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

112 E Chestnut St
Saint Michaels, MD 21663

3 Beds
4 Baths
2,587 sqft

$1,526,600

Trulia Estimate

as of Jun 2, 2026

Est. Refi. Payment $8,451/mo*

Refinance Your Home

$1,526,600

Trulia Estimate

as of Jun 2, 2026

Est. Refi. Payment $8,451/mo*

Refinance Your Home

3 Beds

4 Baths

2,587 sqft

Local Information

-- mins to

Commute Destination

Description

St Michaels Perfection! Absolutely gorgeous in-town historic home with front porch that has been totally renovated and extended to include a great room/master bedroom and screened-in porch. Features antique heart pine floors, gourmet kitchen; fenced yard, off-street parking, studio/office, walkways with lighting and beautiful landscaping. Room for pool. Furnishings could be included.

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

Porch

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 112 E Chestnut St

Interior Features
Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2
Interior Details Types of Rooms: Dining Room, Family Room, Office
Appliances & Utilities DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherExterior: WoodPorch
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1834
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 7230 sqft

Price History for 112 E Chestnut St

Date	Price	Event	Source
01/01/2015	$845,000	Sold	Long & Foster Broker Feed #MDTA100494_100
Recording Date 01/01/2015 County Transfer Tax N/A Total Transfer Tax N/A
03/25/2014	$675,000	Sold	N/A
Recording Date 03/25/2014 Contract Date 03/14/2014 County Transfer Tax $6,750 Total Transfer Tax $10,125
01/25/2014	$749,000	Pending	Agent Provided

10/04/2013	$749,000	PriceChange	Agent Provided
Price Change $26,000 (-3%)
05/14/2013	$775,000	PriceChange	Agent Provided
Price Change $20,000 (-3%)
11/26/2012	$795,000	PriceChange	Agent Provided
Price Change $23,000 (-3%)
08/04/2012	$818,000	Listed For Sale	Agent Provided

11/21/2007	$845,000	Sold	N/A
Recording Date 11/21/2007 County Transfer Tax N/A Total Transfer Tax N/A
03/02/2006	$550,000	Sold	N/A
Recording Date 03/02/2006 County Transfer Tax N/A Total Transfer Tax N/A
09/08/2004	$351,500	Sold	N/A
Recording Date 09/08/2004 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax
Assessment	$983,500

Home facts updated by county records

Comparable Sales for 112 E Chestnut St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
504 Talbot St, Saint Michaels, MD	0.10	Single-Family Home	$850,000	07/31/25	3	2.5	2,072
408 Water St, Saint Michaels, MD	0.07	Single-Family Home	$995,000	10/08/25	3	2.5	1,893
204 Mulberry St, Saint Michaels, MD	0.11	Single-Family Home	$1,350,000	10/27/25	3	2.5	2,320
207 Seymour Ave, Saint Michaels, MD	0.19	Single-Family Home	$800,000	11/17/25	4	3.5	1,983
109 W Chew Ave, Saint Michaels, MD	0.16	Single-Family Home	$662,500	07/18/25	3	2	1,824
205 E Chew Ave, Saint Michaels, MD	0.05	Single-Family Home	$1,175,000	11/14/25	2	1.5	1,780
203 Mulberry St, Saint Michaels, MD	0.13	Single-Family Home	$926,000	01/15/26	3	2	1,740
100 Grace St, Saint Michaels, MD	0.15	Single-Family Home	$1,000,000	02/13/26	2	2.5	1,445
103 Mulberry St, Saint Michaels, MD	0.14	Single-Family Home	$800,000	08/15/25	4	1.5	1,596
109 Chesapeake Ave, Saint Michaels, MD	0.38	Single-Family Home	$865,000	08/12/25	4	2.5	2,168

Nearby homes

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

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FOR SALE
$1,275,000
3 bd
3 ba
2,052 sqft
202 E Chestnut St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
OFF MARKET
Est. $1,696,600
4 bd
2.5 ba
3,694 sqft
201 E Chew Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
OFF MARKET
Est. $1,009,600
4 bd
2.5 ba
1,781 sqft
115 W Chew Ave,
Saint Michaels, MD 21663
Meredith Fine Properties
FOR SALE
$2,538,000
5 bd
5.5 ba
4,673 sqft
203 E Chew Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
OFF MARKET
Est. $1,871,500
3 bd
3.5 ba
2,579 sqft
417 Water St,
Saint Michaels, MD 21663
Meredith Fine Properties
SOLD
NOV 14, 2025
$1,175,000
2 bd
1.5 ba
1,780 sqft
205 E Chew Ave,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
OCT 8, 2025
$995,000
3 bd
2.5 ba
1,893 sqft
408 Water St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
COMING SOON 6/8
$1,165,000
2 bd
2 ba
2,024 sqft
107 E Chestnut St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
OFF MARKET
Est. $1,941,300
4 bd
4 ba
2,639 sqft
218 E Chestnut St,
Saint Michaels, MD 21663
Meredith Fine Properties
OFF MARKET
Est. $841,900
3 bd
2.5 ba
2,294 sqft
201 E Marengo St,
St Michaels, MD 21663
Benson & Mangold, LLC
FOR SALE
$1,885,000
3 bd
2.5 ba
2,284 sqft
222 E Chestnut St,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
SOLD
OCT 27, 2025
$1,350,000
3 bd
2.5 ba
2,320 sqft
204 Mulberry St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty

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Additional Cost

Assigned Schools

These are the assigned schools for 112 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

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
Flag
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
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
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
Contact for price
1-2 bd
1-2 ba
24700 Deepwater Point Dr #776f18ccb,
Saint Michaels, MD 21663
APPLY INSTANTLY
$2,200/mo
2 bd
2.5 ba
24345 Widgeon Pl #29,
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 112 E Chestnut St

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$1,885,000
3 bd
2.5 ba
2,284 sqft
222 E Chestnut St,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
$1,275,000
3 bd
3 ba
2,052 sqft
202 E Chestnut St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
$1,285,000
4 bd
4.5 ba
3,528 sqft
114 W Chestnut St,
St 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
OPEN SUN, 10-12:30PM
$849,900
3 bd
2.5 ba
2,027 sqft
807 Radcliff Ave,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
$849,900
3 bd
2.5 ba
2,027 sqft
807 Radcliff St,
Michaels, MD 21663
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
0.34 ACRES
$1,795,000
4 bd
3.5 ba
3,575 sqft
216 E Chew Ave,
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
COMING SOON 6/8
$1,165,000
2 bd
2 ba
2,024 sqft
107 E Chestnut St,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
See more homes for sale in
Saint Michaels
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Off Market Homes Near 112 E Chestnut St

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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
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
APR 30, 2026
$785,000
3 bd
3 ba
2,439 sqft
24822 Swan Rd,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
MAR 13, 2026
$1,118,892
2 bd
2.5 ba
1,557 sqft
320 Perry Cabin Dr,
Saint Michaels, MD 21663
TTR Sotheby's International Realty
SOLD
FEB 27, 2026
$1,600,000
3 ba
3,562 sqft
7369 Drum Point Rd,
Saint Michaels, MD 21663
SOLD
FEB 19, 2026
$1,202,000
3 bd
2 ba
2,012 sqft
7361 Solitude Rd,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
FEB 13, 2026
$1,000,000
2 bd
2.5 ba
1,445 sqft
100 Grace St,
Saint Michaels, MD 21663
Benson & Mangold, LLC
SOLD
FEB 6, 2026
$1,130,000
3 bd
3 ba
2,085 sqft
24318 Oakwood Park Rd,
Saint Michaels, MD 21663
Compass
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Saint Michaels
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Homes for rent near 112 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
$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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112 E Chestnut St, Saint Michaels, MD 21663 is a 3 bedroom, 4 bathroom, 2,587 sqft single-family home built in 1834. This property is not currently available for sale. 112 E Chestnut St was last sold on Jan 1, 2015 for $845,000. The current Trulia Estimate for 112 E Chestnut St is $1,526,600.

112 E Chestnut St
Saint Michaels, MD 21663

$1,526,600

$1,526,600

Local Information