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$485,000   Price Analysis
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308 N Main St
Greensboro, MD 21639
4 bed 3 bath 2,260 SqFt ($214/SqFt)
1.3 acre lot. Built 1832
Listed 2024-05-23, Taxes $1,951
USDA Eligible
near Greensboro, MD
 Restrictions may apply
due to home size

Welcome to your own historic waterfront retreat!

* Sale Pending *

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 inv iting 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. Pristine 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 open 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 infinite 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 approprate 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.


Presented by Joelle Dolch Cross Realtor at
Cross Street Realtors LLC.
Listing Agent Photo

Property MLS #MDCM2004256 from BrightMLS

Bedrooms: 4
Primary Bedroom Level: Upper 1
Bedroom 2 Level: Upper 1
Bedroom 3 Level: Upper 1
Bedroom 4 Level: Upper 1

Total Bathrooms: 3
Full Bathrooms: 3
Primary Bathroom Level: Upper 1
Bathroom 1 Level: Main
Bathroom 2 Level: Main

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

Dishwasher
Dryer - Electric
Exhaust Fan
Icemaker
Oven/Range - Gas
Refrigerator
Stainless Steel Appliances
Washer
Water Heater

Cooling Features: Ceiling Fan(s), Central A/C, Window Unit(s)
Heating Features: Heat Pump(s), Baseboard - Electric
Heating: Yes

Dining Room Level: Main
Kitchen Features: Breakfast Bar, Countertop(s) - Granite, Countertop(s) - Solid Surface, Crown Molding, Flooring - HardWood, Kitchen - Propane Cooking, Pantry
Kitchen Level: Main

Den Level: Main
Living Room Level: Main

Waterfront
Water access
Waterfront Feet: 45

Lot Size Acres: 1.3
Lot Size Square Feet: 56628

Garage Spaces: 6
Garage Features: Garage - Side Entry, Additional Storage Area, Garage Door Opener, Inside Access
Parking Features: Gravel Driveway, Attached Garage Spaces: 2, Detached Garage Spaces: 4, Driveway Spaces: 4, Attached Garage, Detached Garage, Off Street
Parking Total: 10

View: River

Association: No
Calculated Total Monthly Association Fees: 0

School District: CAROLINE COUNTY PUBLIC SCHOOLS

Greensboro Elementary School is a public elementary school located approximately 0.5 miles away.
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North Caroline High School is a public high school located approximately 5.1 miles away.
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Lockerman Middle School is a public middle school located approximately 6.1 miles away.
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The Benedictine School is a private elementary, middle and high school located approximately 4.9 miles away.
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Municipality: Greensboro
Annual Tax Amount: 2019.0
Source Listing Status: Pending
County: CAROLINE
Disclaimer: Standard
Ownership: Fee Simple
Source Property Type: Residential
Area: CAROLINE
Source Neighborhood: WOTHERS ACRES
Postal Code Plus 4: 1401
Subdivision: WOTHERS ACRES
Source System Name: C2C

YearAssessments
Building + Land
Total
Tax
2022$unknown + $unknown
$112,000
$1,951
2021$44,200 + $63,200
$107,400
$1,881
2020$44,200 + $63,200
$107,400
$1,903
2019$44,200 + $63,200
$107,400
$1,924
2018$37,100 + $73,200
$110,300
$1,954
2017$37,100 + $73,200
$110,300
$1,954
2016$40,400 + $99,500
$139,900
$2,493
2016$37,100 + $73,200
$110,300
$1,954
2014$40,400 + $99,500
$139,900
$2,437
2013$unknown + $unknown
$139,900
$2,269
2011$unknown + $unknown
$145,600
$2,237
2010$unknown + $unknown
$145,600
$2,150
2009$unknown + $unknown
$188,940
$2,677
2008$unknown + $unknown
$154,372
$2,172

Listed 2024-05-23
$485,000
BrightMLS
Sold 2015-05-19
$240,000
Public Record
Sold 2012-08-07
$224,900
Public Record
Listing removed 2012-07-23
$299,000
MRIS
Price Changed 2012-01-14
$299,000
MRIS
Listed 2011-08-10
$325,000
MRIS
Listing removed 2011-08-02
$350,000
MRIS
Price Changed 2011-06-24
$350,000
MRIS
Listed 2011-02-02
$400,000
MRIS

Total Square Feet Living: 1708
Year Built: 1832
Above Grade Finished Area: 2260
Construction Materials: Frame
Property Age: 192
Levels or Stories: 2
Structure Type: Detached
House Style: Farmhouse/National Folk, Cottage
Total Area Sqft: 2260

2+ Access Exits
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The property loan eligibility may be subject to additional requirements beyond geographical location including but not limited to the condition of the property. Speak with a real estate professional to find out more about the eligibility of a specific property.