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$856,000
3 Beds 3 Baths
Welcome to Your Dream Home at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Lille Loft model. This single family home blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary suite, guest bedroom, and a private home office - perfect for working from home or hosting visitors. A chef's dream, the Gourmet Kitchen is the heart of the home, boasting upgraded appliances, expansive quartz counter tops, custom cabinetry, double wall ovens, stainless steel refrigerator with French doors, and a large island ideal for entertaining, and a separate beverage center! Your primary suite includes a spa style bathroom complete with walk-in shower. The upper level of the home offers a spacious loft, a flexible area perfect for a second family room, hobby space, and an additional bedroom and bathroom for overnight guests. Also, the large above attic storage room is fully finished. More storage is available in the oversized fully finished two car garage with extra room for a golf cart. Off the dining area is a screened-in porch and patio. You will certainly enjoy the 24,000 square foot Clubhouse located directly on the Chester River. Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickle ball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. This development is an unrivaled, amenity-filled, resort-style experience with convenient access to Annapolis (17 miles), DC (45 miles), Baltimore (45 miles), and BWI (30 miles). Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by endless views of the Chester River.

193 Spinnaker Way, Chester

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

$449,000
3 Beds 2 Baths
Fantastic Eastern Bay waterview from this wonderful Kent Island, 3 bedroom, 1.5 bathroom Ranch/Rambler in Romancoke on the Bay, with a near half acre. This cute home will surprise you with how spacious it is on the inside! Stepping in the front door, you'll notice the LVP flooring throughout the entire space. The front living area is quiet and cozy and faces the Eastern Bay water view! The open kitchen has stainless steel appliances and opens to the spacious dining room. Off the dining room you'll find the fantastic great room, perfect for large gatherings and plenty of cozy furniture. The sliders in the great room lead to a covered deck and patio centered on the fully fenced backyard. A stone pathway leads to a shed with electric. Back inside, down the hall from the kitchen is the remodeled full bath and the 3 bedrooms, two of which connect to a half bath. The property also offers an oversized attached single car garage, a fully encapsulated crawlspace, fresh paint throughout, established sunny raised garden beds, beautifully green spacious back yard (one side is fully treelined) and a circle driveway out front providing plenty of parking. Last but not least, the wide-open water view visible from the living room and two bedrooms! Romancoke on the Bay has wonderful amenities, including a Community Center that hosts regular events and can be rented out, a Boat Ramp, a Pier, a Beach and a Tot-Lot, all located right at the end of Allegany Rd. The Romancoke Pier is just up the street and so is the start of the South Island Trail which runs for miles through the trees and fields of Southern Kent Island. A list of updates follows. Don't miss this one! It is a perfect gem on Kent Island! Crawlspace encapsulated 2025, New sump pump 2025, New well pump 2026, New roof 2013, New HVAC 2013, SKI Sewer connected, New hot water heater 2016, New appliances 2016, Full bathroom renovation 2017

202 Allegany Rd, Stevensville

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

$689,000
3 Beds 2 Baths
Get ready to be wowed!!! This home has undergone an extensive renovation over the last 5 years. The owners have poured so much love into this home, and it shows. On the interior one of the big standouts is the gourmet kitchen that will surely be the heart of the house. From the granite counters to the 10x4 quartz center island with seating and a built in beverage fridge, to the cozy built in window seating. The living area offers a great pellet stove for those chilly winter nights. Two bedrooms off the living area share a beautifully updated hall bath. The second sitting area is the family room that has a custom pine ceiling and direct access to your Trex deck to enjoy your morning coffee. But wait till you see the primary bedroom with a built in electric fireplace to cozy up too! Cold feet in the mornings no more with the heated primary bath floor, gorgeous shower with rainfall shower head and dual vanities. The exterior of this home is just as amazing as the interior. Get ready all you motorheads for this 30x46 outbuilding with 12 ft ceiling, 200-amp electric service, 2 automatic garage doors, a 18x10 bump out and a craft room for an added bonus! But wait there's more! The above ground pool was just purchased in 2022, with extensive decking for lounging about, or maybe an afternoon cocktail at your own tiki bar. Tired of having to purchase new plants every season well now you can safely store them over the winter in your own 10x12 greenhouse. The backyard even offers a great firepit area for those chilly evenings. Don't take my word for it come and experience all this property has to offer for yourself, you won't be disappointed!

