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1916 Stevens Dr, Chester
$470,000
3 Beds ⋅ 3 Baths
New and improved price! SELLERS OFFERING $5k in CLOSING HELP. This beautifully updated and well maintained home delivers exceptional value in the highly desirable Harbor View community—just two miles east of the Chesapeake Bay Bridge. Set on a picturesque 0.35‑acre corner lot, this 3‑bedroom, 2 full and 1 half bath home blends comfort, quality, and an unbeatable location. Inside, you’ll love the bright, updated kitchen featuring new countertops and backsplash, complemented by hardwood floors on the main and upper levels. A dramatic cathedral ceiling with skylights fills the home with natural light, creating an open and welcoming atmosphere. The spacious lower‑level family room offers a cozy retreat, while a flexible bonus room is perfect for a home office, guest room, or additional sleeping space. *Recent improvements add peace of mind and long‑term value, including a new roof (2019) with 50‑year shingles, new stove and hot water heater, and a new vinyl pool liner with a lifetime warranty. *Enjoy peace of mind with brand-new Pella tilt-in windows installed throughout the home in 2025, combining style, convenience, and energy efficiency. The pool is also equipped with a new robotic cleaner, making maintenance simple and hassle-free. The pool is open! Step outside to a fully fenced backyard oasis featuring a private in‑ground pool and deck— ready for summer entertaining or relaxing at home. Residents also enjoy access to the Harbor View community’s one‑acre field with pavilion and playground, perfect for gatherings and outdoor fun. Conveniently located just 20 minutes to Annapolis, 45 minutes to Baltimore, and under an hour to Washington, D.C., this home also offers easy access to Kent Narrows waterfront dining, the 6.5‑mile Cross Island Trail, and Queenstown Premium Outlets just minutes away. With updated features, transferable warranties, and a refreshed price, this home is move‑in ready and offers an outstanding opportunity to enjoy the best of Kent Island living. Schedule your showing today—this one is not to be missed.

1916 Stevens Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Samson Properties.

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:

Selling Office: EXP Realty, LLC.

121 Margaret Dr, Stevensville
$469,900
4 Beds ⋅ 2 Baths
Welcome home! This spacious 4 bedroom, 2 full bath home of over 2,000 sq ft is located on a quiet, dead end road in a serenely wooded area of the community. Enjoy the tranquility of your backyard on the brand new deck with vinyl rails and steps to grade. Under the deck, there is a patio for a second outdoor entertaining area. Along the rear of the property, you will find a massive 32'x28' concrete slab where a detached outbuilding once stood and could be rebuilt!!! It also functions as a 3rd area of seating or outdoor living space with plenty of versatility! A short walk down the road, the South Island Trail intersects. You can head south to enjoy the wide open water of the Eastern Bay from the Romancoke Fishing Pier where you can fish and crab til your heart's content. Or you can head north and visit the Nemo Equestrian Trail or Blue Heron Golf Course. There are over 7 miles of trails accessible a short walk from this home's front door! Now saving the best for last, the home has had nearly all the hard work done for you! It features newer siding (2025), windows, roof (50 yr shingles with transferrable warranty), HVAC (2024), 80 gallon high efficieny water heater (with heat pump), flooring, paint, bathrooms, and last but not least; a gorgeous kitchen renovation that competes with houses worth twice as much as this home! The spacious floor plan is open on the kitchen level with a large dining area or potential family room off the kitchen. This area naturally flows to the back deck mentioned before. Back inside however, there is another large vesatile gathering space below the kitchen which gives the home multiple communal living spaces on separate floors. This allows for plentiful options and lets everyone spread out. The bathrooms have been generously renovated for your enjoyment. A spacious laundry/mud room is located on the entry level. This property is a great blend of indoor and outdoor living space that is tough to beat at this price point! Call today to come visit this home and see it for yourself firsthand!

