Grace and Gratitude perfectly describe this charming historic home on Grace Street in the heart of St. Michaels! Grace St. is one of the few streets in town that isn't a through street to traffic. It starts at Talbot St & "Restaurant Row" & ends at the waterfront & walking trail off San Domingo Creek. The cozy front porch & classic Eastern Shore red front door are a prelude to the delightful interior spaces within. Beautifully renovated to include a more traditional living room which flows into a large open floor plan for the family room & dining room. The designer inspired kitchen with breakfast bar opens to the dining room & is close to the backdoor that leads out to the relaxing 12x14 screened porch. The porch overlooks a magical backyard that is an oasis for nature & centered around an adorable Victorian shed. Beautifully finished hardwood floors, moldings & gingerbread staircase make this a magazine quality home! The 2nd floor bedrooms are each unique & comfortable. Many recent improvements include: encapsulated crawlspace, bathroom renovation, On demand hot water, backyard irrigation, fireplace tile surround, electric car charger & a hot tub that's negotiable. Enjoy classic St. Michaels & all it has to offer in the enchanting neighborhood of Grace Street!
Sold for $775,000
$775,000
106 Grace St, Saint Michaels, MD 21663
3beds
2,068sqft
Single Family Residence
Built in 1890
3,920 Square Feet Lot
$763,300 Zestimate®
$375/sqft
$2,372 Estimated rent
Home value
$763,300
Estimated sales range
Not available
$2,372/mo
Zestimate® history
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List your homeWhat's special
Magical backyardGingerbread staircaseBreakfast barDesigner inspired kitchenCozy front porchLarge open floor planBeautifully finished hardwood floors
Zillow last checked:
Listing updated:
Listed by:
Kate Koeppen 410-829-0705,
Chesapeake Bay Real Estate Plus, LLC
Bought with:
Maggie Rhodes
TTR Sotheby's International Realty
Source: Bright MLS,MLS#: MDTA2012124
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Primary bedroom
- Features: Flooring - HardWood, Recessed Lighting, Ceiling Fan(s), Walk-In Closet(s)
- Level: Upper
- Area: 255 Square Feet
- Dimensions: 15 x 17
Bedroom 2
- Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Chair Rail, Flooring - HardWood, Track Lighting, Window Treatments
- Level: Upper
- Area: 182 Square Feet
- Dimensions: 14 x 13
Bedroom 3
- Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Flooring - HardWood, Track Lighting, Window Treatments
- Level: Upper
- Area: 105 Square Feet
- Dimensions: 15 x 7
Bathroom 1
- Features: Bathroom - Walk-In Shower, Granite Counters, Flooring - Ceramic Tile, Jack and Jill Bathroom, Recessed Lighting, Lighting - Wall sconces, Window Treatments, Double Sink
- Level: Upper
Other
- Level: Upper
Dining room
- Features: Crown Molding, Flooring - HardWood, Breakfast Bar, Recessed Lighting
- Level: Main
- Area: 132 Square Feet
- Dimensions: 12 x 11
Family room
- Features: Crown Molding, Flooring - HardWood, Recessed Lighting
- Level: Main
- Area: 266 Square Feet
- Dimensions: 19 x 14
Foyer
- Features: Flooring - HardWood, Track Lighting, Window Treatments, Built-in Features
- Level: Upper
Half bath
- Features: Flooring - HardWood, Countertop(s) - Solid Surface, Lighting - Wall sconces
- Level: Main
Kitchen
- Features: Breakfast Bar, Built-in Features, Granite Counters, Crown Molding, Flooring - HardWood, Kitchen - Electric Cooking, Recessed Lighting, Track Lighting, Pantry
- Level: Main
- Area: 126 Square Feet
- Dimensions: 14 x 9
Laundry
- Features: Flooring - Ceramic Tile, Lighting - Ceiling
- Level: Upper
Living room
- Features: Fireplace - Wood Burning, Flooring - HardWood, Crown Molding, Recessed Lighting
- Level: Main
- Area: 336 Square Feet
- Dimensions: 21 x 16
Screened porch
- Features: Ceiling Fan(s), Flooring - Engineered Wood
- Level: Main
- Area: 168 Square Feet
- Dimensions: 12 x 14
Heating
- Heat Pump, Baseboard, Zoned, Electric
Cooling
- Central Air, Heat Pump, Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Ice Maker, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater, Instant Hot Water, Water Heater
- Laundry: Upper Level, Laundry Room
Features
- Bathroom - Walk-In Shower, Breakfast Area, Recessed Lighting, Walk-In Closet(s)
- Flooring: Hardwood, Wood
- Doors: Storm Door(s)
- Windows: Window Treatments
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Mantel(s), Equipment, Wood Burning
Interior area
- Total structure area: 2,068
- Total interior livable area: 2,068 sqft
- Finished area above ground: 2,068
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Gravel, Driveway, Off Street
- Uncovered spaces: 2
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Screened, Deck, Screened Porch
- Exterior features: Chimney Cap(s), Lighting, Flood Lights, Storage, Underground Lawn Sprinkler
- Pool features: None
- Fencing: Full,Back Yard,Picket
- Has view: Yes
- View description: Street, Garden
- Waterfront features: Canoe/Kayak, Fishing Allowed, Public Access, River
- Body of water: Miles River, San Domingo Creek
Lot
- Size: 3,920 sqft
- Features: Landscaped, No Thru Street, Downtown
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2102060094
- Zoning: R
- Zoning description: Residential Historic District
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Traditional
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Cedar
- Foundation: Crawl Space, Pillar/Post/Pier
- Roof: Metal
Condition
- Very Good
- New construction: No
- Year built: 1890
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Propane, Broadband, Fiber Optic
Community & neighborhood
Security
- Security features: Motion Detectors, Smoke Detector(s), Fire Sprinkler System
Location
- Region: Saint Michaels
- Subdivision: St. Michaels
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Negotiable
- Ownership: Fee Simple
- Road surface type: Black Top
Price history
| Date | Event | Price |
|---|---|---|
| 12/2/2025 | Sold | $775,000-0.6%$375/sqft |
Source:  Bright MLS #MDTA2012124 Report a problem | ||
| 11/12/2025 | Pending sale | $780,000$377/sqft |
Source: Bright MLS #MDTA2012124 Report a problem | ||
| 10/18/2025 | Contingent | $780,000$377/sqft |
Source: Bright MLS #MDTA2012124 Report a problem | ||
| 10/14/2025 | Listed for sale | $780,000+50.6%$377/sqft |
Source: Bright MLS #MDTA2012124 Report a problem | ||
| 4/2/2019 | Sold | $518,000-2.1%$250/sqft |
Source: Public Record Report a problem | ||
| 11/29/2018 | Pending sale | $529,000$256/sqft |
Source: Benson & Mangold, LLC #MDTA100082 Report a problem | ||
| 11/8/2018 | Listed for sale | $529,000+31.1%$256/sqft |
Source: Benson & Mangold, LLC #MDTA100082 Report a problem | ||
| 9/24/2012 | Sold | $403,500-16.8%$195/sqft |
Source: Public Record Report a problem | ||
| 11/17/2011 | Listing removed | $485,000$235/sqft |
Source: iseemedia #TA7688315 Report a problem | ||
| 9/14/2011 | Listed for sale | $485,000-14.2%$235/sqft |
Source: iseemedia #TA7688315 Report a problem | ||
| 2/6/2006 | Sold | $565,000+98.2%$273/sqft |
Source: Public Record Report a problem | ||
| 9/27/1999 | Sold | $285,000$138/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $553,700 +4.7% |
| 2024 | $6,588 +9.1% | $528,733 +5% |
| 2023 | $6,038 +9% | $503,767 +5.2% |
| 2022 | $5,540 +5.4% | $478,800 +4.4% |
| 2021 | $5,256 +4.6% | $458,600 +4.6% |
| 2020 | $5,025 +4.8% | $438,400 +4.8% |
| 2019 | $4,793 +4.9% | $418,200 +2% |
| 2018 | $4,571 +5.4% | $409,900 +2.1% |
| 2017 | $4,336 +14.6% | $401,600 +2.1% |
| 2016 | $3,785 | $393,300 |
| 2015 | $3,785 -22.9% | $393,300 |
| 2014 | $4,912 | $393,300 |
| 2013 | -- | $393,300 -19.3% |
| 2012 | -- | $487,300 |
| 2011 | -- | $487,300 -8.1% |
| 2010 | -- | $530,490 +2.4% |
| 2009 | -- | $517,972 +2.5% |
| 2008 | -- | $505,456 +2.5% |
| 2007 | -- | $492,940 +8.1% |
| 2006 | -- | $456,156 +8.8% |
| 2005 | -- | $419,373 +9.6% |
| 2004 | -- | $382,590 +14% |
| 2003 | -- | $335,746 +16.2% |
| 2002 | -- | $288,903 +19.4% |
| 2001 | -- | $242,060 |
Find assessor info on the county website
Neighborhood: 21663
Nearby schools
GreatSchools rating
- 5/10St. Michaels Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 5/10St. Michaels Middle/High SchoolGrades: 6-12Distance: 0.4 mi
Schools provided by the listing agent
- District: Talbot County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$763,300
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$763,300
- Maryland
- Talbot County
- Saint Michaels
- 21663
- 106 Grace St
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