2702 Harrington Rd, Chester

Listing courtesy of Rosendale Realty. Contact: 4107580333

$675,000
4 Beds 2 Baths
Welcome to this beautifully maintained one-level rancher, perfectly situated on a private 1-acre lot. Offering 2,441 square feet of comfortable living space, this home provides 4 bedrooms, 2 full baths, and has an inviting open floor plan designed for everyday living and entertaining. Thoughtful architectural details, including coffered ceilings and heavy crown molding, add character and elegance throughout the main living areas. The spacious living room is anchored by a fireplace with a wood-burning insert, creating a warm and welcoming atmosphere. The well-appointed kitchen offers abundant cabinet and counter space and opens seamlessly to the main living areas. The dining area is spacious, ideal for hosting family and friends. A large four-season room, complete with heating and cooling, provides additional year-round living space and overlooks the lovely backyard. Step outside to enjoy the expansive deck and pergola-covered seating area, perfect for relaxing or entertaining. The fully fenced backyard offers plenty of room for outdoor activities while maintaining a sense of privacy. A detached two-car garage features a heated and cooled bonus room above, ideal for a home office, gym, hobby room, or additional flex space. Major improvements completed within the past five years include a newer HVAC system, roof, gutters, and kitchen updates, providing added value and peace of mind. This exceptional property combines the convenience of one-level living with modern updates, versatile spaces, and a peaceful setting—ready for you to call it home.

2200 Bennett Point Rd, Queenstown

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

$345,000
3 Beds 2 Baths
Welcome to 1609 Crab Alley Drive, a charming three-bedroom, one-and-a-half-bath rancher offering comfortable one-level living and lovely water views. Inside, hardwood flooring adds warmth and character, while the oversized picture window fills the front living room with natural light. The spacious backyard is made for summertime enjoyment, featuring an above-ground pool with plenty of additional room for entertaining, gardening, pets, or play. A large detached two-car garage provides exceptional space for vehicles, storage, hobbies, or a workshop. With its classic curb appeal, generous outdoor space, and convenient Chester location, this inviting home is ready for its next chapter.

1609 Crab Alley Dr, Chester

Listing courtesy of Paul Wesley Real Estate. Contact: 7032822709

$349,000
3 Beds 2 Baths
Welcome to easy, one-level living in a location that truly gives you the best of both worlds! Just minutes from the charm and downtown, walkable, waterfront lifestyle of Chestertown, yet tucked within the highly sought-after Queen Anne’s County School District, this beautifully updated 3-bedroom, 2-bath home is ready to impress. Step inside to find a spacious, open feel highlighted by a massive living room—perfect for gathering, relaxing, and entertaining. The heart of the home is the stunning, renovated kitchen, offering plenty of space to cook, host, and make everyday living feel a little more special. Both bathrooms have been tastefully updated, giving the home a fresh, modern feel throughout. Enjoy the ease of all one-level living, along with a screened-in porch that’s perfect for morning coffee, evening unwinding, or hosting friends without the bugs. Outside, you’ll love the great yard—ideal for play, pets, or simply enjoying the peaceful setting. Need extra space? The large detached 2-car garage offers plenty of room for vehicles, storage, hobbies, or a workshop setup. This water-oriented community offers private access to the Chester River just a couple of blocks away—perfect for kayaking, fishing, or soaking in those Eastern Shore sunsets. There’s also a voluntary property owners association at just $30/year if you’d like to participate. If you’ve been looking for space, updates, and that relaxed Eastern Shore lifestyle—all in a convenient location—this one checks all the boxes!

123 Heath Rd, Chestertown

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

$210,000
3 Beds 2 Baths
Welcome to 3701 Barclay Rd, a fantastic opportunity to own a 3-bedroom, 2-bath manufactured home on nearly half an acre in the peaceful countryside of Queen Anne's County. Built in 2004, this property offers a spacious open floor plan ready for your vision and personal touch. Inside, you'll find a generously sized living area that flows into the kitchen featuring a center island, making it an ideal layout for everyday living and entertaining. Step outside to enjoy the rear porch overlooking the backyard, complete with an above-ground pool and a shed/outbuilding for additional storage. Whether you're an investor searching for your next value-add project or a homeowner looking to build equity while creating your dream home, this property is packed with potential. With some updates and repairs, this home could truly shine. Enjoy the privacy and charm of country living while remaining within easy reach of nearby towns, shopping, and commuter routes. Located in the desirable Queen Anne's County Public School District. Property is being sold strictly as-is.

