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

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$2,000,000 30 acres
719 Deep Landing Road, Chestertown, MD 21620 - Queen Annes County

Large Chicken Farm - Maryland

Chicken Farm - Eight chicken houses. Growing antibiotic-free chickens for Allens, 179,950 square feet +/-. Approximately 239,000 capacity for 7 week chickens. Eight chicken houses, potential room to build two more. 5 houses are 41 x 610 (89/90), 2 houses are 43 x 400 (95), 1 house is 41 x 500 (89/90). Features include - 6 inch pads, insulation blown in ceilings, radiant heat, 6 deep wells, 3 pump houses, Val Drinkers, 3 generators. Rancher and mobile home too. Walking distance to public boat ramp on Chester River.
Mickey Hayward Sunset Properties
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$3,489,000 143.4 acres 4 Beds | 4 Baths | 6448 sqft
6349 BROAD NECK ROAD, Chestertown, MD 21620 - Kent County

143.4 acres Chestertown, MD

Kings Prevention, Circa 1779, is situated on the East Fork of Langford Creek across from The Reward. Renovated in 1992, this historic Kent County waterfront farm offers a grand estate w/tenant house, guest house, lap pool w/pool house, tennis court, and horse stable barn bordered by 81 tillable ac, 60 acres of woodland further improved w/waterfowl pond. Extended dock w/7'+ MLW.
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$3,489,000 143.4 acres
6349 BROAD NECK ROAD, Chestertown, MD 21620 - Kent County

143.4 acres Chestertown, MD

Kings Prevention, Circa 1779, is situated on the East Fork of Langford Creek across from The Reward. Renovated in 1992, this historic Kent County waterfront farm offers a grand estate w/ tenant house, guest house, lap pool w/ pool house, tennis court, and horse stable barn bordered by 81 tillable ac, 60 acres of woodland further improved w/waterfowl pond. Extended dock w/ 7'+ MLW.
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$2,900,000 22.85 acres
TALBOT BOULEVARD, Chestertown, MD 21620 - Kent County

22.85 acres Chestertown, MD

22.85 acres zoned L-1 within Chestertown limits. See Chestertown Zoning Ordinance for the vast amount of zoned uses such as manufacturing, storage and research. Many conditional uses may include possible 55+ Senior tax credit and market rate apts. Great road frontage on RT. 291 and Talbot BLVD. Survey available. Buyer responsible for due diligence. Seller is in permit process. On Rails to Trails.
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$2,250,000 315 acres
7920 BAKERS LANE, Chestertown, MD 21620 - Kent County

315 acres Chestertown, MD

Large productive grain farm in Kent County. 315 Acres with 230 Acres Tillable - Sassafras and Mattapex/Matapeak soils. Excellent hunting adjoining Chesapeake Farms. Existing hunting lease for 2014-2015 season.
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$1,950,000 42.07 acres 5 Beds | 5 Baths | 4748 sqft
5268 QUAKER NECK ROAD, Chestertown, MD 21620 - Kent County

42.07 acres Chestertown, MD

Eastern Shore Waterfront Farm on 42-acres with 690 ft. of water frontage offers sweeping views of Langford Creek and a lovely, well-maintained home, c.1800. The property is the perfect setting to enjoy hunting, the local wildlife, and water activities. Features include 33-tillable acres, rip-rap shoreline, outbuildings and garage. Also available is an adjacent 11-acre private waterfront lot.
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$1,895,000 113 acres 5 Beds | 2 Baths
6970 POMONA ROAD, Chestertown, MD 21620 - Kent County

113 acres Chestertown, MD

Magnificent 113 Acre Waterfront Farm with a Three-Bay Two-Story Brick Colonial built in 1810 near Historic Chestertown. 97.9 acres tillable, 13.9 acres in Conservation Reserve Program and 1 acre Wildlife Habitat Incentives Program - Impoundment. 1 Deep Water Pond. Tilling rights under lease for 2016 growing season.
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$995,000 23.23 acres 3 Beds | 4 Baths | 4000 sqft
9545 CHANTILLY FARM LANE, Chestertown, MD 21620 - Kent County

