Kathleen Brenton
410-829-3430

Saint Michaels MD Real Estate & Homes for Sale

62 Properties Found

The median home value in Saint Michaels, MD is $517,000. This is higher than the county median home value of $290,000. The national median home value is $209,892. The average price of homes sold in Saint Michaels, MD is $517,000. Approximately 52.5% of Saint Michaels homes are owned, compared to 23% rented, while 24.5% are vacant. Saint Michaels real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Saint Michaels real estate agent to arrange a tour today!
Learn more about Saint Michaels Real Estate.


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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:
6 Full/1 Half
Sq.Ft.:
9,698
Status:
NEW LISTING
MLS#:
MDTA136180
Type:
Single Family, Single Family-Detached
Subdivision:
Porters Pride
Lot size:
1.93 Acres
Year built:
2008
Courtesy: Benson & Mangold, LLC
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Beautiful waterfront estate on almost 2 +/- acres with broad water views of Porter's Creek with dock and heated pool. Stone house consisting of four bedrooms each with their own baths, a huge lower level recreation room with bath and storage area and a three car garage. Butler's pantry, sunroom and bathroom downstairs. Many amenities with plenty of storage space.

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:
3 Full/2 Half
Sq.Ft.:
3,926
Status:
Active
MLS#:
MDTA135738
Type:
Single Family, Single Family-Detached
Subdivision:
Pea Neck
Lot size:
6.19 Acres
Year built:
2017
Courtesy: Benson & Mangold, LLC
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Brand new, absolutely gorgeous St. Michaels home on the deep waters of Solitude Creek. Bright open floor plan with hickory floors, beautiful windows, top of the line gourmet kitchen with large island, family room with stone fireplace, built-ins with copper wood storage, fabulous first floor master suite with luxurious bath and walk in closet. Private office with custom mosaic.Waterside deck, screened porch, private pier with 5.5' +/- MLW and room for pool!

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:
3
Baths:
3 Full/1 Half
Sq.Ft.:
4,200
Status:
Active
MLS#:
MDTA135352
Type:
Single Family, Single Family-Detached
Subdivision:
Church Neck
Lot size:
5.34 Acres
Year built:
1994
Courtesy: Benson & Mangold, LLC
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23961 Lynnewood Drive is breathtaking in all respects and is sure to impress the most discerning visitors. This elegant 4,200 sq ft custom, one-level brick home has been designed and built to the highest standards and quality. Upon entering the home, one experiences the soaring 14-foot ceilings and walls of windows that capture spectacular views of Broad Creek. Features include the elegant new gourmet kitchen with quartz counters and GE Monogram appliances,which opens to a large family room with a brick fireplace. The adjacent screened octagonal pavilion, designed by Pamela Gardner (AIA), provides access to the waterside deck and hot tub. A brick-floored sunroom off the living room leads to the patio with plenty of seating area for lounging and entertaining around the beautiful free-form pool, featuring a rock waterfall and mature flowerbeds. The spacious master bedroom suite, with its stunning 14-foot cathedral ceilings and spa-like master bath, also enjoys beautiful views of the pool, the gardens, as well as Broad Creek. This immaculate 3-bedroom, 3.5-bath stunner boasts generous, well-proportioned space across the open floor plan. The home also features a large den with built-in cabinetry and a separate pantry with a granite counter, stainless sink, generous cabinetry, and an additional refrigerator/freezer. The separate study and adjacent fully-conditioned workshop could easily be converted into a 4th bedroom, if needed. Quality features, such as the geothermal heating, three brick fireplaces, custom built-in cabinetry, paneled wood doors and the extensive millwork, all contribute to an elegant feel. An oversized 2-car garage and large garden shed are sure to cover remaining storage needs. The estate has a southern exposure with 374 feet of living shoreline and stone revetment. The 350 foot-long dock with 6-foot deep water is perfect for boating. A 10,000-lb. boat lift, a 5,000-lb. boat lift, and 2 open slips will comfortably accommodate large sail or power boats. There~s also a floating dock that~s ideal for storing and launching kayaks, for easy enjoyment of the tranquil and beautiful Broad Creek. Two additional seating areas provide opportunities to take in the views from the shoreline. Driving in through the beautifully-designed landscaped brick entrance and the curved stone driveway, one experiences the lush and private natural setting that fosters a nurturing habitat for birds, butterflies and wildlife. The serene gardens feature groves of river birches, woodland shade plantings, perennials, ornamentals, and marsh plantings, as well as a stone walled herb garden. Some of the special features include the brick garden wall with forged wrought iron gate and railings by Eric Harvey, and the gated 30~ x 40~ flower/vegetable garden with raised beds. Located just 2 miles from historic St. Michaels, your family and guests will delight in this elegant home, replete with stunning water views, private 5-acre garden setting and high-end outdoor amenities.* Enjoy the interior virtual tour with floor plan & aerial video under "Virtual Tours", you'll be amazed!

