Chestertown MD Real Estate & Homes for Sale

The Vannort House stands proudly on historic Queen Street with a colonial-era smokehouse in the yard! Light & breezy: The 31' long screened-in side-porch has doors from the eat-in Kitchen, formal Dining Room, and the grand high-ceilinged Living Room! Keep all the doors open into the screened porch for an amazing indoor-outdoor way of living! A truly versatile layout for entertaining and relaxation. From the front formal entry, an elegant curved-rail staircase acsends to the second & third floors with large light filled landings. Spread out in generously sized rooms throughout this home. The formal living room has almost 10 ft ceilings, beautiful crown moldings, a wood burning fireplace and 3 doors to the Foyer, the Dining Room, and the screened porch. The formal dining Room also has beautiful woodwork, built-ins, a non-working wood fireplace, and 4 doors to the front hall, kitchen, Living Room, and Screened porch. A first floor laundry closet and bath are in the cozy rear family room. There are four bedrooms on the second floor all with hall doors and some also with interior connecting doors. If you don't need 4 bedrooms, make one into a generous walk-in closet, a new luxury bath or a playroom! Also on the second floor, there's a large primary bedroom in front, just off the 8'x8' landing, a back hall with the other 3 bedrooms, a full hall bath, a fun rear staircase to the kitchen and another to rear attic storage. In the front, the grand stair leads to a third floor landing and an unfinished attic room with windows that could be finished off as an office or a fifth bedroom. The two-room partial basement with newly parged brick and stone walls could house your new wine cellar! The Vannort house, named for William Vannort who built #107 and also designed #101 is an example of Victorian classicism and an important part of the eclectic streetscape that makes N Queen Street one of the most desirable residential locations in town. This comfortable home has been lovingly maintained by the current owner since 1983. You may find this charmer could benefit from a few updates so it is priced accordingly to allow for plenty of new equity on this lovely block. It's just steps away from the Saturday Farmer's Market, restaurants, bakeries, shops, parks, and the serene Chester River. All measurements are estimated. Showings start Thursday May 15. Owner occupied. Please respect privacy. Showings strictly by appointment only.

Investors Dream on the Chester River - 1.75 Acres with Endless Potential! Welcome to a rare opportunity along the stunning Chester River! This unique property combines two parcels totaling 1.75 acres and includes an 1100+ square foot home, with an additional 750+sq ft of unfinished space with a garage door, thats ready for your vision. Whether you're a seasoned investor, a savvy flipper, or someone dreaming of creating the perfect riverfront retreat-this is the canvas you've been waiting for. Two parcels sold together - plenty of space to expand or reimagine Existing structure - 1100+ sq ft home with additional 750+ unfinished space, that needs some TLC and rehab work. Private well and septic system in place - county permits have a new septic installed as of 2006. Waterfront to the serene Chester River Peaceful, private setting with mature trees Waterfront lots are in high demand and increasingly scarce-this is your chance to secure a piece of the Eastern Shore before values climb even more. The existing house offers potential for a renovation, rental, or resale opportunity. With 1.75 acres, there's potential to enhance or expand-think guesthouse, garage, gardens, or even subdivide (verify with county zoning). Rental income potential for short-term vacation stays or long-term tenants once improved. The Chester River is ideal for paddleboarding, crabbing, boating, fishing, kayaking, or just relaxing with private water views. Minutes from Chestertown and an easy commute to 301. Bring your creativity and contractor-the bones are here, and the vision is yours. Properties like this don't come up often, especially with this much land and water access. Ready to make this opportunity yours? Let's walk the land, explore the possibilities, and discuss how this could be your next great investment!

