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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
    $758,700 Zestimate®
    $375/sqft
    $2,422 Estimated rent

    Home value

    $758,700

    Estimated sales range

    Not available

    $2,422/mo

    Zestimate® history
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    What's special

    Magical backyardGingerbread staircaseBreakfast barDesigner inspired kitchenCozy front porchLarge open floor planBeautifully finished hardwood floors
    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!

    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#: MDTA2012124MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 1
    • 1/2 bathrooms: 1
    • Main level bathrooms: 1
    Rooms
    • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry, Bathroom 1, Attic, Half Bath
    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 Square Feet
    • 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 & HOA

    Community
    • Security: Motion Detectors, Smoke Detector(s), Fire Sprinkler System
    • Subdivision: St. Michaels
    HOA
    • Has HOA: No
    Location
    • Region: Saint Michaels

    Financial & listing details

    • Price per square foot: $375/sqft
    • Tax assessed value: $553,700
    • Annual tax amount: $6,588
    • Date on market: 10/14/2025
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Negotiable
    • Inclusions: Hot Tub Negotiable
    • Exclusions: Chandelier In Dining Area, Lace Cafe Curtains,
    • Ownership: Fee Simple
    • Road surface type: Black Top

    Price history

    DateEventPrice
    12/2/2025Sold$775,000-0.6%$375/sqft
    Source: Bright MLS #MDTA2012124 Report a problem
    11/12/2025Pending sale$780,000$377/sqft
    Source: Bright MLS #MDTA2012124 Report a problem
    10/18/2025Contingent$780,000$377/sqft
    Source: Bright MLS #MDTA2012124 Report a problem
    10/14/2025Listed for sale$780,000+50.6%$377/sqft
    Source: Bright MLS #MDTA2012124 Report a problem
    4/2/2019Sold$518,000-2.1%$250/sqft
    Source: Public Record Report a problem
    11/29/2018Pending sale$529,000$256/sqft
    Source: Benson & Mangold, LLC #MDTA100082 Report a problem
    11/8/2018Listed for sale$529,000+31.1%$256/sqft
    Source: Benson & Mangold, LLC #MDTA100082 Report a problem
    9/24/2012Sold$403,500-16.8%$195/sqft
    Source: Public Record Report a problem
    11/17/2011Listing removed$485,000$235/sqft
    Source: iseemedia #TA7688315 Report a problem
    9/14/2011Listed for sale$485,000-14.2%$235/sqft
    Source: iseemedia #TA7688315 Report a problem
    2/6/2006Sold$565,000+98.2%$273/sqft
    Source: Public Record Report a problem
    9/27/1999Sold$285,000$138/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$6,967 +5.7%$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 homes

    Nearby schools

    GreatSchools rating
    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
    $758,700
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $758,700

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