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.
Sold for $445,000
Street View
Zestimate®
$445,000
14844 Toll Rd, New Windsor, MD 21776
3beds
1,500sqft
Single Family Residence
Built in 1900
3.78 Acres Lot
$445,000 Zestimate®
$297/sqft
$2,415 Estimated rent
Home value
$445,000
$418,000 - $472,000
$2,415/mo
Zestimate® history
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List your homeWhat's special
Walk-in closetDouble vanitySeparate showerCustom maple cabinetryVaulted ceilingsRich brazilian hardwood flooringStainless steel appliances
Zillow last checked:
Listing updated:
Listed by:
Carolyn Young 703-261-9190,
Samson Properties,
Listing Team: The Carolyn Young Team, Co-Listing Agent: Lisa M. Ponton 304-279-3617,
Samson Properties
Bought with:
Brian Mokricky, 5002076
Coldwell Banker Realty
Source: Bright MLS,MLS#: MDFR2077350
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Basement, Laundry
Primary bedroom
- Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Double Sink, Flooring - Carpet, Flooring - Marble, Soaking Tub, Walk-In Closet(s)
- Level: Upper
- Area: 270 Square Feet
- Dimensions: 18 X 15
Bedroom 2
- Features: Ceiling Fan(s), Flooring - Carpet
- Level: Upper
- Area: 135 Square Feet
- Dimensions: 15 X 9
Bedroom 3
- Features: Ceiling Fan(s), Flooring - Carpet
- Level: Upper
- Area: 90 Square Feet
- Dimensions: 9 X 10
Basement
- Features: Flooring - Concrete
- Level: Lower
Dining room
- Features: Flooring - HardWood
- Level: Main
- Area: 110 Square Feet
- Dimensions: 11 X 10
Family room
- Features: Ceiling Fan(s), Flooring - HardWood
- Level: Main
- Area: 216 Square Feet
- Dimensions: 18 X 12
Kitchen
- Features: Flooring - HardWood
- Level: Main
- Area: 154 Square Feet
- Dimensions: 14 X 11
Laundry
- Level: Lower
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Washer, Dryer, Dishwasher, Microwave, Refrigerator, Ice Maker, Oven/Range - Electric, Water Conditioner - Owned, Water Treat System, Electric Water Heater
- Laundry: Has Laundry, Washer In Unit, Dryer In Unit, Laundry Room
Features
- Ceiling Fan(s), Bathroom - Walk-In Shower, Upgraded Countertops, Primary Bath(s), Bathroom - Stall Shower, Soaking Tub, Bathroom - Tub Shower, Breakfast Area, Combination Kitchen/Dining, Crown Molding, Open Floorplan, Dry Wall
- Flooring: Carpet, Wood
- Doors: Insulated, Sliding Glass
- Windows: Double Pane Windows, Insulated Windows
- Basement: Connecting Stairway,Partial,Concrete,Rear Entrance
- Has fireplace: No
Interior area
- Total structure area: 1,950
- Total interior livable area: 1,500 sqft
- Finished area above ground: 1,500
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Garage Faces Front, Detached
- Garage spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Wrap Around, Porch
- Exterior features: Lighting
- Pool features: None
Lot
- Size: 3.78 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1119385345
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Permanent
- Roof: Shingle
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Septic Exists
- Water: Private, Well
Community & HOA
Community
- Security: Smoke Detector(s)
- Subdivision: Windsor Knolls
HOA
- Has HOA: No
Location
- Region: New Windsor
Financial & listing details
- Price per square foot: $297/sqft
- Tax assessed value: $342,300
- Annual tax amount: $4,027
- Date on market: 2/27/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 5/29/2026 | Sold | $445,000+1.3%$297/sqft |
Source:  Bright MLS #MDFR2077350 Report a problem | ||
| 5/15/2026 | Pending sale | $439,500$293/sqft |
Source: Bright MLS #MDFR2077350 Report a problem | ||
| 4/3/2026 | Contingent | $439,500$293/sqft |
Source: Bright MLS #MDFR2077350 Report a problem | ||
| 3/14/2026 | Price change | $439,500-2.2%$293/sqft |
Source: Bright MLS #MDFR2077350 Report a problem | ||
| 2/27/2026 | Listed for sale | $449,500+16.8%$300/sqft |
Source: Bright MLS #MDFR2077350 Report a problem | ||
| 9/23/2022 | Sold | $385,000+6.9%$257/sqft |
Source: Bright MLS #MDFR2014024 Report a problem | ||
| 3/3/2022 | Pending sale | $360,000$240/sqft |
Source: Bright MLS #MDFR2014024 Report a problem | ||
| 2/26/2022 | Listed for sale | $360,000+21.2%$240/sqft |
Source: Bright MLS #MDFR2014024 Report a problem | ||
| 5/2/2009 | Listing removed | $297,000$198/sqft |
Source: Homes & Land #FR6800715 Report a problem | ||
| 3/1/2009 | Price change | $297,000-4.2%$198/sqft |
Source: Homes & Land #FR6800715 Report a problem | ||
| 11/1/2008 | Price change | $309,900-3.1%$207/sqft |
Source: Homes & Land #FR6800715 Report a problem | ||
| 8/30/2008 | Price change | $319,900-4.5%$213/sqft |
Source: Homes & Land #FR6800715 Report a problem | ||
| 7/17/2008 | Listed for sale | $334,900+234.9%$223/sqft |
Source: Homes & Land #FR6800715 Report a problem | ||
| 3/7/2008 | Sold | $100,000$67/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,209 +22.3% | $332,300 +18% |
| 2024 | $3,442 +27.1% | $281,633 +21.9% |
| 2023 | $2,707 +28.1% | $230,967 +28.1% |
| 2022 | $2,113 +2.3% | $180,300 +2.3% |
| 2021 | $2,066 +2.3% | $176,267 |
| 2020 | $2,019 +2.4% | -- |
| 2019 | $1,971 | $168,200 |
| 2018 | $1,971 | $168,200 |
| 2017 | $1,971 -9.5% | $168,200 |
| 2016 | $2,178 | $168,200 |
| 2015 | $2,178 | $168,200 |
| 2014 | $2,178 | $168,200 -4.9% |
| 2013 | -- | $176,800 |
| 2012 | -- | $176,800 |
| 2011 | -- | $176,800 -29.4% |
| 2010 | -- | $250,320 +9.9% |
| 2009 | -- | $227,752 +11% |
| 2008 | -- | $205,186 +12.4% |
| 2007 | -- | $182,620 +20.1% |
| 2006 | -- | $152,046 +25.2% |
| 2005 | -- | $121,473 +33.6% |
| 2004 | -- | $90,900 +3.1% |
| 2003 | -- | $88,202 +3.2% |
| 2002 | -- | $85,506 +3.3% |
| 2001 | -- | $82,810 |
Find assessor info on the county website
Neighborhood: 21776
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Nearby schools
GreatSchools rating
- 5/10Liberty Elementary SchoolGrades: PK-5Distance: 5.9 mi
- 8/10New Market Middle SchoolGrades: 6-8Distance: 10.6 mi
- 7/10Linganore High SchoolGrades: 9-12Distance: 7.1 mi
Schools provided by the listing agent
- Elementary: Liberty
- Middle: New Market
- High: Linganore
- District: Frederick County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$445,000
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Estimated market value
$445,000
- Maryland
- Frederick County
- New Windsor
- 21776
- 14844 Toll Rd
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