Property
Beds
5
Full Baths
3
1/2 Baths
1
Year Built
1997
Sq.Footage
5,241
OPEN HOUSE: Friday January 9th at SUNSET from 4:00-6:00 pm and Saturday the 10th from 2:00 - 4:00. Chesapeake Bay Waterfront with Breathtaking Views. Experience exceptional waterfront living in this custom-built 5,240 sq ft residence, beautifully situated on an elevated bluff in the sought-after Great Oak Community of Chestertown, Maryland. Offering 5 bedrooms and 3.5 baths, this remarkable home captures sweeping Chesapeake Bay views and unforgettable sunsets from nearly every room. The property features 150 feet of riprap-protected shoreline and direct water access via a brand-new private 140ft pier complete with lighting, water service in four locations, a 12,000-lb boat lift, and two jet ski lifts—perfect for boating and waterfront recreation. Inside, the home impresses with 9-foot ceilings and hardwood floors throughout most of the main level. Designed for entertaining, the gourmet kitchen showcases luxury appliances, a distinctive chef’s cutting-board countertop, and new LVP flooring. The grand great room is a true showpiece, featuring a floor-to-ceiling brick wood-burning fireplace, vaulted shiplap pine ceiling, exposed beams, and views of the Bay! Additional living spaces include an elegant formal dining room, a spacious gathering room, and a casual dining area highlighted by a gas fireplace. The first-floor primary suite offers privacy and comfort with a walk-in closet and an updated bath featuring new flooring, a corner soaking tub, and dual vanities. Two additional bedrooms, a full bath, and a laundry room complete the main level. The second floor provides two generously sized bedrooms, a large living area, a full bath, and an 18’ x 22’ unfinished bonus room/man cave with a separate staircase offering access to the garage or exterior—ideal for future expansion or customization. Notable features include an oversized two-car garage with workbench, a small basement housing a state-of-the-art temperature- and humidity-controlled wine cellar, a Culligan whole-house water filtration system, and two hot water heaters. One of the home’s most captivating spaces is the expansive screened-in porch, stretching across much of the waterfront side of the home. With three ceiling fans and panoramic Chesapeake Bay views, it offers the perfect setting for relaxing or entertaining year-round. Whether you’re seeking a serene waterfront retreat or a home designed for memorable gatherings, this exceptional coastal property delivers. Just minutes from historic Chestertown, home to Washington College, waterfront dining, farmers’ markets, parks, festivals, and river cruises. Conveniently located near Safe Harbor Great Oak Marina and approximately 90 minutes from Washington, D.C. and Philadelphia. Schedule your private showing and experience Chesapeake Bay living at its finest ** New Roof Scheduled**
Features & Amenities
Interior
-
Other Interior Features
Eat-in Kitchen, Ceiling Fan(s), Kitchen Island, Recessed Lighting, Walk-In Closet(s), Open Floorplan
-
Total Bedrooms
5
-
Bathrooms
3
-
1/2 Bathrooms
1
-
Above Grade Finished Area
5241.0
-
Basement YN
YES
-
Cooling YN
YES
-
Cooling
Central Air, Ceiling Fan(s), Electric
-
Fireplace YN
YES
-
Heating YN
YES
-
Heating
Electric, Propane, Heat Pump
-
Main Level Bedrooms
3
-
Pet friendly
N/A
Exterior
-
Garage
Yes
-
Garage spaces
2
-
Construction Materials
Block, Brick
-
Other Exterior Features
Lighting
-
Parking
Oversized, Circular Driveway, Garage, Driveway, Inside Entrance, Attached
-
Patio and Porch Features
Porch, Screened, Patio
-
Pool
Yes
-
Pool Features
None
-
Waterfront YN
YES
-
View
Water, Bay, Panoramic, Pasture
Area & Lot
-
Lot Features
Front Yard, Back Yard, Waterfront
-
Lot Size(acres)
1.36
-
Property Type
Residential
-
Property Sub Type
Single Family Residence
-
Architectural Style
Traditional
Price
-
Sales Price
$1,495,000
-
Tax Amount
10841.0
-
Sq. Footage
5, 241
-
Price/SqFt
$285
HOA
-
Association
No
School District
-
Elementary School
N/A
-
Middle School
N/A
-
High School
N/A
Property Features
-
Accessibility Features
Accessible Hallway(s)
-
Foundation Details
Block
-
Senior Community YN
NO
-
Sewer
Private Sewer
-
Tax Lot
51
-
Water Source
Private
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Location
County
KENT
Elementary School
Middle School
High School
Listing Courtesy of Lona Sue Todd , Taylor Properties
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AGENT
Amy Barfield
Call Amy today to schedule a private showing.
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