Welcome to 109 Edmore Rd, a beautifully renovated 3-bedroom, 2-bath ranch-style home offering 1,344 sq. ft. of comfortable living space on a 0.34-acre lot. This move in ready home blends modern upgrades with cozy charm. Renovated in 2021 upgrades include HVAC, Roof, Encapsulated crawl space, appliances, reverse osmosis and water conditioner. Features a 16 x 12 screen porch for relaxing outdoors. Lots of storage full floored attic w/ thermostat fans, new 10 x 14 Amish built shed on concrete slab. Nice lot with mature trees, paved drive and room for detached garage. Located in the community of Chester Harbor situated near the Chester River, offering opportunities for outdoor recreation, including boating and fishing. The community is conveniently located near Historic Chestertown, where residents can find various amenities, including shops, restaurants, and cultural attractions, history and community events. Voluntary HOA is $25 a year and provides community water access and park privileges. This home is a fantastic opportunity for anyone seeking comfort and quality upgrades.

INVESTOR & BUILDER ALERT! 2.69 Acres No HOA Unlock the potential of this prime 2.69-acre property in beautiful Queen Annes County! A rare opportunity with no HOA and no restrictions, giving you full creative freedom to bring your vision to life. Whether you're a savvy investor, builder, or contractor looking for your next project, this is the blank canvas you've been waiting for. The existing home is being sold strictly as-is and likely best suited for a tear-down-but the value here is in the land and the future possibilities it holds. Build the home of your dreams, develop a new construction project, or simply hold the land as a long-term investment in a fast-growing region. 2.69 private, usable acres, No HOA, no covenants, no building restrictions Well and Septic on Property - Easy access to main routes while offering privacy and space Ideal for custom homebuilders, flippers, or land investors. Bring your plans, your vision, and your tools-this one's got potential written all over it. Minutes from 301 for an east commute. A few short miles is downtown Chestertown. A charming, historic waterfront town nestled along the Chester River. Known for its brick-lined streets, 18th-century architecture, and vibrant arts scene, its a place where history meets small-town charm. Stroll through locally owned shops, unique boutique shops, or enjoy a community event at Wilmer Park. With a renowned farmers market and breathtaking views of the river, Chestertown is the perfect blend of culture, comfort, and Chesapeake beauty.

Looking for that off the beaten path property, here it is! Property located in a water privileged community on the Chester River, access at end of road. Home offers a 1/2 acre lot with mature trees. Property backs to Duck Neck Campground. Subject is sold in as is condition, seller nor buyer can make any repairs. Property is owned by the US Dept. of HUD, HUD Case #241-770004. Insurability Code: UI. Seller makes no representations or warranties as to property condition and HUD Homes are sold â??AS-ISâ? only. Seller may contribute up to 3% for buyers closing costs, upon buyer request. EHO

Charming Chesapeake Bay Home with Stunning Water Views and Incredible Sunsets! Living space is 2699 and the unfinished basement is 1948. Additional guest house adds additional square footage, a kitchen/bath/sleeping area and living room. Discover the beauty of waterfront living in this exquisite home featuring panoramic views of the Chesapeake Bay. Having undergone a comprehensive renovation in 2022-2023, this property continues to impress with ongoing enhancements. The large deck overlooking the pool is the latest improvement. Inside the main house, the open-concept design flows effortlessly from the expansive living room area, and dining area that has nonstop water views. Amazing renovation of the kitchen is a standout feature. The kitchen is equipped with stainless steel appliances, a spacious kitchen island, and ample storage, its perfect for culinary enthusiasts. The primary bedroom offers a luxurious retreat, complete with a large step-in shower and a two-person vanity, showcasing thoughtful design throughout. A charming book nook with access to the water views and landscaping provides an ideal spot for morning coffee. The design includes a walk-in closet, a custom designed ceiling and luxury vinyl tile continued. Throughout the home, the nautical theme is evident with lighting and ceiling fan fixtures. It just won't disappoint. The basement has even more storage and plenty of room for a workout area. Total square footage for the main level is 2569 and Unfinished basement area is 1948 sq. feet Guest House & Garage: Guests will appreciate the new two-car garage that includes a well-appointed guest house upstairs, featuring modern appliances and a balcony that showcases beautiful water views. This space combines privacy with luxury, ensuring a comfortable stay for visitors. Outdoor Oasis: Step onto the covered porch, designed for all-weather enjoyment, and take in the breathtaking vistas of the Chesapeake Bay. The outdoor space is further complemented by a brand-new custom-built deck that offers direct access from the bedrooms, perfect for entertaining. The Gunite pool, complete with a tanning ledge and seating, invites relaxation and fun and water views of the Chesapeake Bay. A convenient changing room and storage for pool toys are located in the garage of the guest house, which also features its own cozy covered porch area providing coverage from any inclement weather The guest house has a a kitchen/and full bath along with a combined living and sleeping area. Additional Features: This home also boasts a walk-in closet and exquisite landscaping that enhances its picturesque setting. Notable renovations include a geothermal well and HVAC system, Hardie Plank siding, and a 320-gallon propane tank that services both the main house and guest house which is leased through Dixie Land. Electric/plumbing/ New foam and spray insulation in exterior walls have all been updated, and a new grinder pump is in place. Additionally, an extra parcel with sewer allocation is included with sewer allocation billed quarterly-check with Kent County for further details. Footprint for a new build would possibly be 2000 SQ feet with the ability to build up. Verify with Planning and Zoning This home is a true gem, offering the perfect blend of luxury, comfort, and stunning natural beauty. Dont miss your chance to own a slice of paradise on the Chesapeake Bay! Whether you are looking for a second home to relax and enjoy or live here year around. It's an incredible home, not overwhelming in upkeep! Turnkey living with amazing water views and incredible sunsets!