3701 Barclay Rd, Marydel

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$584,999
3 Beds 2 Baths
Have you been waiting for your own slice of paradise to come on the market? Well, the wait is over. This home offers over 2,000 sqft of living space. The open concept gives you plenty of space to entertain or areas to have seperate quiet time. Step out back and an inviting pool is waiting for you to dive into. The liner is approx 3 years old so you should have years of worry free enjoyment. This home sits on nearly an acre with mature trees that give you plenty of privacy but with plenty of open space to host large gatherings. There is a great little tiki bar that gives you the feeling of being miles from home and on vacation every day. The community offers 2 waterside areas with great sunrises and sunsets. The Eastern Bay side has the best sunrises around with a picinic area in a park like setting, a place to launch your water toys and a playground for the young ones. The Chesapeake Bay side has a great beach area for launching your (fishing)kayak, paddleboard, etc or just chiil in the sand with your feet in the surf. If you're into fishing this is the spot. Some of the best sunsets you'll ever see. If this sounds like a place you would vacation to once a year just keep in mind this is the Kent Island lifestyle you can enjoy everyday. The epoxy floored garage has an interior entrace to the home to protect you from the elements. The gourmet kitchen has a workspace, an island and a countertop bar area that give guests space to be included in the kitchen activities but out of the way of the cook. There are 3 rooms to hang out in. One is a large sunroom that leads to the backyard with an inviting ingound pool . Another has a gas fireplace and the other has a woodstove that you can cozy up to in the winter months. There is a back up generator that is included just in case. There is an active community clubhouse that offers plenty of things to do. Including but not limited to parades, cook-offs, cook-outs, santa visits, Easter egg hunts, Halloween booths, yoga classes and much more. Volunteers are always appreciated so come and be part of something special. It does the psyche good.... The South Island Trail and Romancoke Pier are just outside the community. Shopping. public schools, multiple waterside resaurants and Bay Bridge access is very convenient. Well, what are you waiting for??? Make your appointment today!!!!!

342 Wicomico Rd, Stevensville

Listing courtesy of Rosendale Realty. Contact: 4107580333

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

132 Pennick Dr, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242

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

705 Carmichael Rd, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$415,000
3 Beds 2 Baths
Just Reduced.... Welcome to 624 Romancoke Road on Kent Island. This beautiful 3 bedroom, 2 full bath Rancher is move in ready and awaiting it's next owner. Situated on a large lot with easy 2 minute access to the Chesapeake Bay Bridge, and easy commute to Annapolis, DC and Baltimore. No worrying about a private well or septic, this home is on public water and sewer. Fully renovated in 2016 with HVAC, appliances and roof in 2017, recent updates include the crawl space encapsulation 2025, additional attic insulation 2025, new windows 2024, front door and rear sliding door 2025 and the rear deck refurbished 2023. Located in the Bay City community that includes a boat ramp and pavilion, and a 2nd park located on the Chesapeake Bay with a tot lot. The feel of this home is bright and welcoming and the fenced rear yard allows for plenty of room for a future garage or pool. Take a tour of this home that will be available for a quick settlement.

624 Romancoke Rd, Stevensville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

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

114 Edenderry Ave, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact: (443) 988-0483

$395,000
3 Beds 2 Baths
**OPEN HOUSE Sunday, August 2nd from 10am-12pm.** This charming ranch-style home, renovated in 2020, offers a perfect blend of modern comfort and classic appeal. With a thoughtfully designed living space, this residence features three inviting bedrooms and two full bathrooms, including a luxurious primary bath with upgraded countertops and a walk-in tiled shower. The heart of the home is the spacious eat-in kitchen, complete with stainless steel appliances, an island for casual dining, and a family room that flows seamlessly off the kitchen, making it ideal for gatherings. Natural light abounds and the recessed lighting & ceiling fans enhance the warm ambiance throughout. Step outside to enjoy the maintenance-free deck and porch, perfect for relaxing or entertaining while overlooking the level fenced rear yard. Abundant off-street paved parking for numerous boats, RV's & vehicles. Situated in a welcoming community, this home is surrounded by well-maintained parks and recreational areas, providing ample opportunities for outdoor activities including; boating, fishing/crabbing, cook-outs & swimming on the sandy beaches along the scenic Chesapeake Bay. With easy access to restaurants, shops and a friendly neighborhood atmosphere, this property is not just a house; it's a place to create lasting memories. Experience the comfort and community spirit that this lovely Stevensville home and Kent Island lifestyle has to offer!

105 Bobbit Ct, Stevensville

Listing courtesy of Beam Realty Group, Inc.. Contact: 4438656969

$749,000
3 Beds 2 Baths
Coastal cottage charm meets waterfront living on picturesque Crab Alley Creek. Offering 120 feet of shoreline and direct access to the Eastern Bay, this beautifully maintained home combines privacy, convenience, and the very best of the Chesapeake lifestyle. A pier permit already in hand provides an exciting opportunity for the next owner to further enhance their waterfront experience. This move-in-ready residence features 3 bedrooms, 2 full baths, and a versatile bonus room that can serve as a home office, guest room, or potential 4th bedroom. Meticulously updated and lovingly maintained throughout, pride of ownership is evident at every turn. Thoughtful upgrades create a warm and inviting atmosphere, including under-cabinet lighting and dimmer switches throughout the home, allowing you to create the perfect ambiance for any occasion. The kitchen is both stylish and functional, featuring an additional beverage refrigerator, making entertaining family and friends a breeze. The bathrooms offer a touch of luxury with heated floors and built-in Bluetooth speakers, creating a spa-like retreat within your own home. Situated on a large, level waterfront lot, the property is designed for both relaxation and recreation. Across the creek, protected conservation land provides a peaceful, natural backdrop and exceptional privacy rarely found on the water. Raised garden beds offer the opportunity to grow your own herbs and vegetables, while the detached garage, two storage sheds, and attic provide ample space for tools, equipment, seasonal items, and all your waterfront essentials. Spend your evenings gathered around the fire pit overlooking the water, launch a kayak from your backyard, or cruise to one of the many waterfront restaurants accessible from the Eastern Bay. Whether you're entertaining guests or enjoying a quiet sunset, this property embraces the laid-back charm of coastal living. Conveniently located just 10 minutes from the Bay Bridge, 20 minutes from Annapolis, and approximately 90 minutes from the beach, you'll enjoy easy access to everything while feeling worlds away. A rare opportunity to own a turnkey waterfront retreat in one of Kent Island's most desirable locations, where every detail has been thoughtfully curated for comfort, convenience, and enjoyment.

205 Riverside Dr, Chester

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$414,000
3 Beds 2 Baths
Welcome to one of the most impeccably updated homes in Cloverfields, where thoughtful design, quality craftsmanship, and attention to detail are evident at every turn. Situated on a desirable corner lot, this move-in-ready home offers an impressive list of upgrades, allowing you to simply unpack and enjoy the Kent Island lifestyle. The stunning kitchen serves as the centerpiece of the home, featuring beautiful granite countertops, solid wood 46-inch cabinetry, matching stainless steel appliances, and a spacious center island that doubles as a bar-top dining area. A built-in dual-zone wine refrigerator adds both convenience and style, while the custom tile backsplash serves as one of the home’s defining design features, seamlessly tying together the cabinetry, countertops, and flooring to create a cohesive and sophisticated space. Luxury vinyl plank flooring extends throughout the main living areas, complemented by recessed lighting, fresh paint throughout, updated six-panel doors, and modern finishes that give the entire home a fresh, inviting feel. Every detail has been carefully considered to maximize both functionality and style. The bathrooms have been beautifully renovated with ceramic tile flooring, solid wood vanities topped with granite, updated fixtures, and comfort-height toilets. The primary bath showcases a ceramic tile shower with a glass enclosure, creating a clean and timeless look. Spacious bedrooms feature new carpeting, including the primary suite complete with a walk-in closet and private bath. Major system updates provide peace of mind, including a newer roof, HVAC system, water heater, updated windows, washer and dryer, vinyl siding, and updated exterior doors featuring built-in blinds between the glass. Ample storage can be found throughout the home, making excellent use of every square foot. Step outside to enjoy the rear patio, perfect for grilling, relaxing, or entertaining guests, with convenient access to the driveway and backyard. As a resident of Cloverfields, you’ll enjoy access to exceptional community amenities including a private sandy beach, community pool, marina, boat ramp, fishing pier, playground, and clubhouse. Conveniently located near shopping, waterfront dining, entertainment, and the Bay Bridge, this home offers the perfect combination of updated living and Eastern Shore charm. Rarely does a home of this size offer this level of renovation, quality, and attention to detail. Every major improvement has already been completed, creating a truly turnkey opportunity in one of Kent Island’s most sought-after communities.

