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149 Sonata Way, Centreville
$419,000
3 Beds ⋅ 2 Baths
HUGE PRICE REDUCTION!! This light-filled Mozart model has three bedrooms and two bathrooms. Living and dining rooms as you enter the home, and the kitchen and family room are to the left, with granite countertops and recent appliances. This is a cozy area, with a fireplace and access to the custom brick patio and rear yard. There is a small walled-off space near the family room which could be used as an office. The owner's suite has new carpeting, a huge walk-in closet, and the adjoining bathroom has a corner soaking tub, separate shower and double vanity. The guest bedroom and bathroom are located down a short hallway, and the third bedroom is at the opposite end of the house from the kitchen. It would be suitable for a hobby room, large office or library.  With beautiful hardwood floors, fresh neutral paint, new bedroom carpeting and a new roof, this home is ready for its new owner. Just a short walk to the clubhouse and pool, you can park your car and have a stroll.  Symphony Village is a community of 395 houses, with mature trees, lush landscaping, and a magnificent clubhouse where myriad activities are available, including frequent social gatherings, holiday picnics, card games, mahjong, language and dance classes, billiards, a vibrant artisan group with  classes and shows, plus a quarterly reception for residents and friends to view the latest art creations. There are bocce courts, tennis and pickle ball courts, and a putting green with many keen players. The outdoor pool is open from May to September, and you can find several shady seating spots if you wish. The indoor heated pool is open year-round, and features a lift chair for those who need it. Water aerobics classes are offered weekdays indoors  or outdoors depending on the season.  Centreville is the Queen Anne County seat, with a historic courthouse, several restaurants, grocery stores, and other essential services. Easy drive to Easton, St. Michaels, Annapolis and Chestertown, and the beach is not too far away.

149 Sonata Way, Centreville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Benson & Mangold, LLC.

635 Davol Rd, Stevensville
$417,500
3 Beds ⋅ 2 Baths
Lovely custom-built one-level rancher home located in the sought-after and desirable, water-oriented Cloverfields community. This spacious one-level home offers a large primary bedroom with a walk-in closet and an en-suite bath featuring a walk-in shower with grab bar and a double-sink vanity. It has two additional bedrooms and a hallway full bathroom with tub. The inviting living room showcases a large front window with a half-moon transom that fills the space with natural light. A charming country kitchen includes a generous cabinet pantry and opens to a dining room with a beautiful built-in corner cabinet. Just off the kitchen, enjoy a large screened-in porch—perfect for relaxing or entertaining. Additional features include a two-car garage with built-in shelving, a large paved driveway and an attractive newer white privacy fence surrounding the spacious yard. The fencing requires no repainting, and the property line extends beyond the back fence. Residents of Cloverfields enjoy outstanding community amenities just minutes away: clubhouse, swimming pool and kiddie pool, beach, pavilions, grills, boat ramp, marina with rental slips, fishing pier, basketball courts, horseshoe pits and playgrounds. This ideal location offers easy access to Routes 50 and 301, Annapolis, Fort Meade, Washington, DC, Baltimore, Easton and more. Close to restaurants, shopping, schools, parks, walking and biking trails—including the Cross Island Trail—and countless recreational activities. ADA features include Hallway is est. 48" wide, front door est 36" wide, hallway door to garage is est 32". The home is selling "as is" and priced to allow the next owner to add personal touches or updates as desired. The gas fireplace has been closed off; it is thought it could be reopened if the new owner chooses, but buyers should verify.

635 Davol Rd, Stevensville

Listing courtesy of Blackwell Real Estate, LLC. Contact:

Selling Office: Omnia Real Estate LLC.

111 Utah Rd, Stevensville
$415,000
4 Beds ⋅ 2 Baths
Seller is offering 2% CLOSING HELP to get you on your way with less out of pocket cost! HOA is not Mandatory! Welcome to your dream coastal retreat on Kent Island! This completely updated 4-bedroom, 2-full-bath rambler sits on a sprawling, tree-lined half-acre lot, offering the perfect blend of modern luxury and active outdoor living. A large, detached garage adds exceptional storage space for your vehicles, golf cart, and coastal gear. Step inside to find a light-filled layout highlighted by a spectacular gourmet chef’s kitchen. Outfitted with stainless steel appliances, a deep stainless sink with a high-arc faucet, and a sleek 4-burner gas stove with a center griddle, this kitchen is a home chef's paradise.The single-story floor plan features four generous bedrooms and two beautifully updated full baths, maximizing comfort and convenience. The primary bedroom has been expanded and the gorgeous primary bath has a high quality, walk-in shower and distinctive, touch of class vanity. Outside, your private half-acre oasis connects seamlessly to the local lifestyle. Enjoy immediate access to the tree-lined walking, biking, and golf cart paths leading directly to the neighboring Blue Heron golf course and driving range. Best of all, you are just 5 miles away from sandy days at Matapeake Beach and sunset fishing at the pier. Don't miss this rare Kent Island gem!