This home is a must see! Join the Chester Harbor Community. A charming home in a lovely neighborhood on Maryland's Eastern Shore. Welcome to Chester Harbor, Queen Anne's County. Only minutes from historic Chestertown, this three bedroom, two bath home offers one-level living and an appealing owner's suite. The expansive, fully fenced backyard is easily accessed from the private deck off of the kitchen. Extend your entertaining outside! Two sheds provide outside storage for your toys, and the patio is the perfect location to enjoy those Maryland Crabs. Roundtop Park is 20 acres of outdoor fun within the community. Located at the head of Rosin Creek, you can picnic, grill, play multiple sports and enjoy the playground as you get to know your neighbors or enjoy a family reunion at the pavilion. Storage is plentiful throughout and includes a large kitchen pantry. The wood-burning fireplace sets the tone for a cozy evening, and the multiple ceiling fans bring pleasure year round. Recent updates include a new AC unit in 2021, new bedroom carpets in 2022, a new furnace in 2023, as well as new flooring in the dining room and kitchen in 2024. Don't let this one slip by, schedule your appointment today!

Priced below recent appraised value! Perched above the peaceful waters of Rosin Creek, this charming waterfront cottage offers a rare opportunity to create your dream retreat. Whether you are searching for a cozy weekend getaway, a lucrative short-term rental, or a serene place to call home, this diamond in the rough is full of potential. Just a stones throw from historic Chestertown, the property combines seclusion with convenience-making it the perfect canvas for your vision. The large, wooded lot offers privacy, but still allows for beautiful views of Rosin Creek. The existing dock is in need to repair, but is a perfect spot to launch kayaks and paddle boards. With loads of potential, this home is being sold As Is. Information from the contractor retained by the previous owner on work previously performed on the house is available in the documents and a quote for a full remodel is available on request. In addition, a new well pump was installed in 2025. Please do not walk the property without an appointment.

This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. The new kitchen, 2 new full bathrooms, and new roof all from 2024 just to name a few have you set up for many years to come. Most of the property is cleared and grassy making it perfect for your equestrian retreat on the water. A detached 2 car garage is perfect for vehicles or water toys. The river room is flooded with natural night and offers prime views of the surrounding wildlife. Stay cozy with the wood burning fireplace. Fishing and hunting are prime in this location. Feel a sense of peace and tranquility on this very private 9 acres while being able to drive to the historic district for the shops, art galleries, theatre, and restaurants in less than 10 minutes. Chestertown is located just 1.5 hours from Washington DC, Philadelphia, and Baltimore.

