Crumpton MD Real Estate & Homes for Sale

LOCATION * LOCATION a short drive North from Centreville and the Chesapeake Bay Bridge this partially wooded perc approved parcel for up to an 5 bedroom home is good to go. With about 600 feet of road frontage surrounded by quality homes and estates on a quaint county road. Build your dream home where you choice to enjoy natures wonder and add a place for all your toys. Horses, grapes, cattle hobby farm or country estate. Quality acreage parcels become more difficult to find as government keeps making it more difficult to divide plus add additional rule on what you can do. What make this special it has not been enrolled in wither forestry or agriculture assessment programs which add cost to building a home and could prevent other ways you wish to build your dreams. Here with the mix of open and wooded with various sized planted trees. This parcel is in Queen Annes County, not in a Town which saves you big time in with your real estate taxes and in the future!! Old house removed years ago Check with Governmental officials for questions Do not walk property without prior appointment and do not bother neighbors

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!

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

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.

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.

Welcome to 389 Cypress Street, a delightful home brimming with character and charm. Whether you are looking for a starter home or downsizing, have a look at this terrific home! Updating this home has been a true joy. This owner fell in love with the unique features of this lovely house, from the original wood floors and vintage doorknobs to the inviting enclosed front porch, where we've shared countless picnic lunches. The backyard has been a gateway to adventure, allowing the owners to easily pull kayaks through the gate for a day of fishing on the nearby Chester River. The seller has invested so much love into this home, creating a warm and cozy atmosphere. This property offers easy access to 301 for a quick commute to the western shore, Delaware and other points of interest. The close proximity to Middletown and Dover Delaware provides access to tax free shopping. Included in the sale is a one car garage/with storage, a workshop area for crafty folks who are interested in woodworking.

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 $50,000 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.

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!

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!

Discover the luxury of coastal living with this masterpiece waterfront property located in a much sought-after location on the Chester River. When entering the home, youre immediately greeted in the elegant foyer that opens to a formal dining room to the right, and an office to the left that could easily be converted to a first floor bedroom. The fully renovated chefs kitchen features state-of-the-art appliances, a spacious island, and ample cabinetry, making it perfect for hosting both large parties and intimate gatherings. The expansive living room features a fireplace and full views of the sparkling waterfront. This meticulously renovated home features 3 bedrooms, each with an en suite bath. The second floor boasts a relaxing combination of a screened porch and an open deck spanning the full front of the house and overlooking the river. The very large primary suite, with it's pampering bath, also has an entrance to the inviting screened porch. When stepping outside, the gracious landscaping calls for you to unwind on the open deck and work on your tan, or step onto your own private dock and explore the river a bit. There is also a covered brick patio, perfect for firing up the grill and eating al-fresco. Located just minutes from local shopping and schools, this paradise offers you a life of convenience, without compromising privacy and luxury.

Your private retreat awaits! Nestled on nearly 4 acres in Worton, Maryland, this beautifully renovated Cape Cod offers the perfect blend of space, comfort, and functionality. Featuring four spacious bedrooms and two full bathrooms, this home is ideal for multi-generational living or a growing family with two main-level bedrooms and a full bath. Step inside to find new LVP flooring, brand new carpet, and fresh paint throughout, creating a modern and move-in-ready feel. The heart of the home has been thoughtfully updated, offering room to relax and entertain with ease. Love garage space? Youll be blown away by the massive attached 2-car garage and an additional detached 3-car garage, perfect for car enthusiasts, workshop space, or extra storage. Peaceful, private, and packed with upgrades, dont miss your chance to own this rare Wharton gem with room to roam!

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.

This country charmer is the best of all worlds- 1.2 acres out in the country but just minutes away from the historic county seat of Kent County- beautiful Chestertown. There are 3 very spacious bedrooms, 2 baths and a Great Room with vaulted ceilings. The Main Bedroom has a luxurious bathroom with a jetted tub and an enormous walk-in closet. There is new paint and carpet....nothing to do but move right in!

Fully Renovated in 2024! This charming 3-bedroom, 2-bath home offers a perfect blend of modern updates and country serenity. The main level features a convenient first-floor bedroom and full bath, ideal for aging in place. Enjoy stylish & durable vinyl plank flooring throughout and soaring cathedral ceilings upstairs that create an airy, open feel. Situated on a spacious corner lot on almost a half of an acre & a newly installed well. Whether its a morning coffee or an evening cocktail for watching sunsets, enjoy the cozy front porch where you can relax and take in the sweeping views of the surrounding farmland. A peaceful retreat with thoughtful upgrades-move-in ready and waiting for you! - Buyer got cold feet, walked and never scheduled inspections , terminated in default and forfeited their EMD -

MOTIVATED SELLER!!! Welcome to one of the largest and most desirable units in The Pond at Church Hill, a peaceful 55+ community! This END UNIT overlooking the Pond & Fountain, offers a charming front porch and a spacious main-level living experience, featuring a primary bedroom with double closets, and an en-suite bathroom with double vanities & shower. The family room boasts cathedral ceilings, a cozy gas fireplace, and serene views of the communitys picturesque pond and fountain. The spacious, open-concept kitchen leads directly to a separate dining room, perfect for entertaining. Convenience is key with a main-level laundry and utility area, and attached garage. Upstairs, you'll find two additional bedrooms, a full bathroom with double vanities, a loft area, and abundant closet space. The community offers more than just beautiful surroundings-its located next to Church Hill Park, where you can enjoy walking trails, a playground, and more. Plus, Church Hill Theatre is within walking distance for a touch of local culture! With the Condo Association handling all exterior maintenance, including snow removal and lawn care, all you need to do is move in, relax, and enjoy the stress-free lifestyle. Located just minutes from historic Chestertown and Centreville, youll have easy access to farmers markets, dining, and local shops, along with a short drive to tax-free shopping and the casino in Delaware! Please Note: The Condo Association will collect an amount equal to 6 months of condo payments as an upfront capital contribution fee at settlement from the Buyer. The Pond is also served by a community well, which is $115/month. Resale Package is available. *ANY REASONABLE OFFER CONSIDERED*

Dont let the outside fool you-this beautifully renovated 3-bedroom, 1.5-bathroom home offers three levels of living space, with over 2,200 sq. ft. above ground and an additional 550 sq. ft. below ground! Every inch of this home has been thoughtfully updated to blend modern comfort with timeless charm. Step inside to discover a stunning custom kitchen, a true chefs dream featuring a gas stove, upgraded quartz countertops, solid wood cabinetry, and stylish open shelving-perfect for both cooking and entertaining. The spacious living areas boast brand-new LVP flooring, fresh finishes, and an inviting atmosphere throughout. Upstairs, the primary bedroom is a private retreat, complete with a mini-split AC/heat unit, a large dressing room, and a convenient half bath. Head downstairs to a versatile lower level, where an open-concept space offers endless possibilities-whether you need a media room, game area, crafting space, or home gym. The large laundry area and utility room provide added functionality. Step outside to your own backyard oasis, enclosed by a beautiful privacy fence. Enjoy the spacious patio, detached garage/barn, and storage shed-ideal for hobbies, storage, or workshop space. This home is completely move-in ready and packed with upgrades-all it needs is you! Dont miss your chance to see this hidden gem-schedule your private showing today!