Are yards well-kept in Saint Michaels, MD?

As of early 2026, 100% of users say yards are well-kept

Are the streets well-lit in Saint Michaels, MD?

As of early 2026, 100% of users say streets are well-lit

Is Saint Michaels, MD dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Is Saint Michaels, MD quiet?

As of early 2026, 92% of users say it's quiet

Is a car needed in Saint Michaels, MD?

As of early 2026, 90% of users say car is needed

Is parking easy in Saint Michaels, MD?

As of early 2026, 82% of users say parking is easy

Is there wildlife in Saint Michaels, MD?

As of early 2026, 79% of users say there's wildlife

Does Saint Michaels, MD show holiday spirit?

As of early 2026, 75% of users say there's holiday spirit

Do kids play outside in Saint Michaels, MD?

As of early 2026, 73% of users say kids play outside

Would people walk alone at night in Saint Michaels, MD?

As of early 2026, 67% of users say people would walk alone at night

Is Saint Michaels, MD walkable to restaurants?

As of early 2026, 64% of users say it's walkable to restaurants

Are there community events in Saint Michaels, MD?

As of early 2026, 63% of users say there are community events

Are neighbors friendly in Saint Michaels, MD?

As of early 2026, 58% of users say neighbors are friendly

Is Saint Michaels, MD walkable to grocery stores?

As of early 2026, 50% of users say it's walkable to grocery stores

Does Saint Michaels, MD have sidewalks?

As of early 2026, 45% of users say there are sidewalks

Do residents of Saint Michaels, MD plan to stay at least 5 years?

As of early 2026, 40% of users say they plan to stay for at least 5 years

OFF MARKET

116 E Chestnut St
Saint Michaels, MD 21663

Studio
3 Baths
2,067 sqft

$1,013,900

Trulia Estimate

as of May 17, 2026

Est. Refi. Payment $5,366/mo*

Refinance Your Home

$1,013,900

Trulia Estimate

as of May 17, 2026

Est. Refi. Payment $5,366/mo*

Refinance Your Home

Studio

3 Baths

2,067 sqft

Local Information

-- mins to

Commute Destination

Description

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.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

Garage

Outdoor

Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

No Info

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 History for 116 E Chestnut St

Date	Price	Event	Source
09/08/1998	$230,000	Sold	N/A
Recording Date 09/08/1998 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax
Assessment	$513,700

Home facts updated by county records

Comparable Sales for 116 E Chestnut St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
504 Talbot St, Saint Michaels, MD	0.08	Single-Family Home	$850,000	07/31/25	3	2.5	2,072
807 Radcliff Ave, Saint Michaels, MD	0.36	Single-Family Home	$182,500	09/16/25	3	2.5	2,027
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
408 Water St, Saint Michaels, MD	0.07	Single-Family Home	$995,000	10/08/25	3	2.5	1,893
109 W Chew Ave, Saint Michaels, MD	0.14	Single-Family Home	$662,500	07/18/25	3	2	1,824
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
113 Thompson St, Saint Michaels, MD	0.17	Single-Family Home	$580,000	10/31/25	3	2	1,566

Assigned Schools

These are the assigned schools for 116 E Chestnut St.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Learn more about our methodology.

Kgialo
Resident
5y ago
"There are many dog friendly places and lost of nice outdoor spaces for walks. People are very comfortable around dogs here. "
0
Flag
Christopherbthomas24
Resident
6y ago
"Love this town, great spot for young families and retirees as well. Awesome spots to eat and hang out"
2
Flag
Kats0791
Resident
7y ago
"Different kinds of houses to chose from including single family, town homes & condos. New Pete Dye Golf Course. "
0
Flag
Janet S.
11y ago
"Work and live here. Fantastic area - beautiful, with great sailing. The town has constantly improved since I moved here in 1993."
0
Flag
rctdesign
11y ago
"Wonderful town with lots to do and very walkable!"
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Contact for price
1-2 bd
1-2 ba
24700 Deepwater Point Dr #776f18ccb,
Saint Michaels, MD 21663
Contact for price
1-2 bd
1-2 ba
111 Mitchell St #f320a52c6,
Saint Michaels, MD 21663
Contact for price
1-2 bd
1-2 ba
113 Mitchell St #f320a52c6,
Saint Michaels, MD 21663
APPLY INSTANTLY
$2,200/mo
2 bd
2.5 ba
24345 Widgeon Pl #29,
St Michaels, MD 21663
PET FRIENDLY
FURNISHED
$2,300/mo
2 bd
2.5 ba
24362 Widgeon Pl #2,
St Michaels, MD 21663
PET FRIENDLY
$2,650/mo
4 bd
2.5 ba
921 S Talbot St #C,
Easton, MD 21663
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Saint Michaels
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Homes for sale near 116 E Chestnut St