This gem just outside of Chestertown will be active mid-April. New HVAC, new roof, new flooring and other upgrades! Great living space with a front porch and back patio. Large backyard that overlooks beautiful farm fields. There is a one car detached insulated garage. This home offers close proximity to Rock Hall and all downtown Chestertown amenities, schools, and parks and is only 25 minutes to Middletown's shopping, dining, and entertainment options. Don't miss the opportunity to make this delightful rancher your own. Schedule a private showing today and envision the possibilities of living on the Eastern Shore!

Welcome to 100 Little Harbor Way, a charming home nestled in the desirable Chestertown community of Chester River Landing. This 2 bedroom (with the possibility of both a main level 3rd bedroom or upper level 3rd bedroom), 2 ½ bath home offers the perfect blend of comfort and modern living and is ideal for quiet relaxation and entertaining alike. Situated in a tranquil neighborhood, you'll find yourself within easy reach of local amenities, including parks and trails, the Chester River Yacht & Country Club, the community deep water marina and yet only minutes to downtown Chestertown and Rock Hall. For those who cherish their time spent boating, there is a community marina where you will have your own PRIVATE DEEDED 30 ft boat slip (C1). This slip, which conveys with the purchase of this home, is ideally located closest to the river and is the last slip on C dock, providing easy access to all surrounding areas from the Chester River. As you approach this beautiful home, youll be greeted by a welcoming covered front porch. Once you enter the foyer, you'll be attracted to water views from many of the windows and love the spacious and open floorplan, simply flooding the home with natural light! Take special note of the gorgeous bamboo flooring, the fresh paint and new carpet found throughout the home. The spacious living room features high ceilings and a cozy fireplace, creating the perfect atmosphere for gatherings. The space seamlessly flows into the dining area and kitchen, which boasts stainless steel appliances, quartz countertops, and a fabulous kitchen island with bar seating for casual meals or allowing guests to gather around. The kitchen also includes a pantry, double ovens, gas (propane) cooking and fabulous counter space, making it easy to entertain guests. A sliding glass door off the dining room leads to the private deck, ideal for enjoying the outdoors and overlooking the peaceful neighborhood, complete with water views! This level also features a home office space with French doors, a convenient powder room and main level laundry room. The upper level is home to the spacious primary suite, which offers a peaceful retreat with a large walk-in closet and an en suite bath with modern finishes. There is an expansive deck off the primary bedroom with a spiral staircase to the lower level deck. This creates a wonderful space for intimate evenings or morning coffee while enjoying your own slice of nature! An additional well-sized bedroom and a full bath are located on this level, providing ample space for family or guests. There is a perfectly placed loft area for reading, crafting or a great second office space, if needed. The upper level family room is nothing short of phenomenal, as it can easily double as a 3rd bedroom, is beautifully suited as a TV room and could readily be used as two separate spaces because of its generous size! The community offers a variety of amenities that make this location truly special. While not a waterfront property, the home is just a short distance from the beautiful Waterfront Fire-Pit Park and the Can Shell Garden Path. Enjoy the picturesque walking paths and serene outdoor spaces, perfect for enjoying the natural beauty of the area. ** Monthly condo fees include $594.67 for the association, $41.14 for the garage, and $94.49 for the boat slip. The condo fee includes access to these wonderful amenities, and the property is conveniently located close to shopping, dining, and historical sites in Chestertown. With easy access to major routes, this home offers the perfect blend of peaceful living and convenient access to all that the area has to offer. Dont miss your chance to own this beautiful home in an exceptional location-schedule your tour today!

