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$195,500
Welcome to the water privileged community of Chester River Beach where you will find this water view lot just waiting to have a new home built on it or save as an investment. Enjoy the added bonus of having a large existing garage or stroll down to the beautiful waterfront park and boat ramp. This lot has public sewer access. Embrace the lifestyle you've always wanted on MDs beautiful eastern shore. Wonderful location, just minutes away from local parks, marina’s, cross island trail, hospitals, restaurants, shopping, recreational activities & convenient to route 50. Sold As Is. Price to sell in this market!! Opportunity to purchase 4 lots totaling 18 acres (including this one) for a reduced price.

903 Chester River Dr, Grasonville

Listing courtesy of Taylor Properties. Contact:

$290,500
2 Beds ⋅ 1 Baths
Huge price drop!! Come and check out this affordable & charming water view cottage nestled in the sought after water privileged Chester River Beach community. This remodeled & inviting home offers the perfect balance of comfort, convenience & lifestyle with plenty of room to add on or up & expand to capture water views. This property is on public sewer. You’ll love spending relaxing mornings or evenings on the front patio or watch the sun set from the waterfront park/boat launch just steps away. Wonderful location, just minutes away from local parks, marina’s, cross island trail, hospitals, restaurants, shopping, recreational activities & convenient to route 50. Check out the virtual tour. Sold As Is at this amazing price. For a limited time only, four lots including the cottage, totaling 18 acres (which may have further subdivision potential), can be purchased together for a discounted price.

901 Chester River Dr, Grasonville

Listing courtesy of Taylor Properties. Contact:

$459,000
3 Beds ⋅ 3 Baths
Privacy & serenity you've been searching for on coveted Kent Island in this beautifully maintained ONE-LEVEL rancher, offering over 1,700 square feet of comfortable living on a secluded 0.65-acre homesite. Featuring 3 spacious bedrooms, 2½ baths, an updated kitchen (2025), renovated full bath (2023), Roof (2015), NEW 100' well (2022), this move-in-ready home combines modern updates with everyday convenience. Step outside to your own private retreat with a fenced backyard, sparkling in-ground pool, shady gazebo, and ample room to entertain or simply unwind. A wide concrete driveway provides generous parking, while the rear wheelchair ramp adds accessibility and flexibility. Perfectly positioned just blocks from the Cross Island Trail and Romancoke Pier, with multiple public boat ramps nearby, you'll enjoy the very best of the Kent Island lifestyle. Local shopping, restaurants, waterfront recreation, and an easy commute to both work and play are all just minutes away. Sunporch off kitchen -new windows convey for future install/finishing. Private, updated, and ready for its next lucky owner—this Kent Island gem is one you won't want to miss.

132 Pennick Dr, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$299,000
The Peters Corner Timber property consists of 32 acres of timber. Timber class can be characterized as an old growth stand of oak species with some hickory and other hardwood species mixed in. The property is improved with electric and a camp site area towards the northern boundary line. No perc test on file with the county. Buyer to perform their own due diligence. A portion of the property is encumbered with an Open Space Easement.

Peters Corner Rd, Sudlersville

Listing courtesy of The Land Group. Contact: (410) 934-3478
$724,999
4 Beds ⋅ 3 Baths
Why wait for new construction when you can move right into this beautiful Simone model in the highly sought-after Four Seasons at Kent Island? This spacious home offers 4 bedrooms, 3 full baths, and the perfect blend of comfort, style, and low-maintenance living.The open floor plan makes everyday living and entertaining easy, with a bright kitchen featuring quartz countertops, stainless steel appliances, a large center island, and plenty of space to gather with family and friends. The cozy gas fireplace adds warmth and charm to the main living area, while the screened patio is the perfect spot to relax with your morning coffee or unwind at the end of the day.The large primary suite offers a peaceful retreat with a spacious walk-in closet, double vanities, and a walk-in shower. Additional bedrooms AND an office provide plenty of room for guests, hobbies, or just about anything you can think of and the convenient mud room adds extra functionality.Living in Four Seasons at Kent Island means enjoying an incredible lifestyle. Residents have access to a stunning 24,000-square-foot clubhouse featuring indoor and outdoor pools, a state-of-the-art fitness center, tennis and pickleball courts, and a full-time lifestyle director who keeps the social calendar full of activities including walking clubs, yoga, mahjong, kayaking, pickleball, and more.Kent Island living is all about making new friends, staying active, and enjoying the lifestyle you've worked hard to achieve. Come see why so many people are proud to call Four Seasons home.

