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Sherwood, Maryland: Country Homes, Houses, and Rural Real Estate

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$6,900,000 128.55 acres 5 Beds | 6 Baths | 10933 sqft
22020 BENDERS LANE, Sherwood, MD 21665 - Talbot County

128.55 acres Sherwood, MD

Bald Eagle Point - One of Talbot County's finest estates, featuring a magnificent 9,000+ sq. ft. home, designed by Alan Meyers, AIA. The 128 acres of land provides absolute privacy & over 1.5 miles of shoreline on Harris Creek & Dun Cove. The views are incredible! Private 1920' grass airstrip (very rare!), equestrian facilities, deep-water dock, 3-BR guest house, subdivision/donation potential.
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$5,225,000 153 acres 9 Beds | 7 Baths
7373 TILGHMAN ISLAND ROAD, Sherwood, MD 21665 - Talbot County

153 acres Sherwood, MD

The legacy of Langdon Farm can only compare to the guests that have graced its halls. It is beloved by all of its owners and all who have been a part of its magnificent history. Every detail of this estate and the grounds exude elegance and style. Four thousand feet of waterfront, with a protected deep water dock for yachting. Endless luxuries at one's disposal.
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$3,900,000 54 acres 5 Beds | 5 Baths
7350 CABIN COVE ROAD SOUTH, Sherwood, MD 21665 - Talbot County

54 acres Sherwood, MD

Elegant living on the Eastern Shore. Exceptional materials and craftsmanship, 54 acre private estate with ornate entrance foyer, gourmet kitchen, 5 ensuite bedrooms with heated bathroom floors, multiple fireplaces, heated pool w/fountains and outdoor kitchen, firepit on the beach with broad ever changing views of the Bay, pier w/boat lifts, 80 x 60 garage.
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$3,500,000 50.57 acres 5 Beds | 6 Baths
7350 CABIN COVE RD S, Sherwood, MD 21665 - Talbot County

50.57 acres Sherwood, MD

PRIVATE & SECLUDED WATERFRONT PARADISE! Enjoy 50+Acres & 1,000 FT of Water frontage w/private pier, 2-slips, in-ground pool, patio courtyard ,outdoor kitchen & Rm, & 5 LUX EnSuite BRs inside! Entertain in GRAND style w/BEAUTIFUL Pvt Suites,Chef's Eat-in Kitch w/ Sub-Zero Fridge, Full Sub Zero Freezer & Dbl Prof. SS Appl.SPECTACULAR WATER VIEWS, & SUNSETS! Excellent Vacation Rental History!
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$3,500,000 50.57 acres 5 Beds | 6 Baths | 7527 sqft
7350 CABIN COVE ROAD SOUTH, Sherwood, MD 21665 - Talbot County

50.57 acres Sherwood, MD

PRIVATE & SECLUDED WATERFRONT PARADISE! Enjoy 50+Acres & 1,000 FT of Water frontage w/private pier, 2-slips, in-ground pool, patio courtyard ,outdoor kitchen & Rm, & 5 LUX EnSuite BRs inside! Entertain in GRAND style w/BEAUTIFUL Pvt Suites,Chef's Eat-in Kitch w/ Sub-Zero Fridge, Full Sub Zero Freezer & Dbl Prof. SS Appl.SPECTACULAR WATER VIEWS, & SUNSETS! Excellent Vacation Rental History!
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$2,900,000 20.02 acres 3 Beds | 4 Baths | 5028 sqft
7460 CABIN COVE ROAD SOUTH, Sherwood, MD 21665 - Talbot County

20.02 acres Sherwood, MD

Entertain poolside after a brilliant day on the water or explore nearby St. Michaels and Easton. This one level waterfront home sports a deep water private pier in protected Cabin Cove. Interior amenities include granite counters, hardwood floors, exercise room, 4 fireplaces and screened porch. Over 5000 sq ft home on 20+ acres. Submerse yourself in nature's beauty that is the Eastern Shore.
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$2,900,000 20.02 acres 3 Beds | 4 Baths | 5028 sqft
7460 Cabin Cove Road South, Sherwood, MD 21665 - Talbot County

