1,072 properties for sale in Chester, District 4 Kent Island Queen Anne's County Maryland

Charming waterview rancher with an attached 2-car garage, located on a beautiful and quiet street in Stevensville! This property features a welcoming front porch and a peaceful setting with partial water views from the front of the home. The generous lot offers plenty of outdoor space and curb appeal. Perfectly situated at 526 Victoria Dr, this home offers unbeatable convenience close to local marinas, waterfront parks, restaurants, shopping, beaches, and Route 50 for an easy commute to Annapolis or the Eastern Shore. Enjoy the relaxed coastal lifestyle while still being minutes from everyday necessities. A great opportunity to make this Stevensville gem your own! Property is being sold with the current occupant in place. No interior access will be granted for showings, inspections, or appraisals. Note. HOA fee is estimated

Price improvement! Motivated sellers. This custom built home offers the perfect opportunity to live just minutes away from the Chesapeake Bay Bridge and Route 50, offering partial water views and a layout designed for both everyday living and effortless entertaining. The main level features 12 foot ceilings and oversized 6 foot windows that create bright, open living spaces. A vaulted morning room transitions seamlessly into a sunroom, providing flexible space for dining, relaxing, or working from home. The gourmet eat-in kitchen offers granite countertops, a substantial center island, pantry, and an open-concept design that opens into the family room and sunroom. The primary suite is generously sized, featuring a tray ceiling and a well-designed bath with custom tile shower and double vanity. The remaining four bedrooms share two jack-and-jill style bathrooms offering convenience for family and guests. Outdoor living is equally appealing, with an 800-square-foot wraparound deck ideal

Welcome to 1052 Lido Drive! This charming 4-bedroom, 1.5-bath home offers comfortable living spaces filled with natural light and a layout designed for everyday living and entertaining alike. The main level features an open-concept living and dining area, where large windows create a bright and inviting atmosphere throughout the space. Just beyond, the kitchen continues the airy feel with ample cabinet storage, sleek stainless steel appliances, and easy access to the rear deck through sliding glass doors perfect for indoor-outdoor entertaining or relaxing evenings outdoors. On the main level, you will find three bedrooms down the hall. The primary bedroom offers a spacious retreat with an attached half bath for added privacy and convenience. Two additional bedrooms provide plenty of flexibility for family, guests, or a home office setup. A full hall bath serves the floor with ease. The lower level offers a large family room centered around a cozy fireplace, creating the perfect gatheri

Enjoy unobstructed views of Saltworks Creek from this ideally situated home in the sought-after, water-privileged community of Severn Grovejust minutes from downtown Annapolis. Thoughtfully designed across three spacious levels, the home offers an open, light-filled floor plan that seamlessly blends everyday comfort with effortless entertaining, all defined by picturesque water views. The main level features warm wood flooring, a welcoming living room with a fireplace, and a well-appointed kitchen anchored by a large island and accented with plantation shutters. A main-level bedroom with a full bath and a separate office provide flexible living options. Step outside to multiple decks and a screened porchperfect for relaxing or hosting while taking in the peaceful surroundings. Upstairs, three additional bedrooms include a water side primary suite with sweeping water views. A cozy library with custom bookcases and its own fireplace creates an ideal space for reading or working from home

Huge price drop! Now is your time to buy that sweet summer spot! Welcome to your waterfront paradise in the highly sought-after Beach Harbor Camper Cooperative Inc. Of Grasonville, MD! This Town and Country Park model ranch-style home is the perfect blend of comfort, convenience, and offers some inspiring views, making it the ultimate 3-season go to for the water and beach lovers! This incredible home boasts 1.5 bedrooms and one bathroom, perfect for weekend or monthly summer getaways. New vinyl flooring and fresh paint. Beautiful water views of the Jackson Creek and the majestic Chester River. Shed provides ample storage. Step outside onto the deck and enjoy your morning coffee or entertain for breakfast, lunch or dinner. Picture yourself lounging on the beach or embarking on thrilling adventures in your kayak or boat through the sprawling waterways of the area. If you're a paddle-boarder, the protected waters of the creek and river are an absolute dream! Indoors cool off with window

Open house canceled. Under contract. Welcome to 2820 Pennypond Ln, a rare end-of-row townhome occupying a premium position within the neighborhood. The home is tucked against a private, natural buffer that provides a surprisingly peaceful and private setting not typically found in a townhome community. The homes side-entry design enhances the sense of privacy, opening into a bright, voluminous floorplan defined by vaulted ceilings and recessed lighting. The main level is anchored by upgraded engineered distressed hardwood flooring and a sun-filled living and dining combination. A wood-burning fireplace serves as the cozy centerpiece of the living area, while the updated kitchen (featuring new cabinetry installed in 2021, modern appliances, and skylights) is a bright, functional workspace. Both the kitchen and living room offer direct access to an expansive rear deck, perfect for entertaining or quiet morning coffee against a backdrop of mature trees. The thoughtful layout provides true

