Homes for sale in Eastern Shore Maryland | Page 1 of 46 | Country Homes of America
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Homes for sale in Eastern Shore Maryland - Page 1 of 46

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$775,000 12.19 acres 5 Beds | 3 Baths | 4400 sqft
3962 Punch Island Road, Taylors Island, MD 21669 - Dorchester County

Fabulous Bayfront Contemporary

Fabulous Bayfront Contemporary with open floor plan featuring 5 bedrooms & 3 baths - 4400 square ft - private location on 12 acres lot on the Chesapeake. Endless views, wrap around deck, rip rapped shoreline and pier. Lindal Cedar home, with 10 kw generator. Excellent vacation rental history. Cannot settle until September 15
Kathy Christensen Benson & Mangold Real Estate
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$395,000 57 acres 4 Beds | 2000 sqft
3790 St Lukes Rd, Salisbury, MD 21804 - Wicomico County

Hitch Farm

+/- 57 acres on St Lukes Road. Land is +/- 40 acres of dry tillable farmland and +/- 17 wooded acres. Improvements include +/- 2,000 sqft 4 bedroom farmhouse in good condition, detached garage, nice barn, and multiple sheds.
Ben - Nick - Doug The Land Group
45 photos
$649,000 4.15 acres 5 Beds | 3 Baths
22741 MARSHALL LANE, Wittman, MD 21676 - Talbot County

4.15 acres Wittman, MD

Wittman Waterfront on Spring Creek - Comprised of 2 parcels 22741 & 22743 Marshall Lane. Tranquil property with 4 acres featuring main house with open floor plan, large kitchen dining combo. Living Room with Fireplace, 3 bedrooms and 2 baths, in-ground pool, large waterfront screened porch waterside deck & pier. Vintage garage for storage. Charming Private Guest Cottage with beamed ceiling, hardwood floors, 2 bedrooms and 1 bath, kitchen, large living room and small pier. Over 230' of shoreline combined. Great for family compound, vacation rental. Priced to sell and well below assessed value! ( total $900k ) Tax ID #'s 2105189861 & 2105183170)
Kathy Christensen Benson & Mangold Real Estate
66 photos
$945,000 0.59 acres 4 Beds | 3 Baths | 1 ½ Bath | 3731 sqft
307 N MORRIS STREET, Oxford, MD 21654 - Talbot County

0.59 acres Oxford, MD

Oxford Historic District Waterfront- Classic Foursquare house (c 1915). First Time offered in 45 years! Featuring 4 bedrooms, 2 1/2 baths, hardwood floors, 2 fireplaces, open kitchen /family room, formal Living & Dining room & office. Screened in back porch, patio, detached 1 car garage with shop, walk up attic and partial basement. Mature landscaping. Long private rear yard, rip- rapped shoreline, 65 ' on the Tred Avon with broad water views.
Kathy Christensen Benson & Mangold Real Estate
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$239,000 0.04 acres 4 Beds | 3 Baths | 2 ½ Baths | 1800 sqft
609 LOCUST STREET, Cambridge, MD 21613 - Dorchester County

0.04 acres Cambridge, MD

Gorgeous Building in Historic District- C 1910 - 10' ceilings, pine hardwood floors, Living Room & Dining room with FP's, kitchen with table space. 4 bedrooms with full bath. Third floor BR with private half bath. Large Front and back porch. Fenced yard, In the heart of downtown! Chair lift negotiable. Buyer to confirm permitted uses.
Kathy Christensen Benson & Mangold Real Estate
25 photos
$110,000 0.12 acres 3 Beds | 2 Baths | 1912 sqft
602 GLASGOW STREET, Cambridge, MD 21613 - Dorchester County

0.12 acres Cambridge, MD

Close to downtown. Zoned Commercial. 3 bedroom, 2 bath house with 3rd floor rec room, fenced yard and off-street parking. Needs work. Many possible uses!
Kathy Christensen Benson & Mangold Real Estate
24 photos
$219,000 0.31 acres 4 Beds | 3 Baths | 3340 sqft
906 LOCUST STREET, Cambridge, MD 21613 - Dorchester County

