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$425,000
3 Beds 3 Baths
Enjoy your own private waterfront access with a dock perfect for launching a canoe, kayak, or paddleboard. While the water at the dock is not deep enough for larger boats, deep-water access is just minutes away at Long Cove Marina or the nearby Long Cove public landing. The property consists of two deeded parcels, offering the potential to obtain a second sewer allocation for the adjoining 1+ acre lot (buyer to verify with Kent County Planning & Zoning). Those looking to renovate will appreciate that the existing home is located outside the 100-foot Critical Area buffer, making future improvements more feasible. Relax on the deck and take in the peaceful surroundings, where blue herons, bald eagles, deer, and other wildlife are frequent visitors. One of the area's oldest and largest bald eagle nests can be seen just across the creek, adding to the property's truly special setting. Whether you're dreaming of restoring the existing home, building for the future, or simply enjoying the tranquility of this unique waterfront escape, the possibilities are endless. Please note: When visiting the property, drive all the way into the driveway and do not park or turn around on neighboring properties.

22523 Crouchs Ln, Rock Hall

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956

$565,000
3 Beds 3 Baths
Light-filled home with glowing wood floors, exposed beams, skylights, and open living space. This one-level home is nestled on just under two acres! The expansive yard offers room for many activities and provides scenic views from the home. Inside, the open living space is bright and airy, with skylights, bay windows, and vaulted ceilings with exposed beams. The large kitchen has beautiful updated granite countertops, a large pantry, kitchen island with seating, and ample cabinet space. From the dining room you can explore the raised deck with a hot tub! Or enjoy meals on the screened porch, finished with water and electricity. This one-level home boasts 3 spacious bedrooms and 2.5 bathrooms. The primary bedroom has a walk-in closet and opens to a sun-filled studio or office space, which has access to the raised deck. There is an attached two-car garage with ample storage space, which could also make a great workshop. Under 15 minutes to downtown Chestertown and less than an hour to Middletown DE. Recent updates include: -Refinished hardwood floors throughout home -Granite countertops in kitchen -Updated kitchen appliances -Water treatment system - & more! Solar leased through Tesla

25124 E Kentfield Rd, Worton

Listing courtesy of Gunther-McClary Real Estate. Contact:

$335,000
3 Beds 2 Baths
Welcome to 10720 Foreston Rd, a charming and inviting home situated in the peaceful surroundings of Chesapeake Landing in Chestertown, MD. 3 bedrooms and 2 full bathrooms with a spacious eat-in kitchen and generous living room provides ample room for comfortable living. Move-in ready condition. Inside, you'll immediately notice the warmth and character of the stunning hardwood floors that flow throughout the home. The open and airy layout ensures a seamless flow between the living spaces, making it perfect for entertaining or just relaxing at home. The well-equipped laundry area comes complete with both a washer and dryer for added convenience. Take full advantage of the outdoor amenities this property has to offer. Start your mornings with coffee on the cozy screened porch or wind down your evenings on the expansive deck overlooking the fenced yard. There's plenty of space to garden, play, or simply enjoy the outdoors in privacy. The property also includes a garage, providing extra storage space and parking. This home is ideal for those seeking both charm and functionality in a serene setting. Don't miss the opportunity to call 10720 Foreston Rd your new home. Schedule your showing today to experience all that this property has to offer!

10720 Foreston Rd, Chestertown

Listing courtesy of Compass. Contact: (301) 298-1001

$289,000
Bring your vision to this rare 15-acre property offering privacy, natural beauty, and endless possibilities. Mostly wooded with a picturesque pond, this property is an ideal setting for those seeking a private retreat, recreational getaway, or future homesite. An original structure dating back to 1980 remains on the property and includes a full basement. The condition existing home is believed unknown and is being sold strictly as-is. Do not enter any structures on the property. Whether you dream of restoring or rebuilding within the existing footprint (subject to county approvals), creating a hunting or fishing retreat, harvesting the mature hardwoods, or simply enjoying the peace and quiet of nature, this property offers exceptional potential. A perfect place to live, play, or both, with convenient access to Route 301 for an easy commute to Maryland, Delaware, and beyond. Buyer to verify all zoning, land use, and building possibilities.

31001 Chesterville Bridge Rd, Millington

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$147,000
Build your dream home in Little Neck Farm! Lot #30 is a spacious residential property on Hagy Road with a deeded deep-water boat slip. The future home site offers beautiful pastoral views and is nicely edged with crape myrtles and evergreens. The deeded boat slip, located in the Little Neck community waterfront, is just a short stroll or drive away. The community docks were recently replaced! The waterfront also features space to store and launch a kayak, picnic tables, and a storage shed. Enjoy the peaceful open space and protected shorelines in Little Neck. Peaceful location, yet only 10 minutes to downtown Rock Hall, which offers two small grocery stores, ample shops, restaurants, and festivals throughout the year! This property is a prime location with water access, perfect for a full-time home or weekend getaway.