111 Utah Rd, Stevensville

Listing courtesy of DeLuca & Associates Real Estate. Contact:

Selling Office: RE/MAX Executive.

220 Belvedere Ave, Centreville
$414,500
4 Beds ⋅ 2 Baths
Charming Renovated Home in the Heart of Centreville! Welcome to 220 Belvedere Avenue—cute as a button and completely renovated from top to bottom in 2019! This beautifully updated home blends modern comforts with timeless charm, offering move-in-ready convenience in a prime Centreville location. Step inside to find a bright and inviting interior with stylish finishes throughout. The thoughtfully designed layout features a convenient first-floor primary suite, providing comfort and flexibility for everyday living. Situated on a rare double lot, this property offers plenty of outdoor space to enjoy. Relax on the welcoming front porch, perfect for morning coffee or evening unwinding. The fenced backyard provides privacy and room for pets, play, or entertaining, while the detached garage adds extra storage and functionality. Whether you’re looking for your first home, downsizing, or seeking a turnkey property with character, this one checks all the boxes. Don’t miss your chance to own this charming, fully renovated gem in Centreville!

220 Belvedere Ave, Centreville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Rosendale Realty.

200 Newtown Rd, Chester
$412,000
3 Beds ⋅ 3 Baths
Save up to $269/month with a Lender Paid 1 Point Buy Down with an accepted offer by 6/30/26 - ask Lender for Details! Come Check Out the Views of Crab Alley! Welcome to 200 Newtown Road, a charming home perfectly suited for those looking to enjoy Eastern Shore living. The inviting front porch offers the perfect spot to relax and unwind, while the screened porch provides additional space to enjoy the outdoors in comfort. Inside, you’ll find a generously sized kitchen with room for a table for six, ideal for everyday living and entertaining. A sliding door leads to the fenced backyard, offering both convenience and privacy. Enjoy peaceful water views and the freedom of no HOA restrictions. Located just around the corner from Public Landing, this home is perfect for those who love being on the water—bring your boat and take advantage of nearby access. With 3 bedrooms, 2.5 bathrooms, and a price of $445,000, this home offers an excellent opportunity to own near the water in a desirable location.

200 Newtown Rd, Chester

Listing courtesy of Samson Properties. Contact:

Selling Office: Coldwell Banker Waterman Realty.

612 Tanyard Rd, Centreville
$410,000
2 Beds ⋅ 2 Baths
Welcome to 612 Tanyard Road, Centreville, MD. Tanyard Rd is the perfect blend of privacy, convenience, and one-level living in the heart of Centreville. Situated on a beautiful 1-acre lot just outside of town, this freshly painted rancher offers the space and freedom today’s buyers are looking for with NO town taxes and NO HOA. Step inside and you’ll appreciate the comfortable layout and move-in ready condition. Major upgrades like an encapsulated crawlspace provide peace of mind, while the oversized garage offers plenty of room for vehicles, storage, hobbies, or a workshop. Enjoy your morning coffee or unwind after a long day in the relaxing screened-in porch, overlooking the expansive yard with endless possibilities for gardening, entertaining, or simply enjoying the outdoors. Located just minutes from downtown Centreville, this home offers quick access to local shops, restaurants, schools, and parks, while also providing easy access to U.S. Route 301 for commuting to Annapolis, the Chesapeake Bay Bridge, and Delaware. If you’ve been searching for a well-maintained home with acreage, an oversized garage, and the freedom of no HOA restrictions, 612 Tanyard Road is a must-see.

612 Tanyard Rd, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Executive.

909 Petinot Pl, Stevensville
$400,000
4 Beds ⋅ 2 Baths
Welcome to this adorable, move-in-ready 4BR/2BA Rancher, nestled on a sprawling manicured lot (including an in-ground sprinkler system) in a community with fantastic amenities, including a community pool and beach and marina access. Pull into the double-wide driveway, make your way to the covered front porch, and step inside your new home. The main living area offers a spacious open-concept floor plan with vaulted ceilings, creating an inviting sense of space and natural light throughout the softly painted interior. The large living room flows seamlessly into the dining area and kitchen, making this the perfect space for everyday living and entertaining.  The kitchen offers abundant cabinet and counter space, stainless steel appliances, and a separate pantry closet with convenient laundry. A sink positioned beneath the window provides a pleasant view while preparing meals and adds to the functionality of this inviting kitchen.  Down the hall, you’ll find three sizable secondary bedrooms that share a full bathroom, along with a spacious primary suite featuring a double closet and a private full bathroom. From the sliding glass doors in the dining room, step outside onto a large wood deck featuring a convenient roll-up awning that overlooks the expansive yard. The beautifully maintained outdoor space offers plenty of green space, two storage sheds, and abundant possibilities for gardening, entertaining, and more. This home is move-in ready and ideal for any new homeowner. Located near shopping, restaurants, and commuter routes, this adorable rancher offers the perfect combination of comfort, convenience, and outdoor space.

