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$495,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated 3-bedroom, 2-bath home in the highly desired Bay City neighborhood! Situated on a spacious half-acre lot with community water access, this property offers the perfect blend of comfort, updated and coastal community living. Recent improvements include new windows, a new HVAC system, and new kitchen flooring and cabinets. Enjoy plenty of outdoor space with the 2 car garage and a brand new deck coming soon! This home is ready to welcome its next owner!!

912 Buckingham Dr, Stevensville

Listing courtesy of Douglas Realty LLC. Contact:

$525,000
5 Beds ⋅ 4 Baths
Discover the charm of this beautiful home in the desirable Castle Marina community. With five spacious bedrooms (including one on the main level) and 3.5 bathrooms, this residence is designed for comfort and functionality. Enjoy cozy evenings by one of the two fireplaces. With new windows, the natural light floods the traditional floor plan, enhanced by recessed lighting and wood floors throughout. The entry-level bedroom offers convenience, while the walk-in closets provide ample storage. Step outside to your personal oasis with an in-ground pool (new pool pump), ideal for summer relaxation and entertaining. With a generous 0.39-acre lot and side-entry garage, this home combines space and style.

326 Castle Marina Rd, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$549,900
3 Beds ⋅ 2 Baths
Price improvement on this beautiful expanded Brick Front Rancher with upgrades galore. Owner has found their home of choice and is currently under contract. This beautiful home is professionally landscaped and situated on a 1+ acre level lot. Upgrades Include...New roof 5/22, New HVAC system 11/23, New Heat Pump located in the back Sunroom 11/23, New Water Heater 9/26, New Washer/Dryer 11/24 & New Stove 3/25. Please note; Septic System was pumped 4/28/26 and included a full service check of the system. This outstanding country rancher offers so many areas to entertain friends or just find a quiet spot to sit and enjoy the peaceful surroundings and wildlife. This home shows pride of ownership throughout the property. 2hr notice on showings is requested.

157 Greenwood Creek Rd, Queenstown

Listing courtesy of Cummings & Co. Realtors. Contact:

$639,990
2 Beds ⋅ 2 Baths
Welcome to the Bernstein II, a beautifully designed home offering 2 bedrooms, 2 baths, and a 2-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area offers a spacious and functional space for lounging. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

641 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$350,000
2 Beds ⋅ 2 Baths
Your Island Getaway Is Waiting! Dreaming of a cozy home where life feels a little more relaxed and every season brings something to look forward to? This charming 2/3-bedroom Island home may be just what you’ve been waiting for! Start your mornings—or wind down your evenings—on the inviting front porch, where you can swing with the little ones, rock to your favorite playlist, and enjoy the laid-back Island lifestyle. Inside the spacious living room features a wood stove, creating the perfect spot for cozy winter nights. The bright, well-appointed kitchen offers a center island, granite countertops, stainless steel appliances, abundant cabinetry, and a pantry—plenty of room for preparing family meals or entertaining friends. Just off the kitchen, the screened porch is ready for three-season enjoyment. Imagine crab feasts with family and friends, relaxing evenings, or cheering on your favorite team while enjoying the crisp fall air! Outside, the huge, privately fenced rear yard offers plenty of space for the kids to play, pets to roam, or everyone to gather. Multiple sheds provide convenient storage for all your crabbing, fishing, boating, and outdoor gear. Upstairs, you’ll find two spacious bedrooms plus a walk-up attic with endless possibilities. Use it for additional storage, a home office, hobby space—or transform it into an additional bedroom to suit your needs. Whether you’re looking for a year-round home, a weekend retreat, or your own slice of Island living, this one offers comfort, space, charm, and plenty of potential at a great price. PLUS...the boat ramp is just 2 mins away which means fresh seafood is what's for dinner! Come see it for yourself—this Island gem won’t last long!

200 Church St, Chester

Listing courtesy of RE/MAX Executive. Contact:

$590,000
4 Beds ⋅ 3 Baths
Rare opportunity to own in sought after Creek Point Estates with NO HOA. You will fall in love with this amazing 4BR, 2.5 BA colonial on 1.6 acres with gleaming hardwood floors, great room with build in bookcases, fireplace, HUGE primary bedroom with 2 WICs, deck, screened in porch, gourmet kitchen, large garage, separate dinning room, living room, family and office. Lots of room to play and expand. Owners have updated many important things including a new roof last year, newer HVAC, appliance and so much more. Sellers are offering $5000 closing help -WOW! Only minutes from a public boat ramp/docks, parks, shopping, doctors, historic Centreville and more. Come get this one before its gone! All reasonable offers considered.

