22153 1St Point Road, Chestertown, MD 21620-4103 $1,200,000

Beds/Baths: 5/4.2
Interior Sq. Ft: 3,078
Acreage: 1.91
Age:50 years
Style:
Mid-Century Modern, Bungalow, Ranch/Rambler
MLS#: MDKE2004460
Subdivision: Great Oak Estates
Design/Type:
Detached

Description

Experience the waterfront lifestyle like never before in this stunning mid-century modern home, which seamlessly hangs cliffside over the serene waters of the Chesapeake Bay's Fairlee Creek. Offering unparalleled privacy and exclusivity, this extraordinary residence evokes the sensation of floating on a boat, where every moment feels like an escape to a tranquil paradise. The unique design and architecture of this home harmoniously blend with the natural landscape, offering expansive views of the surrounding water and wildlife from nearly every room. Set on a generous almost 2-acre parcel, the property includes not only the main residence but also a second residence, making it the perfect retreat for families or guests. Together, the two homes boast five spacious bedrooms, providing ample room for relaxation and privacy. Whether you’re hosting family gatherings or enjoying peaceful solitude, the expansive living areas, large windows, and open floor plans invite you to savor the beauty of the bay from within the comfort of your home. Step outside, and you’ll find a private beach perfect for sunbathing, swimming, or launching kayaks and paddleboards into the calm waters of Fairlee Creek. The home also includes its own private dock, offering easy access for boating enthusiasts to explore the Bay’s stunning waterways. For those seeking a sense of community, this property provides access to the neighboring Safe Harbor Great Oak Landing, where residents can enjoy a wealth of amenities, including a marina, pool, golf course, dining at waterfront restaurants, and a lively beach bar—ideal for casual gatherings or sunset cocktails. This home is not just a property; it's a lifestyle—a rare and exclusive opportunity to immerse yourself in the beauty and serenity of waterfront living, with all the modern conveniences and luxury amenities you could desire. Whether you’re looking for a full-time residence or a vacation getaway, this mid-century modern home offers the perfect blend of style, comfort, and natural beauty.

Taxes: $7,297
Home Assoc: $350/Annually
Condo Assoc: No
Garage: N
Basement: N
Pool: Yes - Community
School Dist: Kent County Public Schools

Features

Water
Water Oriented: Yes; Water Front: Yes; Water Access: Yes; Water Body Name: Fairlee Creek; Water Body Type: Creek; Waterfront: Sandy Beach; Types of Use: Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard, Boat - Powered; # of Docks: 1; Dock Type: Multiple Slip, Private, Storage Area, Pier (Perpendicular); # of Slips: 3; Mean Low Water: 3; Navigable: Yes; Physical Dock/Slip Conveys: Yes; Dock/Slip Conveyance: Deeded;

Community
HOA: Yes;

Utilities
Central Heating, Heat Pump - Gas BackUp, Wall Unit Heating, Electric, Propane - Owned, Central A/C, Ductless/Mini-Split, Electric, Hot Water - Electric, Well Water, Septic Exists, Has Laundry

Garage/Parking
Driveway

Interior
Carpet Flooring, Hardwood Flooring, Vinyl Flooring, Gas/Propane Fireplace, Metal Fireplace

Exterior
Pilings Foundation, Pillar/Post/Pier Foundation, Slab Foundation, Flat Roof, Pitched Roof, Shingle Roof, Deck(s), Patio(s), Porch(es)

Lot
Bulkheaded, Rip-Rapped Lot, Stream/Creek, Premium Lot, Private Lot, Creek/Stream, Bay View, Creek/Stream View, Marina View, Panoramic View, Scenic Vista View, Water View, Wood Fence

Select a school from the following list. Schools are grouped by school type.
The schools on this list are selected by their proximity of up to 5 miles to the property address. Proximity does not guarantee enrollment eligibility. Please contact the school directly for more information on enrollment requirements.
* If there are more than 5 schools of any type within a close proximity, click on the button to see additional schools of that type near the search address.

© 2025 LiveBy. All Rights Reserved.

This report is a detailed community overview for Chestertown (21620), Maryland.

Community Quick Facts

  • Average travel time to work for people in this community: 25
  • Average salary of people in this community: $45,273

Community Summary

  • Population Density (ppl / mile): 96
  • Household Size (ppl): 2.23
  • Households w/ Children: 37%

Housing Inventory

  • Owned: 3,311 (53.4%)
  • Rented: 1,775 (28.6%)
  • Vacant: 1,110 (17.9%)
  • Total: 6,196

Population Demographics

The population of the community broken down by age group. The numbers at the top of each bar indicate the number of people in the age bracket below.

Total: 12,850
Households: 5,086
Median Age: 44.00

Climate and Weather

The Temperature chart displays average high and low values for January and July, and is designed to provide an indication of both seasonal and daily temperature variability. The Weather Risk Index indicates the calculated risk of each type of weather event occurring in the future. This risk is based on historical localized storm events and weather patterns. The national average for each type of weather event equals a score of 100, so a score of 200 would represent twice the risk as the national average, and a score of 50 would represent half the risk of the national average.

Temperature

Education

Highest Level of Education Attained

  • Less than 9th Grade: 4.6%
  • Some High School: 6.1%
  • High School Graduate: 28.4%
  • Some College: 16.5%
  • Associate Degree: 5.8%
  • Bachelor's Degree: 19.2%
  • Graduate Degree: 19.4%

Income by dollar range

Median Income: $63,806

Fair Market Rents

The Fair Market Rents show average gross rent estimates based on figures provided by the U.S. Department of Housing and Urban Development (HUD).

  • One Bedroom: $578
  • Two Bedroom: $897
  • Three Bedroom: $1,260

© 2025 LiveBy. All Rights Reserved.

Contact Information

Listing Courtesy of: TTR Sotheby's International Realty , (410) 673-3344

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 in which Patterson-Schwartz Real Estate participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information Deemed Reliable But Not Guaranteed.
Copyright BRIGHT, All Rights Reserved
Listing data as of 4/02/2025.

22153 1St Point Road, Chestertown, MD 21620-4103

Share on Facebook
Share on X
Pin It
Copy Link
Email It

Broker Compensation

An offer of broker compensation or seller concession is not a guarantee. All compensation offers and concessions are negotiable and subject to written agreement between the parties. Please consult with your real estate agent for more information.