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201 Winchester Dr, Centreville
$609,900
4 Beds ⋅ 4 Baths
Welcome to this spacious Cape Cod situated on a generous corner lot in Centreville's Hunters Ridge neighborhood. Offering four bedrooms, two full and two half baths, and multiple living spaces, this home provides a flexible layout with plenty of room to gather, entertain, work from home, or spread out. The main level features a primary bedroom, along with formal living and dining rooms and a kitchen that flows into the family room for comfortable everyday living. A cozy wood stove adds warmth and character, while the sunroom provides another inviting space to relax and enjoy views of the backyard. Upstairs, you'll find two additional bedrooms, while the fourth bedroom is located above the garage with its own half bath. This separate space offers plenty of versatility and could work beautifully as a private guest area, home office, hobby room, or bonus space depending on your needs. Outside, the deck overlooks the spacious backyard, offering plenty of room to relax, entertain, or enjoy the outdoors, while a shed with electric provides additional storage or workspace. With a main-level primary bedroom, three additional bedrooms, multiple gathering spaces, a sunroom, and no HOA, this Hunters Ridge home offers a layout that can easily adapt to the way you live.

201 Winchester Dr, Centreville

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

208 Widgeon Way, Chester
$599,900
3 Beds ⋅ 4 Baths
Direct Marina Views of Castle Harbor Marina * Watch the Boats and Sunsets from your Deck & Balcony * One of a Kind View Nestled in the prestigious Bayside community, this exquisite end-of-row townhouse offers a harmonious blend of contemporary coastal design and luxurious living. With three spacious bedrooms and three and a half elegantly appointed bathrooms, this home is a sanctuary of comfort and style. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home features upgraded countertops, a generous kitchen island, and an eat-in space, perfect for casual gatherings. The family room, adorned with a cozy gas fireplace framed by glass doors, creates an intimate atmosphere for relaxation. Recessed lighting and ceiling fans enhance the ambiance, while large windows drench the space in natural light, showcasing the beautiful luxury vinyl plank and ceramic tile flooring. Retreat to the primary suite, where a walk-in closet and a spa-like bathroom with a walk-in shower await, offering a private oasis for unwinding after a long day. Additional bedrooms are equally spacious, ensuring comfort for all. The exterior of the property is equally impressive, featuring a wrap-around porch and a balcony that invite you to enjoy the serene surroundings. The community amenities are unparalleled, including a sparkling outdoor pool, tennis and volleyball courts, and a clubhouse that serves as a hub for social gatherings. With meticulously maintained common areas and professional management, the association fee covers everything from lawn care to snow removal, allowing you to enjoy a carefree lifestyle. Situated on a corner lot, this home offers easy access to the Chester River, perfect for those who appreciate water-oriented living. The nearby recreational facilities and common grounds provide ample opportunities for outdoor activities and relaxation. With an attached garage and secure parking, convenience is at your fingertips. Located just minutes from the airport and local attractions, this property embodies the essence of luxury living in a vibrant community. Experience the perfect blend of comfort, style, and convenience in this stunning Bayside townhouse, where every detail has been thoughtfully curated for an exclusive lifestyle.

208 Widgeon Way, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

1012 Auckland Way, Chester
$599,900
3 Beds ⋅ 4 Baths
KENT ISLAND WATERFRONT • GOURMET KITCHEN • TWO PRIVATE DECKS • LUXURIOUS PRIMARY SUITE • CLUBHOUSE + FITNESS CENTER • MARINA ACCESS Experience Kent Island waterfront living in this beautifully appointed townhome in sought-after Bayside of Chester. The open-concept interior offers abundant natural light, spacious living areas, and stylish finishes throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring generous cabinetry, ample counter space, and a large center island with seating that flows seamlessly into the dining and living areas. The spacious primary suite offers a walk-in closet and luxurious ensuite bath, while additional bedrooms and flexible spaces provide room for guests, a home office, or recreation. Enjoy TWO PRIVATE DECKS for outdoor dining, morning coffee, or relaxing in the peaceful surroundings. An attached garage, additional storage, and parking spaces across the street add convenience. Bayside amenities include a clubhouse, fitness center, pool, tennis courts, walking trails, and marina access. Castle Marina slips are available for short-term or annual rental, with select slips near Queens Landing potentially available for purchase. Close to waterfront dining, shopping, golf, and major commuter routes.

1012 Auckland Way, Chester

Listing courtesy of Redfin Corp. Contact:

106 Pixie Ct, Grasonville
$599,900
5 Beds ⋅ 3 Baths
Please remove shoes or use shoe covers provided! Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional ensuite bedroom on this level offers endless possibilities as a guest room, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring in most of the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a backyard that creates a setting for relaxation and entertaining. Community amenities include a playground, open green space for neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Oxford, Tilghman Island, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon!

106 Pixie Ct, Grasonville

Listing courtesy of HomeSmart. Contact:

231 Dominion Rd, Chester
$599,000
Unique opportunity to own a versatile three-unit property situated on approximately one-half acre in Chester. The property features a main residence with 2 bedrooms, 1 full bathroom, and a full basement, offering comfortable living space for an owner-occupant or tenant. A separate building on the property includes two additional rental units: a ground-level 1-bedroom efficiency apartment and an upper-level unit with 2 bedrooms and 1 full bathroom. This setup provides excellent income-producing potential while maintaining privacy between residences. Conveniently located near shopping, dining, and everyday amenities, this property is ideal for investors or buyers seeking a live-in rental opportunity with multiple income streams.

231 Dominion Rd, Chester

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

231 Dominion Rd, Chester
$599,000
5 Beds ⋅ 3 Baths
A rare opportunity to own a property that combines comfortable living with income-producing potential. The primary residence features 2 bedrooms, 1 full bathroom, and a full basement, offering ample storage and living space. Behind the main home is a separate building with two additional rental units. The lower-level unit is a cozy 1-bedroom efficiency apartment, while the upper-level unit offers 2 bedrooms and 1 full bathroom, providing excellent options for rental income or multi-generational living. Situated on approximately one-half acre in Chester, this property offers a convenient location close to shopping, dining, and everyday amenities. Whether you're looking to offset your mortgage with rental income or invest in a versatile property, this unique opportunity is not to be missed.

231 Dominion Rd, Chester

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

1010 Auckland Way, Chester
$595,000
3 Beds ⋅ 4 Baths
PANORAMIC CHESTER RIVER VIEWS! This fabulous END-UNIT townhome in Kent Island’s sought-after Bayside community offers a special WATERFRONT SETTING with sweeping views of the Chester River as it flows into the Chesapeake Bay. With approximately 2,100 square feet, an abundance of natural light, and water views from so many rooms, this home is all about enjoying the Eastern Shore lifestyle! Beautiful hardwood floors flow throughout the main level, where the kitchen, dining room and family room all take advantage of the spectacular water views. The modern kitchen opens to the living areas, while built-in bookcases and a gas fireplace add character and function to the family room. Step outside to one of two waterside decks and enjoy the ever-changing river views, passing boats and beautiful scenery. Upstairs, wake up each morning to endless WATER VIEWS from the Primary Suite, then step directly onto your private waterside deck with your morning coffee. Bedrooms feature the privacy and convenience of ensuite baths. A large upper-level Bonus Room with its own full bath provides wonderful flexibility—create a 3rd bedroom, spacious home office, a guest suite, den or whatever best fits your lifestyle. The views are even better from up here! Freshly painted and truly MOVE-IN READY, this light-filled end unit offers the combination everyone is looking for—beautiful interiors, flexible living space, two waterside decks and an exceptional location overlooking the Chester River. Bayside offers wonderful community amenities, including a swimming pool, party room, fitness center, tennis/pickleball courts and volleyball. The 38+ mile Cross Island Trail is just around the corner for walking, jogging and biking. You’re also conveniently located near restaurants, grocery shopping, outlet shopping and golf courses. Love boating? The marina bordering the community offers boat slips that may be available for rent or purchase, making it easy to enjoy everything the Chesapeake Bay and Eastern Shore have to offer. Come experience the Kent Island waterfront lifestyle—beautiful views, boating, recreation and convenience, all right outside your door!

1010 Auckland Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

1000 Herons Nest Way Unit 43, Chester
$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:

322 Allison Jane Dr Unit H-4, Stevensville
$595,000
4 Beds ⋅ 4 Baths
Welcome to Ellendale—where modern comfort meets Eastern Shore charm. This beautifully maintained 4-bedroom, 4 full bath townhome, built in 2023 by Baldwin Homes, offers a like-new feel with a spacious, light-filled layout and a 2-car garage. Designed for both everyday living and effortless entertaining, the home features stylish finishes throughout, plus a top-floor retreat complete with a private balcony and wet bar—perfect for relaxing evenings or hosting guests. As an added bonus, the seller is including several furnishings with the sale, making your move even easier. Included are the dining room table and chairs, kitchen counter stools, the living room TV, the leather sofa in the basement, the TV and console in the small bedroom, the bedroom furniture in the small bedroom, the bar set, as well as the outdoor fire pit and furniture. Nestled in the heart of Stevensville on Kent Island, you're just minutes from waterfront dining, boutique shopping, and historic Kent Narrows. With easy access to Route 50 and a quick drive to Annapolis, this home offers the perfect blend of convenience and coastal lifestyle.

322 Allison Jane Dr Unit H-4, Stevensville

Listing courtesy of Mr. Lister Realty. Contact:

371 Overture Way, Centreville
$595,000
3 Beds ⋅ 5 Baths
Welcome to 371 Overture Way, nestled in the serene 55+ active adult community of Symphony Village in Centreville, where comfort, convenience, and connection come together beautifully. This thoughtfully maintained home offers over 6,000 square feet of living and storage space, featuring 3 spacious bedrooms, 4 full baths, and 1 half bath, along with a new roof installed in 2023 for added peace of mind. The attached two-car garage includes a durable epoxy-coated floor and stairs to generous overhead storage, perfect for keeping everything organized without sacrificing living space. Designed with ease and everyday enjoyment in mind, the bright, open main level showcases a gourmet kitchen with extended granite countertops, stainless steel appliances, and a Jenn Air gas stove, ideal for both casual meals and entertaining. The adjoining breakfast nook provides ample cabinetry and prep space, while the flowing layout includes hardwood floors, custom plantation shutters, and inviting living and dining areas. A sun-filled sunroom with wall-to-wall windows offers a tranquil retreat and opens onto a spacious deck, perfect for relaxing or hosting guests while enjoying the private wooded backdrop. The main level primary suite is a true retreat, featuring two walk-in closets, dual vanities, a soaking tub, and a walk-in shower, offering comfort and convenience all in one space. Upstairs, a versatile loft provides the perfect setting for a sitting area or home office, along with a guest bedroom complete with its own full bath and walk-in closet - ideal for visiting family and friends. The fully finished lower level expands your living space even further, with a family room featuring a fireplace, room for a game table, and a walkout to a beautifully paved patio. Two additional bonus rooms, a full bath, and an oversized storage area with a workbench, refrigerator, and freezer make this level both functional and flexible. Life in Symphony Village means more than just a beautiful home, it's a vibrant, welcoming community. Residents enjoy access to a clubhouse with social spaces, indoor and outdoor pools, a fitness center, pickleball and bocce courts, walking and hiking trails, and a full calendar of activities designed to keep you as active and engaged as you would like to be. Conveniently located near Queenstown Premium Outlets and the charming downtown area of Centreville, you will also find yourself just a short drive from the waterfront towns of Chestertown, Easton, St. Michaels, and Annapolis. This is more than a home, it is a lifestyle designed for comfort, connection, and ease. Come experience all that 371 Overture Way has to offer!

371 Overture Way, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

200 Ackerman Dr, Stevensville
$589,999
4 Beds ⋅ 3 Baths
Experience coastal living at its finest in this stunning 2024-built home located in the sought-after Romancoke community, just steps from the Chesapeake Bay. This beautifully appointed 4-bedroom, 2.5-bath home offers the perfect combination of modern design, comfort, and convenience. The spacious open-concept floor plan is ideal for entertaining, featuring seamless flow between the living, dining, and kitchen areas. High-end custom window blinds add a touch of elegance throughout, while the fully fenced backyard creates the perfect private retreat for relaxing, hosting gatherings, or enjoying time with family and pets. Perfectly situated on a quiet private road, this home offers a peaceful setting with easy access to the bay, making it ideal for boating, fishing, kayaking, or simply enjoying breathtaking waterfront sunsets. Connected to public sewer and built in 2024, you'll enjoy the benefits of newer construction with the peace of mind that comes with modern systems and finishes. Don't miss this opportunity to own a like-new coastal retreat in one of Kent Island's most desirable waterfront communities!

200 Ackerman Dr, Stevensville

Listing courtesy of Rise Real Estate, LLC. Contact:

325 Rings End Rd, Millington
$589,000
5 Beds ⋅ 3 Baths
Discover an exceptional investment opportunity with this stunning Colonial-style residence operating as a guest favorite on Airbnb. Perfectly positioned just 16 feet from the serene Chester River. Step inside to find an inviting open floor plan that seamlessly connects the family room to the kitchen, creating a warm and welcoming atmosphere. The home is adorned with built-ins and window treatments that enhance its charm, while the cozy carpet and wood floors add a touch of elegance throughout. The property features two fireplaces, providing a cozy ambiance during cooler months, and an attic for additional storage or potential expansion. The upper-floor laundry adds convenience, making this home not only beautiful but functional as well. Outside, the allure continues with a personal in-ground pool, perfect for relaxation and recreation. The expansive 1.43-acre lot offers ample space for outdoor activities, while the breathtaking water views create a tranquil backdrop for your daily life. With water access just steps away, you can enjoy kayaking, fishing, or simply soaking in the natural beauty of the Chester River. From an investment perspective, this property stands out with its excellent condition and desirable features. The combination of spacious living areas, modern amenities, and proximity to water activities makes it highly attractive for potential renters or future buyers. The growing demand for waterfront properties ensures that your investment will appreciate over time, providing both immediate enjoyment and long-term financial benefits. This residence is not just a home; it's a lifestyle choice that offers the perfect blend of comfort, luxury, and investment potential. Don't miss your chance to own a piece of paradise that promises both personal enjoyment and financial growth. Seize this opportunity today!

325 Rings End Rd, Millington

Listing courtesy of Hostetter Realty. Contact:

129 Wheelhouse Way Unit 11, Chester
$585,000
2 Beds ⋅ 3 Baths
Priced well below market value! The builder can not compete with this price. Welcome to one of the most desirable locations in Four Seasons at Kent Island, where luxury, convenience, and resort-style living come together in a way that few homes in the community can offer. This beautifully upgraded first-floor Magothy model is not only one of the closest residences to the Chester River, but also enjoys a premium location just one building away from the community clubhouse and only steps from the outdoor and indoor pools. One of the most unique advantages of this first-floor residence is its size. Unlike the second, third, and fourth-floor Magothy models, first-floor units offer approximately 100 additional square feet of living space, creating a more spacious and comfortable layout. Combined with more than $30,000 in post-purchase upgrades, this condo stands apart from the moment you walk through the door. By far the most impressive feature, however, is the extraordinary access to the waterfront. Step through your sliding glass doors and find yourself just moments from the Chester River. The peaceful setting allows you to enjoy water views, wildlife, and gentle river breezes from your private patio while offering one of the most coveted locations within the community. Whether you're taking a morning stroll along the shoreline or relaxing outdoors with a cup of coffee, the river feels like an extension of your backyard. Inside, luxury vinyl plank flooring flows throughout the home, complementing the bright, open floor plan filled with natural light from oversized windows and soaring ceilings. The gourmet kitchen is designed for both everyday living and entertaining, featuring a large center island, under-cabinet lighting, abundant cabinetry, and a custom dry bar area. The adjoining dining and living spaces create a seamless gathering area, highlighted by recessed lighting and a cozy electric fireplace. The spacious primary suite serves as a private retreat with dual closets and a beautifully upgraded bath featuring double vanities, custom tile work, a walk-in shower, and dual shower heads. A generous guest bedroom and adjacent full bath provide comfortable accommodations for family and visitors alike. Additional features include a private locked storage room, garage, custom finishes throughout, and a covered patio accented with stacked stone columns—an ideal place to unwind and enjoy the tranquil surroundings. With the clubhouse and pool just steps away, you'll enjoy unmatched convenience while still maintaining a peaceful and private setting. Residents of Four Seasons enjoy an exceptional resort-style lifestyle with a stunning clubhouse, indoor and outdoor pools, tennis and pickleball courts, fitness facilities, walking and biking trails, a community pier, and a full calendar of social activities coordinated by the community lifestyle director. Conveniently located near waterfront dining, marinas, golf courses, Annapolis, Baltimore, Washington, D.C., and BWI Airport, this is Eastern Shore living at its finest. Opportunities to own a first-floor waterfront-proximity unit in this location are exceptionally rare. With extra square footage, extensive upgrades, steps-to-the-pool convenience, and one of the closest locations in the community to the Chester River, this home offers a lifestyle that simply cannot be replicated.

129 Wheelhouse Way Unit 11, Chester

Listing courtesy of RE/MAX Executive. Contact:

222 Moorings Cir Unit 126, Stevensville
$585,000
3 Beds ⋅ 3 Baths
Welcome to this stunning home in the picturesque 55+ Community of Bay Bridge Cove - the place for Kent Island living at its best, so close to the waters of the Chesapeake Bay. This 3-bedroom, 3-bath home offers so many upgraded features. Conveniently located across from the community center and backing up to quiet, tree-lined space, you are steps away from enjoying all the amenities the neighborhood has to offer. Welcoming you at the front of the home is your own private courtyard, with space to sit and relax or socialize with friends under the strings of cafe lights. Walk inside to the warm-toned luxury wood plank vinyl floors throughout the entire first floor; abundant light spills in to accent the paneled foyer with upper crown molding. The roomy kitchen features soft-close cabinets/drawers with lots of storage, pull-out trash and recycle bins, a corner cabinet with lazy-susan shelving, stainless steel appliances, premium countertops and backsplash, under-the-counter lighting, and updated cabinet knobs and pendant lights. The main level great room has plenty of space for a large dining table and your comfortable living room furniture, and features a cozy gas fireplace (and includes a convenient wall mount for your TV). Step into the bright and airy sunroom at the back of the home - make it your book nook, office, or a spot to enjoy your guests. The primary bedroom features a tray ceiling, 2 walk-in closets (one is huge!), and a private bath with tiled shower and ceramic tiled flooring. The 2nd bedroom on the first floor connects to the hall bath. A sizable laundry room includes upgraded Samsung appliances, shelving, and a storage closet. Upstairs you'll find a relaxing retreat with a large loft area, a bedroom with walk-in closet, and a full bath. A bonus feature of this home is the beautifully enhanced loft wall on each side with added railing, making this space safe for the little ones while maintaining the line of sight to the first floor. With ceiling fans throughout, added storm doors on the front and back with pull-down screens, unique custom blinds on all windows matched perfectly to the function of each room, and an irrigation system for low-maintenance gardening, this home may be the perfect one you've been looking for! This thriving community has it all - a calendar of activities and outings, bocce and pickleball, picnics at the crab shack, a pool, indoor gym, library, game rooms, community garden and fresh herb garden, walking paths around the beautifully landscaped ponds, and quick access to the Cross Island Trail right next to the neighborhood. There's so much to do here!

222 Moorings Cir Unit 126, Stevensville

Listing courtesy of The KW Collective. Contact:

913 Clark Corners Rd, Centreville
$585,000
4 Beds ⋅ 3 Baths
OVER 5 ACRES. NO HOA. JUST MINUTES FROM US301. That’s a combination that’s becoming increasingly difficult to find. Welcome to 913 Clark Corners Rd, where 5.42 ACRES of partially wooded land offer the freedom to live your way! Whether you’re dreaming of horses, chickens, gardening, recreational activities, frequent sightings of deer, birds, owls, and other wildlife, or simply room to breathe, this property delivers the space and flexibility today’s buyers are searching for. Inside, you’ll find a thoughtfully updated home featuring a fully renovated kitchen with quartz countertops, 42” soft-close white cabinetry, stainless steel appliances, recessed lighting, a large center island with seating, and luxury vinyl plank flooring that flows seamlessly into the spacious family room with a gas fireplace. The main level also boasts engineered hardwood floors and offers formal living and dining rooms, an updated powder room, and a renovated laundry/mud room with additional cabinetry, countertop workspace, and valuable pantry storage. Upstairs, the spacious primary suite includes a walk-in closet and private bath, while three additional bedrooms and a full hall bath provide room for family, guests, hobbies, or a home office. Outside, enjoy a welcoming wraparound front porch that’s perfect for relaxing and taking in the peaceful surroundings, along with a rear deck, partially fenced backyard, large storage shed, mature landscaping, permanent Govee front exterior lighting, and a blend of open yard and wooded acreage that creates a setting rarely found at this price point. Above the garage, the unfinished attic space provides exceptional storage and potential future possibilities, subject to buyer verification of county requirements and approvals. Whether you’re looking for room to grow, room to roam, or simply room to breathe, this property delivers!

913 Clark Corners Rd, Centreville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

131 Fair Brook Way, Centreville
$585,000
4 Beds ⋅ 4 Baths
A standout offering in North Brook, this exceptional home, built in 2018, delivers 3,508 finished square feet of beautifully upgraded living space with 4 bedrooms and 3.5 baths. Showcasing over $100,000 in builder enhancements, this home reflects exceptional attention to detail throughout with a high-end level of finishes. From the moment you arrive, the inviting front porch sets a warm and welcoming tone. Step inside to discover a thoughtfully designed layout enhanced by an abundance of tall windows that fill the home with natural light, all complemented by custom blinds throughout. The heart of the home is the spacious gourmet kitchen, featuring a large island and breakfast bar—ideal for both everyday living and entertaining. Just off the kitchen, the morning room offers a bright and versatile space that can serve as a separate living or dining area, complete with a cathedral ceiling and direct access to the backyard, creating a seamless indoor-outdoor connection. The fully finished basement provides additional flexible living space, perfect for recreation, guests, or a home office. Upstairs, you’ll find a spacious primary suite with a spa-like bath, along with generously sized secondary bedrooms that offer comfort and flexibility for family or guests. Step outside to a backyard designed for entertaining and fun. Enjoy summer days in your in-ground, heated saltwater gunite pool with waterfall, surrounded by a composite deck, extensive hardscaping, and a fully fenced yard. A beautifully designed paver walkway leads to a custom Amish-built shed, completing this impressive outdoor retreat. Located in a vibrant community with trails, playgrounds, and easy access to Rt. 301, North Brook offers a playground, soccer field, pavilion, walking paths, ponds, and wooded areas to explore. Just moments from historic downtown Centreville, you’ll enjoy unique restaurants and shops, local events, arts and entertainment, and a variety of outdoor activities. Mortgage savings may be available for buyers of this listing.

131 Fair Brook Way, Centreville

Listing courtesy of Redfin Corp. Contact:

7108 Maryland Ave, Queenstown
$580,000
3 Beds ⋅ 3 Baths
New Price Adjustment!! Take another look! Beautifully renovated historic home in the heart of charming Queenstown, a water-oriented Eastern Shore town rich in history and small-town appeal. Approaching 150 years old, this distinctive residence offers approximately 1,920 square feet of thoughtfully updated living space while preserving its original character. Featuring 3 bedrooms, 2.5 updated tile baths, hardwood floors, period details throughout, a gourmet kitchen, newer dual-zone air conditioning, forced-air and baseboard heat, and a re-lined fireplace in the living room, this home seamlessly blends historic charm with modern comfort. Step outside to enjoy beautifully established gardens, the result of generations of owners' passion for flowers, nature, butterflies, and birdsong. Relax on the patio within the fenced backyard overlooking a tranquil pond, stroll to the water, or launch a kayak, canoe, or paddleboard from one of Queenstown's convenient public access points to Queenstown Creek. The town also offers a marina for boating enthusiasts. Golf lovers will appreciate nearby Queenstown Harbor's 36 championship holes set amidst stunning natural surroundings. Rich in history, Queenstown is home to the nation's oldest standing courthouse and offers a vibrant sense of community with concerts in the park, holiday celebrations, and other events throughout the year. Conveniently located for commuting to Annapolis, Baltimore, and Washington, D.C. Zoned to allow a home office or small business. A rare opportunity to own a piece of Queenstown history while enjoying the best of Eastern Shore living. BUYER INCENTIVE! Seller is willing to consider providing a contribution toward a temporary mortgage rate buydown with an acceptable offer. Ask your agent for details on how this incentive could help reduce your initial monthly mortgage payment.

7108 Maryland Ave, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

620 Baxter Rd, Sudlersville
$579,900
3 Beds ⋅ 3 Baths
PRICE IMPROVEMENT! Welcome to the Country — and Get Ready to Enjoy Your New Home This Fall! This beautifully maintained custom-built 3-bedroom, 2.5-bath home is perfectly situated on 3.34 picturesque acres with mature landscaping, privacy, and an incredible amount of space to live, work, entertain, and enjoy the outdoors. With a price improvement, this is the perfect opportunity to settle in this fall, enjoy backyard fires under the stars, and be home in time to celebrate the holidays in your new country retreat! Start your mornings on the inviting front porch or unwind on the cozy screened rear porch while taking in the peaceful surroundings. The beautifully updated interior features a completely renovated kitchen with white cabinetry, quartz countertops, top-of-the-line stainless-steel appliances, and stunning luxury vinyl plank flooring throughout. Fresh interior paint in Sherwin-Williams Agreeable Gray creates a warm, modern, timeless feel. The spacious primary suite offers an oversized walk-in closet and a luxurious private bath with a spa tub and separate shower. The partially finished basement provides additional heated and air-conditioned living space that can easily be used as a recreation room, home gym, office, hobby area, or additional sleeping space. Recent updates and improvements include: Newer 3.5-ton HVAC system, New luxury vinyl plank flooring throughout, New well pump with continuous pressure system, Tankless water heater professionally serviced, Chimney professionally cleaned and serviced, Additional attic insulation for improved energy efficiency. Outside is where this property truly shines! A detached two-car garage is conveniently connected to the home by a breezeway. But the real showstopper is the impressive 30' x 60' detached building, offering an incredible amount of space and flexibility. With 220-volt electric service, a workshop, storage loft, office, and expansive gathering/party room, this building opens the door to endless possibilities. Create the ultimate workshop, operate a home-based business, set up a hobby or creative studio, store vehicles and equipment, host family and friends, or create the perfect space for celebrations and gatherings. Whether you're a car enthusiast, craftsman, entrepreneur, hobbyist, or simply need room to spread out, this exceptional building provides the versatility that's hard to find. Imagine spending fall evenings around a backyard fire, hosting friends and family in the spacious gathering room, enjoying the privacy of your own acreage, and then welcoming everyone back for the holidays. There is room here to make memories — and room for your passions, hobbies, work, and future plans. Conveniently located just 18 miles from Chestertown, Centreville, Dover, and Middletown, this one-of-a-kind property offers the perfect blend of peaceful country living, privacy, space, and accessibility. If you've been waiting for the opportunity to own a property where you can truly live, work, entertain, and enjoy the country lifestyle — now is the time to take a look. With the price improvement and so much to offer, this exceptional property is one you won't want to miss!

620 Baxter Rd, Sudlersville

Listing courtesy of Taylor Properties. Contact:

116 Oyster Cove Dr Unit 1D, Grasonville
$579,900
3 Beds ⋅ 2 Baths
REDUCED $20,000! Enjoy carefree WATERFRONT living in this Beautifully UPDATED Condo in the sought-after Oyster Cove Community at the KENT NARROWS! Offering 3 bedrooms and 2 full bathrooms, this light-filled, one-level residence features an open floor plan designed for easy living and entertaining! Stunning wide plank wood flooring flows throughout the main living areas, complemented by newer stone countertops, fresh interior custom paint throughout and NEW carpet in the bedrooms. The spacious living and dining areas open to a Waterfront Deck where you can relax and enjoy breathtaking Sunsets over Eastern Bay and The Narrows. The thoughtfully designed layout offers generous bedroom sizes and two updated baths. Recent exterior improvements include new siding and new windows. Oyster Cove residents enjoy an exceptional Waterfront lifestyle with access to two Marinas, Swimming Pool, two Tennis Courts, a walking/jogging path and a Clubhouse with a fitness room. Conveniently located within walking distance to many restaurants, coffee spots, ice cream parlors, shops and popular dock bars!! Hop on the Kent Island Cross Trail for a bike ride throughout the Island! Just minutes from the Chesapeake Bay Bridge, this is Eastern Shore living at its finest! Qualified buyers may receive a 5.875% interest rate or the first year at no cost through our preferred lender! Come enjoy Sunsets over the Bay from your own home!!

116 Oyster Cove Dr Unit 1D, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

1024 Avalon Ct, Stevensville
$579,900
3 Beds ⋅ 3 Baths
Recently Reduced and Ready for Its New Owner! Experience the best of Eastern Shore living at 1024 Avalon Court, where spacious design, natural light, and a peaceful setting come together beautifully. Perfectly positioned on a desirable lot with views of the community pond area and protected woodlands, this exceptional residence offers a wonderful blend of privacy, comfort, and everyday convenience. From the inviting exterior with stone accents and a two car garage to the open interior layout and exceptional outdoor living spaces, this home is designed for easy living and effortless entertaining. Step inside to a welcoming foyer with neutral paint and a bright, airy feel that continues throughout the main level. The thoughtfully designed floor plan offers excellent flexibility with formal living and dining areas, generous open gathering spaces, and seamless flow between rooms. Expansive windows bring in beautiful natural light while framing peaceful rear views, creating a warm and inviting atmosphere throughout the home. The heart of the home is the open concept kitchen and family room area, ideal for both everyday living and entertaining. The kitchen features abundant cabinetry, granite counters, stainless steel appliances, recessed lighting, a center island cooktop, and direct connection to the surrounding living spaces. The spacious family room offers a cozy fireplace and easy access to the private screened porch and large raised concrete patio, two standout features rarely found in this community. Both outdoor spaces overlook the community pond area and protected woodlands, creating a private and peaceful backdrop for relaxing, dining, and entertaining. The home continues with spacious bedrooms, including a large main level owner’s suite with generous closet space and a private bath featuring dual vanities, a soaking tub, and separate shower. This main level suite offers excellent flexibility for multigenerational living, guests, or those seeking everyday convenience. Additional bedrooms on the upper level provide comfortable space for family, guests, home office needs, hobbies, or recreation. Outdoor living is truly a highlight, with multiple areas to enjoy the serene wooded setting. The private screened porch is perfect for morning coffee, quiet evenings, or relaxing without the elements, while the oversized raised concrete patio offers wonderful space for grilling, entertaining, or simply enjoying the peaceful rear views. Additional highlights include flexible living spaces, a heated and air conditioned two car garage with amazing storage, and a peaceful rear setting rarely found in such a convenient location. Ideally positioned with easy access to major commuter routes including Routes 50 and 301, this exceptional residence offers convenient access to Downtown Annapolis, Washington, D.C., Baltimore, Kent Island, the Bay Bridge, Middletown, Dover, NSA, Fort Meade and Dover Air Force Base. Enjoy great local amenities including restaurants, shopping, recreation, and all the lifestyle conveniences that make the Eastern Shore so desirable. Don’t miss out on this incredible opportunity!

1024 Avalon Ct, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Clark Corner Rd, Centreville
$575,000
3 Beds ⋅ 2 Baths
Discover the exceptional craftsmanship of Lomaxx Custom Homes with this thoughtfully designed modern farmhouse rancher! This to-be-built home offers 3 spacious bedrooms, 2 full bathrooms, and an inviting open-concept floor plan perfect for everyday living and entertaining. Unlike many new construction homes, this property comes loaded with premium upgrades already included—without the hefty upgrade costs! Standard features include a fully encapsulated and conditioned crawl space, luxury vinyl plank flooring throughout, custom trim work and built-ins, stunning faux wood beams, black windows, stainless steel appliances, quartz countertops, and high-end finishes that truly set this home apart. Situated on just over 2 acres, there’s plenty of room for whatever hobbies, recreation, or outdoor lifestyle you can imagine. The breathtaking rural views create the perfect peaceful setting while still offering convenient access to nearby destinations—approximately 5 minutes to the Town of Centreville, 20 minutes to the Bay Bridge, and just 30 minutes to Middletown, Delaware. Enjoy peaceful mornings on the covered front porch and unwind in the evenings on the back deck while taking in the surrounding countryside. The bright and airy living spaces are complemented by a stunning kitchen and a private owner’s suite designed for comfort and relaxation. Additional floor plans and layouts are also available and can be discussed to fit your needs and vision. The builder is also open to constructing a pole barn for an additional cost, which would fit perfectly on the right side of the property beyond the hedge row and ditch. A culvert is being installed by the builder to provide easy access to this area, creating endless possibilities for storage, hobbies, workshop space, or recreational use. Photos shown are of a previously built model.

Clark Corner Rd, Centreville

Listing courtesy of CR Realty. Contact:

108 Gloucester Rd, Queenstown
$574,900
3 Beds ⋅ 3 Baths
Desirably located in Queen Anne Woods just off Bennett Point Road, this impressive brick-front colonial offers a rare combination of privacy, space, and convenience. Significant updates include a brand-new roof (2026), HVAC replacement (2021), new distribution box for septic system (2026), reverse osmosis system installed (2026), updated kitchen and bathrooms, updated windows, doors and siding, fresh interior paint, modern light fixtures, and a Trex deck. Set on a beautiful 1-acre wooded homesite, the home blends timeless appeal with extensive updates and exceptional pride of ownership. Meticulously maintained and move-in ready, it offers a wonderful balance of comfort and flexibility, with no homeowners association and room to enjoy the property on your own terms. Inside, gleaming hardwood floors, fresh interior paint, modern light fixtures, and beautiful interior wood shutters throughout create a warm and refined atmosphere. The welcoming foyer opens to a formal living room or den and a separate dining room, providing inviting spaces for entertaining and everyday living. At the heart of the home, the updated kitchen features granite countertops, counter seating, and brand-new stainless steel appliances, complemented by an adjoining breakfast area and comfortable family room. Glass doors open to the new Trex deck, extending the living space outdoors and overlooking the peaceful, wooded backyard. A main-level powder room and convenient laundry and mudroom with storage connect to the two-car side-entry garage. Upstairs, the spacious primary suite features a generous walk-in closet and a beautifully remodeled en-suite bath with a glass-enclosed tiled shower and built-in seat. Two additional bedrooms and office/bonus room offer flexibility for family, guests, or a home office. A beautifully remodeled hall bathroom with a tub and shower combination completes the upper level. Outside, a spacious and flat backyard that is surrounded by mature trees creates a private, natural backdrop to enjoy throughout the seasons. The Trex deck is ideal for outdoor dining and relaxation, while a storage shed with built-in shelving provides additional storage. The expansive paved driveway offers ample parking, including additional space for your boat. With its extensive updates, meticulous upkeep, generous acreage, and freedom from HOA restrictions, this Queen Anne Woods colonial offers the opportunity to settle in and enjoy the best of comfortable Eastern Shore living. Conveniently located off Bennett Point Road, with easy access to Route 50 and nearby boat ramps, this property combines a peaceful setting with everyday convenience.

108 Gloucester Rd, Queenstown

Listing courtesy of Monument Sotheby's International Realty. Contact:

510 Talbot Rd, Stevensville
$574,900
3 Beds ⋅ 3 Baths
QUICK DELIVERY! Inventory Sale on this finished home!!! $625,000 was the anticipated LIST PRICE of this home! GET IT NOW FOR $50,000 LESS!!! Located just across the street from the picturesque Shipping Creek, this brand new home offers an amazing opportunity to embrace a water-oriented lifestyle. The views of the bay and creek create a serene environment, perfect for nature lovers and those seeking a peaceful retreat. With a brand new home, you'll have plenty of time to enjoy the water! Walk to the waterfront park just down the street! This exquisite new construction home embodies the perfect blend of luxury and comfort. With a stunning Craftsman architectural style, this residence offers a warm and inviting atmosphere. Step inside to discover a thoughtfully designed open floor plan that seamlessly connects the living, dining, and kitchen areas. The large gourmet kitchen is a chef's dream, featuring upgraded quartz countertops, a spacious island, and stainless-steel appliances, including a sleek oven/range with hood and French door refrigerator with water and ice dispenser. There is abundant cabinet and counter space here, this kitchen is sure to meet your every need. Upstairs this home boasts three generously sized bedrooms, including a primary suite complete with a luxurious bathroom featuring a large double vanity and tiled stall shower ensuring a spa-like experience at home. The primary suite features a huge walk in closet complete with wire shelving. The Primary suite looks out over Eastern Bay and Shipping Creek, a vista that is sure to instill relaxation and peace. Each bedroom is designed with comfort in mind, offering ample closet spaces that provide both functionality and style. Bedroom floors are carpeted for comfort, and ceiling fans ensure temperature control. The upper-level hall bath is also equipped with a large double vanity for convenience and a generous tub shower combination. The main interior is adorned with luxury vinyl plank flooring and wainscoted walls, enhancing the home's aesthetic while ensuring durability. The upper floor laundry adds convenience to your daily routine, making chores a breeze. Outside, the property is graced with a level water oriented front yard and a level lot that backs to trees, providing a tranquil backdrop for outdoor gatherings. Enjoy the fresh air on the expansive deck, perfect for entertaining or simply unwinding after a long day. The paved driveway leads to an attached garage, offering both convenience and security. Kent Island Estates is a suburban haven, providing easy access to local amenities while maintaining a sense of privacy and tranquility. This property is not just a home; it's a lifestyle choice that promises comfort, elegance, and a connection to nature. Experience the luxury of new construction and the joy of creating lasting memories in this exceptional residence.

510 Talbot Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

118 Amanda Frances Ln, Stevensville
$574,900
4 Beds ⋅ 4 Baths
Luxury homes rarely become available. This stunning end unit townhome offering 4 bedrooms, 3.5 bathrooms, and an impressive list of high end upgrades is available in sought after Ellendale Community. Filled with natural light, the open floor plan features hardwood floors, custom plantation shutters, elegant trim, and a built-in Bose surround sound system. The gourmet kitchen is equipped with stainless steel appliances, 42" soft close maple cabinetry, under cabinet & pendant lighting, and backsplash. Escape to the spacious primary suite with a tray ceiling and spa bath or unwind on the composite deck overlooking spectacular sunset views. Remodeled bathrooms, LED lighting throughout, central vacuum and an oversized 2 car garage with custom storage. Located just minutes from the Bay Bridge, you will also enjoy resort style community amenities including a pool, clubhouse, fishing pier, boat storage, and walking trails.

118 Amanda Frances Ln, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

118 Bayview, Grasonville
$572,999
2 Beds ⋅ 3 Baths
Tucked away in a peaceful community on the Chesapeake Bay, this 2 bedroom, 2.5 bathroom townhouse with a loft offers the perfect mix of comfort, charm, and bay living. Situated on a desirable corner lot, the home features beautiful hardwood floors, a spacious kitchen with plenty of room to cook and gather, and a cozy fireplace that makes the living space feel warm and inviting on a winter day. **Boat Slip Included & Dredging has been started!** Step outside onto the large deck and take in the views — the perfect spot for morning coffee or relaxing evenings by the Bay. The loft adds extra flexible space for a home office, guest area, or additional lounge space. Residents also enjoy access to a private community pool, making it easy to enjoy everything this lifestyle has to offer.

118 Bayview, Grasonville

Listing courtesy of LPT Realty, LLC. Contact:

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