Brian Gearhart, Real Estate Agent
410-310-5179

Saint Michaels MD Real Estate & Homes for Sale

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Beds:
5
Baths:
4 Full/2 Half
Sq.Ft.:
9,210
Status:
Active
MLS#:
MDTA134992
Type:
Single Family, Single Family-Detached
Subdivision:
Beverly
Lot size:
10.14 Acres
Year built:
1859
Courtesy: TTR Sotheby's International Realty
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Wake up to the sights and sounds of tranquil San Domingo Creek on this historic waterfront estate. Relax with your morning coffee in the rose garden or on the extended dock enjoying the privacy Beverly Manor offers. Spend the day walking around St. Michaels exploring the Chesapeake Bay Maritime Museum and boutique shops that dot the main strip. Kick back at a brewery, distillery, or winery if you~re looking to lighten things up. Retreat back to Beverly for lunch on the back porch, watching the boats cruising by, or hop on your own boat from your deep water dock. Welcome visitors to their well-appointed guest house. As dinner is prepared in the gourmet chef~s kitchen, relax in the adjacent family room with family and friends. When it is time to sit, choose from the elegant dining room or the enclosed rear porch. As the evening winds down, take in the sunset sitting on the patio or around a fire pit while enjoying the breeze off the water. Retire back to the sitting room for a few laughs before heading to bed. Then rise and repeat...

Beds:
5
Baths:
6 Full/3 Half
Sq.Ft.:
8,416
Status:
Active
MLS#:
1005608226
Type:
Single Family, Single Family-Detached
Subdivision:
Beverly
Lot size:
8.95 Acres
Year built:
1963
Courtesy: Benson & Mangold, LLC
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Second Tree--beautiful house on 34+ acres (6 parcels, Tax Map 32, Parcel 103, Parcel 150, Lots 2 thru 6) with extensive landscaping, pool, tennis court, pond, pier with 20,000 lb. lift and deep water, western exposure with gorgeous sunsets. 9,000+ sq. ft. house has 5 bedrooms, 6 full bath, 3 half baths with multiple casual and formal rooms--river room, library, office, many more!

Beds:
20
Baths:
20 Full
Sq.Ft.:
20,000
Status:
Active
MLS#:
1001758812
Type:
Other
Subdivision:
St Michaels
Lot size:
0.7 Acres
Year built:
1900
Courtesy: Meredith Fine Properties
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Five Gables Inn & Spa - Lovely Expandable Commercial Hotel (currently 20 rooms) Nestled in St Michaels, Maryland - Talbot County - 45 minutes Bay Bridge, 1 1/2 hr Baltimore, Washington, Philadelphia - 4 hrs driving distance from largest population base in America. OPPORTUNITY to acquire a well-performing Inn in an upscale prospering market - Extremely high barriers to entry - Ownership downsizing

Beds:
4
Baths:
4 Full/2 Half
Sq.Ft.:
9,132
Status:
Active
MLS#:
MDTA134864
Type:
Single Family, Single Family-Detached
Subdivision:
Chance Hope
Lot size:
2.35 Acres
Year built:
2005
Courtesy: Benson & Mangold, LLC
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Custom-built waterfront estate located within 2 miles of historic St Michaels situated on 2+/- acres brings together the needs of the most discerning of buyers. The house enjoys an unusually generous elevation that gives way to breathtaking vistas over Miles River to the Eastern bay & beyond. Well-manicured, lush grounds, custom millwork, separate guest quarters above garage.

Beds:
4
Baths:
4 Full/1 Half
Sq.Ft.:
4,771
Status:
Active
MLS#:
MDTA134506
Type:
Single Family, Single Family-Detached
Subdivision:
Church Neck
Lot size:
31.96 Acres
Year built:
1998
Courtesy: Benson & Mangold LLC
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Second Sounding Farm is a distinctive waterfront estate with timeless architecture designed by notable Washington architect, Alan Meyers, as his personal residence. The 32 acre property located within 2 miles of historic St. Michaels makes an ideal family retreat with its serene private setting, exceptional amenities and beautiful architecture.The estate fronts on Broad Creek with 1,140 feet of protected shoreline and five-foot deep water. The stunning 4-bedroom, 4.5-bath residence with waterside pool and 2-bedroom guest cottage are perfectly sited on the South, Southwest and West facing point of land in a way that creates breathtaking water views within a lush garden-like setting.The home is an absolute showpiece. Meyers~ thoughtful design is experienced by the bright open floor plan, soaring ceilings, walls of glass with spectacular water views and generous proportioned spaces. The architect~s attention to detail and the exceptional design, materials and craftsmanship is evident throughout. Touches such as the beautiful fieldstone fireplace wall, custom designed maple millwork, architectural lighting and beautiful random width white oak flooring make this a very special home. * Enjoy the interior virtual tour with floor plan & aerial video under "Virtual Tours", you'll be amazed!