112 Creek Point Rd, Centreville

Listing courtesy of Taylor Properties. Contact:

$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:

$550,000
4 Beds ⋅ 4 Baths
Room to Breathe. Space to Dream. There is something special about coming home to a place where life feels just a little slower and a bit quieter. Set on a fabulous one-acre parcel surrounded by farms and open countryside, this well-loved home offers a sense of privacy and breathing room that can be hard to find—yet it is still just minutes from the places and conveniences you need. Here, mornings can begin with coffee overlooking your own piece of land, weekends can be spent in the garden, and evenings feel removed from the noise and pace of the day. And with an acre of your own, there is room to imagine what comes next. Create the vegetable and flower gardens you have always wanted. Add an outbuilding, workshop, or hobby space. Spread out, entertain, play, plant, tinker—or simply enjoy having open space around you. The home itself has a wonderful sense of history and has clearly been loved over the years. Inside, you'll find an updated kitchen with granite countertops, warm wood floors, four full baths, a huge mudroom, and generous living spaces that offer flexibility for everyday life, guests, hobbies, or working from home. Then there is the unfinished basement—a whole additional level waiting for the next owner's vision. Perhaps a recreation room, home gym, workshop, studio, additional living space, or simply incredible storage. It is another reminder that this is a property with room not only for how you live today, but for the ideas you may have for tomorrow. Outside, an oversized garage, paved driveway, and expansive parking area provide plenty of space for vehicles, equipment, projects, and gatherings. And while this home has plenty of character and history, many of the less glamorous—but very important—systems have received significant attention in recent years, including the roof, water-conditioning system, French drains, septic system, and more. Some homes are defined by finishes and square footage. This one feels defined by something more: space, privacy, possibility, and the freedom to make it your own. A place with a past, plenty of room for the present, and so many possibilities for what comes next.

746 Hope Rd, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

$750,000
1 Beds ⋅ 2 Baths
A truly special Eastern Shore property! This charming Tidewater Cape is beautifully positioned on the point of 13.78 acres, surrounded by the tidal waters of the Chester River. Built in 1950 by a father and son as a summer retreat, the home has been loved and enjoyed by generations and is filled with character and timeless charm. The setting begins to reveal itself as you travel the wooded drive and catch glimpses of the river through the trees. As you approach the homesite, the trees open and water appears on both sides, showcasing the property's unique point setting, privacy, and natural beauty. Charming and inviting from the front, the home's true presence is best appreciated from the waterside, where its distinctive three-story Tidewater elevation creates an impressive view. Inside, hardwood floors extend throughout the main and second levels, complemented by beautiful built-ins and original hardwood details. A main-level porch and lower-level patio provide wonderful spaces to relax and enjoy the peaceful surroundings. Two outbuildings along the shoreline include a one-car garage and a workshop with electric, offering additional storage and workspace. With 13.78 acres, there may be potential for subdividing. *Buyers to verify all possibilities, requirements, and approvals with the appropriate county authorities. A rare opportunity to own substantial acreage with privacy and character in a beautiful Chester River setting. Pier/dock conveys As-Is. DO NOT WALK ON DOCK. Property shown by appointment only. DO NOT ENTER PROPERTY WITHOUT AN APPOINTMENT.

