283 houses for sale in Church Hill town

This charming American Four Square has been meticulously maintained and is located 1 block from Washington Colleges campus and near Chestertowns Historic Districts shops and restaurants. All of the key features of this architectural style are evident. Two and a half stories high, hipped slate roof with a distinctive dormer at the front of the house, spacious four-room plan and full front porch with mahogany flooring with a depth that makes it a wonderful outdoor room. The American Four-Square was designed for narrow urban lots and this propertys bonus is its deep lot that easily accommodated an addition of a kitchen-family room opening onto a deck and a deep rear fully fenced back yard that offers safe play for children and pets. Another bonus is a two-car garage. From the foyer, the U shaped artisan stair rises to the third floor and the main floors living room, dining room, bathroom and library are seamlessly connected to maximize the rooms sizes. The rear addition of an open plan ki

Multiple offers received. Highest and best due by 9/29 at noon! Investors, contractors & handy buyersthis is the fixer-upper opportunity youve been waiting for! This 4 bedroom downtown Chestertown diamond in the rough offers strong ARV potential and an opportunity for a fix & flip, long-term rental, or short-term rental. Located just steps from Washington College and an easy walk to historic downtown shops, restaurants, and the waterfront. Recently occupied, but in need of a full renovation, this is a true value-add opportunity in a highly desirable location. Cash or renovation financing onlywill not qualify for traditional financing. Priced to move!

Priced below neighborhood market value in NorthBrook, this 4-bed, 2.5-bath home sits on a premium lot with zero rear neighbors. *. Enjoy private views backing to White Marsh Park, solar-powered energy savings, and a newly built 2026 fire pit and seating area built for fall outdoor living. Spanning over 2,500 sq ft, the main level pairs a dedicated home office with an open-concept kitchen featuring double ovens and granite counters that open directly into a vaulted family room. Big-ticket capital expenses are already covered with a 2023 roof (transferable warranty), 2026 carpets, 2024 LVP floors, and updated kitchen appliances. Located minutes from Historic Centreville and the Wharf, plus just 25 minutes to the Bay Bridgedelivering immediate value and space in a sought after neighborhood

Welcome to 115 Chester Arms in Chestertown, MD! This 3-bedroom, 2-bath home offers a comfortable and functional layout with plenty of potential to make it your own. The home provides a nice combination of living space, comfortable bedrooms, and the convenience of two full bathrooms. Whether you're a first-time buyer, looking to downsize, or simply searching for a home in the Chestertown area, this property is worth a look. Conveniently located near downtown Chestertown, local shopping, dining, and everyday amenities. Some listing photos have been digitally enhanced for presentation purposes. Certain furnishings and dcor may have been virtually modified or added. No material structural features of the property have been altered

NEW CONSTRUCTION in the charming Eastern Shore town of Rock Hall! This beautiful Colonial-style home offers the perfect blend of modern construction, comfortable living, and small-town Eastern Shore charm. Featuring 3 bedrooms, 2 full baths, and 1 half bath, this thoughtfully designed home boasts an inviting open floor plan that creates an easy flow between the living, dining, and kitchen areas. Step inside from the cozy front porch and appreciate the quality and efficiency built into this home. Energy-conscious features include high-efficiency windows and doors, quality insulation, and a professionally conditioned, watertight crawl space designed to provide a cleaner, drier, more efficient foundation for years to come. For added convenience, laundry is located on the top floor, making everyday living and household chores that much easier. Parking is plentiful, with a spacious driveway in the front as well as convenient additional access from the side entrance off Cottage Street. Situa

Oversized, three-story home located close to the Chester River. Investor-Special, in need of repairs and priced accordingly. The property offers a great opportunity for the right buyer. There is a covered porch and balcony. Tons of character throughout with original hardwood floors. Sold in As-Is condition, priced below assessed value!

You'll love this cottage-style home in the desirable Dulin Clark Road neighborhood of Hunter's Ridge, just a few miles from public parks. This luxurious 3-bedroom, 2 full and 3 half-bath home includes modern amenities such as two sets of washers and dryers, a resort-like backyard complete with a pool and poolhouse with a half bath, Trex decking, and a firepit. A recently added spacious closet system provides abundant storage. The detached garage features a studio apartment with rental potential. A circular paved driveway provides ample, convenient parking and great curb appeal, along with professional landscaping. A shed and easily accessed attic add to the ample storage throughout the home

Welcome to the peaceful, historic town of Millington on the Chester river in Kent County. This delightful home offers 3 large bedrooms and 1.5 baths. The 1st level addition adds plenty of extra space for family or guests. Huge fenced yard with a large deck and storage shed, private driveway, central AC, updated windows, tankless water heater, and much more. Come see it for yourself!

