14844 Toll Rd

New Windsor, MD 21776

$439,500
Price
3
Beds
1,500 Sq. Ft.
$293 / Sq. Ft.
1,500
Sq. Ft.
$293
per Sq. Ft.
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a front view of a house with a garden
a front view of a house with a yard
a view of a house with a yard
a living room with furniture and a large window
a living room with furniture a large window and a flat screen tv
a living room with furniture and a large window
a living room with wooden floor and furniture
a kitchen with stainless steel appliances kitchen island granite countertop a table chairs and a refrigerator
a room with lots of white furniture and a chandelier
a dining room with furniture a chandelier and wooden floor
a dining room with furniture and wooden floor
a kitchen with stainless steel appliances granite countertop a refrigerator a sink a stove and a wooden floors
a kitchen with kitchen island granite countertop a sink a counter top space appliances and cabinets
a kitchen with kitchen island granite countertop wooden floor and a refrigerator
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a bathroom with a sink and a mirror
a living room with a bed and a window
a bedroom with a bed and a chandelier
a bathroom with a granite countertop sink vanity mirror and toilet
a utility room with closet dryer and washer
a bedroom with a bed and a couch
a room with a baby bed mirror and a lamp
a view of a storage and utility room in a house
a spacious bedroom with a bed a chandelier and a bookshelf with wooden floor
a spacious bedroom with a bed a window and a chandelier
a bedroom with a bed and a chandelier
a bedroom with a bed and a chandelier
a bathroom with a granite countertop sink a toilet a mirror and shower
a en suite bathroom with a granite countertop sink and a mirror
a view of a porch with a door and a porch

Description

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...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.
  1. Listed by Carolyn Young • Samson Properties
    P: (703)-261-9190 carolyn@carolynyoungteam.com
  2. Listed by Lisa M. Ponton • Samson Properties
    P: (304)-279-3617 lisaponton@carolynyoungteam.com

Property Details for 14844 Toll Road

Tax ID Number
1119385345
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial
Levels/Stories
2
Furnished
No
LISTING UPDATED: 03/14/2026 05:22 AM

Property Details for 14844 Toll Road

StatusActive
MLS #MDFR2077350
Days on Market27
Taxes$4,027 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1900
Lot Size3.78 AC / 164,656 SF
CountyFrederick County, MD
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Location

Listing Courtesy of Samson Properties
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Building Information for 14844 Toll Road

Stories2Year Built1900Building Size-Lot Size3.78 AC / 164,656 SF

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$2,469 per month

30 year fixed, 6.11% Interest

Principal and Interest

$2,133

Property Taxes

$336

HOA Dues

$0

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Property Information for 14844 Toll Road

Location
Location
  • In City Limits: No
  • School District Name: FREDERICK COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139693024
  • SchoolDistrictSource: 3rd Party
  • Elementary School: LIBERTY (FREDERICK MD)
  • ElementarySchoolSource: 3rd Party
  • Middle Or Junior School: NEW MARKET (FREDERICK MD)
  • MiddleSchoolSource: 3rd Party
  • High School: LINGANORE (FREDERICK MD)
  • HighSchoolSource: 3rd Party
  • County: FREDERICK
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $342,300
  • Year Assessed: 2026
  • County Tax: $4,027
  • Improvement Assessed Value: $198,300
  • Land Assessed Value: $164,000
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Upper Level 2
  • # Bedrooms Count Upper Level: 1
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Room List: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Basement, Laundry
  • Stories: Main, Upper 1, Upper 2
Rooms Information
Room 1
  • Room Type: Dining Room
  • Room Length: 10.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 2
  • Room Type: Kitchen
  • Room Length: 11.0
  • Room Width: 14.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 3
  • Room Type: Family Room
  • Room Length: 12.0
  • Room Width: 18.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Flooring - HardWood
Room 4
  • Room Type: Bedroom 3
  • Room Length: 10.0
  • Room Width: 9.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Flooring - Carpet
Room 5
  • Room Type: Bedroom 2
  • Room Length: 9.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Flooring - Carpet
Room 6
  • Room Type: Primary Bedroom
  • Room Length: 15.0
  • Room Width: 18.0
  • Room Level: Upper 2
  • Room Exists: Yes
  • Room Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Double Sink, Flooring - Carpet, Flooring - Marble, Bathroom - Soaking Tub, Walk-In Closet(s)
Room 7
  • Room Type: Basement
  • Room Level: Lower 1
  • Room Exists: Yes
  • Room Features: Flooring - Concrete
Room 8
  • Room Type: Laundry
  • Room Level: Lower 1
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 1,500.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 1,152.00
  • Total SQFT: 1,950.00
  • Total SQFT Source: Estimated
  • Construction Materials: Frame
  • Roof: Shingle
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8045/7602/3310/804576023310_512_384_WM_4TuNVBtR4bEWRG7h.jpg
  • Wall and Ceiling Types: Dry Wall
  • Basement Type: Connecting Stairway, Daylight, Partial, Poured Concrete, Rear Entrance
  • Foundation Details: Permanent
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1, Bedrooms-Upper Level 2-1, Bathrooms Full-Upper Level 2-1
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Parcel ID: 11537356
  • Additional Parcels: No
Parking
Parking
  • Type Of Parking: Detached Garage
  • Num of Detached Garage Spaces: 1
  • Total Garage Spaces: 1
  • Garage Features: Garage - Front Entry
Interior Features
Interior Features
  • Interior Features: Ceiling Fan(s), Water Treat System, Bathroom - Walk-In Shower, Carpet, Wood Floors, Upgraded Countertops, Primary Bath(s), Bathroom - Stall Shower, Bathroom - Soaking Tub, Bathroom - Tub Shower, Breakfast Area, Combination Kitchen/Dining, Crown Moldings, Floor Plan - Open
  • Fireplace: No
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Exterior Lighting
  • Outdoor Living Structures: Deck(s), Wrap Around, Porch(es)
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Private, Well
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Dulles Area Association of REALTORS
  • List Agent URL: www.carolynyounghomes.com

