 bedroom single-family properties in New Windsor

In the last 12 months, 24 three-bedroom single-family properties similar to 14844 Toll Road, have been sold.

This represents a 19% decrease in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in New Windsor for a market analysis.

Jim Bass

at Real Estate Teams, LLC

(56 reviews)

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Katherine Dixon

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Sayed Haghgoo

(1 review)

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Mark Ruby

at RE/MAX ALLIANCE GROUP

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Nearby agents

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

Jim Bass

Sellers who recommend Jim Bass have praised them for being local expert, responsive, supportive, clear communication, well-prepared, friendly, and patient