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MLS: #MDTA2013116, Listed By: Winifred Cowee, Benson & Mangold, LLC, Source:Bright MLS

114 W Chestnut Street

SAINT MICHAELS, MD 21663
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Bed 4

Bed

Bath 5

Bath

SqFt3,528

Sqft

Acres0.17

Acre(Lot)

Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the town’s many amenities, the home provides easy access to the best of Eastern Shore living. Inside, warm and inviting interiors feature hardwood floors throughout, multiple living areas, and four wood-burning fireplaces that enhance the home’s historic character. The flexible floor plan includes four bedrooms, four and one-half baths, a dedicated office, custom built-ins, and generous storage, well-suited for a variety of living arrangement s and lifestyle needs. Thoughtfully designed spaces offer both comfortable everyday living and additional room for guests, creative pursuits, work-from-home flexibility, or future customization. Outdoor features include a landscaped fenced yard designed for privacy and low-maintenance enjoyment, along with a spacious patio ideal for outdoor entertaining and relaxation. A detached cottage provides added versatility for use as a studio, workshop, or storage space. Off-street parking is an added convenience within the Historic District. Blending historic charm, adaptable living spaces, and an exceptional in-town location, this distinctive residence offers a unique opportunity to experience life in one of Maryland’s most desirable waterfront communities.

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Detail Ic Property Details

Property Type : Residential

Price : $1,195,000

AD Id : 76178940

MLS Id : MDTA2013116

Beds : 4

Lot Size : 0.17 Acre

Living Area Size : 3,528

Year Built : 1850

County : TALBOT

Subdivision: None Available

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 17 Basement: Crawl Space
  • Flooring Information

    Hardwood, Ceramic Tile
  • Roofing Information

    Shingle
  • Interior Features

    Roof: Shingle Appliances: Gas Range, Gas Oven, Electric Water Heater, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Washer, Water Heater, Refrigerator, Tankless Water Heater Laundry Features: Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Exhaust Fan, Electric, Heat Pump Has Cooling: Yes Cooling: Other, Electric

  • Building Information

    Year Built: 1850 Building Area Total: 3528 Construction Materials: Frame Pool Features: Community Private Pool: No

  • Lot Information

    Lot Size Acres: 0.17 Lot Size Source: Assessor Lot Size Square Feet: 7200

    Property Information

    Subdivision: NONE AVAILABLE Source Property Type: Residential Property SubType: Single Family Residence Levels: Three Or More Property Age: 176

  • Listing Price Information

    Listing Price: $1195000

  • Tax Information

    Parcel Number: 2102064200 Tax Year: 2025 Annual Tax: $9815

  • Parking Information

    On Street, Alley Access

  • Location Information

    Direction: From Easton: Rt. 33 to St. Michaels. Left on W. Chestnut. House on left. Sign posted. WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
LOT 16A Meadow Street, Saint Michaels, MD, 21663 $799,000 4 3 --
807 Radcliff Avenue, Saint Michaels, MD, 21663 $825,000 3 3 2,027 2,027 SqFt
602 Landing Road Rd, Saint Michaels, MD, 21663 $1,650,000 3 3 3,078 3,078 SqFt
100 Bush Ter, Saint Michaels, MD, 21663 $470,000 3 2 1,232 1,232 SqFt
7149 Drum Point Rd, Saint Michaels, MD, 21663 $2,249,000 3 3 3,017 3,017 SqFt
7865 Pea Neck, Saint Michaels, MD, 21663 $1,379,800 4 4 3,332 3,332 SqFt
204 Lincoln Ave, Saint Michaels, MD, 21663 $598,000 3 2 2,348 2,348 SqFt
504 Seymour Avenue, Saint Michaels, MD, 21663 $1,049,000 3 3 2,200 2,200 SqFt
962 San Domingo Court, Saint Michaels, MD, 21663 $2,449,000 4 5 3,300 3,300 SqFt
303 Manor, Saint Michaels, MD, 21663 $1,985,000 3 3 2,622 2,622 SqFt

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 in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and 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 this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 06/16/2026 @ 19:35

MLS: MDTA2013116 LISTED BY: Winifred Cowee, Benson & Mangold, LLC 410-745-0415 SOURCE: Bright MLS

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