Kent County

MLS Number MDKE2000342

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

"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 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 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 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 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 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 MDKE2000704

• Single Family
• LocationType Downtown
• Address 201 S Water St
• Bathroom 2
• Square Feet 4452

Eastern Shore magnificent Italianate style home, c.1857 with views of the Chester River is set in the historic district of Chestertown adjacent to the Hynson Ringgold House. In 2004 the carriage house was built next door and is designed with a water view apartment, garage and elevator. The main house spans three levels and greets owners through an elegant entry hall leading to the large porch overlooking the river. Gracious formal rooms project a welcoming yet sophisticated ambience enhanced with 11' ceilings, built-ins and fireplaces. The property is conveniently located just a walk away from the river, shops, restaurants, parks, cafes, oyster bar, theatre and walking trail. Founded in 1706, Chestertown is a lovely waterfront town and is home to Washington College. Residents and visitors alike enjoy the farmers market, parks, annual festivals, and river cruises on the Chester River Packet and the tall ship Schooner Sultana. Chestertown is located about 90 minutes from Washington, D.C. and Philadelphia.

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

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 MDKE117818

• Single Family
• LocationType Bayfront
• Address 4324 Eastern Neck Rd
• Bathroom 6
• Square Feet 6703

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 MDKE104742

• Single Family
• LocationType Rural
• Address 7250 Pentridge Ln
• Bedrooms 4
• Bathroom 3

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

MLS Number MDKE117708

• Land
• Subdivision None Available
• High School Kent County
• Acreage 168.77
• Bathroom 3

PENTRIDGE WOODS FARM, in an unspoiled corner of Marylandâ s Eastern Shore, could be a weekend refugeâ 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 owner's 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 agentâ 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

MLS Number MDKE116292

• Land
• Acreage 1.56
• Zoning RB AND R-5

Extraordinary development opportunity in downtown historic Chestertown. 1.6 acres zoned R-5 and RB with many permitted uses such as Muliple-Family dwelling, Townhouses, professional and business offices, non-profit museums, and others. Property fronts on three streets. Excellent location-- just a few blocks to the Chester River, shops, restaurants, galleries and Washington College.

Listed by Richard L Barker and Joan O Horsey of Coldwell Banker Chesapeake Real Estate Company

MLS Number MDKE2000502

• Single Family
• Address 7755 Waterview Ln
• Bathroom 3
• Square Feet 4730
• Bedrooms 4

This circa 2011, white brick house was built to celebrate the expansive views over the Chester River Yacht &Country Club golf course to the Chester River. There is an attractive patio at one end and a screened porch off the owner's suite. The landscaping around the circular driveway is lovely; the garage is set on an angle as to be unobtrusive from the road and the house entrance. Inside, all the rooms enjoy the views; the glassed in sun room being the most spectacular. Beautiful flooring, oversize crown molding, chair rails, accent & recessed lighting and painted paneling throughout. New A/C handler, Rinnai system with boosters (to reach around this 4,000+ sq. ft. house), foam insulation underground and up the walls, crawl space encapsulated, 3 temperature zones and audio wired surround sound. The kitchen and owner's suite are too great to try to describe, for instance, the marble came directly from Italy and no longer available. Laundry and "mud kitchen" are between the owner's suite and garage. Take a golf cart to the club, ride a bike into town or just sit and watch the tall ships go by.

Listed by Lisa P Raffetto of Coldwell Banker Chesapeake Real Estate Company

MLS Number MDKE2000086

• Land
• Acreage 49.83
• Zoning MCI

50 acres of mixed use development property within Rock Hall town limits. Great location with access via state highway/MD Rt. 20, and 3 town roads; almost 1000 ft of road frontage. The property is partially cleared and includes a small area of wetlands that would make a nice pocket park within the development. Public water and sewer service hook ups are available. Fiber optic cables are buried along Rt. 20 and could serve this property. Rock Hall is a popular vacation, hunting and fishing destination with year round events and activities.

Listed by Robin Fithian and Cindy Genther of Rock Hall Properties Real Estate

MLS Number MDKE2000090

• Commercial
• Address Rock Hall Rd
• Acreage 49.83

50 acres of mixed use development proeprty within Rock Hall town limits. Great location with access via state highway/MD Rt. 20, and 3 town road; almost 1000 ft of road frontage. The property is partially cleared and includes a small area of wetlands that would make a nice pocket park within the development. Public water and sewer service hook ups are available. Fiber optic cables are buried along Rt. 20 and could serve this property. Rock Hall is a popular vacation, hunting and fishing destination with year round events and activities.

Listed by Robin Fithian and Cindy Genther of Rock Hall Properties Real Estate

MLS Number MDKE2000158

• Single Family
• LocationType Bayfront
• Address 20361 Glanville Ln
• Bedrooms 2
• Year Built 1975

This very well maintained home overlooking the Broad Chesapeake Bay is in a great condition with a semi-private location between Chestertown and Rock Hall, private but not Isolated! The views are "Out of this World" and the construction of the home is exceptional. The adjoining lot inclusion offers a wealth of opportunities and clean canvas to create your own private oasis with perhaps a pool with pool house and outdoor kitchen, a separate guest house, sport court or whatever you desire. The interior is clean, sharp and has had very little use since the present owner remodeled in mid 2000s. High end appliances and countertops, large oversized windows to take in the views, gleaming wood floors, tastefully tiled bathrooms, and clean dry basement are just a few of the many features. Elevated lawn with stable, substantially protected shoreline and ten mile views! This is an excellent opportunity to move right in and experience the greatest place on earth to live and enjoy, The Eastern Shore of Maryland! There is no known maintenance agreement for Glanville Lane. See documents for Right of way information to neighbors property.

Listed by William H Norris III and Miles K Norris of Select Land & Homes,LLC

MLS Number MDKE117058

• Land
• Acreage 10.78
• Zoning RCD

Sassafras River waterfront lot with wide water views. Approximately 720 feet of shoreline on Pleasant Cove across from Hen Island. This 10.78 +/- partially wooded lot is elevated and there is a gently sloping path that provides a natural walkway access to the waters edge and sandy beach. The lot was previously perced and portions of a former dock remain . Water depth at the original dock end was approximately 5 +/- feet.This secluded beauty is ready for you to build your waterfront home escape. The land is partially cleared and is surrounded by exclusive waterfront estates. Concrete block two car floored garage building with second floor conveys- great location to store materials on site while you build your dream home! Please do not walk the lot without an appointment. DNR Forest Conservation Management Agreement is in place, documents available for review.

Listed by Judith A Germain of Benson & Mangold,LLC

MLS Number MDKE2000013

• Single Family
• LocationType River
• Bathroom 2
• Bedrooms 5
• Square Feet 2058

This Sassafras River gem is waiting for that particular boater who wants their deep water vessel docked in front of the house. Maybe just a jet ski or pontoon boat is all you want, also there is an area for kayaks. What about dinner out at the Kitty or the Fish Whistle at the Granary by boat. There is plenty of space in the house with a wonderful spacious enclosed porch for activities when the weather is bad. The outdoor space offers plenty of area for all kinds of activities. This property has seen so many wonderful times and is looking for the next family to enjoy their own retreat. On top of that is the rental potential which has been very successful. Come see the possibilities of this wonderful home has to offer especially with a state of the art septic system. The property is part of Gregg Neck Park, community established in the 50's which has a private beach, pier & and also a private boat ramp. Become a boater and enjoy the beauty of the Sassafras River shoreline of old estates and new as the river meanders out to the upper part of the Chesapeake Bay of Eastern Shore of Maryland. Great location for easy access to Rt. 1 around Middletown, DE and points north. Visit historic Chestertown, while exploring Kent County with all of it's wonderful events that take place all year.

Listed by Ashton M Kelley of Gunther-McClary Real Estate

MLS Number MDKE2000346

• Single Family
• LocationType River
• Address 21060 Spring Cove Rd
• Bedrooms 11
• Bathroom 9

Spring Cove Manor! Currently this 7.99+/- acre waterfront property is operated as a country inn with daily and weekly rentals for the many visitors of Rock Hall. Three residences total 9 bedrooms, 8 full baths and one half bath. The main house, built in 1890+/-, offers 5 bedrooms each with baths and separate heating and cooling, a dining area, breakfast area, kitchen and a front porch that allows you feel the peacefulness this property offers. 2 of those bedrooms are on the main level. There is also a cottage with 3 bedrooms, 2 baths with an amazing view of "The Haven" from the 2nd level rear deck. Finally there is a one bedroom, 1 bath flat with kitchen, bedroom and living room and a deck with water views located over the garage. Most roofs are metal with some asphalt shingles. Need to launch your boat? A public landing adjoins the waterfront portion of this property and offers some slip availability for you boat, should you choose to leave it in the water. There is plenty of privacy and although it is currently used as a country inn you could easily convert this into a "compound" for with 3 separate houses/units to accommodate many visitors. Great area for boating and kayaking! Very close to all that Rock Hall has to offer!!!

Listed by Douglas J Ashley of Doug Ashley Realtors,LLC