121 Margaret Dr, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: RLAH @properties.

213 Edenderry Ave, Centreville
$469,900
4 Beds ⋅ 3 Baths
This is the one everyone waits for… and it almost never hits the market. Welcome to this beautifully updated Colonial in the highly sought-after North Brook community, featuring NO HOA and a private, fully fenced backyard that is hard to come by. Step outside and fall in love with your own outdoor retreat. A stunning paver patio, screened-in porch, and peaceful setting make this backyard perfect for entertaining, relaxing, and enjoying every season. Inside, the home checks every box: Fresh paint throughout, Open, functional floor plan, Spacious living areas filled with natural light, 4 large bedrooms offering comfort and flexibility. This home blends space, privacy, and lifestyle in one of the most desirable communities in Centreville. Opportunities like this in North Brook don’t last, especially with NO HOA.

213 Edenderry Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

203 Brookfield Dr, Centreville
$468,000
4 Beds ⋅ 3 Baths
Bring all reasonable offers: Seller has found home of choice... Welcome home to this beautifully maintained property that blends comfort, functionality, and modern updates in a highly convenient location! Step onto the charming front porch and take in the inviting curb appeal, complemented by an expanded driveway offering ample parking. Inside, you’re greeted by a spacious open foyer that seamlessly connects the upper and main levels. The main floor features durable luxury vinyl plank flooring and a bright, stylish kitchen with crisp white cabinetry. The open-concept layout creates an ideal space for entertaining, while a tucked-away half bath adds convenience and privacy. Upstairs, you’ll find a private primary suite designed for relaxation, complete with a large walk-in closet and en suite bath. Three additional generously sized bedrooms provide flexibility for family, guests, or a home office. A full hall bath and conveniently located upper-level laundry make daily living effortless. The home also offers a fully cemented crawl space, perfect for clean and climate-controlled storage. Step outside to a spacious wooden deck that spans the rear of the home—an ideal extension of your living space for gatherings or quiet mornings. The property backs to a wooded county conservation area, offering the privacy and natural views you’ve been looking for. Enjoy the simple things in life: established Blueberry, Blackberry and Raspberry bushes. Additional highlights include a storage shed for outdoor equipment, a RainSoft water filtration and conditioning system, and a garage with a high-lift track and wall-mounted opener (installed in 2023) to maximize the impressive 12-foot ceiling height. Major system updates include a heat pump AC replaced in 2024, along with a furnace optimized for efficiency in colder temperatures. In 2025, the grinder pump was replaced. A NEW roof has just been installed, providing added peace of mind and long term savings. Ideally located for easy commuting to Annapolis, Baltimore, Washington, D.C., and Delaware, this home truly offers the best of comfort, convenience, and value. Don't miss out!

203 Brookfield Dr, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Samson Properties.

100 Prussian Turn, Centreville
$467,000
3 Beds ⋅ 2 Baths
If you’ve been dreaming of peaceful, single‑level living surrounded by nature, this Earle’s Branch gem delivers. The walking trail and meadow — both neighborhood common areas — feel like an extension of your own backyard. A new roof, newly paved driveway, and newer pool liner mean the big updates are already done. Spend your time enjoying the in‑ground pool, relaxing on the deck with meadow views, or tinkering in the Amish shed that’s in excellent condition. Inside, sunlight fills the formal living/dining area, while the kitchen and rec room open to the deck for seamless indoor‑outdoor living. With a breakfast bar, full appliance package, and a convenient laundry room leading to the two‑car garage, everything is right where you need it. Three bedrooms — including a primary suite — make this home as practical as it is peaceful.

100 Prussian Turn, Centreville

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: Coldwell Banker Realty.

601 Buckingham Dr, Stevensville
$465,000
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:

Selling Office: TTR Sotheby's International Realty.

