Homes for sale in Eastern Shore Maryland | Page 1 of 32 | Country Homes of America
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Homes for sale in Eastern Shore Maryland - Page 1 of 32

41 photos
$439,900 1.85 acres 3 Beds | 3 Baths | 1 ½ Bath | 3124 sqft
4906 MALLARD COVE, Woolford, MD 21677 - Dorchester County

1.85 acres Woolford, MD

Arguably one of the nicest Waterview Homes on the market! 3/4BR, 2.5BA, Kitchen w/Granite tops and Island, Office, Den, Living Room w/gas FP, Second Floor Balcony, 2 Car Garage, attached shop, and large Cedar Deck on the back all on 1.85 acres. Tons of Storage. The amenities are truly too numerous to mention them all. Come check it out, you won't be disappointed!
Craig Linthicum Benson & Mangold Real Estate
58 photos
$699,000 4.3 acres 4 Beds | 3 Baths | 3734 sqft
27390 POWHATAN AVENUE, Easton, MD 21601 - Talbot County

4.3 acres Easton, MD

Waterfront Estate Sale on Chapel Cove. Priced to sell- Well Below Assessed and Appraised Value! Situated on 4.3 /- acres with 825 /- water frontage on high bank. Featuring Main house with Panoramic water views, Main Level ensuite bedroom, 2 Bedrooms, hardwood floors, Formal Living & Dining Room, Large Kitchen with Family room. Rec Room, 2 Fireplaces, Beamed & Vaulted ceilings, waterside sunroom & deck and patio. Also waterside balcony from second floor bedroom. Attached In Law Wing with 1 Bedroom, Living Room, Office, Den & storage with separate entrance for added privacy. Newer 3 bay garage with storage. Additional waterside shed/barn. Pier, partially bulk-headed shoreline , navigable water close to Miles River. Minutes to Easton & S
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
35 photos
$1,290,000 518 acres 3 Beds | 2 Baths | 2830 sqft
3626 SMITHVILLE RD, Taylors Island, MD 21669 - Dorchester County

518 acres Taylors Island, MD

Sika Stag Country Dorchester County, MD a premier "turn-key" hunting camp (Sika, Duck, Turkey) consisting of 518 /- acres bordering Slaughter Creek with access to the Chesapeake Bay. Will consider other acre options: Current listing includes homes, woodland tillable and marshland. Multiple Tax Id's
Craig Linthicum Benson & Mangold Real Estate
30 photos
$649,900 1.84 acres 4 Beds | 3 Baths | 1 ½ Bath | 3018 sqft
5018 RIPPLING ROAD, Cambridge, MD 21613 - Dorchester County

1.84 acres Cambridge, MD

Well maintained waterfront home shows pride of ownership! Features open concept, 4BR's, 2.5BA's , eat-in kitchen, living room w cathedral ceiling and gas FP, sep dining room, 2-car garage w/ bonus room above, screened in porch overlooks fiberglass in-ground saltwater heated Jacuzzi pool, lots of windows to let the light in and enjoy the beautiful view of the water, pier with water and electric.
Craig Linthicum Benson & Mangold Real Estate
30 photos
$2,950,000 214 acres 5 Beds | 6 Baths | 1 ½ Bath | 12497 sqft
5559 CASSONS NECK ROAD, Cambridge, MD 21613 - Dorchester County

214 acres Cambridge, MD

"SOUTHWIND" A FABULOUS GATED WATERFRONT ESTATE on Maryland's Eastern Shore on 214 /- acres with 2.5 /- miles of waterfront on Hudson Creek. This property features a stunning custom 5 BR brick manor house, 5 BR guest house, barn, workshop, 4 ponds, 2 docks, waterfowl blinds and deer stands. Total of 5 parcels including sweeping lawns, gardens, meadows, farmland, wetlands, and wooded acreage.
Craig Linthicum 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
86 photos
$2,850,000 107 acres 6 Beds | 4 Baths | 3012 sqft
7485 MAY PORT RD, Bozman, MD 21612 - Talbot County

107 acres Bozman, MD

NEW PRICE! A unique waterfront estate. This perfectly secluded and private waterfront estate situated on nearly 108 /- aces offers approx mile of shoreline, deep water and outstanding views. Zoned multi-use/agricultural w/60 acres /- tillable. Recorded subdivision with 100 ft setback & 3 waterfront lots. Main house, pole barn & several outbuildings including large dock sit on 78 acre lot.
Craig Linthicum Benson & Mangold Real Estate
44 photos
$1,250,000 87 acres 5 Beds | 4 Baths | 3876 sqft
3214 KIRWANS NECK ROAD, Church Creek, MD 21622 - Dorchester County