Set on 4.5 picturesque acres along the Severn River, this exceptional Tudor–French Country estate designed by Scarlett Breeding of ABS blends timeless architecture with refined craftsmanship just minutes from downtown Annapolis. Panoramic river views define the property, complemented by a detached two-car garage with private guest quarters featuring a kitchenette and full bath. Outdoor living is equally compelling, with a fire pit, boathouse for convenient dockside storage, and a private pier equipped with a 20,000 lb boat lift—ideal for embracing true waterfront living. Access the dock via a scenic path and stairs or by private tram. Inside, light-filled interiors capture sweeping water views and flow effortlessly through a thoughtfully designed floor plan suited for both everyday living and elegant entertaining. A dramatic curved staircase anchors the foyer, leading to a main level that includes a gourmet kitchen, living room with a gas fireplace, bar, office, mudroom, two powder roo

This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indooru002Foutdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bat

Don't miss this opportunity to own a beautiful 4-bedroom, 2.5-bath, one car attached garage, granite counter topped kitchen, and fully finished basement home in one of the South River's most sought-after waterfront communities! Enjoy exclusive access to private community beaches, perfect for swimming, kayaking, fishing, or simply relaxing along the Chesapeake Bay. This well-maintained home features a newer roof and water heater, providing peace of mind for years to come. The attractive paver driveway adds exceptional curb appeal, while the spacious floor plan offers plenty of room for family living and entertaining. Conveniently located near shopping, dining, and marinas, this home combines the best of waterfront community living with everyday convenience. Schedule your private tour today!

Ready to build now! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6 bedrooms, 6 full baths, and 1 half bath, along with a 3-car garage, blending timeless craftsmanship with modern luxury and functionality. The main level is designed with both comfort and entertainment in mind, showcasing an open-concept floor plan anchored by a gourmet kitchen featuring high-end appliances, an expansive workspace, and seamless flow into gathering spaces. A beautifully appointed butler’s pantry includes a built-in ice maker and is complemented by a walk-in pantry, demonstrating the careful attention to detail found throughout the home. A rare main-level bedroom with en suite bat

This two-story, two-car garage center hall design is a great multi-generational home option for families looking to accommodate lots of varying needs under one roof! The Congressional features a formal dining room, breakfast area, main level owner’s suite and laundry room, 4 bedrooms, 2.5 baths, mud room access from the garage, and much more. This plan offers numerous customization opportunities — choose to finish dual owner’s suites — one on the main level and a second on the upstairs level, or, create a large recu002Fplay area for kidsu002Ffamily. The options are endless and you’ll love designing the home that meets your lifestyle needs! A lower level offers continued customization options including a very spacious recreation room

Perched along the waterfront of Cool Spring Cove, this thoughtfully enhanced residence delivers a seamless blend of comfort, recreation, and effortless coastal living, where extensive upgrades elevate both daily enjoyment and entertaining. The outdoor environment has been carefully curated to maximize time on and around the water, with redesigned hardscaping, custom lighting, lush landscaping, and irrigation creating a polished yet low-maintenance setting. Expansive multi-level decking invites gatherings of every scale, featuring a fully rebuilt lower deck with a private hot tub retreat and sleek, unobstructed railings that preserve water views, while the upper deck’s remote-controlled awning allows for shaded relaxation during warm summer afternoons. The private pier system transforms the property into a true boating and waterfront lifestyle hub, featuring a 12,000-lb boat lift capable of accommodating a substantial vessel, dual jet ski lifts for spontaneous adventures, upgraded elect

This two-story, two-car garage center hall design is a great multi-generational home option for families looking to accommodate lots of varying needs under one roof! The Congressional features a formal dining room, breakfast area, main level owners suite and laundry room, 4 bedrooms, 2.5 baths, mud room access from the garage, and much more. This plan offers numerous customization opportunities choose to finish dual owners suites one on the main level and a second on the upstairs level, or, create a large rec/play area for kids/family. The options are endless and youll love designing the home that meets your lifestyle needs! A lower level offers continued customization options including a very spacious recreation room