909 Petinot Pl, Stevensville

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: Coldwell Banker Realty.

607 Kimberly Way, Stevensville
$400,000
3 Beds ⋅ 2 Baths
Welcome to 607 Kimberly Way in the sought-after waterfront community of Cloverfields on Kent Island! This charming one-level rancher offers 3 Bedrooms and 2 Full Baths with fresh paint, new flooring, and an updated kitchen ready for you to move right in and enjoy. The functional single-level layout provides comfortable everyday living with bright living spaces, NEW LVP flooring, spacious bedrooms, and easy indoor-outdoor flow. Whether you’re looking for your first home, downsizing, or searching for a weekend retreat near the water, this home offers the perfect blend of convenience and coastal lifestyle. Located just moments from the Cross Island Trail, you can bike or walk to Terrapin Beach, the library, downtown Stevensville, restaurants, shopping, and more. Cloverfields residents enjoy fantastic community amenities including a waterfront clubhouse, private beach, marina, playground, pool, and community boat ramp — making every day feel like vacation living on the Eastern Shore. Conveniently located close to the Bay Bridge for commuters while still offering the relaxed Kent Island lifestyle everyone is searching for. Roof is 4 Years Old. HVAC is 7 Years Old.

607 Kimberly Way, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: RE/MAX Executive.

4604 Main St, Grasonville
$400,000
3 Beds ⋅ 3 Baths
Brand New Construction – Move-In Ready Soon! This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort, thoughtful design, and a location that makes everyday living easy. Step inside to a welcoming family room that flows seamlessly into the open-concept kitchen and dining area, creating a comfortable space for both relaxing and entertaining. The main level features durable LVP flooring throughout, extending into the full bathrooms upstairs for a clean, cohesive look. The kitchen is designed to impress with White soft-close cabinetry, Granite countertops, Stainless steel appliances, and a functional layout perfect for daily living. A washer and dryer are included for added convenience. Upstairs, the owner’s suite offers a walk-in closet and private en suite bath, while two additional bedrooms with ample closet space and a full hall bath round out the 2nd level. Enjoy a flat backyard backing to a wooded/forest retention area, offering a peaceful setting with room to create your ideal outdoor space. Located just moments from Rt. 50 for easy access and only steps from Hunter’s Seafood, you’ll love the convenience of fresh local seafood and nearby amenities right at your fingertips. Don’t miss this opportunity to own a brand new home with modern finishes in a highly convenient location! Professional Photos coming once home is completed...some current photos are virtually staged with AI.

4604 Main St, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Real Broker, LLC - Annapolis.

4606 Main St, Grasonville
$399,900
3 Beds ⋅ 3 Baths
Brand New Construction – Nearing Completion! This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort, thoughtful design, and a location that makes everyday living easy. Step inside to a welcoming family room that flows seamlessly into the open-concept kitchen and dining area, creating a comfortable space for both relaxing and entertaining. The main level features durable LVP flooring throughout, extending into the full bathrooms upstairs for a clean, cohesive look. The kitchen is designed to impress with White soft-close cabinetry, Granite countertops, Stainless steel appliances, and a functional layout perfect for daily living. A washer and dryer are included for added convenience. Upstairs, the owner’s suite offers a walk-in closet and private en suite bath, while two additional bedrooms with ample closet space and a full hall bath round out the 2nd level. Enjoy a flat backyard backing to a wooded/forest retention area, offering a peaceful setting with room to create your ideal outdoor space. Located just moments from Rt. 50 for easy access and only steps from Hunter’s Seafood, you’ll love the convenience of fresh local seafood and nearby amenities right at your fingertips. Don’t miss this opportunity to own a brand new home with modern finishes in a highly convenient location! Professional Photos coming once home is completed...some current photos are virtually staged with AI.

4606 Main St, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: RE/MAX Executive.

1824 Price Station Rd, Church Hill
$399,900
3 Beds ⋅ 2 Baths
Welcome to 1824 Price Station Rd—a 3 bedroom, 2 full bath home offering space, updates, and versatility in a highly convenient location. Situated on a generous homesite in Church Hill and surrounded by scenic farmland, this property enjoys a truly bucolic setting while remaining just minutes from Rt. 301 for an easy commute. Inside, the home features updated flooring throughout, along with a newer kitchen and baths that blend modern finishes with everyday practicality. The spacious eat-in kitchen serves as the heart of the home, complete with a slider door providing access to a spacious deck overlooking the level, private backyard setting—perfect for everyday living and entertaining. A spacious sitting area provides the ideal place for relaxing or hosting guests. The layout flows comfortably with abundant natural light enhancing the interior spaces. The primary suite includes a large private bath, offering a comfortable and private retreat. Step outside to enjoy the peaceful surroundings, where the meticulously landscaped grounds and mature plantings frame the backyard and provide a sense of privacy. The expansive driveway offers a large parking area at the home, along with an additional oversized parking area in front of the detached building—ideal for accommodating multiple vehicles, boats, RVs, and more. A standout feature of the property is the oversized detached building, complete with two spacious bays and a dedicated workshop area. This versatile structure is insulated, heated, and includes plumbing—perfect for hobbyists, contractors, or anyone in need of additional workspace or storage. Offering the perfect balance of rural charm, functionality, and commuter convenience, this property is a rare opportunity to enjoy country living with room to spread out. Mortgage savings may be available for buyers of this listing.

1824 Price Station Rd, Church Hill

Listing courtesy of Redfin Corp. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

100 Clark Ct, Millington
$399,000
3 Beds ⋅ 2 Baths
Welcome Home! Eastern Shore Cape Cod awaits new Owners. Awesome 3 bed 2 bath home has a little bit of something for everyone. Cozy floor plan features entry level bedroom plus 2 large 2nd floor bedrooms. Granite counters, carpet and vinyl plank flooring throughout. Outside features backyard patio for entertaining and large fenced rear yard with room for garden, firepit or critters. The real gem is the 24x36 garage connected by covered breezeway. Room for vehicles, boat, workshop, man cave or she shed. Also included is an outlet for RV hook-up and a flue for garage woodstove. Conveniently located close to public boat ramps, The Crumpton Auction, DE tax Free shopping and Rt 301 for commuters. Minor excluded items

100 Clark Ct, Millington

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Doug Ashley Realtors, LLC.

206 Dulin Clark Rd, Centreville
$399,000
3 Beds ⋅ 3 Baths
Built in 2009 and offering nearly 2,000 sqft of one-level living, this spacious 3-bedroom, 3-bath home combines an open layout with a desirable split-bedroom floor plan. The kitchen serves as the heart of the home, featuring ample cabinet and counter space, a large breakfast bar and pantry, all overlooking the dining area with sliding glass doors leading to the rear deck and backyard. Just beyond, the inviting family room offers a cozy wood-burning fireplace, while a separate living room is filled with natural light from a large bay window overlooking the front yard and surrounding farm fields. The spacious primary suite features a large walk-in closet and an ensuite bath complete with dual vanity sink areas, a jetted soaking tub and walk-in shower. The second bedroom includes a private sitting room, offering flexibility for guests, hobbies or a home office. A third bedroom, two additional full baths and a separate laundry/mudroom complete the interior. Outside, enjoy a large low-maintenance deck overlooking the backyard, where deer, birds and other wildlife are frequent visitors. Two storage sheds provide ample space for lawn equipment, outdoor toys or workshop space, while a blacktop driveway installed in 2023 adds convenience and curb appeal. Ideally located just a block from the Queen Anne’s County 4-H Park and less than 5 miles from Centreville Wharf Park, where you can fish, launch a boat, enjoy the playground or relax by the water. Conveniently situated near popular restaurants and amenities in Centreville, Chester, and Kent Island, with an easy commute to Annapolis and less than an hour to BWI Airport.

206 Dulin Clark Rd, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

101 Marion Quimby Dr, Stevensville
$393,000
2 Beds ⋅ 2 Baths
Waterfront with assigned pier on Thompson Creek – Rare End-Unit Townhome Fantastic opportunity to own an end-unit waterfront townhome with direct views of Thompson Creek, complete with an assigned pier featuring power and water. Inside, gleaming hardwood floors flow through the kitchen and living room. The main level offers a convenient bedroom, while upstairs you'll find a huge loft-style primary suite complete with a spacious primary bathroom featuring an oversized walk-in shower and an equally impressive walk-in closet. A versatile bonus room offers flexibility as a 3rd bedroom or home office. The kitchen offers ample counter space and storage alongside a large dining area, perfect for entertaining. Step outside to a spacious deck to soak in the water views, plus a second private balcony off the primary bedroom. With western exposure, enjoy breathtaking sunsets over the creek every evening. The HOA maintains the pier as well as all exterior upkeep of the home, including the roof and siding, offering true low-maintenance waterfront living. Ideally located on Kent Island, just a half mile to Route 50 and minutes to two shopping centers featuring Food Lion, Target, and a variety of restaurants. Incredible value at $399,000 for waterfront living with a private pier. Furnishings are available for purchase separately, excluding personal items.

101 Marion Quimby Dr, Stevensville

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: Sampson Properties.

