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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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$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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$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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$1,699,000 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.
$1,595,000 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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$1,195,000 28.64 acres 3 Beds | 3 Baths
21476 DONNELL JONES ROAD, Sherwood, MD 21665 - Talbot County

28.64 acres Sherwood, MD

Boundless western views of the Chesapeake Bay are just the beginning of what this 28+ acre property has to offer. 3 BDR, 3 BTH situated to take advantage of the vistas; renovated, open floor plan, gourmet kitchen, large great room with vaulted ceilings & fireplace, pool, hot tub, screen porch, balcony, waterside gazebo, beach, dock w/lift, water & electric with 900+ feet of shoreline.
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$785,000 2.16 acres 3 Beds | 3 Baths
21750 DEEP HARBOR FARM RD, Sherwood, MD 21665 - Talbot County

2.16 acres Sherwood, MD

Fabulous waterfront property on 2+ acres close to St Michaels. Brick colonial with 3-car garage features chef's kitchen, custom finishes, hardwood floors throughout, master suite overlooking the water, large bonus room and an office/exercise room on the third floor. Lots of amenities for indoor and outdoor enjoyment; in-ground pool, patio, and dock with boat lift plus kayak launch. Must see!
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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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$650,000 6.78 acres 5 Beds | 3 Baths
21584 PUNCH POINT ROAD, Sherwood, MD 21665 - Talbot County

6.78 acres Sherwood, MD

Price Improved!!! Looking for a quiet waterfront haven to enjoy nature away from the hustle & bustle of daily life? Look no further! It's 6.78 acres offering 475' of waterfront this home's Geo-Thermal and Solar Systems provide economy & comfort! The possible 1st floor bedroom & full bath offers flexibility for mobility challenged visitors. Quiet, peaceful setting...
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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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$359,900 2 acres 3 Beds | 3 Baths | 2040 sqft
21858 ALBIE ROAD, Sherwood, MD 21665 - Talbot County

2 acres Sherwood, MD

Enjoy private bayside living in Talbot County. Well-maintained Cape built in 2002. 3BR, 2.5 BA; low taxes.
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$330,000 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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$289,000 2.35 acres 3 Beds | 3 Baths
21867 ALBIE RD, Sherwood, MD 21665 - Talbot County

2.35 acres Sherwood, MD

Extended cape cod with wrap-round porch and water views. Features vaulted ceilings in living room and main floor master, large glass porch/family room and bonus room above garage w/fabulous water view. Now 1880 sq ft. Delightful garden with roses and plantings galore. Close to Sherwood Public Landing + Lowes Wharf with sandy beach; and minutes to St Michaels. 1 year buyer home warranty. NEW PRICE!