An exceptional opportunity to secure a waterfront lot in one of Pasadena’s most desirable settings. The existing home requires renovation or redevelopment, offering a blank slate to create a custom residence tailored to your vision. Now listed with a house to be built by Caruso builders. You can adjust the type of house you want. Reach out to your agent or to us for more information. Imagine designing your ideal waterfront retreat with sweeping views, private access, and space to entertain—all just minutes from Annapolis and Baltimore. Bring your builder and your vision—opportunities like this are rare. The seller will assist with $50,000 out of the sales price for Bulkhead and Pier Restoration. This is more than a lot or a home—it’s a lifestyle

Welcome to 1305 Marion Quimby Drive in Stevensville, a rare waterfront opportunity offering stunning views, low-maintenance living, and direct access to the best of Kent Islands coastal lifestyle. This beautifully positioned 2-bedroom, 2.5-bath home sits right along the water, delivering breathtaking panoramic views youll enjoy from sunrise to sunset. Whether youre sipping your morning coffee or unwinding in the evening, the peaceful waterfront setting creates the perfect backdrop for everyday living. Step outside and youre immediately connected to the scenic waterfront walking trail ideal for morning jogs, sunset strolls, or simply soaking in the shoreline beauty. For boating enthusiasts, the property also includes a deeded boat slip, making it effortless to get out on the Chesapeake Bay whenever the mood strikes. Inside, youll find a thoughtfully designed layout with two spacious bedrooms, each offering privacy and comfort, plus two full bathrooms and a convenient half bath for guest

Welcome to 175 Tilden Way a spacious 3-bedroom, 2.5-bath, 3-level townhome offering comfortable living in a desirable Edgewater location. The main level features an open and inviting layout with abundant natural light, a bright living area, and a well-appointed kitchen with space for dining. Upstairs, youll find generously sized bedrooms including a primary suite with ample closet space and private bath. The lower level provides additional flexible living spaceperfect for a rec room, home office, or gymwith direct access to the rear patio and fenced yard, ideal for relaxing or entertaining. Enjoy outdoor living with a private patio and low-maintenance yard, plus the convenience of nearby shopping, dining, and commuter routes. Dont miss this opportunity to own a well-maintained home in a great community!

OPEN HOUSE Saturday, June 13th 11-1PM. First Time Offered on the Market. Welcome to this beautifully maintained, custom-built Colonial located in the highly sought-after Greenwood Community. Nestled on a quiet cul-de-sac on Rilian Court, this exceptional home offers the perfect blend of comfort, privacy, and timeless charm. Proudly owned and meticulously cared for by the original owners, this move-in-ready residence showcases quality craftsmanship throughout. Enjoy peace of mind with a brand-new roof just installed, adding significant value and curb appeal. Enjoy outdoor living in the large, fully fenced backyard featuring a spacious deck overlooking a serene wooded area—perfect for relaxing or entertaining. Step onto the inviting front porch and into a two-story foyer. The main level features a bright and open layout, including a living and dining area that flows seamlessly into the kitchen with a breakfast bar. The sunny breakfast area opens directly to the deck and overlooks the bac

Cozy Waterview Townhome Discover serene living in this charming townhome located in the peaceful Cove View Condominium Community. Enjoy breathtaking waterfront views and exclusive access to the community pier, ideal for boating enthusiasts. Situated on a tranquil street, this residence offers the perfect blend of quiet privacy and convenient proximity to local attractions. Inside, youll find hardwood flooring on the first level, with a first-floor waterview bedroom or office/den, plus a tiled bathroom. Upstairs features carpeted floors and an additional tiled bathroom. On cooler evenings, cozy up by the wood-burning fireplace to relax in comfort. The unit needs some TLC and is being sold as-is, offering a great opportunity for those looking to customize their home. Additional features include: A convenient first-floor laundry room, a single-car garage for secure parking, and a recently replaced roof for added peace of mind. The condo fee covers hazard insurance (owners are responsible

Welcome to 420 Five Farms Drive in the sought-after Queen Anne Colony community on Kent Island, where the Chesapeake Bay lifestyle is right outside your door. Nestled in a water-oriented neighborhood featuring a community marina, waterfront park, and endless opportunities to enjoy boating, fishing, kayaking, and stunning sunsets, this home offers the perfect blend of coastal living and modern updates. From the moment you arrive, youll appreciate the peace of mind that comes with a brand-new roof and brand-new siding, creating incredible curb appeal and low-maintenance living. Inside, youll find a light-filled, airy interior accented by beautiful hardwood floors and a stunning renovated kitchen that serves as the heart of the home. Designed for both everyday living and entertaining, the kitchen flows seamlessly into the main living spaces while offering stylish finishes and ample workspace. The home features three spacious bedrooms and beautifully updated bathrooms, providing comfort an