0.31 acres Cambridge, MD

The Oakley House, former B & B, Large Historic District Victorian on corner lot. House features hardwood floors throughout, 4 BR's, 3 BA's. Kitchen w/island, master BR suite with walk in closet and bath. Large great room with built-ins, could be converted to 1st floor BR. Sleeping porch, patio, large fenced yard w/ garage. Off street parking Good Vacation Rental potential- close to downtown!
Kathy Christensen Benson & Mangold Real Estate
30 photos
$950,000 9.34 acres 3 Beds | 3 Baths | 1 ½ Bath | 3079 sqft
29505 PORPOISE CREEK ROAD, Trappe, MD 21673 - Talbot County

9.34 acres Trappe, MD

Waterfront Farmette on Porpoise Creek - Elegant Builders Custom Home with 12 ceilings, heart of pine floors, elaborate moldings & trim. Open floor plan ideal for entertaining. Formal Living room with FP. Gourmet cooks kitchen. Waterfront patio, 2 car garage & basement. Geothermal & solar. Property includes 50 x 80 pole building w/oversized doors. Private setting on 9 acres, (6 in till).
Kathy Christensen Benson & Mangold Real Estate
31 photos
$950,000 9.34 acres 3 Beds | 3 Baths | 1 ½ Bath
29505 PORPOISE CREEK ROAD, Trappe, MD 21673 - Talbot County

9.34 acres Trappe, MD

Waterfront Farmette on Porpoise Creek. Elegant Builders Custom home with 12 ceilings, heart of pine floors, elaborate moldings and trim. Open floor plan for entertaining. Formal living room with fireplace. Gourmet Cooks kitchen. Waterfront patio, 2 car garage and basement. Geo-thermal and solar. Property includes 50x80 pole building with oversized doors. Private setting on 9 acres (6 in till).
Kathy Christensen Benson & Mangold Real Estate
36 photos
$375,000 1.84 acres 2 Beds | 3 Baths | 1 ½ Bath | 2087 sqft
5239 RAGGED POINT ROAD, Cambridge, MD 21613 - Dorchester County

1.84 acres Cambridge, MD

Spectacular views of the Chesapeake Bay! One level home with open floor plan with beamed ceilings, large master bedroom suite, wrap-around decks, attached 2-car garage plus detached 2-car garage. Dual zone heating and cooling and passive solar. Peaceful setting. Property includes approx. 350' /- of bay frontage including beach area.
Kathy Christensen Benson & Mangold Real Estate
39 photos
$1,750,000 7.54 acres 5 Beds | 6 Baths | 1 ½ Bath | 4440 sqft
28240 Brick Row Drive, Oxford, MD 21654 - Talbot County

Prime Location - Oxford Waterfront

Remarkable Tidewater Colonial located between Easton & Oxford in the waterfront neighborhood of Patrick's Plains. This 5 bedroom, 6 1/2 bath home has a first floor master suite with private screened porch, great room with stone gas fireplace, large waterside deck and screened porch with incredible views. Large waterside pool with pool house, kitchenette & full bath. Beautiful elevated point lot with gorgeous sunset views.
Barbara Watkins Benson Mangold Real Estate
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$690,000 46.69 acres 4 Beds | 2 Baths | 1798 sqft
5352 CHATEAU ROAD N, Cambridge, MD 21613 - Dorchester County

46.69 acres Cambridge, MD

- 117 Acre Dorchester County Farm (3 parcels sold as one). Not in Ag Preserve. - 71 Tillable. 4 BR hometsead with multiple outbuildings including a 4 bay garage with a lift. Ideal for Antique & Power Cars. Farm easily adapted to Equine, watermelon, potatoes as well corn, soybeans and wheat. UST ( - 550 G Diesel). 4 Car garage with a Lift (Ideal for a sports car and antique car shop! Copyright 2019 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Bob Rich Benson and Mangold
55 photos
$444,900 1.58 acres 3 Beds | 3 Baths | 1 ½ Bath | 2500 sqft
105 SHIRLING ROAD, Centreville, MD 21617 - Queen Annes County

1.58 acres Centreville, MD

Large contemporary rancher with an open floorplan and an abundance of natural light. An open living space with ceramic tile floors, screened in porch, nice size patio and large yard are perfect for indoor and outdoor entertaining. Split rail fenced back yard. Lovely, romantic landscaping with lots of charming features. This home features a split floorplan where the Master Suite is on opposite sides of the house to the other bedrooms. The master bedroom has spacious square footage and a large walk-in closet, as well as a fantastic en suite masterbath. with separate walk-in shower, and soaking Jaccuzzi Tub. Another spacious bedroom with en suite bathroom and walk-in closet is on the other side of the home, as well as a third, large bedroom wh
Vincent Payne Realty Navigator
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$1,790,000 117 acres 3 Beds | 2 Baths
5890 Harmony Road, Preston, MD 21655 - Caroline County

