Eastern Shore Colonial Homes for Sale

MLS Number MDTA140774

• Single Family
• LocationType Creek/Stream
• Address 28589 Brick Row Dr
• Bathroom 6
• Bedrooms 4

Red Oak Point Farm - Pristine Eastern Shore estate farm offering seclusion and privacy in a sportsman's paradise!160 +/- acres with 3,000' of shoreline, western exposure and panoramic views on Island Creek. The main parcel consists of 100 acres with gated entry featuring a 6550 +sf gracious Low Country Southern Cape Cod main house- defining understated elegance. 4 + bedrooms, 5 + bath with spacious open kitchen with soapstone counters, large bar and breakfast nook with fabulous walk in butlers pantry. Great room with beamed cathedral ceiling, fireplace. 2 story brick wall & french doors opening to pool and water. Den with fireplace and built-ins, large formal dining room with built-ins and home office with porch access. First and second floor primary bedroom suites, with custom baths, spa showers and walk-in closets. Second floor primary has a fireplace, deck overlooking water and waterside exercise room. Wide plank wood flooring and exceptional fit & finishes throughout. Tons of storage including 3000 + sf of basement and 2000 sf of attic space. Outdoor features fabulous screened porch, brick deck and patio, waterfront oversized gunite pool with hot tub(s) pool house with kitchen and full bath. 10k and 15k boat lifts, boat ramp and pier on Island Creek. 3 car garage with carport and additional storage. Additional residences on property include the Farm House, 3 Bedroom 2 Bath colonial guest house, with first floor primary suite, family room with fireplace and porch. The Stable House consists of 2 Bedroom 1 1/2 bath with hardwood floors throughout and custom cabinetry and breezeway to stables with tack room half bath and kitchenette overlooking 5 acres pond and pastures. Multiple outbuildings include 50 x 100 pole building with lean to and stables, 40 x 80 pole barn with attached conditioned workshop, 30 x 40 barn/shop. additional 3 car garage with shop. Stable barn with 4 stalls, heated tack room, kitchen, bath, run in shed, main shop- gathering barn with conditioned work space and club room. 3 ponds on property including 5 acre pond with wells and 2 fountains. 100 Acres of fenced pasture with feed shed make this ideal for horses! Fabulous hunting, waterfowl, deer and turkey. Additional parcel is 60 + acres with 40 acres in mature woods, open space and 10 acres in til.

Listed by Katherine M Christensen of Benson & Mangold, LLC

MLS Number MDTA139096

• Single Family
• Address 11550 Plugge Rd
• Bathroom 3
• Bedrooms 4
• Square Feet 4208

First time offered on the market! Built in 1988 by Foster and Son, with a remodel of great room and kitchen in 1995, this brick Colonial is sure to please the most discerning Buyer. This property offers four parcels with a combined total acreage of 307 acres+/-. With four bedrooms and three baths, this home provides a large great room with boxed ceilings and brick fireplace, 3 car garage, and new roof and HVAC replaced in 2017/2019. A beautiful eat in kitchen with subzero refrigerator and center island opens up to an outdoor entertaining deck. Large upstairs primary bedroom with soaking tub and access to a private office and laundry room. Also upstairs are three well sized bedrooms with an exercise room looking out over the tree lined asphalt driveway. Enjoy your summers relaxing by the in-ground pool or lounging on the brick patio with friends and family. Five outbuildings for plenty of storage, one with a large basketball court and recreation area. The backyard also offers a non tidal pond abundant with waterfowl. 52 acre lot has a perc that is currently being re-evaluated by the TCHD. The 66 acre wooded lot is plentiful with deer and other animals for any nature enthusiast. 185 acres with 140 tillable is in a perpetual conservation easement retaining all the wonderful qualities that the Eastern Shore is known for. Additional parcel Tax IDs. 2104152689, 2104162986, 2104156048

Listed by Alicia G Dulin and Coard A Benson of Benson & Mangold, LLC

MLS Number MDTA139262

• Single Family
• Address 8831 Quailsar Rd
• Bathroom 6
• Bedrooms 8
• Square Feet 8107

RINASCERE Glebe Creek Waterfront has it all! Spacious Brick home with 8 Bedrooms and 4.5 Baths on 3 levels. 12.7 Acres with gated entry, totally fenced in with mature trees. Gourmet Kitchen with custom painted mural, wrought iron custom-made pot rack, Exotic-grade Brazilian Quartzite countertops, 2 G.E. Monogram refrigerators, 2 Wolf microwaves, 2 Wolf ovens, 2 Wolf warming drawers, 1 Wolf built-in vacuum sealer, Wolf 6 -burner oven with French cooktop, 2 cooper farmhouse sinks both with garbage disposals and G.E. Monogram dishwasher. 5-Gas controlled fireplaces. Elevator with custom painted 3 story mural by Jack Schroeder (renown Smithsonian Illustrator and Duck Stamp winner), random width heart pine hardwood floors throughout, 1st Floor indoor/outdoor sound system. 1300' bulk-head shoreline, brick patio, brick paths throughout property, lighted tennis court with basketball court, 75 yard, Par 3 artificial green with sand trap, 2 Vicenza stone gazebos, 3 cast iron gazebos, Football/Lacrosse field, Wisteria-covered bridge over 2 acre pond with fountains, large screened-in gazebo with ceiling fans/lights/water and electric. 120' x 6' lighted dock with electric & hot /cold water w/2 10,000 lb electric boat lifts, 2 electric Jet ski lifts, floating dock and 2 Jet ski floating docks. 50'x20' propane heated pool with automatic cover, diving board with lights, 40' x 60' playground w/playhouse, Large raised bed colonial vegetable garden with irrigation and 2 tool sheds, Custom built Cedar pavilion with ceiling fans/lights/electric, 9 outbuildings, 3-car garage w/automatic doors attached to a heated/air conditioned wine room. The list goes on and on!

Listed by Clifford E Meredith of Meredith Fine Properties

MLS Number MDDO126546

• Single Family
• LocationType Bayfront
• Address 1747 Town Point Rd
• Bathroom 5
• Bedrooms 4

148 Acre Town Point Farm is an idyllic Eastern Shore retreat that is impeccably well maintained and appointed. This property provides a wonderful blend of woods, agriculture, waterfront, habitat, and country charm. With 80+ acres under cultivation, 10+/- acres within a CRP program, 40+ acres in woods, and 20+ acres around the residence with pasture and lawn, Town Point Farm has everything to appease the outdoors enthusiast and nature lover. A 1975 tidewater colonial improves the property along with a guest cottage, studio, four-car garage, barn & shed along with two more barns, fenced pasture, loafing sheds, 200' dock with 8' of water at mean low tide on Fishing Creek and over 1400' of stone shoreline revetment. The main house, with 4 bedrooms, including a first-floor primary bedroom suite, enjoys a country kitchen, cozy and inviting den/study, living room, formal dining, utility room with office, and waterside screened porch on the first floor. The second floor has a guest suite on either end of the house and a guest room and office accessing the water-side balcony with southern exposure on a protected cove overlooking Fishing Creek. Off the front circle is a 4-bay carriage barn/garage with a utility shed and an immense amount of storage. Additional stables are complemented by a studio/doghouse, outdoor shower, and whimsical appointments within the utility courtyard, including the outhouse, birdhouses around every corner, and a manicured presence that bespeaks stewardship and care. The 3-bedroom guest cottage was completely rebuilt and represents a stand-alone residence for extended family visits or full-time care. It is located an appropriate remove from the main house and has broad water views. Guesthouse accessories include its own workshop, garage, and screened gazebo. One of the three barns is nearby with finishes to complement an R/V or boat storage, including insulation, heat, 30-amp service, and storage aloft. The property has a sand-lined 190' X 140' dressage ring and approximately 4 acres of fenced pasture. The other utility barn is nearby and houses equipment for farm care and equipment storage. There is no shortage of storage on this property. Southern exposure on Fishing Creek provides a protected anchorage and deep water from the end of a 200' dock. Sounded at low tide, the water depth is 7'+. Additionally, adjacent to the house, a small basin has a second pier with a boat lift. The entire shoreline is rip-rapped, and additional shoreline improvements include a gravel ramp and open water duck blind. Town Point Farm entertains a host of interests. Whether the outdoors, hunting, fishing, horseback riding, boating, or just enjoying it all around you, this farm has something for everyone.

Listed by Coard A Benson and Alicia G Dulin of Benson & Mangold, LLC

MLS Number MDTA138860

• Single Family
• Bathroom 6
• Bedrooms 6
• Square Feet 4487
• Year Built 1946

Old Wintersell - Magnificent 6 bedroom waterfront Colonial on 14+ acres. Very private setting on Island Creek just minutes to Oxford or Easton. Property includes pool, dock, pond, workshop, pump house, extensive landscaping, and abundant wildlife. Nearby amenities include a country club, golf, theatres, restaurants, healthcare, shops, department stores, and a jet airport.

Listed by Clifford E Meredith of Meredith Fine Properties

MLS Number MDTA141288

• Single Family
• LocationType Downtown
• Address 200 Cherry St
• Bathroom 5
• Bedrooms 5

Built in 1799 and expanded in 1872, the prestigious Dr. Dodson House is a luxurious gem situated on a tranquil street in the heart of St. Michaels' Historic District which marries two hundred plus years of charm with modern amenities and conveniences. This stately Federal style brick colonial boasts a rich eastern shore history, including the location of a private residence, tavern, the town's first post office, a medical office and even a top-ranked bed and breakfast. It offers five bedrooms including four en suite bedrooms and a luxurious, private primary suite. The property can be used as either a private residence or for commercial purposes. While an historic home, it offers many exceptional, state-of-the-art features, including central air and a large eat-in commercial kitchen with a six-burner Vulcan stove and dual ovens. Expansive windows allow light to flood into its many high-ceilinged rooms. You can cuddle up during the winter near any one of the property's five handsome wood burning fireplaces. You may enjoy its carriage house complete with a parking garage. Adding to this property's extraordinary features are a wine cellar, award-winning gardens, and a premiere location a mere walking distance to St. Michael's vibrant downtown with its specialty shops and upscale restaurants. As you relax on the property's elegant two-tiered sawn baluster porch, you can imagine seeing Maryland-born abolitionist Frederick Douglass speak to crowds and reporters from its second level, as he did following a reconciliation meeting with his former slave master on the property shortly after the Civil War. This one-of-a-kind, exceptional residence offers a rare opportunity to own a significant piece of St. Michaels' noble, proud history. **Showings by appointment only**

Listed by Tracy Higgs Wagner of Meredith Fine Properties

MLS Number MDTA2000072

• Single Family
• LocationType River
• Address 205 Cherry St
• Bathroom 9
• Bedrooms 7

Once in a lifetime opportunity to own a St. Michaels iconic landmark waterfront property in a premier in-town location! This grand historic home is on the biggest waterfront lot overlooking the St Michaels harbor. Breathtaking views of the "Honeymoon" footbridge, Hollis Park, the Patriot Tour Boat, marinas & Navy Point, the home of Chesapeake Bay Maritime Museum. The main building is distinguished by it's elaborate 2nd Empire Mansard slate roof and Colonial Revival columned porches. Currently run as the Victoriana Inn Bed and Breakfast but is also zoned for residential. It's the only B&B in St. Michaels with a full, separate two bedroom, two bath Innkeepers house which would make a beautiful guest house. The property can be subdivided into two waterfront houses. There are seven bedrooms with four waterside bedrooms including a main level primary suite with a large private deck and sweeping views of the harbor. All rooms have separate controlled cooling. Three of the rooms have fireplaces. Plenty of access to the water via a public kayak launch, free Town day boat parking, overnight boat slips at the Museum and year round slip rentals next door at Higgins Yacht yard. Full basement in the main house provides ample storage. There is onsite parking for 10 cars. Fully furnished with old world charm. Turnkey business that includes everything needed to run a B&B plus access to the website, reservation and accounting system. B&B Inn license is good for unlimited events including weddings. Service for 120 person events is included. High ceilings, door transoms, a Victorian newel post staircase and lovely gardens make this an extraordinary, relaxing and romantic historic home. Excellent high elevation with no current flood insurance. Commercial sprinklers throughout. P&L's available with a signed non-compete. Please do not go on the property without an appointment. Listing agent must accompany any showings. No sign on property. Showings must be scheduled around occupancy with at least 24 hours notice. Access to all rooms may need several showing appointments. History, plat and Features Sheet in MLS documents.

Listed by Kate Koeppen of Chesapeake Bay Real Estate Plus, LLC