Crumpton MD Real Estate & Homes for Sale

Private Retreat with Spacious Home, Morton Barn & Wildlife Views - Just Minutes from Route 301. Enjoy peace, privacy, and the beauty of nature on this secluded 25.73+/- acre wooded lot, conveniently located near Route 301. This custom-built home is perfectly designed for relaxation, entertaining, and country living with modern comforts. The home features oversized windows that bring the outdoors in. The first floor includes a spacious kitchen with a window seat, dining room, a sunken living room with a new pellet stove (installed November 2024), and two bedrooms-all offering picturesque views of the surrounding woods and wildlife, plus a full bath. Upstairs, you'll find a massive master suite with three walk-in closets, skylights, and a conveniently located laundry room. The partially finished 12" block basement is a true bonus space, featuring a bar, pool table, wood stove, and plenty of room for recreation. Outside, enjoy the stone patio with a one-year-old hot tub and a built-in grill-perfect for entertaining or relaxing under the stars. A two-car 24' x 23' attached garage with epoxy floor adds function and convenience, and a 30' x 54' Morton building (built January 2010) offers ideal storage for additional vehicles, tools, and equipment. Major Updates & Features: CertainTeed Integrity roof system installed with Lifetime CertainTeed Landmark Pro architectural shingles - April 2015 Front and back exterior doors replaced April 2025 Geothermal heating and cooling system replaced May 2013 plus propane gas furnace in basement backup Kitchen renovated August 2016 Entire house painted August 2019 1st floor bathroom renovated June 2014 Harman pellet stove added November 2024 Morton barn with 10,000 lb automotive lift built January 2010 Additional Benefits: Property enrolled in a transferable forestry management plan helping keep taxes low 2" X 6" exterior wall construction Moisture Medic Aprilaire Dehumidifier Tempest Weather Station X 2 that is Alexa activated Auto water circulator keeps hot water at the kitchen faucet Talkie high speed internet Abundant storage throughout the home

Welcome to Pheasantfield Farm, a 21- acre equestrian estate beautifully nestled on the Chester River. Fantastic location, ample privacy, and yet only a short drive, or boat ride, to historic Chestertown. The main home boasts 4 bedrooms and two and a half baths. The primary bedroom has a lovely view of the river, two walk-in closets and a large attached full bath. The spacious ranch-style home offers plenty of space for entertaining. Enjoy meals on the front porch, overlooking the Chester River. Additionally, there is a guesthouse with a kitchen, living area, bedroom and full bath. A short distance from the main home you will find the fully equipped horse barn. Completed in 2003, this barn has been exceptionally maintained. The barn offers 3 stalls, a tack room, sliding doors with glass windows, and a hayloft. The stalls open to the large fenced pastures, perfect for rotation. While not on the farm, enjoy exploring the Chester River! The private dock includes an electric boat lift, floating dock, and sun or swimming deck. Spend evenings watching the sunsets on the sundeck or easily launch a kayak off of the floating dock. Additional features include a 4-car garage with a loft, potting room or workshop, upstairs storage or office space and a pole barn to accommodate farm equipment. Discover the many possibilities of Pheasantfield Farm, an exceptional waterfront escape in Queen Anne's County!

CHESTER RIVER WATERFRONT - Affordably priced, tastefully updated waterfront home on the upper Chester River, less than one mile to route 301 for commuting. Private 1 acre lot with scenic water views and a gentle path down to the waters edge with area for relaxation and fishing on small pier. Home sits perched high on the hillside so fabulous birds eye views and no need for flood insurance here! Detached 2 car garage and u-shaped driveway with plenty of parking for cars, boats, or trailers. Updated kitchen and bathrooms, hardwood floors, loads of natural light and private water views add to the charm of this home. Be sure to call today to find out how you can make this wonderful retreat yours!

Why settle for outdated or overpriced when you can own brand-new construction in a waterfront community just minutes from historic Chestertown? This 3-bed, 2.5-bath Cape Cod in Chester River Heights is designed for easy, elegant living-featuring an open floor plan, main-level primary suite with walk-in closet and attached bath, and luxe finishes throughout. Enjoy luxury vinyl plank flooring, granite counters, white shaker cabinets, and stainless steel appliances. Upstairs offers two oversized bedrooms and a full bath-perfect for guests or family. Located in a water-oriented community. Just minutes to from Chestertowns vibrant downtown with its shops, galleries, cafes, farmers market, and historic charm and Historic Millington. No renovations, no compromises-just move in and enjoy the lifestyle you deserve.