23.23 acres Chestertown, MD

Stunning views of the Chesapeake Bay & abundant wildlife are enjoyed by this secluded 23 acre waterfront retreat. Situated within the critical area buffer, the home was rebuilt in 2007 & custom designed to maximize water views. Hickory hardwood flooring and cabinetry, an open floor plan & a loft style upper level den - great for entertaining! 1000 ft beachfront, wooded trails and open fields.
$895,000 17.19 acres
329 FLATLAND ROAD, Chestertown, MD 21620 - Kent County

17.19 acres Chestertown, MD

Valuable Residential Real Estate development property.This sale includes two parcels. 329 Flatland Rd, Chestertown, MD (9.10 AC) and 25255 Cromwell Clark Rd, Chestertown, MD. (8 AC). Total acreage for sale is 17.19 acres. These properties are located within Chestertown, town limits. Possible mixed residential and PUD. Both properties are included in this sale and are priced to sell immediately.
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$799,000 2.44 acres 4 Beds | 6 Baths
9784 WHITE SWAN COURT, Chestertown, MD 21620 - Kent County

2.44 acres Chestertown, MD

Are you young enough to participate in Chestertown's sporting activities; swimming, ,fishing ,kayaking, rowing club, sailing school, golf, & hiking. Are you old enough to enjoy & appreciate Chestertown's fine dining,great sunsets, birding ,boating, fishing, hunting,WC-ALL education,National Music Festival, The Arts, The Farmer's Market & First Fridays. If so this is the house for you.
$715,000 2.45 acres 3 Beds | 4 Baths
9782 WHITE SWAN COURT, Chestertown, MD 21620 - Kent County

2.45 acres Chestertown, MD

This cozy 3/4 bdr farmhouse located in the handsome community of Fairgale, provides a large kitchen, fireplace in living room and lower level with at grade entrance. Fully fenced yard, deck, screen porch and a sweeping lawn down to Fairlee Cove. Also includes boat slip at the community pier and use of boat ramp. Fairgale offers 50 acres of open space and only minutes from downtown Chestertown.
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$675,000 20 acres 3 Beds | 3 Baths
310 HICKORY LANE, Chestertown, MD 21620 - Queen Annes County

20 acres Chestertown, MD

Rustic, contemporary home with amazing country kitchen, ideal water views of the Chester River, and close to historic Chestertown. On 20 acres of land with 600' of waterfront (permit-able Boardwalk and Pier).
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$597,000 5.05 acres 4 Beds | 2 Baths
10050 FORREST LANE, Chestertown, MD 21620 - Kent County

5.05 acres Chestertown, MD

Best of all worlds in this waterfront home with easy water access and natural surroundings. Just feel the peace that engulfs you as you look out from the many windows of the great room. Boat, walk, bike, or drive to a marina, golf course, tennis, pool, restaurants and beach. A perfect Eastern Shore retreat. Co-broke commisssion will not be paid unless co-broke arranges and attends all showings
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$595,900 20.06 acres 4 Beds | 3 Baths
22988 FAIRGALE FARM LANE, Chestertown, MD 21620 - Kent County

20.06 acres Chestertown, MD

"Best goose hunting in Kent"! Known as 'hunting (duck & deer, too) crossroads' - Fairlee Creek headwaters behind house! 1 of 3 properties w/deeded hunting rights. Fishermen.boaters.equine lovers paradise: 20 ac farmette w/private community dock & 21 slips; 1/2 mile to Bay by boat; fenced pastures & large 2 story barn. Spacious home w/open floor plan. Sm. orchard & outbuildings; live off the land!
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$595,900 20.06 acres 4 Beds | 3 Baths
22988 FAIRGALE FARM LN, Chestertown, MD 21620 - Kent County

20.06 acres Chestertown, MD

"Best goose hunting in Kent"! Known as 'hunting (duck & deer, too) crossroads' - Fairlee Creek headwaters behind house! 1 of 3 properties w/deeded hunting rights. Fishermen.boaters.equine lovers paradise: 20 ac farmette w/private community dock & 21 slips; 1/2 mile to Bay by boat; fenced pastures & large 2 story barn. Spacious home w/open floor plan. Sm. orchard & outbuildings; live off the land!
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$585,000 5 acres 5 Beds | 3 Baths
10258 MILL HOLLOW LANE, Chestertown, MD 21620 - Kent County

5 acres Chestertown, MD

This spacious, meticulously maintained home on a very private 5 acre perch offers 5 bedrooms, gourmet kitchen and plenty of entertainment space inside and out, just minutes from Chestertown. The large master bedroom, with sitting area, has master bath and attached walk-in closet. The 3 car detached garage provides plenty of space for cars and toys as well as a large work shop.
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$585,000 7.48 acres 3 Beds | 4 Baths
6991 PENTRIDGE LANE, Chestertown, MD 21620 - Kent County

7.48 acres Chestertown, MD

Desirable 7+ Acre property on Langford Farm on Broadneck; enough room for some corn & hay; only about 7 miles from Chestertown. House flows well, much attention to detail, creative use of space; great for entertaining. Wonderful large 4 seasons room. Split Master & Guest bedrooms. Screened porch with hot tub off Master. Large deck.Garage attached by short breezeway. Let this house speak to you.
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$549,000 20.18 acres
26 FAIRGALE FARM LANE, Chestertown, MD 21620 - Kent County

20.18 acres Chestertown, MD

Waterfront Eastern Shore 20-acre building site located in exclusive Fairgale Community near the Chesapeake Bay. Tranquil setting on Fairlee Creek is ideal for hunting, horses, water activities and enjoying the local wildlife and flora. Boat slip at community dock conveys. Just 15-minutes from historic Chestertown riverfront, shops and dining and less than 2 hours from Philadelphia and Washington.
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$549,000 20 acres 879041 sqft
26 Fairgale Farm Ln, Chestertown, MD 21620 - Kent County

20 acres Chestertown, MD

Waterfront Eastern Shore 20-acre building site located in exclusive Fairgale Community near the Chesapeake Bay. Tranquil setting on Fairlee Creek is ideal for hunting, horses, water activities and enjoying the local wildlife and flora. Boat slip at community dock conveys. Just 15-minutes from historic Chestertown riverfront, shops and dining and less than 2 hours from Philadelphia and Washington.
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$500,000 2.65 acres 5 Beds | 2 Baths | 3045 sqft
10712 TILDEN LANE, Chestertown, MD 21620 - Kent County

2.65 acres Chestertown, MD

Waterfront brick Colonial, c.1790 Kings Grant cottage, on 2.65 acres,over 3,045 fin sw ft current construction not complete.Possible five bedrooms, two or three baths, full basement. Most of the original Colonial features remain. 400 ft water front, good view of Worton Creek. Surrounded by other expensive waterfront homes. Marina just across the creek. 4 ft mlw. Now priced to sell! Historic home.
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$445,000 2.35 acres 4 Beds | 4 Baths | 2837 sqft
8335 BEAVER COURT, Chestertown, MD 21620 - Kent County

2.35 acres Chestertown, MD

Builder's home in Fannell's Meadow with in-law/au-pair apartment! Gleaming wood floors, crown molding & superior construction in this 4 bedroom, 4 bath home on 2.35 manicured acres! Impeccably maintained inside & out with mature landscaping. 3-zone heat & A/C systems, new septic, 2 hot water heaters & 2-car garage w/ work area. Relax on the porch or dine on the deck. You'll love calling this home!
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$398,000 3.79 acres 3 Beds | 5 Baths
22484 GOOSE HOLLOW DRIVE, Chestertown, MD 21620 - Kent County

3.79 acres Chestertown, MD

Enjoy all the best nature has to offer. Large home with two garages, huge deck overlooking the water. Privacy and close to historic Chestertown.
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$390,000 2.76 acres 4 Beds | 3 Baths
11062 AUGUSTINE HERMAN HIGHWAY, Chestertown, MD 21620 - Kent County

2.76 acres Chestertown, MD

Beautiful home overlooking a lake, with a wonderful mother in law's apartment in the walk out apartment via sliding doors to a covered porch. Home has beautiful wood floors, amenities including wainscoating, a Florida Room, a large master bedroom, family room with gas fireplace, and an office area downstairs. Detached metal building 19 x 18 building with 220, concrete floor. Mower conveys
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$389,000 5.77 acres
0 FAIRGALE FARM LANE SOUTH, Chestertown, MD 21620 - Kent County

5.77 acres Chestertown, MD

Beautiful waterfront on Fairlee Creek. Property is just over 5.6 acres a beautiful level grassed parcel with a treed shoreline along the beautiful Fairlee Creek. Property includes a slip on the community Dock. Simply a gorgeous place to build your home! Close to Great Oak Yacht Club, Chestertown and Rock Hall! Owner says MAKE ME AN OFFER!
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$384,900 2.22 acres 4 Beds | 3 Baths
8320 BEAVER COURT, Chestertown, MD 21620 - Kent County

2.22 acres Chestertown, MD

Cape Cod designed wood sided home w/1st floor master, 3 additional bedrooms upstairs, formal living & formal dining room, family room w/fireplace, family area with skylights on the 2nd level, composite rear deck, patio and a 23' x 15' shed. There is even a 3 car garage w/one bay used as a heated & cooled workshop. Beautifully landscaped & meticulously maintained yard. Conditioned crawl space too!!
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$359,000 18.5 acres 3 Beds | 2 Baths
341 BURCHARD SAWMILL ROAD, Chestertown, MD 21620 - Queen Annes County

18.5 acres Chestertown, MD

Beautiful home located on a private 18 acre lot! 6 acres could be subdivided and already perc approved! Beautiful exposed solid oak beams throughout house! Hardwood floors throughout. House features a fire place and wood stove! Updated Kitchen! Patio AND Screened in porch for outside entertaining! Mostly wooded and PERFECT for Deer hunting!
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$324,900 2.05 acres 4 Beds | 3 Baths
8923 ORCHARD DRIVE, Chestertown, MD 21620 - Kent County

2.05 acres Chestertown, MD

Incredible offering located in Orchard Hill. This home has it all....a 2 story entrance foyer, 4 bedrooms, a huge master suite, living room with fireplace, family room with fireplace, spacious laundry room, kitchen with island and a formal dining room. The screened in rear porch is ideal for warm weather entertaining. There is an oversized garage with room for a workshop. Freshly painted inside!
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$319,000 2.05 acres 4 Beds | 2 Baths
10310 HANESVILLE ROAD, Chestertown, MD 21620 - Kent County

2.05 acres Chestertown, MD

Peaceful living at it's best. Only minutes from town, shopping, community center, and parks. This home has so much to offer with 2 acres of private, beautifully landscaped yard that is tree lined and partially fenced. Extra garage and barn with lean to in addition to the already attached 2 car garage. Lots of space inside and out to suite everyone. COME VISIT YOUR NEW HOME
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$319,000 2.05 acres 4 Beds | 2 Baths
10310 HANESVILLE ROAD, Chestertown, MD 21620 - Kent County

2.05 acres Chestertown, MD

Peaceful living at it's best. Only minutes from town, shopping, community center, and parks. This home has so much to offer with 2 acres of private, beautifully landscaped yard that is tree lined and partially fenced. Extra garage and barn with lean to in addition to the already attached 2 car garage. Lots of space inside and out to suite everyone. COME VISIT YOUR NEW HOME
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$295,000 4 acres 3 Beds | 1 Bath
1600 EWINGTOWN RD, Chestertown, MD 21620 - Queen Annes County

4 acres Chestertown, MD

Lovely antebellum farm house offers oiled hard pine floors, refurbished plaster walls, potting shed, 2 stall barn, storage barn, and 2 fenced in pastures all on 4 acres located only 5 minutes from downtown Chestertown.