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As of early 2026, 91% of users say parking is easy

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NEW

OPEN SAT, 11-1PM

COMING SOON 6/26

3D VIEW

7.09 ACRES

4180 John Benjamin Dr
New Windsor, MD 21776

5 Beds
5.5 Baths
7,120 sqft (on 7.09 acres)

$1,300,000

Est. Mortgage $7,530/mo*

Get Pre-Qualified

$1,300,000

Est. Mortgage $7,530/mo*

Get Pre-Qualified

5 Beds

5.5 Baths

7,120 sqft

(on 7.09 acres)

Local Information

Map ViewExplore the area around 4180 John Benjamin Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Welcome to 4180 John Benjamin Drive, a custom-built natural light-filled estate with dual geothermal HVAC systems, an elevator for all 3 levels and fabulous In-Law/ADU space nestled on 7.09 picturesque acres in Caroline’s Crossing. With entertaining and family fun in mind, this exceptional property features lots of open yard, multiple acres of woods and a lovely (33’ x 16’ ) heated in-ground pool surrounded by a concrete pool deck and natural stone coping. Pool is approximately 3' to 6' deep, includes a safety barrier cover, new pump (2024/2025) and robotic cleaner. A charming front porch and pretty stone and vinyl exterior create exceptional curb appeal, complemented by 8' tall garage doors and beautifully landscaped grounds. Leaded glass front door framed by 2 sidelights and a transom window lead to the entrance Foyer featuring shadow box molding and a classic hardwood cascading staircase. 9' ceilings (excl. BR and BA's over garage) and hardwood flooring throughout the Main Level enhance the home’s spacious feel, while wide windowsills and beautiful millwork details add timeless elegance. Just off the Foyer, you'll find a charming Library offering built-in shelving and cabinets as well as an expansive Living Room and Dining Room. At the heart of the home is a gourmet chef-inspired Kitchen with expansive granite countertops, tumbled-stone tile backsplash, 2 islands (including a dine-at island with seating for 8), 3 sinks, abundant 42-inch cabinetry with custom storage features, stainless steel appliances, propane cooktop framed by a custom wood range hood, wall oven, warming drawer, built-in microwave, dishwasher, French door refrigerator and a walk-in Pantry closet. Just beyond the Kitchen, enjoy the Breakfast/Sun Room with 6 windows and transoms and a slider leading to the composite deck with a SunSetter awning (2023/2024). Adjoining Butler’s Pantry with cabinets, mini fridge, prep sink and room for a coffee station. The Family Room offers a stunning coffered ceiling, recessed lighting, a propane gas fireplace, and access to the composite screened porch (25'3" x 13'7") with new screening (2026) and cathedral ceiling. Upstairs, hardwood flooring extends through the landing and hallway featuring a large linen closet (7'x3'). The Primary Suite features a tray ceiling, Sitting Room (also could be a great nursery), oversized walk-in closet (13'6"x11'5"), and spa bath with BainUltra hydro thermo massage air jet tub, double bowl vanity, and custom tile shower with multiple shower heads. Bedrooms 2 and 3 each include a private bath and large walk-in closets. Potential Bedroom 4 is currently configured as a home office with awesome built-in work-from-home space, a sink, mini refrigerator, and cabinetry. Convenient 2nd floor Laundry Room includes LG front-load washer and dryer, utility sink, and cabinetry. The fully finished walkout Lower Level is ideal for multi-generational living, featuring full size above grade windows and a walkout slider with integral blinds, 2nd full Kitchen with quartz countertops and stainless appliances, spacious Great Room, a private Primary Suite with an ensuite full bath including a separate shower with ceramic tile surround and soaking tub, 2 additional bedrooms, new carpet (2026), a full bath, and a separate Laundry Room with a laundry sink . Utility Room (17'x13') offers a pair Water Furnace Envision Geo Thermal heating/cooling system (2012), Bradford White water heater (2022). Additional highlights include 36" wide interior doors, lever door handles, a 3-car garage, Tesla EV charger, dual 200-amp electrical panels equipped with generator plugs and mechanical interlock kits to support backup power options, 325 gal propane tank and abundant storage. Exterior accents-NEW roof, roof gables, tin roofing and shake siding (2021). Opportunities like this are rare - 7+ acres, luxury amenities, elevator access, and a resort-style backyard create a truly unforgettable place to call home!

Open House

Saturday, June 27

11:00 AM to 1:00 PM

Sunday, June 28

11:00 AM to 1:00 PM

Home Highlights

Parking

3 Car Garage

Outdoor

Porch, Patio, Deck, Pool

A/C

Heating & Cooling

HOA

None

Price/Sqft

$183

Listed

2 days ago

Home Details for 4180 John Benjamin Dr

Interior Features
Interior Details Basement: Full,Finished,Heated,Improved,Interior Entry,Exterior Entry,Rear Entrance,Shelving,Sump Pump,Walk-Out Access,WindowsNumber of Rooms: 26Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Primary Bathroom, Bonus Room, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Laundry, Library, Living Room, Mud Room, Office, Screened Porch, Sitting Room, Sun Florida Room
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 7120 Square Feet
Appliances & Utilities Utilities: Cable Connected, Natural Gas Available, CableAppliances: Microwave, Cooktop, Dishwasher, Disposal, Exhaust Fan, Ice Maker, Oven, Range Hood, Refrigerator, Stainless Steel Appliance(s), Water Heater, Self Cleaning Oven, Oven/Range - Electric, Washer, Dryer, Electric Water HeaterDishwasherDisposalDryerLaundry: Upper Level,In Basement,Laundry Room,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Heat Pump,GeothermalHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,GeothermalHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa Number of Fireplaces: 1Fireplace: Mantel(s), Gas/PropaneSpa: BathHas a FireplaceHas a Spa
Gas & Electric Electric: 200+ Amp Service, Generator
Windows, Doors, Floors & Walls Window: Transom, Screens, Double Pane Windows, Energy Efficient, Insulated Windows, Bay/Bow, Double Hung, Vinyl Clad, Window Treatments, Stain/Lead GlassDoor: Sliding Glass, Double Entry, French Doors, Insulated, Six PanelFlooring: Hardwood, Carpet, Ceramic Tile, Wood
Levels, Entrance, & Accessibility Stories: 3Levels: ThreeAccessibility: Accessible Elevator Installed, Accessible Hallway(s), Accessible Doors, Doors - Lever Handle(s), Doors - Swing InElevatorFloors: Hardwood, Carpet, Ceramic Tile, Wood
View Has a ViewView: Garden, Trees/Woods
Security Security: Security System, Smoke Detector(s), Fire Sprinkler System

Exterior Features
Exterior Home Features Roof: Architectural ShinglePatio / Porch: Deck, Patio, Enclosed, Roof, Screened, Screened PorchOther Structures: Above Grade, Below GradeExterior: Lighting, Awning(s), Flood Lights, SidewalksFoundation: Active Radon MitigationHas a Private Pool
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 10No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 13Parking: Garage Faces Side,Garage Door Opener,Inside Entrance,Asphalt,Driveway,Circular Driveway,Attached
Pool Pool: In Ground, Heated, Concrete, PrivatePool
Frontage Responsible for Road Maintenance: Private Maintained Road, Road Maintenance AgreementRoad Surface Type: Black TopNot on Waterfront
Water & Sewer Sewer: Septic Exists
Finished Area Finished Area (above surface): 4909 Square FeetFinished Area (below surface): 2211 Square Feet

Days on Market
Days on Market: 2

Property Information
Year Built Year Built: 2012
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building Construction Materials: Vinyl Siding, StoneNot a New Construction
Property Information Condition: ExcellentNot Included in Sale: Garage RefrigeratorIncluded in Sale: All Appliances, Ceiling Fans, Window Treatments And (8) Kitchen Stools. Electric Car Charger, (2) Generator Outlets, Pet Invisible FenceParcel Number: 0709034498

Price & Status
Price List Price: $1,300,000Price Per Sqft: $183
Status Change & Dates Possession Timing: 0-30 Days CD, Negotiable

Active Status
MLS Status: COMING SOON

Media
See Virtual Tour

Location
Direction & Address City: NEW WINDSORCommunity: Carolines Crossing
School Information Elementary School: WinfieldElementary School District: Carroll County Public SchoolsJr High / Middle School: Mt AiryJr High / Middle School District: Carroll County Public SchoolsHigh School: South CarrollHigh School District: Carroll County Public Schools

Agent Information
Listing Agent Listing ID: MDCR2035864

Building
Building Area Building Area: 7341 Square Feet

Community
Not Senior Community

HOA
No HOA

Lot Information
Lot Area: 7.09 Acres

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, VA Loan

Business
Business Information Ownership: Fee Simple

Miscellaneous
BasementMls Number: MDCR2035864Above Grade Unfinished Area: 4909

Additional Information
Source Internet Entire Listing Display: Y

Last check for updates: about 5 hours ago

Listing courtesy of Shari Hodges, (410) 456-1311

Cummings & Co. Realtors, (410) 823-0033

Source: Bright MLS, MLS#MDCR2035864

Also Listed on Bright MLS.

