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403 Chesterfield Ave, Centreville
$699,000
4 Beds ⋅ 4 Baths
Step into a piece of Centreville's history with this distinctive Victorian, originally built in 1875, where timeless architectural charm meets thoughtful modern updates! Situated on approximately half an acre in the heart of town, this one-of-a-kind property welcomes you with a massive wraparound front porch and charming porch swing, the perfect place to relax and take in the beauty of your surroundings. Inside, you'll find impressive 10-foot ceilings on the main level, classic built-ins, beautiful wood floors, and character-filled spaces that reflect the home's historic roots. Offering 4 bedrooms, 3 full baths, and 1 half bath, plus a massive bonus room with the potential for a 5th bedroom, there is plenty of space to accommodate a variety of needs and lifestyles. This home blends its historic character with extensive improvements made over the years. The galley kitchen was fully renovated in 2024 with new cabinetry, countertops, flooring, and appliances, including a gas range, followed by a substantial kitchen expansion in 2025 that added a 12x12 breakfast nook, additional cabinetry and countertops, a second sink and refrigerator, and a wine cooler. A full bathroom on the main level was also part of the expansion, including tile flooring & radiant floor heat. Additionally, the primary bathroom on the second floor was renovated with a full-size tiled shower, new vanity, and toilet, with additional bathroom upgrades enhancing the secondary bathroom as well. Important system updates include a new high-efficiency furnace/boiler, mini-split systems serving all three second-floor bedrooms and the primary bathroom, removal of the original knob-and-tube wiring, a metal chimney liner, and replacement of the second-floor windows. The chimneys have been converted to gas logs, offering the ambiance of a fire with added convenience, while still keeping the character of the stunning fireplaces. Additional improvements include refinished wood floors, updated third-floor flooring and carpeting, and numerous other enhancements. A full list of improvements is available. Step outside and discover an enchanting setting with extensive, lush landscaping reminiscent of finding yourself strolling through a peaceful English garden, creating a beautiful backdrop for relaxing and entertaining. The fully fenced in-ground concrete, saltwater pool, less than four years old, provides a wonderful place to enjoy warm summer days, while the hardscape walkway connects the outdoor spaces. A distinctive carriage house, originally dating to 1906 and thoughtfully modified with a more modern feel, adds even more character and versatility. Featuring two garage doors with openers and a wide staircase leading to the second floor, this separate structure offers valuable garage and additional space. And the location? It's hard to beat! Enjoy a short walk to the Wharf, Doc's, and the heart of downtown Centreville, where local destinations and small-town charm are right outside your door. Historic character, extensive updates, enchanting gardens, a new pool, and a unique carriage house come together to create a truly special Eastern Shore property unlike anything else on the market! **More Photos & Video Coming Soon!**

403 Chesterfield Ave, Centreville

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

216 Mainsail Dr, Stevensville
$565,000
3 Beds ⋅ 2 Baths
Enjoy the relaxed charm of Kent Island living at 216 Mainsail Drive in Stevensville! This inviting home offers comfortable one-level living with three bedrooms and two full bathrooms, including a primary bedroom with its own ensuite bath. A standout feature is the screened three-season room, an inviting spot to enjoy your morning coffee, unwind with a good book, or simply relax. Water views from the kitchen and a secondary bedroom add a special touch to the home's appeal. Recent improvements include a new roof and new windows, both completed in 2026. Inside, a gas fireplace adds warmth and character, while the fenced backyard, mature landscaping, and storage shed offer additional outdoor enjoyment and storage. The garage also features a ceiling-mounted retractable reel, an added convenience for hobbyists and DIY enthusiasts. Located in the Anchorage community, this property offers the opportunity to enjoy the Kent Island lifestyle, with community amenities and convenient access to local shopping, dining, and commuter routes. Come discover the possibilities and make this home your own!

216 Mainsail Dr, Stevensville

Listing courtesy of Patterson-Schwartz-Newark. Contact:

105 Symphony Way, Centreville
$619,000
3 Beds ⋅ 3 Baths
Welcome to 105 Symphony Way in the sought after community of Symphony Village at Centreville. This is a rare find in the community, a Wagner Model located just steps from the community club house. This 3 bedroom 3 full bath home is move in ready and awaiting it's next lucky owner. As you arrive you'll be greeted by the beautiful stone front and welcoming porch on this home. Entering you'll immediately notice the bright and open floorplan and your eyes will be drawn through the home to the gorgeous rear feature wall and fireplace. Proceeding through you'll find a front bedroom/office and full bath. Moving forward the Gourmet Kitchen and island featuring granite counters, stainless appliances, tile backsplash, under cabinet lighting and one of the largest pantries in the community. The large laundry room with new washer and dryer includes interior stairs leading to the finished, heated and cooled sky basement. As you make your way through the home, the main level also includes the oversized master suite, his and her closets, master bath with walk-in shower and split vanity sinks. The extended master suite also allows for entry to the rear screened patio. The open feel of the main living area, dining area and family room makes this home perfect for social gatherings. The second level of the home features a large seating area including a sink, 3rd bedroom and Jack and Jill bathroom. You won't want to miss the rear outdoor living space of this beautiful home. Passing through the screened patio, you'll enter an incredible paver patio along with a Zen garden and multi light water fall and rock garden. Please ask your agent for the full list of upgrades to this property.

105 Symphony Way, Centreville

Listing courtesy of RE/MAX Executive. Contact:

122 Orchestra Pl, Centreville
$599,000
3 Beds ⋅ 3 Baths
Don't miss this home in the Symphony Village at Centreville Active Adult Community. This home has so much to offer, starting with owned solar panels (please ask about extremely low electricity bills) and a battery backup system that both convey with the home. With a perfect blend of luxury and comfort, this home is designed to cater to your every need while providing a warm and inviting atmosphere. Spanning 2,684 square feet, this traditional-style detached home boasts three spacious bedrooms and three full bathrooms, ensuring ample space for relaxation and entertaining. The interior features are nothing short of spectacular, showcasing a gourmet kitchen equipped with high-end stainless steel appliances, including a built-in microwave, wall oven, and cooktop and upgraded counters. The elegant formal dining room provide the perfect backdrop for memorable meals, while the recessed lighting add a touch of sophistication throughout. The main living area featuring a built in serving bar with beverage cooler and wine cooler along with bar stools allow for a great space for entertaining and socializing. The master suite with his and her walk-in closets and the master bath are designed to enhance the primary resident's comfort. Enjoy the convenience of a main floor laundry. Also conveying with this home is a fitness room including a Peloton Bike and Treadmill. The upper level of this Gershwin model home features a gaming area including custom built pool table, foosball table, television and sleep sofa that all convey with the home. The third bedroom and third full bath are also located on the upper level. This home includes a dual zone HVAC system. Step outside to discover the meticulously landscaped exterior, featuring extensive hardscaping and underground lawn sprinklers that enhance the curb appeal. The piano shaped paver patio includes the patio furniture, propane connected grill and patio heater for the new owners enjoyment and relaxation. The attached two car garages features a hard-wired 64 amp high speed level 2 EV charger by Lucid that can charge vehicles that have a J1772 connector or with an adapter NACS (Tesla) style charging port. The community amenities are truly exceptional, including both indoor and outdoor pools, a fitness center, and a variety of recreational options such as pickleball courts, tennis courts, and walking paths. The clubhouse and bar/lounge offer perfect venues for socializing and relaxation. The community's association fee covers common area maintenance, lawn care, and snow removal, allowing you to enjoy a carefree lifestyle. Experience the exclusive lifestyle that Symphony Village at Centreville offers, where luxury meets comfort in a vibrant community designed for your enjoyment. This is more than just a home; it's a sanctuary where you can create lasting memories and embrace a fulfilling life.

122 Orchestra Pl, Centreville

Listing courtesy of RE/MAX Executive. Contact:

113 Marlborough Rd, Queenstown
$650,000
3 Beds ⋅ 3 Baths
A rare opportunity in Queenstown: more than two acres with a private in-ground pool, three-car garage and spacious one-level living—with many of the home’s major improvements already completed. Since purchasing the property, the owners have invested significantly in improvements designed to protect, refresh, and open up the home. Updates include a new 30-year roof, all-new gutters and flashing, complete exterior painting, a new 6-foot privacy fence, extensive tree pruning around the home and pool area, fresh interior paint throughout, new recessed lighting, and new ceiling fans. Inside, more than 2,300 square feet of one-level living offers an inviting floor plan with high ceilings, abundant natural light, and generous living spaces. Fresh paint, recessed lighting, and updated ceiling fans have already given the interior a clean, refreshed, comfortable living space. And with no HOA you have no restrictions on your own property!

113 Marlborough Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

21 Queen Victoria Way, Chester
$472,500
3 Beds ⋅ 3 Baths
Waterfront Living at Its Finest – Premier Marina Basin Location in Queen's Landing! Welcome to one of the most desirable waterfront locations in Queen's Landing! Perfectly positioned directly on the marina basin, this exceptional condominium features the **largest floor plan in the community, offering a true three-bedroom layout PLUS a spacious loft**, two-and-a-half baths, and three levels of comfortable living space. With beautiful, unobstructed marina views and the ability to see your own boat right from your home, this property offers the ultimate Kent Island waterfront lifestyle. Freshly painted and move-in ready, the home features a renovated kitchen, generously sized bedrooms, and luxury vinyl plank flooring installed just two years ago throughout the second and third levels. The HVAC system is less than a year old, providing added peace of mind. The spacious loft offers valuable additional living space, perfect for a home office, guest retreat, or recreation area. The waterfront setting is truly what sets this home apart! Step outside onto your private patio and enjoy expansive, unobstructed views of the marina basin. Unlike patios enclosed by eye-level privacy fencing, this outdoor space allows you to fully appreciate the beautiful waterfront scenery, passing boats, and marina activity without visual barriers. Enjoy the same picturesque setting from your deck and bedroom, where you can look out and see your own boat just steps away. Boating enthusiasts, this is an opportunity you won't want to miss. The seller is offering the option to include TWO boat slips with the purchase at no additional cost—a 25-foot slip equipped with a 10,000-pound boat lift AND an impressive 66-foot slip capable of accommodating a substantial vessel. Imagine waking up, looking out your bedroom window, and seeing your boat waiting in the marina! Whether you own a smaller powerboat, a larger yacht, or both, this rare opportunity offers incredible flexibility and convenience. Not a boater? No problem! Both slips are entirely optional. Queen's Landing offers an impressive collection of resort-style amenities, including a waterfront swimming pool overlooking the Chester River, clubhouse, fitness center, tennis and racquetball courts, community gathering spaces, and grilling areas. Enjoy easy access to the Kent Island Cross Island Trail, nearby marinas, waterfront dining, shopping, and all the recreation that makes Kent Island such a desirable place to call home. Conveniently located just minutes from the Chesapeake Bay Bridge, with easy access to Annapolis, Baltimore, and Washington, D.C., this waterfront retreat is equally suited for a primary residence or weekend escape.

21 Queen Victoria Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

611 Clark Corners Rd, Centreville
$525,000
4 Beds ⋅ 3 Baths
ONE-ACRE COLONIAL W/ SALTWATER POOL & LEASED SOLAR | 4 BR, 2.5 BA | FARMLAND VIEWS | ONE MILE FROM ROUTE 301 | FENCED YARD | ATTACHED GARAGE W/ PLENTY OF PARKING Set on a one-acre lot backing to farmland, this four-bedroom, two-and-a-half-bath Colonial offers a country setting with easy access to Route 301. Cathedral ceilings and natural light give the interior an open feel, while the fireplace provides a comfortable gathering spot. An attached garage and a large driveway offer plenty of parking. The fully fenced backyard includes an in-ground saltwater pool, with additional space for gardening, outdoor games, and entertaining. The pool needs repairs (the seller will pay), offering an opportunity for the next owner to bring it back into use. Solar panels are installed on the home and are leased (documents reflect good savings). With plenty of room to spread out both inside and out, this home is ready for everyday living and time spent outdoors.

611 Clark Corners Rd, Centreville

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

107 Widgeon Way, Chester
$349,900
3 Beds ⋅ 3 Baths
ASSUME A 2.875% FHA LOAN * $1777 MO PYMT *BAYSIDE IN CHESTER/KENT ISLAND * GARAGE TOWNHOME * PRICED TO SELL EXCELLENT OPPORTUNITY TO ASSUME AN FHA 2.875% FIXED INTEREST RATE * Qualified Owner Occupant Buyers: Take Advantage of this rare opportunity to assume this FHA Loan with approximately 25 years remaining * TOTAL PITI PAYMENT OF $1777.56 PER MONTH* You'll Be Way Ahead of the Interest Rate Game AND Own a Spacious 3 Level Garage Townhome in the Popular Community of Bayside with 3 Bedrooms, 2.5 Baths, Deck off Living Room & Propane Gas Fireplace. The Primary Bedroom has a walk-in closet, vaulted ceilings and an ensuite full bath with shower stall and skylight. The Main Level has a spacious open layout with bright and sunny front Kitchen featuring upgraded counters, stainless steel appliances, ample cabinet space and pass through to bar seating on the Dining Room side. The Living Room faces towards the back with Sliders to a Deck great for grilling. Bayside Offers Great Community Amenities to include outdoor pool, exercise room, tennis and volleyball, on-site management AND walking distance to Castle Harbor Marina.

107 Widgeon Way, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

Oregon Road, Stevensville
$674,900
4 Beds ⋅ 3 Baths
Beautifully appointed Modern Farmhouse! Massive kitchen with quartz countertops, farm-style sink, stainless appliances, huge island with plenty of seating as well as additional dining space. Open Family Room, Dining Area, and Kitchen layout. Separate living space on the 2nd floor for a more private hang out area or home office. Powder room is tucked away from the main living area on the first floor for privacy as is the separate laundry room. LVP flooring runs throughout the entire first floor. Master suite has broad waterviews of Prices Creek and even the Chesapeake Bay. Sit on the back porch, enjoy your coffee, and enjoy the transquility. Some of the best sunsets you'll ever see can be had from a short walk from your front door. Or walk down to the water's edge and cast your line into the bay as the sun sets. Time to pick colors, customize finishes, and put your own touches on this new home! Photos may show options.

Oregon Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

100 Wall St, Queenstown
$399,900
6 Beds ⋅ 2 Baths
This exquisite Colonial home, beautifully renovated in 2010, seamlessly blends historic charm with modern luxury. Spanning 1,840 sq. ft. , the interior boasts six spacious bedrooms and two full baths, featuring elegant wood and carpet flooring throughout. The heart of the home is the inviting country kitchen, equipped with stainless steel appliances, perfect for culinary enthusiasts. Enjoy cozy evenings by one of the two gas fireplaces, or host gatherings in the formal dining room. Set on a generous 0.2-acre corner lot, this property offers a cleared outdoor space ideal for relaxation or entertaining. Just blocks away, indulge in the serene beauty of Queenstown Harbor, where water activities like boating, fishing, and swimming await. With convenient off-street parking and a gravel driveway, this home provides both comfort and accessibility. Experience a lifestyle of tranquility and elegance in this remarkable residence, where every detail invites you to unwind and create lasting memories.

100 Wall St, Queenstown

Listing courtesy of Benson & Mangold, LLC. 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:

1606 Marion Quimby Dr, Stevensville
$285,000
3 Beds ⋅ 2 Baths
Welcome to 1606 Marion Quimby Drive in Stevensville, Maryland! Enjoy convenient, low-maintenance living in this inviting upper-level condo offering 3 bedrooms, 2 full baths, and 949 square feet of comfortable living space. Step inside to discover a functional floor plan featuring a cozy wood-burning fireplace, perfect for relaxing evenings at home. The private balcony provides a wonderful spot to enjoy your morning coffee or unwind at the end of the day. Additional conveniences include in-unit laundry, making everyday living that much easier. Beyond the condo itself, residents can enjoy the added benefits of a community designed for convenience and relaxation. Spend warm summer days lounging by the community’s in-ground swimming pool, take advantage of the recreation center, and enjoy the beautifully landscaped, professionally maintained common areas. With exterior common-area maintenance handled for you, there’s more time to enjoy everything Kent Island has to offer. It’s a wonderful combination of affordable comfortable living, community amenities, and everyday convenience! Location is everything! Conveniently situated near grocery stores, shopping, restaurants, and everyday essentials, with quick access to Route 50 and the Chesapeake Bay Bridge. Commuters will appreciate the easy drive to Annapolis and surrounding areas while enjoying all that Kent Island has to offer. Even better, the seller is offering a $5,000 contribution toward buyer closing costs or an interest rate buy-down, subject to lender approval and applicable loan guidelines! This added incentive provides an opportunity to help reduce upfront expenses or potentially lower monthly mortgage payments. Whether you’re purchasing your first home, looking to downsize, or searching for an Eastern Shore getaway, this property offers a wonderful combination of comfort, convenience, and location. Schedule your private showing and discover the possibilities!

1606 Marion Quimby Dr, Stevensville

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

105 Oakmont Ave, Church Hill
$599,999
4 Beds ⋅ 3 Baths
Welcome to 105 Oakmont Road, a truly grand residence on the finest lot in the neighborhood. Built in 2024 and finished with every upgrade the builder offered, this stunning 4 bedroom, 3 bath home delivers 3,144 square feet of elegant, move-in ready living without the wait or the compromises of new construction. From the moment you arrive, the setting sets this home apart, with sweeping views across the street to the community pond creating a peaceful, picturesque backdrop you will enjoy every single day. Step inside and you will find a home that is as beautiful as it is impressive, with spacious, light-filled living areas designed for both everyday comfort and memorable entertaining. Every room reflects the care and quality of a fully upgraded build, from the gathering spaces to the generously sized bedrooms and beautifully appointed baths. Picture slow mornings with coffee overlooking the water, evenings watching the sunset settle over the pond, and plenty of room to host friends and family in style. Stunning from top to bottom and inside and out, this is the rare opportunity to own a nearly new, fully upgraded home in an unbeatable location in Church Hill. Homes like this, on a lot like this, do not come along often. Schedule your private showing today and experience 105 Oakmont Road for yourself.

105 Oakmont Ave, Church Hill

Listing courtesy of Realty Plus Associates. Contact:

212 Baltimore Rd, Stevensville
$650,000
5 Beds ⋅ 3 Baths
Beautifully Renovated Transitional Home in Kent Island Estates! You will fall in love with this stunning transitional home nestled in the desirable waterfront community of Kent Island Estates! Beautifully renovated from top to bottom, this move-in-ready home combines modern style, comfortable living, and thoughtful updates throughout. Step inside to discover gorgeous hardwood flooring, soaring vaulted ceilings, and an inviting open floor plan filled with natural light. The whitewashed fireplace creates a beautiful focal point, while the spacious layout offers incredible flexibility to suit your lifestyle. With space configured for up to five bedrooms, you can easily create the perfect home office, family room, sitting room, hobby space, or guest accommodations. The beautifully updated bathrooms feature stylish tile showers and contemporary floating vanities. Extra-wide sliding glass doors invite the sunshine inside and provide easy access to the wraparound deck, where you can relax, soak up the sun, or fire up the grill for outdoor entertainment. Great new kitchen with stainless and Quartz counters adds even more style to this home. The generous yard offers plenty of room for gardening, games, pets, and all your favorite outdoor activities. A refurbished shed provides convenient storage for tools, lawn equipment, and recreational toys. The home's striking black-and-white exterior is complemented by oversized windows and an upgraded garage door that adds a sophisticated finishing touch. Enjoy peace of mind with major exterior and mechanical updates, including a new roof, siding, windows, deck, and heating system. With convenient one-level living, this home offers the opportunity to enjoy your surroundings comfortably for years to come. Kent Island Estates is a peaceful waterside community close to the fire hall, picnic areas, and playground. You are also approximately seven miles from shopping and convenient access to the Bay Bridge. Stylish, spacious, and move-in ready, this beautifully updated home offers the best of relaxed Eastern Shore living. Come discover all that Kent Island Estates has to offer!

212 Baltimore Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

336 Timber Ln, Grasonville
$455,000
4 Beds ⋅ 3 Baths
OPEN DAILY BY APPT. SPACE, COMFORT & LOCATION! (NOTE: Pictures with furniture are virtually staged). You really can have it all! Welcome to 336 Timber Ln in Grasonville! This well-maintained two story colonial offers 4 bedrooms, 2.5 bathrooms, and a 2 car garage, all just minutes from Kent Island and the Chesapeake Bay Bridge. An ideal location for an easy commute while enjoying everything the Eastern Shore has to offer! Inside, you’ll find a spacious, inviting layout with a well sized kitchen featuring a breakfast bar that opens to the family room and sunroom. Picture cozy evenings by the fireplace as the temperatures drop! The sunroom adds even more flexible living space, perfect for a breakfast nook, additional seating, or simply enjoying the natural light. Upstairs, the spacious primary suite features a large walk-in closet and private bath with dual sinks, a soaking tub, and a separate water closet. Three additional bedrooms, a full hall bath, and multiple closets provide plenty of room for family, guests, or a home office. Love outdoor living? Start your morning with coffee on the welcoming front porch, then enjoy the large deck for grilling, entertaining, or unwinding with your favorite evening beverage. You’ll also love the convenient location near waterfront restaurants, marinas, the Yacht Club, shopping, and easy access to Route 50. Looking for room to spread out, spaces to enjoy, and a location that makes everyday life easier? Come see what 336 Timber Lane has to offer!

336 Timber Ln, Grasonville

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

114 Pathfinder Cir, Grasonville
$669,000
5 Beds ⋅ 3 Baths
**Welcome to Perry’s Retreat, where spacious living meets modern comfort and Eastern Shore charm!** Built in 2023, this pristine Ryan Homes Lehigh model offers the **largest floor plan in the community**, featuring over 3,000 square feet of beautifully designed living space, five bedrooms, two-and-a-half bathrooms, and an exceptional open-concept layout. The heart of this home is its expansive main living area, thoughtfully designed for both everyday comfort and effortless entertaining. The open floor plan seamlessly connects the kitchen, dining, and gathering spaces, creating a bright and inviting atmosphere. The spacious kitchen features an oversized center island that serves as the perfect gathering spot for casual meals, entertaining guests, or simply enjoying time together. With generous room to spread out, this main level is truly an entertainer’s dream! Adding to the home's versatility is a main-level bedroom, ideal for guests or multigenerational living, along with a separate flex room that can easily accommodate a home office, exercise room, or hobby space. Upstairs, a spacious additional living area provides the perfect secondary retreat for movie nights, a playroom, or a comfortable place to unwind. The generously sized primary suite features two walk-in closets and a private en-suite bathroom. Three additional bedrooms offer plenty of room and flexibility. Step outside to your own private backyard oasis! A beautifully hardscaped patio provides the ideal setting for outdoor dining, grilling, and entertaining. The fully fenced backyard, complete with attractive vinyl fencing and gated access to the expansive community green space, offers a wonderful combination of privacy and convenience. Perry’s Retreat offers a welcoming neighborhood atmosphere with expansive common grounds, a playground, and a dedicated boat storage area for residents. Additional highlights include a two-car attached garage, public water and sewer, and the peace of mind that comes with owning a nearly new home in pristine condition. **With the largest floor plan in Perry’s Retreat, five bedrooms, multiple living areas, an entertainer-friendly open layout, and beautifully finished outdoor space, this exceptional home truly has it all!** Discover the space, flexibility, and lifestyle you've been looking for!

114 Pathfinder Cir, Grasonville

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

105 State St, Stevensville
$479,500
4 Beds ⋅ 2 Baths
Highest and best due 12pm 10/24/26 With its charming white picket fence, inviting curb appeal, and timeless character, this delightful 4-bedroom, 2-full-bath Cape Cod feels like something straight out of a storybook! Nestled right in town, this home offers the perfect blend of small-town charm and everyday convenience. Enjoy being just a short stroll from local schools, the library, Love Point Park, the dog park, restaurants, coffee shops, the Kent Island Heritage Society, the Kent Island Federation of Arts, and so much more! Imagine morning coffee at your favorite local spot, afternoon walks through town, and enjoying everything this vibrant community has to offer right outside your door. Inside, you'll find a comfortable and versatile floor plan with two bedrooms and a beautifully appointed full bathroom on the main level, featuring a double vanity and walk-in tiled shower. Upstairs, two generously sized bedrooms and another full bathroom provide plenty of space for family, guests, or a home office. Dual-zone HVAC, replaced within the last five years, adds comfort and efficiency. One of the home's most inviting features is the charming sunporch, complete with brick flooring and a propane stove, creating a cozy retreat to enjoy throughout the seasons. Whether you're sipping your morning coffee, curling up with a good book, or watching the seasons change, this space is sure to become a favorite. Outside, the fully enclosed yard, framed by that quintessential white picket fence, completes the fairy-tale setting. A detached two-car garage offers exceptional functionality, including walk-up stairs to additional storage space, while the paved driveway provides plenty of off-street parking. And the practical perks are just as appealing: public water, public sewer, and NO HOA! Full of character, charm, and convenience, 105 State Street is a rare opportunity to enjoy the lifestyle of historic Stevensville with the space and amenities you've been looking for. Offered at $479,500. Come experience the magic of this storybook home for yourself!

105 State St, Stevensville

Listing courtesy of Samson Properties. Contact:

108 Groff Rd, Millington
$177,900
4 Beds ⋅ 3 Baths
Opportunity awaits at 108 Groff Road in Millington, MD! Bring your vision and creativity to this spacious Cape Cod-style home situated in a peaceful, wooded setting. Featuring a versatile floor plan, generously sized living areas, dormer windows, and a charming covered front entry, this property offers plenty of potential for customization. The home includes a spacious kitchen and living areas, an upper level with additional living space, and a bathroom featuring a jetted soaking tub. Mature trees provide natural privacy, while the rear deck offers an opportunity to create an inviting outdoor retreat. Whether you're an investor looking for your next renovation project or a buyer ready to transform a property into your dream home, this is a chance to build equity and make it your own. Property is in need of renovation and is being sold as-is. Bring your imagination and discover the possibilities!

108 Groff Rd, Millington

Listing courtesy of RE/MAX Eagle Realty. Contact:

101 Bufflehead Ct, Chester
$275,000
2 Beds ⋅ 2 Baths
Welcome to easy, low-maintenance living in the sought-after Bayside community of Chester! This beautifully maintained 2-bedroom, 2-bathroom condo offers the perfect combination of comfort, style, and convenience. Gorgeous hardwood floors flow throughout, while the spacious family room, kitchen, and dining area create an inviting layout perfect for everyday living and entertaining. Both bedrooms offer generous space, with the primary suite featuring a walk-in closet and private full bathroom. Enjoy the fresh air and beautiful weather from your private deck, while convenient in-unit laundry adds to the ease of everyday living. The Bayside community offers fantastic amenities, including a clubhouse, fitness center, and outdoor pool, along with easy access to the Cross Island Trail for walking, running, and biking. Conveniently located just minutes from local dining, shopping, and the Chesapeake Bay Bridge. Don't miss your opportunity to enjoy all that Kent Island living has to offer!

101 Bufflehead Ct, Chester

Listing courtesy of The KW Collective. Contact:

46 F Zuma Bch, Grasonville
$75,000
1 Beds ⋅ 1 Baths
Waterfront weekends on the Chester River, for a fraction of what a waterfront house costs. Lot 46F on Zuma Beach in Beach Harbor Camper Cooperative comes with a Forest River Silverback fifth-wheel set up under mature shade trees, so your summer afternoons stay cool. Inside: 1 bedroom and 1 bath. Outside: Outside, the setup is already done for you: a brick paver patio with a built-in fire pit, string lights overhead, a privacy screen, built steps to the entry, a storage shed, and a gravel pad for parking, all under mature shade trees. Your co-op membership puts you on Jackson Creek and the Chester River, with a community boat ramp, pier, private beach, pool, hot tub, clubhouse, tennis, basketball, and shuffleboard. Launch the boat in the morning, fish the afternoon, and end the night around your own fire pit. Buy this fall and use the off-season to get it set up, so you're ready the day the season opens. Schedule your private showing now. Since this is a co-op campground financing is not available. See documents section for list of full inclusions

46 F Zuma Bch, Grasonville

Listing courtesy of Real Broker, LLC - Chester. Contact:

200 Quail Run Dr, Centreville
$549,000
3 Beds ⋅ 2 Baths
Welcome home to this beautiful Cape Cod located in Corsica Landing Estates, along the Corsica River. This home features three ample sized bedrooms, two full baths, a separate kitchen, dining and living area. While it has plenty of space inside and out, the potential for more living area is yet to be discovered. This home has a fully framed unfinished second floor. While the current septic system is in perfect working order, QAC and a septic company have determined that with an upgrade to a BAT system and extension of the drain fields, you can have an additional one to two bedrooms and another bath. This home just needs you and your design plans! If that isn't enough the home is located just a stone's throw away from the Centreville Wharf where you can launch your boat, fish from the dock or just relax in the park area or let the children roam and enjoy the playground. There are so many other great amenities nearby from restaurants and shops to grocery stores, the YMCA and so much more.

200 Quail Run Dr, Centreville

Listing courtesy of Rosendale Realty. Contact:

9 Ackerman Ct, Stevensville
$444,000
3 Beds ⋅ 3 Baths
Welcome to 9 Ackerman Court, a charming Cape Cod nestled among mature trees in the sought-after Cloverfields community on Kent Island! Offering the perfect blend of comfort, character, and coastal living, this inviting home features three bedrooms, a versatile bonus room, and the convenience of a main-level primary suite. Step inside to discover a bright and airy living room featuring soaring vaulted ceilings, abundant natural light, and a beautiful brick fireplace that creates a warm and welcoming focal point. The spacious kitchen offers white cabinetry, generous countertop space, and an adjoining dining area with sliding glass doors leading to the expansive rear deck—perfect for everyday living and effortless entertaining. The main-level primary suite offers a comfortable retreat complete with a walk-in closet and private bathroom. Two additional bedrooms and a flexible bonus room provide plenty of options for a home office, playroom, guest space, or whatever best suits your needs. Neutral finishes and attractive flooring throughout create a fresh, inviting atmosphere ready for your personal touch. Outside, enjoy your own private backyard retreat. The expansive deck is ideal for outdoor dining, summer gatherings, or simply relaxing beneath the shade of mature trees. The fully fenced yard offers plenty of room for pets, play, and outdoor activities, while established landscaping and a storage shed add to the property's charm and functionality. Life in Cloverfields is all about embracing the Eastern Shore lifestyle. Residents enjoy access to an impressive collection of community amenities, including a beach along the Chester River, outdoor swimming pool, marina, boat ramp, clubhouse, and playground. Whether you're spending summer days on the water or enjoying the neighborhood amenities, there's something for everyone to love. Conveniently located in Stevensville, just minutes from local shopping, dining, parks, and the Chesapeake Bay Bridge, this home offers easy access to Annapolis and beyond. Discover the charm, convenience, and waterfront lifestyle that make 9 Ackerman Court such a wonderful place to call home. Some photos have been staged and enhanced by AI.

9 Ackerman Ct, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

101 Placeks Ln Ln, Stevensville
$659,900
3 Beds ⋅ 2 Baths
The Greystone offers an open floor plan with a modern split bedroom design. Bight and open, with kitchen, breakfast adjoining the family room. Standards included are LVP flooring, tile baths and granite/quartz countertops in kitchen. Plus, a FULL Basement for your future needs. Placek Place offers The Eastern Shore Way of Life. Close by beach, walking trail, pickle ball, marinas plus shopping and resturants. All located in a private enclave with sidewalks, street lights, public water, sewer and full basements. Arare combination on The Island just 1 minute from the bridge. Placek Place is close to walking trails, pickle ball courts,beaches, Blue Heron Golf Course, shopping and causal and formal dining. Enjoy The Eastern Sore Life in your New Home.

101 Placeks Ln Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

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