Lot 30 Hagy Rd, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$395,000
3 Beds 2 Baths
Brand-new construction in the Crosby Woods Subdivision! This beautifully designed 3-bedroom, 2-bathroom home offers comfortable one-level living on a private 0.835-acre lot. The open-concept floor plan features granite countertops, a center kitchen island, pantry, stainless steel appliances, recessed lighting, and a dedicated laundry/utility room. The spacious primary suite includes a tiled private bathroom, while the additional bedrooms provide flexibility for guests, family, or a home office. Enjoy your morning coffee on the front porch or relax on the rear deck overlooking the wooded backdrop. Set back from the road and backing to a protected forest conservation area that cannot be developed, this property offers both privacy and a peaceful setting. Conveniently located just a half mile from the charming waterfront Town of Rock Hall, with its restaurants, marinas, shops, and community events.

21718 Centennial Ln, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$415,000
3 Beds 3 Baths
Brand-new construction in the Crosby Woods Subdivision! This thoughtfully designed 3-bedroom, 3-bath home offers convenient one-level living with an open floor plan, recessed lighting, granite countertops, a kitchen island, pantry, and stainless steel appliances. The home features two primary suites with private tiled bathrooms, including one with an additional sitting area for added comfort and flexibility. A dedicated laundry/utility room, welcoming front porch, and rear deck provide both convenience and outdoor enjoyment. Situated on a spacious 0.601-acre lot backing to trees and set back from the road, this property offers privacy while remaining just 0.5 miles from downtown Rock Hall. Don't miss the opportunity to own this beautiful new home!

21712 Centennial Ln, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$298,000
3 Beds 1 Baths
Charming home located just outside of town, extensively renovated between 2005-2008. Renovations included taking the home down to the studs and updating insulation, drywall, windows, furnace, plumbing, flooring, kitchen, and bathroom. The open floor plan creates a bright and airy living space, and a 2020 addition added a third first-floor bedroom on the main level, offering convenient one-level living. Situated on nearly an acre, the property includes a detached garage/shed and a spacious yard. Water conditioner is owned but not operational, and the dishwasher conveys but is not in connected. Property is being sold As-Is. A small area of wetlands is located in the far rear corner of the parcel.

4818 Piney Neck Rd, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$1,495,000
3 Beds 2 Baths
ONCE IN A LIFETIME BIG BUCK FARM PLUS GEESE, WOOD DUCKS AND GAGGLE OF TURKEYS Hidden away at the end of country lane Privacy is found Surrounded by woods with a unique mix of fields, water features for your enjoyment of Natures Ever Changing Beauty. Exceptional 106 Acres Hunting Farm in North East Kent County. Approximately 60 acres of woods, 26 acres of grain fields, with over 7 acres impoundments, deep ponds, shallow ponds plus a wood duck pond about 3 acres some are counted as woods. Three of the impoundments are equipped with water level control. Large mouth bass in deep pond. Buyer to verify acreage and acreage breakdown. Impoundments are acres that are dug out, dammed and could be planted with corn. Then before hunting season are flooded with the corn standing. Providing Wildlife total enjoyment for water and feeding including a bubbler on the largest with twin blinds. 1900 farm home renovated about 20 yrs. Ago including new heat pump. Three Bedrooms, 2 Full Baths, Dining Room, Living Room, Family Room with Fireplace. Enjoy the view of the picturesque farm from 2nd floor deck off master bedroom This is the perfect setting for Canadian geese to spend the nights adding to your enjoyment. Snow Geese don’t seam to land as they prefer larger more wide open fields. Some fencing & 4 stalls behind the barn for horses plus a turn in shed. Many nice duck hunting properties are impacted by global warming rising sea level not an issue here. Elevation is well over 50 feet above sea level, so this gives you a safe investment that can be enjoyed for generations to come. Not sure how it happened, listed on June 20, 2026 some sites say several years which is not accurate. Most Recent Improvement Fiber Optic for your Enjoyment and recently install heat pump. Haven’t You Worked Hard? Now Your Time for to Reward Yourself.. Great Location 20 minutes from Middletown, De that offers sales tax free shopping and dining. Wilmington, Towson & Bay Bridge about 50 minutes. Philadelphia and West Chester about 90 minutes. Best Farm Opportunity for the Money Maryland has added rules of the years to project most country properties which is why you don’t see much new construction other then in the towns. And to further restrict nearby growth this property is Almost adjoins the 4,000 Millington Wildlife Preserve. Google it to see what’s available. HERE IS YOUR CHANCE * STEP UP, AND ENJOY A GENERATIONAL TREASURE! Do not enter property without appointment and with Listing Agent.

