$1,250,000
3 Beds
3 Baths
2,052 sqft
202 E Chestnut St, Saint Michaels, MD 21663
Est. Mortgage $7,084/mo*
Get Pre-QualifiedWe estimate this home will sell faster than 84% nearby.
Home Highlights
Parking
Open Parking
Price/Sqft
$609
Climate Control
Heat Pump, Electric & Central Air
Listed
9 days ago
Local Information
- Map ViewExplore the area around 202 E Chestnut St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
Welcome to the William J. Wrightson House, a beautifully restored c. 1897 residence where historic St. Michaels charm meets exceptional modern comfort. Located in the heart of town and just steps from the waterfront, marinas, shops, and restaurants, this distinctive 3-bedroom, 3-bath home offers an extraordinary opportunity to enjoy the very best of Eastern Shore living. Extensively renovated with an emphasis on quality and craftsmanship, the home has been updated from top to bottom. Improvements include new HVAC systems, tankless hot water heaters, updated wiring, encapsulated crawl space, new roof and gutters, recessed lighting, high-end appliances, three renovated baths, a custom butler’s pantry, complete interior and exterior painting, and improved patio drainage and grading. Natural light fills the gracious interior, highlighting heart pine and yellow pine floors, custom millwork, and beautifully appointed living spaces. The living room, anchored by a new gas fireplace, flows naturally into the formal dining room and gourmet kitchen, which features quartz countertops, top-tier appliances, generous cabinetry, and custom built-ins. At the rear of the home, the extraordinary sunroom overlooking the English garden, provides an inviting space for relaxed gatherings or entertaining. Vaulted ceilings, shiplap wall treatment, custom built-ins, and butler’s pantry with beverage chiller and bar sink make this room the heart of the house. French doors open to the brick patio and beautifully landscaped gardens. The second floor offers a serene primary suite with a luxurious marble bath, clawfoot soaking tub, antique vanity, and glass-enclosed walk-in shower. Two additional bedrooms and a beautifully renovated hall bath provide comfortable accommodations for family and guests. Outside, a private English garden creates a picturesque retreat, with roses, crepe myrtles, and hydrangeas framed by a charming French Gothic lattice shadowbox fence. Beautifully restored, thoughtfully designed, and ideally located, this is historic St. Michaels living at its finest.
Last check for updates: about 18 hours ago
Listing courtesy of Wink Cowee, (410) 310-0208
Benson & Mangold, LLC, (410) 745-0415
Source: Bright MLS, MLS#MDTA2014844
Also Listed on Bright MLS.
We estimate this home will sell faster than 84% nearby.
Home Details for 202 E Chestnut St
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Interior Details Number of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1 |
Dimensions and Layout Living Area: 2052 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Disposal, Oven/Range - Gas, Range Hood, Refrigerator, Washer/Dryer Stacked, Tankless Water Heater, Oven, Instant Hot WaterDishwasherDisposalRefrigerator |
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Heat Pump,Multi Units,ElectricHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa No Fireplace |
Windows, Doors, Floors & Walls Window: Window TreatmentsFlooring: Wood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: NoneFloors: Wood |
View No View |
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Exterior Home Features Roof: Architectural ShingleOther Structures: Above Grade, Below GradeFoundation: Crawl SpaceNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: On Street |
Pool Pool: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 2052 Square Feet |
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Days on Market: 9 |
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Year Built Year Built: 1897 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cottage,Victorian |
Building Construction Materials: FrameNot a New Construction |
Property Information Parcel Number: 2102066831 |
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Price List Price: $1,250,000Price Per Sqft: $609 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: ACTIVE |
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Direction & Address City: SAINT MICHAELSCommunity: St. Michaels |
School Information Elementary School: St. MichaelsElementary School District: Talbot County Public SchoolsJr High / Middle School: St. MichaelsJr High / Middle School District: Talbot County Public SchoolsHigh School: St. MichaelsHigh School District: Talbot County Public Schools |
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Listing Agent Listing ID: MDTA2014844 |
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Building Area Building Area: 2052 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 3567 sqft |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To Sell |
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Business Information Ownership: Fee Simple |
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Mls Number: MDTA2014844Municipality: Saint MichaelsAbove Grade Unfinished Area: 2052 |
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Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y |
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.