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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Unique 14 ac on Long Haul Creek close to Miles River Yacht Club, Pete Dye Links Perry Cabin Golf Course & St Michaels. Three building compound has 14 rentable boat slips, legally rentable guest cottage off dock, 2 story bonus building w 4 car garage, dramatic 30x44 second floor with large windows on all 4 sides. Main house has 2 bedrooms, study, living rm, 2 dining areas, large sunroom & spacious kitchen w fireplace. This property is a MUST SEE!!

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:
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:
7
Baths:
7 Full/1 Half
Sq.Ft.:
3,392
Status:
Active
MLS#:
MDTA100021
Type:
Single Family, Single Family-Detached
Subdivision:
Saint Michaels
Lot size:
0.22 Acres
Year built:
1860
Courtesy: Chesapeake Bay Properties
View additional info

The 3400sq ft Kepner House, nestled in the harbor of the historic district of St Michaels, Maryland, is an elegant 1860 historic shipbuilder~s home from another era. Located right on the water in St Michaels, on one of the greatest sailing capitals of the world, this home is a treasure of the bay. Ideally located in walking distance of the restaurants, art galleries, antique shops and boutiques of St Michaels. Price includes all furnishings, art and over 500 books. Two boat slips with 5~mlw. Property is presently used as a bed & breakfast with annual income approximately $90,000 per year.

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
View additional info

OPEN HOUSE Saturday and Sunday from 1-3pm. Last chance to own waterfront home in this brand new construction subdivision in St Michael's will be completed soon! LAST LOT AVAILABLE-subdivision is sold out! Direct waterfront lot, with shared dock/piers included in the price. High end construction and finishes throughout, Two master suites, one on the first floor, anderson windows, inground pool, large back deck over looking the water-so much more 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!

Open House:

Sunday, 8/25 10:00-12:00PM

Beds:
5
Baths:
3 Full
Sq.Ft.:
5,068
Status:
Active
MLS#:
1009950134
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
17.64 Acres
Year built:
1760
Courtesy: Benson & Mangold, LLC
View additional info

Traditional 18th century Tidewater Colonial sited on 17.63 picturesque acres. This home boasts 4 bedrooms, 3 baths, a large loft overlooking Edge Creek, and a waterside great room with other additions added from 1950 to 1980. Waterside inground pool makes it the perfect entertaining home and is currently being used as a sought after Vacation Rental By Owner. 2 car detached garage with workshop and studio. Additional improvements include: One bedroom Guest House with Living, Kitchen, Bath, sunroom, and laundry room. 350 feet of rip rap shoreline. 110 foot pier with boat shed. Attached greenhouse.This property is an historic waterfowl staging area. With a southern shore, nearby woods, hedgerows and wetlands, it is sure to please the nature enthusiasts.

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.
View additional info

"A Bit of Solitude" 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
View additional info

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/1 Half
Sq.Ft.:
2,991
Status:
Active
MLS#:
MDTA135578
Type:
Single Family, Single Family-Detached
Subdivision:
Saint Michaels
Lot size:
6.8 Acres
Year built:
1979
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Private Point of Land minutes to the town center and walking trail. 3 bedroom ,3.5 bath. Guest apartment above detached 2 car garage, 2 large outbuildings for car or boat storage and many other uses. 6 MLW, boat ramp.