Experience the waterfront lifestyle like never before in this stunning mid-century modern home, which seamlessly hangs cliffside over the serene waters of the Chesapeake Bay's Fairlee Creek. Offering unparalleled privacy and exclusivity, this extraordinary residence evokes the sensation of floating on a boat, where every moment feels like an escape to a tranquil paradise. The unique design and architecture of this home harmoniously blend with the natural landscape, offering expansive views of the surrounding water and wildlife from nearly every room. Set on a generous almost 2-acre parcel, the property includes not only the main residence but also a second residence, making it the perfect retreat for families or guests. Together, the two homes boast five spacious bedrooms, providing ample room for relaxation and privacy. Whether youre hosting family gatherings or enjoying peaceful solitude, the expansive living areas, large windows, and open floor plans invite you to savor the beauty of the bay from within the comfort of your home. Step outside, and youll find a private beach perfect for sunbathing, swimming, or launching kayaks and paddleboards into the calm waters of Fairlee Creek. The home also includes its own private dock, offering easy access for boating enthusiasts to explore the Bays stunning waterways. For those seeking a sense of community, this property provides access to the neighboring Safe Harbor Great Oak Landing, where residents can enjoy a wealth of amenities, including a marina, pool, golf course, dining at waterfront restaurants, and a lively beach bar-ideal for casual gatherings or sunset cocktails. This home is not just a property; it's a lifestyle-a rare and exclusive opportunity to immerse yourself in the beauty and serenity of waterfront living, with all the modern conveniences and luxury amenities you could desire. Whether youre looking for a full-time residence or a vacation getaway, this mid-century modern home offers the perfect blend of style, comfort, and natural beauty.

Do your investments offer these dividends? A premier waterfront location in a premier condominium community and one of the few remaining to-be-built homes! Enjoy broad water views from this new construction two story, free-standing home which offers all of the sought after amenities of waterfront living including breathtaking sunrises over the Chester River, first floor porch and second floor deck. Deep water boat slips available for lease or purchase. Communities features include two docks, pool, grilling and outdoor dining area right on the water, large firepit, area to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more. More information on the construction options available. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club with golf course.

All one floor living on quiet street with large fenced yard and mature trees close to the bay! Lovely renovations and brand new kitchen with solid white shaker cabinetry including soft close dovetailed drawers and new stainless steel appliances PLUS BRAND NEW ROOF! Brand New septic system to be installed by settlement! ABSOLUTE MUST SEE HOME!

Welcome to this beautifully updated end-unit townhouse in the heart of Chestertown! Featuring 3 bedrooms and 2.5 bathrooms, this home is fresh, bright, and ready for you to move right in. The kitchen shines with freshly painted cabinets and brand-new appliances, while new flooring throughout adds a modern touch. Enjoy the convenience of a patio out back-perfect for relaxing or entertaining. Located just minutes from town, youll love the easy access to shopping, dining, and everything Chestertown has to offer. Easy to show-schedule your tour today!

This is your chance to own one of the most prominent homes in Chestertown's Historic District already completely upgraded and finished to suit. The Tilley Residence was rebuilt in 1863 and celebrates the Second Empire style reminiscent of the Champs-�lysées in Paris. The neighboring properties on this sought after corner are some of the area's most important including Widehall and the Custom House which was one of the original British Royal Ports of Entry to the Americas. The current owners include one of Kent County's renowned builders and craftsmen who decided to take on this restoration as a passion project to honor its beauty and significance in the community. The home was completely updated in 2024 with new HVAC, Electrical, Plumbing, roofing, and wood flooring. The floor plan was opened up to accommodate your lifestyle in 2025. New bathrooms and kitchen were custom designed. A grand 3 story staircase greets you at the foyer along with arched entryways to introduce you to the level of detail to be found throughout. The front porch allows you to sit back to watch everything happening in town or simply admire the water. The updated layout is designed for optimal flow and natural light. The primary suite captivates you with a fireplace, spacious walk in closet, and tiled shower room with views of the water from two sides. The Mansard roof allows for the full third floor. In the basement there is a partially finished space perfect for your wine cellar along with extra unfinished tidy space for storage. There is also a fenced in rear yard perfect for intimate gatherings, pets, and gardening. Off street parking is a huge plus as well with a detached garage connecting to the rear yard. Due to this property's grandeur and scope of work, the sellers are going to let you decide on some finishes to make you feel you spend wisely. Allowance lists to be provided to interested parties. Turn this important and updated piece of Chestertown History into your Legacy property.

Two bedroom/one bath dwelling located within the town limits of Chestertown zoned RB offers great investment potential. Very large garage with three sections.

Step into this nearly new, impeccably maintained two-bedroom townhouse located in the highly desirable Chester River Landing community. Recent upgrades make this home truly turn-key, perfect for those seeking comfort and style. Relax and entertain all summer long on the beautifully designed screened-in porch, ideal for enjoying warm evenings and gentle breezes. On the second floor, the spacious primary deck boasts expansive views of the Chestertown skyline and treats you to breathtaking summer sunsets-your personal oasis in this vibrant community. Just a short stroll away, you'll find the charm of Historic Downtown Chestertown and the scenic Wilmer Park, offering the perfect blend of convenience and lifestyle. Chester River Landing is a coveted water-access community offering a host of amenities, including an in-ground pool, two grilling and dining areas, and ample community space. Enjoy the large community dock with boat slips available for sale or lease-a dream for boating enthusiasts. Don't miss this opportunity to own a piece of Chester River Landing paradise!

Your Dream Eastern Shore Retreat Awaits! Welcome to this meticulously maintained home, where charm and comfort blend seamlessly. Whether you're savoring peaceful nights or hosting lively gatherings, this home offers the perfect setting. Step into the breathtaking four-seasons room, where natural light pours in, highlighting an authentic reclaimed barn wood accent wall-crafted from the familys 1930s farm in Kennedyville. Just beyond, a spacious two-car garage provides convenience, while the backyard invites endless enjoyment with an above-ground pool, a deck, and a cozy fire pit. Inside, the galley kitchen boasts white cabinetry, granite countertops, and stainless steel appliances. Adjacent to the kitchen, a warm and inviting den features a wood stove, abundant natural light, and a spiral staircase leading to the private owners suite. The front of the home offers a welcoming sitting room, along with three comfortable bedrooms, a full hall bath, and a convenient laundry closet-all on the first floor. Upstairs, the expansive owners suite is a true sanctuary. Enter through a charming foyer into a space filled with natural light from grand portrait windows. Enjoy the oversized walk-in closet, vaulted ceilings, and a private balcony, plus a versatile nook ideal for a desk, workout space, or cozy reading corner. The ensuite bath is a spa-like retreat, featuring a jacuzzi tub, separate shower, dual sinks, and soaring ceilings. This Eastern Shore gem offers a lifestyle of comfort, character, and unforgettable moments. Dont miss your chance to make it yours! Walk to the water, spend weekends in downtown Chestertown at the famous farmers market, shops or restaurants. Watch a game at Washington College, take a kayak out on the river or make a day trip to Easton, St. Michaels, Chesapeake City or Delaware. This property has everything you could want and No HOA. We have a quote for an alternate staircase install if the spiral staircase isn't your style. Seller is motivated and ready to pass this well maintained home to the next owners just in time for summer!

Lovely 4 bedroom, 2 bath Cape Cod located in College Heights. The house has been freshly painted inside and out and has a new roof. Mostly wood floors throughout the house. Living room has a fireplace but the fireplace is not in working order. The kitchen/dining combo has parquet wood floors. There is a full unimproved basement that was waterproofed sometime in the past and has both inside and outside access. Hot water baseboard heat and one wall A/C unit for heating and cooling. Mostly private backyard.

Welcome to 314 Devon Drive in Chestertown-a beautifully designed 4-bedroom, 3.5-bath home where comfort meets style in every room. From the moment you step into the grand foyer, youll feel the openness and care thats gone into every detail. The heart of the home is the spacious kitchen, featuring a large island thats perfect for prepping meals, gathering with friends, or simply enjoying your morning coffee. Upstairs, the primary suite offers a true retreat with its spa-inspired bath-complete with a soaking tub, walk-in shower, and dual vanity. Need extra space? The fully finished basement adds even more flexibility, including a full bathroom-ideal for a guest suite, game room, home gym, or theater setup. Select basement furnishings may convey with the sale. Step outside to a fully fenced backyard, complete with a deck and patio setup thats ready for summer cookouts or peaceful evenings under the stars. Located just minutes from downtown Chestertown, youll love the easy access to local shops, dining, and waterfront charm. Schedule your private showing today-this one feels like home the moment you walk in.

