Map location of 22153 1ST POINT RD, Chestertown, MD 21620
$985,000
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22153 1St Point RD, Chestertown, MD 21620

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3 Beds
2 Baths
3,153 Sq Ft

Water, water everywhere! This incredibly unique property is situated on a sheltered deep-water creek offering a westerly, southwesterly exposure with uncompromised sunsets. Fairlee Creek offers one of the most convenient boating accesses on the upper Chesapeake Bay. This 1.9 acre property comes improved with 2 homes, a deep water dock with 5-6' depth, an outdoor barbeque patio overlooking the creek, and 575+/- feet of secure shoreline. One of the two homes on this spectacular property is conte-levered above the water offering the feeling of being on a yacht with panoramic views from every room. The second home is a three bedroom, comfortable, one floor rambler with lovely screen porch overlooking the creek. The location of this property is notable in that it is centrally located in unspoiled Kent County and convenient to both historic Chestertown and the bayfront town of Rock Hall. Great Oak Marina and Resort is a short stroll of golf cart ride away where the residents of Great Oak Estates may share in the use of the establishment's facilities including the pool, restaurant, beach, and 9-hole golf course. Great Oak Estates is a fun-filled neighborhood where the residents interact well together and the spirits are active in the summertime and peaceful in the wintertime!

Listing By: William H Norris III - Select Land & Homes, LLC mdbmls-r Realty.com
  • MLS# MDKE2001246
  • Date Listed05/02/2022
  • Bedrooms 3
  • Bathrooms 2 Full baths
  • Lot Size 1.91 acres (83,200 sq. ft)
  • Sewer On Site Septic
  • Subdivision GREAT OAK ESTATES
  • Property Type Single Family
  • County KENT
  • Year Built 1975
  • Water Well
  • Square Feet 3,153 sq. ft
  • Price Per Sq. Ft $312.4

Interior Features

  • Appliances Refrigerator, Oven/ Range - Electric, Trash Compactor, Dryer, Dishwasher, Washer
  • Cooling Other
  • Heating Electric Heating

Exterior / Lot Features

  • Exterior Outbuilding(s), Outside Shower, Secure Storage
  • Roof Asphalt, Rubber
  • Lot Size Acres 1.91
  • Lot Size SQFT 83,199.60
  • Lot Features Bulkheaded, Cleared, Landscaping, Private, Stream/ Creek

Directions

First Point Road, Great Oak Estates, GPS

Financial Considerations

  • HOA Fee $350 Annually
  • Tax Amount $7,201
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

H. H. Garnett Elementary School

Public • PK - 5 • Serves this home

11.61 mi

Distance

Rock Hall Elementary School

Public • PK - 5

12.52 mi

Distance

Galena Elementary School

Public • PK - 5

24.98 mi

Distance

Kent County Middle School

Public • 6 - 8 • Serves this home

11.92 mi

Distance

Kent County High School

Public • 9 - 12 • Serves this home

9.27 mi

Distance

Sales & Tax History

Source: Public Records

Date Event Price
01/01/2023 Sold $922,000.00 6.40%
11/11/2022 Pending $985,000.00
10/23/2022 Contingent $985,000.00
08/23/2022 Active $985,000.00 8.37%
05/02/2022 Active $1,075,000.00
Street Address Beds Baths Sold Date List Price Valuation Date Valuation Price
10425 BUNTING ROAD 3 2 Jan 26, 2026 $188,000 Mar 06, 2026 -
303 E CAMPUS AVENUE | Listing 3 2 Jan 17, 2026 $280,000 Mar 21, 2024 $326,139
25145 WYMONT PARK ROAD | Listing 2 1 Feb 17, 2026 $525,000 Feb 23, 2024 $301,380
5916 N MAIN STREET 3 2 Mar 02, 2026 $255,000 Mar 06, 2026 -
11054 AUSTIN LANE 3 2 Jan 12, 2026 $110,000 Mar 06, 2026 -
26933 MALLARD ROAD 3 3 Jan 12, 2026 $625,000 Mar 06, 2026 -
6345 ROCK HALL ROAD 3 2 Feb 04, 2026 $299,000 Mar 06, 2026 -
25135 SMITHVILLE ROAD 3 1 Jan 05, 2026 $294,000 Mar 06, 2026 -
7653 BROAD NECK ROAD 4 3 Jan 12, 2026 $375,000 Mar 06, 2026 -
8833 GEORGETOWN ROAD 4 2 Feb 04, 2026 $364,000 Mar 06, 2026 -

Population & Environment

Source: Sperling's Best Places

Walkability in MD / 21620

Source: Walk Score

8/100

Car-Dependent

Walk Score ®

0/100

Minimal Transit

Transit Score ®

34/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 1/100, Transit Score: 0/100, Bike Score: 29/100.

Frequently Asked Questions for 22153 1ST POINT RD

Source: Realty.com

22153 1ST POINT RD, Chestertown, MD 21620 is a Single Family 3,153 sq. ft. home listed for sale. Realty.com has 66 photos available of this 3 bed, 2 bath house, listed at $985,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 66 photos of 22153 1ST POINT RD.

Our records indicate that 22153 1ST POINT RD was built in 1975.

The full address for this home is 22153 1ST POINT RD, Chestertown, MD 21620.

22153 1ST POINT RD has been listed on Realty.com since Mon May 02, 2022

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 1/100, Transit Score: 0/100, Bike Score: 29/100.

There are 3 schools assigned to this home. Check out the schools near 22153 1ST POINT RD. H. H. Garnett Elementary School (Grades: PK - 5), Kent County Middle School (Grades: 6 - 8), Kent County High School (Grades: 9 - 12)

Listing provided courtesy of: Select Land & Homes, Llc (tel: 410-810-3900)
Listing agent: William Norris (tel: 410-708-0956) (#10310)

This content last refreshed on 2026-03-06 09:06:38. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 22153 1ST POINT RD, Chestertown, MD 21620 : MLS# MDKE2001246

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