Traci Jordan
410-310-8606

St Michaels MD Real Estate & Homes for Sale

66 Properties Found

The median home value in St Michaels, MD is $485,000. 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 St Michaels, MD is $485,000. Approximately 52.5% of St Michaels homes are owned, compared to 23% rented, while 24.5% are vacant. St 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 St Michaels real estate agent to arrange a tour today!
Learn more about St Michaels Real Estate.


Sort Results:
1–25 of 66 properties displayed
Refine Property Search
Page 1 | 2 | 3 of 3    Prev | Next
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
View additional info

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:
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
View additional info

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:
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
View additional info

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
View additional info

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:
Active
MLS#:
MDTA136180
Type:
Single Family, Single Family-Detached
Subdivision:
Porters Pride
Lot size:
1.93 Acres
Year built:
2008
Courtesy: Benson & Mangold, LLC
View additional info

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.
View additional info

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:
3
Baths:
3 Full
Sq.Ft.:
2,863
Status:
Active
MLS#:
MDTA136290
Type:
Single Family, Single Family-Detached
Subdivision:
St Michaels
Lot size:
20.3 Acres
Year built:
1993
Courtesy: Benson & Mangold LLC
View additional info

Spectacular 20 Acre St Michaels Waterfront Retreat!! Privacy and nature abound in this beautifully expanded 3 bedroom home with additional 1 bedroom guest apartment over the detached garage. Major renovation and expansion in 2006 include expanding main house with new 1st floor master bedroom and bath, new dining room, sun room, three fireplaces, decks, finished 3rd floor with balconies, new pool, new dock, new detached garage with workshop and 1 bedroom guest apartment above. Enjoy breathtaking sunsets every night with expansive views of Edge Creek. This is truly a nature lover~s paradise less than 4 miles from the shops and restaurants of St Michaels. It must be seen to be appreciated. Please contact listing agent for more information or a private tour.

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
View additional info

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
View additional info

Click video camera to view drone tour!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:
3 Full/1 Half
Sq.Ft.:
6,692
Status:
Active
MLS#:
MDTA136456
Type:
Single Family, Single Family-Detached
Subdivision:
St. Michaels
Lot size:
35.48 Acres
Year built:
1825
Courtesy: Benson & Mangold, LLC
View additional info

"Baybury Bank Farm" first time listed for sale in over 34 years. This 35+ acre farm is sited on the beautiful waters of San Domingo creek. Offering 4 tillable fields, pastures and outbuildings for livestock. The barn offers stables, tack room and running water outside. Pastures have automatic waterers. The brick federal style home was built in 1825 and offers 4-bedrooms, 3.5-baths, 4-wood burning fireplaces, original hardwood floors, exposed wood beams, screened waterside porch with a second floor balcony above.Dock with electric, 10,000lb boat lift, large slip previously housed a 40~+ boat. The home overlooks the water and well manicured lawn, pastures and fields. The detached 2-car garage includes a uniquely designed 2-bedroom carriage home bringing a bit of natureindoors. The spacious 3-bedroom, 2.5-bath guest/caretakers home offers original hardwood floors, upgraded kitchen, multiple living spaces, master bedroom & family room addition and a screened waterside porch. Located less then 2 miles from historic St. Michaels.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
6,692
Status:
Active
MLS#:
MDTA136388
Type:
Single Family, Single Family-Detached
Subdivision:
St. Michaels
Lot size:
35.48 Acres
Year built:
1825
Courtesy: Benson & Mangold, LLC
View additional info

"Baybury Bank Farm" first time listed for sale in over 34 years. This 35+ acre farm is sitedon the beautiful waters of San Domingo creek. The brick federal style home was built in 1825 and offers 4-bedrooms, 3.5-baths, 4-wood burning fireplaces, original hardwood floors, exposed wood beams, screened waterside porch with a second floor balcony above.Dock with electric, 10,000lb boat lift, large slip previously housed a 40~+ boat. The home overlooks the water and well manicured lawn, pastures and fields. The detached 2-car garage includes a uniquely designed 2-bedroom carriage home bringing a bit of natureindoors. The spacious 3-bedroom, 2.5-bath guest/caretakers home offers original hardwood floors, upgraded kitchen, multiple living spaces, master bedroom & family room addition and a screened waterside porch. The property is a great place for horses or livestock,improved w a barn including stables and tack room, run in shed and fenced pastures. 4-tillable fields. Located less then 2 miles from historic St. Michaels.

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
View additional info

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
View additional info

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:
2 Full/1 Half
Sq.Ft.:
2,716
Status:
Active
MLS#:
MDTA136438
Type:
Single Family, Single Family-Detached
Subdivision:
Nr Newcomb
Lot size:
4.22 Acres
Year built:
1890
Courtesy: Long & Foster Real Estate, Inc.
View additional info

St Michaels waterfront, the "Steamboat House," had a total 2018-2019 renovation to perfection while preserving the historic ambiance of this 1890 gem. Private, tranquil location yet five minutes to St Michaels. NEW: in-ground pool, kitchen, bathrooms, roof, septic, HVAC, plumbing, electrical, etc. All new from chimney caps to encapsulated crawlspace! Generous patio, huge screened porch, 2019 Weems dock. Can be purchased turnkey.

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 & Foster Real Estate, Inc.
View additional info

OPEN HOUSE Saturday 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, Andersen windows, inground pool, large back deck over looking the water. You have to see this home to appreciate the quality. Designer kitchen, exotic wood flooring, quartz counter tops, waterfront master suite and so much more! Walking distance to downtown St. Michael's.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
2,798
Status:
Active
MLS#:
MDTA136200
Type:
Single Family, Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.17 Acres
Year built:
2017
Courtesy: Benson & Mangold LLC
View additional info

Built in 2017 with an historic aesthetic, up to date detail, and high-end finishes and fixtures, this is a rare opportunity to live in a new construction home in the heart of St. Michaels. This charming Colonial Revival with inviting covered front porch and tall 1st floor windows fits seamlessly in the Historic District.The interior was designed with today's lifestyle in mind. Living area, dining and deluxe kitchen flow from one to another and spill into a beautiful enchanting garden with charming separate summer house for outdoor dining and lounging. The kitchen invites chefs to create for friends and family and includes a Wolf gas range and large walk in pantry as well as ample storage and counter space. The first floor is completed with a sought after bedroom suite with luxurious en-suite bath and walk in closet. The second floor features a generous master suite and additional guest suite. Hickory floors, Quartz counter tops, a true masonry fireplace with marble hearth surround and cast-iron sinks and tubs blend today~s desired finishes with yesterday~s charm. Put your cars away in the detached cottage style, two-car garage and walk to the shops, restaurants, museums and services in the Historic District, and to the public dock, park, walking trail access and kayak launch at the end of the street.One-of-kind St. Michaels opportunity in turn key condition. Vacation now and retire later!

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:
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:
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:
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

JUST REDUCED - 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 River, four en-suite bedrooms and this is the only unit that offers a 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:
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:
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!

Refine Property Search
Page 1 | 2 | 3 of 3    Prev | Next
1–25 of 66 properties displayed

How may I help you?

Get property information, schedule a showing or find an agent






captcha image

We respect your privacy