Newly finished 3 Bedroom townhouses with nearly all the desired attributes of town living, with harbor and marina views and access from the marina on one side and waterfront park on the other. A short walk to downtown shops and restaurants. No short term rental restrictions.

Three bedroom/one bath rancher located in a water-oriented community just minutes from Chestertown. There is a Home Owners Association; however, is not mandatory to join. Home is being sold as is.

MOVE IN READY!! Adorable, Affordable, move in ready & two blocks from the Chesapeake Bay! Appliances, roof, flooring recently upgraded, beautifully tiled bathroom, Pergo wood flooring. Bright and inviting updated kitchen, Spacious Dining/family rm with vaulted ceilings fireplace, ceiling fan. Enjoy fishing or relaxing at the private community beach or head over to Tolchester Marina & The Shanty Beach Bar. just a very quick trip to entertainment, dining or boating. Great location, just 10 minutes from downtown Chestertown or Rock Hall where you can enjoy shops, marinas, dining and regular events. Level lot with plenty of potential.

HIGHFIELD, has been home to the renown architectural historian Michael Bourne and his family for almost forty-years. Mr. Bourne who authored the important Historic Houses of Kent County and guided the restorations of over 400 historic structures in the mid-Atlantic, together with his wife, Ann, created a home that reflects their deep appreciation for the refined beauty of historic architecture and preservation. HIGHFIELD, reflects the Bournes sophisticated taste and serious attention to every detail. With its steep pitch hip roof, catslide roof slope on one end, tall chimney, and enclosed front entry, HIGHFIELD is definitely reminiscent of the vernacular farmhouses of Suffolk County, England where they visited often. Outstanding historic architectural details have been incorporated throughout the house. From the Hamstone fireplace surround and hearth (actually imported from Somerset, England) in the formal Living Room, to the use of antique doors to many of the rooms fitted with both original antique and fine reproduction hardware, HIGHFIELD is a rare find! These most important details create an inviting warmth and add to its unique character. The handsome two-story, many-paned window of the Great Room faces SSE. While looking out over a stone patio and well-established perennial beds, it provides a significant amount of passive solar gain keeping energy costs low - a compliment to the six-zone heating system. As a design and practical feature, a blue enameled Lange wood stove stands proudly in the Great Room. A more formal Living Room offers windows on the west gable that afford views of the surrounding fields, expansive grounds and woods. French doors on the south side lead to an ample screened flagstone-floored porch. Additionally, the first floor includes the large open Chefs Kitchen, Den/Office, Mudroom, and half-bath. At the top of the stair, a balcony leads across the Great Room to the Master Suite where design details include a tray ceiling, built-in cupboards, dressing room, and spacious bath with separate vanities, shower, soaking tub, and Portuguese tile accents. The second bedroom with full bath is located at the east end of the balcony where a stair leads to the third-floor bedroom with walk-in closets. Access to the attic is found here. Accessible from the mudroom, the full basement includes, a large ante-space, laundry room, playroom, and workshop. An unusual â??bakeryâ? building with wood-fired brick oven, walk-in refrigerator, and half-bath stands nearby. An additional utility shed is included. See summary of features in Documents Folder. The private 5-acre property is located only 3 miles from Chestertown which uniquely offers swift access to this historic, vibrant town. Chestertown, located in the County of Kent on Marylands Eastern Shore, is home to Washington College, tenth oldest college in America, the Schooner Sultana, a strong arts community, and live theater. This area is known worldwide for its beautiful Chester River, sailing, wildfowl, and agriculture. All, a short drive to four major airports, New York, Annapolis, Baltimore and Philadelphia.