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

103 Cherry St
Saint Michaels, MD 21663

Studio
2 Baths
3,343 sqft

$1,320,700

Trulia Estimate

as of Jul 20, 2026

Est. Refi. Payment $7,410/mo*

Refinance Your Home

$1,320,700

Trulia Estimate

as of Jul 20, 2026

Est. Refi. Payment $7,410/mo*

Refinance Your Home

Studio

2 Baths

3,343 sqft

Local Information

Map ViewExplore the area around 103 Cherry St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 103 Cherry St, Saint Michaels, MD. 103 Cherry St is in Saint Michaels, MD and in ZIP code 21663. This property has 2 bathrooms and approximately 3,343 sqft of floor space. This property has a lot size of 9399 sqft and was built in 1880.

103 Cherry St, Saint Michaels, MD 21663 is a studio, 2 bathroom, 3,343 sqft single-family home built in 1880. It last sold for $305,000 on Apr 19, 1999. It is currently off market. The Trulia Estimate is $1,320,700, with a rent estimate of $2,825/month.

Home Highlights

Parking

Garage

Outdoor

Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 103 Cherry St

Interior Features
Heating & Cooling Heating: BaseboardAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1880
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 9399 sqft

Price History for 103 Cherry St

Date	Price	Event	Source
04/19/1999	$305,000	Sold	N/A
Recording Date 04/19/1999 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Saint Michaels

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

—

Available listings

2MoM

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Property Tax and Assessment

Year	2025
Tax
Assessment	$773,300

Home facts updated by county records

Comparable Sales for 103 Cherry St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
113 Glory Ave, Saint Michaels, MD	0.21	Single-Family Home	$539,500	07/06/26		2	1,456
113 Gloria Ave, Saint Michaels, MD	0.22	Single-Family Home	$539,500	06/30/26	3	2	1,456
203 Mulberry St, Saint Michaels, MD	0.18	Single-Family Home	$926,000	01/15/26	3	2	1,740
111 Gloria Ave, Saint Michaels, MD	0.20	Single-Family Home	$425,000	05/18/26	2	1.5	1,125
103 Mulberry St, Saint Michaels, MD	0.18	Single-Family Home	$800,000	08/15/25	4	1.5	1,596
103 Fremont St, Saint Michaels, MD	0.07	Single-Family Home	$862,500	09/04/25		2	2,912
110 Lee St, Saint Michaels, MD	0.34	Single-Family Home	$475,000	09/18/25	3	2	1,500
113 Thompson St, Saint Michaels, MD	0.31	Single-Family Home	$580,000	10/31/25	3	2	1,566
106C Conner St, Saint Michaels, MD	0.15	Single-Family Home	$399,000	09/15/25		2	1,080
602 S Talbot St, St Michaels, MD	0.27	Single-Family Home	$740,000	10/02/25	4	2.5	2,433

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $2,786,800
8 bd
8.5 ba
3,640 sqft
202 Cherry St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
OFF MARKET
Est. $808,100
2 bd
2 ba
1,228 sqft
107 Carpenter St,
Saint Michaels, MD 21663
Coldwell Banker Chesapeake Real Estate Company
SOLD
OCT 15, 2025
$785,000
3 bd
2.5 ba
2,028 sqft
304 N Talbot St,
St Michaels, MD 21663
Benson & Mangold, LLC
OFF MARKET
Est. $391,900
3 bd
1 ba
1,080 sqft
106 Conner St #C,
Saint Michaels, MD 21663
Benson & Mangold, LLC
OFF MARKET
Est. $495,000
3 bd
2 ba
1,674 sqft
400 Railroad Ave,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
OFF MARKET
Est. $718,900
4 bd
3 ba
2,080 sqft
312 N Talbot St,
St Michaels, MD 21663
Benson & Mangold, LLC
SOLD
MAY 21, 2026
$675,000
4 bd
2.5 ba
1,957 sqft
408 Spinnaker Ln,
Saint Michaels, MD 21663
Northrop Realty
OFF MARKET
Est. $530,800
4 bd
2 ba
2,016 sqft
112 Conner St,
Saint Michaels, MD 21663
Benson & Mangold, LLC
OFF MARKET
402 N Talbot St,
Saint Michaels, MD 21663
Meredith Fine Properties
OFF MARKET
124 Fremont St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
OFF MARKET
Est. $859,700
3 bd
3 ba
2,450 sqft
402 Railroad Ave,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
FOR SALE
$342,900
3 bd
2 ba
1,364 sqft
203 Canton St,
Saint Michaels, MD 21663
Coldwell Banker Chesapeake Real Estate Company