601 Davol Rd, Stevensville

Listing courtesy of Samson Properties. Contact: 7033788810

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

103 Opera Ct, Centreville

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

$299,900
3 Beds 1 Baths
An exceptional opportunity to own this Single Level 3 bedroom 1 full bathrooms Ranch Style Home at a GREAT price nestled on an adorable lot. No need to worry about climbing stairs, everything is located on one floor. the interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The bathroom has been tastefully refreshed, the home has been freshly painted with LPV flooring and carpet throughout. This home offers the ultimate in conveniences local public and private golf courses outlets Close Proximity to the Chester River, fine dining and easy access to major highways. Don't miss out on the chance to create your dream space in this prime Chestertown location! NEW HVAC SYSTEM TO BE INSTALLED

517 Round Top Rd, Chestertown

Listing courtesy of Keller Williams Flagship. Contact:

$599,000
4 Beds 3 Baths
Welcome to 130 Opera Court in the sought after community of Symphony Village at Centreville. If you've been waiting for that home resting on an exceptional lot backing to an open area and woods, then this is the home you've been waiting for. The beautiful 4 bedroom, 3 full bath home is exceptional, move in ready and just waiting for you. As you enter the home, your eyes will be drawn to the bright open floorplan and the rear windows overlooking the large deck that expands across the entire rear of the home. On the right, you'll find the front guest bedroom/office, a second guest bedroom, full bath, laundry room and access to the garage and lower level of the home. Moving through the home, you'll pass through the large living area with double sided propane fireplace, mounted TV that conveys with the home and the relaxing area and dining area on the rear overlooking the large lot backing to beautiful woods. To the right is the gourmet kitchen with granite counters, appliances including a gas stove and under cabinet lighting. The expansive primary suite is a must see with French Doors leading to the balcony, his and her walk-in closets and the primary bath with a large walk-in corner shower. Moving to the lower level, you'll find a large family area, another guest bedroom, full bath, a massive amount of storage area and a workshop leading to the rear exterior of the home. This home rests on a premium wooded lot for your relaxation while enjoying the wildlife that the area has to offer.

130 Opera Ct, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

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

121 Eareckson Ln, Stevensville

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

$399,500
3 Beds 2 Baths
Welcome to 2645 Cox Neck Road, a move-in ready home in the desirable Harbor View Community of Chester. Offering 3 bedrooms, 1.5 baths, and situated on a spacious .34-acre lot, this well-maintained property combines comfort, convenience, and exceptional value at $399,500. Inside, you'll find a bright and inviting floor plan featuring a kitchen with a stylish tile backsplash, ample cabinetry, and luxury vinyl plank flooring. Thoughtfully maintained and updated over the years, this home offers peace of mind with a roof replaced within the last five years, replacement windows, siding, storm doors, and sliding glass door, as well as a recently replaced well pressure tank. Fresh interior paint and included appliances, including the washer and dryer, make moving in easy. Outdoor living is equally appealing with a charming front patio perfect for morning coffee and a large rear patio ideal for entertaining, grilling, or relaxing with family and friends. The beautifully maintained yard offers plenty of space for gardening, outdoor activities, or simply enjoying the outdoors. Two storage sheds provide ample room for tools, lawn equipment, and recreational gear. Located just minutes from Kent Island's popular restaurants, shopping, marinas, parks, and the Cross Island Trail, this home offers convenient access to everything the Eastern Shore lifestyle has to offer. Commuters will appreciate being less than 10 minutes from the Chesapeake Bay Bridge, while Harbor View residents enjoy a strong sense of community with neighborhood gatherings, holiday celebrations, yard sales, and other neighborhood events throughout the year. Whether you're searching for your first home, looking to downsize, or seeking a move-in ready property in a convenient Kent Island location, 2645 Cox Neck Road is an opportunity you won't want to miss.

2645 Cox Neck Rd, Chester

Listing courtesy of Compass. Contact: (410) 429-7425

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

420 Duhamel Corner Rd, Marydel

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

$549,900
3 Beds 2 Baths
Coming soon — brand new construction opportunity! This thoughtfully designed ranch-style home will be breaking ground soon and offers the chance to secure a brand-new home before construction begins. Featuring convenient one-level living, this home will include an open floor plan with vaulted ceilings and quality finishes throughout. The kitchen is planned to feature quartz countertops, stainless steel appliances, a center island, and ample cabinet space, opening to the spacious living and dining areas—ideal for everyday living and entertaining. The primary suite is designed as a private retreat with a spacious bedroom, walk-in closet, and ensuite bath featuring a double vanity and oversized shower. Additional bedrooms provide flexibility for guests, family, or a home office. Other highlights include a dedicated laundry room, generous storage, and an attached 2-car garage. Situated on a spacious lot, buyers may have the opportunity to make selections depending on the stage of construction. Get in early and make this upcoming new construction home yours before it’s built!

Baltimore Dr, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$624,900
3 Beds 2 Baths
Welcome to 420 Five Farms Drive in the sought-after Queen Anne Colony community on Kent Island, where the Chesapeake Bay lifestyle is right outside your door. Nestled in a water-oriented neighborhood featuring a community marina, waterfront park, and endless opportunities to enjoy boating, fishing, kayaking, and stunning sunsets, this home offers the perfect blend of coastal living and modern updates. From the moment you arrive, you’ll appreciate the peace of mind that comes with a brand-new roof and brand-new siding, creating incredible curb appeal and low-maintenance living. Inside, you’ll find a light-filled, airy interior accented by beautiful hardwood floors and a stunning renovated kitchen that serves as the heart of the home. Designed for both everyday living and entertaining, the kitchen flows seamlessly into the main living spaces while offering stylish finishes and ample workspace. The home features three spacious bedrooms and beautifully updated bathrooms, providing comfort and functionality for family and guests alike. Step outside to your private backyard retreat where summer memories are waiting to be made. Relax with your morning coffee in the screened porch, host gatherings around the in-ground pool, or enjoy the privacy and security of the fully fenced backyard. Whether you’re looking for a full-time residence or the ultimate Kent Island getaway, 420 Five Farms Drive delivers the lifestyle buyers dream about, updated, move-in ready, and located in one of Stevensville’s most desirable waterfront communities. Brand-new roof. Brand-new siding. Gorgeous kitchen. Inground pool. Marina community. Chesapeake Bay lifestyle. This is the one you’ve been waiting for.

420 Five Farms Dr, Stevensville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$649,500
4 Beds 2 Baths
Discover the exceptional craftsmanship of Lomaxx Custom Homes with this thoughtfully designed modern farmhouse rancher! This to-be-built home offers 4 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. The lot offers a beautiful natural slope away from the homesite, adding to both the setting and functionality of the property. Enjoy peaceful mornings on the covered front porch and unwind in the evenings on the rear patio 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, creating endless possibilities for storage, hobbies, workshop space, or recreational use. Photos shown are of a previously built model.

Price Station Rd, Centreville

Listing courtesy of CR Realty. Contact: 4104900460

$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: 4104900460

$216,000
3 Beds 2 Baths
You wouldn't think it but the property offers 3 bedroom and 2 full baths. Patio right off kitchen for the summer cookouts! Easy yard maintenance here, not much grass to manage, leaves plenty of time for those cookouts. Close to Route 8 for easy east/west access. Property sold as is, no repairs will be made by seller. HUD CASE 244-032645, reach out for more information on this unique buying opportunity. Property is owned by the US Dept. of HUD. All HUD Homes are sold “AS-IS”. This property is HUD Case # 244-032645. Information and Disclosures available at hudhomestore website. property Insurability code is: IE. Bids may only be submitted by HUD Registered Agents/Agencies. Buyers are responsible for Dewints/Rewints coordination/expenses. LBP (Lead-Based Paint) may be present. Seller makes no representations or warranties as to property condition.

108 Price Rd, Chester

Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact: 4103206785