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Kent County MD Homes for Sale with Fireplace

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  • /41

    $569,000

    • 2 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    103 Landing Ln, Chestertown, MD 21620

    Step into this nearly new, impeccably maintained two-bedroom townhouse located in the highly desirable Chester River Landing community. Recent upgrades make this home truly turn-key, perfect for those seeking comfort and style. Relax and entertain all summer long on the beautifully designed screened-in porch, ideal for enjoying warm evenings and gentle breezes.On the second floor, the

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 981-2534

    103 Landing Ln, Chestertown, MD 21620
  • /22

    $1,459,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,315 Sq Ft

    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620

    Do your investments offer these dividends? A premier waterfront location in a premier condominium community and one of the few remaining to-be-built homes! Enjoy broad water views from this new construction two story, free-standing home which offers all of the sought after amenities of waterfront living including breathtaking sunrises over the Chester River, first floor porch and second floor

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 249-2840

    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620
  • /33

    $797,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    7514 Muirfield Dr, Chestertown, MD 21620

    Beautiful home in a prime location! Prestwick offers ample privacy while only a short distance from Historic District Chestertown and just off of the Chester River Yacht and Country Club's 10th tee. Recently constructed in 2023, the house offers three bedrooms, oak floors throughout, a gourmet kitchen, and ample room for entertaining, all on one floor! The kitchen was completed with stainless

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 206-3727

    7514 Muirfield Dr, Chestertown, MD 21620
  • /10

    $995,000

    • 2 Beds
    • 1.5 Baths
    • 1,566 Sq Ft

    29341 Glencoe Rd, Kennedyville, MD 21645

    Nestled along the tranquil banks of the Sassafras River, this charming brick fixer-upper presents a rare opportunity to own a waterfront paradise. Imagine waking up to sweeping river views and sipping coffee from the expansive enclosed porch as the sun rises.Though the home requires renovating, its potential is undeniable. Offering over 1,500 sq ft of functional space, this 2-bedroom

    Christine Catalano Coldwell Banker Realty

    29341 Glencoe Rd, Kennedyville, MD 21645
  • /42

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,789 Sq Ft

    26875 Mallard Rd, Chestertown, MD 21620

    Discover the luxury of coastal living with this masterpiece waterfront property located in a much sought-after location on the Chester River. When entering the home, you’re immediately greeted in the elegant foyer that opens to a formal dining room to the right, and an office to the left that could easily be converted to a first floor bedroom.The fully renovated chef’s kitchen features

    Lynn Hilfiker Gunther-McClary Real Estate

    26875 Mallard Rd, Chestertown, MD 21620
  • /117

    $829,000

    • 4 Beds
    • 3 Baths
    • 3,388 Sq Ft

    14540 Stirrup Ln, Galena, MD 21635

    Tucked away in the exclusive waterfront enclave of Fox Hole Estates, this serene retreat offers an exceptional blend of luxury, privacy, and natural beauty. Overlooking the beautiful Sassafras River, this beautifully renovated residence is designed to impress the discerning buyer seeking peace without compromise.The home’s inviting interior features rich hardwood floors, vaulted ceilings,

    Benuel Esh Keller Williams Elite

    14540 Stirrup Ln, Galena, MD 21635
  • /44

    $989,000

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    6119 New St Unit 2, Rock Hall, MD 21661

    Nestled on the tranquil shores of Swan Creek, this 3,000+/- sq ft waterfront home offers a rare blend of elegance, comfort and Chesapeake charm. Featuring 3-4 bedrooms, 3.5 baths, and a desirable first-floor primary suite, this thoughtfully designed home invites relaxed coastal living. The great room is a showstopper with its dramatic two-story windows and cozy fireplace, framing picture-perfect

    Cindy Genther Rock Hall Properties Real Estate

    6119 New St Unit 2, Rock Hall, MD 21661
  • /95

    $1,550,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4 Baths
    • 4,167 Sq Ft

    7961 Quaker Neck Rd, Chestertown, MD 21620

    **Exquisite Waterfront Retreat on Chester River**Welcome to 7961 Quaker Neck Road, Chestertown, MD – an elegant and modern sanctuary nestled on the coveted Chester River, offering a rare opportunity to own a completely remodeled waterfront property. This exceptional home encompasses five beautifully appointed bedrooms, four luxurious bathrooms, and sits gracefully on nearly half an acre