20.02 acres Sherwood, MD

Entertain poolside after a brilliant day on the water or explore nearby St. Michaels and Easton. This one level waterfront home sports a deep water private pier in protected Cabin Cove. Interior amenities include granite counters, hardwood floors, exercise room, 4 fireplaces and screened porch. Over 5000 sq ft home on 20+ acres. Submerse yourself in nature's beauty that is the Eastern Shore.
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$1,499,000 7.6 acres 4 Beds | 5 Baths
7630 FERRY COVE ROAD, Sherwood, MD 21665 - Talbot County

7.6 acres Sherwood, MD

Sunsets & summer breezes on this 7.6 acre architect designed waterfront home featuring custom state of the art kitchen with formal and casual entertaining spaces. Waterside pool and rip-rapped shore with private beach near marina. This four bedroom home is professionally landscaped and maintained. Totally remodeled in 2014.
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$1,498,000 4.98 acres 4 Beds | 4 Baths
21805 LANGDON FARM RD, Sherwood, MD 21665 - Talbot County

4.98 acres Sherwood, MD

Country setting on deep water Dunns Cove, 4 BR 3 bath cedar clapboard home,quality reproduction of an 18-century house, 2 fireplaces, antique wood floors, detached garage with huge unfinished space above, in ground pool, tree lined drive, Baileys dock w/boatlift ultimate privacy yet a short drive to St Michaels.
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$1,290,000 21.97 acres 3 Beds | 3 Baths
7550 CABIN COVE ROAD, Sherwood, MD 21665 - Talbot County

21.97 acres Sherwood, MD

Absolutely breathtaking & rare expansive point of land with 3000 ft of waterfront on 21 acres! Stunning, gorgeous vistas all around this solid, spacious, bright & newly renovated Daffin built home. 2 fireplaces, garage, pier w/ 3.5 ft mlw. Beach w/ boat ramp, wetlands, coves & plenty of acreage for expansion. Natures paradise! Recent appraisal on file. Must see to believe!
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$749,000 3.6 acres 3 Beds | 3 Baths
6650 TILGHMAN ISLAND ROAD, Sherwood, MD 21665 - Talbot County

3.6 acres Sherwood, MD

Sunset views abound in this contemporary 3 BDR, 2.5 BTH Back Creek gem built to maximize nature~s beauty! The 2nd floor great room & gourmet kitchen offer endless views & an open floor plan.The home features 3rd floor bonus room, 1st floor bedrooms, 2nd galley kitchen, beautiful landscaping, generator & dock. An oversized 2 car garage w/workshop, studio & 1/2 bath make the perfect artists retreat
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$599,000 3.61 acres
7610 FERRY COVE ROAD, Sherwood, MD 21665 - Talbot County

3.61 acres Sherwood, MD

Between St. Michaels and Tilghman Island...Private 3.6 acre waterfront lot w/367' of natural "living shoreline". Facing due west, this beautiful site provides sunset views across Cabin Cove and Chesapeake Bay. Lot is well-elevated and the new FEMA Maps confirm flood insurance is not required on this property (designated low risk "X" Zone). Ag taxes have been paid! A wildlife-lover's paradise!
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$495,000 33.15 acres
DONNELL JONES ROAD, Sherwood, MD 21665 - Talbot County

33.15 acres Sherwood, MD

CHESAPEAKE BAY WATERFRONT ACREAGE - Broad Water Panoramic View Home-site fronting on CHESAPEAKE BAY and Poplar Straights. 30 plus primarily wooded acres with notable wildlife, 10 minutes from St. Michaels; a natural setting ready for your personal mark. Recent ~Residential Feasibility Analysis~ including estimated development costs available to serious-minded Buyer.
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$369,000 2.09 acres 3 Beds | 4 Baths
21845 ALBIE ROAD, Sherwood, MD 21665 - Talbot County