624 Romancoke Rd, Stevensville
$390,000
3 Beds ⋅ 2 Baths
Bring the boat. Leave the projects behind. Unbeatable value!!- this fully updated home sits on a double lot in a water-oriented community where waterfront parks and water access are just a short walk away. Inside, easy one-level living meets move-in-ready comfort: hardwood floors, a updated kitchen and two full baths, new windows and siding, an updated roof and HVAC, plus an encapsulated crawlspace. Spend your weekends on the water, come home to a yard with room to spread out, with HUGE deck begging to entertain with large fenced backyard. Unpack your bags and make it yours. The generous double lot leaves room to dream about a spacious outbuilding or future expansion. Matapeake school district. HURRY to claim!

624 Romancoke Rd, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: Coldwell Banker Realty.

117 Dundee Ave, Chester
$390,000
3 Beds ⋅ 2 Baths
Welcome to 117 Dundee Ave! This beautifully maintained 3-bedroom, 2-bath rancher is truly move-in ready and waiting for you to start your next chapter. Nestled on a spacious 0.28-acre lot along a quiet street, the property offers added convenience with a long gravel driveway accessible from both Dundee Ave and Shamrock Road. Step inside to discover a meticulously cared-for interior featuring an inviting open-concept layout, perfect for both everyday living and entertaining. You'll love the sense of space and comfort throughout. Enjoy the unbeatable location—within walking distance to local dining and retail, and just a short drive to numerous waterfront restaurants. Commuters will appreciate the easy access to Route 50 and the Bay Bridge. Don’t miss this rare opportunity to enjoy the perfect blend of peaceful living and everyday convenience!

117 Dundee Ave, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

606 Old Love Point Rd, Stevensville
$390,000
4 Beds ⋅ 3 Baths
Kent Island Living at Its Best – Location, Lifestyle & Unlimited Potential! Rare opportunities like this are becoming harder to find in Stevensville. Nestled within a highly sought-after waterfront community, this spacious 4-bedroom, 2.5-bath home offers the perfect combination of location, lifestyle, and value. Situated directly across from the school and just a short stroll to the community recreation fields, this home provides everyday convenience that families will appreciate. The detached garage offers additional storage, workspace, or room for all your outdoor and recreational gear. Inside, you'll find generous living spaces and a layout designed for comfortable living. While some cosmetic updates could enhance the home's appeal, this is the perfect opportunity for buyers to add their own style and create a home that reflects their personal taste. Rather than paying a premium for someone else's renovations, you'll have the chance to customize the finishes you love while building equity in an established neighborhood where location truly matters. The real showstopper is the incredible community lifestyle. Residents enjoy exclusive access to a private beach, community pool, boat launch, and clubhouse, providing endless opportunities for boating, fishing, swimming, social gatherings, and enjoying the Chesapeake Bay. Imagine spending your weekends on the water, relaxing by the beach, or gathering with neighbors at community events, all just minutes from your front door. Whether you're looking for a primary residence, a place to grow, or an investment in one of Kent Island's most desirable communities, this home delivers exceptional value and endless potential. Homes with this combination of space, amenities, convenience, and opportunity are increasingly rare. Bring your vision, add your personal touch, and discover why so many people are choosing to call Stevensville and Kent Island home. Don't miss this chance to create something truly special while enjoying the waterfront lifestyle you've always wanted.

606 Old Love Point Rd, Stevensville

Listing courtesy of Thyme Real Estate Co LLC. Contact:

Selling Office: Rosendale Realty.

320 Mckay Rd, Stevensville
$390,000
3 Beds ⋅ 1 Baths
Welcome to 320 McKay, where comfort, functionality, and thoughtful updates come together in a desirable Eastern Shore setting. This well-maintained home offers a bright and inviting layout with spacious living areas designed for both everyday living and entertaining. The main living space flows seamlessly into the kitchen and dining area, creating an open and connected feel. The kitchen features ample cabinetry and workspace, making it both practical and welcoming for gathering with family and friends. Generously sized bedrooms provide flexibility for guests, a home office, or additional living space to suit your needs. Step outside to enjoy a private outdoor setting, perfect for relaxing, entertaining, or simply unwinding at the end of the day. Conveniently located near local shopping, dining, and major commuter routes, this home offers easy access to both the Eastern Shore and Western Shore while maintaining the charm of a quieter community. Whether you’re a first-time buyer, downsizing, or looking for a smart investment, 320 McKay presents a wonderful opportunity to own a home that is move-in ready and full of potential.

