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Rob Lacaze

410.310.7835

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400 South Talbot St
St. Michaels, MD 21663

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  • White two-story house with green shutters, a wraparound porch, and white picket fence at dusk.
  • Historic white clapboard house with green shutters, wraparound porch, American flag, and red front door.
  • Two-story house with a broad porch, green shutters, and a red front door, partly obscured by a large tree.
  • Covered front porch with white rocking chairs and green shutters beside a bright red entrance door.
  • Historic home entrance with a red front door, glowing lantern, and “c 1850” plaque.
  • Hallway with polished hardwood floors and a carpeted staircase beside a sitting room fireplace.
  • Entry hall with hardwood floors and an open red front door overlooking a porch and garden.
  • Living room with mint-green walls, two fireplaces, a gray sofa, and a glass coffee table.
  • Living room with mint-green walls, a gray sofa, hardwood floors, and a glass coffee table.
  • Dining room with a glass table and upholstered chairs opening into a living room with white columns.
  • Entry hall with a white staircase, hardwood floors, and a built-in cabinet beneath a decorative window.
  • Living room with a carved wood fireplace, mounted television, pale sectional, and patterned rug.
  • Furnished living room with a light sectional sofa, patterned rug, and wide window above built-in cabinets.
  • Kitchen with warm wood cabinetry, patterned tile backsplash, stainless steel gas range, and hardwood floors.
  • Galley kitchen with warm wood cabinets, exposed beams, hardwood floors, and a stainless steel refrigerator.
  • Dining area with aqua walls, exposed beams, and a wooden table beside French doors and windows.
  • Home office with a white desk, blue chair, patterned rug, staircase, and small fireplace.
  • Dining area with turquoise walls, a white table, fireplace, and staircase beside glass garden doors.
  • Bathroom with a white pedestal sink, pink and turquoise walls, and black-accented tile floor.
  • Entryway with patterned wallpaper, coat hooks, two brown benches, and hardwood flooring.
  • Laundry room with two washers, a utility sink, and open storage shelves beside a shuttered window.
  • Bright entryway with a white staircase, polished wood railing, and brick fireplace beneath colorful floral artwork.
  • Bedroom with a floral quilt, warm hardwood floors, and a bright window-side sitting area.
  • Bedroom with built-in display shelves, hardwood flooring, and an open doorway to a bathroom.
  • Bathroom with a freestanding clawfoot tub, blue walls, white paneling, and a large window.
  • Walk-in closet with open clothing shelves, neatly arranged shoes, and a doorway to a tiled bathroom.
  • Upstairs landing with hardwood floors, a wood-and-white staircase railing, and a bright window.
  • Bedroom with a large bed and a white-trimmed brick fireplace against pale pink walls.
  • Bathroom with lavender walls, a pedestal sink, white cabinetry, and a colorful cow painting.
  • Bedroom with pale blue walls, patterned bedspread, and wooden shelving with baskets.
  • Bedroom with a wooden four-poster bed, patterned bedding, pale blue walls, and navy curtains.
  • Bathroom with a dark wood vanity, navy walls, and a large window overlooking greenery.
  • Bathroom with navy walls, a wood vanity, round mirror, and striped shower curtain.
  • Attic bedroom with sloped ceilings, white bed, beige carpet, and bright adjoining room.
  • Attic bedroom with sloped yellow ceilings, a white bed, and a freestanding mirror.
  • Bathroom with mint-green walls and white toilet, opening into a bedroom with peach bedding.
  • Bathroom with white beadboard walls, built-in cabinets, green ceiling, and framed botanical artwork.
  • Two-story house with a furnished stone patio, French doors, and a lawn.
  • Rear of a white two-story house with a paved patio and garden beds at dusk.
  • Paved courtyard patio with ornate metal furniture, a lantern, and garden beds beside the house.
  • Furnished stone patio with blue seating, garden beds, and warmly lit windows at dusk.
  • Patio with blue-cushioned chairs around a dark table, surrounded by leafy garden beds and white lattice fencing.
  • Backyard patio with ornate metal dining set and two lit outdoor fireplaces at dusk.
  • White-sided home exterior with French doors and autumn landscaping at dusk.
  • House courtyard patio with ornate metal dining table, lanterns, and warmly lit doors at dusk.
  • White-sided house with green shutters, glowing windows, and a white lattice fence at dusk.
  • Aerial view of the property marked by a red arrow, with the waterfront and marina beyond.
  • Aerial view of the red-arrow-marked home among leafy homes near the water.
  • Aerial view of 114 W Chestnut Street, marked by a red arrow in a leafy neighborhood near the water.
  • Aerial view of the tree-lined street and homes, with a red arrow marking the property.
  • Aerial view of a house marked by a red arrow beside a pond.
  • First-floor plan showing a kitchen, storage room, and workshop, craft room, or gym.
  • Floor plan showing the home's room layout, patio, porch, and total area of 3,449 square feet.
  • Floor plan showing bedrooms, bathrooms, an office, and a total area of 3,449 square feet.
  • Floor plan showing a bedroom, utility room, bath, and attic with area measurements.
  • Three-floor home plan with labeled rooms and a total area of 3,449 square feet.