200 Powers Ln, Millington

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

$400,000
5 Beds ⋅ 4 Baths
List price is Opening Bid at the Online auction to be conducted on Auctioneers website. - Auction ends Tuesday, September 29, 2026 at 11:00 AM. Discover the space and versatility of 1868 Roberta Drive in Chester, Maryland, a custom-built home offering 5 bedrooms, 3.5 bathrooms, multiple living areas, abundant storage, and no HOA. Conveniently located just minutes from Route 50 and the Chesapeake Bay Bridge, this property combines generous proportions with a layout designed for comfortable everyday living and entertaining. The main level makes an immediate impression with 12-foot ceilings and oversized 6-foot windows, creating bright, open living spaces throughout. The floor plan includes a spacious family room, vaulted morning room, sunroom, and an eat-in kitchen that serves as the heart of the home. The kitchen is equipped with granite countertops, a large center island, pantry, and ample cabinet and workspace. The home’s 5-bedroom, 3.5-bath configuration provides plenty of flexibility. The primary suite features a tray ceiling and private bath with a custom-tiled shower and double vanity. Four additional bedrooms are complemented by two Jack-and-Jill-style bathrooms, offering a functional arrangement for family, guests, home offices, or additional flex space. Outdoor living is another highlight, with an impressive 800± square-foot wraparound deck providing plenty of room for grilling, dining, entertaining, and relaxing. Additional features include: • Hardwood and tile flooring • Roman blinds and wood shutters • New HVAC system • Finished garage • Dedicated laundry room with New washer and dryer • Approximately 4-foot crawl-space ceiling height • Numerous custom builder upgrades • No HOA With its impressive bedroom count, expansive living areas, oversized deck, substantial storage, and convenient Chester location, 1868 Roberta Drive offers bidders a unique opportunity to purchase a custom Eastern Shore home and make it their own. Don’t miss your opportunity to bid!

1868 Roberta Dr, Chester

Listing courtesy of Alex Cooper Auctioneers, Inc.. Contact:

$1,250,000
3 Beds ⋅ 3 Baths
Discover exceptional waterfront living on picturesque Cox Creek. Beautifully renovated approximately four years ago, this move-in-ready home combines modern updates with the timeless appeal of Maryland's Eastern Shore. Offering 3 bedrooms, 2.5 baths, and a highly desirable main-level primary suite, the thoughtfully designed layout provides both comfort and functionality. Inside, you'll find a dedicated home office and stylish engineered hardwood and tile flooring throughout, creating a seamless and low-maintenance living space. Large windows invite natural light and showcase the home's tranquil waterfront setting. Outdoor living is just as impressive, featuring two maintenance-free decks, a patio ideal for grilling and entertaining, and a fenced backyard perfect for pets, play, or simply enjoying the beautiful surroundings. Whether hosting friends or relaxing with a morning coffee, this home offers multiple spaces to take in the peaceful water views. Boating enthusiasts will appreciate the private pier equipped with both water and electric service, while the pier decking was replaced last year, providing added value and peace of mind. Enjoy easy access to boating, fishing, crabbing, kayaking, and all the activities that make waterfront living so special. Conveniently located on Kent Island near shopping, dining, marinas, and commuter routes, this exceptional waterfront property offers the perfect blend of luxury, comfort, and Chesapeake Bay lifestyle. 3 Bedrooms | 2.5 Baths | Main-Level Primary Suite | Separate Office | Waterfront on Cox Creek | Private Pier with Water & Electric | New Pier Decking (2025) | Two Maintenance-Free Decks | Grilling Patio | Fenced Backyard | Renovated Approximately 4 Years Ago

1717 Harbor Dr, Chester

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

$674,900
4 Beds ⋅ 3 Baths
NEW CONSTRUCTION IN QUEENSTOWN – PRIVATE WOODED SETTING! Welcome to this thoughtfully designed new construction home on beautiful John Brown Road.  This home offers nearly 2,300 square feet of high quality living space in a peaceful, private setting surrounded by towering hardwood trees and backing to the wooded portion of a 1,000+ acre farm. Step inside this bright and inviting home offering super nice kitchen, large great room with gas fireplace, large first floor laundry, and plenty of space for both everyday living and entertaining. The really spacious first-floor primary suite offers convenience and privacy with granite vanity, large tiled shower, and huge closet! Upstairs, you'll find three big bedrooms, providing plenty of room for family, guests, home offices, or additional flex space. Additional highlights include granite counters, oversized trim, LVP flooring, insulated and finished 2 car garage, with stamped concrete walks, porch, and patio really dress this home up!  Secondary driveway is perfect for parking that large RV or boat! Everyone loves that peace of mind that comes with owning a brand-new home. Quality goes well beyond what you can see – spray foam sealed crawlspace walls and concrete floor make the conditioned crawl space a dry and energy efficient feature.   The home is equipped with a whole-house water treatment system designed to address arsenic, iron, and other common well-water contaminants. All exterior walls are flash coated with closed cell insulation for maximum efficiency. If you've been searching for the perfect combination of new construction, space, privacy, and Eastern Shore living, this home deserves a look. More photos and additional details coming soon!