324 Kidwell Ave, Centreville
$465,000
4 Beds ⋅ 3 Baths
Highly motivated Seller! Prince improvement of $485,000- Welcome to 324 Kidwell Avenue! Looks can be deceiving! This home is much larger than it appears! Offering 3,146 sq. ft. of living space, this beautifully maintained ranch-style home with a fully finished walkout basement combines space, comfort, and charm in the heart of historic Centreville. Inside, you’ll find hardwood and ceramic tile flooring throughout, a warm country-style kitchen, a separate dining area, and a spacious family room perfect for entertaining. The primary suite features a relaxing soaking tub and separate stall shower, creating the perfect place to unwind. Two fireplaces add warmth and character, making the home feel cozy year-round.The main-level laundry room adds convenience, while the finished walkout basement offers flexible space for a recreation room, home office, gym, or guest area. Step outside to a peaceful backyard surrounded by mature trees, providing privacy and tranquil views. The front porch offers a perfect vantage point to enjoy Centreville’s beloved annual parades, bringing the charm of this historic town right to your doorstep.If you’re looking for more space than expected, small-town charm, and a move-in ready home, this one is a must-see. Homes like this in Centreville don’t last long—schedule your showing today!

324 Kidwell Ave, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

1701 Bayside Dr, Chester
$465,000
4 Beds ⋅ 2 Baths
Welcome to 1701 Bayside Dr, a beautifully updated rancher offering direct, unobstructed waterviews of Crab Alley Bay. The main home features 3 bedrooms and 1 full bath, highlighted by LVP flooring throughout, a gorgeous updated kitchen with granite countertops, and spacious living and family rooms—each with water views. The primary bedroom is generously sized with two closets. Two generously sized bedrooms, a full bathroom, and a full laundry room complete the main house. Connected by a breezeway, the property also includes a 1-bedroom, 1-bath guest suite with a full kitchen, perfect for extended family or guests. Situated on a corner lot directly across from public water access, you’ll enjoy forever-protected views from your deck and patio plus access to the pier, ramp, playground, grills, and gazebo. Major updates in 2022 include the roof, ductless heating/AC, propane baseboard heating, and windows. One car garage with plenty of parking in the driveway! Enjoy the best of Eastern Shore living in this beautifully maintained waterfront gem!

1701 Bayside Dr, Chester

Listing courtesy of The KW Collective. Contact:

Selling Office: Coldwell Banker Realty.

306 Windsor Ave, Centreville
$464,000
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:

Selling Office: Select Land & Homes, LLC.

112 Charity Ln, Queenstown
$461,000
2 Beds ⋅ 3 Baths
Welcome to 112 Charity Lane, a beautifully updated and tastefully designed home in the heart of Historic Queenstown. Built in 2006, this charming 2-bedroom, 2.5-bath residence offers 1,660 square feet of thoughtfully designed living space filled with character and warmth. Ideally located just blocks from the Queenstown Creek, right off the Chester River and minutes from Route 50, this home provides the perfect balance of small-town charm and commuter convenience. Inside, you’ll find stylish updates throughout, creating a comfortable and inviting atmosphere. Step outside to an entertainer’s dream—a stunning backyard featuring extensive landscaping and hardscaping, ideal for hosting gatherings or enjoying quiet evenings outdoors. The detached garage is a climate-controlled garage/game room that has been transformed into a versatile hangout space complete with a built-in bar. Whether you’re seeking a full-time residence or a weekend Eastern Shore retreat, this property delivers charm, location, and lifestyle in one exceptional package. New hvac, appliances, fireplace, and roof in 2021

112 Charity Ln, Queenstown

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

Selling Office: TTR Sotheby's International Realty.

101 Branta Lndg, Stevensville
$460,000
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:

Selling Office: Unrepresented.

118 Grant Ct, Chestertown
$460,000
3 Beds ⋅ 2 Baths
Searching for a home with peaceful country views and a beautifully designed interior? This meticulously maintained property offers the perfect blend of modern style, comfort and functionality. Inside, you’ll find cathedral ceilings with a beautiful wood accent beam, gorgeous LVP flooring throughout and a light, airy feel created by the neutral color palette and crisp white trim. The open floorplan is ideal for both everyday living and entertaining, centered around a stunning kitchen featuring custom tile backsplash, black farmhouse accents, matching stainless steel appliances, gas range, recessed lighting and a large center island with pendant lighting above. The spacious primary suite includes a walk in closet and private bath complete with dual vanity, standing shower and linen closet. Outside, the fully fenced backyard overlooks wide open farmland views and includes a charming shed with covered front porch, creating the perfect place to sit back, relax and enjoy peaceful surroundings. Additional highlights include an encapsulated crawlspace, water treatment system and the freedom of no HOA. A rare opportunity to enjoy country living without sacrificing style or convenience.

118 Grant Ct, Chestertown

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Cross Street Realtors LLC.

112 Kehm Rd, Queenstown
$460,000
3 Beds ⋅ 3 Baths
Welcome to this nearly new home in the heart of Queenstown, perfectly tucked off Bennett Point Road on a private wooded lot. Just 2 years young, this home offers the modern finishes you want without the wait of new construction. Step inside to beautiful LVP floors that flow throughout the main level, creating a warm and low-maintenance living space. The open-concept layout is ideal for everyday living and entertaining, featuring a spacious family room with a cozy fireplace that anchors the space. The kitchen is crisp and timeless with white cabinetry, granite countertops, and plenty of prep space, perfectly positioned to overlook the living and dining areas. Upstairs, you’ll find 3 comfortable bedrooms and 2 full bathrooms, including a private primary suite designed for relaxation. The additional bedrooms offer flexibility for guests, a home office, or growing households. Outside, enjoy the peace and privacy of your wooded lot, giving you that Eastern Shore feel while still being convenient to Route 50, shopping, dining, and waterfront attractions. The 1-car garage adds everyday convenience and additional storage. If you’ve been looking for a move-in ready home in Queenstown with modern finishes, privacy, and a great location, this is the one. Don’t miss your opportunity to make it yours.

112 Kehm Rd, Queenstown

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Long & Foster Real Estate, Inc..

101 Pigpen Point Rd, Queenstown
$460,000
3 Beds ⋅ 2 Baths
Beautifully renovated 3-bedroom, 2-bath rancher set on nearly an acre on a flat corner lot. This impressive home offers an attached 2-car garage, a spacious screened-in porch, and a deck overlooking a fully fenced backyard. Recent updates include new siding and a new roof for peace of mind. Inside, the inviting living room showcases a striking stone accent wall with a cozy wood stove. Hardwood floors and fresh paint extend throughout the home. The brand-new kitchen features stylish two-tone cabinetry, quartz countertops, and new stainless steel appliances. A fully renovated hall bath serves the secondary bedrooms, while the primary suite boasts a remodeled en-suite bath with a tiled shower and double vanity. Located in a community just off the Wye River, this home offers the best of Eastern Shore living. Enjoy nearby waterways, nature, and small-town charm. Schedule your showing today and experience all this beautiful property has to offer.

101 Pigpen Point Rd, Queenstown

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: Unrepresented Buyer Office.

214 Pennick Dr, Stevensville
$460,000
3 Beds ⋅ 2 Baths
Welcome to 214 Pennick Drive, perfectly situated within walking distance to the community pier and clubhouse! This beautifully maintained home sits on a spacious double lot and offers exceptional outdoor and indoor living. Featuring 3 bedrooms and 2.5 baths, this home boasts an open kitchen with Quartz Lite countertops, updated bathrooms, hardwood flooring, brand-new carpet in the bedrooms, and fresh paint throughout. A stunning 24’ x 30’ addition with a 10’ x 24’ deck expands your living and entertaining space. The property includes a 2-car garage, a double carport in the back, and 2 storage sheds for all your needs. Enjoy relaxing or hosting gatherings on the large front and back decks, overlooking a fully fenced backyard. This move-in ready home combines comfort, updates, and community charm—schedule your showing today!

214 Pennick Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Rosendale Realty.

214 Beech Ln, Stevensville
$459,900
4 Beds ⋅ 2 Baths
Price reduction on this move-in ready and wonderfully maintained 4-bedroom, 2 full bath Cape Cod in the sought-after Cloverfields community on Kent Island. From the moment you arrive, you’ll notice the pride of ownership throughout. The home has been lovingly cared for and thoughtfully decorated, offering a bright and welcoming feel with stylish touches throughout. Sellers have found their home of choice and have priced to sell! The spacious family room features hardwood floors and flows seamlessly into a large kitchen and dining area—complete with built-ins for extra storage, tile flooring, and newer stainless steel appliances. Both bathrooms have been tastefully remodeled, and recent updates include a new HVAC system, encapsulated crawl space, new washer and dryer, and a newer roof (2018). Nothing left to do but just move in. Step outside to a maintenance-free deck overlooking a fenced, level 0.36-acre backyard—ideal for outdoor entertaining or simply relaxing. The extended paved driveway provides plenty of space for family and guests alike. Cloverfields residents enjoy an array of community amenities including a private beach, boat launch, marina, pool, clubhouse, and playground. Conveniently located near the Bay Bridge, schools, library, and the Cross Island Trail, this home perfectly blends comfort, convenience, and coastal living.

214 Beech Ln, Stevensville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Rosendale Realty.

318 Wicomico Rd, Stevensville
$459,000
4 Beds ⋅ 2 Baths
Don’t miss the opportunity to own this charming 4-bedroom home featuring 2 recently renovated baths, a flexible office/den, and a BRAND NEW ROOF! The spacious kitchen with peninsula seating flows seamlessly into the dining area, creating the perfect gathering space for family and friends. The expansive family room is filled with natural light thanks to vaulted ceilings, skylights, and oversized windows that create an open and airy feel throughout. A screened-in porch adds even more living space to enjoy year-round, while the large deck, accessible from both the main living area and the primary suite, offers the perfect setting for morning coffee, evening entertaining, or simply relaxing at the end of the day. Located in the desirable Kent Island Estates community, this home offers the Eastern Shore lifestyle you’ve been searching for, complete with access to multiple beaches, a playground, and the Southern Kent Island Trail. Come experience all this home has to offer!

318 Wicomico Rd, Stevensville

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

Selling Office: Wilson Realty & Staging LLC.

105 Pearl Creek Ln, Chestertown
$459,000
3 Beds ⋅ 3 Baths
Welcome to your private Eastern Shore retreat on 1.37 acres. Built in 2018, this beautiful custom one-level home is thoughtfully designed for relaxed, everyday living and effortless entertaining. Sun-filled and inviting, the open layout creates a warm, comfortable atmosphere—perfect for gathering with family and friends or enjoying quiet moments at home. The home features 3 bedrooms, 2.5 baths, and a flexible bonus room or home office, ideal for today’s lifestyle. At the heart of the home, the gourmet kitchen impresses with granite countertops, rich Java-colored cabinetry, a weathered gray coffee bar with wine/beverage cooler, an oversized island, and stainless-steel appliances. The open kitchen and dining area make both casual meals and entertaining a pleasure and open to the large light filled family room. Both areas have vaulted ceilings. Step outside to a spacious backyard with patio and updated landscaping, offering endless opportunities for outdoor dining, entertaining, or simply enjoying the privacy and open space. A 14×14 shed adds additional storage, while the attached two-car garage with shelving and a workbench provides convenience and functionality. Just a short drive away, enjoy Chestertown’s waterfront lifestyle, including restaurants, a farmers' market, parks, festivals, river cruises, and the vibrant presence of Washington College. Tucked just minutes from Route 301, this property offers a rare balance of peaceful rural living with convenient access to Middletown, Dover, and historic Chestertown. Plus, conveniently located approximately 90 minutes from Washington, D.C. and Philadelphia. This is more than a home—it’s a lifestyle. Schedule your private showing and discover all that this special property has to offer.

105 Pearl Creek Ln, Chestertown

Listing courtesy of Taylor Properties. Contact:

Selling Office: Long & Foster Real Estate, Inc..

1401 Calvert Rd, Chester
$455,000
2 Beds ⋅ 2 Baths
MARLING FARMS -Waterviews of Crab Alley Bay - PRICE REDUCED -Brick Rancher- All on ONE LEVEL - Beautifully landscaped 3/4 acre lot that backs to trees - fenced patio area - 2 bedrooms with lots of windows and large closets - 2 full baths, one with a tub, one with a walkin shower - fabulous sunroom addition - quiet office area - updated kitchen with granite counters, newer cabinetry, beverage center with wine frig, large laundry area, large pantry closet, water conditioning system was just replaced, front load washer and dryer, money saving solar system in place (leased), gas fireplace in the living room with large mantle, large shed in backyard - 2 car garage with remote garage door openers and RV electric hookup. Marling Farms offers water access including a boat ramp and 4 beaches for residents to enjoy with playgrounds, pavilion, kayak storage, piers, ramp and breathtaking views. Residents enjoy walking and biking on the neighborhood streets. HOA fee is only $100 per year. This is the lifestyle you have been looking for.

1401 Calvert Rd, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Hyatt & Company Real Estate, LLC.

704 Truslow Rd, Chestertown
$453,000
3 Beds ⋅ 3 Baths
HOME IS STILL AVAILABLE TO SEE AND MAKE OFFERS!!! 72 Hour Kick Out Clause in Effect. Tucked away in the peaceful countryside on the Queen Anne’s County side of Chestertown, this charming one-level rancher offers the space, comfort, and tranquility you’ve been waiting for. Situated on a full acre and boasting over 2,000 sq. ft. of living space, this home is designed for easy, one-level living with room to truly spread out. Offering 3 large bedrooms and 2.5 bathrooms, plus the added convenience of two separate entrances into the home—perfect for flexibility, guests, or everyday functionality. The heart of the home is the expansive kitchen, loaded with counter space and ready for your personal touch and creative design. Just off the kitchen, the family room features soaring vaulted ceilings and a cozy fireplace, creating a warm and inviting space to gather or unwind. Step outside and you’ll fall in love with the lifestyle this property offers… a screened-in porch for peaceful mornings, a spacious deck for entertaining, and a private backyard surrounded by nature. If you’ve been searching for space, privacy, and a home that feels like a retreat, this is it.

704 Truslow Rd, Chestertown

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

41 Queen Catherine Ct, Chester
$452,170
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:

Selling Office: Corner House Realty.

128 John Patrick Dr, Stevensville
$452,000
4 Beds ⋅ 3 Baths
Welcome to this like-new townhome in the highly sought after community of Ellendale-perfectly located with easy access to everything and a direct route to Annapolis. This spacious end-unit is ideally positioned on a private corner lot, offering peaceful pond views and added privacy. Inside, you'll find a fresh modern feel with brand new flooring throughout and freshly painted interiors, making this home completely move-in ready. The open and airy layout provides plenty of space for both everyday living and entertaining. Upstairs, the primary suite offers a serene retreat, complete with seasonal water views during the winter months- added a touch of coastal charm. As an added bonus, the 30-year front foot assessment has been paid in full, providing significant long-term value and peace of mind. That's a $50/month savings for the next 17 years!!! ($10,200) This is low-maintenance living at its best in one of the area's most desirable neighborhoods. Welcome home!

128 John Patrick Dr, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Coldwell Banker Realty.

120 Lently Farm Ln, Centreville
$450,000
3 Beds ⋅ 3 Baths
Discover the charm and potential of this classic Colonial nestled in the desirable Lently Farms community. Set on 1.18 private acres, this property offers a peaceful setting surrounded by mature trees. Inside, you’ll find 1,856 sq. ft. of living space featuring three bedrooms and two and a half bathrooms. The traditional floor plan offers a comfortable flow from the family room into the kitchen with a cozy breakfast area, creating a great foundation for everyday living. The exterior features an inviting front porch, large fenced in back yard along with an above-ground vinyl pool for summer enjoyment. Additional highlights include an attached garage with interior access and ample off-street parking. Major improvements include a roof replacement in 2017 and new HVAC 2018. Seller is offering the opportunity to convey chickens and lawn mower with the property, if desired. Bring your imagination and transform this property into something truly special—an ideal canvas in a sought-after neighborhood!

120 Lently Farm Ln, Centreville

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

708 Dixon Dr, Stevensville
$450,000
4 Beds ⋅ 3 Baths
The desirable Cloverfields community! This spacious four-bedroom, three-bath split foyer home offers an open-concept living area with durable vinyl plank flooring throughout the living room, dining room, and kitchen—perfect for everyday living and entertaining. The upper level features three comfortable bedrooms, including a primary suite with a private bath. The lower level provides exceptional additional space, including a generously sized fourth bedroom, a large family room, full bath, laundry area, and a workshop—ideal for hobbies, storage, or flexible living needs. Step outside to enjoy a fenced yard and multiple decks, a shed, all set on the lot to add privacy. Residents of Cloverfields also enjoy fantastic community amenities, including a pool, picnic area, and boat launch. Stay tuned—this one is coming soon!

708 Dixon Dr, Stevensville

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

Selling Office: RE/Max Experience.

118 Stewart Ln, Grasonville
$450,000
3 Beds ⋅ 3 Baths
Welcome to 118 Stewart Lane in Grasonville — a beautifully maintained 3-bedroom, 2.5-bath home with a 1-car garage, ideally situated on a quiet cul-de-sac. This move-in ready home offers a charming front porch, spacious fenced yard, and numerous updates that make everyday living both comfortable and convenient. Inside, you'll find luxury vinyl plank flooring, brand-new carpet on the stairs and in the primary bedroom, fresh paint in the stairwell and upstairs hallway, and a functional layout designed for modern living. The kitchen features granite countertops, stainless steel appliances, and a new dishwasher, while the primary bath offers a double sink vanity and the half bath has been tastefully updated. Recent improvements provide peace of mind, including a crawl space encapsulation by Master Kleen in 2023, new sump pump and French drain system in 2026, tankless hot water heater (2021), added attic insulation following a 2025 energy audit, new garage door and openers (2025), paved driveway (2025), new well tank and pump (2022), water softener and filtration system (2021), and washer and dryer (2023). The HVAC has been regularly maintained for continued efficiency. Conveniently located just minutes from everything Kent Island has to offer, including shopping, restaurants, marinas, and easy access to Route 50 for an easy commute.

118 Stewart Ln, Grasonville

Listing courtesy of Samson Properties. Contact:

Selling Office: Compass.

324 Flat Iron Square Rd, Church Hill
$450,000
4 Beds ⋅ 2 Baths
Sellers Requesting All Offers be submitted no Later than 6pm Thursday April 9th Welcome to 324 Flat Iron Square Road — an exceptional, fully renovated 4-bedroom, 2-bath residence gracefully set on 1.97 private acres in northern Queen Anne’s County. Offering over 2,000 square feet of refined living space, this home seamlessly blends modern luxury with the tranquility of Maryland's Eastern Shore. Step inside to discover a thoughtfully curated interior featuring a designer kitchen complete with elegant quartz countertops, upgraded 42” cabinetry, and a sophisticated finish throughout. The main level showcases a seamless combination of luxury plank and rich hardwood flooring, complemented by beautifully updated bathrooms that elevate everyday living. No detail has been overlooked, with major capital improvements already in place — including a new roof, new windows, and updated HVAC — delivering both style and peace of mind. The home also offers an unfinished walk-out basement, presenting a rare opportunity to expand and customize additional living space to suit your lifestyle. Outdoors, the property transforms into a private retreat. Enjoy a fully stocked fish pond, perfect for relaxing or entertaining around the fire, along the charming grounds that invite endless possibilities. The acreage also offers excellent natural surroundings with wildlife presence, creating opportunities for outdoor enthusiasts, including deer activity on the property. Ideally located just minutes from Route 301, this property offers effortless accessibility while maintaining the quiet, sought-after Shore lifestyle.

324 Flat Iron Square Rd, Church Hill

Listing courtesy of Samson Properties. Contact:

Selling Office: Long & Foster Real Estate, Inc..

131 John Patrick Dr, Stevensville
$450,000
2 Beds ⋅ 4 Baths
Meticulously maintained by the original owners, this beautifully UPGRADED End-unit Townhome offers 3 finished levels totaling 2300sqft, a 2-car garage, and Rarely found DUAL Primary Suites—each featuring a spa-inspired bath with soaking tub, separate shower, ceramic tile floors & surrounds, and expansive walk-in closets. The versatile entry-level flex space provides an easy option for a private 3rd bedroom (written quote available), office or living room & features hardwood floors & a powder room. Venture up the Oak hardwood staircase to the Open-concept main level, showcasing gleaming hardwood floors in the Great room with corner fireplace that flows seamlessly into the Gourmet kitchen. Highlights include: 42” maple glazed cabinets with soft-close doors and drawers, under and over cabinet lighting, Granite countertops, Stainless steel appliances, Double wall ovens, Gas cooktop, 12x12 Ceramic Tile floors, Lighted pantry, Upgraded Trim package, plus a two-tier island with seating and a separate dining area. Step outside to the 12x20 Trex deck complete w/ propane line for your Grill & outdoor speakers making it perfect for entertaining on these upcoming Summer nights! The upper level features dual primary suites, including a front bedroom with vaulted ceiling and exceptional space throughout & Full size Laundry room w/ Front loading washer/dryer. Additional features include: Brand NEW Roof, central vacuum, whole-house audio throughout main living areas, bedrooms & deck, whole-house humidifier, ceiling fans, brushed nickel fixtures, utility sink rough-ins (laundry and garage), custom garage shelving, and kayak storage under the deck. Thoughtfully landscaped perennial gardens provide color year after year and is just another example of the love that was poured into designing this home! Enjoy an amenity-rich community with pool, clubhouse, and floating dock/pier with access to Thompson Creek. Ideally located just minutes to the Chesapeake Bay Bridge for an easy commute and convenient access on and off the Shore. Don’t forget to Check out the 3D iGuide Tour!

131 John Patrick Dr, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Kinetic Realty, Inc..

116 Anthony Ln, Stevensville
$450,000
3 Beds ⋅ 3 Baths
This charming Colonial townhouse in the desirable Ellendale community offers a perfect blend of modern comfort and inviting warmth. Recently renovated in 2023, the home features a spacious layout with 3 bedrooms and 2.5 bathrooms, including a primary suite with a large walk-in closet and an on trend bathroom with a stall shower. The eat-in kitchen seamlessly connects to the dining area, making it ideal for gatherings. Enjoy cozy evenings in the spacious living room or under the stars on the back deck. Step outside to explore the community amenities, including a refreshing outdoor pool, clubhouse, and scenic jogging paths. Located just minutes from local parks and top-rated schools, this home is perfect for those who value community and convenience. With an attached garage and easy access to major transportation routes, commuting is a breeze. Experience the best of suburban living in a vibrant neighborhood that feels like home.

116 Anthony Ln, Stevensville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: RE/MAX Executive.

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