2.09 acres Sherwood, MD

Open & spacious, this attractive Cape features a large living room with vaulted ceilings and gas fireplace; first floor master suite; an office off the kitchen; sheetrocked, unheated space over garage with fixed staircase; and deck with waterviews. Large fenced yard and huge workshop with half bath, second floor storage, and covered storage bay.
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$325,000 2.05 acres 3 Beds | 3 Baths | 1792 sqft
21765 DEEP HARBOR FARM ROAD, Sherwood, MD 21665 - Talbot County

2.05 acres Sherwood, MD

A home that shows beautifully! 3 BR/2 1/2 BA Generous living spaces~1792 sq. ft. Living room with wood burning fireplace opens to kitchen & dining. Kitchen w/ granite counter and breakfast bar, family room overlooks large backyard~plenty of room for pool. Laundry/powder room. Attached 2 car garage. Detached studio/office building. Water access community.
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$163,900 2 acres
DEEP HARBOUR FARM LOT# 10 RD, Sherwood, MD 21665 - Talbot County

2 acres Sherwood, MD

WATER ACCESS....WATERVIEW of Duns Cove...Perc approved for standard inground residential septic system..UP TO 4 BEDROOMS..No nontidal wetlands...Some trees..... COMMUNITY PIER.. just a few lots away...but not too close...(Tilghman 1.1 miles).... (St. Michaels 11 miles).....Owner is licensed Md.real estate agent
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$120,000 2.88 acres
HOLLY WOODS ROAD, Sherwood, MD 21665 - Talbot County

2.88 acres Sherwood, MD

Building lot in water access community on Duns Cove. Perk approved and ready! Sellers willing to look at all offers.
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$99,900 13.56 acres
BEECHLEY ROAD, Sherwood, MD 21665 - Talbot County

13.56 acres Sherwood, MD

13.56 ACRES OF WOODS AND SOME CUT OVER TIMBER OFFERING EXCELLENT TURKEY AND DEER HUNTING. ONE OWNER IS RELATED TO THE SELLING AGENT.
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$99,000 2.01 acres
DEEP HARBOUR FARM ROAD, Sherwood, MD 21665 - Talbot County

2.01 acres Sherwood, MD

BEST PRICED LOT(S) IN DEEP HARBOUR FARM A WATER PRIVILEGED COMMUNITY. LOT 22 - 2+ ACRE, ONE OF TWO ADJACENT CLEAR LEVEL BUILDING SITES WITH VIEWS OVER DUNS COVE. KEEP YOUR BOAT DOCKED AT THE WATERFRONT COMMUNITY PIER, INCLUDES PICNIC AREA WITH CANOE / KAYAK RACK. THIS IS A GREAT PLACE TO LIVE, VACATION, RETIRE, ENJOY, FIND YOUR DREAM HERE AND MAKE IT YOUR OWN. BRING OFFERS
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$99,000 2.01 acres
DEEP HARBOUR FARM ROAD, Sherwood, MD 21665 - Talbot County

2.01 acres Sherwood, MD

BEST PRICED LOT(S) IN DEEP HARBOUR FARM A WATER PRIVILEGED COMMUNITY. LOT 34 - 2+ ACRE, ONE OF TWO ADJACENT CLEAR LEVEL BUILDING SITES WITH VIEWS OVER DUNS COVE. KEEP YOUR BOAT DOCKED AT THE WATERFRONT COMMUNITY PIER, INCLUDES PICNIC AREA WITH CANOE / KAYAK RACK. THIS IS A GREAT PLACE TO LIVE, VACATION, RETIRE, ENJOY, FIND YOUR DREAM HERE AND MAKE IT YOUR OWN. BRING OFFERS
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$95,000 2.05 acres
21869 ALBIE ROAD, Sherwood, MD 21665 - Talbot County

2.05 acres Sherwood, MD

GREAT BUILDING LOT IN SHERWOOD MARYLAND LOCATED BETWEEN TILGHMAN ISLAND AND ST MICHAELS THE LAND OF PLEASANT LIVING