117 Acres - Maryland Chicken Farm

Very fine farm! Total of 117 + acres in five parcels. Other than building sites, the property is mostly cleared and tilled acreage. Includes four 40 x 500 chicken houses, now growing for Perdue, nice home, mobile home and several outbuildings. Three lots in back, next to pond and very private, were perc approved. Great location for large group of people to grow chickens, have cattle, goats, horses, sheep or other farm animals and farm the land and enjoy life.
Mickey Hayward Sunset Properties & Hayward Realty (VA)
103 photos
$3,330,000 7.24 acres 5 Beds | 5 Baths | 1 ½ Bath | 5428 sqft
144 Decoursey Cove Lane, Queenstown, MD 21658 - Queen Annes County

144 DECOURSEY COVE LANE QUEENSTOWN MD 21658

This home has a long and very interesting beginning as the Director's abode for the Aspen Institute. The Director's family and the Callahan's have been the only two inhabitants. The house was commercially built by Mr. Houghton whose pick of Architect was very influenced by Frank Lloyd Wright and was positioned very close to the Wye River which is unheard of now. When looking at comps realize that this property is closer to the water then most and has a high elevation from MLW. This provides for views from within the home that are unequalled in terms of water views. In fact some views are only of water giving the illusion that the home is actually built on the water. Breath taking. The short boating distance to the Chesapeake Bay thru Easter
David Kaufmann Exit on the Bay Realty
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$895,000 20 acres 3 Beds | 3 Baths | 1 ½ Bath
1130 Hudson Road, Cambridge, MD 21613 - Dorchester County

Private Waterfront

Privately located, renovated Tidewater Colonial in immaculate condition. Fabulous first-floor master suite with two private baths, it's own sitting area & screened porch has big views of the Choptank River. Huge sunroom with incredible views, upgraded kitchen with a separate den, formal dining room and living room with fireplaces. 20 acres (two separate parcels), 60x35 pole barn with 3 bays, 2 bay garage plus workshop with wood stove,& shed. Crabbing, hunting, boating, or just watching the sunsets, this is Eastern Shore living at it's best! BAT septic system installed in 2010. Parcel 202, Lot 1 has a conservation easement in place. Furnishings are negotiable. Move in ready!
Barbara Watkins Benson Mangold Real Estate
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$1,265,000 2.34 acres 4 Beds | 5 Baths | 2850 sqft
25951 Acorn Road, Easton, MD 21601 - Talbot County

Easton / St. Michaels Waterfront

Fabulous renovated contemporary offers panoramic views of Oak Creek. Master bedroom suite with huge windows overlooking the water. Custom super bath with vessel sinks, premium decorator tile, bidet, and soaking tub. Large walk-in closet loaded with builtins. 1st and 2nd floor laundry, Open floor plan has soaring ceilings, Hugh waterside windows offers broad water views and tons of light. Waterside deck, true stucco exterior. Located close to St. Michaels and Easton. Don't miss seeing this one!
Barbara Watkins Benson Mangold Real Estate
150 photos
$9,900,000 153 acres 10 Beds | 8 Baths | 1 ½ Bath | 12578 sqft
7373 TILGHMAN ISLAND ROAD, Sherwood, MD 21665 - Talbot County

153 acres Sherwood, MD

FOR THOSE WHO PREFER THE CLASSIC COUNTRY LIFESTYLE - LANGDON CAN DELIVER ALL THE SERENITY AND SOLITUDE THAT COUNTRY LIVING HAS TO OFFER. IT'S HARD TO PUT A PRICE ON HAVING THE SPACE TO RELAX AND BREATHE, AWAY FROM THE FRENETIC PACE OF CITY LIFE. WITH MEADOWS, MATURE TREES AND A WEALTH OF FLOWERS AND SHRUBS, A HOME IN THE COUNTRY IS A LOVELY CONTRAST TO A HOME IN THE BUSTLING CITY. WHETHER HOME BUYERS SPENDS THEIR TIME ON THE WATER, HORSEBACK RIDING OR HOSTING A BEAUTIFUL GARDEN PARTY, THE OPTIONS ARE LIMITLESS IN THE EASTERN SHORE COUNTRYSIDE. EXQUISITE LIVING & ENTERTAINING & SPORTING PROPERTY - HISTORIC 18TH CENTURY RENOVATED GEORGIAN REVIVAL ESTATE HOME - 153 ACRES - 4000 ' WATERFRONT ON HARRIS CREEK & DUN COVE'280' DEEP WATER DOCK
Jonathan Ginn Meredith Fine Properties
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$325,000 20.01 acres 4 Beds | 2 Baths | 2598 sqft
9380 NEW BRIDGE ROAD, Denton, MD 21629 - Caroline County