13235 Knotts, Golts

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$427,000
3 Beds 2 Baths
Tucked away on a peaceful 0.47-acre lot surrounded by trees, this custom-built contemporary home offers the kind of privacy and natural beauty that’s hard to find. From the moment you arrive, it feels like your own private retreat. Inside, the open floor plan is filled with warmth and character, featuring exposed beams, rich hickory flooring, and beautiful wood accents throughout. Skylights and expansive windows bring in natural light and showcase the ever-changing scenery just outside—whether it’s wildlife passing through or the quiet beauty of the woods. The kitchen is truly the heart of the home, designed with both function and gathering in mind. Custom solid cherry cabinetry with soft-close doors and drawers, a spacious walk-in pantry, and an oversized island with seating, shelving, and a propane cooktop make it as practical as it is inviting. A charming bay window over the sink offers the perfect view of the backyard. Just steps away, the screened porch and private deck create seamless indoor-outdoor living—ideal for morning coffee, entertaining, or simply unwinding in the peaceful surroundings. The first-floor primary suite offers comfort and convenience, complete with its own private deck, walk-in closet, and a spa-like bath featuring a soaking tub and separate shower. Upstairs, you’ll find two additional bedrooms, a full bath, and a versatile loft space perfect for a home office, reading nook, or play area. Built with efficiency and quality in mind, the home features Structural Insulated Panels (SIPs) for enhanced insulation and comfort, along with a conditioned crawl space with concrete flooring and lighting for easy-access storage. A generator adds an extra layer of peace of mind. Located in a quiet rural setting with access to Herringtown Creek, you’re also just minutes from Rock Hall—known for its charming restaurants, marinas, shops, and waterfront at Ferry Park. For even more outdoor exploration, Eastern Neck National Wildlife Refuge is just a short drive away. If you’ve been dreaming of a home that offers privacy, comfort, and a true connection to nature, this one is worth experiencing in person. One year home warranty included!

22300 Frazier Rd, Rock Hall

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

$320,000
3 Beds 2 Baths
Welcome to Tolchester Estates, a charming community near the Chesapeake Bay. This 3-bedroom, 2-bath rancher features updated HVAC, gas cooking, an upgraded propane hot water heater, and a recently replaced roof system in March 2026. The property is served by public sewer for added ease and reliability. Step outside to a large rear deck, perfect for entertaining or relaxing while enjoying the peaceful surroundings. The home also offers plenty of storage space in the attic, providing added convenience and functionality. Residents enjoy access to a private community beach and boat ramp. Also conveniently located within walking distance to Tolchester Marina and Shanty Beach Bar, offering outdoor entertainment throughout the summer months. Approximately 10 minutes to Rock Hall and 20 minutes to Chestertown, this home offers the perfect blend of comfort and rural living. Enjoy all that Tolchester has to offer at 8706 Elm.

8706 Elm Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$739,000
3 Beds 2 Baths
Two parcels combine for a total of 5.22 acres, offering a rare blend of space, versatility, and opportunity. The separate 3.21-acre parcel is perc-approved and buildable, currently used for hunting, and includes its own right-of-way for private access. The main home sits on 2.012 acres and has been lovingly maintained and thoughtfully updated over the years. Inside, you’ll find a spacious and flexible layout featuring a stunning 24x24 great room—converted from the original attached garage—complete with a gas stove, central air, and seamless flow into the kitchen. Luxury vinyl plank flooring runs throughout much of the home, complemented by stainless steel appliances and numerous system upgrades, including newer windows, roof, well, and septic. Upstairs offers three bedrooms, including a primary suite with an updated bathroom featuring new flooring and vanity. The main level includes a large living room, formal dining area, and a bright kitchen, plus an enclosed sunroom with sliding glass doors that open to a fenced-in, in-ground 15x30 pool—perfect for entertaining or relaxing. The lower level adds even more functionality with an updated full bath, large laundry area, bonus room, and ample storage, along with a new French drain and sump pump system. Outbuildings are equally impressive, including a large shed with kennel and a substantial 36 X 48 pole barn with concrete floors, drain, heat, car lift, 12-foot doors storage in attic, and lean-to—ideal for hobbyists, contractors, or storage of equipment and recreational vehicles. A generator hookup is already in place for added peace of mind. Enjoy excellent hunting opportunities for turkey, deer, and geese, all while being just minutes from the Delaware line. This unique property offers endless possibilities for living, building, and outdoor recreation.