    Gretchen Wichlinski Compass

    7961 Quaker Neck Rd, Chestertown, MD 21620
  • /32

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,966 Sq Ft

    26889 Morgnec Rd, Chestertown, MD 21620

    This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. The new kitchen, 2 new full bathrooms, and new roof all from 2024 just to name a few have you set up for many years to come. Most of the property is cleared and grassy making it perfect for your equestrian retreat on the water. A detached 2 car garage is perfect for vehicles or

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    26889 Morgnec Rd, Chestertown, MD 21620
  • /52

    $1,395,500

    • 5 Beds
    • 4.5 Baths
    • 3,243 Sq Ft

    105 High St, Chestertown, MD 21620

    Pricing reflects the property fully finished and professionally cleaned. This is a rare chance to own a completely restored Second Empire home on Chestertown Historic District’s most prominent corner. Water views are appreciated from two sides. Great balance of modern amenities and layout matched with historic design elements and style. The builders who took on this passion project are some of

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    105 High St, Chestertown, MD 21620
  • /23

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    201 Birch Run Rd, Chestertown, MD 21620

    This Mid Century Modern is located in Mile Tree Village, one of Chestertown's most coveted neighborhoods. One floor living makes things a breeze with this open and easy floor plan. Serious structural updates have been performed on the home, the crawl space has been encapsulated, and the kitchen and bathrooms have been remodeled. The home was also recently had the entire exterior painted and much

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    201 Birch Run Rd, Chestertown, MD 21620
  • /8

    $235,000

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    21244 Loller Ln, Rock Hall, MD 21661

    Tucked away at the end of a quiet street, this charming 4-bedroom, 1.5-bath rancher offers the perfect blend of small-town tranquility and walkable convenience. Located just a few blocks from Rock Hall’s beloved Main Street, you’ll be steps from local festivals, quaint shops, and local dining favorites.Set on a manageable .25-acre lot, the home features an attached garage, spacious

    Robin Fithian Rock Hall Properties Real Estate

    21244 Loller Ln, Rock Hall, MD 21661
  • /40

    $545,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    21090 W Sharp St Unit 133, Rock Hall, MD 21661

    Experience the allure of waterfront living with this stunning condominium, perfectly situated to offer breathtaking views of the Chesapeake Bay and the Rock Hall Harbor. Inside, you are greeted by an inviting ambiance, accentuated by updated kitchen and flooring that seamlessly blend style and functionality. Whether you’re an aspiring chef or simply enjoy the art of entertaining, the modern

    Lynn Hilfiker Gunther-McClary Real Estate

    21090 W Sharp St Unit 133, Rock Hall, MD 21661
  • /29

    $364,500

    • 4 Beds
    • 2 Baths
    • 1,499 Sq Ft

    21305 Haven Rd, Rock Hall, MD 21661

    This beautiful home is updated and ideally located near marinas and downtown, offering both convenience and tranquility. Key features include:Location: Within town limits, close to marinas and downtown, with easy access to Swan Creek and public boat ramp 4 bedrooms, 2 bathroomsMain Floor: Features Three spacious bedrooms, updated kitchen with granite countertops and stainless steel

    Anthony Borleis RE/MAX Point Realty

    21305 Haven Rd, Rock Hall, MD 21661
  • /67

    $585,950

    • 3 Beds
    • 2.5 Baths
    • 2,892 Sq Ft

    31667 W Edge Rd, Millington, MD 21651

    Just think, fishing at home this summer!Riverfront relaxation with 75ft on the Chester River. Very cozy spot to experience nature's beauty. Beautiful custom-built home waiting to show you just how to relax. Huge flowing space indoors with gorgeous Bella wood flooring into the open kitchen and entertaining space. Primary suite located on the main floor with a private door out to river front. Two

    David Crider Berkshire Hathaway HomeServices PenFed Realty

    31667 W Edge Rd, Millington, MD 21651
  • /33

    $460,000 Open House 8/09

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    11779 Augustine Herman Hwy, Kennedyville, MD 21645

    This is the one you’ve been waiting for! With over 2,100 square feet of living space, this 4-bedroom, 2-bath home sits on a spacious half-acre lot and has all the room you need—inside and out. The layout is so functional, with three bedrooms and a full bath on the main level, plus an XL living room with a cozy gas fireplace and loads of natural light.The real showstopper? The entire

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    11779 Augustine Herman Hwy, Kennedyville, MD 21645
  • /73