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
View additional info

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:
4 Full/1 Half
Sq.Ft.:
2,748
Status:
Active
MLS#:
MDTA135784
Type:
Townhouse
Subdivision:
St. Michaels
Lot size:
0.15 Acres
Year built:
1987
Courtesy: Meredith Fine Properties
View additional info

With its entertaining views of the Miles River, boat traffic, sail boat races, and log canoe regattas, this unit offer the best of St. Michaels. Elegant end unit features entertview so fthe Miles Riverfour en-suite bedrooms, including 1st floor master with wood burning fire place (currently used as family room), sunroom, and waterside deck, perfect for entertaining or private dinners. First level offers formal living room with gas fireplace and built-in book cases, formal dining room, gourmet kitchen with granite counter tops, butlers pantry with granite counter tops, wine fridge, sink, powder room and laundry. Water views from foyer, living room, family room sunroom, 2nd level master and en-suite waterside bedroom. 2nd level features three additional en-suite bedrooms including 2nd master with walk-in closet, den/office with built-in bookcases, additional storage/closets and pull down attic access. Attic is floored and offers additional storage. This waterfront townhome includes a deeded boat slip with water and electric, 6 ft. MLW and can accommodate up to 40 ft. boat. The community also offers access to a private beach, tennis courts, pickle ball courts, and private footbridge to neighboring Inn at Perry Cabin with easy access to the town of St. Michaels, resturants and shops. Please visit www.thehomesatperrycabin.com to learn more about the community. You can also download brochures for the home and community from documents.

Beds:
4
Baths:
4 Full/1 Half
Sq.Ft.:
3,015
Status:
Active
MLS#:
MDTA135192
Type:
Townhouse
Subdivision:
Perry Cabin
Lot size:
0.14 Acres
Year built:
1984
Courtesy: Chesapeake Bay Real Estate Plus, LLC
View additional info

PRICE REDUCTION -- UNDER APPRAISED VALUE - RARELY - AVAILABLE 4 bedroom, 4.5 bath end unit offers first floor master suite with stunning upgraded bath, DEEP WATER BOAT SLIP w/electric/water and amazing panoramic views of the Miles River and Fogg Cove Harbor. Walk to town/Inn at Perry Cabin. This home is move-in ready, HOA takes care of the property so you can relax and enjoy...boating, community beach & tennis/pickle ball courts. For more information check out: https://www.thehomesatperrycabin.com/

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,581
Status:
Active
MLS#:
MDTA135866
Type:
Single Family, Single Family-Detached
Subdivision:
Oakwood Park
Lot size:
0.88 Acres
Year built:
1979
Courtesy: Meredith Fine Properties
View additional info

This waterfront Cape Cod home overlooking San Domingo Creek is located just outside St. Michaels. With its traditional exterior don't let the appearance fool you. This home is much larger than it appears. The home features a 1st floor en-suite bedroom, living room with gas fireplace, dining room which opens to sunroom and waterviews, large kitchen with gas cooktop and granite counter tops , separate office with built-ins and large family room with WBFP, wet bar with sink, small fridge, ice maker and sliding glass doors that lead to the rear deck. The 2nd floor includes 2 additional bedrooms of generous size, updated bath and additional closet/ storage space. Property also offers private dock with boat lift, flagstone patio, deck, hot tub, detached two car garage, and storage shed. Owner is a master gardener and landscaping and grounds are are beautiful. Co-listed with Tom Crouch/Benson and Mangold. More pictures to come.

Beds:
5
Baths:
4 Full
Sq.Ft.:
2,728
Status:
Active
MLS#:
MDTA135558
Type:
Single Family, Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.06 Acres
Year built:
2002
Courtesy: Benson & Mangold, LLC
View additional info

A unique opportunity to own a "new" home in the heart of the Historic District. Built in 2002 on the site of an 1850 home, this 3 story, 5 BR home combines the charm of the old with modern amenities. Reclaimed beams from the original structure can be found in the kitchen and den/office. A great room combining living and dining has wood floors and a beautiful PA field stone fireplace flanked by built in cabinetry. Owner's suite has private bath, dressing area w/ 2 walk-in closets. 4 additional BRs plus a loft/office/multi-purpose room. Private, fenced backyard, nicely landscaped with stone patio. Close to the water and many amenities of this charming Eastern Shore town.

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
View additional info

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. New sewerage disposal area approved 7/9/19 so waterside pool can be installed.

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.
View additional info

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. SELLER WILL PAY TO HAVE THE EXTERIOR PAINTED WITH COLOR OF BUYERS CHOICE

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