1306 John Brown Rd, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$485,000
3 Beds ⋅ 2 Baths
Open House: Saturday September 12th from 10:00am - 12:00pm One-Level Living in a Quiet Cul-de-Sac with Amazing Outdoor Space! Welcome to 226 Lakeside Drive, a beautifully maintained 3-bedroom, 2-full-bath Alton E Darling Construction - built home offering timeless charm, quality craftsmanship, and 1,914 sq. ft. of comfortable one-level living in the Springview community. Situated at the end of a quiet cul-de-sac, this home features beautiful hardwood floors, crown molding, two fireplaces, and custom built-ins. The dining room is filled with natural light and features a large picture window overlooking the beautifully landscaped backyard. The spacious sunroom offers the perfect spot to relax and enjoy views of the outdoors throughout the seasons. Outside, enjoy an impressive combination of deck, brick patio with pergola, fully fenced yard, and established landscaping—providing plenty of space for entertaining, gardening, or simply enjoying the peaceful setting. Recent improvements include professionally sanded and refinished hardwood floors and a freshly repainted deck. Additional features include a 2-car garage, paved driveway, and thoughtful accessibility features including entry ramps, a roll-in shower, and bathroom grab bars. Located in Springview, residents enjoy generous open community spaces while this home's cul-de-sac location offers added privacy and tranquility. With its classic charm, thoughtful features, and exceptional indoor and outdoor living spaces, 226 Lakeside Drive is a wonderful place to call home.

226 Lakeside Dr, Millington

Listing courtesy of Taylor Properties. Contact:

$719,990
2 Beds ⋅ 3 Baths
Welcome to Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in May 2027, this home combines comfort, functionality, and stylish finishes for modern living. The main living area features an electric fireplace, creating a warm and inviting focal point, while a dry bar adds the perfect touch for entertaining. A dedicated home office with French doors provides a private and polished space for working from home, studying, or pursuing hobbies. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths for added durability and style. The primary bath offers a relaxing retreat with a spacious shower featuring a built-in seat and handheld shower wand, along with a double-sink vanity and quartz countertops. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

736 Warbler Way Unit 2733, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$415,000
3 Beds ⋅ 2 Baths
Grasonville - Property is zoned GVC, this gives you opportunity to own your own home and business. Well maintained property and home located on a corner lot with garage and extra storage sheds. Plenty of room for parking, open floor plan featuring 3 bedrooms 2 baths with luxury vinyl flooring with wonderful kitchen with upgraded commercial size refrigerator/freezer. The decks make it nice for outside entertaining with custom retractable awning and screen/shades.

101 King Store Rd, Grasonville

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

$512,000
3 Beds ⋅ 2 Baths
Welcome to 224 Wye Knot Court, a charming 3-bedroom, 2-bath home situated on a spacious lot in the peaceful Wye Knot Farms community. Step inside to a bright and inviting layout filled with natural light and comfortable, functional living spaces. This well-maintained home offers the perfect opportunity to enjoy the relaxed lifestyle of Maryland’s Eastern Shore. Wye Knot Farms is known for its quiet setting, generous lots, and welcoming neighborhood feel, while still providing convenient access to Route 50, shopping, dining, and the beautiful Wye River. Whether you’re purchasing your first home, looking to downsize, or simply searching for a little more space and tranquility, 224 Wye Knot Court is a must-see! Professional photographs coming soon!

224 Wye Knot Ct, Queenstown

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

$549,000
2 Beds ⋅ 2 Baths
Welcome to Oyster Cove, where every day feels a little like vacation! This beautifully appointed first-level condo offers the perfect combination of comfort, convenience and Eastern Shore waterfront living. Step inside to gorgeous hardwood floors, a warm and inviting living area with an electric fireplace insert, and a beautifully finished kitchen featuring high-end granite countertops — even the backsplash is granite, creating a polished, upscale look. One of the best features of this home is its desirable first-level location. With minimal stairs and no need to wait for an elevator every time you come and go, everyday living is wonderfully easy. Step right outside your back door and enjoy lovely views of the water and boats. Imagine starting your mornings with coffee overlooking the marina and winding down in the evening with a cocktail while watching the sunset. It truly feels like being on vacation without ever leaving home. At Oyster Cove, there is plenty to enjoy without even leaving the neighborhood. Spend warm summer days at the community pool, meet friends for a game of pickleball, take a leisurely walk along the waterfront, watch the boats come and go, or simply relax and enjoy the peaceful marina setting. Bird and wildlife lovers will appreciate the frequent sightings of osprey, herons and even bald eagles. Whether you prefer being active or simply unwinding by the water, the community offers countless ways to enjoy the Eastern Shore lifestyle right outside your door. And for boating enthusiasts, there is an exciting additional opportunity: a separately deeded 40-foot boat slip is also available for purchase, giving you the option to keep your boat just steps from home and make the most of life on the Chesapeake Bay. Whether you're looking for a full-time residence, weekend getaway or an easy-to-maintain Eastern Shore retreat, this is a wonderful opportunity to enjoy the Oyster Cove lifestyle in one of the community's most convenient locations. Come see why life is just a little better by the water!