Bay Bridge Cove is a premier, amenity-rich, 55+ community on beautiful Kent Island! This absolutely adorable, compact Easton is loaded with cottage charm and offers the opportunity to move into this sought-after community at a remarkable price! It starts with a custom-paved courtyard, hardwood floors, fresh professional painting, and easy main-level living. The open-flow floor plan features an island kitchen with custom pendant and under-counter dimmable lighting, a great room, and a dining room, located on a premium lot with a grassy lawn and privacy from a tree-lined view, and a massive 4' crawl space with inside stairway access for storage. Walking distance to the clubhouse, pool, and all the community amenities, including an outdoor pool, tennis, pickleball, bocce, crab shack, community herb and vegetable gardens, walking paths, dog park, and clubhouse with exercise room, meeting room, library, and game room. Ideally located less than 5 minutes to the Bay Bridge, shopping, and wate

Like-new luxury living in Four Seasons at Kent Island. Completed in August and only lightly lived in, this 2,800 sq ft home offers 4 bedrooms and 3 baths with a pristine, move-in-ready feel. Highlights include luxury vinyl plank flooring, quartz countertops, and over $20,000 in custom window treatments, can you say'plantation shutters'. Professionally decorated throughoutwith the option to purchase furnishingsthis home is truly turn-key and ready today. Enjoy peek-a-boo Chester River views and an unbeatable location so close to the clubhouse you can see it. Plus, the builders full warranty remains in place through August 2026 for added peace of mind. Residents enjoy Four Seasons resort-style amenities: waterfront clubhouse, indoor & outdoor pools, fitness center, pickleball & tennis, walking trails, and a vibrant social calendar. Effortless luxury, prime location, island living at its best

This beautiful duplex is located in a cosy cul de sac close to the community college in Arnold and has been completely renovated and updated. The new appliances include a refrigerator, stove and microwave. All three levels are fully finished with outside access on the first and second level. There is a lovely front porch to sit out at any time. The property is a block away from College Pkwy and a block away from the inter county walking/biking/running paved trail. The fenced backyard is large and has a nice shed at the back. It has been professionally landscaped and there is a new deck added off the lower level in the back

Enjoy water views of the community harbor with 60 boat slips and direct access to the Chesapeake Baya dream setting for boating and coastal living. This beautifully crafted home features classic board-and-batten siding and a welcoming front porch that creates timeless curb appeal. Inside, the open-concept layout seamlessly connects the dining area and family room, making it perfect for everyday living and entertaining. The spacious kitchen is the heart of the home, showcasing an oversized quartz island, stainless steel appliances, and abundant cabinetry for both casual meals and gatherings. A main-level home office or flexible choice room offers the ideal space for working from home or relaxing. Upstairs, the owners suite features a large picture window, expansive walk-in closet, and a spa-inspired bath with a luxury shower. Just a short walk to the community center and playground, residents also enjoy Cedarhursts rare four acres of community-owned waterfront property with panoramic ba

Located in the popular waterfront community of Cape St. Claire in Annapolis, this lovingly renovated rancher sits on an elevated lot with fenced yard, large shed with electric, 40x14 garage with electric and ample off-street parking for guests. There is a multi-level deck with awning and paver patio in back for entertaining family and friends. Two finished levels feature 4 Bedrooms and 3 Full Baths, Recreation Room with brick wood-burning fireplace and den/office. Freshly painted and hardwood floors refinished. The house sparkles! Recent improvements include roof (2022), windows (2022), hvac (2023) and HWH (2022), bathrooms remodeled and kitchen updated. (2026). A wonderful opportunity to move in and immediately enjoy The Cape and all it has to offer multiple beaches and parks, three marinas, shopping center, Broadneck High School, Cape St. Claire Elementary and Cape St. Claire Swim Club

Escape to the sought-after Swan Road Villa Townhomes, where low-maintenance living meets comfort, convenience, and lifestyle. This bright and inviting reverse-living townhome offers 2 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that appeals to both full-time residents and weekend retreat seekers alike. The upper level serves as the heart of the home, featuring an open-concept layout with a galley kitchen, dining area, and spacious living room. Sliding doors open to a balcony spanning the entire rear of the home, creating the perfect setting for indoor-outdoor living, entertaining, or simply enjoying the abundance of natural light. The main level offers two well-appointed bedrooms, two full baths, and a convenient laundry area. Whether you are seeking a primary residence, second home, first-time purchase, or investment property, this versatile townhome presents an exceptional opportunity. Residents enjoy convenient access to golf (membership available), scenic walking an