116 E Chestnut St, Saint Michaels, MD 21663
OFF MARKET

116 E Chestnut St
Saint Michaels, MD 21663

  • Studio
  • 3 Baths
  • 2,067 sqft

$1,019,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $5,846/mo*
Refinance Your Home

$1,019,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $5,846/mo*
Refinance Your Home
Studio
3 Baths
2,067 sqft

Home Value

Trulia Estimate
$1.02M
Since last month
Decreased$6K (-0.5%)
Since last year
Increased$28K (+2.8%)
Since last sale
Increased$784K (+340.7%)
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 +110% in the last 10 years
MonthEstimated value
2026
August 2026$1.01M
July 2026$1.01M
June 2026$1.02M
May 2026$1.03M
April 2026$1M
March 2026$1.01M
February 2026$945K
January 2026$982K
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
807 Radcliff Ave, Saint Michaels, MD
0.35
Single-Family Home
$182,500
09/16/25
3
2.5
2,027
114 E Chew Ave, Saint Michaels, MD
0.07
Single-Family Home
$1,152,500
06/10/26
3
2.5
2,336
107 E Chestnut St, Saint Michaels, MD
0.04
Single-Family Home
$1,135,000
07/27/26
2
2
2,024
106 Grace St, Saint Michaels, MD
0.15
Single-Family Home
$775,000
12/02/25
3
1.5
2,068
204 Mulberry St, Saint Michaels, MD
0.10
Single-Family Home
$1,350,000
10/27/25
3
2.5
2,320
106 E Chestnut St, Saint Michaels, MD
0.02
Single-Family Home
$1,225,000
06/05/26
2
2.5
2,282
408 Water St, Saint Michaels, MD
0.07
Single-Family Home
$995,000
10/08/25
3
2.5
1,893
207 Seymour Ave, Saint Michaels, MD
0.21
Single-Family Home
$800,000
11/17/25
4
3.5
1,983
204 W Chew Ave, Saint Michaels, MD
0.21
Single-Family Home
$660,000
09/16/25
3
2
1,500
100 Grace St, Saint Michaels, MD
0.12
Single-Family Home
$1,000,000
02/13/26
2
2.5
1,445

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
107 E Chestnut St, Saint Michaels, MD 21663
0.04
$1,135,000
2
2
2,024
Recently Sold
106 E Chestnut St, Saint Michaels, MD 21663
0.02
$1,225,000
2
2.5
2,282
Recently Sold
408 Water St, Saint Michaels, MD 21663
0.07
$979,200
3
2.5
1,893
Off Market
115 W Chew Ave, Saint Michaels, MD 21663
0.05
$1,006,100
4
2.5
1,781
Off Market
417 Water St, Saint Michaels, MD 21663
0.08
$1,851,000
3
3.5
2,579
Off Market
104 Mulberry St, Saint Michaels, MD 21663
0.10
$1,470,000
3
2.5
1,938
For Sale
202 Mulberry St, Saint Michaels, MD 21663
0.10
$1,204,000
4
3
2,703
Off Market
504 Talbot St, Saint Michaels, MD 21663
0.08
$834,100
3
2.5
2,072
Off Market
204 Mulberry St, Saint Michaels, MD 21663
0.10
$1,350,000
3
2.5
2,320
Recently Sold
402 S Talbot St, St Michaels, MD 21663
0.11
-
2
1
1,608
Off Market
203 E Chew Ave, Saint Michaels, MD 21663
0.07
$2,125,000
5
5.5
4,673
Recently Sold
205 E Chew Ave, Saint Michaels, MD 21663
0.08
$1,175,000
2
1.5
1,780
Recently Sold

Local Information

  • Map ViewExplore the area around 116 E Chestnut St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1825
Living Area
2,067 sqft
Price/Sqft
$493
Parking
Garage

About this House

This single-family home is located at 116 E Chestnut St, Saint Michaels, MD. 116 E Chestnut St is in Saint Michaels, MD and in ZIP code 21663. This property has 3 bathrooms and approximately 2,067 sqft of floor space. This property has a lot size of 4320 sqft and was built in 1825.
116 E Chestnut St, Saint Michaels, MD 21663 is a studio, 3 bathroom, 2,067 sqft single-family home built in 1825. It last sold for $230,000 on Sep 8, 1998. It is currently off market. The Trulia Estimate is $1,019,700, with a rent estimate of $2,687/month.

Home Details for 116 E Chestnut St

Interior Features

Heating & Cooling
Heating: Other, ElectricAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1.5
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: OtherPatio
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1825
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 4320 sqft

Price and Tax history

DateEventPrice
Sep 8, 1998
Source: N/A
Sold
$230,000

Market trends in Saint Michaels

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
3MoM
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Around this home

What Locals Say about Saint Michaels

At least 2 Trulia users voted on each feature.

  • 100 % Say yards are well-kept

  • 100 % Say streets are well-lit

  • 92 % Say it's dog friendly

  • 92 % Say it's quiet

  • 90 % Say car is needed

  • 82 % Say parking is easy

  • 79 % Say there's wildlife

  • 75 % Say there's holiday spirit

  • 73 % Say kids play outside

  • 67 % Say people would walk alone at night

  • 64 % Say it's walkable to restaurants

  • 63 % Say there are community events

  • 58 % Say neighbors are friendly

  • 50 % Say it's walkable to grocery stores

  • 45 % Say there are sidewalks

  • 40 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.
  • Kgialo
    "There are many dog friendly places and lost of nice outdoor spaces for walks. People are very comfortable around dogs here. "
    0
    Flag
  • Christopherbthomas24
    "Love this town, great spot for young families and retirees as well. Awesome spots to eat and hang out"
    2
    Flag
  • Kats0791
    "Different kinds of houses to chose from including single family, town homes & condos. New Pete Dye Golf Course. "
    0
    Flag
  • Janet S.
    "Work and live here. Fantastic area - beautiful, with great sailing. The town has constantly improved since I moved here in 1993."
    0
    Flag
  • rctdesign
    "Wonderful town with lots to do and very walkable!"
    0
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Apartments for Rent

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Explore by feature - Air Conditioning

7 rentals with air conditioning in Saint Michaels, MD

Homes for sale near 116 E Chestnut St

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Off Market Homes Near 116 E Chestnut St

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Frequently asked questions about 116 E Chestnut St

  • What is 116 E Chestnut St estimated to be worth?
    Trulia's estimated value for 116 E Chestnut St in Saint Michaels, MD is $1,019,700.
  • What is the price history for 116 E Chestnut St?
    116 E Chestnut St in Saint Michaels, MD last sold for $230,000 in September 1998.
  • Is Saint Michaels a buyer's or seller's market?
    Saint Michaels is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 116 E Chestnut St?
    The closest schools to 116 E Chestnut St in Saint Michaels, MD are St. Michaels Elementary School (Pre-K, rated 5/10), St. Michaels Middle/High School (rated 5/10).
  • How big is the lot at 116 E Chestnut St?
    The lot at 116 E Chestnut St in Saint Michaels, MD is about 0.10 acres (4,320 sq ft).
  • Does 116 E Chestnut St have a garage?
    Yes, 116 E Chestnut St in Saint Michaels, MD has a garage.