New Price Adjustment! Take another look! Beautifully renovated historic home in the heart of charming Queenstown, a water-oriented Eastern Shore town rich in history and small-town appeal. Approaching 150 years old, this distinctive residence offers approximately 1,920 square feet of thoughtfully updated living space while preserving its original character. Featuring 3 bedrooms, 2.5 updated tile baths, hardwood floors, period details throughout, a gourmet kitchen, newer dual-zone air conditioning, forced-air and baseboard heat, and a re-lined fireplace in the living room, this home seamlessly blends historic charm with modern comfort. Step outside to enjoy beautifully established gardens, the result of generations of owners' passion for flowers, nature, butterflies, and birdsong. Relax on the patio within the fenced backyard overlooking a tranquil pond, stroll to the water, or launch a kayak, canoe, or paddleboard from one of Queenstown's convenient public access points to Queenstown C

Opportunities like this don't come along every day! Welcome to 329 Union Church Road, tucked away in a highly sought-after neighborhood in Queen Annes County where homes rarely become available. A home with plenty of space, useful updates, and room to truly make it your own! Situated on just over an acre, this 4-bedroom, 2.5-bath home offers 2,464 square feet of living space, a paved driveway, attached garage, and a large detached pole barn with loftproviding plenty of room for storage, hobbies, a workshop, or all the extras. Inside, youll find a spacious and functional layout ready for its next owners to settle in and make it feel like home. The kitchen features updated appliances, including a new refrigerator, new stove, microwave, oven, and dishwasher in 2026, while new LVP flooring upstairs adds a fresh look. All toilets throughout the home have also been replaced. Major mechanical updates include the upstairs HVAC system replaced in 2023 and the downstairs HVAC system replaced in

Welcome to this spacious brick rancher located in the desirable Country Club Estates neighborhood, offering over 2,800 square feet of beautifully updated living space in a peaceful, park-like setting. Designed for both comfort and elegance, this home features expansive, light-filled interiors and timeless architectural details throughout. The heart of the home is a large, luxurious living room showcasing vaulted, beamed ceilings, a fireplace, and sweeping views of the expansive rear yard. Rich hickory hardwood flooring runs throughout the kitchen, breakfast area, living room, office, and formal dining room, creating a warm and cohesive flow across the main living spaces. The formal dining room is enhanced with elegant crown molding, offering a refined setting ideal for both everyday living and entertaining. The updated gourmet kitchen features granite countertops, abundant cabinetry, and a seamless connection to the breakfast area and main living spaces, making it both functional and i

Welcome Home! This charming rancher offers 2 bedrooms and 2 full baths, completely renovated in 2016, it offers a perfect blend of modern comfort and classic appeal. The open floor plan, vaulted-ceiling living room. Seamlessly connects the kitchen, with gorgeous granite countertops to the dining area, and the large back deck making it ideal for gatherings. The primary suite boasts a spacious walk-in closet with custom built-ins and a beautiful primary bathroom with a large walk-in shower. Additionally this home includes a central vacuum system and main floor laundry room for effortless living. Step outside to discover a serene 1.5-acre lot, complete with a large deck, mature trees, vast farm field views, landscaping and a front porch-perfect for enjoying morning coffee. The property also features a large detached garage with a separate storage space or office, paved driveway and a separate gravel parking area for extra convenience. The basement is unfinished with a walkout located at t

Step into a charming piece of history with this stunning Victorian home, built in 1890 and lovingly maintained to offer modern comforts while preserving its timeless character. Spanning 2,128 sq. ft. This detached residence features four spacious bedrooms and a beautifully updated full bathroom, perfect for both relaxation and entertaining. Inside, you'll be captivated by the rich hardwood floors and thoughtful built-ins that enhance the home's character. The combination kitchen and living area creates a warm, inviting space, ideal for gatherings. The kitchen is equipped with essential appliances, including a gas oven/range, dishwasher, and refrigerator, making meal prep a breeze. Convenient main-floor laundry adds to the home's functionality. Step outside to discover a landscaped rear yard, perfect for outdoor activities or quiet moments in the courtyard view. The property also includes a shed for additional storage and off-street parking, ensuring convenience for you and your guests.

