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205 Cherry Street is one of the most prestigious addresses in historic St. Michaels. Originally built as a single-family residence, it currently operates as an Inn. It is being marketed both as a 7 bedroom inn and also as a single family residence, offering 5 bedrooms (including the first floor primary bedroom suite). The original living room/office with fireplaces on the first floor are currently being used as bedrooms for the inn but can easily be converted back to living areas. (see virtual images in photos). The beautiful front lawn provides a park-like setting with one-of-a-kind water-views overlooking St. Michaels Harbor. There is also a 2 bedroom, 2 bath guest cottage on the property. The property directly across the street (FKA The Hambeleton Inn) was purchased as a private residence and serves as a second home to its owner. This is a wonderful opportunity to own a landmark historic inn or primary or second home in the heart of St. Michaels.

5 Beds ⋅ 9 Baths

205 Cherry Street is one of the most prestigious addresses in historic St. Michaels. Originally built as a single-family residence, it currently operates as an Inn. It is being marketed both as a 7 bedroom inn and also as a single family residence, offering 5 bedrooms (including the first floor primary bedroom suite). The original living room/office with fireplaces on the first floor are currently being used as bedrooms for the inn but can easily be converted back to living areas. (see virtual images in photos). The beautiful front lawn provides a park-like setting with one-of-a-kind water-views overlooking St. Michaels Harbor. There is also a 2 bedroom, 2 bath guest cottage on the property. The property directly across the street (FKA The Hambeleton Inn) was purchased as a private residence and serves as a second home to its owner. This is a wonderful opportunity to own a landmark historic inn or primary or second home in the heart of St. Michaels.

205 Cherry St, Saint Michaels

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Coldwell Banker Realty.

$610,000

Beautiful Talbot County farmette offering privacy, versatility, and 18± acres of country living. The property features a 2,000± square-foot one-level home, two impressive red pole buildings, a new septic system, and ample space for a variety of agricultural, hobby, or storage uses. The three bedroom, two bath residence features a traditional floor plan and offers plenty of living spaces including a living room, dining room, kitchen, office, and family room. A large fenced side yard connects directly to the home. Two large, like-new pole buildings are a standout feature of the property. Barn A features a concrete floor and is ideally suited for equipment, vehicle, or general storage. Barn B offers even greater flexibility, with a partially finished office and half bath, two additional finished rooms with utility sinks, plus a substantial dirt-floor area with exterior access to a fenced yard. Loft areas provide additional storage and usable space within the building. Offering total privacy, substantial outbuildings, fenced areas, and 18± acres, this unique country property presents an excellent opportunity for buyers seeking a farmette, equipment storage, or simply additional space in a peaceful Talbot County setting.

3 Beds ⋅ 3 Baths

Beautiful Talbot County farmette offering privacy, versatility, and 18± acres of country living. The property features a 2,000± square-foot one-level home, two impressive red pole buildings, a new septic system, and ample space for a variety of agricultural, hobby, or storage uses. The three bedroom, two bath residence features a traditional floor plan and offers plenty of living spaces including a living room, dining room, kitchen, office, and family room. A large fenced side yard connects directly to the home. Two large, like-new pole buildings are a standout feature of the property. Barn A features a concrete floor and is ideally suited for equipment, vehicle, or general storage. Barn B offers even greater flexibility, with a partially finished office and half bath, two additional finished rooms with utility sinks, plus a substantial dirt-floor area with exterior access to a fenced yard. Loft areas provide additional storage and usable space within the building. Offering total privacy, substantial outbuildings, fenced areas, and 18± acres, this unique country property presents an excellent opportunity for buyers seeking a farmette, equipment storage, or simply additional space in a peaceful Talbot County setting.

30593 Deep Branch Rd, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$350,000

Welcome to this one-of-a-kind property that offers more than just a beautifully updated main home—it’s packed with extras that make it a rare find! The detached guest house is a standout feature—freshly painted studio-style with its own kitchen, full bath, laundry room and even a floored attic for storage. Whether you envision it as a private apartment, mother-in-law suite, or an office for your small business (zoned!), the options are endless. The guest house also includes an RV hookup with dedicated parking, making it perfect for travelers or extended stays. The main home boast 2 bedrooms/office or 3rd bedroom and 1 full bathroom that has been thoughtfully upgraded: 200A electric service, refinished hardwood floors, remodeled bath with tiled tub surround, fresh paint, modern kitchen with stainless steal appliances, laundry room cabinetry, updated entry doors, a widened driveway, new windows and so much more. Every detail has been cared for, from upgraded insulation and refinished heat registers to new gutters with leaf filters and a fully fenced, HUGE backyard. Outdoor lovers will appreciate the greenhouse with electric, shed with electric for a workshop, landscaped yard with mature trees, paver patio, and the cozy enclosed front porch with new windows and insulation. This property truly combines charm, flexibility, and function. Whether you’re looking for a multi-generational setup, income potential, or space to live and work in one place—this home delivers! This property is zoned for 4 bedrooms. Main house is 1,243 sq. ft. and guest house is 491.56 sq. ft. Schedule your private tour today.

3 Beds ⋅ 2 Baths

Welcome to this one-of-a-kind property that offers more than just a beautifully updated main home—it’s packed with extras that make it a rare find! The detached guest house is a standout feature—freshly painted studio-style with its own kitchen, full bath, laundry room and even a floored attic for storage. Whether you envision it as a private apartment, mother-in-law suite, or an office for your small business (zoned!), the options are endless. The guest house also includes an RV hookup with dedicated parking, making it perfect for travelers or extended stays. The main home boast 2 bedrooms/office or 3rd bedroom and 1 full bathroom that has been thoughtfully upgraded: 200A electric service, refinished hardwood floors, remodeled bath with tiled tub surround, fresh paint, modern kitchen with stainless steal appliances, laundry room cabinetry, updated entry doors, a widened driveway, new windows and so much more. Every detail has been cared for, from upgraded insulation and refinished heat registers to new gutters with leaf filters and a fully fenced, HUGE backyard. Outdoor lovers will appreciate the greenhouse with electric, shed with electric for a workshop, landscaped yard with mature trees, paver patio, and the cozy enclosed front porch with new windows and insulation. This property truly combines charm, flexibility, and function. Whether you’re looking for a multi-generational setup, income potential, or space to live and work in one place—this home delivers! This property is zoned for 4 bedrooms. Main house is 1,243 sq. ft. and guest house is 491.56 sq. ft. Schedule your private tour today.

29531 Matthewstown Rd, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.