34203 Cypress Rd, Millington

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$415,900
3 Beds 2 Baths
REDUCED!! Nestled in the charming Betterton community, this delightful farmhouse-style home offers a perfect blend of rustic charm and modern comfort. With 3 spacious bedrooms and 1.5 bathrooms, the interior features warm wood flooring and a cozy brick fireplace, creating an inviting atmosphere for gatherings. The attic provides additional storage or potential for creative use, while the partial basement adds practicality to your living space. Set on a generous 3.75-acre lot, this property boasts a serene backdrop of trees and open spaces, ensuring privacy and tranquility. Enjoy panoramic views of the surrounding woods, perfect for nature lovers and those seeking a peaceful retreat. The outdoor space is ideal for gardening, play, or simply unwinding in the fresh air. Located in a rural setting, this home is just a short walk from local amenities, including r Betterton beach and boat ramp. The community is known for its friendly atmosphere and strong sense of belonging. Public services are readily available, ensuring convenience and peace of mind. This property is not just a house; it's a place to create lasting memories. Embrace the lifestyle that Betterton offers, where comfort meets community. Lot does have subdivision possibilities. Check with the town manager.

201 Ericsson Ave, Betterton

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$3,150,000
7 Beds 7 Baths
All showings require pre screening and financial capability prior to scheduling any showing. Rarely does a property of this sort come available in Kent County Maryland! This incredible 139+/- acre Chesapeake Bay property is available in it's entirety, however the seller may consider selling the primary residence with a reduced amount of acreage under the right conditions, providing the purchaser bares the cost to do so and is willing to wait the extended period of time to accomplish. The entire property features 72+/- tillable acres, 3900+/- footage of Chesapeake Bay beach frontage, extensive County road frontage, a 3.5 acre waterfowl pond, 2 other smaller ponds, a ten stall horse barn, and caretakers home. A large 33+/- acre flooded area, teeming with waterfowl and deer surrounded by woods runs through the heart of the property. The main residence, designed by architect Paul Rudolf, is perched upon the rip rapped shores of the Chesapeake Bay with endless broad water views. Although the main residence is in need of complete restoration, the site is extraordinary and the salvage reward is potentially significant in dollar value. There is a possibility for construction of a new home on the existing building pad. The hunting and recreational value for this property is enormous! Just imagine family picnics on the sandy beach or spending countless hours searching for sea glass and Indian artifacts while soaking up the sun and listening to the gentle waves roll up on the beach. This property is extremely private, however, convenient to Historic Chestertown, summer fun in Rock Hall, and a short drive to regional airports in Philadelphia, Baltimore and Washington DC. The property is being sold AS-IS, Where-IS and requires 24 hour notice to show with listing agent on site for any and all showings.

6520 Swan Creek Rd, Rock Hall

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956

$3,150,000
7 Beds 7 Baths
All showings require pre screening and financial capability prior to scheduling any showing. Rarely does a property of this sort come available in Kent County Maryland! This incredible 139+/- acre Chesapeake Bay property is available in it's entirety, however the seller may consider selling the primary residence with a reduced amount of acreage under the right conditions, providing the purchaser bares the cost to do so and is willing to wait the extended period of time to accomplish. The entire property features 72+/- tillable acres, 3900+/- footage of Chesapeake Bay beach frontage, extensive County road frontage, a 3.5 acre waterfowl pond, 2 other smaller ponds, a ten stall horse barn, and caretakers home. A large 33+/- acre flooded area, teeming with waterfowl and deer surrounded by woods runs through the heart of the property. The main residence, designed by architect Paul Rudolf, is perched upon the rip rapped shores of the Chesapeake Bay with endless broad water views. Although the main residence is in need of complete restoration, the site is extraordinary and the salvage reward is potentially significant in dollar value. There is a possibility for construction of a new home on the existing building pad. The hunting and recreational value for this property is enormous! Just imagine family picnics on the sandy beach or spending countless hours searching for sea glass and Indian artifacts while soaking up the sun and listening to the gentle waves roll up on the beach. This property is extremely private, however, convenient to Historic Chestertown, summer fun in Rock Hall, and a short drive to regional airports in Philadelphia, Baltimore and Washington DC. The property is being sold AS-IS, Where-IS and requires 24 hour notice to show with listing agent on site for any and all showings.

6520 Swan Creek Rd, Rock Hall

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956

$799,900
3 Beds 4 Baths
**To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

106 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact: