23159 Schooner Rd, Chestertown, MD 21620
OFF MARKET

$307,900

Trulia Estimate
  • Studio
  • 2 Baths
  • 1,520 sqft (on 0.71 acres)

23159 Schooner Rd, Chestertown, MD 21620

Refinance Your Home
Currently Off Market - Sold Jun 1, 1989 for $92,000

Home Value

Trulia Estimate
$308K
Since last month
Decreased$4K (-1.3%)
Since last year
Increased$6K (+2.1%)
Since last sale
Increased$216K (+234.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +84% in the last 10 years
MonthEstimated value
2026
August 2026$308K
August 2026$306K
July 2026$312K
June 2026$316K
May 2026$312K
April 2026$307K
March 2026$310K
February 2026$294K
January 2026$303K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10720 Foreston Rd, Chestertown, MD
0.40
Single-Family Home
$316,000
09/01/26
3
2
1,412
23264 Clarissa Rd, Chestertown, MD
0.44
Single-Family Home
$365,000
07/13/26
3
2
1,248
23416 Cloquet Rd, Chestertown, MD
0.52
Single-Family Home
$384,000
06/29/26
3
2
1,512
10751 Millbrook Dr, Chestertown, MD
0.87
Single-Family Home
$350,000
03/27/26
3
2
1,942
10572 Watonga Rd, Chestertown, MD
0.96
Single-Family Home
$325,000
07/16/26
3
2
1,404
10594 Millbrook Dr, Chestertown, MD
0.99
Single-Family Home
$329,000
05/27/26
3
2
1,499
10761 Kasota Rd, Chestertown, MD
0.65
Single-Family Home
$872,500
11/21/25
3
3
2,582
22360 Great Oak Landing Rd, Chestertown, MD
1.39
Single-Family Home
$525,000
05/29/26
5
3.5
2,688
10087 John Carvill Rd, Chestertown, MD
1.72
Single-Family Home
$695,000
05/18/26
3
2
1,566
10584 Klamath Rd, Chestertown, MD
0.77
Single-Family Home
$320,000
07/08/26
3
1.5
-

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
Schooner Rd, Chestertown, MD 21620
0.05
-
-
-
-
Off Market
23120 Club Ter, Chestertown, MD 21620
0.21
-
3
2
1,789
Off Market
10630 Club Rd, Chestertown, MD 21620
0.24
$343,800
3
2
1,844
Off Market
Spinnaker Rd, Chestertown, MD 21620
0.23
$38,000
-
-
-
For Sale
Marina Rd, Chestertown, MD 21620
0.25
-
-
-
-
Off Market
72 & 73 Buck Neck Rd, Chestertown, MD 21620
0.29
-
-
-
-
Off Market
Marina Rd, Chestertown, MD 21620
0.33
-
-
-
-
Off Market
10670 Tintah Rd, Chestertown, MD 21620
0.34
$297,600
3
2
1,404
Off Market
Fish Hatchery Rd, Chestertown, MD 21620
0.34
$37,000
-
-
-
For Sale
10705 Tilden Ln, Chestertown, MD 21620
0.37
$1,454,300
5
3
3,345
Off Market
Towhee Rd, Chestertown, MD 21620
0.38
$5,000
-
-
-
Foreclosure
10720 Foreston Rd, Chestertown, MD 21620
0.40
$316,000
3
2
1,412
Recently Sold

Local Information

  • Map ViewExplore the area around 23159 Schooner Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1986
0.71 acre lot
1,520 sqft
$203/sqft
Garage

About this House

This single-family home is located at 23159 Schooner Rd, Chestertown, MD. 23159 Schooner Rd is in Chestertown, MD and in ZIP code 21620. This property has 2 bathrooms and approximately 1,520 sqft of floor space. This property has a lot size of 0.71 acres and was built in 1986.
23159 Schooner Rd, Chestertown, MD 21620 is a studio, 2 bathroom, 1,520 sqft single-family home built in 1986. It last sold for $92,000 on Jun 1, 1989. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $307,900, with a rent estimate of $2,041/month.

Home Details for 23159 Schooner Rd

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.71 acres

Price and Tax history

DateEventPrice
Jun 1, 1989
Source: N/A
Sold
$92,000

Market trends in Chestertown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
59
5MoM

Around this home

What Locals Say about Chestertown

At least 34 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 84 % Say there's holiday spirit

  • 83 % Say it's dog friendly

  • 77 % Say people would walk alone at night

  • 77 % Say parking is easy

  • 76 % Say yards are well-kept

  • 74 % Say it's quiet

  • 61 % Say neighbors are friendly

  • 57 % Say there's wildlife

  • 56 % Say it's walkable to restaurants

  • 54 % Say there are sidewalks

  • 49 % Say kids play outside

  • 46 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

  • 41 % Say there are community events

  • 38 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Washington park is a great, safe and family oriented are!! I’ve never live there permanently but by mom is from that are and my grandparents still live there!! I live always visiting! And hope to have a hoke there myself one day!!!"
    1
    Flag
  • Trulia User
    "Short and very accessible. Everything is within 10 minutes and waterfront on the Chester river is spectacular"
    1
    Flag
  • Trulia User
    "I lived in this neighborhood for tens you’d and the community is very friendly. Community clean up after their dog and they watch over one another "
    0
    Flag
  • Kesha C.
    "Chestertown is okay area to live in. Its what you make it honestly. Nothing major or minimal happening."
    0
    Flag
  • Tracy W.
    "The schools are better in Queen Anne's County. The town is well-maintained, and houses and businesses in town have to meet the strict guidelines of the historical society. Restaurants are generally mediocre in quality and high in price. "
    0
    Flag
  • Rancraw
    "This is just a great place to live. I am from Dallas, TX, I have lived in six countries, DC, and Miami. This is my favorite place to live. ONLY down side is getting to an airport under an hour."
    9
    Flag
  • Acaldwell1297
    "I am basically on the main road.... pretty easy to get in and out. I don’t live far from work! So pretty easy for me "
    1
    Flag
  • Guillermo A.
    "Good Community, friendly people, good services. "
    0
    Flag
  • Nancy M.
    "People do not come to Chestertown because it is quite like everywhere else . . but because it is exceptionally itself."
    5
    Flag
  • asso
    "Quiet - not for night owls. Nice farmer's market, good library. Easy acess for weekends in DC, Baltimore, Philly, & Ocean Beaches. College town, Chester River"
    0
    Flag
  • Dafoster
    "Historic town along the Chester River and home to Washington College. Convenient to shops, restaurants, farmers market, waterfront, Garfield Center for the Arts and College Activities. A walker's paradise and a favorite for bikers and boaters."
    5
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 23159 Schooner Rd

  • What is 23159 Schooner Rd estimated to be worth?
    Trulia's estimated value for 23159 Schooner Rd in Chestertown, MD is $307,900.
  • What is the price history for 23159 Schooner Rd?
    23159 Schooner Rd in Chestertown, MD last sold for $92,000 in June 1989.
  • Is Chestertown a buyer's or seller's market?
    Chestertown is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chestertown?
    Residents describe Chestertown, MD as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD.
  • How big is the lot at 23159 Schooner Rd?
    The lot at 23159 Schooner Rd in Chestertown, MD is about 0.71 acres (30,733 sq ft).
  • Does 23159 Schooner Rd have a garage?
    Yes, 23159 Schooner Rd in Chestertown, MD has a garage.

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