233 Peregrine Dr, Chester

Listing courtesy of Rosendale Realty. Contact: 4107580333
$619,900
4 Beds ⋅ 3 Baths
Welcome home to this spacious and inviting 4-bedroom, 2.5-bath Colonial located in the sought-after community of Mallard Run, with easy access to the nearby bike trail. With an open floor plan and plenty of room to spread out, this home offers the perfect blend of comfort and convenience. The kitchen is truly the heart of the home, featuring granite countertops, a center island, and new stainless steel appliances, all flowing seamlessly into the main living areas. Just off the kitchen, the large sunroom provides the perfect spot to relax, entertain, or enjoy your morning coffee. Beautiful bamboo flooring adds warmth and character throughout much of the home, while the pellet stove creates a cozy atmosphere during the cooler months. A first-floor laundry room adds everyday convenience. Upstairs, the spacious primary suite offers a walk-in closet and a private bath with double vanities. Three additional bedrooms provide plenty of space for family, guests, or a home office. Step outside to enjoy the composite deck and patio, ideal for summer cookouts and outdoor gatherings. There is even an existing pad for you to bring your hot tub! Additional updates include a roof that's approximately 6 years old and an HVAC system that's approximately 4 years old. If you've been looking for a well-maintained home in a desirable neighborhood with room to live, work, and entertain, this one is not to be missed.

324 Web Foot Ln, Stevensville

Listing courtesy of Rosendale Realty. Contact: 4107580333
$2,840,000
5 Beds ⋅ 4 Baths
Privacy without isolation - Rare Find - 2 comfy houses on one waterfront property! Each with unobstructed views of the picturesque Cox Creek before it enters the Bay. Discover a captivating traditional charm in this vintage cape cod ( 3-bedrooms, 2-bathrooms) recently updated in spring 2026. The former detached garage converted into the guest cottage (2BR, 1.5 BA) has a fabulous screened porch you'll spend endless hours on. A separate building provides versatile storage for equipment or hobbies. Nestled in a serene rural setting, this home boasts picturesque views along the banks of Cox Creek, offering panoramic western vistas that will take your breath away, especially as the sun sets on the horizon. Step inside to find a thoughtfully designed interior featuring rich wood floors in most rooms. Upgraded countertops and new appliances elevate the kitchen, convenient to the screened porch perfect for gatherings. The living room, complete with a brick fireplace, invites warmth and relaxation. Enjoy the convenience of an entry-level bedroom, or home office, in this traditional floor plan that flows seamlessly throughout. The exterior amenities are equally impressive, featuring a private shoreline and a circular gravel driveway that accommodates ample parking. With 548 feet of waterfrontage, indulge in fishing, boating, or simply soaking in the tranquil surroundings. The property includes a private dock with electric hoist and ramp, making water access effortless. . The secluded parcel offers year-round access, ensuring your retreat is always within reach. This home is not just a residence; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this serene haven your own! Less than 30 minutes to Annapolis, 50 minutes to Baltimore or DC.. Convenient to area restaurants and points of interest. Not under subdivision restrictions. Perfect for multi-generational living, private guest quarters, or possible rental income. Room for expansion of living spaces, outdoor sports court, horseshoes, bocci, or gardens.. Former waterside pool could be revitalized, subject to county approval.

300 Woods Point Rd, Chester

Listing courtesy of Tidewater Properties. Contact:

$369,000
**Seller is motivated and ready to move on to the next project—**all offers will be considered! Currently priced significantly below assessed value. This west-facing waterfront lot on Winchester Creek offers over 4 acres of private, NO-HOA living directly off the Chester River. A fully engineered site plan is complete and ready for final submissions—over a year of professional engineering has gone into identifying the ideal build site, saving you time and effort in the permitting process. Enjoy immediate use of the waterfront this season while your new home is under construction. The property features a pier, boat ramp, and partially bulk headed shoreline, providing excellent water access from day one. By boat, you're just minutes from the world-famous Kent Narrows, with Rock Hall and Chestertown nearby. The fishing here is top-notch, with the Chester River producing some of the Eastern Shore’s largest catfish and snakeheads, in addition to excellent salt and brackish water opportunities. Calm and protected, Winchester Creek is ideal for kayaking and paddle boarding. Bring your own builder or use ours—this is a rare opportunity to create your dream waterfront retreat.

715 Winchester Creek Rd, Grasonville

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$499,900
3 Beds ⋅ 2 Baths
Move-In Ready! Modern One-Level Living on a Spacious Half-Acre Lot Completed and move-in ready, this beautifully built 3-bedroom, 2-bath ranch home offers the perfect blend of quality craftsmanship, thoughtful design, and easy living. Situated on a generous half-acre lot in a peaceful country setting, this home features the convenience of one-level living with a slab foundation, providing minimal steps to enter and eliminating the need for stairs inside. Step inside to an inviting open floor plan highlighted by cathedral ceilings that create a bright and spacious living, dining, and kitchen area—ideal for both entertaining and everyday living. The kitchen has been thoughtfully upgraded with granite countertops, soft-close cabinetry and drawers, stainless steel appliances, and plenty of cabinet and countertop space. The well-designed layout offers excellent privacy, with the primary suite separated from the additional bedrooms. The spacious primary bedroom includes a private full bath and a large walk-in closet, while two additional bedrooms provide flexibility for family, guests, or a home office. Outside, you'll enjoy the privacy and room to spread out that comes with a ½-acre lot, offering plenty of space for outdoor entertaining, gardening, play, or simply relaxing and enjoying the peaceful surroundings. Features include: Move-in ready – no waiting to build 3 Bedrooms | 2 Full Bathrooms Spacious ½-acre lot One-level living with minimal steps Open-concept floor plan Cathedral ceilings in the living room and kitchen Granite countertops Upgraded soft-close cabinetry and drawers Stainless steel appliances Luxury vinyl plank flooring Attached 2-car garage Peaceful country setting Whether you're looking to downsize, purchase your first home, or simply enjoy the convenience of one-level living, this home offers modern finishes, an efficient floor plan, and the comfort of a brand-new home that's ready for immediate occupancy. Don't wait months for new construction—this beautiful home is complete, move-in ready, and waiting for its new owners. Schedule your private showing today!

705 Carmichael Rd, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$299,999
Tenant occupied, income producing two unit property in downtown Grasonville now available! The front house (B) rents for $1200 per month to a month to month tenant. The house (B) has 3 bedrooms and 2 baths. The 2 bed 1 bath second floor garage apt rents for $1378 per month to month to month tenants. All tenant spay their own utilities.

106 Phyllis Ct, Grasonville

Listing courtesy of Alberti Realty, LLC. Contact: 4439818000
$399,999
3 Beds ⋅ 2 Baths
Just Reduced now under $400,000... Welcome to 624 Romancoke Road on Kent Island. This beautiful 3 bedroom, 2 full bath Rancher is move in ready and awaiting it's next owner. Situated on a large lot with easy 2 minute access to the Chesapeake Bay Bridge, and easy commute to Annapolis, DC and Baltimore. No worrying about a private well or septic, this home is on public water and sewer. Fully renovated in 2016 with HVAC, appliances and roof in 2017, recent updates include the crawl space encapsulation 2025, additional attic insulation 2025, new windows 2024, front door and rear sliding door 2025 and the rear deck refurbished 2023. The second front door leads to the 3rd bedroom w/full bathroom or possibly a in-law apartment with privacy door leading into the kitchen. Located in the Bay City community that includes a boat ramp and pavilion, and a 2nd park located on the Chesapeake Bay with a tot lot. The feel of this home is bright and welcoming and the fenced rear yard allows for plenty of room for a future garage or pool. Take a tour of this home that will be available for a quick settlement.

624 Romancoke Rd, Stevensville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$899,000
5 Beds ⋅ 4 Baths
Discover the perfect blend of modern comfort and peaceful Eastern Shore living in this exceptional home nestled at the end of a cup-de-sac in the desirable Willow Branch East community. Built in 2022 and situated on a private 1.25 acre lot backing to mature trees, this exceptional home offers over 4,300 square feet of thoughtfully designed living space in a peaceful Centreville setting. A welcoming front porch and entry foyer with elegant staircase set the tone as you step inside. The open-concept main living area features soaring two-story ceilings, creating a bright and inviting space centered around the beautifully appointed kitchen with quartz countertops, abundant cabinetry, and seamless flow into the spacious living room. The adjoining dining area overlooks the backyard and opens to the rear deck, making indoor and outdoor entertaining effortless. The main-level primary suite provides the convenience of first-floor living and includes a spacious walk-in closet and private bath. Also on the main level are a dedicated home office, a formal living room that can easily serve as a dining room, and a laundry room with convenient access to the side-entry three-car garage. Upstairs, you'll find a private bedroom with an en suite bath, three additional bedrooms, a full hall bath, and a large versatile bonus room ideal for a playroom, home office, fitness room, or guest space. The full unfinished basement with a rough-in for a future bathroom offers endless possibilities for additional finished living space. Additional highlights include a paved driveway, tankless water heater, water treatment system, and an ideal location just minutes from historic Centreville with convenient access to Route 301, Annapolis, Easton, and the Chesapeake Bay Bridge. Combining modern construction, flexible living spaces, and exceptional privacy, this move-in ready home is one you won't want to miss.

143 Thicket Ct, Centreville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,400,000
5 Beds ⋅ 4 Baths
Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill the home with natural light while framing the ever-changing waterfront backdrop. Designed for both everyday living and effortless entertaining, the main level features an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The gourmet kitchen is equipped with gas cooking, abundant cabinetry, and generous workspace, allowing you to prepare meals while enjoying stunning views of the water. With five bedrooms and three-and-a-half baths, there is plenty of room for family and guests. Thoughtful design elements throughout the home maximize both functionality and comfort while keeping the focus on the incredible waterfront setting. Step outside and discover a boater's dream. The private pier is equipped with electric, water, three boat lifts, including a 20,000-pound lift, 10,000-pound lift, and 2,500-pound lift, offering exceptional flexibility for multiple vessels and watercraft. Spend your days on the water and return home to breathtaking sunsets over the Chester. Additional features include a NEW roof, 2 - 1 year old HVAC systems, tankless hot water heater, attached two-car garage with excellent storage, 50 amp RV hook up, and the quality craftsmanship expected in a custom-built waterfront residence. Whether you're searching for a year-round residence or the ultimate waterfront getaway, 952 Chester Beach Road offers a rare opportunity to enjoy unmatched views, premier boating access, and the relaxed lifestyle that makes Maryland's Eastern Shore so special.

952 Chester River Dr, Grasonville

Listing courtesy of Samson Properties. Contact: 7033788810
$1,750,000
9 Beds ⋅ 4 Baths
Experience some of the most captivating views the Chesapeake Bay has to offer. Perfectly positioned at the first exit off the Bay Bridge, this waterfront property showcases sweeping water views, stunning sunrises, and a front-row seat to the iconic Chesapeake Bay Bridge. The shoreline is ideal for enjoying the Bay lifestyle-launch a kayak, paddleboard, jet ski, or small skiff right from your backyard, spend the day fishing or crabbing, and unwind while watching the backdrop of the Bay Bridge. Like new construction this home was built just three years ago, this remarkable home offers 9 bedrooms plus a den, this includes a private 4-bedroom in-law suite with its own kitchen/laundry and entry perfect for in-laws, guests or even its own apartment. Public water and public sewer provide added convenience, while the location offers easy access to shopping, dining, and everyday amenities without ever having to navigate Route 50. Whether you're seeking a waterfront family compound, vacation getaway, or year-round residence, this property combines modern living, unmatched convenience, and unforgettable Chesapeake Bay views. Lot next door is included in sale giving home just under 1 acre.

410 Wallman Way, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$484,500
3 Beds ⋅ 2 Baths
New List Price for this beautifully maintained and truly move in ready, this spacious home offers comfortable single level living with thoughtful upgrades throughout. Featuring 3 bedrooms and 2 full baths, the property showcases luxury vinyl plank flooring in the spacious living room, dining area and kitchen. The home is filled with natural sunlight, enhanced by new Andersen tilt in windows in the bedrooms and kitchen, plus an oversized Andersen French door leading from the sunroom to the rear patio. The sunroom features a tiled floor, creating a bright and relaxing space year round. The kitchen provides ample cabinet storage, two pantries, granite countertops, an eat in area, and a built in desk. The spacious master suite includes a walk in closet and private bath with granite counters. A large living room flows seamlessly into the adjoining dining area, offering an open and inviting layout. Major improvements include: Encapsulated crawl space (2021),New roof (2020),New 6" gutter guard system with underground drainage (2022),New brick patio and steps off the sunroom (2023),Recent property survey and staking for buyer convenience Additional features include a 2 car garage with pull down attic access and newly insulated side walls. Attractive, neutral color schemes run throughout the home, creating a warm and welcoming atmosphere. Best of all—NO HOA dues. Note virtual staging. This well cared for property offers comfort, quality, and convenience in the desirable North Brook community. Enjoy the amenities that Historic Centreville has to offer, the wharf, trail, parks, resturants and more.

114 Edenderry Ave, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact: (443) 988-0483
$389,000
3 Beds ⋅ 2 Baths
**USDA zero down payment financing with favorable rates available for this property** Fantastic Price Improvement!! This charming ranch-style home, renovated in 2020, offers a perfect blend of modern comfort and classic appeal. With a thoughtfully designed living space, this residence features three inviting bedrooms and two full bathrooms, including a luxurious primary bath with upgraded countertops and a walk-in tiled shower. The heart of the home is the spacious eat-in kitchen, complete with stainless steel appliances, an island for casual dining, and a family room that flows seamlessly off the kitchen, making it ideal for gatherings. Natural light abounds and the recessed lighting & ceiling fans enhance the warm ambiance throughout. Step outside to enjoy the maintenance-free deck and porch, perfect for relaxing or entertaining while overlooking the level fenced rear yard. Abundant off-street paved parking for numerous boats, RV's & vehicles. Situated in a welcoming community, this home is surrounded by well-maintained parks and recreational areas, providing ample opportunities for outdoor activities including; boating, fishing/crabbing, cook-outs & swimming on the sandy beaches along the scenic Chesapeake Bay. With easy access to restaurants, shops and a friendly neighborhood atmosphere, this property is not just a house; it's a place to create lasting memories. Experience the comfort and community spirit that this lovely Stevensville home and Kent Island lifestyle has to offer!

105 Bobbit Ct, Stevensville

Listing courtesy of Beam Realty Group, Inc.. Contact: 4438656969
$699,000
3 Beds ⋅ 2 Baths
Coastal cottage charm meets waterfront living on picturesque Crab Alley Creek. Offering 120 feet of shoreline and direct access to the Eastern Bay, this beautifully maintained home combines privacy, convenience, and the very best of the Chesapeake lifestyle. A pier permit already in hand provides an exciting opportunity for the next owner to further enhance their waterfront experience. This move-in-ready residence features 3 bedrooms, 2 full baths, and a versatile bonus room that can serve as a home office, guest room, or potential 4th bedroom. Meticulously updated and lovingly maintained throughout, pride of ownership is evident at every turn. Thoughtful upgrades create a warm and inviting atmosphere, including under-cabinet lighting and dimmer switches throughout the home, allowing you to create the perfect ambiance for any occasion. The kitchen is both stylish and functional, featuring an additional beverage refrigerator, making entertaining family and friends a breeze. The bathrooms offer a touch of luxury with heated floors and built-in Bluetooth speakers, creating a spa-like retreat within your own home. Situated on a large, level waterfront lot, the property is designed for both relaxation and recreation. Across the creek, protected conservation land provides a peaceful, natural backdrop and exceptional privacy rarely found on the water. Raised garden beds offer the opportunity to grow your own herbs and vegetables, while the detached garage, two storage sheds, and attic provide ample space for tools, equipment, seasonal items, and all your waterfront essentials. Spend your evenings gathered around the fire pit overlooking the water, launch a kayak from your backyard, or cruise to one of the many waterfront restaurants accessible from the Eastern Bay. Whether you're entertaining guests or enjoying a quiet sunset, this property embraces the laid-back charm of coastal living. Conveniently located just 10 minutes from the Bay Bridge, 20 minutes from Annapolis, and approximately 90 minutes from the beach, you'll enjoy easy access to everything while feeling worlds away. A rare opportunity to own a turnkey waterfront retreat in one of Kent Island's most desirable locations, where every detail has been thoughtfully curated for comfort, convenience, and enjoyment.

205 Riverside Dr, Chester

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$1,275,000
4 Beds ⋅ 3 Baths
WATERFRONT LIVING on Winchester Creek! This wonderful 4 bedroom, 2.5 bath Grasonville estate offers the ultimate Eastern Shore lifestyle, fully refreshed with a newly painted neutral interior, gleaming refinished hardwoods, and carpet. A grand 2-story foyer with a palladium window, transom accents, and elegant French doors welcomes you inside. The main level features 11' ceilings, a great room with fireplace and a bank of windows with water views, a separate dining room, bright breakfast room, and a fabulous kitchen with an island, pantry, and reverse osmosis water filtration. The main floor primary suite boasts a walk-in closet and a no-threshold shower, complemented by a full, hall bath and convenient half bath. Upstairs, a versatile bonus space features custom built-ins— perfect for an office and media space. Your outdoor resort awaits: a Trex deck with built-in benches and retractable awning leads to a custom paver patio and a sparkling 18’ x 37’ saltwater pool with a tranquil waterfall feature. Boaters will love the deeded boat slip (#10), mooring pile, and private boat lift. Rounding out this incredible home is an oversized 2-car garage with storage space, HVAC (2018), buried 500-gallon propane tank, and full water conditioning system and lush landscaping.

104 Port Ct, Grasonville

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

$699,000
4 Beds ⋅ 2 Baths
This two home listing in historic Stevensville is in walkable distance to Kent Island Elementary School, Stevensville Middle and Kent Island High School. The front house was built in 1932 and the back house was built in 1980 as a garage and is now a solid home with perfect bones. This property is being sold as-is and not a traditional listing. There will only be two open houses on two different weekends that have not been determined yet. Please do not drive on the to property because there are two different tenants that live there. This property is zoned residential and commercial.

412 Main St, Stevensville

Listing courtesy of Cottage Street Realty LLC. Contact:

$510,000
3 Beds ⋅ 2 Baths
Welcome to 103 Opera Court in the sought-after, active 55+ community of Symphony Village at Centerville. This expanded Vivaldi model features three bedrooms and two full bathrooms on an oversized corner lot across from parklands and with no home behind the paver patio. Pull up to your side loading garage and take the short path to the front door, with a quaint covered porch for slow evenings and watching nature go by. Once inside, the spacious foyer offers a dry bar with mini-fridge and architectural pillars lead to an open concept living space. You’re invited in by unobstructed views from the dining area through the living area into the family room extension with a vaulted ceiling and fireplace with marble surround. There is beautiful, engineered hardwood flooring throughout the public spaces. Unmatched natural light drenches the entire space which centers on the cozy gas fireplace for ease of use on the few chilly winter nights. The gourmet, open style kitchen features gorgeous cabinetry, granite countertops, stainless steel appliances, including double wall ovens that are sure to please any chef. The primary bedroom suite has brand new carpeting, a sitting area with vaulted ceiling, a tray ceiling above the bed for added drama, and double walk-in closets. The primary bath features separate vanities, a jetted soaking tub and a custom, walk-in tub. The second bedroom is down the hall from the entry and is adjacent to the second well-appointed full bath. The third bedroom, at the front of the home, is a perfect flex space and could be a bedroom, office, or studio. It also has wood floors and plenty of natural light. Tucked away at the center of the home is the laundry which is on the way to the two-car garage. The garage features a “sky basement” above, which is partially finished and can be used for storage. Outside the French doors in the family room is a paver patio, perfect for entertaining, dining alfresco or taking your morning coffee. For peace of mind and low utilities, this home also has solar panels and a whole house generator. The community takes care of the grounds, leaving you more time to relax and enjoy the peace and quiet and the many amenities! There are paths for walking or biking, including one leading to the local shopping center, pickleball and tennis courts, putting green, bocce ball courts and a resort style outdoor pool. The clubhouse features a concert hall, billiards room, fitness room, bar, party rooms, dining room, and an indoor heated pool open every day. Activities include classes to learn a variety of skills, social hour, arts and crafts, game and card nights, an artist guild with quarterly art shows and much more for the low HOA fee. The historic and charming town of Centerville is minutes away with wonderful restaurants and shops, and a wharf for boating, paddling or a picnic. Enjoy the slower pace of the eastern shore while remaining close to the ocean beaches and the city life across the Chesapeake Bay. This home has SO MANY UPGRADES and beautiful views – it’s a very special property.

103 Opera Ct, Centreville

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

$375,000
3 Beds ⋅ 2 Baths
Opportunity meets location at this charming 1891 farmhouse situated on a spacious ¾-acre lot just a few short miles off 301 . Located within the Village Center District, this unique property offers the flexibility and visibility that entrepreneurs, tradespeople, hobbyists, and investors have been searching for. And NO TOWN TAXES. The home features 3 bedrooms and 2 full baths, blending historic character with thoughtful updates including granite countertops and stainless steel appliances. Outside, the standout feature is the impressive 32' x 24' detached garage with two 10' x 10' doors, providing ample space for a workshop, storage, equipment, vehicles, or business operations. Whether you're looking for a place to call home, a property with room to grow your business, or a combination of both, the possibilities here are hard to find. Enjoy the convenience of being just minutes from downtown Centreville, schools, shopping, dining, and major commuter routes while maintaining the space and flexibility that only a property like this can provide. Bring your vision and explore the potential of this rare Village Center opportunity. Buyers to complete their own due diligence for permitted use of the property and fees.

1645 Ruthsburg Rd, Centreville

Listing courtesy of Samson Properties. Contact: 7033788810
$575,000
5 Beds ⋅ 5 Baths
Beautiful Upgraded Townhome in a Prime Location Enjoy the perfect blend of space, style, and convenience in this exceptional four-level townhome, ideally located for easy commuting and close to shopping, dining, and everyday essentials. This spacious home features numerous upgrades, including a stunning oversized kitchen island, quartz countertops, designer backsplash, stainless steel appliances, and luxury vinyl plank flooring throughout the main living areas. The open-concept layout offers abundant living space, with a large living room and dining area that comfortably accommodates six or more guests. A unique fourth-floor level provides incredible flexibility, making it ideal for a home office, guest suite, or potential fifth bedroom. This level includes its own full bathroom, living area, and walkout deck, creating the perfect private retreat. At entry level this town house has a finished bedroom and bath which is unique, most units don't have a finished bedroom and bath. With 4.5 bathrooms, this home is designed for comfort and convenience. The laundry room is thoughtfully located on the bedroom level, making everyday living easier. Additional highlights include: - Four level of living space that feels more like a single-family home. -Spacious primary suite and generously sized bedrooms. -Two car Garage plus, two car parking pads. - Modern finishes and upgrade throughout. Residence enjoys outstanding community amenities, including a community pool, kayak storage, and a pier for water enthusiasts. Conveniently located near target, food lion, and Starbucks, restaurants, and other popular retailers, this home offers everything you need just minutes away. Don't miss the opportunity to own this beautifully upgraded townhome with exceptional space, flexibility, and amenities in a highly desirable location.

212 Jessica Lyn Ave Unit #G3, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$200,000
3 Beds ⋅ 2 Baths
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!

107 2nd St, Crumpton

Listing courtesy of Marathon Real Estate. Contact:

$514,900
5 Beds ⋅ 3 Baths
Welcome to 101 Edenderry Avenue, where space, comfort, and everyday functionality come together in one of Centreville's most desirable communities. Offering 5 true bedrooms, this home provides the flexibility today's buyers are searching for, whether you need space for a growing family, guests, a home office, or hobbies. The heart of the home is the spacious kitchen featuring abundant cabinetry, generous counter space, and a center island that opens seamlessly to the breakfast area and inviting family room, making it ideal for everyday living and entertaining alike. Natural light pours into the beautiful sunroom, creating the perfect spot to enjoy your morning coffee, unwind with a good book, or simply take in views of the private backyard. Formal living and dining rooms provide additional gathering spaces, while the thoughtfully designed floor plan offers room for everyone to spread out. Upstairs, you'll find five generously sized bedrooms, including a spacious owner's suite with a private bath and walk-in closet. Every bedroom offers comfortable living space, making this home a standout for buyers looking for true bedroom count without compromise. Step outside to enjoy the oversized backyard with plenty of room for entertaining, play, gardening, or creating your own outdoor retreat. Located in the sought-after North Brook community, you'll enjoy sidewalks, community amenities, nearby parks, schools, shopping, dining, and an easy commute to Annapolis, Easton, and the Bay Bridge. If you've been searching for a move-in ready home with 5 bedrooms, spacious living areas, and exceptional value in North Brook, this is an opportunity you won't want to miss.

101 Edenderry Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$575,555
4 Beds ⋅ 3 Baths
*Some images have been digitally enhanced / virtually staged for illustrative purposes only* Discover the perfect blend of coastal living and everyday comfort in this spacious 4-bedroom, 3-bath single-family home located in the lovely area of Stevensville. Set on a generous 0.39-acre private fully fenced in lot. Ideal for those who enjoy entertaining, recreation, gardening or simply rest and relaxation with the Chesapeake Bay in your own backyard. Inside, you’ll find a bright and welcoming flexible floorplan layout featuring multiple living areas, a well-appointed kitchen, a beautifully decorated, spacious and bright morning room and much more. A home suited for families or multi-generational living. Recent updates include energy-efficient windows, a french drain around the home, modern appliances, improved insulation, upgraded water systems, and refreshed finishes, providing peace of mind and added comfort. The spacious backyard offers endless possibilities—gardening, play areas, or outdoor gatherings—while the property’s ample parking, carport/garage, and room for boat storage make it a standout for those who love life on the water. Just a short distance from your own neighborhood private beach, nearby marinas and restaurants. This home delivers coastal charm on the Eastern Shore. Conveniently located near Route 50...Come and visit us! A rare opportunity you don't want to miss to own in one of Kent Island’s most sought out water-access neighborhoods.

511 Chesapeake Ave, Stevensville

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$549,000
4 Beds ⋅ 3 Baths
Huge price reduction.... 130 Opera Court in the sought after community of Symphony Village at Centreville. If you've been waiting for that home resting on an exceptional lot backing to an open area and woods, then this is the home you've been waiting for. The beautiful 4 bedroom, 3 full bath home is exceptional, move in ready and just waiting for you. As you enter the home, your eyes will be drawn to the bright open floorplan and the rear windows overlooking the large deck that expands across the entire rear of the home. On the right, you'll find the front guest bedroom/office, a second guest bedroom, full bath, laundry room and access to the garage and lower level of the home. Moving through the home, you'll pass through the large living area with double sided propane fireplace, mounted TV that conveys with the home and the relaxing area and dining area on the rear overlooking the large lot backing to beautiful woods. To the right is the gourmet kitchen with granite counters, appliances including a gas stove and under cabinet lighting. The expansive primary suite is a must see with French Doors leading to the balcony, his and her walk-in closets and the primary bath with a large walk-in corner shower. Moving to the lower level, you'll find a large family area, another guest bedroom, full bath, a massive amount of storage area and a workshop leading to the rear exterior of the home. This home rests on a premium wooded lot for your relaxation while enjoying the wildlife that the area has to offer.

130 Opera Ct, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$850,000
4 Beds ⋅ 3 Baths
Nestled within the serene enclave of Goose Point Estates, this exquisite one level living home offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This residence boasts a modern aesthetic while retaining its timeless charm. Step inside to discover a spacious 2,141 square feet of meticulously designed living space. The interior features a warm palette complemented by rich hardwood flooring and plush carpeting, creating an inviting atmosphere throughout. Crown moldings and chair railings add a touch of elegance, while recessed lighting and skylights bathe the space in natural light. The heart of the home is undoubtedly the gourmet kitchen, equipped with upgraded countertops and ample table space for casual dining. High-end appliances, including a self-cleaning oven, built-in microwave, and energy-efficient dishwasher, make cooking a delight. The adjacent family room, complete with a charming wood-burning fireplace, provides a perfect retreat for relaxation. This residence features four generously sized bedrooms, including a main-level bedroom for convenience. The luxurious master suite offers a walk-in closet and a spa-like bathroom with a stall shower included with a hot tub, ensuring a private oasis for unwinding after a long day. Outside, the property is equally impressive, set on a sprawling 2.4-acre lot surrounded by lush trees and serene woods, providing a tranquil backdrop for outdoor living. Enjoy evenings under the stars in the hot tub or host gatherings with friends in the beautifully landscaped yard. The exterior is adorned with thoughtful features such as bump-outs, exterior lighting, and flood lights, enhancing both functionality and aesthetics. Additional highlights include a spacious attached garage with extra storage, main-floor laundry for added convenience, and a water treatment system for peace of mind. This home is not just a residence; it's a lifestyle choice, offering a perfect blend of luxury, comfort, and nature. Experience the best of both worlds in this exceptional property, where modern amenities meet the tranquility of nature, creating a perfect sanctuary to call home. Goose Point Estates is just minutes away from route 50 and the Chesapeake Bay Bridge but far enough away from all the traffic.

121 Eareckson Ln, Stevensville

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

$599,900
3 Beds ⋅ 3 Baths
NEW PRICE — A GREAT OPPORTUNITY IN PROSPECT BAY! Offering approximately 2,850 square feet of living space, this contemporary presents an opportunity to enjoy the Prospect Bay lifestyle at an attractive price point. Available for the first time since 1999, this well-loved home is ready for its next chapter. The spacious family room features a brick fireplace, cathedral ceiling and triple sliders opening to the deck and backyard. The kitchen offers lovely cabinetry, generous counter and storage space, and plenty of room for casual dining. Two bedrooms are conveniently located on the main level, along with a separate dining room and dedicated mudroom with laundry. Upstairs, the spacious primary suite offers privacy, while a loft overlooking the family room provides flexible space for a home office, sitting area, or additional living area. Oversized 2-car garage, plus deck overlooking the backyard. Located in Prospect Bay Golf & Country Club, where residents enjoy golf, swimming pool, tennis courts, boat ramp, and clubhouse with restaurant. Bring your ideas and make this home your own while enjoying all that Prospect Bay has to offer.

24 Fairway Is, Grasonville

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

$595,000
2 Beds ⋅ 3 Baths
Beautiful fourth-floor condo offering nearly 2,000 square feet of living space, featuring two bedrooms, a home office, two full baths, and a half bath. Enjoy morning sun from the oversized porch, a spacious living room, and an open-concept layout designed for comfort and entertainment. Highlights include luxury flooring, a fireplace, and a beautifully appointed kitchen with an oversized center island and quartz countertops stainless steel appliances and much more. This unit also includes a one-car garage and private storage space. The community offers unparalleled amenities and gorgeous water views, creating the perfect Chesapeake Bay lifestyle. Enjoy walking trails, outdoor tennis courts, indoor and outdoor pools, and a 23,000-square-foot clubhouse with outdoor spaces, a ballroom, test kitchen, outdoor bar, and community pier, views of the Chester River.

1000 Herons Nest Way Unit #43, Chester

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$999,000
4 Beds ⋅ 3 Baths
Farm Compound., with three homes! Each home is independent with separate addresses, all on 48 acres. The lands include woods and a pond. The primary home is 2800 square feet just recently remodeled. Open concept living all the rooms are very spacious with a kitchen with tons of storage and lots of counter space. There is an office space as well so many options to use as additional bedrooms or hobby room. A laundry area that is a room not a closet. The HVAC system was just replaced on the main home, as many other features of this house. Number two house was just put on the property in 2025, Clayton Holmes three bedrooms two baths would make a wonderful in-laws house or a rental. Number three house sits to the back of the property again is its own separate structure, is a remodled single wide. Would make an excellent income, Property or a caretaker residence. This property offers so many options it’s unlimited. It also includes a 30 x 50 insulated pole barn with a concrete floor electric separate meter and pitcher pump. Two pasture areas exist with shelter for live stock they currently have goats. This is a absolutly one of a kind property if you want to have a Equine center lots of room to build a indoor arena or to raise livestock. The entire family can live here and have there own house. Would be an excellent Equine center good pastures building could be converted to stalls. The current owners have greatly improved the property it is now waiting for the next care takers to see what they do with this special property and its new use.

420 Duhamel Corner Rd, Marydel

Listing courtesy of Benson & Mangold, LLC.. Contact: (410) 479-0777