Major price correction! 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. Investors this property could possibly make a great Airbnb property to add to the portfolio. 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

Wildlife abounds on this scenic and private upper Chester River Property. Small wharf on the River lends itself to kayaking, small boats and terrific fishing. One story in a sylvan setting. Large storage building. Easy access to shopping in Millington and Middletown DE. One hour commute to Wilmington, 1.5 to Philadelphia with very easy access to MD Route 301. Well maintained by 30-year owner. Enjoy the serenity with your morning coffee!

Chester River Views from Every Angle! Welcome to this stunning Colonial located on the Queen Annes County side of Chestertown, offering unmatched views of the Chester River and serene waterfront living. This spacious home features 4 large bedrooms, 2.5 bathrooms, and gorgeous hardwood floors throughout. Enjoy cozy nights by the wood-burning fireplace in the living room and enjoy entertaining in the massive kitchen, which boasts a large eat-in area and picture-perfect views of the river and backyard. The main level also includes a huge laundry room and a 2-car attached garage for convenience. Step outside to your beautiful back deck and large yard, where you can relax, entertain, and soak in the breathtaking water views that make this home truly special. If you're looking for space, charm, and waterfront serenity, this Chester River gem is it!

Just think, fishing at home this summer! Riverfront relaxation with 75ft on the Chester River. Very cozy spot to experience nature's beauty. Beautiful custom-built home waiting to show you just how to relax. Huge flowing space indoors with gorgeous Bella wood flooring into the open kitchen and entertaining space. Primary suite located on the main floor with a private door out to river front. Two other bedrooms on upper floor and share full bath and very cozy reading loft. Large extra room or easily a 4th bedroom above garage, currently used as a lounge/family space . Furniture in this space included in the sale. Off the kitchen area a comfortable river facing screened porch as well as a deck to enjoy all the seasons. Separate storage building wired for electricity (not hooked up currently) with drywall and widows. Super cute space....think Art space, hobby lovers, garden ideas...... your imagination is welcome. Built with room to expand with a full unfinished basement conditioned with bathroom rough-in plumbing. Here is where you see the truly well built construction from the basement with steel support beams and 2X6 exterior walls. Water-Injected backup sump pump.

Chester River Charm: Your Gateway to Eastern Shore Living Completely Renovated Cottage with River Views & Endless Possibilities Discover the perfect blend of modern comfort and Eastern Shore tranquility at this beautifully transformed 3-bedroom, 1-bath cottage just minutes from historic Chestertown and the pristine Chester River. Whether you're seeking a weekend escape, investment opportunity, or year-round retreat, this property delivers on every front. The Perfect Package Step into a home that's been thoughtfully reimagined from top to bottom. The open, light-filled interior showcases luxury vinyl plank flooring, fresh paint throughout, and new lighting that creates an inviting atmosphere perfect for both relaxation and entertaining. The updated kitchen features brand-new stainless steel Frigidaire appliances, while plantation shutters and custom window treatments add elegant touches throughout. Every comfort has been considered with new Mitsubishi mini-split heating and cooling systems ensuring year-round efficiency, plus a cutting-edge Stiebel Eltron tankless water heater and energy-saving solar panels that make this home as smart as it is beautiful. Outdoor Living at Its Finest The real magic happens outside, where mature gardens tell the story of seasons past and future. Dogwoods and cherry blossoms frame slate walkways and stone borders, creating a landscape that's both sophisticated and naturally beautiful. The 12x16 treated lumber deck provides the perfect spot for morning coffee with river glimpses, while the 10x12 shed offers excellent storage with its updated siding and metal roof. Location Advantages Position yourself in one of Maryland's most coveted regions, where the Chester River's calm waters offer world-class fishing, kayaking, and boating just 2 miles away at Deep Landing Boat Ramp. Historic Chestertown brings year-round culture with festivals like the famous Tea Party celebration, Saturday farmers markets, vibrant arts scenes, and waterfront dining that draws visitors from across the region. The strategic location offers quick access to major corridors-25 minutes to the Chesapeake Bay Bridge opens up Baltimore and Washington DC markets, while Delaware's beaches and Middletown are equally close.

OPEN HOUSE, Saturday, June 8, 2-4pm...Just Listed! Charming & Affordable Home on 1/2 Acre in a Peaceful Rural Setting. This delightful 3-bedroom home offers classic comfort and room to grow. Featuring hardwood floors hidden beneath the carpet, a warm pine kitchen with new countertops, built-in corner hutch, breakfast bar, and plenty of cabinet space, its both functional and inviting. Enjoy a spacious lower level with flexibility for additional living space-plus the option to relocate the laundry area back downstairs for convenience. Located just 2 minutes from Route 301 and 5 minutes from the heart of Millington, 8 min. to Crumpton (Famous Auction House), and 15 min. to Chestertown this home combines tranquility with accessibility. Bonus: An extra lot next door is also available-ideal for expansion, investment, or added privacy!

Investor Special. House in need of updates and remodeling, plenty equity to do so. Flip it or keep it as rental. House is clean of trash and debris and just in need of your rehab/remodeling. Potential primary bedroom suite on the upper level.

Investment Opportunity! If you are searching for an opportunity to start or relocate your business with rental potential to offset your mortgage, your search is over. Live in one area and rent out the other two!! This income producer is located in the heart of Millington at the main intersection. With its flexible zoning, the property is well-suited for a blend of commercial, retail, and residential purposes. The property currently has two occupied apartments - one is 2 bedrooms, and the other is 1 bedroom. The lower front area is an unoccupied prime retail space. Zoning allows retail, office, specialty shop, residential and more - see the town office for details! Walk to stores, restaurants, the supermarket, community pool, parks and more. The town is on the cusp of big growth w/many business opportunities! Seller has this adjacent vacant separately deeded lot included in this listing as one sale. Call to discuss separate purchasing. This lot is currently used for off street parking right on the corner. High traffic count as a main route to Delaware. *Please Note--It is the responsibility of the buyer and/or buyer's agent to perform their due diligence with the town and county to determine what uses are acceptable* Schedule your tour today.

HOUSE TO BE BUILT!!! Pictures show what finished house will look like. Construction to start 7/1/2025. 3-bedroom 2 bath rancher. This one will be loaded with all kinds of goodies. Upgraded trim package, upgraded lighting. Flooring and kitchen cabinets are top of the line. Wait till you see the tiled shower with dual shower heads. Oh boy you're going to be spoiled, but that's ok. Buyer pays all doc/trans fees. Buyer pays for propane tank fill up. Taxes are estimated.

Welcome to this cute-as-a-button home in the water-access community of Chester Harbor! Whether you're starting out, downsizing, or simply looking to simplify your lifestyle, this move-in ready gem offers the perfect balance of comfort, convenience, and charm. Set on a spacious third of an acre lot, this home offers just the right amount of space-three bedrooms, one full bath, and room to grow both inside and out. Recent updates over the past few years take the worry out of homeownership: enjoy low maintenance living with newer flooring throughout, a durable and stylish metal standing seam roof, a generously sized HVAC system for year-round comfort, and freshly sealed asphalt driveway. Step out back to a deck thats just calling for summer barbecues, crab feasts, or quiet evenings under the stars. A large two-bay shed with electric is the perfect place to store tools, bikes, or gear for all your hobbies. The manageable yard offers green space without hours of upkeep-ideal for pets, gardening, or a game of catch. Located just minutes from downtown Chestertown, shops, restaurants, and the water, this home blends quiet community living with everyday convenience. Best of all, there's no HOA-giving you flexibility and freedom without extra fees. Dont miss this opportunity to own your own home in a well-loved neighborhood at an approachable price point. Low maintenance, move-in ready, and full of potential-this is the one you've been waiting for!

This is the one youve been waiting for! With over 2,100 square feet of living space, this 4-bedroom, 2-bath home sits on a spacious half-acre lot and has all the room you need-inside and out. The layout is so functional, with three bedrooms and a full bath on the main level, plus an XL living room with a cozy gas fireplace and loads of natural light. The real showstopper? The entire second floor is dedicated to the primary suite-your own private retreat! You'll love the large bathroom, walk-in closets, and the Juliet porch with gorgeous views... its like a breath of fresh air every single morning. Theres even more to love outside-fire up the grill and enjoy the deck and outdoor entertaining space. And if youve been dreaming of a workshop, gym, or storage for all the toys, youll flip for the 30x40 pole barn out back. Still need more? The house also has an attached garage and a separate laundry room tucked away for convenience. This one checks all the boxes-and then some. Come see it for yourself!

Priced over $70,000 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.

Welcome to this charming 3-bedroom, 2-bathroom rancher, offering the perfect blend of comfort and convenience with one-level living in the desirable Chester Harbor community. Set on a spacious .76-acre lot on the Queen Anne's side of the Chester River, this home is ideally situated in a water-oriented neighborhood, perfect for boating enthusiasts and nature lovers alike. The home boasts a large primary bedroom with its own private bath and an impressive walk-in closet, which includes a cedar section for added storage and warmth. The kitchen and dining area, featuring newer flooring (installed just two years ago), create a modern, inviting space for meals and family gatherings. The kitchen is equipped with updated appliances, ensuring a functional and stylish area for cooking. Outside, the fenced yard-perfect for both kids (two- or four-legged)-provides a safe and spacious environment to play and explore. The fence, installed just four years ago, adds a secure touch to the property. Additionally, the detached two-car garage offers ample storage for vehicles, tools, or water toys.

Charming Updated and Well Maintained Rancher in the Chester Harbor Community of Queen Anne's County Chestertown! This house is the definition of "move-in ready" as the owner has taken tremendous pride in keeping the property updated. Over the years, they've installed new windows, new HVAC unit, new hot water heater, remodeled the kitchen, installed new appliances, painted the interior, added new flooring , and given the bathroom a refresh. The fully fenced backyard includes an oversized detached shed, upgraded BAT septic system, concrete patio and mature trees for additional privacy and shade. Plus, a brand new roof!! Conveniently located close to Church Hill, Centreville, Wye Mills and Kent Island. Or head across the Chester River (moments away) into Kent County Chestertown, Worton, Galena or Kennedyville!! Community of Chester Harbor also features a neighborhood playground, basketball hoop, pier and small boat launch with voluntary fee.

This classic home has been beautifully renovated and updated while maintaining the original charm. Enjoy cooking meals in the gourmet kitchen with stainless steel appliances, double wall oven and downdraft cooktop. The kitchen leads to the formal dining room and large open living space, perfect for entertaining. There are four bedrooms, two full bathrooms, and a third-floor bonus room, which could be an office or game room. The spacious backyard includes a cute workshop, ideal for projects or extra storage. Enjoy mornings or evenings on the large front porch with pointed stone columns. Home updates include central air and forced heat, new appliances, granite kitchen countertops, updated bathrooms with the addition of a full bath on the first floor, vinyl siding, a new roof, luxury vinyl plank, refinished original hardwood floors, and much more! 10-minute drive to downtown Chestertown or Galena, 30 minutes to Middletown, Delaware.

Welcome to Chester Harbor - a family oriented place to live! The Chester Harbor Community has a voluntary HOA of $30/year, which offers water access, a beach, community events, and a playground. Close by is Round Top Park offering tennis, pickleball, and basketball courts, a playground, and a pavilion. Minutes from Chestertown's historic waterfront, restaurants, shopping, and marinas. Queen Annes County Schools! Comfortable serene and convenient - this well cared for home has hardwood floors and a new hot water heater and water tank on 3/11/2023 and an attached workshop! Motivated Sellers - offers considered.

Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the kitchen and living rooms. Kitchen features stainless steel appliances, granite countertops and wood cabinets. Second floor has 5 bedrooms and 2 full baths. Partially finished full basement has another full bathroom and offers a range of possibilities for the next owner. This home has more room and storage than you could imagine. The Villages at Kennedyville is a quiet, local community. Less than 90 minutes to Philadelphia and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Close to Turners Creek State Park, Betterton Beach and the restaurants/marinas in Galena on the Sassafras River. Just a few minutes to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Seller offering $7,000 credit at closing to repair the Air Conditioning units.

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!

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.

Rare lake front property in Kent County! Welcome to your serene getaway nestled on 2.62 acres of partially wooded land on Urieville Lake! This stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of comfort and privacy, making it an ideal retreat for families and nature enthusiasts alike. With an option of a first floor bedroom there are currently three bedrooms on the second floor and one bedroom in the walk out basement, theres plenty of space for family and guests. The open-concept living area is perfect for gatherings, featuring ample natural light and gorgeous views of the surrounding landscape & lake! Enjoy convenience and comfort with two full bathrooms on the second, one full bath on the lower level and an additional half bath on the first, designed with modern fixtures and finishes. The finished walk-out basement provides excellent additional living space, bath/bedroom & perfect for a game room, entertainment area, or a private office. It also offers direct access to the beautiful outdoors. The property spans 2.62 acres, providing ample room for outdoor activities, gardening, or simply unwinding in nature. The partially wooded area enhances your privacy while allowing for serene nature walks right in your backyard & along the Lakes edge! Located on Urieville Lake, enjoy fishing, boating, kayaking and other recreational activities just moments from your doorstep. This private setting is perfect for those looking to escape the hustle and bustle of city life. Urieville Lake is about 35 acres in size and is shaped like the letter Y. The average depth is about 3 feet and supports a standard bass/bluegill fishery and is managed accordingly. Anglers may also occasionally catch other species including pumpkinseed sunfish, brown bullhead catfish, golden shiners and common carp. Welcome home!

Stunning waterfront property with private dock site on the Chester River. The house has been gutted and needs a complete rehab, or it can be removed and rebuilt to suit your dreams. Building plans are available. The property features a brand-new BAT septic system that has yet to be connected. Beautiful location and views! Just a short drive to Chestertown. 3 ft mean low water, buyer to verify.