Beds:
4
Baths:
4 Full/1 Half
Sq.Ft.:
5,227
Status:
Active
MLS#:
MDTA134818
Type:
Single Family, Single Family-Detached
Subdivision:
St Michaels
Lot size:
12.3 Acres
Year built:
1800
Courtesy: Long & Foster Real Estate, Inc.
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Experience this wonderful St Michaels waterfront home accessed by a long tree lined driveway situated in a peaceful setting on Harris Creek. First floor open layout, eat in kitchen, formal dining room, family room and living room. The master bedroom is on the first floor with two bathrooms, sitting area and bar with gorgeous water views and a private patio. There are 2 guest suites upstairs with private bathrooms. One of the suites has a 2nd bedroom. There is a guest house overlooking the pool and water with living room , eat in kitchen, powder room on the 1st floor and two bedrooms that share a bathroom on the 2nd floor. This historic home has been stunningly restored and expanded to take advantage of the beautiful wide water views.

Beds:
4
Baths:
4 Full/1 Half
Sq.Ft.:
4,052
Status:
Active
MLS#:
MDTA134740
Type:
Single Family, Single Family-Detached
Subdivision:
St. Michaels
Lot size:
4.42 Acres
Year built:
1805
Courtesy: Shoreline Realty
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Classic Eastern Shore residence offering charm and comfort, in a private 4 acre country setting only two miles from St. Michaels (17th Century port town, with shops and restaurants, and home of the Chesapeake Bay Maritime Museum). "Mount Misery" is an historic brick residence built in 1805/1806 on land granted by Lord Baltimore in 1667. Original doors, floors, mantels in early section. 5 fireplaces. Cedar shingle roof. Residence restored in 1954 by Pittsburgh industrialist Ralph Tennant using plans drawn by H. Chandlee Forman, Ph. D, A.I.A. Residence expanded and greatly ungraded by current owner in 2004, plans by Paul Richard, A.I.A., with large modern bathrooms and closets. Landscape design by Barbara Paca, Ph. D., O.B.E. of Preservation Green, with flowering shrubs, patios, garden "rooms". Trails to explore, small woodland park, stream. Pool, sauna, tennis court. 135 ft pier with 5 ft MLW, water and electric, and two power boat hoists. Plenty of crabs, fish and oysters! 700 ft of stable shoreline on Rolle's Creek/San Domingo Creek, with easy access to the Chesapeake Bay. Beautiful water views with sunsets over the water. Easton, Baltimore and Wilmington each about 1 hr 45 min. Easton Airport, and Memorial Hospital .

Beds:
4
Baths:
4 Full
Sq.Ft.:
6,200
Status:
Active
MLS#:
MDTA132848
Type:
Single Family, Single Family-Detached
Subdivision:
Martingham
Lot size:
13.9 Acres
Year built:
1974
Courtesy: Chesapeake Bay Properties
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One of a kind St. Michaels property 14 acres on Long Haul Creek with 2,700 sq. ft. main house, plus rentable waterfront guest cottage, plus 12 rentable boat slips, and large office building with 4 car garage. Two parcels in farm land could be made into horse pastures.

Beds:
6
Baths:
4 Full/1 Half
Sq.Ft.:
2,968
Status:
Active
MLS#:
MDTA135120
Type:
Single Family, Single Family-Detached
Subdivision:
St Michaels
Lot size:
3.1 Acres
Year built:
1910
Courtesy: Chesapeake Bay Real Estate Plus, LLC
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Bay Cottage Waterfront home is a rare find as it holds a dual license as a Bed and Breakfast or short term vacation rental. The property includes the Main House, A Caretaker cottage, A Carriage house with 2 master suites on second floor. Large cottage/pool house. A Fantastic property within walking distance to Town of St Michaels. This home offers a private dock with 5 boat slips steps away from main house.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,000
Status:
Active
MLS#:
MDTA132842
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
2.12 Acres
Courtesy: Keller Williams Realty
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Enjoy breathtaking waterfront views from the Porter Creek overlooking the Miles River. This 2 plus acre property offers seclusion and privacy while only being minutes from the Town of St. Michaels, Links at Perry Cabin and the Miles River Yacht Club! Paquin Design Build's home features high end construction and high-end finishes throughout its 3000 plus sq. ft design! Bring your boat as the mean-low water depth is 5 ft. and enjoy all that St. Michaels has to offer!

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
3,600
Status:
Active
MLS#:
1007802024
Type:
Single Family, Single Family-Detached
Subdivision:
Chance Hope Farm
Lot size:
2.24 Acres
Year built:
2002
Courtesy: Benson & Mangold, LLC
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Architect-designed 3,600 sq ft home sited on a premier 2.5 acre waterfront lot near St. Michaels. High elevation. Fabulous views across the Miles River. High ceilings. Bright, spacious rooms. Lots of waterside glass. Efficient radiant heated floors. Downstairs MBR. Fabulous kitchen. "Nautical Room" upstairs w/fireplace & mahogany/maple floors. Attached 3-car garage. Large waterside patio.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
4,684
Status:
Active
MLS#:
MDTA132930
Type:
Single Family, Single Family-Detached
Subdivision:
Martingham
Lot size:
3.42 Acres
Year built:
1989
Courtesy: Benson & Mangold, LLC
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"GRATITUDE" is the appropriate name of this gracious 4 bedroom, 3.5 bath waterfront home, located just outside the town limits of historic St. Michaels. It is sited on a premier 3.4 acre waterfront point lot, directly across the street from the new Pete Dye-designed golf course, "The Links at Perry Cabin." The attractive 4,600+ sq. ft. home features large, bright rooms, beautiful wood floors, huge family room w/fireplace, bookcases and trey ceiling. Additional downstairs rooms include a wonderful dining room w/fireplace; centrally located kitchen with a breakfast room on one side and a comfortable family/TV room on the other; private office w/built-in book shelves; glassed sun porch w/brick floor and a large master bedroom suite. Every room provides lots of charm and character and nearly every room, including all 4 bedrooms, provides beautiful water views. Regarding the views, the exposure is ideal. The house faces WSW, providing refreshing summer breezes and incredible sunsets across a peaceful tributary of the Miles River (Porters Creek). You will love the sunsets! Additional features include: High elevation; nearly 500' of shoreline, including erosion protection where needed and a small sandy beach (affectionately known as, "South Beach") and a substantial 150' dock, which provides approximately 4' of water depth at low tide. You will be able to hop in your boat and take a short, scenic cruise to St. Michaels Harbor, or navigate in the opposite direction and head for the Chesapeake Bay and beyond.....

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,300
Status:
Active
MLS#:
1006682188
Type:
Single Family, Single Family-Detached
Subdivision:
San Domingo Cove
Lot size:
1.52 Acres
Year built:
2019
Courtesy: Long and Foster-Salisbury
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OPEN HOUSE Saturday from 1-3pm. Last chance to own waterfront home in this brand new construction subdivision in St Michael's! LAST LOT AVAILABLE-subdivision is sold out! Direct waterfront lot, with shared dock/piers included in the price. High end construction and finishes throughout, that you have to see to understand the quality-Designer kitchen, exotic wood flooring, quartz counter tops, waterfront master and so much more ! Walking distance to downtown St. Michael's -rare opportunity to own a brand new construction in St. Michael's act now before the last one is done!

Beds:
3
Baths:
2 Full
Sq.Ft.:
3,542
Status:
Active
MLS#:
MDTA132808
Type:
Single Family, Single Family-Detached
Subdivision:
St Michaels
Lot size:
20 Acres
Year built:
1920
Courtesy: Long & Foster Real Estate, Inc.
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St. Michaels- Mini Farm First time offered in 45 years! Unique property including 20 acres, Low Taxes / zoned Agricultural. Potential for multiple uses- Mini Farm, Horses, Home Contractors Business, Family Compound, Hunting Retreat, etc. Charming 3500 sq. ft. Farm House w/ Georgia Pine Floors and first floor master bedroom -Barn w/ Banquet Room & Bar, plus Large Office & Two 2 BR Apts., 8 Bay Pole Barn Mechanic garage, Workshop, Pond & Rifle Range **Possible owner financing

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,875
Status:
Active
MLS#:
MDTA132882
Type:
Single Family, Single Family-Detached
Subdivision:
Martingham
Lot size:
2.32 Acres
Year built:
1978
Courtesy: Benson & Mangold, LLC
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Fantastic waterfront martingham home offering broad views with 5 to 6 feet MLW and a sandy beach. Contemporary home with tall ceilings to take advantage of the views, Formal DR, family room with screened porch and first floor MBR and bath. Oversized 2 car garage, additional 2 BR on the 2nd floor. Enjoy a daily boat parade and ride your bike to downtown Saint Michaels or a round of golf at Harbourtown.

Beds:
3
Baths:
3 Full
Sq.Ft.:
3,078
Status:
Active
MLS#:
MDTA135100
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
4.86 Acres
Year built:
1977
Courtesy: Benson & Mangold, LLC
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Sunsets and broad water views! A bright and sunny contemporary with open floorplan, hidden away on 4+ acres between Easton and St. Michaels. This pastoral setting provides privacy so you can enjoy the peace and quiet of the Eastern Shore. Every room in this home offers views of the water. Generous living/dining w/fireplace opens to waterside deck as does the family/game room with fireplace. Wake up to the gentle sound of water lapping at the shoreline from each of the 3 bedrooms. 1st floor owners suite has full bath and abundant closet space. Loads of storage throughout including utility room and attached 2 car garage. Waterside pergola and plenty of room for a pool. Private pier with lift.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1000415434
Type:
Single Family, Single Family-Detached
Subdivision:
Common Space
Lot size:
2.31 Acres
Year built:
1986
Courtesy: Long & Foster Real Estate, Inc.
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BACK ON THE MARKET - Financing felt thru - Broad Creek location on cul de sac next to common space.Immaculate 4 bedroom Acorn home ,replacement windows, elevator, wood floors, cathedral ceilings, open kitchen w/granite , large pantry, screened porch, waterside deck w.Trex,Rip Rap shoreline, Bailey dock w/electric, Nitrogen septic system. Detached garage w/ apartment w/ HVAC,BA,1 BR, much more, in close proximity to St Michaels.

Beds:
2
Baths:
2 Full
Sq.Ft.:
3,159
Status:
NEW LISTING
MLS#:
MDTA135272
Type:
Single Family, Single Family-Detached
Subdivision:
Bozman
Lot size:
16.1 Acres
Year built:
1920
Courtesy: Benson & Mangold, LLC
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Bozman Waterfront - 16 acres with a million dollar view! Enter this farmette down a beautiful tree-lined drive with tilled fields on either side; you~ll come to the end with expansive views of Harris Creek. The property includes: a 2BR/2BA farmhouse with beautiful hardwood floors, kitchen, DR, LR and Sunroom; several outbuildings, rip-rapped shoreline and pier w/2.5 MLW. $1,045,000

Beds:
2
Baths:
2 Full
Sq.Ft.:
3,159
Status:
Active
MLS#:
MDTA135236
Type:
Single Family, Single Family-Detached
Subdivision:
Bozman
Lot size:
16.09 Acres
Year built:
1920
Courtesy: Benson & Mangold, LLC
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Greenwood Farm - 16 acres with a million dollar view! Enter this farmette down a beautiful tree-lined drive with tilled fields on either side; you~ll come to the end with expansive views of Harris Creek. The property includes: a circa 1920s 2BR/2BA farmhouse with beautiful hardwood floors, kitchen, DR, LR and sunroom, rip-rapped shoreline and pier w/3 MLW. There is room for expansion & waterside pool. Out-buildings include detached 4 car garage, a 3 car garage & a carriage house in need of restoration. No flood insurance required. Come for sunset; you'll never want to leave.

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
4,519
Status:
Active
MLS#:
MDTA135228
Type:
Single Family, Single Family-Detached
Subdivision:
Bentley Hay
Lot size:
0.26 Acres
Year built:
1958
Courtesy: Benson & Mangold, LLC
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Impeccably renovated property with stunning finishes, situated perfectly to take advantage of waterviews of the Miles River. Spacious 5 BR, 4.5 BA home with open floor plan, 3 levels of living space, Chef's kitchen, luxurious master suite plus a 1st floor bedroom en-suite. Great outdoor areas.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1005958167
Type:
Townhouse
Subdivision:
Perry Cabin
Lot size:
0.14 Acres
Year built:
1984
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Beautifully renovated to maximize views of the St. Michaels harbor, this end unit in the private enclave of Perry Cabin town homes is impeccably designed for perfect Eastern Shore Living . Exquisite renovations emphasize the timeless style of coastal living with luxurious conveniences. Privacy and multiple amenities including a deep water dock.Next to the Inn at Perry Cabin by Belmond .

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,792
Status:
Active
MLS#:
MDTA134812
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
3.83 Acres
Year built:
1984
Courtesy: Benson & Mangold, LLC
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Reminiscent of the charming cottages the owner remembers from childhood summers on Cape Cod, this cedar sided home has been updated with style, New kitchen and baths, encapsulated crawlspace, new windows.. Just 3 miles into Historic St Michaels and sited on a quiet cove off San Domingo Creek. The large waterside porches (one screened, one open) make a perfect place to relax.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
3,089
Status:
Active
MLS#:
MDTA134856
Type:
Single Family, Single Family-Detached
Subdivision:
Historic Distric
Lot size:
0.17 Acres
Year built:
1854
Courtesy: Long & Foster Real Estate, Inc.
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Historic Stunner on one of St Michaels premier streets, half a block from the water, built in 1854 . High ceilings, tall windows to assure fabulous light in all rooms.,kitchen with breakfast area opening to a screen porch and the private fenced in garden, spacious bedrooms, master bedroom with large walk in closet, 3rd floor space for expansion.Desirable 2 car garage with space to finish above.The renovation has just been completed, new kitchen appliances, the HVAC is 2 years old.

Beds:
3
Baths:
3 Full
Sq.Ft.:
2,703
Status:
Active
MLS#:
MDTA132720
Type:
Single Family, Single Family-Detached
Subdivision:
St Michaels
Lot size:
0.17 Acres
Year built:
1890
Courtesy: Meredith Fine Properties
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In the heart of the historic district, this exceptional home features high ceilings and fine detailing throughout. It was authentically restored by gifted craftsmen who added custom cabinetry and bookcases, as well as an historic shed replica for all-year work/play. Features include first floor den/bedroom & bath, three fireplaces, master suite, storage galore. St. Michaels at its best for sale!

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
2,799
Status:
Active
MLS#:
1008770658
Type:
Single Family, Single Family-Detached
Subdivision:
Historic St. Michaels
Lot size:
0.37 Acres
Year built:
1860
Courtesy: Chesapeake Bay Real Estate Plus, LLC
View additional info

Location, location, location! Steeped in history back to when Frederick Douglas lived on Cherry Street & worked the farms of Perry Cabin & Martingham. This stunning, prominent home is located on a full block of property only steps to the waterfront & many of the best attractions in St. Michaels. One of the only properties in St. Michaels that have a full rentable guesthouse. Valuable rear lot has subdivision potential. Plenty of green, open space & room for pool. Main house is beautifully renovated adding modern amenities while retaining it's historic integrity. Walk to the harbor, restaurants, shops & museums. Watch the people go by on your screened in front porch. High ceilings, 4 fireplaces, Gorgeous updated kitchen & baths. 1st flr master or family room, butlers pantry, nannys quarters. Guesthouse can be used as a home business. Plenty of offstreet parking for 4+ cars plus a detached garage off the guesthouse. Finished attic good for extra bedroom or studio. First time on market in 70 years. Nothing else like it at this price in St. Michaels! Owner has found new home of choice. Make offer!

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