320 Mckay Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

104 Windsor Ave, Centreville
$390,000
3 Beds ⋅ 2 Baths
If you have been looking for a meticulously maintained and restored house in the center of historic Centreville, look no further. Tucked away on a quiet side street, 104 Windsor is the ultimate example of fine craftsmanship and pride of ownership. From the lush perennial flower gardens surrounding the house, to the careful and thoughtful restorations performed over decades of ownership, no detail has been overlooked. This classic farmhouse with a white picket fence offers original charm with modern upgrades. The millwork and original windows, many with the original glass, have been meticulously restored. The home's improvements include the incorporation of the original slate from the roof of the Centreville Courthouse, laid in the entryway, installation of new storm windows to improve energy efficiency for the original, restored, windows, a new roof, as well as the recent addition of a full bathroom and mudroom off of the kitchen. The house also has ductwork already installed, for easy installation of a central air conditioning system. For the hobby enthusiast, take your pick of workspaces in the basement, boat shed and rear accessory building. If you have been looking for a property where an ADU could be added, look no further as the outbuilding currently used as a workshop and for storage is the perfect size for tiny home living.

104 Windsor Ave, Centreville

Listing courtesy of Taylor Properties. Contact:

Selling Office: Benson & Mangold, LLC.

251 Rings End Rd, Millington
$385,000
3 Beds ⋅ 1 Baths
Nestled along the banks of the Chester River in the historic waterfront town of Millington, this enchanting 1955 cottage offers a rare opportunity to embrace the beauty of Eastern Shore living. Steeped in tradition and situated on the original Rings End Farm property, this special home is rich with local history and timeless character. Surrounded by lush landscaping, mature trees, abundant wildlife, and sweeping river views, the property invites a lifestyle defined by nature, tranquility, and endless days on the water. Eagles soar overhead, herons wade along the shoreline, and the peaceful rhythm of the river creates an extraordinary natural setting in every season. Inside, timeless charm meets comfortable living with thoughtfully designed spaces that celebrate the surrounding landscape. The spacious kitchen features a sunlit breakfast room with large windows framing peaceful backyard and river views, while a separate dining room creates the perfect setting for intimate gatherings. An RO system under the kitchen sink provides added convenience and water quality. The inviting living room is filled with warmth and character, complete with a skylight and cozy wood-burning stove. A generous family room opens directly to an expansive brick patio, seamlessly blending indoor and outdoor living. Three comfortable bedrooms, a large laundry/mud room with side entrance and additional storage, and two substantial outbuildings provide both functionality and flexibility for everyday life and waterfront adventures. Recent improvements include a new well pump installed in 2025 and a new thermostat also installed in 2025, offering additional peace of mind. The true magic of the property unfolds at the water’s edge. Stroll down to your private pier and floating dock (5 foot MWL) where days are spent embracing the very best of waterfront living. Cruise the river by boat, launch a kayak or paddleboard, spend quiet mornings crabbing, or cast a fishing line into the Chester River, known for catfish, spot, sunfish, yellow perch, and other local catches. Whether enjoying an afternoon on the water or simply taking in the breathtaking sunsets from the pier, the river becomes an extension of everyday life and a constant source of recreation. The town of Millington adds to the charm, offering two public parks and a public community swim club complete with pool and tennis courts. Conveniently located to shopping and dining in both Millington and nearby, Chestertown, Middletown DE, the property also offers easy access to Route 301, connecting you effortlessly to Eastern Shore destinations, Wilmington in just about an hour, and Philadelphia in approximately 90 minutes. Whether you're seeking a peaceful weekend retreat or a year-round waterfront sanctuary, this remarkable property captures the essence of refined Eastern Shore living while honoring the history and heritage of the original Rings End Farm.

251 Rings End Rd, Millington

Listing courtesy of Northrop Realty. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

321 Front St, Crumpton
$385,000
3 Beds ⋅ 3 Baths
This one of a kind home in peaceful quiet Crumpton is waiting for you. The property is set on nearly one acre and the lush mature landscaping and large trees create a 3-season privacy screen that changes colors with the seasons. The property is partially fenced for kids and pets. Perennial gardens are a delight and there are garden areas for your veggies and and flowers. The home features a first floor open concept plan with a gas fireplace perfect for those chilly nights, a chef’s kitchen with stainless steel appliances, gas cooking, a half bath for guests and a generously sized separate laundry room with space for a pantry or other storage needs. The first floor primary suite is perfect for aging in place with a large bedroom, walk-in closet, and en suite bath featuring a double vanity, walk in shower and separate soaking tub. The second floor is home to two additional generously sized bedrooms, two walk-in closets and a shared bath with walk-in shower and separate soaking tub. Natural light abounds through the many windows with wide sills and the screened porch awaits your morning coffee and reading pleasure. The front porch is shaded by a mature planting. This home has been meticulously maintained and had a new roof installed in 2024 and a new well in 2025. The heating and AC are generated by an efficient 2-zone Bryant heat pump. This home is across the street from the Chester River on a low traffic lane and the newly refurbished public Crumpton boat landing and dock are a minute away. Shopping in Millington, Chestertown and Delaware are minutes away as is easy access to major highways. If you are searching for the Eastern Shore lifestyle in a quiet community that is close to all the amenities, look no further. This is the home for you.

