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FOR SALE

3D VIEW

203 E Chew Ave
Saint Michaels, MD 21663

5 Beds
5.5 Baths
4,673 sqft

$2,538,000

Est. Mortgage $14,065/mo*

Get Pre-Qualified

$2,538,000

Est. Mortgage $14,065/mo*

Get Pre-Qualified

5 Beds

5.5 Baths

4,673 sqft

Local Information

-- mins to

Commute Destination

Description

Welcome to 203 E Chew Avenue, a residence of exceptional craftsmanship and refined luxury, originally constructed in 2008 and thoughtfully re-imagined through comprehensive renovations completed in 2023 and 2024. See virtual tours above. Encompassing more than 4,700 +/- square feet of finished living space, with 5 bedrooms and 5 and a half baths, this home offers an elevated blend of sophistication, comfort, and timeless Eastern Shore charm— located on East Chew Street, the property is walking distance to the harbor, boutiques, and celebrated dining of St. Michaels. From the moment you enter, the quality is unmistakable. Clean sightlines and an open, interconnected floor plan create an ideal setting for both everyday living and effortless entertaining. Throughout the home, curated lighting, custom millwork, elegant crown molding, custom doors, and redesigned fireplaces reflect a commitment to thoughtful design and enduring craftsmanship. The main level features a primary suite with beautifully updated finishes and refined details, including a fully renovated primary bath. There is a second primary suite on the second level as well with a renovated bath. The main residence offers four ensuite bedrooms; all baths have been renovated each providing privacy and comfort for family and guests alike. A standout feature of the property is the fully independent renovated permitted apartment above the two-car heated garage. Complete with a full kitchen, bath, washer and dryer, office area, and sleeping loft, this versatile space is ideal for extended family, guests, a private studio, home office or potential rental income. At the heart of the home, with secure access to the main house from a two garage, providing off street parking and easy kitchen access, is both functional and thoughtful. The kitchen showcases high-end appliances with gas, exquisite finishes, and custom lighting. The kitchen flows seamlessly into the living and dining areas, where fireplaces add warmth and ambiance. Upstairs, an additional media lounge area, a second upper-level primary suite offers a serene retreat with updated bathroom cabinetry and fixtures, a fireplace, and a beautifully designed custom walk-in closet. A third en-suite bedroom along with a spacious laundry room adjacent to the media room, enhance convenience. The fourth en-suite bedroom is on the third level with additional living space and a renovated bathroom. Outside, professionally newly designed landscaping and a full irrigation system provide year-round beauty, while the blue slate terrace—framed by expertly trained David Austin climbing roses—a grilling area creates a private outdoor sanctuary for entertaining or quiet reflection. Modern conveniences include Wi-Fi broadband, advanced home monitoring systems, and a Hikvision doorbell with remote access, updated HVAC, Renaldi tankless hot water systems both add comfort and peace of mind. A concrete crawlspace with a dehumidification unit is part of this well-built home. Perfectly positioned near the waterfront and within easy reach of Easton and Oxford, this turnkey home is ideal as a full-time residence or a sophisticated weekend retreat. With flawless finishes, flexible living spaces, and an unrivaled location, this property represents the pinnacle of Eastern Shore living. Schedule your private showing and experience its exceptional character firsthand. On a price per sq. ft. basis this property represents an excellent value and the new two-level apartment above the heated garage is an exceptional rental investment opportunity, guest quarters, studio or office.

Home Highlights

Parking

Garage

Outdoor

Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

$543

Listed

68 days ago

Home Details for 203 E Chew Ave

Interior Features
Interior Details Number of Rooms: 14Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Bathroom 3, Dining Room, Full Bath, Half Bath, Kitchen, Laundry, Living Room, Loft
Beds & Baths Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout Living Area: 4673 Square Feet
Appliances & Utilities Utilities: Electricity Available, Propane, Sewer Available, Water Available, Cable Connected, Cable, BroadbandAppliances: Microwave, Built-In Range, Exhaust Fan, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Dishwasher, Tankless Water Heater, CooktopDishwasherLaundry: Upper Level,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Forced Air,Electric,PropaneHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 2Fireplace: Wood Burning, Gas/Propane, Wood Burning StoveHas a FireplaceNo Spa
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Window: Insulated Windows, Energy Efficient, Skylight(s)Door: Double EntryFlooring: Hardwood, Wood
Levels, Entrance, & Accessibility Stories: 3Number of Stories: 3Levels: ThreeAccessibility: NoneFloors: Hardwood, Wood
View No View
Security Security: Electric Alarm, Security System

Exterior Features
Exterior Home Features Roof: Architectural ShinglePatio / Porch: Brick, PatioFencing: FullOther Structures: Above Grade, OutbuildingExterior: Extensive Hardscape, Lighting, Flood Lights, Lawn Sprinkler, Underground Lawn SprinklerFoundation: Crawl Space, Slab, Concrete PerimeterNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 4Parking: Garage Door Opener,Garage Faces Rear,Heated,Alley Access,Off Street,Detached
Pool Pool: None
Frontage Waterfront: RiverNot on Waterfront
Water & Sewer Sewer: Public SewerWater Body: St. Michaels Harbor
Farm & Range Not Allowed to Raise Horses
Finished Area Finished Area (above surface): 4673 Square Feet

Days on Market
Days on Market: 68

Property Information
Year Built Year Built: 2008Year Renovated: 2024
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building Construction Materials: Brick, CombinationNot a New ConstructionNo Additional Parcels
Property Information Condition: ExcellentNot Included in Sale: Apartment Wall Mounted Tv Does Not ConveyIncluded in Sale: Alarm System, Dishwasher, Garage Opener, Microwave, Refrigerators (2), Stove, Levelor Shades, Hunter Douglas Shades. Family Room And Primary Bedroom Tv's Convey, Sonos Speaker System ConveysParcel Number: 02066858

Price & Status
Price List Price: $2,538,000Price Per Sqft: $543
Status Change & Dates Possession Timing: 61-90 Days CD

Active Status
MLS Status: ACTIVE

Media
See Virtual Tour: "C:\Users\Rminc\OneDrive\Documents\Cyndi Simmions\203 E Chew\Photos\Video 2\203 E. Chew Avenue, St. Michaels, MD_Landscape__16_9_.mp4"

Location
Direction & Address City: SAINT MICHAELSCommunity: None Available
School Information Elementary School District: Talbot County Public SchoolsJr High / Middle School District: Talbot County Public SchoolsHigh School District: Talbot County Public Schools

Agent Information
Listing Agent Listing ID: MDTA2013148

Building
Building Area Building Area: 4673 Square Feet

Community
Not Senior Community

HOA
No HOA

Lot Information
Lot Area: 7200 sqft

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Agency

Business
Business Information Ownership: Fee Simple

Miscellaneous
Mls Number: MDTA2013148Above Grade Unfinished Area: 4673

Additional Information
Source Internet Entire Listing Display: Y

Last check for updates: about 7 hours ago

Listing courtesy of Rich F Minchik, (703) 447-8845

Benson & Mangold, LLC, (410) 745-0415

Source: Bright MLS, MLS#MDTA2013148

Also Listed on Bright MLS.

Market trends in Saint Michaels

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

Price History for 203 E Chew Ave

Date	Price	Event	Source
04/08/2026	$2,538,000	Listed For Sale	Bright MLS #MDTA2013148

07/23/2021	$1,500,000	Sold	Bright MLS #MDTA140534
Recording Date 07/23/2021 County Transfer Tax N/A Total Transfer Tax N/A
07/20/2021	$1,500,000	Pending	Bright MLS #MDTA140534

07/15/2021		ListingRemoved	Bright MLS #MDTA140534

05/11/2021	$1,500,000	Pending	Bright MLS #MDTA140534

05/07/2021	$1,500,000	Contingent	Bright MLS #MDTA140534

04/21/2021	$1,500,000	Pending	Bright MLS #MDTA140534

03/23/2021	$1,500,000	PriceChange	Bright MLS #MDTA140534
Price Change $100,000 (-6%)
03/08/2021	$1,600,000	Listed For Sale	Bright MLS #MDTA140534

11/19/2015	$1,325,000	Sold	N/A
Recording Date 11/19/2015 Contract Date 11/20/2015 County Transfer Tax $12,750 Total Transfer Tax $19,375
04/09/2015	$1,495,000	ListingRemoved	Agent Provided

03/04/2015	$1,495,000	PriceChange	Agent Provided
Price Change $55,000 (-4%)
09/29/2014	$1,550,000	Listed For Sale	Agent Provided

09/14/2010	$1,427,000	Sold	N/A
Recording Date 09/14/2010 Contract Date 09/14/2010 County Transfer Tax N/A Total Transfer Tax N/A
05/15/2010	$1,595,000	Listed For Sale	Agent Provided

09/06/2005	$275,000	Sold	N/A
Recording Date 09/06/2005 County Transfer Tax N/A Total Transfer Tax N/A
09/09/2004	$205,000	Sold	N/A
Recording Date 09/09/2004 County Transfer Tax N/A Total Transfer Tax N/A
08/05/2003	$120,000	Sold	N/A
Recording Date 08/05/2003 County Transfer Tax N/A Total Transfer Tax N/A
06/25/1999	$55,000	Sold	N/A
Recording Date 06/25/1999 County Transfer Tax N/A Total Transfer Tax N/A
01/06/1998	$55,000	Sold	N/A
Recording Date 01/06/1998 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax
Assessment	$1,518,600

Home facts updated by county records

Comparable Sales for 203 E Chew Ave

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
114 E Chew Ave, Saint Michaels, MD	0.04	Single-Family Home	$1,152,500	06/10/26	3	2.5	2,336
204 Mulberry St, Saint Michaels, MD	0.14	Single-Family Home	$1,350,000	10/27/25	3	2.5	2,320
207 Seymour Ave, Saint Michaels, MD	0.16	Single-Family Home	$800,000	11/17/25	4	3.5	1,983
504 Talbot St, Saint Michaels, MD	0.14	Single-Family Home	$850,000	07/31/25	3	2.5	2,072
408 Water St, Saint Michaels, MD	0.09	Single-Family Home	$995,000	10/08/25	3	2.5	1,893
106 E Chestnut St, Saint Michaels, MD	0.09	Single-Family Home	$1,225,000	06/05/26	2	2.5	2,282
205 E Chew Ave, Saint Michaels, MD	0.01	Single-Family Home	$1,175,000	11/14/25	2	1.5	1,780
103 Mulberry St, Saint Michaels, MD	0.18	Single-Family Home	$800,000	08/15/25	4	1.5	1,596
109 Chesapeake Ave, Saint Michaels, MD	0.43	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.

Skip to last item

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
OFF MARKET
Est. $1,937,300
4 bd
4 ba
2,639 sqft
218 E Chestnut St,
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Meredith Fine Properties
OFF MARKET
Est. $1,688,100
4 bd
2.5 ba
3,694 sqft
201 E Chew Ave,
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Benson & Mangold, LLC
OFF MARKET
Est. $1,843,800
3 bd
3.5 ba
2,579 sqft
417 Water St,
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Meredith Fine Properties
FOR SALE
3D VIEW
$1,885,000
3 bd
2.5 ba
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222 E Chestnut St,
Saint Michaels, MD 21663
Long & Foster Real Estate, Inc.
OFF MARKET
Est. $1,001,700
4 bd
2.5 ba
1,781 sqft
115 W Chew Ave,
Saint Michaels, MD 21663
Meredith Fine Properties
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
FOR SALE
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
OFF MARKET
Est. $838,100
3 bd
2.5 ba
2,294 sqft
201 E Marengo St,
St Michaels, MD 21663
Benson & Mangold, LLC
FOR SALE
3D VIEW
0.28 ACRES
$574,999
2 bd
1 ba
1,200 sqft
204 E Marengo St,
Saint Michaels, MD 21663
Compass
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

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Additional Cost

Assigned Schools

These are the assigned schools for 203 E Chew Ave.

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. "
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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
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Kats0791
Resident
7y ago
"Different kinds of houses to chose from including single family, town homes & condos. New Pete Dye Golf Course. "
0
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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
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rctdesign
11y ago
"Wonderful town with lots to do and very walkable!"
0
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LGBTQ Local Legal Protections

Rich F Minchik, Benson & Mangold, LLC, (410) 745-0415

Agent Phone: (703) 447-8845

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

203 E Chew Ave, Saint Michaels, MD 21663 is a 5 bedroom, 6 bathroom, 4,673 sqft single-family home built in 2008. This property is currently available for sale and was listed by Bright MLS on Apr 1, 2026. The MLS # for this home is MLS# MDTA2013148.

203 E Chew Ave Saint Michaels, MD 21663

$2,538,000

$2,538,000

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203 E Chew Ave
Saint Michaels, MD 21663