Market trends in Saint Michaels
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
3MoM
Home Value
Trulia Estimate
$1.18MSince last month
Increased$12K (+1%)Since last year
Increased$253K (+25.8%)Since last sale
Increased$522K (+73.5%)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 increased by +186% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.23M |
| July 2026 | $1.22M |
| June 2026 | $1.22M |
| May 2026 | $1.24M |
| April 2026 | $1.01M |
| March 2026 | $1.01M |
| February 2026 | $987K |
| January 2026 | $973K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
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 |
|---|---|---|---|---|---|---|---|
0.20 | Single-Family Home | $775,000 | 12/02/25 | 3 | 1.5 | 2,068 | |
0.06 | Single-Family Home | $1,152,500 | 06/10/26 | 3 | 2.5 | 2,336 | |
0.08 | Single-Family Home | $1,135,000 | 07/27/26 | 2 | 2 | 2,024 | |
0.06 | Single-Family Home | $995,000 | 10/08/25 | 3 | 2.5 | 1,893 | |
0.26 | Single-Family Home | $660,000 | 09/16/25 | 3 | 2 | 1,500 | |
0.11 | Single-Family Home | $1,350,000 | 10/27/25 | 3 | 2.5 | 2,320 | |
0.47 | Single-Family Home | $785,000 | 10/15/25 | 3 | 2.5 | 2,028 | |
0.19 | Single-Family Home | $800,000 | 11/17/25 | 4 | 3.5 | 1,983 | |
0.09 | Single-Family Home | $1,825,000 | 08/10/26 | 3 | 2.5 | 2,284 | |
0.03 | Single-Family Home | $1,175,000 | 11/14/25 | 2 | 1.5 | 1,780 |
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 |
|---|---|---|---|---|---|---|
0.03 | $2,125,000 | 5 | 5.5 | 4,673 | Recently Sold | |
0.04 | $1,811,800 | 3 | 3.5 | 2,579 | Off Market | |
0.03 | $1,175,000 | 2 | 1.5 | 1,780 | Recently Sold | |
0.06 | $971,000 | 3 | 2.5 | 1,893 | Off Market | |
0.07 | $1,225,000 | 2 | 2.5 | 2,282 | Recently Sold | |
0.06 | $1,152,500 | 3 | 2.5 | 2,336 | Recently Sold | |
0.08 | $1,135,000 | 2 | 2 | 2,024 | Recently Sold | |
0.07 | $1,925,400 | 4 | 4 | 2,639 | Off Market | |
0.08 | $840,400 | 3 | 2.5 | 2,294 | Off Market | |
0.09 | $1,825,000 | 3 | 2.5 | 2,284 | Recently Sold | |
0.11 | $1,318,700 | 3 | 2.5 | 2,320 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 21, 2026 Source: Bright MLS #MDTA2014844 | Listed For Sale | $1,250,000 |
Jun 13, 2026 Source: Bright MLS #MDTA2013714 | ListingRemoved | $1,275,000 |
May 7, 2026 Source: Bright MLS #MDTA2013714 | Listed For Sale | $1,275,000 |
Aug 12, 2021 Source: Bright MLS #MDTA141450 | Sold | $710,000 |
Jul 28, 2021 Source: Bright MLS #MDTA141450 | Pending | $645,000 |
Jun 15, 2021 Source: Bright MLS #MDTA141450 | Contingent | $645,000 |
Jun 12, 2021 Source: Bright MLS #MDTA141450 | Listed For Sale | $645,000 |
Nov 30, 2020 Source: Agent Provided | ListingRemoved | $589,000 |
Aug 15, 2020 Source: Agent Provided | Listed For Sale | $589,000 |
Dec 21, 2019 Source: Agent Provided | ListingRemoved | $610,000 |
Apr 7, 2019 Source: Agent Provided | Listed For Sale | $610,000 |
Oct 2, 2018 Source: Agent Provided | ListingRemoved | $645,000 |
Oct 10, 2017 Source: Agent Provided | Listed For Sale | $645,000 |
May 7, 1996 Source: N/A | Sold | $206,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $7,023 | $558,200 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Wink Cowee, Benson & Mangold, LLC, (410) 745-0415
Agent Phone: (410) 310-0208
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
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Frequently asked questions about 202 E Chestnut St
- What is the estimated monthly payment for 202 E Chestnut St?Based on a $1,250,000 list price with 20% down at today's rates, the estimated monthly payment for 202 E Chestnut St in Saint Michaels, MD is approximately $7,293 (about $6,530 principal & interest, $688 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 202 E Chestnut St?The closest schools to 202 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).
- What is 202 E Chestnut St estimated to be worth?Trulia's estimated value for 202 E Chestnut St in Saint Michaels, MD is $1,182,700.
- Does 202 E Chestnut St have air conditioning?Yes, 202 E Chestnut St in Saint Michaels, MD has air conditioning.
- Does 202 E Chestnut St have laundry facilities?Yes, 202 E Chestnut St in Saint Michaels, MD has laundry facilities.
- How big is the lot at 202 E Chestnut St?The lot at 202 E Chestnut St in Saint Michaels, MD is about 0.08 acres (3,567 sq ft).
202 E Chestnut St, Saint Michaels, MD 21663 is a 3 bedroom, 3 bathroom, 2,052 sqft single-family home built in 1897. This property is currently available for sale and was listed by Bright MLS on Aug 20, 2026. The MLS # for this home is MLS# MDTA2014844.