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

$2,215,900

Trulia Estimate
  • Studio
  • 4 Baths
  • 3,058 sqft

220 E Chestnut St, Saint Michaels, MD 21663

Est. Refi. Payment $12,651/mo*
Refinance Your Home
Currently Off Market - Sold Aug 7, 2018 for $525,000

Home Value

Trulia Estimate
$2.22M
Since last month
Decreased$85K (-3.7%)
Since last year
Decreased$126K (-5.4%)
Since last sale
Increased$2M (+320.4%)
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 decreased by -3% in the last 10 years
MonthEstimated value
2026
August 2026$2.21M
July 2026$2.29M
June 2026$2.29M
May 2026$2.29M
April 2026$2.26M
March 2026$2.33M
February 2026$2.26M
January 2026$2.28M
2025
2024
2023

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
207 Seymour Ave, Saint Michaels, MD
0.19
Single-Family Home
$800,000
11/17/25
4
3.5
1,983
222 E Chestnut St, Saint Michaels, MD
0.02
Single-Family Home
$1,825,000
08/10/26
3
2.5
2,284
114 E Chew Ave, Saint Michaels, MD
0.11
Single-Family Home
$1,152,500
06/10/26
3
2.5
2,336
408 Water St, Saint Michaels, MD
0.12
Single-Family Home
$995,000
10/08/25
3
2.5
1,893
204 Mulberry St, Saint Michaels, MD
0.16
Single-Family Home
$1,350,000
10/27/25
3
2.5
2,320
205 E Chew Ave, Saint Michaels, MD
0.07
Single-Family Home
$1,175,000
11/14/25
2
1.5
1,780
106 E Chestnut St, Saint Michaels, MD
0.16
Single-Family Home
$1,225,000
06/05/26
2
2.5
2,282
203 E Chew Ave, Saint Michaels, MD
0.08
Single-Family Home
$2,125,000
08/05/26
5
5.5
4,673
113 Thompson St, Saint Michaels, MD
0.30
Single-Family Home
$580,000
10/31/25
3
2
1,566
807 Radcliff Ave, Saint Michaels, MD
0.25
Single-Family Home
$182,500
09/16/25
3
2.5
2,027

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
222 E Chestnut St, Saint Michaels, MD 21663
0.02
$1,825,000
3
2.5
2,284
Recently Sold
218 E Chestnut St, Saint Michaels, MD 21663
0.02
$1,942,200
4
4
2,639
Off Market
303 Manor St, Saint Michaels, MD 21663
0.09
$1,985,000
3
3
2,622
For Sale
205 E Chew Ave, Saint Michaels, MD 21663
0.07
$1,175,000
2
1.5
1,780
Recently Sold
203 E Chew Ave, Saint Michaels, MD 21663
0.08
$2,125,000
5
5.5
4,673
Recently Sold
204 E Marengo St, Saint Michaels, MD 21663
0.11
$549,999
2
1
1,200
For Sale
202 E Chestnut St, Saint Michaels, MD 21663
0.08
$1,250,000
3
3
2,052
For Sale
417 Water St, Saint Michaels, MD 21663
0.07
$1,823,700
3
3.5
2,579
Off Market
201 E Marengo St, St Michaels, MD 21663
0.11
$846,700
3
2.5
2,294
Off Market
Lot-16A Meadow St, Saint Michaels, MD 21163
0.13
$799,000
4
2.5
-
For Sale
209 E Maple Ave, Saint Michaels, MD 21663
0.13
$446,300
2
1
920
Off Market
115 W Chew Ave, Saint Michaels, MD 21663
0.10
$1,011,300
4
2.5
1,781
Off Market

Local Information

  • Map ViewExplore the area around 220 E Chestnut St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2020
Living Area
3,058 sqft
Price/Sqft
$725
Parking
Garage

About this House

This single-family home is located at 220 E Chestnut St, Saint Michaels, MD. 220 E Chestnut St is in Saint Michaels, MD and in ZIP code 21663. This property has 4 bathrooms and approximately 3,058 sqft of floor space. This property has a lot size of 7204 sqft and was built in 2020.
220 E Chestnut St, Saint Michaels, MD 21663 is a studio, 4 bathroom, 3,058 sqft single-family home built in 2020. It last sold for $525,000 on Aug 7, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,215,900, with a rent estimate of $3,359/month.

Home Details for 220 E Chestnut St

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 7204 sqft

Price and Tax history

DateEventPrice
Aug 7, 2018
Source: N/A
Sold
$525,000
Apr 26, 1996
Source: N/A
Sold
$175,000

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

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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 220 E Chestnut St

  • What is 220 E Chestnut St estimated to be worth?
    Trulia's estimated value for 220 E Chestnut St in Saint Michaels, MD is $2,215,900.
  • What is the price history for 220 E Chestnut St?
    220 E Chestnut St in Saint Michaels, MD last sold for $525,000 in August 2018.
  • 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 220 E Chestnut St?
    The closest schools to 220 E Chestnut St in Saint Michaels, MD are St. Michaels Elementary School (Pre-K, rated 8/10), St. Michaels Middle/High School (rated 6/10).
  • How big is the lot at 220 E Chestnut St?
    The lot at 220 E Chestnut St in Saint Michaels, MD is about 0.17 acres (7,204 sq ft).
  • Does 220 E Chestnut St have a garage?
    Yes, 220 E Chestnut St in Saint Michaels, MD has a garage.

Explore by feature - Air Conditioning

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