114 Oyster Cove Dr Unit 1C, Grasonville

Listing courtesy of RE/MAX Leading Edge. Contact:

$540,500
4 Beds ⋅ 4 Baths
Discover an exceptional opportunity in the desirable Church Hill Hunt subdivision. This stunning Colonial-style residence, built in 2007, offers a spacious 3,720 square feet of thoughtfully designed living space. Featuring four generously sized bedrooms and three and a half bathrooms, this home is perfect for both entertaining and everyday living. The heart of the home boasts a cozy gas fireplace with glass doors, creating an inviting atmosphere for gatherings. The partially finished basement provides additional space for recreation or storage, with both interior access and a convenient outside entrance. Enjoy the ease of upper-floor laundry and the comfort of an attached two-car garage with front entry. Set on a generous 0.86-acre lot, this property offers ample outdoor space for relaxation and activities. With no pool to maintain, you can focus on enjoying your surroundings. This residence combines modern convenience with classic charm, making it an ideal choice for discerning buyers seeking a blend of comfort and style.

151 Fox Den Rd, Church Hill

Listing courtesy of Real Estate Professionals, Inc.. Contact:

$729,900
4 Beds ⋅ 3 Baths
This isn’t just a home with acreage—it’s the opportunity to live a little differently. Set on 4.74 private acres just outside of Centreville, 622 Spaniard Neck Road pairs country living with the space, infrastructure and flexibility to create the lifestyle you’ve been looking for. A gated driveway adds another layer of privacy as you enter the property. AG certified and already equipped with a 24' x 30' pole barn featuring 10' ceilings, power and water, an additional 11' x 30' lean-to and a separate run-in, the property is ready for horses, livestock, equipment, hobbies, a serious workshop—or simply room to spread out. Inside, the 4-bedroom home offers a layout that is anything but ordinary. The main living level was designed to take advantage of the surrounding property, with elevated living spaces, expansive views and multiple access points to the outdoor decks. A dramatic two-story family room anchors the home, while the completely renovated kitchen brings a fresh, modern feel to the heart of the house with refinished cabinetry, quartz countertops, backsplash, stainless steel appliances, open shelving and a dedicated coffee bar. New LVP flooring throughout the main living areas further refreshes the space, with new carpeting upstairs completing the updates. The spacious primary suite is tucked away upstairs with a private bath and its own cozy, private deck—the perfect spot for morning coffee, watching the wildlife or winding down as the sun sets over the property. A catwalk overlooking the great room adds architectural character you won't find in a cookie-cutter floor plan. Additional bedrooms provide flexibility for family, guests or home office space. The lower level adds another layer of possibility with garage-style space designed for ATV, lawn equipment and recreational storage rather than conventional vehicle parking, along with multiple framed areas ready to be finished around your needs. Outside, mature trees and established grounds create a peaceful, park-like setting with plenty of room to garden, entertain, keep animals or simply enjoy the privacy. Multiple decks extend the living space outdoors, while mature fruit-producing cherry trees add to the property's established country setting. Nearly five acres. AG certified. Gated privacy. A powered and plumbed pole barn. Room for animals, equipment and big ideas. 622 Spaniard Neck Road isn't about having more house. It's about having more possibilities.