Market trends in Mount Airy

Last updated May 2026

Avg. sale price

$641K

$81.67KMoM

Sale-to-List Price

100.0%

Price per sq ft

$253

$10MoM

Available listings

11MoM

Price History for 4180 John Benjamin Dr

Date	Price	Event	Source
07/21/2020	$940,000	Sold	N/A
Recording Date 07/21/2020 Contract Date 07/14/2020 County Transfer Tax N/A Total Transfer Tax $47
05/23/2020	$995,000	Pending	Agent Provided

03/11/2020	$995,000	Listed For Sale	Agent Provided

06/27/2011	$205,000	Sold	N/A
Recording Date 06/27/2011 Contract Date 06/01/2011 County Transfer Tax N/A Total Transfer Tax N/A
01/22/2010	$210,000	Sold	N/A
Recording Date 01/22/2010 Contract Date 01/20/2010 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$10,996
Assessment	$1,016,733

Home facts updated by county records

Comparable Sales for 4180 John Benjamin Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
4024 Roop Rd, New Windsor, MD	0.35	Single-Family Home	$629,000	08/15/25	4	3.5	3,320
4215 Buffalo Rd, Mount Airy, MD	0.32	Single-Family Home	$400,000	06/22/26	5	3	2,957
15539 Liberty Rd, Mount Airy, MD	0.50	Single-Family Home	$655,000	04/10/26	4	2.5	2,592
15535 Liberty Rd, Mount Airy, MD	0.51	Single-Family Home	$680,000	10/29/25	3	2	2,887
3895 Buffalo Rd, New Windsor, MD	0.68	Single-Family Home	$635,000	06/05/26	4	2.5	2,568
2990 Honeywood Dr, Mount Airy, MD	1.00	Single-Family Home	$710,000	12/02/25	4	2.5	3,178
3720 Buffalo Rd, New Windsor, MD	0.91	Single-Family Home	$715,000	12/01/25	4	3.5	3,540
3870 Roop Rd, New Windsor, MD	0.82	Single-Family Home	$500,000	01/02/26	3	2	1,851
4047 Ridge Rd, Westminster, MD	1.61	Single-Family Home	$600,000	02/27/26	8	4	3,364
2210 Skylark Dr, Westminster, MD	1.90	Single-Family Home	$965,000	12/11/25	5	3.5	4,326

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $1,073,300
5 bd
4.5 ba
4,699 sqft
4177 John Benjamin Dr,
New Windsor, MD 21776
Charis Realty Group
OFF MARKET
4 bd
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FOR SALE
1.74 ACRES
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4 bd
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Berkshire Hathaway HomeServices Homesale Realty
SOLD
JUN 22, 2026
$400,000
5 bd
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4215 Buffalo Rd,
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Berkshire Hathaway HomeServices Homesale Realty
OFF MARKET
Est. $636,300
4 bd
3.5 ba
3,320 sqft
4024 Roop Rd,
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EXP Realty, LLC
OFF MARKET
Est. $1,245,500
5 bd
5.5 ba
7,244 sqft
3065 Windsor Place Dr,
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EXP Realty, LLC
OFF MARKET
Est. $447,900
4 bd
2 ba
2,304 sqft
4241 Buffalo Rd,
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RE/MAX Realty Plus
OFF MARKET
Est. $542,600
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Northrop Realty

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 4180 John Benjamin Dr.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Mount Airy

At least 85 Trulia users voted on each feature.