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$1,275,000
3 bd
3 ba
2,052 sqft
202 E Chestnut St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
OPEN SUN, 12-2PM
$1,194,000
4 bd
2.5 ba
1,500 sqft
101 Mulberry St,
Saint Michaels, MD 21663
Meredith Fine Properties
$1,885,000
3 bd
2.5 ba
2,284 sqft
222 E Chestnut St,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
$859,900
3 bd
2.5 ba
2,027 sqft
807 Radcliff St,
Michaels, MD 21663
$859,900
3 bd
2.5 ba
2,027 sqft
807 Radcliff Ave,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
$1,350,000
4 bd
4.5 ba
3,528 sqft
114 W Chestnut St,
St Michaels, MD 21663
Benson & Mangold, LLC
NEW CONSTRUCTION
0.41 ACRES
$1,985,000
3 bd
3 ba
2,622 sqft
303 Manor St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
NEW - 1 DAY AGO
$350,000
3 bd
2 ba
1,364 sqft
203 Canton St,
Saint Michaels, MD 21663
Coldwell Banker Chesapeake Real Estate Company
$1,200,000
3 bd
2.5 ba
2,200 sqft
504 Seymour Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
$2,538,000
5 bd
5.5 ba
4,673 sqft
203 E Chew Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
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Saint Michaels
Take a look

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Additional Cost

Homes for rent near 116 E Chestnut St

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APPLY INSTANTLY
$2,200/mo
2 bd
2.5 ba
1,800 sqft
24345 Widgeon Pl #29,
St Michaels, MD 21663
PET FRIENDLY
FURNISHED
$2,300/mo
2 bd
2.5 ba
1,800 sqft
24362 Widgeon Pl #2,
St Michaels, MD 21663
PET FRIENDLY
$2,650/mo
4 bd
2.5 ba
1,700 sqft
921 S Talbot St #C,
Easton, MD 21663
See more homes for rent in
Saint Michaels
Take a look

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Off Market Homes Near 116 E Chestnut St

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SOLD
MAY 15, 2026
$600,000
3 bd
2.5 ba
2,080 sqft
23201 Stewart Way,
McDaniel, MD 21647
Benson & Mangold, LLC
SOLD
MAY 13, 2026
$947,000
3 bd
2.5 ba
1,836 sqft
360 Perry Cabin Dr,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
SOLD
MAY 4, 2026
$775,000
4 bd
4 ba
4,000 sqft
8453 Ingleton Rd,
Easton, MD 21601
SOLD
MAY 1, 2026
$740,000
3 bd
2 ba
1,518 sqft
23869 Mount Misery Rd,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
APR 30, 2026
$785,000
3 bd
3 ba
2,439 sqft
24822 Swan Rd,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
APR 29, 2026
$525,000
2 ba
2,023 sqft
25913 Royal Oak Rd,
Royal Oak, MD 21662
SOLD
APR 24, 2026
$525,000
4 bd
2 ba
2,023 sqft
25913 Royal Oak Rd,
Easton, MD 21601
RE/MAX Executive
SOLD
APR 21, 2026
$528,000
3 bd
2.5 ba
1,922 sqft
228 Tyler Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
APR 10, 2026
$610,000
3 bd
2.5 ba
2,496 sqft
24749 Swan Rd,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
APR 3, 2026
$665,000
3 bd
2 ba
1,583 sqft
25706 Edgeview Rd,
Royal Oak, MD 21662
Long & Foster Real Estate, Inc.
See more homes for sale in
Saint Michaels
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116 E Chestnut St, Saint Michaels, MD 21663 is a studio, 3 bathroom, 2,067 sqft single-family home built in 1825. This property is not currently available for sale. 116 E Chestnut St was last sold on Sep 8, 1998 for $230,000. The current Trulia Estimate for 116 E Chestnut St is $1,013,900.

116 E Chestnut St
Saint Michaels, MD 21663

$1,013,900

$1,013,900

Local Information