Property History for 14844 Toll Road

DateEvent & SourcePriceAppreciation
Mar 14, 2026

Price Change

BRIGHT #MDFR2077350

$439,500—
Feb 27, 2026

Listed (Active)

BRIGHT #MDFR2077350

$449,500—
Sep 29, 2022

Closed (Public Record)

Public Record #1498979080

$385,000

+9.7% / yr

Sep 23, 2022

Closed

BRIGHT #MDFR2014024

$385,000—
Mar 3, 2022

Pending

BRIGHT #MDFR2014024

—
Feb 26, 2022

Listed (Active)

BRIGHT #MDFR2014024

$360,000—
Jun 16, 2009

Expired

BRIGHT #1006387944

$297,000—
Jun 26, 2008

Listed (Active)

BRIGHT #1006387944

$379,000—
Feb 29, 2008

Closed (Public Record)

Public Record #235465437

$100,000—
DateEvent & SourcePrice
03/14/2026

Price Change

BRIGHT #MDFR2077350

$439,500
02/27/2026

Listed (Active)

BRIGHT #MDFR2077350

$449,500
09/29/2022

Closed (Public Record)

Public Record #1498979080

$385,000

+9.7% / yr

09/23/2022

Closed

BRIGHT #MDFR2014024

$385,000
03/03/2022

Pending

BRIGHT #MDFR2014024

—
02/26/2022

Listed (Active)

BRIGHT #MDFR2014024

$360,000
06/16/2009

Expired

BRIGHT #1006387944

$297,000
06/26/2008

Listed (Active)

BRIGHT #1006387944

$379,000
02/29/2008

Closed (Public Record)

Public Record #235465437

$100,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 14844 Toll Road

Taxable ValueLand$164,000Additions$168,300Total$332,300
Tax Record2025$4,209 ($351 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt1,152 SqFtAbove Grade Finished SqFt1,152 SqFtStories2Lot Size130,680 SqFtStyleSingle Family ResidenceYear Built1900CountyFREDERICKAPN19-385345

Schools near 14844 Toll Road

This home is within Frederick County Public Schools.
Rating
School
Type
Grades
Distance
Liberty Elementary School
Public - PK to 5
New Market Middle School
Public - 6 to 8
Linganore High School
Public - 9 to 12
Blue Heron Elementary
Public - PK to 5
Rating
School
Distance
Liberty Elementary School
PublicPK to 5

New Market Middle School
Public6 to 8

Linganore High School
Public9 to 12

Blue Heron Elementary
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 14844 Toll Road, New Windsor, MD 21776

14844 Toll Road is a single family home for sale in New Windsor, MD 21776. This property was listed for sale on February 27, 2026 by Samson Properties, it's currently listed at $439,500. It has been on the market for a total of 27 days and was last sold on September 29, 2022. This listing's school district is Frederick County Public Schools. Nearby schools include Liberty Elementary School, New Market Middle School and Linganore High School. 14844 Toll Road is a 3-bed, 3-bath, 1,500 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Samson Properties

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 03/14/2026 05:22 AM