91 % Say parking is easy
91 % Say yards are well-kept
90 % Say car is needed
86 % Say it's dog friendly
85 % Say people would walk alone at night
81 % Say there's holiday spirit
74 % Say kids play outside
73 % Say it's quiet
67 % Say neighbors are friendly
65 % Say there's wildlife
55 % Say streets are well-lit
52 % Say they plan to stay for at least 5 years
49 % Say there are sidewalks
36 % Say there are community events
34 % Say it's walkable to grocery stores
26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Calidara56
Resident
11mo ago
"Nice people, beautiful natural areas, history, and convenience of shopping and close to many larger towns and cities. Love it here!"
1
Flag
Trulia User
Resident
3y ago
"Good school system. Downtown is cute. Good local restaurants. Neighborhood is quite but everyone is super nice"
0
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Shaun W.
Resident
6y ago
"The peace and quiet with wonderful nice warming people all around. I’m from San Diego, California and brings me back to a western feel of hospitality! "
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Anne C. -. B.
Resident
6y ago
"Great community environment, good schools, lots of kiDs clubs & sports, restaurants close by, pet friendly."
3
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Anne C. -. B.
Resident
6y ago
"Plenty of sidewalks for walking your dog, Watkins park is nearby with a mile long sidewalk to walk your dog."
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Dorrie H.
Resident
6y ago
"Very dog friendly neighborhood. Many people own dogs here & most of the dogs are friendly. I walk my dog 4x a day and always clean up after her as do most of my neighbors. There’s also a dog park very close by with two sections for the dogs to run and play. "
1
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Baclauser
Resident
6y ago
"Local golf course has family dinner night every Friday Great place for daily neighborhood walks quiet neighborhood with a wonderful setting and country road maintenance "
1
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Baclauser
Resident
6y ago
"My neighborhood is quite, safe and welcoming to all owners, guests and neighborhoods. We have a lovely golf course, the Links of Challedon, which we surround where all walkers, joggers and bikers are welcomed "
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Sparks
Resident
6y ago
"Mt. Airy is a nice town, it is growing too quickly but that’s a normal thing in Maryland. I have been in this area 30 years, coming to this area for 45 years. "
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lrivizzig
Resident
7y ago
"I've lived in Mt. Airy over 15 years. It's a small town feel, but yet close to major cities and larger shopping areas. Great place to live!"
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Susan-cf
Resident
7y ago
"It a nice place to live it is a little far for commuting into Washington, not quite as far for Baltimore."
1
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Alison M. E.
Resident
7y ago
"no sidewalks to walk dog. Neighbors stay to themselves. It is close to shopping and doctors. There is a a medical facility nearby, you can walk to it."
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Alison M. E.
Resident
7y ago
"Restaurant, Medical Complex & businesses nearby. A lawyer, chiropracter, hair salon and gas station are within walking distance. You can even walk to Walmart and many other businesses"
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Laura S.
Resident
7y ago
"Dogs are welcome in our neighborhood. all shapes and sizes. Our neighbors are really courteous, they all pick up after their dogs. I love our neighborhood abd we have 2 little dogs ourselves. "
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Anne B.
Resident
7y ago
"We have lived in this area for 12 years and love it. The location to DC & Baltimore, the public school, kids sports programs, etc. Plenty of parks, dog friendly, neighbors look out for each other including a neighborhood watch Facebook page. Close to route 70 & 270 for easy commuting."
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Jane E. C.
Resident
7y ago
"Mount Airy is a beautiful place to live. Lots of community engagement. Restaurants are fantastic lots of services!"
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Jane E. C.
Resident
7y ago
"Horses and sheep are in each house. We have chickens. Old fashioned values are the rule. People look out for each other!"
1
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Sindrirune
Resident
7y ago
"Close to shopping tree lined dead end street with safe areas for kids to ride bikes also borders a farm on both sides ..... off of a two lane road that leads to the interstate yet quiet country feel"
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Prenupt
Resident
7y ago
"Great school system for elementary and middle school. Lots of great family activities and shopping. Nice restaurants and good health care providers in the area."
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Sindrirune
Resident
7y ago
"Dog owners would love this neighborhood It consist of two dead end streets but lined with trees as is most of the yards:.... each house is custom built so it’s not a cookie cutter area and the yards are large enough to fence for dogs safety, though most neighbors still walk their dogs..... we also have a park with dog park 5 mins away"
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Sindrirune
Resident
7y ago
"Best of both worlds ..... stores 10mins Drive..... art restaurants and entertainment within 20-60mins..... country drives yet near inner states for easy access to work.... great schools perfect family environment or retirement "
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Bradburdette
Resident
7y ago
"The carnivals are always a good time and so are the other events that are held at the carnival grounds. Also, it's always a good time to meet up with friends and family and go to the local bars and restaurants. A lot of people know each other and there's always familiar and friendly faces."
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Karen p.
Resident
7y ago
"No sidewalks. I don’t have a dog but I would imagine that it would be easier to walk the dog somewhere where there is sidewalks."
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Karen p.
Resident
7y ago
"Easy access to downtown. Love the shops and restaurants on Main Street. A short 5 minute drive to route 70."
0
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Shari Hodges, Cummings & Co. Realtors, (410) 823-0033

Agent Phone: (410) 456-1311

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

4180 John Benjamin Dr, New Windsor, MD 21776 is a 5 bedroom, 6 bathroom, 7,120 sqft single-family home built in 2012. This property is currently available for sale and was listed by Bright MLS on Jun 23, 2026. The MLS # for this home is MLS# MDCR2035864.

4180 John Benjamin Dr New Windsor, MD 21776

$1,300,000

$1,300,000

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4180 John Benjamin Dr
New Windsor, MD 21776