Crumpton MD Real Estate & Homes for Sale

This beautifully crafted waterfront home boasts five spacious bedrooms and 2.5 baths, offering ample space for comfortable living. The expansive layout includes multiple living areas, ideal for both relaxation and entertainment. The sunroom, with its wall-to-wall sliding glass doors, provides stunning views of the water, while the family room features a cozy fireplace. A separate formal living room and a generously sized kitchen complete the main living spaces. The first floor offers three bedrooms and 2.5 baths, while the second floor includes two additional bedrooms and abundant storage space. There's potential to add a bathroom, study, or recreational area, making it perfect for children. Your personal touches will be perfect for this home, the pier needs to be repaired. Step outside to enjoy a day of recreation on the deck and spacious yard or take your boat out for fishing and tubing adventures. Dont miss this incredible opportunity to own a waterfront property full of possibilities!

CHESTER RIVER WATERFRONT - Affordably priced tastefully updated waterfront home on the upper Chester River, less than a mile to route 301 for commuting. Private 1 acre lot with scenic water views, gentle path down to the waters edge with area for relaxation and fishing on small pier. Home sits perched high on the hillside so no need for flood insurance here! Detached 2 car garage and u-shaped driveway with plenty of parking for cars, boats, or trailers.

Welcome to Millington. This home features 3 bedrooms and 2 full baths, a screened in porch, and oversized detached garage. The primary hosts an en-suite. The kitchen has good space and can be an eat in, double wall ovens for all that extra cooking. A laundry room is conveniently off the kitchen with a separate entrance outside where you will find a charging station for an electric car. A spacious back yard backs up to open space for those outdoor times. The detached Garage has a new front main door and has extra storage space. You are only 25 minutes to Middletown's shopping, dining, and entertainment options. Don't miss the opportunity to make this delightful home your own.

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.

Charming Newly Renovated Cottage - Perfect for Family Living! This beautifully updated cottage reflects the pride of ownership throughout. The home features brand-new LVT flooring and carpet, creating a modern and inviting atmosphere. The kitchen has been completely transformed with all-new appliances, cabinetry, sink, lighting, and flooring, offering a fresh, functional space for culinary endeavors. The bathroom has been upgraded with a new vanity, toilet, and flooring, ensuring both style and comfort. A new 40-gallon water heater ensures reliable and efficient service, while fresh neutral paint throughout the interior complements any décor. The open layout fosters seamless family living, with spaces that flow effortlessly from one to another. 2 Car Detached garage with separate work shop in rear also has electric. Relax and unwind on the inviting front porch, perfect for your favorite rockers, or enjoy the expansive backyard and back patio, ideal for large family gatherings or holiday celebrations. Conveniently located just: 15 minutes to Middletown 35 minutes to Christiana 30 minutes to Dover 20 minutes to Chestertown Enjoy the proximity to a large community park, offering walking paths, playground equipment, and bike paths, ideal for both children and adults. This home is the perfect blend of comfort, style, and convenience. Dont miss the opportunity to make it yours!

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!

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 yardâ??perfect for both kids (two- or four-legged)â??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 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!

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.

A highly coveted Chester River waterfront just minutes from Historic Downtown Chestertown. This large home has an ample sunroom overlooking the yard to the Riverfront, an in-ground pool within the 100' buffer, a dock with 3+ MLW, an expansive primary suite with sweeping water views, a private space for a home office, playroom, or in-law suite, and a detached three car garage for toys, vehicles, and storage. All situated on almost one full acre. Brand new upgrades since Sept '24 include central AC, roof, refinished hardwood floors, and paint throughout. With easy access to Morgnec Rd, Rt. 301 is only 12 minutes away... which leaves you only an hour's drive from Wilmington, DE or Philadelphia, PA. And into the heart of NYC in less than three hours. Escape to the Eastern Shore lifestyle!

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!

Welcome to one of the largest and most desirable units in The Pond at Church Hill, a peaceful 55+ community! This end unit 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 ($382/mo) as an upfront capital contribution fee at settlement from the Buyer, as well as there is a current Special Assessment for the Pump House Repairs of $171 due for 2025. 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!

*****PLEASE ASK ABOUT CURRENT CLOSING ASSISTANCE ****** The To be Built Hudson at Church Hill Hunt single-family home with a finished basement fits the way you live. Flex space can be used as a playroom, a library and more. Gather in the spacious family room, which flows into the dining room and gourmet kitchen, separated by a convenient breakfast bar. Off the 2-car garage, a family entry controls clutter, while a quiet study is tucked away. Upstairs, 3 bedrooms offer abundant closet space and a full bath provides privacy. Your luxurious owner's bath will stun with its double bowl vanity and huge walk-in closet. Finish the basement level for extra living space. Come home to The Hudson. All photos are representative only. Please Note: Some Homesites may be subject to a Homesite Premium and other Homesites may be available. Home is located in a one of a kind community in the heart of Queen Anne's County, MD. You will be minutes from all major commuter routes including Route 213 and Route 301. A short drive to Kingstown, Chestertown, Queenstown, Cambridge, Kent Narrows and major cities such as Washington D.C. Enjoy day trips to all local beaches with the family to St. Michaels, Oxford, and Tilghman Island. Connect with nature at Sudlersville Park and Church Hill Park or spend the day shopping at the Queenstown Outlets.

A sleek, thoughtfully executed renovation with clean lines and a minimalist aesthetic-sure to impress even the most discerning buyer... Located in Chestertown's coveted Mile Tree Village community, this newly updated 3-bedroom, 2-bath rancher with oversized 2-car garage features a new roof with 50-year shingles and a transferable warranty, new water and sewer lines to the street (2022), EV charger, new duct work, and more... A home that combines comfort, convenience, and peace of mind is an opportunity you don't want to miss and trust me, it won't last long!

Well-maintained 2 bedroom 1.5 bath mobile home on 1.10 acres Primary bedroom with private bath. Eat in the kitchen and spacious living/ dining area. Enjoy the 22x28 Workshop with a second level that can easily be used for a game room. Close to Delaware for tax-free shopping. A must-see! This is a mobile home and not attached so it may be subject to financing restrictions.

List price is Opening Bid at the Online auction to be conducted on Auctioneers website. - Auction ends Tuesday, May 6, 2025 at 11:00 AM. Semi-Detached Home in the "Church Hill" Community of Queen Anne's County including 1,284± sqft. of above grade living space with 3 bedrooms and 1 full bathroom. The main level includes a living room / dining room combo, eat-in kitchen with access to the back yard and a laundry room. The upper level includes 3 bedrooms and 1 full bathroom. Features Include: Wood floorsthroughout home. Front Screened in Patio. Do not miss this great opportunity for an investment or end-user! In Cooperation with Billy Sutton of The Sutton Team at Coldwell Banker Chesapeake Real Estate.

SINGLE FAMILY HOME (tax record is incorrect) in quaint little spot in Chestertown. Nearly new, beautiful home in the quaint town surrounding Washington College. The moment you cross the vintage Chester River Bridge, it's as if you are entering a completely different world. The gorgeous little town has all sorts of new centers and places to go and things to do! The home offers a modern, open-concept layout with plenty of space and style. The main level features laminate plank flooring throughout and a bright, white kitchen equipped with stainless steel appliances and a convenient side breakfast bar. Craftsman-style doors add a touch of elegance throughout the home The spacious primary suite includes a walk-in closet, accessible through your private bathroom, providing a comfortable and functional retreat. Upper-level laundry and abundant closet space make everyday living a breeze Don't miss this one!

Welcome to this move-in ready home, situated on a premium corner lot in The Village at Chestertown! This charming 1,742 square foot, two-story home offers the perfect blend of comfort and style. The inviting front porch is an ideal spot to unwind with your morning coffee, enjoy the view of the open fields, and watch the clouds drift by. Inside, the well-designed layout begins with a foyer and convenient coat closet, offering a warm welcome as you step into the spacious, open-concept family room that seamlessly connects to the dining area and kitchen. The kitchen features plenty of classic cabinetry, a peninsula island, stainless steel appliances, and a large corner pantry to keep everything organized. A private powder room and utility closet are tucked down the hall for added convenience. Upstairs, you'll find a generous owner's suite complete with a dual vanity bathroom and walk-in closet. Two additional, sizable bedrooms share a full bathroom, and there's also a nearby linen closet in the hall for extra storage. The second-floor laundry room, equipped with a washer and dryer, adds to the home's practicality. This property came with the added benefit of a Smart Home Package through ADT, offering convenience and peace of mind. The fully fenced backyard provides a safe, private space for children and pets to play, while the 8' x 10' shed is perfect for storing lawn equipment, bikes, and more. The homeowner has also upgraded the property with a 12' x 24' garage, complete with electricity and bonus features! This stunning home with well-designed architectural elevations is sited on a premium lot with views of open fields; it is just minutes from downtown Chestertown, known for its charming shops, restaurants, parks, and Washington College. This thoughtfully planned community is complete, offering a fantastic opportunity to become part of it. Dont miss your chance to make this wonderful home your own!