20.01 acres Denton, MD

- 20 Acre Farmette in Caroline County with 4 BR, 2 BA original homestead (circa 1870 - not in the historic registry plus a large renovation (circa 1960. Two outbuildings - 3 Car detached garage and a retired (in use) poultry house. - 19 acres of tillable land (not in Ag Preserve and not leased out in 2019). Sold as is where is. Two wells on site; private septic and drain field. Property has two large deciduous trees to anchor the homestead. One lease income stream (non ag use in a portion of the chicken house). Property is ideally located between Denton and Easton, and a highway-type drive to the Chesapeake Bay Bridge and Annapolis. Potential future use include farmstead / homestead (as it is now), and EQUINE, Grass Fed Beef
Bob Rich Benson and Mangold
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$1,025,000 2.64 acres 5 Beds | 5 Baths | 3800 sqft
92 Long Creek Dr, Stevensville, MD 21666 - Queen Annes County

Fun Waterfront

This spacious 4 level home offers 5 bedrooms, 4.5 baths, pool, 40~ boat slip & boat lift, 1, 2 & 6+ car garages, 6 gas stoves, fireplace, 2 level deck, country kitchen overlooking the water, lower level that leads to pool area with grill, bar and crab picking table. After a sunny day of fishing, crabbing & water sports it~s now time to relax for the rest of the afternoon pool side.
David Kaufmann Exit on the Bay Realty
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$319,000 3.29 acres 4 Beds | 2 Baths
6425 BOSTON CLIFF ROAD, Easton, MD 21601 - Talbot County

3.29 acres Easton, MD

VERY WELL MAINTAINED 4BR 2 BA HOUSE ON 3 PRIVATE ACRES WITH STATELY MATURE TREES.
Henner Gibbons-Neff Meredith Fine Properties
29 photos
$499,000 4.73 acres 4 Beds | 3 Baths | 2518 sqft
5846 Ross Neck Road, Cambridge, MD 21613 - Dorchester County

Hudson Creek Waterfront

WATERFRONT RETREAT! Custom built 4 bedroom home privately located! Energy efficient home with custom kitchen updated in 2009, great room with cathedral ceiling & wood stove, waterside dining room, two main level bedrooms & two-second floor bedroom suites with baths & private balconies. Outside offers waterside mahogany deck, pond overlooking huge horse barn/outbuilding with fenced pasture, separate workshop with wood stove, boat storage, chicken coop and shed. Great for birders and wildlife enthusiasts. Sunset views! New roof 2005. New septic 2012.
Barbara Watkins Benson Mangold Real Estate
41 photos
$1,870,000 5.27 acres 5 Beds | 4 Baths | 1 ½ Bath | 4823 sqft
27950 Dixon Creek Lane, Easton, MD 21601 - Talbot County

Private Easton Waterfront Manor Home

Enjoy the waterfront countryside lifestyle just 5 minutes to downtown Easton. This elegant estate was built to resemble an English Cottage. You'll love the stone foundation, wide plank and tumbled stone floors, high ceilings, waterside screened porch and top of the line kitchen. This home has so much more to offer from the marble and soapstone sinks to the 4 custom fireplaces and quaint gated English gardens. Adjacent to the house is a stone 3 car garage with separate guest quarters on the second floor. Waterside slate patio overlooking Dixon Creek. Plenty of room for pool.
Barbara Watkins Benson Mangold Real Estate
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$1,995,000 11.77 acres 4 Beds | 4 Baths | 1 ½ Bath | 7500 sqft
28292 Brick Row Drive, Oxford, MD 21654 - Talbot County

Private Oxford Waterfront

Fully renovated 7,500 sq. ft. waterfront home overlooking Island Creek offers deep water pier, in-ground waterside pool with pergola, large rear deck, bright open floor plan, fabulous river room with broad views, top of the line chefs kitchen with Viking stainless steel appliances, four fireplaces, hardwood floors, first and second floor master suites, second floor family room with built-ins and separate 2 bedroom guest house with balcony, covered patio, kitchen, dining area and living room. Detached 2.5 car garage. Only minutes to Oxford & Easton. This private paradise is a rare find! Also available for rent MDTA132688.
Barbara Watkins Benson Mangold Real Estate
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$1,299,000 13.35 acres 5 Beds | 4 Baths | 4919 sqft
200 Quarter Creek Drive, Queenstown, MD 21658 - Queen Annes County

200 QUARTER CREEK DRIVE QUEENSTOWN MD 21658

A well maintained home with Sunsets over Quarter Creek. Minutes to the Wye River and open water. Deep water pier approximately 4" MLW. Entire home just recently received a new coat of Stucco, it is not an EIFS product. This is Eastern Shore living at its best.
David Kaufmann Exit on the Bay Realty
25 photos
$2,399,000 14 acres 7 Beds | 6 Baths | 2 ½ Baths | 6644 sqft
222 Wyemoor Court, Queenstown, MD 21658 - Queen Annes County

Magnificent Waterfront

Unique Financing opportunity available. This property has both Sunrises and Sunsets. Over 2000' of shoreline rip raped with a protected and naturally screened point offers the hunter a magnificent hunting experience or a nature lovers vantage point to watch wildlife. Park like setting with a giant inside salt water pool and a elevated pool next to the waters edge. This is living at its best.
David Kaufmann Exit on the Bay Realty
37 photos
$1,149,000 4.1 acres 3 Beds | 3 Baths | 3024 sqft
26577 Arcadia Shores Road, Easton, MD 21601 - Talbot County

Easton / St. Michaels Waterfront Home

~SWANS REST~ Immaculate waterfront Cape Cod sited on 4+ acres with long views out to the Miles River. Private pier, in-ground pool, waterside deck & fabulous screened porch. Beautiful wood floors, beamed ceiling, living room with wood burning fireplace, open kitchen with center island, and large dining room. Master bedroom with two custom walk in closets and brand new master bath. Huge bonus/recreation room with a separate stairway. Attached two car garage, two sheds & fenced yard. Income producing licensed vacation rental.
Barbara Watkins Benson Mangold Real Estate
30 photos
$2,200,000 2.02 acres 4 Beds | 6 Baths | 1 ½ Bath | 3934 sqft
7288 WAVERLY ISLAND ROAD, Easton, MD 21601 - Talbot County

2.02 acres Easton, MD

Beautiful Renovation on Waverly Island - western exposure to Tred Avon River - Magnificent Sunsets - deep water dock (6' mlw) with 3 slips, 2 lifts, water & electric - shoreline protected - Mature trees and landscaping - Master bedroom suite - three additional bedrooms with in-suite baths - two large decks - lowest maintenance - modern kitchen - Perfect Turnkey Home - full time-part time-any time! Copyright 2019 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Jonathan Ginn Meredith Fine Properties
30 photos
$1,995,000 3.04 acres 4 Beds | 7 Baths | 1 ½ Bath | 5700 sqft
8529 AVELEY FARM ROAD, Easton, MD 21601 - Talbot County

3.04 acres Easton, MD

Lovely brick property at the end of Aveley Farm Road, private and secure. - 3 acres with 650 feet protected waterfrontage, large dock, gunite pool with decking and waterfall. Hot Tub - Master bedroom with private office, 3 up bedrooms with in-suite bath, kitchen, breakfast, dining, living, great room, sun porch. Studio above garage. Field adjacent allows 2800' build. Midway Easton/St Michaels. Copyright 2019 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Jonathan Ginn Meredith Fine Properties
30 photos
$4,250,000 72.6 acres 5 Beds | 6 Baths | 2 ½ Baths | 3772 sqft
5135 CROSBY ROAD, Rock Hall, MD 21661 - Kent County

72.6 acres Rock Hall, MD

LOVELY EASTERN SHORE GENTLEMAN'S FARM - THREE WATERFRONT PARCELS, 212ac (PLATTED AND RECORDED) lot 1 82 ac. lot 2 73 ac. lot 3 58 ac. - FRONTING DEEP UNSPOILED DAVIS CREEK OFF (LANGFORD CREEK) ROCK HALL, MARYLAND - WEST OF CHESTERTOWN - HOME BUILT 2001 - DEEP WATER DOCKS - BARN/MACHINE SHEDS - UNIQUE LIVING & SPORTING & ENTERTAINING PROPERTY - Copyright 2019 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Jonathan Ginn Meredith Fine Properties