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Additional Cost

Assigned Schools

These are the assigned schools for 103 Cherry 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

Sourced by Trulia users. 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
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Christopherbthomas24
Resident
7y ago
"Love this town, great spot for young families and retirees as well. Awesome spots to eat and hang out"
2
Flag
Kats0791
Resident
8y 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
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LGBTQ Local Legal Protections

Apartments for Rent

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Contact for price
1-2 bd
1-2 ba
113 Mitchell St #f320a52c6,
Saint Michaels, MD 21663
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
PET FRIENDLY
$2,650/mo
4 bd
2.5 ba
921 S Talbot St #C,
Easton, MD 21663
See more homes for rent in
Saint Michaels
Take a look

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Homes for sale near 103 Cherry St

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$342,900
3 bd
2 ba
1,364 sqft
203 Canton St,
Saint Michaels, MD 21663
Coldwell Banker Chesapeake Real Estate Company
$425,000
3 bd
2 ba
1,120 sqft
101 Brooks Ln,
Saint Michaels, MD 21663
Benson & Mangold, LLC
$1,195,000
4 bd
4.5 ba
3,528 sqft
114 W Chestnut St,
St Michaels, MD 21663
Benson & Mangold, LLC
0.34 ACRES
$1,595,000
4 bd
3.5 ba
3,575 sqft
216 E Chew Ave,
Saint Michaels, MD 21663
Coldwell Banker Chesapeake Real Estate Company
$1,049,000
4 bd
3 ba
2,250 sqft
109 W Marengo St,
St Michaels, MD 21663
Benson & Mangold, LLC
$799,900
3 bd
2.5 ba
2,027 sqft
807 Radcliff St,
Michaels, MD 21663
$1,179,000
4 bd
2.5 ba
1,500 sqft
101 Mulberry St,
Saint Michaels, MD 21663
Meredith Fine Properties
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
$849,000
3 bd
2 ba
1,288 sqft
803 New Ln,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
$1,049,000
3 bd
2.5 ba
2,200 sqft
504 Seymour Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
See more homes for sale in
Saint Michaels
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Off Market Homes Near 103 Cherry St

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SOLD
JUL 17, 2026
$1,950,000
3 bd
3 ba
2,365 sqft
8670 Bozman Neavitt Rd,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
SOLD
JUN 26, 2026
$1,700,000
5 bd
3.5 ba
4,310 sqft
22707 Marshall Ln,
Wittman, MD 21676
TTR Sotheby's International Realty
SOLD
JUN 22, 2026
$1,395,000
3 bd
2.5 ba
2,540 sqft
121 W Chestnut St,
St Michaels, MD 21663
Benson & Mangold, LLC
SOLD
JUN 18, 2026
$860,000
2 ba
1,822 sqft
503 Tilden St,
Saint Michaels, MD 21663
SOLD
JUN 10, 2026
$1,152,500
3 bd
2.5 ba
2,336 sqft
114 E Chew Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
JUN 10, 2026
$685,000
4 bd
3.5 ba
3,010 sqft
24977 Back Creek Dr,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
JUN 5, 2026
$1,225,000
2 bd
2.5 ba
2,282 sqft
106 E Chestnut St,
Saint Michaels, MD 21663
Taylor Properties
SOLD
JUN 3, 2026
$765,000
3 bd
2.5 ba
3,166 sqft
24912 Back Creek Dr,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
MAY 28, 2026
$1,780,000
4 bd
3.5 ba
2,250 sqft
23857 Ebb Point Rd,
Bozman, MD 21612
Meredith Fine Properties
SOLD
MAY 27, 2026
$1,055,000
3 bd
2.5 ba
2,840 sqft
7605 Pendleton Farm Ln,
Easton, MD 21601
Benson & Mangold, LLC
See more homes for sale in
Saint Michaels
Take a look

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103 Cherry St
Saint Michaels, MD 21663

$1,320,700

$1,320,700

Local Information