111 Maple Ave, Chestertown, MD 21620
OFF MARKET

$467,800

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,859 sqft

111 Maple Ave, Chestertown, MD 21620

Est. Refi. Payment $2,766/mo*
Refinance Your Home
Currently Off Market - Sold Aug 15, 1997 for $90,000

Home Value

Trulia Estimate
$468K
Since last month
Decreased$17K (-3.6%)
Since last year
Increased$25K (+5.5%)
Since last sale
Increased$380K (+421.8%)
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 +61% in the last 10 years
MonthEstimated value
2026
August 2026$470K
August 2026$468K
July 2026$487K
June 2026$496K
May 2026$496K
April 2026$468K
March 2026$475K
February 2026$461K
January 2026$470K
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
200 N Water St, Chestertown, MD
0.04
Single-Family Home
$950,000
04/30/26
4
3
3,034
104 N Water St, Chestertown, MD
0.11
Single-Family Home
$695,000
01/16/26
4
2
2,522
103 Maple Ave, Chestertown, MD
0.04
Single-Family Home
$615,000
08/27/26
4
2.5
4,536
210 N Queen St, Chestertown, MD
0.06
Single-Family Home
$730,000
09/01/26
4
2.5
2,730
110 Prospect St, Chestertown, MD
0.55
Single-Family Home
$55,000
08/21/26
3
1.5
2,210
200 Washington Ave, Chestertown, MD
0.34
Single-Family Home
$650,000
03/10/26
4
3.5
2,917
141 Prospect St, Chestertown, MD
0.62
Single-Family Home
$120,000
02/27/26
4
1.5
1,156
206 S Water St, Chestertown, MD
0.26
Single-Family Home
$545,000
04/30/26
4
2.5
2,008
222 Mount Vernon Ave, Chestertown, MD
0.48
Single-Family Home
$433,000
09/01/26
4
2
1,656
515 N Kent St, Chestertown, MD
0.36
Single-Family Home
$495,000
04/17/26
4
2.5
2,220

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
207 N Queen St, Chestertown, MD 21620
0.04
$662,900
4
2
2,244
Off Market
209 N Queen St, Chestertown, MD 21620
0.05
$535,800
4
2
2,328
Off Market
210 N Queen St, Chestertown, MD 21620
0.06
$730,000
4
2.5
2,730
Recently Sold
213 N Queen St, Chestertown, MD 21620
0.05
$676,900
2
2.5
1,945
Off Market
128 N Queen St, Chestertown, MD 21620
0.05
$616,900
4
5
3,497
Off Market
129 N Queen St, Chestertown, MD 21620
0.06
$576,300
3
2.5
2,296
Off Market
103 Maple Ave, Chestertown, MD 21620
0.04
$615,000
4
2.5
4,536
Recently Sold
116 Riverside Ter #7, Chestertown, MD 21620
0.09
$438,200
2
1.5
900
Off Market
205 N Water St, Chestertown, MD 21620
0.07
$1,270,400
4
3.5
5,426
Off Market
201 N Water St, Chestertown, MD 21620
0.07
$1,661,500
4
4.5
5,195
Off Market
117 N Water St #1A, Chestertown, MD 21620
0.07
$685,000
3
3
3,000
For Sale
117 N Water St #3B, Chestertown, MD 21620
0.07
$290,500
1
1
652
Off Market

Local Information

  • Map ViewExplore the area around 111 Maple Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
2,859 sqft
$164/sqft

About this House

This single-family home is located at 111 Maple Ave, Chestertown, MD. 111 Maple Ave is in Chestertown, MD and in ZIP code 21620. This property has 4 bedrooms, 3 bathrooms and approximately 2,859 sqft of floor space. This property has a lot size of 5411 sqft and was built in 1900.
111 Maple Ave, Chestertown, MD 21620 is a 4 bedroom, 3 bathroom, 2,859 sqft single-family home built in 1900. It last sold for $90,000 on Aug 15, 1997. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $467,800, with a rent estimate of $2,812/month.

Home Details for 111 Maple Ave

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Other

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Interior Features

Fireplace & Spa
Fireplace

Community

Units in Building: 1

Lot Information

Lot Area: 5411 sqft

Price and Tax history

DateEventPrice
Jun 6, 2018
Source: Agent Provided
ListingRemoved
$315,000
Jun 6, 2017
Source: Agent Provided
Listed For Sale
$315,000
Oct 30, 2010
Source: Agent Provided
ListingRemoved
$299,000
Feb 19, 2010
Source: Agent Provided
PriceChange
$299,000
Price decreased by 9%
Jul 14, 2009
Source: Agent Provided
PriceChange
$329,000
Price decreased by 6%

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 111 Maple Ave

  • What is 111 Maple Ave estimated to be worth?
    Trulia's estimated value for 111 Maple Ave in Chestertown, MD is $467,800.
  • What is the price history for 111 Maple Ave?
    111 Maple Ave in Chestertown, MD last sold for $90,000 in August 1997.
  • 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 111 Maple Ave?
    The lot at 111 Maple Ave in Chestertown, MD is about 0.12 acres (5,411 sq ft).

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