Search location…
154 Longfellow Dr photo 1
under contract
27 photos
1 / 27
154 Longfellow Dr photo 2
2 / 27
154 Longfellow Dr photo 3
3 / 27
154 Longfellow Dr photo 4
4 / 27
154 Longfellow Dr photo 5
5 / 27
154 Longfellow Dr photo 6
6 / 27
154 Longfellow Dr photo 7
7 / 27
154 Longfellow Dr photo 8
8 / 27
154 Longfellow Dr photo 9
9 / 27
154 Longfellow Dr photo 10
10 / 27
154 Longfellow Dr photo 11
11 / 27
154 Longfellow Dr photo 12
12 / 27
154 Longfellow Dr photo 13
13 / 27
154 Longfellow Dr photo 14
14 / 27
154 Longfellow Dr photo 15
15 / 27
154 Longfellow Dr photo 16
16 / 27
154 Longfellow Dr photo 17
17 / 27
154 Longfellow Dr photo 18
18 / 27
154 Longfellow Dr photo 19
19 / 27
154 Longfellow Dr photo 20
20 / 27
154 Longfellow Dr photo 21
21 / 27
154 Longfellow Dr photo 22
22 / 27
154 Longfellow Dr photo 23
23 / 27
154 Longfellow Dr photo 24
24 / 27
154 Longfellow Dr photo 25
25 / 27
154 Longfellow Dr photo 26
26 / 27
154 Longfellow Dr photo 27
27 / 27

$299,000

3beds
|
1baths
|
1,408sqft
|
1975built
154 Longfellow Dr,Chestertown, MD 21620

Est.$1,966/moCustomize payment

What's special

$212/sqft

Price per square foot

Built in 1975

51 years old

Overview

Located in the water-oriented community of Chester Harbor just outside of historic Chestertown, 154 Longfellow Drive offers the ideal blend of convenience and Eastern Shore living. This single-level home is situated on a cleared and fenced 0.34 acre-parcel and a voluntary HOA fee provides access to the community boat ramp and waterfront park. Less than a mile and a half from Route 213, enjoy efficient commuting and quick access to Chestertown, Church Hill, Centreville, Easton, and Kent Island. Inside the home, enjoy an updated full bath, a new HVAC system and well pump, a six year old septic s...

Listed on March 13, 2026 · Source: MLS #MDQA2016250

Property details

Cost estimate

Est. monthly payment

$1,818/mo
Principal & interest
$1,567
Property tax
$148
Home insurance (est.)
$100
HOA fee
$3

Down payment

$59,80020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($59,800), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Customize scenario

Price history

DateEventPrice
Mar 13, 2026Listed for sale$299,000

Location

154 Longfellow Dr, Chestertown, MD 21620

Nearby homes

$299,000

3 beds · 1 baths · 1,408 sqft