308 N MAIN STREET, Greensboro, MD 21639

$485,000 Asking Price

4 beds
3 baths
2,260  sqft
Built in 1832

Welcome to your very own historic waterfront retreat! The picturesque 'Leonard House', is a meticulously restored 18th-century gem nestled on a sprawling 1.3-acre lot along the Choptank River in the town of Greensboro. This enchanting residence boasts over 1700 square feet of living space, including three bedrooms and two baths. Steeped in history and charm, this remarkable property offers a rare opportunity to own a piece of Maryland's past while enjoying modern comforts and conveniences. As you step inside, you're greeted by original wide plank floors, the warmth of five inviting fireplaces, a formal dining area, a den, and sitting room, all whispering tales of bygone eras. The addition includes the primary suite on the second floor, laundry room, 2 full baths and a thoughtfully designed modern country kitchen with granite countertop and stainless steel appliances. As an added bonus there is a large butlers pantry complete with butlers bar allowing for plenty of room for storage. New Anderson windows and doors, refurbished hard wood floors, newer roof, and updated bathrooms, further enhance the home's appeal. The deck and gravel patio off the back invite you to savor a private oasis of mature landscaping native to Maryland. A spacious attached two-car garage provides ample parking and storage. For guests or potential rental income, a charming 500+ square foot, 19th-century guest cottage awaits. Complete with an updated kitchenette, river view deck, loft bedroom, full bath, wood burning stove, and original beams. This cozy retreat has been rented in the past, offering flexibility and versatility. Outdoors, indulge in nature and waterfront living along the Choptank River. Perfect for kayaking, canoeing, catching cat fish and making riverfront memories. The boat house with electric, 4-bay pole barn equipped with concrete floor, water, and electric, chicken coop and established gardens fed by underwater springs, are ideal for hobbyists or outdoor enthusiasts. This property provides endless opportunities to explore and connect with the natural beauty of the Choptank River. An additional parcel of land is included, currently serving as an established garden for native plants and vegetables. With potential for subdivision, buyers are encouraged to explore the possibilities with the appropriate authorities. There are endless possibilities awaiting you at the Leonard House - whether you're seeking a historic retreat, a waterfront haven, or a nature lover's paradise, this unique property offers it all and more. Don't miss your chance to make this extraordinary residence your own.


Features & Amenities

Interior

General:
2nd Kitchen,Attic,Breakfast Area,Ceiling Fan(s),Crown Moldings,Dining Area,Floor Plan - Traditional,Formal/Separate Dining Room,Kitchen - Country,Pantry,Primary Bath(s),Stove - Wood,Wood Floors
Rooms:
Living Room,Dining Room,Primary Bedroom,Sitting Room,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Den,Laundry,Bathroom 1,Bathroom 2,Primary Bathroom
Appliances:
Dishwasher,Dryer - Electric,Exhaust Fan,Icemaker,Oven/Range - Gas,Refrigerator,Stainless Steel Appliances,Washer,Water Heater
Laundry:
Main Floor
Flooring:
Engineered Wood,Hardwood,Laminate Plank
A/C:
Ceiling Fan(s),Central A/C,Window Unit(s)
Heating:
Y, Heat Pump(s),Baseboard - Electric, Central,Electric
Fireplace:
Brick,Double Sided,Gas/Propane,Mantel(s),Wood, Fireplace, Fireplaces: 5
Disability Feature:
2+ Access Exits

Exterior

General:
Boat Storage,Outbuilding(s),Satellite Dish, Above Grade,Below Grade
Style:
Farmhouse/National Folk,Cottage
Parking:
Gravel Driveway

Construction

Roofing:
Architectural Shingle,Metal
Windows:
Casement,Screens,Storm,Wood Frame,Vinyl Clad,Energy Efficient
General:
Frame, 2, Crawl Space,Slab

Location

Originating MLS:
BRIGHT_MAIN
School District:
CAROLINE COUNTY PUBLIC SCHOOLS
County:
CAROLINE

Lot

Zoning:
R-1, 009595
View:
River
Fencing:
Privacy,Split Rail,Picket
Waterfront:
45
Current Use:
E

Utilities

Water:
Public
Sewer:
Public Sewer

Financial

Source:
BRIGHT_MAIN

This listing courtesy of:
Cross Street Realtors LLC, Joelle Dolch

About Greensboro, MD

Housing

Number of Units
1,880
Median Home Value
$195,659
Median Rent
$765

28.14% of housing units are renter occupied.

8.07% are vacant.

Commute

Car
82.48%
Public Transportation
2.38%
Walk to Work
5.13%
Work from Home
8.04%
Other
1.96%

The median travel time to work is 32 minutes.

People

Population
4,573
Median Age
36.30
Median Household Size
2.97

Education

High School
41.66%
Associate’s Degree
8.78%
Bachelor’s Degree
11.80%
Graduate Degree
6.17%

Disclaimer: Community and Demographic information uses data from the U.S. Census Bureau but is not endorsed or certified by the Census Bureau.

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