622 Spaniard Neck Rd, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

$445,000
3 Beds ⋅ 3 Baths
Welcome to 43-A Queen Neva Court, a pristine 3-bedroom, 2.5-bath contemporary condo in the sought-after Queens Landing community. Offering more than 2,000 square feet of living space, the largest model in the community, this spacious end unit features an open, sunlit floor plan that is perfect for everyday living and entertaining. The oversized kitchen provides abundant workspace and storage, while the inviting living area is highlighted by a cozy fireplace. The generous primary suite includes a private bath with a soaking tub and separate shower. Step outside to your patio and enjoy peaceful pond views, added privacy, and the benefits of end-unit living. Queens Landing offers an amenity-rich lifestyle with a community pool, clubhouse, fitness center, tennis courts, and much more. This one is truly a 10/10!

43 Queen Neva Ct, Chester

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$414,000
3 Beds ⋅ 2 Baths
**WHY LIVE IN A TOWN HOME WHEN YOU CAN GET A SINGLE-FAMILY HOME AT A TOWN HOME PRICE?**Newly Priced at $414,000!**Nestled in the charming Kent Island Estates, this delightful ranch-style home offers a perfect blend of comfort and convenience. With 1,344 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two full bathrooms, making it an ideal retreat for those seeking a serene lifestyle. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The combination kitchen/dining space is perfect for gatherings, while the entry-level bedroom provides easy accessibility. Enjoy cozy evenings by the pellet stove, which adds warmth and ambiance to the living area. The home is adorned with Brand NEW ENERGY STAR qualified windows, ensuring energy efficiency and natural light throughout. The primary bath offers a private oasis, while the additional features, including ceiling fans and window treatments, enhance the overall comfort of the home. The main floor laundry adds to the convenience of daily living. The deck invites you to unwind and enjoy the fresh air, making it an ideal spot for morning coffee or evening relaxation. Crawl Space has been encapsulated. Kent Island Estates is not just about the home; it's about the lifestyle. Brand new Asphalt Driveway. Located just three blocks from the beautiful Eastern Bay, residents can enjoy easy access to water activities, whether it's kayaking, fishing, or simply soaking in the stunning views. The neighborhood is rich in amenities, with nearby shopping, dining, and recreational options that cater to a variety of interests. This home is more than just a property; it's a place where memories are made, and a community where you can truly feel at home. Embrace the opportunity to live in a vibrant area that offers both tranquility and convenience. Don't miss your chance to make this charming residence your own!

108 Oregon Rd, Stevensville

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

$335,000
3 Beds ⋅ 2 Baths
Lovingly restored rancher located on a a quiet street in sought after Chester Harbor. Generous sized corner lot, with beautiful landscaping and asphalt drive. Home had a complete renovation in 2020 inside and out and practically everything is new since then. Enter into an inviting and updated open floor plan that combines living and dining area, perfect for entertaining and large gatherings. Updated laminate plank floors throughout entire home with SS appliances and kitchen breakfast bar, plus separate dining area. Stackable laundry and half bath conveniently located just off dining area. The sun room, over looking the back garden makes a great sitting room, office, or flex space. Down the hall you'll find 3 good sized bedrooms, all with double closets, a good sized bathroom with modern vanity, laminate floors and tub shower. Outside is a gardener's oasis with mature specimen plantings, just waiting for you to make it your own!

217 Edmore Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$480,000
4 Beds ⋅ 3 Baths
Discover the space, convenience, and potential this 4-bedroom, 3-bathroom Centreville home has to offer. Situated on an expansive 0.45-acre lot, this property provides plenty of room to spread out and create a home that fits your lifestyle. Whether you're looking for space to entertain, relax, garden, or enjoy time outdoors, this property offers plenty of possibilities. Located close to local parks, shops, restaurants, and community amenities, this home offers the convenience of being near everything Centreville has to offer. With its established neighborhood, welcoming community atmosphere, and desirable in-town location, this property is an opportunity to enjoy a comfortable lifestyle with plenty of room to grow. Come see the possibilities and make this Centreville home your own! - Buyer to confirm square footage.

214 Belvedere Ave, Centreville

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

$595,000
4 Beds ⋅ 4 Baths
This charming 4-bedroom, 4-bathroom townhouse in the desirable Ellendale community offers a perfect blend of modern comfort and inviting warmth. Built in 2023, this Baldwin built home features an open floor plan with luxury vinyl plank flooring and carpet in the bedrooms, ideal for both relaxation and entertaining. The spacious kitchen features a large center island and high-quality appliances, including a built-in microwave and dishwasher, making meal prep a delight. Large Deck off dining/kitchen area, too! Enjoy evenings by the fireplace or step out onto the balcony and deck to soak in the serene views of the garden and open common area. Nearby parks and walking paths invite outdoor adventures, while excellent schools and convenient access to commuter lots and the airport ensure a seamless daily routine. With an attached garage and driveway parking, this home is a true gem in a vibrant neighborhood, ready to welcome you home.

