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.
Single-familyProperty Type
1900Year Built
3.78 acresLot Size
$297Price/Sq.Ft.
1 car garageParking
Listed by Carolyn Young• Samson Properties
•703-378-8810 (broker)
•donnysamson@samsonpropeties.net (broker)
Listed by Lisa Ponton• Samson Properties
•443-542-2251 (broker)
Bought with Brian Mokricky• Coldwell Banker Realty
Est. $2,753 per month, based on comparable rentals
Sale and tax history for 14844 Toll Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDFR2077350
May 29, 2026
Sold
$445,000
$297/sq ft
May 15, 2026
Pending
—
Apr 3, 2026
Contingent
—
Mar 14, 2026
Price Changed
$439,500
$293/sq ft
Feb 27, 2026
Listed
$449,500
$300/sq ft
BRIGHT MLS #MDFR2014024
Sep 23, 2022
Sold
$385,000
$257/sq ft
Mar 3, 2022
Pending
—
Feb 26, 2022
Listed
$360,000
$240/sq ft
+21
Remodeled country home on 3 acres with wraparound porch/deck and detached single car garage. Gourmet kitchen with upgraded stainless steel appliances, custom maple cabinets, granite countertops, eat-in island, Brazilian hardwood floors on main level. Spacious living room with vaulted ceilings and French doors leading to trek deck overlooking private backyard with creek views. Second level includes 2 bedrooms, full bath, and laundry room. Large primary bedroom with vaulted ceilings, walk in 5x9 closet, and en-suite custom bathroom featuring marble floors, double vanity, separate custom marble shower, and large soaking tub. Over 1700 sf of living space. AS-IS condition!
BRIGHT MLS #1006387944
Jun 16, 2009
Listing Removed
—
Jun 26, 2008
Listed
$297,000
$198/sq ft
MRIS #FR6800715
May 1, 2009
Delisted
—
Feb 27, 2009
Price Changed
*
Jan 4, 2009
Relisted
—
Jan 1, 2009
Delisted
—
Oct 27, 2008
Price Changed
*
Sep 30, 2008
Relisted
—
Sep 25, 2008
Delisted
—
Aug 22, 2008
Price Changed
*
Jul 3, 2008
Price Changed
*
Jun 26, 2008
Listed
*
Public Records
Mar 7, 2008
Sold
$100,000
$67/sq ft
Public Records
Jul 13, 1989
Sold
$76,200
$51/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$4,172 (+17.2%)
2024
$3,558 (+25.7%)
$164,000 + $168,300
$332,300
2023
$2,830 (+26.2%)
2022
$2,242 (+1.3%)
2021
$2,214 (+3.1%)
$114,000 + $66,300
$180,300
2020
$2,148 (+2.2%)
2019
$2,101 (−0.8%)
2018
$2,119 (+0.8%)
$104,000 + $64,200
$168,200
2017
$2,101 (−0.8%)
$104,000 + $64,200
$168,200
2015
$2,119 (−4.9%)
$104,000 + $64,200
$168,200
2014
$2,227
$125,000 + $51,800
$176,800
2013
$2,227 (+1.4%)
2012
$2,197 (−28.2%)
2011
$3,062
2010
$3,062 (+42.4%)
2009
$2,150
Public record
Public record
Zoning
Beds
—
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
3 Acres
Year renovated
—
Sq. Ft.
1,152
Year built
1900
Style
Single Family Residential
County
Frederick County
APN
19 385345
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 17, 2026.
A
Agricultural District
The purpose of the Agricultural District (A) is to preserve productive agricultural land and the character and quality of the rural environment and to prevent urbanization where roads and other public facilities are scaled to meet only rural needs.