$1,075,000

114 W CHESTNUT STREET, ST MICHAELS, MD 21663

  • Bedrooms

    4

  • Bathrooms

    4

  • Sq.Ft.

    3,528

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Property Description

Experience the quintessential coastal lifestyle in this historic gem, situated on one of the most sought-after streets in the St. Michaels historic district. Featuring timeless charm and character, this stately property perfectly blends classic architectural details (such as multiple built-ins and four working fireplaces) with modern convenience, all just a stone's throw from the town's vibrant harbor, boutique shops, and award-winning restaurants. Enter from the wide, covered front porch - ideal for morning coffee or greeting neighbors - into a grand, elongated foyer that sets a welcoming tone. The interior features gorgeous hardwood floors throughout, seamlessly connecting the bright living spaces. This home offers four spacious bedrooms, generously sized bathrooms, and ample storage, providing comfort for family and guests alike. The rear yard is a private retreat designed for both relaxation and entertaining. Tucked into the lush landscaping (which includes an in-ground irrigation system) is a fully finished, detached accessory building. This versatile, light-filled structure is perfect for a dedicated craft studio, hobby workshop, private home office, or fitness room. This property also includes rare, highly coveted off-street parking. Situated just steps from San Domingo creek and less than a block from Talbot Street, the house provides quick access to the waterfront park/kayak launch and the nature trail as well to the town's maritime attractions, local ice cream parlors, and fine dining. An 1850 historic treasure in a premier in-town location doesn't come along often-schedule your private tour today and make the magic of the Eastern Shore your reality.

Overview

Property Status
Sold
Date Sold
October 8, 2026
Lot Size
7,200 Sq.Ft.
MLS ID
MDTA2014898
Property Type
Residential
Year Built
1850

Features & Amenities

Total Area
3,528 Sq.Ft.
Neighborhood
Saint Michaels
Architecture Styles
Traditional
Stories
3
Water Source
Public
Utilities
Cable TV, Electric Available
Pool
Yes - Community
Roof
Architectural Shingle
Parking
Alley, On Street, Off Street, Driveway
Heat Type
Heat Pump(s)
Air Conditioning
Central A/C
Fireplace
Wood
Appliances
Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Washer, Water Heater, Water Heater - Tankless
Sewer
Public Sewer
Substructure
Crawl Space
Disability Features
None
Other Exterior Features
Street Lights
School District
TALBOT COUNTY PUBLIC SCHOOLS
Sales Price
$1,075,000
Real Estate Tax
$9,815/yr
Zoning
R-1

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White two-story house with green shutters, a wraparound porch, and white picket fence at dusk.

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114 W CHESTNUT STREET
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    Rob Lacaze

    410.310.7835

    400 South Talbot St St. Michaels MD 21663

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    By providing your contact information to Robert Lacaze, your personal information will be processed in accordance with Robert Lacaze's Privacy Policy. By checking the box(es) below, you expressly consent to receive marketing or promotional real estate communication from Robert Lacaze in the manner selected by you. For SMS text messages, message frequency varies. Message and data rates may apply. Consent is not a condition of purchase of any goods or services. You may opt out of receiving further communications from Robert Lacaze at any time. To opt out of receiving SMS text messages, reply STOP to unsubscribe. SMS text messaging is subject to our Terms of Use.

    Get in Touch

    Rob Lacaze

    410.310.7835

    400 South Talbot St St. Michaels MD 21663