87 acres Church Creek, MD

"Holly Marsh" A 87 /- acre waterfront farm w/excellent hunting & fishing overlooking Wallace Creek. Property consists of Lg 4000 /- sq ft private home/lodge w/ 5 BR's, 4 baths, 2-story sitting room & dining room w/wood stove, den, family room w/wood burning fireplace, 3rd floor sitting room w/creek views, heated pool w/screened heated spa, pier, implement barn, tillable waterfowl impoundments, woodland & marsh.
Craig Linthicum Benson & Mangold Real Estate
30 photos
$349,000 0.54 acres 3 Beds | 3 Baths | 1 ½ Bath | 1224 sqft
1224 OLD MADISON ROAD, Madison, MD 21648 - Dorchester County

0.54 acres Madison, MD

Vacation Home on Madison Bay! Newer Elevated Home with Huge water views! Light open home with Master Bedroom & bath, large living room, garage and deck. Property includes 1226 Old Madison Rd (DO10229877), with 15 marina with 4 MLW, office, storage & outbuildings. Many possibilities! Owner financing available to qualified buyer.
Kathy Christensen Benson & Mangold Real Estate
30 photos
$2,850,000 107 acres 6 Beds | 4 Baths | 3012 sqft
7485 MAY PORT ROAD, Bozman, MD 21612 - Talbot County

107 acres Bozman, MD

NEW PRICE! A unique waterfront estate. This perfectly secluded and private waterfront estate situated on nearly 108 /- acres offers approx. a mile of shoreline, deep water and outstanding views. Zoned multi-use/agricultural w/60 acres /- tillable. Recorded subdivision with 100 ft. setback & 3 waterfront lots. Main house, pole barn & several outbuildings including large dock sit on 78 acres lot.
Craig Linthicum Benson & Mangold Real Estate
44 photos
$1,250,000 67.53 acres 5 Beds | 4 Baths
3214 KIRWANS NECK, Church Creek, MD 21622 - Dorchester County

67.53 acres Church Creek, MD

"Holly Marsh" A 87 /- acre waterfront farm w/excellent hunting & fishing overlooking Wallace Creek. Property consists of Lg 4000 /- sq ft private home/lodge w/ 5 BR's, 4 baths, 2-story sitting room & dining room w/wood stove, den, family room w/wood burning fireplace, 3rd floor sitting room w/creek views, heated pool w/screened heated spa, pier, implement barn, tillable waterfowl impoundments, woodland & marsh.
Craig Linthicum Benson & Mangold Real Estate
26 photos
$495,000 0.33 acres 4 Beds | 3 Baths | 1 ½ Bath | 3830 sqft
7565 EASTON CLUB DRIVE, Easton, MD 21601 - Talbot County

0.33 acres Easton, MD

Masters Village Perfection! Large 4 Br 2 1/2 bath home in the Easton Club. Open floor plan, featuring great room with stone fireplace, eat in kitchen, formal dining room, great room and separate office. Master bedroom suite with balcony. Screened in porch, paver patio, extensive landscaping and 2 car garage. Community pool & tennis court.
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
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
6 photos
$1,290,000 518 acres 3 Beds | 2 Baths | 1 ½ Bath | 2830 sqft
3626 SMITHVILLE ROAD, Taylors Island, MD 21669 - Dorchester County

518 acres Taylors Island, MD

Sika Stag Country in Dorchester County, MD, a premier "turn-key" hunting camp (Sika, Duck, & Turkey) consisting of 518 /- acres boarding Slaughter Creek with access to the Chesapeake Bay. Will Consider other acre options: Current listing includes homes, woodland, tillable, and marshland.Multiple Tax ID's
Craig Linthicum 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
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
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
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
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). 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 (Pasture), Greenhous
Bob Rich Benson and Mangold
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
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$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
26 photos
$694,500 0.2 acres
205 South Harrison Street, Easton, MD 21601 - Talbot County

Downtown Historic Easton

Fabulous downtown Easton location! Lovely 4 bedroom, 3.5 bath Dutch Colonial with oversized front porch, fenced yard, in-ground gunite pool, large deck and detached 1 car garage with alley access. Open living / dining room with fireplace, kitchen with breakfast nook, family room with Vermont castings stove. Unfinished basement. Finished third floor with walk in attic storage. Beautiful wood floors and moldings. Lots of charm!
Barbara Watkins Benson Mangold Real Estate
30 photos
$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
20 photos
$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
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