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    22570 Bay Shore Rd, Chestertown, MD 21620

    Lovely countryside Cape Cod on over 3 private acres. Sit on the front porch and enjoy the summer breeze or grill off the back deck and watch the deer in the woods. This home has been meticulously cared for and features a first floor primary bedroom with walk-in closet and ensuite bath with a massive ceramic tile shower. Large formal living room with brick fireplace flows into the kitchen /

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    22570 Bay Shore Rd, Chestertown, MD 21620
  • /28

    $365,000 Open House 7/26

    • 3 Beds
    • 2.5 Baths
    • 2,294 Sq Ft

    24607 Chestertown Rd, Chestertown, MD 21620

    Situated on a generous 0.653-acre lot just outside of Chestertown, this property offers the best of both worlds—proximity to town amenities with the added benefit of space and privacy. This well-maintained home features 3 bedrooms and 2.5 bathrooms, including two recently updated baths. The interior boasts a welcoming entryway, formal dining room, and a spacious kitchen equipped with an island,

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    24607 Chestertown Rd, Chestertown, MD 21620
  • /48

    $559,900

    • 1 Bed
    • 1 Bath
    • 1,148 Sq Ft

    5179 Quaker Neck Rd, Chestertown, MD 21620

    $20,000 Price Reduction!A One-of-a-Kind Historic Treasure Reimagined for Modern LivingStep into history with this extraordinary Greek Revival chapel, originally built in 1865 as Walton Chapel and later renamed Mowbray Chapel. Nestled on 3.22 picturesque acres in Chestertown’s serene Quaker Neck community, this stunning brick structure has been thoughtfully restored and modernized, seamlessly

    Jonathan Taylor Hyatt & Company Real Estate, LLC

    5179 Quaker Neck Rd, Chestertown, MD 21620
  • /35

    $410,000

    • 4 Beds
    • 3 Baths
    • 2,130 Sq Ft

    5311 Elburn Ln, Rock Hall, MD 21661

    Nestled at the end of a quiet road, this beautifully renovated 2,130 sq ft 4-bedroom, 3-bathroom home sits on 1.83 acres, offering a perfect blend of privacy and convenience—just 2 miles from Rock Hall’s dining, shopping, and waterfront attractions. A thoughtful renovation and addition bring modern comfort, featuring an open floor plan, a cozy fireplace, and updated systems, including a new roof

    Robin Fithian Rock Hall Properties Real Estate

    5311 Elburn Ln, Rock Hall, MD 21661
  • /46

    $5,900,000

    • 6 Beds
    • 4.5 Baths
    • 4,214 Sq Ft

    5135 Crosby Rd, Rock Hall, MD 21661

    A true sportsman’s paradise and a family compound, this impressive 212 +/-acre farm offers breathtaking water views and unparalleled outdoor recreation. The solidly built, colonial style home is designed to capture the beauty of Davis Creek from nearly every room. The kitchen and dining area are perfectly positioned for waterfront entertaining, seamlessly flowing into the family room with gas

    Courtney Chipouras TTR Sotheby's International Realty

    5135 Crosby Rd, Rock Hall, MD 21661
  • /43

    $5,900,000

    • 6 Beds
    • 4.5 Baths
    • 4,214 Sq Ft

    5135 Crosby Rd, Rock Hall, MD 21661

    A true sportsman’s paradise and a family compound, this impressive 212 +/-acre farm offers breathtaking water views and unparalleled outdoor recreation. The solidly built, colonial style home is designed to capture the beauty of Davis Creek from nearly every room. The kitchen and dining area are perfectly positioned for waterfront entertaining, seamlessly flowing into the family room with gas

    Courtney Chipouras TTR Sotheby's International Realty

    5135 Crosby Rd, Rock Hall, MD 21661
  • /16

    $232,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    21217 Texas Ave, Chestertown, MD 21620

    MOVE IN READY!! Adorable, Affordable, move in ready & two blocks from the Chesapeake Bay! Appliances, roof, flooring recently upgraded, beautifully tiled bathroom, Pergo wood flooring. Bright and inviting updated kitchen, Spacious Dining/family rm with vaulted ceilings fireplace, ceiling fan. Enjoy fishing or relaxing at the private community beach or head over to Tolchester Marina & The

    Terry Catalano RE/MAX Leading Edge

    21217 Texas Ave, Chestertown, MD 21620
  • /6

    $1,800,000

    • 7 Beds
    • 6.5 Baths
    • 12,520 Sq Ft

    6520 Swan Creek Rd, Rock Hall, MD 21661

    The owner is offering a rare opportunity to subdivide and purchase a spectacular 20-acre waterfront parcel. Renovate the 12,520-square-foot residence, designed by renowned architect Paul Rudolph, and create a breathtaking waterfront estate with panoramic views—just steps from the Chesapeake Bay. An acceptable offer will be contingent upon completion of the subdivision at the buyer's expense. The

    Deborah Laggini Long & Foster Real Estate, Inc.

    6520 Swan Creek Rd, Rock Hall, MD 21661
  • /66

    $5,500,000

    • 5 Beds
    • 8 Baths
    • 9,852 Sq Ft

    23620 Lands End Rd, Chestertown, MD 21620

    Beautifully situated on the east fork of Langford Creek, this light filled custom built home and property capture the essence of serene living on Maryland's Eastern Shore. Sited to take advantage of the natural landscape with expansive views of the river, the owners' goal was to retain the feel and function of a working farm, but to add a modern house inspired by Maryland's historic heritage. The

    Richard Keaveney Cross Street Realtors LLC

    23620 Lands End Rd, Chestertown, MD 21620
  • /36

    $1,165,000

    • 5 Beds
    • 3.5 Baths
    • 2,174 Sq Ft

    4938 Huntingfield Rd, Rock Hall, MD 21661

    Nestled on .83 acres, this captivating Chesapeake Bay waterfront home offers the perfect blend of comfort and coastal charm just outside of Rock Hall. The property includes a 3-bedroom plus bonus room, 2 1/2-bath main house and a detached garage with a 1-bedroom, 1-bath efficiency apartment, ideal for guests or potential rental use. Step inside to be welcomed by a stunning wall of windows

    Courtney Chipouras TTR Sotheby's International Realty

    4938 Huntingfield Rd, Rock Hall, MD 21661
  • /67

    $659,000

    • 4 Beds
    • 3.5 Baths
    • 3,684 Sq Ft

    11040 Kylie Ln, Chestertown, MD 21620

    Rare lake front property in Kent County! Welcome to your serene getaway nestled on 2.62 acres of partially wooded land on Urieville Lake! This stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of comfort and privacy, making it an ideal retreat for families and nature enthusiasts alike. With an option of a first floor bedroom there are currently three bedrooms on the second floor and

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    11040 Kylie Ln, Chestertown, MD 21620
  • /44

    $1,350,000

    • 3 Beds
    • 3.5 Baths
    • 4,446 Sq Ft

    23393 Cacaway Farm Ln, Chestertown, MD 21620

    **Exclusive Waterfront Craftsman Home with Sandy Beach – A Rare Opportunity**Nestled on the serene East Fork of Langford Creek/Bay, this stunning 3-bedroom Craftsman-style home offers the perfect blend of comfort, privacy, and natural beauty. With approximately150 feet of shoreline and a sandy beach, this property is a true waterfront gem.**Key Features:**- **Spacious Great

    Ashton Kelley Gunther-McClary Real Estate

    23393 Cacaway Farm Ln, Chestertown, MD 21620
  • /25

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    5686 S Main St, Rock Hall, MD 21661

    Sweet corner property in downtown Rock Hall, right on the "parade route," and just two blocks from the Rock Hall Harbor/ Chesapeake Bay. Welcoming home with a first floor primary bedroom, and large living room with a woodstove. There is a formal dining room, or you could enjoy meals outside in the fenced in back yard! Upstairs offers two more bedrooms, a full bath and an additional room, perfect

    Lynn Hilfiker Gunther-McClary Real Estate

    5686 S Main St, Rock Hall, MD 21661
  • /53

    $539,000

    • 7 Beds
    • 5 Baths
    • 3,136 Sq Ft

    11960 Flour Mill St, Kennedyville, MD 21645

    Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    11960 Flour Mill St, Kennedyville, MD 21645
  • /47

    $395,000

    • Studio
    • 3,664 Sq Ft

    349 & 351 High St, Chestertown, MD 21620

    A Rare Opportunity in the Heart of Historic ChestertownDiscover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment Districts. Owned by the same family for over 50 years, this multi-family property sits on a generous double lot known historically as the Laurence Lots—featured on original town maps and steeped in local heritage.Brimming with character

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    349 & 351 High St, Chestertown, MD 21620
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