314 Allison Jane Dr Unit H-2, Stevensville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

$459,000
2 Beds ⋅ 2 Baths
Perfect location for an afternoon walk to the pool and clubhouse! New roof with a warranty that conveys with the purchase of this lovely home. The updated kitchen is one of the highlights with the light cherry cabinetry and Cambria Quartz counters, show off nicely against the mahogany flooring that extends thru out this home. Plantation shutters add character to the family room while the formal living and dining area reflect a more formal setting for entertaining. Owners suite in the rear of the home while a guest suite is in the front allows plenty of privacy for company or family. Enjoy relaxing outside on a large paver patio with a motorized retractable awning with new Sunbrella fabric. Overall, this is a lovely, well maintained home waiting for a new occupant to enjoy!   Symphony Village is a community of 395 houses, with mature trees, lush landscaping, and a magnificent clubhouse where myriad activities are available, including frequent social gatherings, holiday picnics, card games, mahjong, dance classes, billiards, a vibrant artisan group with  classes and shows, plus a quarterly reception for residents and friends to view the latest art creations. There are bocce courts, tennis and pickle ball courts, and a putting green with many keen players. The outdoor pool is open from May to September, and you can find several shady seating spots if you wish. The indoor heated pool is open year-round, and features a lift chair for those who need it. Water aerobics classes are offered weekdays indoors  or outdoors depending on the season.  Centreville is the Queen Anne County seat, with a historic courthouse, several restaurants, grocery stores, and other essential services. Easy drive to Easton, St. Michaels, Annapolis and Chestertown, and the beach is not too far away.

139 Harmony Way, Centreville

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

$4,300,000
7 Beds ⋅ 9 Baths
A spectacular waterfront estate where luxury living meets the Chesapeake Bay lifestyle. Set on 1.82 beautifully landscaped acres in the Landings at Mattapex community, this extensively renovated residence offers 225 feet of waterfront on Shipping Creek, a private sandy beach, exceptional boating facilities, a playground area, and resort-style amenities. Offering more than 8,000 square feet of finished living space, the residence features 7 bedrooms, 7 full and 2 half baths, a 3-car attached garage, and has been thoughtfully transformed with substantial improvements inside and out. Recent upgrades include a new roof and driveway, a new poolside shower room, a beautifully renovated kitchen, a redesigned master bathroom and walk-in closet, and an upgraded water treatment system. A significant main-level renovation replaced the original hardwood floor with elegant porcelain flooring featuring radiant heat, bringing warmth and sophistication to the home’s expansive interior. The master suite is a spacious retreat enhanced with its own balcony overlooking the property. Designed for entertaining and everyday enjoyment, the home also features a private gym and indoor tiki bar, along with generous gathering spaces for family and guests. Step outside and the property becomes your own private waterfront resort. The impressive 42’ x 22’ heated swimming pool is complemented by a new poolside shower room, an outdoor bar, a stainless-steel BBQ grill, a custom hot tub, multiple outdoor entertaining spaces, and beautifully maintained grounds all leading to your own private sandy beach with a fire pit. For boating enthusiasts, the waterfront is exceptional. Approximately 225 feet of waterfront with 5’ MLW at the end of a 200-foot private pier, provides outstanding access to the water. The pier is equipped with two boat lifts and two jet-ski lifts, and the property has previously accommodated a yacht. And then there are the mornings with beautiful sunrises over the water, enjoyed from a setting designed to make every day feel like a getaway. From boating and beach days to afternoons beside the pool and evenings entertaining family and friends, 232 Matapex Plantation Lane offers far more than a beautiful home; it offers a complete waterfront lifestyle. Extensively renovated, exceptionally appointed, and ready for its next chapter.

