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205 Jessica Lyn Ave Unit F20, Stevensville
$489,900
4 Beds ⋅ 4 Baths
Why wait for new construction when you can move right in? Welcome to 205 Jessica Lyn Ave #F20, a nearly new 4-bedroom, 3.5-bath townhome offering approximately 2,280 square feet of thoughtfully designed living space in Stevensville. Built in 2024, this home delivers the modern finishes, and open layout buyers are looking for without the wait or the price tag of competing new construction. The main level features a bright, open-concept layout with 9-foot ceilings, abundant natural light, luxury vinyl plank flooring, and a spacious kitchen that opens seamlessly to the dining and living areas. The kitchen offers generous cabinetry, stainless steel appliances, a large island with seating, and plenty of space for both everyday living and entertaining. Upstairs you'll find a spacious primary suite along with additional bedrooms and flexible living space. The other level provides even more versatility with a bedroom and full bath, ideal for guests, a home office, multigenerational living, or anyone looking for additional privacy. Located on Kent Island with convenient access to Route 50/301 and the Bay Bridge, this home puts Annapolis and the Western Shore within easy reach while still offering the Eastern Shore lifestyle. With newer construction nearby competing at significantly higher prices, 205 Jessica Lyn Ave represents an opportunity that's hard to ignore. Schedule your showing and see the value for yourself.

205 Jessica Lyn Ave Unit F20, Stevensville

Listing courtesy of EXP Realty, LLC. Contact:

125 Harford Rd, Stevensville
$469,900
3 Beds ⋅ 3 Baths
Sellers have found home of choice! NOW $469,900 + SELLER OFFERING $10,000 TOWARD BUYER CLOSING COSTS OR RATE BUY DOWN WITH ACCEPTABLE OFFER! Built in 2021 and Move-in ready with garage, fenced yard, 3 bedrooms and 2.5 baths offers nearly 1,700 sq. ft. of comfortable living space with a bright, open floor plan and thoughtful upgrades throughout. The main level features durable LVP flooring and an open kitchen with granite countertops, tile backsplash, large island, stainless steel appliances and plenty of space for gathering and entertaining. Upstairs, the spacious primary suite offers a walk-in closet and a generously sized private bath with double vanity, soaking tub and separate stand-up shower. Two additional bedrooms, another full bath and conveniently located upstairs laundry complete the second level. Additional features include a whole-house water filtration system with softener and chemical feeder, an encapsulated crawl space, attached garage and a fenced backyard improved with white vinyl fencing and a patio for outdoor relaxing, grilling or play. Located in Kent Island Estates, this home offers the laid-back Eastern Shore lifestyle with optional access to community waterfront recreation and Chesapeake Bay beach areas for a low voluntary annual fee. Enjoy nearby parks, marinas, restaurants, boating and all that Kent Island has to offer, while still being within easy reach of the Bay Bridge. Only five years young, well cared for and move-in ready, 125 Harford Road offers a wonderful opportunity to own a newer home on Kent Island.

125 Harford Rd, Stevensville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

101 Branta Lndg, Stevensville
$465,000
4 Beds ⋅ 4 Baths
LOOKING FOR AN INTEREST RATE THAT STARTS WITH A 5? If rising rates have you questioning whether you can afford to move, come see 101 Branta Lndg, Stevensville in the community of Ellendale! With an accepted offer by 9/30, the sellers are offering up to $10,000 toward a rate buydown. Ask your lender how - or call us! This beautifully updated end-unit townhome offers low-maintenance living with approximately $35,000 in improvements over the last 1-2 years. You have nothing to do here but unpack! Freshly painted throughout, it features new flooring in the main living area, kitchen countertops and appliances, an updated primary bath with walk-in shower, refreshed stone fireplace, and more. With 4 bedrooms, 4 bathrooms (2 half & 2 full), a 2-car garage, and a spacious deck, there’s plenty of room to live comfortably without the upkeep of a single-family home. As an end unit, you’ll also enjoy added privacy and natural light. Ellendale offers a pool, clubhouse, playground, walking trail, boat storage, and fishing pier with access to Thompson Creek for kayaking and paddleboarding. Plus, you’re minutes from waterfront dining, marinas, resorts, shopping, parks, the public beach, and schools, with the Chesapeake Bay Bridge just 2 minutes away. Updated. Low maintenance. Convenient. And ready for you to move right in. OPEN DAILY BY APPOINTMENT!!

101 Branta Lndg, Stevensville

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

306 Windsor Ave, Centreville
$464,900
4 Beds ⋅ 3 Baths
Built in 2024 and tucked away on a quiet, private street in the heart of Centreville, 306 Windsor Ave gives you the best of both worlds, peace and privacy at home with everything downtown just a short walk away. Inside, you'll find a bright, modern interior featuring LVP flooring, granite countertops, gorgeous bathrooms, and generously sized bedrooms with plenty of space to spread out. Step outside to a fully fenced backyard and composite deck, perfect for entertaining, pets, grilling, or relaxing at the end of the day. And the location is hard to beat! Hop on the Millstream Trail and walk to Millstream Park and the Centreville Wharf, or stroll into town for restaurants, shops, coffee, and local favorites. When Centreville's parades, festivals, and community events take over downtown, forget about finding parking, you’re already home. Nearly new. Quiet street. Walkable downtown lifestyle. If you've been waiting for newer construction without giving up the charm and convenience of living in Centreville, 306 Windsor Ave is the one to see.

306 Windsor Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact:

138 Cool Meadow Dr, Centreville
$464,000
4 Beds ⋅ 3 Baths
VA approved short sale at the current list price. Please read agent remarks for more information. Also, please note there is a noticeable smoke odor in the garage, with a lighter residual odor that carries into portions of the home. This home offers the kind of space and flexibility that’s hard to find. With four bedrooms, two and a half baths, and over 4,300 square feet total, there’s room here to spread out, settle in, and make it your own. Just over 2,700 square feet are finished, giving you generous living areas while still leaving plenty of opportunity to customize what comes next. Inside, you’ll find hardwood floors, granite countertops, and stainless steel appliances that bring a clean, timeless feel to the main living spaces. There’s also a flexible room that works well as a home office or creative space and could even function as a small additional bedroom with the use of an armoire. The layout feels practical and comfortable, whether you’re hosting friends or enjoying a quiet night in. The home includes a two car garage and a 120V GFI outlet for electric vehicle charging. Solar panels are already in place and will be assumed by the buyer. Downstairs, the unfinished basement offers even more potential. It includes an egress window, has been professionally waterproofed, and features thoughtful upgrades such as a foundation crack repair, two pillar reinforcements, and a backup sump pump. Completing the system, the hot water heater is an electric and propane hybrid with an eco mode option, designed with efficiency in mind. Beyond the home itself, the lifestyle here is a big part of the appeal. Centreville offers small-town charm with plenty to explore close by. Downtown is home to local favorites like Mamma Mia Italian Bistro, Doc’s Riverside Grille, Colosseum Pizza, and Commerce Street Creamery for coffee, ice cream, or an easy stop downtown. Outdoor time comes naturally with Tuckahoe State Park just a short drive away, offering miles of trails, a lake for kayaking or fishing, and wide open space to unwind. Wye Island Natural Resources Management Area is also nearby, known for its quiet shoreline, wooded trails, and abundant wildlife. With community events, local shops, and quick access to Route 301 for travel toward Annapolis or the Eastern Shore beaches, life here feels relaxed, connected, and easy to enjoy. This property is being sold as a VA short sale and is subject to bank approval. Per short sale requirements, the home must be on the market for a minimum of 15 days before a contract can be written and accepted.

138 Cool Meadow Dr, Centreville

Listing courtesy of EXP Realty, LLC. Contact:

601 Buckingham Dr, Stevensville
$449,999
3 Beds ⋅ 2 Baths
Welcome to 601 Buckingham Drive, where timeless character meets modern updates in the heart of Kent Island! Situated on a beautifully landscaped oversized corner lot, this charming home offers the perfect blend of comfort, convenience, and the sought-after Chesapeake Bay lifestyle. Step inside to discover stunning wood-beamed, vaulted ceilings that create an open, inviting feel throughout the living room and kitchen. A gorgeous original double-sided stone fireplace with a thick wood mantel serves as the centerpiece of the home, bringing warmth and character to both living spaces. Recent improvements provide peace of mind, including a **brand-new roof on both the home and detached rear building (2026)**, a new HVAC system, updated wood flooring in the TV room, new flooring in the sunroom, and a full suite of kitchen appliances replaced within the last four years. Outside, the mature landscaping and spacious corner lot provide exceptional curb appeal and plenty of room to relax, entertain, or garden. Location is everything, and this home truly delivers. Just one block away, enjoy a waterfront community park featuring a sandy beach, covered picnic pavilion, kayak launch, fishing pier, and breathtaking Chesapeake Bay sunsets. You'll also find another waterfront park just a few blocks away, along with Terrapin Nature Park, Matapeake Beach Park, Matapeake Dog Park, and the Kent Island Marina—all just minutes from your front door. Whether you're looking for a year-round residence, a weekend retreat, or a home that embraces the best of Eastern Shore living, 601 Buckingham Drive offers an incredible opportunity to enjoy the perfect combination of updated amenities, unique character, and unbeatable access to the water. There multiple parks in the neighborhood. Just at the end of the street a block away is the fishing pier and kayaks that are for Bay City residents. About five blocks away there's a larger waterfront park that has a children's playground and a lot of grass for picnics. Then there's the huge Terrapin Park with multiple long stretches of Bay, beaches, hiking trails, marshes and duck blinds etc. A huge nature preserve ready to call your own.

601 Buckingham Dr, Stevensville

Listing courtesy of Rise Real Estate, LLC. Contact:

214 Harmony Way, Centreville
$439,900
3 Beds ⋅ 2 Baths
Best value in Symphony Village! Welcome to Symphony Village at Centreville, a sought after Active Adult Community offering an impressive array of amenities and activities. This beautifully maintained three bedroom, two full bath rancher features stunning cathedral ceilings w/custom accent paint, gleaming hardwood and ceramic tile floors. With an open floor plan that offers a living room/dining room combo, a large kitchen with plenty of granite counterspace, separate beverage area with wine rack and mullion cabinets. Right off of the kitchen is an extensive family room with gas fireplace and tons of natural light. Step outside to the brick patio to enjoy a peaceful and private backyard that backs to trees. Additional highlights include a two car garage with a staircase leading to an unfinished bonus room. Come take a look!

214 Harmony Way, Centreville

Listing courtesy of RE/MAX Executive. Contact:

41 Queen Catherine Ct, Chester
$439,000
3 Beds ⋅ 4 Baths
Set along scenic Lake Amletto in the waterfront resort-style community of Queen’s Landing, this three-level garage townhome pairs updated interiors with relaxing water views and an impressive collection of community amenities. Neutral paint, wide-plank luxury vinyl plank flooring, new carpeting, and updates to the kitchen and bathrooms create a fresh, cohesive feel throughout. Step inside to a spacious living and dining room combination designed for easy everyday living and entertaining. The dining area flows into the updated kitchen, with a breakfast bar providing a natural transition between the spaces. Quartz countertops, stainless steel appliances, and a subway tile backsplash give the kitchen a polished look, while its open connection to the adjacent family room keeps the layout inviting and functional. A sliding glass door leads from the family room to the deck, where views of Lake Amletto create a peaceful backdrop for dining or unwinding outdoors. Upstairs, all three bedrooms feature vaulted ceilings that enhance the sense of space. The primary bedroom includes two closets and a stylish vanity area, along with a private water closet featuring a tiled tub and shower surround with a soaking tub. Two additional bedrooms share the hall bath, where a vaulted ceiling and statement light fixture lend an elevated feel. The lower level adds valuable flexibility with a recreation room and sliding glass door opening to the backyard. A separate laundry room is also located on this level, along with interior access to the attached one-car garage. Just inside the garage, a convenient drop zone helps keep everyday essentials organized, while the painted garage offers additional storage space. Beyond the home, Queen’s Landing delivers a true waterfront lifestyle along the Chester River on Kent Island. Residents enjoy a heated waterfront pool, clubhouse, fitness center, indoor racquetball court, tennis and pickleball courts, walking paths, kayak storage and launch areas, and a resident-only 62-slip marina. With Lake Amletto just outside and access to Kent Narrows, Eastern Bay, and the Chesapeake Bay nearby, this inviting home offers an ideal blend of updated comfort, water views, and resort-style living. Please note: photos depicting furniture have utilized virtual staging.

41 Queen Catherine Ct, Chester

Listing courtesy of Northrop Realty. Contact:

126 State St, Stevensville
$435,000
3 Beds ⋅ 1 Baths
Beautifully renovated and move-in ready in the heart of Stevensville! This 3-bedroom, 1-bath rancher has been thoughtfully updated throughout, featuring brand-new LVP flooring, a completely renovated kitchen, updated bathroom, new fixtures, fresh paint, and modern finishes throughout. Enjoy the convenience of being just blocks from downtown Stevensville, with local shops, restaurants, schools, and parks nearby. The Cross Island Trail is just a short walk around the corner, offering miles of paved walking and biking trails across Kent Island, while the Chesapeake Bay Bridge is just minutes away for an easy commute to the western shore. Served by public water and sewer, this beautifully updated home combines modern finishes with a convenient Kent Island location. Nothing left to do but move in and enjoy!

126 State St, Stevensville

Listing courtesy of Samson Properties. Contact:

909 Petinot Pl, Stevensville
$425,000
4 Beds ⋅ 2 Baths
Welcome to this adorable, move-in-ready 4BR/2BA Rancher, nestled on a sprawling manicured lot (including an in-ground sprinkler system) in a community with fantastic amenities, including a community pool and beach and marina access. Pull into the double-wide driveway, make your way to the covered front porch, and step inside your new home. The main living area offers a spacious open-concept floor plan with vaulted ceilings, creating an inviting sense of space and natural light throughout the softly painted interior. The large living room flows seamlessly into the dining area and kitchen, making this the perfect space for everyday living and entertaining.  The kitchen offers abundant cabinet and counter space, stainless steel appliances, and a separate pantry closet with convenient laundry. A sink positioned beneath the window provides a pleasant view while preparing meals and adds to the functionality of this inviting kitchen.  Down the hall, you’ll find three sizable secondary bedrooms that share a full bathroom, along with a spacious primary suite featuring a double closet and a private full bathroom. From the sliding glass doors in the dining room, step outside onto a large wood deck featuring a convenient roll-up awning that overlooks the expansive yard. The beautifully maintained outdoor space offers plenty of green space, two storage sheds, and abundant possibilities for gardening, entertaining, and more. This home is move-in ready and ideal for any new homeowner. Located near shopping, restaurants, and commuter routes, this adorable rancher offers the perfect combination of comfort, convenience, and outdoor space.

