Kent County

MLS Number MDKE2000342

• Single Family
• Address 101 N Water St
• Year Built 1769
• Square Feet 7440
• Bedrooms 6

"Widehall" is the most acclaimed historic downtown waterfront estate in Chestertown MD, since 1769. The many stewards of this magnificent residence, including two Maryland governors and two US Senators, have been ambassadors of hospitality for both town folk and national leaders. Each have protected and enhanced its authentic beauty ... from the original mahogany hanging staircase (c 1769) to geothermal heating and air (c 2013). Widehall is quite special to our town. The more formal main floor rooms provide the ideal setting for both parties and intimate gatherings. The flow between each of the rooms is perfect. Three of the six wood burning fireplaces add only a part of the warmth and ambiance of the main level of this residence. The chilled air or warm summer breeze is steps away on the first of two grand verandas overlooking the Chester River, thoughtfully added in 1911. Ascending the mahogany stairs to the second floor maintains the elegant feel of a grand home but immediately establishes a feeling of comfort and relaxation with a large family room. Surrounded by three bedrooms, each with their private baths, there are two doorways to the second of the very large waterfront verandas. A former servants wing provides for a bath, laundry room and windowed closet space. The top floor (number three) boasts three bedrooms, two baths and an additional laundry. Architects of a by-gone era creatively used dormer space for exquisite closet and storage space. Currently, each bedroom is named in honor of an acclaimed figure with close connections to Chestertown and the Eastern Shore. Your journey is not quite finished. A gracious staircase, discreetly hidden behind a wainscoted door, brings you to the unmatched "Widow's Walk" or rooftop deck with the most spectacular views of the Chester River and Chestertown. In many cities, a visit to this rooftop would be worth the price of a hefty admission. Our beautiful town and its people want to welcome you to continue the history and stories of "Widehall". Prospective buyers should be informed of the vital socio-economic trend this small town of America is experiencing and that of its acclaimed Arts & Entertainment District. Yes, our weekly Farmer's Market is "gossip central" and awesome for river and farm fresh provisions .... but it is the community that makes us a great place to to live. From monthly First Friday evenings for gallery and shop visits to a variety of annual festivals that include Downrigging weekend, Legacy Day, the Chestertown Tea Party reenactment, Dickens of a Christmas, and more add to the vibrancy of our town with Widehall enjoying the best viewing action. The convenience of a deep water dock and great lawn combined with short-walks to morning coffee and fresh pastries, evening cocktails and fine dining is unparalleled on the Eastern Shore.

Listed by Richard Keaveney of Cross Street Realtors LLC

MLS Number MDKE117964

• Commercial
• Address 5639 Walnut St
• Year Built 1984
• Acreage 2.16
• Property SubType Special Purpose

Welcome to North Point Marina. This well-established marina and motel is ideally located behind the jetty wall at the entrance to popular Rock Hall Harbor from the Chesapeake Bay. There are 138 total slips, including 26 covered slips, with room for large yachts on the T heads. All of the slips are equipped with water and electric--30, 50, or double 30 AMP. Nearly 80% of the slip occupancy is comprised of seasonal rentals, leaving plenty of room for transients. Robust Wi-Fi network extends throughout the facility making working from your boat a breeze. North Point Marina features the only fuel dock on Rock Hall Harbor. Five room motel offers amazing views of the Bay. The motel books throughout the year with a waiting list during the Summer. Adjacent to the motel is a two bedroom, 1 bath apartment with private porch. Live where you work. Numerous amenities-bay front pool, large pavilion for events, ample parking, slip holder/guest bathrooms, pump out, ship's store, storage space, office/flex space, slip holder lounge. Many additional opportunities for revenue. North Point Marina is an immaculate, impeccably maintained facility.

Listed by Courtney Chipouras of Gunther-McClary Real Estate

MLS Number MDKE117976

• Single Family
• Address 5639 Walnut St
• Bathroom 1
• Bedrooms 2
• Square Feet 1280

Welcome to North Point Marina. Featuring a 2-bedroom, 1 bath apartment with private porch and 180-degree views of the Chesapeake Bay. This well-established marina and motel is ideally located behind the jetty wall at the entrance to popular Rock Hall Harbor from the Chesapeake Bay. There are 138 total slips, including 26 covered slips, with room for large yachts on the T heads. All of the slips are equipped with water and electric--30, 50, or double 30 AMP. Nearly 80% of the slip occupancy is comprised of seasonal rentals, leaving plenty of room for transients. Robust Wi-Fi network extends throughout the facility making working from your boat a breeze. North Point Marina features the only fuel dock on Rock Hall Harbor. Five room motel offers amazing views of the Bay. The motel books throughout the year with a waiting list during the Summer. Amenities include a bay front pool, large pavilion for events, ample parking, slip holder/guest bathrooms, pump out, ship's store, storage space, office/flex space, slip holder lounge. Many additional opportunities for revenue. North Point Marina is an immaculate, impeccably maintained facility.

Listed by Courtney Chipouras of Gunther-McClary Real Estate

MLS Number MDKE2000332

• Single Family
• LocationType Bayfront
• Address 5135 Crosby Rd
• Bathroom 5
• Year Built 2001

DAVIS CREEK FARM- This property consists of a total of 217 acres in three separate lots which makes it perfect for a family compound or donated Conservation Easement opportunity. Each parcel is serviced by public sewer. Farm is located on Davis Creek with 5 ft mlw, large slip at the dock and multiple smaller slips and boat lift. Outstanding goose, duck, deer and turkey hunting with farm income through CRP/CREP contracts and farming rights. If you are looking for a farm on the Eastern Shore of Maryland this is a must see!

Listed by Henry Gibbons-Neff Jr. of Meredith Fine Properties

MLS Number MDKE100044

• Single Family
• LocationType Creek/Stream
• Address 22598 Davis Creek Dr
• Bathroom 4
• Square Feet 4725

Enchanting Eastern Shore waterfront residence is nestled on 56-acres on Davis Creek in Rock Hall. Expert craftsmanship and style distinguish Winding Creek House, designed by Chestertown architect, Peter Newlin. A series of pavilions are linked to create an interior of inviting, flowing spaces. Each pavilion enjoys its own river views and landscape in perfect harmony with the tranquil and naturally beautiful eastern shore setting. A charming summer house (free-standing screen porch), 100 dock (4-ft mlw) with boat ramp, floating dock and boathouse are lovely settings to enjoy outdoor activities. Outstanding features of the home include an elevator, exquisite wood trim detail, built-in cabinetry, radiant floor heat, soaring two story living room, copper roof, granite kitchen and relaxing sauna. The small waterfront town of Rock Hall located on the Chesapeake Bay offers shops and dining. Historic Chestertown, home to Washington College, is just 20-minutes away and boasts the Chester River Walk, brick sidewalks lined with18th century homes, galleries, live theater, boat tours, cafes and restaurants. It also has a vibrant arts community, outdoor educational programs and waterfront park. Chestertown is about 90-minutes from Washington and Philadelphia.

Listed by Richard F Budden and Mary C Carlisle of Coldwell Banker Chesapeake Real Estate Company

MLS Number MDKE2000356

• Single Family
• LocationType Bayfront
• Address 7280 Swan Creek Rd
• Bathroom 3
• Bedrooms 3

Welcome to Gliding Gander located on the Chesapeake Bay! This spectacular waterfront property is simply one of a kind. Offering 117.57 acres with 100 acres of open land, highly productive, and fully cropped, currently with soy bean, and income producing. The newly painted Main House Grandfathered on the waters edge with gorgeous views of the Bay, a pole barn , currently being used as a workshop with thermostatic controlled heat and water, a shed for tools and supplies, and 3 large ponds one pond serviced by a well allowing for excellent waterfowl habitat. The main house offers one level living with 3 bedrooms - 3 full baths, a lower level with outdoor access and tons of storage just under 3,000 Sqft of fully finished living space. As you walk in the front door to your right you are welcomed with a handsome library to enjoy reading your favorite book of the Eastern Shore as you look out to the water, an open kitchen and dining area, leading into the family room with views of the bay with a large wood burning fireplace. The family room leads into the sun room surrounded by large windows where one can enjoy their morning coffee or relax and enjoy the sunset, while enjoying views of boats, birds and fish jumping. Or enjoy going out to the freshly reconditioned redwood deck. In the distance across your view is the Baltimore skyline. The home is complete with an attached 3 bay heated and air conditioned garage now converted into comfortable living space but can be utilized as a garage if desired. THE FARM LAND INCLUDES 3 PERCED WATERFRONT PARCELS AND 1 INLAND PERCED PARCEL WITH WATER VIEWS AND FULL ACCESS TO THE CHESAPEAKE BAY. Gliding Gander offers over one-half mile shoreline on the Chesapeake and is in excellent condition, fully rip-rapped on sensitive areas and an attractive riparian buffer on the balance. To top off this amazing waterfront property is close to a half mile of your own Private Beach on the bay for your water fun enjoyment, bonfires, fishing, and/or sunbath. The home is being offered fully furnished if desired! Floor plans are available under documents. THIS IS CERTAINLY A MUST SEE!

Listed by Maura F Shannon of TTR Sotheby's International Realty

MLS Number MDKE2000358

• Land
• Subdivision None Available
• Acreage 117.5
• Square Feet 2896
• Bathroom 3

Welcome to Gliding Gander located on the Chesapeake Bay! This spectacular waterfront property is simply one of a kind. Offering 117.57 acres with 100 acres of open land, highly productive, and fully cropped, currently with soy bean, and income producing. The newly painted Main House Grandfathered on the waters edge with gorgeous views of the Bay, a pole barn , currently being used as a workshop with thermostatic controlled heat and water, a shed for tools and supplies, and 3 large ponds one pond serviced by a well allowing for excellent waterfowl habitat. The main house offers one level living with 3 bedrooms - 3 full baths, a lower level with outdoor access and tons of storage just under 3,000 Sqft of fully finished living space. As you walk in the front door to your right you are welcomed with a handsome library to enjoy reading your favorite book of the Eastern Shore as you look out to the water, an open kitchen and dining area, leading into the family room with views of the bay with a large wood burning fireplace. The family room leads into the sun room surrounded by large windows where one can enjoy their morning coffee or relax and enjoy the sunset, while enjoying views of boats, birds and fish jumping. Or enjoy going out to the freshly reconditioned redwood deck. In the distance across your view is the Baltimore skyline. The home is complete with an attached 3 bay heated and air conditioned garage now converted into comfortable living space but can be utilized as a garage if desired. THE FARM LAND INCLUDES 3 PERCED WATERFRONT PARCELS AND 1 INLAND PERCED PARCEL WITH WATER VIEWS AND FULL ACCESS TO THE CHESAPEAKE BAY. Gliding Gander offers over one-half mile shoreline on the Chesapeake and is in excellent condition, fully rip-rapped on sensitive areas and an attractive riparian buffer on the balance. To top off this amazing waterfront property is close to a half mile of your own Private Beach on the bay for your water fun enjoyment, bonfires, fishing, and/or sunbath. The home is being offered fully furnished if desired! Floor plans are available under documents. THIS IS CERTAINLY A MUST SEE!

Listed by Maura F Shannon of TTR Sotheby's International Realty

MLS Number MDKE117294

• Single Family
• LocationType Bayside
• Bathroom 8
• Bedrooms 8
• Square Feet 5500

"SWAN POINT FARM" the Eastern Developed Parcels including Lots 3 &5 are now available. Live your dream and enjoy an elegant and serene waterfront estate nestled on 61+/- acres along the Chesapeake Bay and Tavern Creek. Delight in the commanding and expansive views of the surrounding farmland and the picturesque Chesapeake Bay. The views are rivaled only by the impressive and completely renovated 5,500+ square foot timeless 19th-century farmhouse. This majestic property features beautiful 100-year-old reclaimed heart pine flooring, an open floor plan with an abundance of natural light, four master suites, two additional guest bedrooms, a powder room, and an amazing home office with custom built-ins. Enjoy many options for casual or formal entertaining inside the house, outside on the sprawling lawn or around the relaxing pool and hot tub. You or your guests can also retreat to the one bedroom cottage situated along the shoreline with panoramic views that span from Swan Creek to the Chesapeake Bay Bridge and beyond. No matter what you feel like doing, there is something for everyone. You might take a refreshing dip in the pool, barbecue with guests on the large side deck, play a few rounds of tennis on the fenced-in hardtop court, enjoy the sunset from a rocking chair on the front porch or stargaze from the widow's walk. The estate is also the ultimate retreat for outdoor sportsmen & enthusiasts with a waterfowl pond, duck blinds and a goose pit tucked in all the right places. Boaters will appreciate the private pier on the protected waters of Tavern Creek. It is the perfect place to fish and crab for the evening's meal. You may also launch boats from the property's boat lift, floating dock or cement boat ramp. Grab your kayak from the boathouse and spend the day watching ospreys and blue herons while exploring the bay and the surrounding waterways. With its ideal location, you are just minutes away from some of the Chesapeake Bay's finest marinas and authentic waterside restaurants. Private and remote while being close to major Mid-Atlantic metropolitan areas, this Eastern Shore jewel is sure to give you and your family a lifetime of memories. The Grounds & Gated entrance providing additional privacy. Subdivided Lots 3 & 5 are being sold as a package, each have separate tax ID's. Agricultural conservation easements are available for review by request.

Listed by Brent J Allen of Long & Foster Real Estate,Inc.

MLS Number MDKE115176

• Land
• Acreage 209.36
• Zoning IP

209 Acres zoned Employment Center (similar to Industrial) with +2,500 ft along Rt. 301. Permitted uses include manufacturing, warehousing, distribution, truck terminals, etc. Subdivision possible, minimum 20 acres. State & County incentives available. Current leases: cell tower, ag, hunting.

Listed by Cindy Genther of Rock Hall Properties Real Estate

MLS Number MDKE117924

• Land
• Subdivision None Available
• Acreage 209.36
• Square Feet 2652
• Bathroom 1

209 Acres zoned Employment Center (similar to Industrial) with +2,500 ft along Rt. 301. Permitted uses include manufacturing, warehousing, distribution, truck terminals, etc. Subdivision possible, minimum 20 acres. State & County incentives available. Current leases: cell tower, ag, hunting.

Listed by Cindy Genther of Rock Hall Properties Real Estate

MLS Number MDKE117572

• Land
• Acreage 125.67
• Zoning RR&V

Newly annexed raw land in the Town of Millington. Property is now under Town of Millington zoning allowing for large scale development. Preliminary design work completed for 3 phase residential and commercial development consisting of mixed use attached style housing units. 168 single family units and 93 attached townhouse/duplex units, see attached designs and public utility easement information on listing. Nearby access to Rt. 301, Middletown, DE, and high speed internet. Do not approach home located on edge of parcel on cul de sac off Kent Mill Dr. Home parcel will be sub-divided off of property as part of sale. Fantastic opportunity for a long term development, this is the perfect time to get in at the ground level for future development along the Rt. 301 corridor.

Listed by John T Carroll of Village Real Estate Company LLC

MLS Number 1000083633

• Land
• Subdivision Coventry Farms
• High School Kent County
• Acreage 87.34
• Zoning R-2

83 Acre Development parcel annexed in the corporate limits of Chestertown. Parcel has 1300' frontage on Cromwell Clark Road and is zoned R-2 (lot area of 10,000sf per lot, 4 lots per acre).Some preliminary engineering data is available and the site yield is 134 lots. Town water and sewer allocations are available.LEGAL DATA LISTED AS COVENTRY FARM.

Listed by Robert L Davis Jr. of Davis Real Estate,Inc.

MLS Number MDKE2000362

• Single Family
• Year Built 1920
• Bedrooms 3
• Bathroom 2
• Square Feet 4195

Offered for the first time in 70 years, Island Point Farm epitomizes the very best of the Eastern Shore and is the ideal setting to relax and enjoy hunting, fishing and crabbing. The property consists of 93+/- acres with approximately 9,660 feet of shoreline on both Davis Creek and West Fork Langford Creek with a peninsula, cove, rip-rapped and living shoreline as well as three docks. Main house features three bedrooms and two baths with screened porch, sun porch, waterviews and dock. Cottage is comfortable with two bedrooms, screened porch, dock and water views. Hunters will be comfortable in the hunting lodge with water views of Langford Creek and stairway to waterfront and enjoy the abundant deer and waterfowl. Owner currently has yearly DNR license for 6 off-shore blinds.

Listed by Chuck V Mangold Jr. and James W Robinson of Benson & Mangold,LLC

MLS Number MDKE117818

• Single Family
• LocationType Bayfront
• Address 4324 Eastern Neck Rd
• Bathroom 6
• Bedrooms 5

Welcome to Merrythought - Situated on 8.50 +/- acres with approximately 320 feet of protected shoreline on the Chesapeake Bay, this property offers incredible views and remarkable craftsmanship. The custom brick home features a first floor master suite, heart pine and brick floors, radiant floor heat, 6 bedrooms, 6 full bathroom, 3 fireplaces and an in-law suite above the 3 car garage. A large covered porch is westward facing for sunsets over the bay. Just a short drive to Eastern Neck Island Wildlife Refuge and Downtown Rock Hall. With some personal touch this property offers the new owner a great opportunity to build equity and enjoy waterfront living!

Listed by Miles K Norris and Andrew M Carroll of Select Land & Homes,LLC

MLS Number MDKE117304

• Land
• Acreage 13.02
• Zoning LI-1

Over 13 acres at the corner of routes 213 & 291 in Chestertown. High traffic count intersection. Per MDOT, current Annual Average Daily Traffic is 14,710. Zoned RB Professional Office. Located within 1 hour of Annapolis and Wilmington. 90 minutes to BWI and PHL airports.

Listed by Courtney Chipouras of Gunther-McClary Real Estate

MLS Number MDKE104742

• Single Family
• LocationType Rural
• Address 7250 Pentridge Ln
• Bathroom 3
• Year Built 2002

PENTRIDGE WOODS FARM, in an unspoiled corner of Maryland's Eastern Shore, could be a weekend refuge-or your forever family home. On almost 170 private acres, with a modern and comfortable main house and a contemporary guest cottage down the road, this low-maintenance property has tilled fields, two ponds, and a dense forest. Pentridge Lane neighbors are a friendly community of mostly waterfront homes. Nearby Chestertown offers cultural and athletic events at Washington College, golf and sailing at the informal country club, a renowned farmers market on Saturdays, live music and theatre venues, a hospital, good schools, coffee shops and restaurants, and a thriving arts community. The area has long been a major sailing and cycling destination and is rapidly becoming an equestrian center. While Kent County fiercely preserves its agricultural heritage, it is less than a two-hour drive from Washington, Baltimore or Philadelphia and not much farther from the NYC area. The main house, designed by a Yale Architecture School grad as a modern farmhouse with a full basement, has four bedrooms, 2 ½ baths, a large detached garage, and an interior courtyard garden. The center of the soaring open-plan main floor is a massive double-sided Finnish soapstone fireplace that divides the kitchen from the sitting area, with French doors opening onto the deck and brick courtyard. This floor also has a dining room/library, two bedrooms and a study/fourth bedroom. The second floor consists of a huge media room or studio and a large en-suite master bedroom. The distinctive two-story guesthouse (a short drive or ten minute walk from the main house) has a large deck and windows that wrap around the corners of the cube-shaped building. The guesthouse is currently a rental property but could easily revert to the owners' personal use. About eighty acres are farmed under a shared profit/loss arrangement by a local farmer (qualifying the owner for agricultural property tax benefits). The forest is prime deer-hunting terrain, also generating revenue. Because strict Kent County zoning laws protect agricultural land and the Chesapeake Bay watershed, this farm can never be subdivided and the deed also designates the woods as an avian refuge. As a result, the farm is home to resident and migratory birds, an oversupply of deer, as well as foxes, rabbits and other small animals. Weekend residents can enjoy all the farm offers with hardly any work, as the farming and garden maintenance are now done by trusted local people. But Pentridge Woods Farm would welcome more active participation by engaged owners, who might want to add an organic vegetable garden, experiment with different market crops, build a stable and keep horses, or establish their own vineyard. The possibilities are endless. Note: the listing agent's website has an aerial video and more info/photos. PLEASE NOTE; All Buyer agents MUST attend all showings and inspections before and after Contract. All appointments must to requested by AGENT, not clients.

Listed by Nancy McD McGuire of Maryland Heritage Properties