321 Front St, Crumpton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

106 Utah Rd, Stevensville
$381,400
3 Beds ⋅ 2 Baths
This is an Estate sale and selling all "as is." Seller in process of removing some items but some household contents will remain. Priced well for a quick sell! Property overall has been well taken care of. Andersen windows and thermal doors, hardwood floors in kitchen area, separate laundry room. The fenced rear yard has a detached screened gazebo and a shed. There is an outside entrance to a deck from the kitchen area. Three car garage and off street parking. Three blocks to the Chesapeake Bay and a Community members only small beach area. Close to several county boat ramps and park areas. A road maintenance fee is $40.00 per year and the sewer fee is $300.00 per quarter.

106 Utah Rd, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Coldwell Banker Realty.

115 Watson Rd, Centreville
$380,000
4 Beds ⋅ 3 Baths
Charming 3-story Farmhouse offers the convenience of downtown living & public amenities while enjoying a peaceful rural setting just one block from the Corsica River Wharf. This home is full of warmth & timeless character. Beautiful Heart of Pine hardwoods on the main level with visible square head nails! The Foyer leads into the spacious Living Room, featuring one wall of built-in bookcases, a gas FP accented with custom hand-pressed clay tiles and beautiful mantle handcrafted years ago by the owner’s Father. The LR opens into the Family Room or formal Dining Room, with a wood burning FP (with smoke guard), chimney cabinet on the left side, wall sconces, a beamed ceiling with 3 light prisms from the BR above that add unique character. This room also provides access to the Kitchen, Breakfast Room, and a rear staircase leading to a second-floor bedroom. Adjacent to the FR & Kit is a Breakfast Room with built-in hutch and outside entrance to the side yard. The main-level full bath, accessible from both the Breakfast Room and Foyer, features a large shower and tiled flooring. The Kitchen blends charm & functionality with a large porcelain sink, a convection gas Samsung range, recessed lighting, a wood ceiling, included island and 2 apartment-sized refrigerators, elevated on a wood platform with additional storage underneath. There are open shelves to the right of the Kitchen window and a cabinet below which is perfect for your sheet pans. Just a few steps down—where the top step lifts for hidden storage—you’ll find the mud/laundry room with exterior access to the driveway side of the home. The backyard includes a shed (as-is) and a patio for your enjoyment. The main staircase leads to the owner’s bedroom on the 2nd floor, is quite spacious and connects to the 2nd bedroom which was actually being used as a dressing room. The full bath is located off this room (shower has concrete floor), as well as three closets (top of the closets are cedar), the 2nd floor Sunroom/Office, a staircase to the FR/DR below and a staircase to the 4th BR on the 3rd level. The main staircase leads to the 3rd floor and 3rd bedroom. On this level is a half-bath. Three of the four bedrooms do not have closets. From the front of the home there are limited views of the Corsica River. The lot is .33 acre and has an extended driveway for ample off street parking. This home offers historic charm, handcrafted details and an ideal location!

115 Watson Rd, Centreville

Listing courtesy of RE/MAX Associates - Newark. Contact:

Selling Office: Benson & Mangold, LLC.

12 Queen Anne Way Unit J, Chester
$379,900
1 Beds ⋅ 2 Baths
Enjoy waterfront living in the sought-after Queens Landing community! This Mediterranean style 1-bedroom, 1.5-bath end unit condo offers a unique layout with beautiful water views and multiple outdoor spaces designed to make the most of the setting. The first-level primary bedroom and full bath allow for convenient main-level living. The upper-level loft adds valuable flex space with a wood-burning fireplace, skylights, and an abundance of natural light making it the perfect space for a home office, sitting area, guest space, or cozy retreat. Step outside and choose your view, from the garden-style front patio to the waterside patio out back or the upper-level balcony overlooking the water. With inviting indoor spaces, plenty of natural light, and multiple places to relax outdoors, this condo offers an easy, low maintenance, Eastern Shore lifestyle in a beautiful waterfront community.

12 Queen Anne Way Unit J, Chester

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: RE/MAX Leading Edge.

2645 Cox Neck Rd, Chester
$379,900
3 Beds ⋅ 2 Baths
Welcome to 2645 Cox Neck Road, a move-in ready home in the desirable Harbor View Community of Chester. Offering 3 bedrooms, 1.5 baths, and situated on a spacious .34-acre lot, this well-maintained property combines comfort, convenience, and is priced to sell. Inside, you'll find a bright and inviting floor plan featuring a kitchen with a stylish tile backsplash, ample cabinetry, and luxury vinyl plank flooring. Thoughtfully maintained and updated over the years, this home offers peace of mind with a roof replaced within the last five years, replacement windows, siding, storm doors, and sliding glass door, as well as a recently replaced well pressure tank. Fresh interior paint and included appliances, including the washer and dryer, make moving in easy. Outdoor living is equally appealing with a charming front patio perfect for morning coffee and a large rear patio ideal for entertaining, grilling, or relaxing with family and friends. The beautifully maintained yard offers plenty of space for gardening, outdoor activities, or simply enjoying the outdoors. Two storage sheds provide ample room for tools, lawn equipment, and recreational gear. Located just minutes from Kent Island's popular restaurants, shopping, marinas, parks, and the Cross Island Trail, this home offers convenient access to everything the Eastern Shore lifestyle has to offer. Commuters will appreciate being less than 10 minutes from the Chesapeake Bay Bridge, while Harbor View residents enjoy a strong sense of community with neighborhood gatherings, holiday celebrations, yard sales, and other neighborhood events throughout the year. Whether you're searching for your first home, looking to downsize, or seeking a move-in ready property in a convenient Kent Island location, 2645 Cox Neck Road is an opportunity you won't want to miss.

2645 Cox Neck Rd, Chester

Listing courtesy of Compass. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

1838 Sherman Dr, Chester
$379,000
3 Beds ⋅ 2 Baths
Nestled in the heart of Chester, Maryland on the beautiful Eastern Shore, this charming rancher offers comfort and convenience. Inside, a bright and inviting interior features neutral tones, modern finishes, and a functional layout ideal for everyday living. The light-filled dining area overlooks the backyard and flows into the galley kitchen, complete with stainless steel appliances, ample cabinetry, and an efficient workspace for meal preparation. The living room features durable LVP flooring and large windows that bring in abundant natural light. The primary bedroom includes direct access to a private en-suite bath, while two additional bedrooms offer flexibility for guests, a home office, or hobbies and share a conveniently located full hall bath. Sliding glass doors lead to a private deck overlooking the fully fenced backyard—perfect for relaxing, entertaining, or creating your own outdoor retreat with space for a garden, play area, or future pool. A one-car attached garage and private driveway provide off-street parking and additional storage space for tools, hobbies, or outdoor equipment. Located in a quiet, friendly neighborhood just minutes from Route 50, this home offers easy access to Annapolis, Kent Island, shopping, dining, and Chesapeake Bay waterfronts.

1838 Sherman Dr, Chester

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Realty Navigator.

101 Queen Anne Rd, Stevensville
$377,000
3 Beds ⋅ 2 Baths
Experience effortless one-level living in this charming home, perfectly situated on a desirable corner lot with a private driveway. Freshly painted throughout, the home features beautiful hardwood floors that add warmth and character to every room. Enjoy additional living space in the huge sunroom addition—perfect for relaxing, entertaining, or soaking in natural light year-round. A shed provides extra storage, offering both convenience and functionality. The flexible third bedroom can easily serve as a home office, guest space, or bonus room (note: no closet). Step outside and take in the lifestyle this location offers—just a short walk to the water with peaceful views. You’ll love being within walking distance to Romancoke Fishing Pier and Kayak Launch, ideal for fishing, kayaking, or enjoying a picnic by the water. This home combines comfort, convenience, and a scenic setting—don’t miss your chance to make it yours!

101 Queen Anne Rd, Stevensville

Listing courtesy of Maryland Residential Management Co. Contact:

Selling Office: Long & Foster Real Estate, Inc..

136 Hilltop Dr, Chestertown
$376,000
3 Beds ⋅ 2 Baths
Immaculate 3-bedroom, 2-bath home set on a breathtaking, oversized lot with exquisite mature landscaping and a truly picturesque setting. Surrounded by lush greenery and stunning trees, including a graceful willow, this property offers a serene, park-like atmosphere, with views from nearly every window resembling beautiful landscape artwork. Inside, the home features a bright, open floor plan designed for modern living. A spacious family room flows seamlessly into the generous kitchen, while a separate dining room remains open to the main living areas—perfect for everyday living and entertaining. The kitchen is highlighted by beautiful French doors leading to the back patio, offering easy access for cooking, grilling, and hosting—perfect for summer barbecues and outdoor entertaining. Palladium windows throughout enhance the home with natural light and showcase the spectacular views. The thoughtfully designed layout offers a private primary suite on one side of the home with its own attached bath. Just off the kitchen and near the primary bedroom is a separate laundry room for added convenience. Two additional bedrooms are situated on the opposite side and share a well-appointed full hall bath. Additional features include fresh paint throughout, a side-entry one-car garage, and an extra-large driveway providing ample off-street parking. Tucked away on a quiet cul-de-sac with no through traffic, this home offers a rare combination of privacy, beauty, and tranquility.

136 Hilltop Dr, Chestertown

Listing courtesy of Northrop Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

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