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House for rent
  • Accepts Zillow applications
    $4,490/mo

    111 E Chestnut St, Saint Michaels, MD 21663

    4beds
    1,852sqft
    Price is base rent and doesn't include required fees.
    Fast & easy Zillow application.

    This property accepts Zillow applications. Click 'Apply now' to fill out the online form once and apply to as many participating properties as you want. Just $35 for 30 days.

    Single family residence
    Available Sun Jun 15 2025
    Cats, dogs OK
    Central air
    In unit laundry
    Attached garage parking
    Baseboard, forced air, heat pump, wall furnace

    What's special

    Bbq grillPrivate fenced courtyardRare private garageStainless steel appliancesFirst-floor master suiteFamily roomPropane range
    Historic Home for Long-Term Lease in Vibrant St. Michaels - 111 E. Chestnut St, St. Michaels, MD 21663 Discover a charming, historic home on the corner of East Chestnut Street and St. Mary's Square, perfect for a single person, young couple, or family seeking a year-round retreat in St. Michaels. Carefully preserved and updated, this residence blends timeless character with practical comforts, offering a serene base in the heart of a lively waterfront town. This house is an ideal home for you: Walkable Lifestyle: Steps from St. Michaels Harbor, world-class restaurants, boutique shops, and cultural treasures like the Chesapeake Bay Maritime Museum and St. Michaels Museum (across the street). Enjoy quiet privacy despite the central location. Outdoor Adventures: Enjoy sailing summer camps, yacht racing, or log canoe racing at the Chesapeake Bay Maritime Museum, Miles River Yacht Club, or Tred Avon Yacht Club. Bike or jog the St. Michaels Nature Trail, or tee off at premier golf courses like Links at Perry Cabin (a Pete Dye design), Hog Neck Golf Course, or Blue Heron Golf Course. Community Gems: Unwind at Muskrat Park's harbor gazebo (0.5 acres), explore Hollis Park's pirate ship playground (1.9 acres), or reflect at Frederick Douglass Park's historic kiosk (0.1 acres). Clint S. Bradley Park (2 acres) offers play structures, while Canton Farm Nature Preserve (40 acres) beckons nature lovers. Work & Play: High-speed Wi-Fi and cable make remote work seamless ideal for museum staff, freelancers, or nearby employers. Celebrate your special events at the five-star Inn at Perry Cabin or nearby four-star hotels and restaurants with your friends and family. Seasonal Delights: St. Michaels offers year-round activities. Summer buzzes with sailing and festivals; winter events are full of joy and happiness. Or just wrap yourself in cozy charm with tree-lined streets glowing under old-fashioned lamp posts, visible from every upstairs bedroom. Home Features: Rare Private Garage: A St. Michaels rarity, with pantry access for easy grocery unloading. Inviting Kitchen: Granite countertops of the highest grade, stainless steel appliances, propane range, and ample cabinets for cozy meals. Private Fenced Courtyard: Relax by the BBQ grill or fire pit, or grow a small garden a tranquil haven. Flexible Layout: Four bedrooms, including a first-floor master suite tied to the family room. Three upstairs rooms, each framing the picturesque street, double as offices or a gym. Lease Details: Perfect for year-round living in a high-demand area. Dog-friendly! St. Michaels welcomes pups with water bowls at shops, restaurants, and ample dog-walking paths along parks, trails, brick sidewalks, and quiet streets. This home is your gateway to St. Michaels' tight-knit community, rich history, and endless activities from sailing to golfing to savoring local flavors. Whether you're working remotely or raising a family, settle into a space where every season shines. Contact Us to Secure Your Lease Today! Tenant pays utilities: electricity, water, sewer, propane, and optional cable. Tenant takes care of the landscaping of the front, side, and courtyard. We suggest that you obtain renters insurance.
    30 days
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    Travel times

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Baseboard, Forced Air, Heat Pump, Wall Furnace
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Washer
    • Laundry: In Unit
    Features
    • Flooring: Hardwood
    Interior area
    • Total interior livable area: 1,852 sqft

    Property

    Parking
    • Parking features: Attached, Garage, Off Street
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Exterior features: Bicycle storage, Cable not included in rent, Electricity not included in rent, Heating system: Baseboard, Heating system: Forced Air, Heating system: Wall, Pets welcome., Sewage not included in rent, Water not included in rent
    Details
    • Parcel number: 02063018

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & HOA

    Location
    • Region: Saint Michaels

    Financial & listing details

    • Lease term: 1 Year

    Price history

    DateEventPrice
    4/15/2025Listed for rent$4,490+13.7%$2/sqft
    Source: Zillow Rentals
    10/14/2024Listing removed$3,950$2/sqft
    Source: Zillow Rentals
    7/29/2024Listing removed--
    Source: Zillow Rentals
    7/4/2024Price change$3,950-12.2%$2/sqft
    Source: Zillow Rentals
    5/8/2024Price change$4,500-6.3%$2/sqft
    Source: Zillow Rentals

    Neighborhood: 21663