909 Petinot Pl, Stevensville

Listing courtesy of LPT Realty, LLC. Contact:

701 White Marsh Rd, Centreville
$415,000
3 Beds ⋅ 3 Baths
Welcome to the historic Old Brick School House, a truly unique property nestled on 2.1 acres in the peaceful countryside of Centreville. At the heart of the property is the original brick schoolhouse, which was thoughtfully expanded to create the spacious, functional home you see today. The result is a wonderful blend of local history and comfortable everyday living. The original schoolhouse now lives on as a special part of this 3 bedroom, 2.5 bath home offering over 1,900 square feet of one level living, along with a two car garage providing plenty of space for parking, storage, and more. Several major improvements have already been completed, including a NEW furnace just a few months ago, a new septic system in 2020, a new roof in 2023, and mini-split air conditioning, providing added peace of mind for the next owner. Outside, enjoy just over two acres with plenty of room to enjoy the quiet beauty of Maryland’s Eastern Shore. Convenient access to Route 301 makes getting around easy, while Kent Narrows is approximately 20 minutes away for dining, boating, shopping, and recreation. More than just a home, this property offers the opportunity to become part of a special piece of Queen Anne’s County history while enjoying the space and functionality of a home that has grown well beyond its original schoolhouse beginnings. Schedule your private tour and come see what makes 701 White Marsh Road so unique!

701 White Marsh Rd, Centreville

Listing courtesy of RE/MAX Executive. Contact:

249 White Marsh Rd, Centreville
$399,000
3 Beds ⋅ 1 Baths
Welcome to 249 White Marsh Road, a clean, move-in-ready home on a beautifully landscaped property in Centreville. This well-maintained home features beautiful wood floors, a bright and inviting living space, and a recently renovated bathroom. Pride of ownership is evident throughout, allowing the next owner to move right in and enjoy the home from day one. The lower level offers valuable flex space that could serve as a home office, workout area, hobby room, or potential additional bedroom. Outside, the landscaped yard provides a peaceful setting with plenty of room to relax, entertain, or enjoy the outdoors. Whether you're a first-time buyer, looking to downsize, or simply searching for a well-cared-for home with room to make it your own, 249 White Marsh Road is a property worth seeing.

249 White Marsh Rd, Centreville

Listing courtesy of Real Broker, LLC. Contact:

624 Romancoke Rd, Stevensville
$398,000
3 Beds ⋅ 2 Baths
Bring the boat. Leave the projects behind. Unbeatable value!!- this fully updated home sits on a double lot in a water-oriented community where waterfront parks and water access are just a short walk away. Inside, easy one-level living meets move-in-ready comfort: hardwood floors, a updated kitchen and two full baths, new windows and siding, an updated roof and HVAC, plus an encapsulated crawlspace. Spend your weekends on the water, come home to a yard with room to spread out, with HUGE deck begging to entertain with large fenced backyard. Unpack your bags and make it yours. The generous double lot leaves room to dream about a spacious outbuilding or future expansion. Matapeake school district. HURRY to claim!

624 Romancoke Rd, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

105 Bobbit Ct, Stevensville
$387,500
3 Beds ⋅ 2 Baths
**USDA zero down payment financing with favorable rates available for this property** Fantastic Price Improvement, and sellers will provide a 1-year home warranty!! 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:

12 Queen Anne Way Unit J, Chester
$379,900
1 Beds ⋅ 2 Baths
Enjoy waterfront living in the sought-after Queens Landing community! This Mediterranean style 1-bedroom, 1.5-bath end unit condo offers a unique layout with beautiful water views and multiple outdoor spaces designed to make the most of the setting. The first-level primary bedroom and full bath allow for convenient main-level living. The upper-level loft adds valuable flex space with a wood-burning fireplace, skylights, and an abundance of natural light making it the perfect space for a home office, sitting area, guest space, or cozy retreat. Step outside and choose your view, from the garden-style front patio to the waterside patio out back or the upper-level balcony overlooking the water. With inviting indoor spaces, plenty of natural light, and multiple places to relax outdoors, this condo offers an easy, low maintenance, Eastern Shore lifestyle in a beautiful waterfront community.

12 Queen Anne Way Unit J, Chester

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

208 Blenny Ln, Chester
$374,900
4 Beds ⋅ 4 Baths
SO MUCH NEW! Welcome Home to this beautifully upgraded 4BR END UNIT Townhome with 2 full and 2 half baths, thoughtfully renovated this year from top to bottom! Step inside to find the main level that boasts NEW carpet and NEW LVP flooring, a NEW half bath, NEW paint, a spacious laundry room and a large bedroom that could be used as another family room, toy/game room, den space, home office and more! Get ready to be wowed by the rich walnut NEWLY stained hardwood flooring throughout the 2nd level where the living room, gas fireplace, NEW half bath and kitchen are located. The BRAND-NEW Kitchen finishes are sure to please with NEW white quartz counter tops, NEW SS Appliances, fresh neutral paint and white cabinetry! Upstairs hosts the huge Primary En-Suite, 2 more bedrooms all with NEW Carpet and another full bathroom with NEWLY Tiled shower, NEW toilet and NEW quartz sink! With three generous levels, a deck overlooking the pond, a cozy patio and a charming front porch, there’s space for everyone to relax and have their own space! Pull right into your own garage and your own driveway which makes life easy not to have to look for parking! The community offers fantastic amenities to enjoy like the inground and life-guarded pool, volleyball & tennis courts, fitness gym and direct access to the Cross Island Trail! Very close to the Castle Harbor Marina, many Beaches, Parks & Playgrounds and just a short stroll to local restaurants along the water's edge of the CHESTER RIVER! Sunsets are amazing! Condo living made easy with the Bayside HOA fee covering major exterior maintenance including the roof, deck rails, siding, exterior structural upkeep, landscaping, snow removal, road maintenance, trash, master insurance policy, professional property management, long term reserve funding and the list goes on!! Truly turn‑key living in an unbeatable location on the desired Eastern Shore of Maryland! Come see what Kent Island living is all about!

208 Blenny Ln, Chester

Listing courtesy of RE/MAX Executive. Contact:

2004 Bridgepointe Dr, Chester
$369,900
3 Beds ⋅ 2 Baths
REDUCED!! Welcome to one of the most desirable Homes in the Bridgepointe Community! ALL NEW Carpet & flooring, fresh custom paint, Granite countertops and Newer Appliances! This beautifully maintained END UNIT home offers added privacy, abundant natural light and a thoughtfully designed floor plan that perfectly blends comfort and convenience. Featuring one of the community's most sought after amenities... an ATTACHED GARAGE with interior access! This exceptional home also offers a MAIN LEVEL Primary bedroom & full bath, first floor laundry, making it ideal for guests, multigenerational living, a home office or anyone seeking the convenience of main level living. Step inside to discover bright, inviting living spaces enhanced by the additional windows that only an end unit can provide. The open concept layout creates an effortless flow for both everyday living and entertaining. The well-appointed kitchen opens to the main living areas while the spacious bedrooms provide flexibility for family, guests, or work-from-home needs. Peace of mind comes with knowing the crawl space is fully encapsulated! Enjoy the best of low maintenance living in the highly desirable Bridgepointe Community, with easy access to shopping, dining, parks, schools, marinas, and the Chesapeake Bay. Commuters will appreciate the close proximity to the Bay Bridge, Route 50, Annapolis, DC, Baltimore and all of Maryland's Eastern Shore! Whether you are searching for a full-time residence, investment or a weekend retreat, this exceptional home offers the perfect combination of location, lifestyle and value!

2004 Bridgepointe Dr, Chester

Listing courtesy of RE/MAX Executive. Contact:

3520 Goldsboro Rd, Henderson
$350,000
2 Beds ⋅ 2 Baths
Welcome Home! This charming rancher offers 2 bedrooms and 2 full baths, completely renovated in 2016, it offers a perfect blend of modern comfort and classic appeal. The open floor plan, vaulted-ceiling living room - seamlessly connects the kitchen, with gorgeous granite countertops to the dining area, and the large back deck making it ideal for gatherings. The primary suite boasts a spacious walk-in closet with custom built-ins and a beautiful primary bathroom with a large walk-in shower. Additionally this home includes a central vacuum system and main floor laundry room for effortless living. Step outside to discover a serene 1.5-acre lot, complete with a large deck, mature trees, vast farm field views, landscaping and a front porch-perfect for enjoying morning coffee. The property also features a large detached garage with a separate storage space or office, paved driveway and a separate gravel parking area for extra convenience. The basement is unfinished with a walkout located at the back of the house its over half of the sq footage of the home and giving you lots of space for extra storage. This is one to see! Come experience the comfort and tranquility this home has to offer, where every detail has been considered.

