114 W Chestnut St, Saint Michaels, MD 21663
Local realty services provided by:CENTURY 21 Norris - Valley Forge
114 W Chestnut St,Saint Michaels, MD 21663
$1,195,000
- 4 Beds
- 5 Baths
- 3,528 sq. ft.
- Single family
- Active
Listed by: winifred c cowee
Office: benson & mangold, llc.
MLS#:MDTA2013116
Source:BRIGHTMLS
Price summary
- Price:$1,195,000
- Price per sq. ft.:$338.72
About this home
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 arrangements 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....
Contact an agent
Home facts
- Year built:1850
- Listing ID #:MDTA2013116
- Added:92 day(s) ago
- Updated:June 13, 2026 at 10:20 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Rooms Total:17
- Flooring:Ceramic Tile, Hardwood
- Dining Description:Dining Room
- Bathrooms Description:Bathroom 1, Bathroom 2, Bathroom 3, Half Bath, Primary Bathroom
- Kitchen Description:Dishwasher, Disposal, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Water Heater, Water Heater - Tankless
- Bedroom Description:Primary Bedroom
- Living area:3,528 sq. ft.
Heating and cooling
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Architectural Shingle
- Year built:1850
- Building area:3,528 sq. ft.
- Lot area:0.17 Acres
- Architectural Style:Traditional
- Construction Materials:Frame
- Exterior Features:Street Lights
- Foundation Description:Crawl Space
- Levels:3 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,195,000
- Price per sq. ft.:$338.72
- Tax amount:$9,815 (2025)
Features and amenities
- Laundry features:Dryer, Laundry, Washer
Parking
- Parking description:Alley, On Street
New listings near 114 W Chestnut St
- New
$1,995,000Active3 beds 2 baths2,160 sq. ft.23776 Mount Pleasant Landing, SAINT MICHAELS, MD 21663
MLS# MDTA2014128Listed by: SHORE LIVING REAL ESTATE - New
$574,999Active2 beds 1 baths1,200 sq. ft.204 E Marengo St, SAINT MICHAELS, MD 21663
MLS# MDTA2014132Listed by: COMPASS - Open Sat, 11am to 1pmNew
$499,000Active3 beds 2 baths1,574 sq. ft.934 Calvert Ave, ST MICHAELS, MD 21663
MLS# MDTA2014100Listed by: BENSON & MANGOLD, LLC - Open Sat, 11am to 2pmNew
$1,300,000Active3 beds 3 baths1,836 sq. ft.344 Perry Cabin Dr, SAINT MICHAELS, MD 21663
MLS# MDTA2014064Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC - New
$2,500,000Active5 beds 2 baths4,706 sq. ft.8209 Tricefield, SAINT MICHAELS, MD 21663
MLS# MDTA2013748Listed by: CHESAPEAKE BAY REAL ESTATE PLUS, LLC - Open Sat, 12:30 to 2:30pmNew
$2,445,000Active5 beds 6 baths5,611 sq. ft.8240 Tricefield, SAINT MICHAELS, MD 21663
MLS# MDTA2014018Listed by: LONG & FOSTER REAL ESTATE, INC. - Open Sat, 10:30am to 12:30pmNew
$1,995,000Active3 beds 3 baths2,365 sq. ft.8670 Bozman Neavitt, SAINT MICHAELS, MD 21663
MLS# MDTA2013988Listed by: LONG & FOSTER REAL ESTATE, INC. - New
$1,049,000Active4 beds 3 baths2,250 sq. ft.109 W Marengo St, SAINT MICHAELS, MD 21663
MLS# MDTA2013980Listed by: BENSON & MANGOLD, LLC
$1,895,000Pending4 beds 3 baths2,320 sq. ft.9788 Pintail Pl, SAINT MICHAELS, MD 21663
MLS# MDTA2013586Listed by: BENSON & MANGOLD, LLC- New
$3,795,000Active4 beds 5 baths6,404 sq. ft.24678 New Post Rd, SAINT MICHAELS, MD 21663
MLS# MDTA2013978Listed by: BENSON & MANGOLD, LLC