Welcome to 478 Eagle Manor Drive in Church Hill a home where thoughtful design, custom finishes, and attention to detail are evident at every turn. This 4-bedroom, 2.5-bath home is anything but ordinary. From its striking curb appeal and stained timber accents to the carefully selected finishes inside, this home offers a level of character and customization that truly sets it apart. Step through the front door and you'll immediately notice the details, including a beautiful Murano glass teardrop entry fixture from Italy, 3-panel interior doors, LVP flooring, custom lighting, architectural details, and carefully selected trim and finishes throughout. The main living area makes an impressive statement with a soaring vaulted ceiling, exposed wood beam, recessed lighting, custom built-in bookcases, ceiling fan, and gas fireplace. Architectural lines give the room character while a double sliding door opens directly to the covered outdoor living area, creating a natural flow for entertainin

Welcome to this charming Colonial home located in the heart of Ridgely! With a little TLC, this property has the potential to become your very own Home Sweet Home. Enjoy a convenient location close to Tuckahoe State Park and the local town park, which offers tennis courts, pickleball courts, and a playground for outdoor recreation and family fun. Firehouse, local shops, and medical centers are also nearby for added convenience. The home features a nice fenced backyard, perfect for enjoying outdoor activities, gardening, or relaxing. Bring your vision and make this home your own! Home is being Sold'AS IS' but well worth the price. Seller motivated

Lovingly restored rancher located on a a quiet street in sought after Chester Harbor. Generous sized corner lot, with beautiful landscaping and asphalt drive. Home had a complete renovation in 2020 inside and out and practically everything is new since then. Enter into an inviting and updated open floor plan that combines living and dining area, perfect for entertaining and large gatherings. Updated laminate plank floors throughout entire home with SS appliances and kitchen breakfast bar, plus separate dining area. Stackable laundry and half bath conveniently located just off dining area. The sun room, over looking the back garden makes a great sitting room, office, or flex space. Down the hall you'll find 3 good sized bedrooms, all with double closets, a good sized bathroom with modern vanity, laminate floors and tub shower. Outside is a gardener's oasis with mature specimen plantings, just waiting for you to make it your own!

Back to market at a price you absolutely cannot argue with. We have an appraisal in hand for $445,000, conducted just last year walk into this home with $80,000 of instant equity. At this price, it will be back under contract quickly, so don't hesitate. Welcome to 249 White Marsh Road, a clean, move-in-ready home on a beautifully landscaped property in Centreville. This well-maintained home features beautiful wood floors, a bright and inviting living space, and a recently renovated bathroom. Pride of ownership shows throughout, so the next owner can move right in and enjoy the home from day one. The lower level offers valuable flex space perfect as a home office, workout area, hobby room, or potential additional bedroom. Outside, the landscaped yard provides a peaceful setting with plenty of room to relax, entertain, and enjoy the outdoors. And the location works as hard as the price: it's a short trip to Route 301 and the Bay Bridge, making this an ideal home base for commuters headin

Waterfront living on Grays Inn Creek, just five minutes from Rock Hall. Situated on a private half-acre lot with protected western-facing views, this home offers beautiful sunsets, 34 feet MLW, and easy boating access to the Chester River, Chestertown, Kent Narrows, and Rock Hall. The home has seen numerous updates over the past six years, including new siding, roof, HVAC, LVP flooring, carpet, an updated kitchen and main-level bathroom, appliances, and improvements to the pier. Water views take center stage from the dining area, living room, and main bedrooms, while the manageable size and low-maintenance updates make this an easy waterfront property to enjoy. The property offers plenty of privacy and parking, along with a detached garage and carport. The protected setting on Grays Inn Creek combines peaceful waterfront living with convenient access to town and some of the best boating destinations on the Upper Eastern Shore. An affordable opportunity to own waterfront near Rock Hall