232 Matapex Plantation Ln, Stevensville

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

$324,900
2 Beds ⋅ 3 Baths
NEW PRICE — CREEKSIDE LIVING ON KENT ISLAND! Discover an Eastern Shore lifestyle at 346 Creekside Commons, a 2-bedroom, 2.5-bath townhome offering approximately 1,240 square feet of living space in a peaceful setting overlooking Thompson Creek. The main level offers an open and comfortable flow for everyday living and entertaining, with the kitchen connecting easily to the dining and living areas. Step outside to the rear deck and enjoy the creekside setting, perfect for morning coffee, evening sunsets or simply slowing down after a long day. Upstairs, you'll find two bedrooms, including a spacious primary suite with its own private bath. Whether you're searching for a full-time home, weekend escape or an easy home base for enjoying everything Kent Island has to offer, this property provides flexibility at an approachable price point. Enjoy nearby opportunities for kayaking, paddleboarding, boating and exploring the Eastern Shore, along with convenient access to shopping, dining, Route 50 and the Bay Bridge. Fee-simple ownership and a lower monthly association expense than many nearby condominium communities add to the value. Come experience the water-oriented Kent Island lifestyle at 346 Creekside Commons.

346 Creekside Commons Ct, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

$575,000
3 Beds ⋅ 3 Baths
618 Love Point Road — Restored Farmhouse Charm in the Heart of Stevensville - MOVE IN READY Over 2,300 square feet of beautifully updated living space, just steps from Old Love Point Park and a short walk or bike ride to the restaurants, coffee shops, and boutiques of historic downtown Stevensville. This 3-bedroom, 2.5-bath farmhouse pairs classic character with modern upgrades—hardwood floors throughout, a newer roof, new gutters, and updated major utilities for real peace of mind. The light-filled main level flows from the living room through an open dining area into a stylish kitchen with a farmhouse sink, custom cabinetry, and a built-in coffee bar, ice machine and wine cooler. Perfect for entertaining or a quiet morning at home. Upstairs: three cozy bedrooms and two tastefully updated baths. Outside is where it really shines. A large, flat, beautifully landscaped backyard anchored by a charming gazebo with sauna gives you room to relax or entertain, and a detached bonus building opens up endless options—home office, studio, gym, or guest suite. Sip coffee on the front porch, host a summer barbecue, or stroll into town. This is Eastern Shore living at its finest. Don't miss your chance to own this historic gem in Stevensville, MD. Schedule a showing today and make this charming property your new home!.

618 Love Point Rd, Stevensville

Listing courtesy of Hawkins Real Estate Company. Contact:

$425,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained `three-bedroom, two-bathroom home, built in 2021 and offering a like-new feeling. The thoughtfully designed interior features modern finishes throughout, including granite countertops, stainless steel appliances, tankless water heater, and the exterior features hardi-plank siding. Quality construction inside and out. This home is move-in ready and offers a perfect blend of modern comfort and small town living.

414 Church St, Sudlersville

Listing courtesy of Coldwell Banker Realty. Contact:

$1,200,000
6 Beds ⋅ 5 Baths
COMING SOON - Rare opportunity to own TWO homes, an impressive 4,800+ sq. ft. shop, additional pole barn, and 25+ acres—all just minutes from Route 301! The heated and insulated 120' x 40' shop is fully equipped for a mechanic, contractor, trucking operation, or other business use. It features two separate bays with an office, break room, and bathroom between them, plus additional loft storage. A 30' x 50' pole barn with electric and water offers even more possibilities and is ideal for horses, equipment, or agricultural use. Main Home – 2321 Millington Rd: Approximately 1,527 sq. ft. with 3 bedrooms and 2 baths. Features include hardwood floors, a spacious living area open to the dining room and kitchen, split-bedroom floor plan with private primary suite, laundry room, attached 2-car garage, front and rear covered porches, and hot tub. Neat as a pin and move-in ready! Guest House – 2327 Millington Rd: Approximately 1,142 sq. ft. with 3 bedrooms and 2 full baths, hardwood floors, open living and dining areas, rear covered porch, fenced area, and attached 1-car garage. Also in excellent condition! Whether you're looking for a small farm, trucking operation, contractor headquarters, mechanic's shop, multi-generational property, or simply room to spread out, this property offers an exceptional combination of residential, business, and agricultural possibilities. You couldn't source the land and recreate this collection of homes and buildings for less. A rare find and superb value for everything it has to offer—come see it! Updated exterior photos coming next week.

2321 Millington, Millington

Listing courtesy of Village Real Estate Company LLC. Contact: