$725,000

100 Little Harbor Way Chestertown, MD 21620

$8,609
Closing credit¹
2 beds
2 full, 1 partial
2,204 sqft
$329 / sqft
Townhouse

Property details

About 100 Little Harbor Way

Welcome to 100 Little Harbor Way, a charming home nestled in the desirable Chestertown community of Chester River Landing. This 2 bedroom, 2 ½ bath home offers the perfect blend of comfort and modern living and is ideal for quiet relaxation and entertaining alike. Situated in a tranquil neighborhood, you'll find yourself within easy reach of local amenities, including parks and trails, the Chester River Yacht & Country Club, the community deep water marina and yet only minutes to downtown Chestertown and Rock Hall. For those who cherish their time spent boating, there is a community marina where you will have your own PRIVATE DEEDED 30 ft boat slip (C1). This slip, which conveys with the purchase of this home, is ideally located closest to the river and is the last slip on C dock, providing easy access to all surrounding areas from the Chester River. As you approach this beautiful home, you’ll be greeted by a welcoming covered front porch. Once you enter the foyer, you'll be attracted to water views from many of the windows and love the spacious and open floorplan, simply flooding the home with natural light! Take special note of the gorgeous bamboo flooring, the fresh paint and new carpet found throughout the home. The spacious living room features high ceilings and a cozy fireplace, creating the perfect atmosphere for gatherings. The space seamlessly flows into the dining area and kitchen, which boasts stainless steel appliances, quartz countertops, and a fabulous kitchen island with bar seating for casual meals or allowing guests to gather around. The kitchen also includes a pantry, double ovens, gas (propane) cooking and fabulous counter space, making it easy to entertain guests. A sliding glass door off the dining room leads to the private deck, ideal for enjoying the outdoors and overlooking the peaceful neighborhood, complete with water views! This level also features a home office space with French doors, a convenient powder room and main level laundry room. The upper level is home to the spacious primary suite, which offers a peaceful retreat with a large walk-in closet and an en suite bath with modern finishes. There is an expansive deck off the primary bedroom with a spiral staircase to the lower level deck. This creates a wonderful space for intimate evenings or morning coffee while enjoying your own slice of nature! An additional well-sized bedroom and a full bath are located on this level, providing ample space for family or guests. There is a perfectly placed loft area for reading, crafting or a great second office space, if needed. The upper level family room is nothing short of phenomenal, as it can easily double as a 3rd bedroom, is beautifully suited as a TV room and could readily be used as two separate spaces because of its generous size! The community offers a variety of amenities that make this location truly special. While not a waterfront property, the home is just a short distance from the beautiful Waterfront Fire-Pit Park and the Can Shell Garden Path. Enjoy the picturesque walking paths and serene outdoor spaces, perfect for enjoying the natural beauty of the area. ** Monthly condo fees include $594.67 for the association, $41.14 for the garage, and $94.49 for the boat slip. The condo fee includes access to these wonderful amenities, and the property is conveniently located close to shopping, dining, and historical sites in Chestertown. With easy access to major routes, this home offers the perfect blend of peaceful living and convenient access to all that the area has to offer. Don’t miss your chance to own this beautiful home in an exceptional location—schedule your tour today!

Highlights

Home typeTownhouse
HeatingENERGY STAR Qualified Equipment, Forced Air, Other
StatusActive
(ACTIVE)
CoolingHeat Pump, Central Air
Size2,204 sqft
Year built2015
ParkingGarage Door Opener,Garage - Front Entry, Paved Driveway, Attached Garage,Driveway,Off Street
MLS #MDKE2005040
Garage1 space
FireplaceGas/Propane
ViewRiver, Panoramic

Summary

  • MLS Number: MDKE2005040
  • MLS Name: BRIGHT
  • Office Name: Keller Williams Realty Centre
  • Office Phone: (410) 312-0000
  • Office Email: klrw676@kw.com
  • Listing Agent: Jeannette A Westcott
  • Agent Phone: (410) 336-6585
  • Agent Email: jw1homes@kw.com

IDX Information Deemed Reliable But Not Guaranteed. 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 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. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 4/25/2025, 3:21:07 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Get an agent. Get a mortgage. Save big.¹

view of front of property featuring fence and a porch

$725,000

100 Little Harbor Way

$8,609

closing credit¹

Sell your home with Rocket and save even more!

Seller rebate

0.5% sale price²

Price information

Property sales

DateEventPrice
Mar 10, 2020
Home Sold
$499,000
Feb 05, 2018
Home Sold
$516,835

Tax history

YearAssessmentProperty Tax
2024$480,000$7,522
2023$475,000$7,318
2022$470,000$7,318
2021$470,000$7,365
2020$470,000$7,365
2019$495,000$7,741
2018$495,000$7,692

History based on county public records data.

Nearby schools

4

Henry Highland Garnet Elementary School

Public District PK-5

1.0 mi

320 Calvert St

7

Church Hill Elementary School

Public District PK-4

5.9 mi

631 Main St

7

Rock Hall Elementary School

Public District PK-5

10.1 mi

21203 W Sharp St

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $59,157. Residents of Chestertown, MD typically earn between $35k-100k each year. Residents typically live in married, no kids family. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

22%
<35k
55%
35k-100k
19%
100k-200k
4%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

40%
Single, No Kids
4%
Single, with Kids
45%
Married, No Kids
11%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

8%
<11 yrs old
6%
12-17 yrs old
10%
18-34 yrs old
45%
35-64 yrs old
31%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • Figure SkatingFigure Skating
  • NASCARNASCAR

Where do the neighbors shop?

  • DillardsDillards
  • Dick's Sporting GoodsDick's Sporting Goods
  • Dollar GeneralDollar General

Where do the neighbors go to eat?

  • Cracker BarrelCracker Barrel
  • Texas RoadhouseTexas Roadhouse
  • ApplebeesApplebees

What do the neighbors drive?

  • CadillacCadillac
  • SubaruSubaru
  • OldsmobileOldsmobile

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • New CountryNew Country
  • Classic CountryClassic Country
All data provided by Home Junction and Claritas

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Frequently asked questions

About 100 Little Harbor Way

This home is located at 100 Little Harbor Way in Chestertown, MD and zip code 21620. This 2,204 square foot home was built in 2015. Features: 2 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since April 17, 2025 and is currently priced at $725,000.

In March 2025, from all listings sold in Chestertown, MD there were more than 3 sold above asking price, over 7 sold below and more than 3 were sold right at the asked price. Between February and March 2025, Chestertown, MD real estate market has seen increase in the number of listings by 38%. In March 2025, listings were on the market for 55 days. During the same period, the median list price in this real estate market was $369,500.

From Rocket Homes Real Estate and based on county public records data.

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