Located in Tolchester Estates, this well maintained ranch style home sits on a lovely tree shaded lot. There are three bedrooms, two bathrooms and an open kitchen, dining and living room area. The back deck with a built in bench is just perfect for relaxing, entertaining and watching the abundant wildlife. This water oriented, water access community offers a community beach on the Chesapeake Bay, a boat ramp and a community hall for gatherings and events. Tolchester Marina, a full service operation, and The Shanty Beach Bar, Best Kept Secret on the Bay', are just a short walk or golf cart ride away. This low maintenance home can easily be a primary resident, second home or investment property. Enjoy the easy pace and the stunning sunsets this community has to offer (some interior images were virtually staged using AI. These images do not represent the property's current furnishings or decor)

Welcome to affordable, clean and peaceful livingl! Situated on a corner lot, this clean and well-maintained home offers numerous recent improvements. Interior updates include fresh paint, a new ceiling fan, luxury vinyl plank flooring in two bedrooms and the hallway, and an updated full bathroom featuring a tub-and-shower combination. The kitchen includes a new dishwasher, and the home also features a new washer, dryer, and hot water heater. Outside, enjoy the new deck, a spacious storage shed, and a newly installed 12-foot gate providing convenient access to the backyard for a camper, boat, or other recreational equipment. Additional highlights include newer windows, central heating and air conditioning, and a roof that is approximately five years old. The property is served by community water and a private septic system, which was pumped in January and fitted with a riser for easier future maintenance. Move-in ready and thoughtfully cared forschedule your showing today!

Older home needs some updating but offers 4 bedrooms and 2 full baths. Plenty of storage and garage/shop space with 3 + detached garage and large pole building. Seller installing some new carpet in a couple rooms, Property being sold in'As Is' condition

This 3-bedroom, 1-bathroom ranch-style home in Quaker Estates offers a solid investment opportunity with a total finished area of 936 sq ft. Built in 1963, the property features essential appliances including a refrigerator and stove, ensuring immediate functionality for tenants or future buyers. The average condition of the home allows for potential value-add renovations, which can significantly increase rental income or resale value. The spacious 0.34-acre lot provides ample outdoor space, while off-street and driveway parking enhances convenience for residents. A shed on the property offers additional storage options, appealing to renters seeking practicality. With no pool maintenance costs and a straightforward layout, this property is low-maintenance, making it an attractive option for investors looking to maximize returns. The combination of location, features, and potential for appreciation makes this property a compelling addition to any real estate portfolio

Welcome to 320 N Main St in the charming town of Greensboro! Step inside and discover a home that immediately invites you to kick off your shoes and stay awhile. Situated on a spacious half-acre lot, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort, functionality, and style. The beautifully updated kitchen is sure to impress, featuring a five-burner gas range, stainless steel appliances, farmhouse sink, and granite countertops. The kitchen opens seamlessly to the dining area and spacious living room, creating a wonderful flow for everyday living and entertaining. Upstairs, you'll find the home's private sleeping quarters. The primary suite features an en-suite bathroom and access to a private deck overlooking the backyard. Two additional generously sized bedrooms share a guest bathroom. Step outside and discover your own private oasis! The backyard features an above-ground saltwater pool (being sold as-is and in need of a liner), a triple-tiered deck, and an abundance

Just a few months old and ready for you to move right in! This beautifully maintained 3-bedroom, 2-bath rancher offers the ease of one-level living with a bright, open layout and the benefits of a nearly brand-new homewithout the wait. The spacious kitchen and living areas flow seamlessly together, creating an inviting space for everyday living and entertaining. The seller even added a kitchen island for additional counter space and convenient dining. The large primary suite features a walk-in closet and private en-suite bathroom with a walk-in shower. Additional highlights include a washer and dryer, garage door opener, upgraded blinds package, and smart home packageall already in place for the next owner. The sellers work is taking them in another direction, creating an opportunity for you to take advantage of this nearly new home. Furniture is also negotiable, making this an easy transition for a buyer looking for a move-in-ready property. Located in Kinnamon Meadows, an up-and-comi

Welcome to 137 Meadowcroft Drive, a home unlike anything else youll find in North Brook! With over 3,000 square feet of beautifully finished living space, 6 bedrooms, 3 full bathrooms, this home stands out with its impressive size, thoughtful upgrades, and show-stopping finishes throughout. Step inside to hardwood floors throughout the main level and a floor plan designed with both everyday living and entertaining in mind. At the heart of the home is the stunning kitchen, offering beautiful finishes, generous workspace, and plenty of room for everyone to gather. A main-level bedroom and full bathroom adds incredible flexibility for guests, multigenerational living, a private home office, or anyone looking for the convenience of main-level living. Upstairs, the 5 huge bedrooms offer the kind of space that's hard to find, but the primary suite truly steals the show. This private retreat features a custom walk-in closet and a beautifully renovated primary bathroom designed to feel like yo

Move Right In! METICULOUSLY MAINTAINED home in a rural setting just outside of Downtown Ridgely. This 4 bedroom, 2.5 bath home is the perfect combination of modern and laid back, with two additional flex space rooms for a potential of two more bedrooms. Upgrades are too many to name all of them. Just a few being insulated garage and doors, two zone gas and electric heat pumps, tankless hot water heater, certified dry zone and sealed crawl space with two sump pumps, renovated kitchen in the last two years included stainless steel appliances, soft close cabinets, granite countertops, new washer and dryer, 1 yr old shed, new deep well pump, new water tank, 1 yr old shed outside, the list goes on and on. Huge Primary with En Suite and walk-in closet. Large finished multi-use space over garage. Beautiful home in a country setting

This is a lovely 3 bedroom, 2.5 bath, waterfront home with panoramic views of the Chester River. It was built in 2001. It features: 9' ceilings, 2'x6' exterior wall construction, crown molding in every room, family room with wood burning fireplace, dining room with vaulted ceiling and skylight, kitchen with quartz countertops and all; major appliances, ensuite bedroom on first floor and a large screened porch overlooking the river. Upstairs are two bedrooms, one has a cathedral ceiling overlooking the river. The other has two walk-in closets. There is a large bathroom on the second floor. There is plenty of additional storage including an outdoor storage shed with electricity, There is a new well pump and pressure tank installed in'26, the house has dual heating a/c systems. The downstairs was replaced in'24. The house was professionally landscaped in'22 with a new irrigation system and outdoor lights were installed by the drive and in the trees for night time safety. A new roof was in

Discover the charm of this beautifully renovated ranch-style home in the Millington community. With 1,801 sq. ft. Of exquisite living space, this residence features an open floor plan that seamlessly connects the living, dining, and kitchen areas, perfect for entertaining. Enjoy upgraded countertops, stainless steel appliances, and elegant wood floors throughout. There's a primary suite with a private bath, two guest bedrooms and full hall bath. Watch the game in your very own recreation room complete with a bar and electric fireplace. Step outside to a spacious 0.42-acre lot, complete with extensive hardscape, a patio with pergola, and a welcoming porch-ideal for outdoor relaxation. The attached garage and additional outbuildings provide ample storage. Located in a welcoming neighborhood, you'll appreciate the proximity parks, and convenient public services. Experience the perfect blend of comfort and community in this exceptional home, where every detail has been thoughtfully designe

New price! Motivated seller willing to consider buyer closing cost assistance or interest rate buydown! *. Here's an opportunity worth a second look! With a fresh price improvement and a seller ready to make a move, now is the time to explore the possibilities. Imagine settling into your new home before the holidays and potentially making your first mortgage payment in 2027! This charming Chestertown rancher offers bright, updated interiors, comfortable single-level living, a spacious corner lot, newer paver patio, fenced backyard and no community HOA. Whether you're purchasing your first home, looking to simplify or searching for an easy-to-maintain property, there's plenty to love here. Schedule your tour, bring your offer and let's make a move!

Price improvement! Here is 24775 Langford Road, a well-maintained 3-bedroom, 1-bath home situated on 1.27 acres in a peaceful country setting just minutes from downtown Chestertown. The property features a spacious two to three-car detached garage/workshop, offering plenty of room for vehicles, storage, hobbies, or projects. A large Trex deck provides additional outdoor living and entertaining space. The home underwent extensive renovations in 2018, including the roof, windows, siding, gutters, storm doors, HVAC system, the Well was done in 2021, and partial crawl space encapsulation. Interior improvements included refinishing of the original hardwood floors and a remodeled kitchen featuring all-wood cherry cabinetry and stainless-steel appliances. With numerous major improvements already completed, garage and workshop space, and over an acre of property, this home offers comfortable country living with convenient access to Chestertown, Rock Hall and surrounding areas. Call to set up a