3520 Goldsboro Rd, Henderson

Listing courtesy of RE/MAX Executive. Contact:

200 Church St, Chester
$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:

209 3rd St, Crumpton
$337,500
3 Beds ⋅ 2 Baths
Motivated Seller!!! Loan is assumable for a qualified veteran. Opportunity to own a beautiful rancher on 0.46 ac in the town of Crumpton. This home was built in 2021. It has been maintained, and kept meticulously. It compares nicely to new construction. The front porch welcomes you to a well-designed open concept 3 BR, 2 full bathrooms home. Natural light illuminates the living space. There is no shortage of amenities: an updated, modern kitchen with SS appliances, under cabinet lighting, granite countertops, whole house sprinkler system. The laundry room adjoins the kitchen. This home offers plenty of room for all of your outdoor activities. It's two blocks to the boat ramp (Chester River). Easy commute to Route 301, Chestertown, Middletown, and the Bay Bridge. This is a one of a kind listing. Don't wait. Schedule your showings today!

209 3rd St, Crumpton

Listing courtesy of EXP Realty, LLC. Contact:

1102 Marion Quimby Dr, Stevensville
$334,900
2 Beds ⋅ 3 Baths
Motivated seller! Price reduced! Experience relaxed waterfront living in this beautifully updated townhome condominium overlooking scenic Thompson Creek, where stunning water views, community amenities, and an exceptional coastal lifestyle come together. Thoughtfully renovated and move-in ready, this waterfront retreat blends modern upgrades with inviting indoor and outdoor spaces designed for both everyday comfort and, entertaining.The main level welcomes you with an updated kitchen featuring granite countertops, stainless steel appliances, and abundant cabinetry. Just beyond, the sunken living room creates a warm and inviting atmosphere highlighted by a beautiful brick gas fireplace (ready for propane hookup if desired and easily convertible back to wood-burning), a custom wet bar, and seamless access to the spacious waterfront deck, perfect for enjoying peaceful sunsets over the creek. Recent improvements totaling approximately $20,000 include luxury vinyl plank flooring, new carpet upstairs, fresh interior paint throughout, and new blinds, giving the home a refreshed, modern feel. Upstairs, you'll find two generously sized bedrooms, ample closet space, and 2.5 baths, including a spacious primary suite with a well-appointed ensuite bath. A private balcony off the primary bedroom provides tranquil water views, breathtaking sunsets, and peaceful views of the community walking paths. Outdoor living is truly at the heart of this property. Enjoy boating, fishing, kayaking, swimming, and waterfront recreation just moments from your door. Residents have access to a community pool, clubhouse, tennis courts, scenic walking and jogging paths, nearby marinas, and multiple boat launch options, including Thompson Creek Landing within walking distance and convenient access to Kent Island. Situated along the banks of Thompson Creek, this home offers picturesque views of the water, mature trees, and surrounding natural beauty, creating a peaceful setting perfect for relaxing, entertaining, or simply enjoying the waterfront lifestyle. Additional conveniences include unassigned off-street parking and a well-maintained community offering exterior building maintenance, professional management, and trash service, providing low-maintenance living and added peace of mind. Whether you're searching for a full-time residence, weekend retreat, or investment opportunity, this home offers the perfect blend of comfort, recreation, and coastal charm in an unbeatable waterfront setting.

1102 Marion Quimby Dr, Stevensville

Listing courtesy of Redfin Corp. Contact: