162

Kent County MD Homes for Sale

Section Image Section Image
  • 0 Georgetown Rd SE Unit MDKE2005218, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005218, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005218, Chestertown, MD 21620
    /9

    $80,000

    • Land
    • 3.00 Acres
    • $26,667 per Acre

    0 Georgetown Rd SE Unit MDKE2005218, Chestertown, MD 21620

    E Georgetown Rd - Parcel 70, Chestertown MD consists of 3 acres. Public water/sewer hookup is available through Kent County. Call listing agent for more information regarding this offering. Loads of opportunities for a private wooded oasis. Located about 15 minutes from Chestertown or Rock Hall.

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (443) 909-1378

    0 Georgetown Rd SE Unit MDKE2005218, Chestertown, MD 21620
  • 21082 Wyoming Ave, Chestertown, MD 21620
    21082 Wyoming Ave, Chestertown, MD 21620
    21082 Wyoming Ave, Chestertown, MD 21620
    /63

    $1,550,000

    • 3 Beds
    • 3.5 Baths
    • 2,699 Sq Ft

    21082 Wyoming Ave, Chestertown, MD 21620

    Charming Chesapeake Bay Home with Stunning Water Views and Incredible Sunsets! Living space is 2699 and the unfinished basement is 1948. Additional guest house adds additional square footage, a kitchen/bath/sleeping area and living room. Discover the beauty of waterfront living in this exquisite home featuring panoramic views of the Chesapeake Bay. Having undergone a comprehensive

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (410) 883-5429

    21082 Wyoming Ave, Chestertown, MD 21620
  • 103 Landing Ln, Chestertown, MD 21620
    103 Landing Ln, Chestertown, MD 21620
    103 Landing Ln, Chestertown, MD 21620
    /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
  • 117 N Water St Unit 1A, Chestertown, MD 21620
    117 N Water St Unit 1A, Chestertown, MD 21620
    117 N Water St Unit 1A, Chestertown, MD 21620
    /28

    $725,000

    • 3 Beds
    • 3 Baths

    117 N Water St Unit 1A, Chestertown, MD 21620

    Completely remodeled, this three-bedroom waterfront home boasts a charming front porch and enormous back porch - your private space overlooking the river - along with an enclosed sunroom featuring gorgeous river views through walls of windows. Enjoy abundant outdoor areas and stunning water views from nearly every room. The dock features 3+ feel MLW, with slips available for purchase. This

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 589-6299

    117 N Water St Unit 1A, Chestertown, MD 21620
  • Lot 9 Prestwick Dr, Chestertown, MD 21620
    Lot 9 Prestwick Dr, Chestertown, MD 21620
    Lot 9 Prestwick Dr, Chestertown, MD 21620
    /20

    $212,000

    • Land
    • 1.95 Acres
    • $108,718 per Acre

    Lot 9 Prestwick Dr, Chestertown, MD 21620

    Lot 9 overlooks the 5th hole tee box and the picturesque par 3 water hole # 4. Prestwick offers the best in eastern shore living with the small town charm of Chestertown Md, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 806-9518

    Lot 9 Prestwick Dr, Chestertown, MD 21620
  • 117 N Water St Unit 2A, Chestertown, MD 21620
    117 N Water St Unit 2A, Chestertown, MD 21620
    117 N Water St Unit 2A, Chestertown, MD 21620
    /28

    $399,000

    • 2 Beds
    • 1 Bath
    • 787 Sq Ft

    117 N Water St Unit 2A, Chestertown, MD 21620

    A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. This unit offers a 2 Bed 1 bath has a brand new kitchen, with island and upgraded bathroom along with up and down river views. Enjoy all the amenities of living waterfront--Community

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 824-5609

    117 N Water St Unit 2A, Chestertown, MD 21620
  • 396 Cypress St, Millington, MD 21651
    396 Cypress St, Millington, MD 21651
    396 Cypress St, Millington, MD 21651
    /76

    $420,000

    • Studio
    • 2,762 Sq Ft

    396 Cypress St, Millington, MD 21651

    Investment Opportunity! If you are searching for an opportunity to start or relocate your business with rental potential to offset your mortgage, your search is over. Live in one area and rent out the other two!! This income producer is located in the heart of Millington at the main intersection. With its flexible zoning, the property is well-suited for a blend of commercial, retail, and

    Agent Photo

    Lona Todd

    Taylor Properties

    (410) 705-7528

    396 Cypress St, Millington, MD 21651
  • 5810 Judefind Ave, Rock Hall, MD 21661
    5810 Judefind Ave, Rock Hall, MD 21661
    5810 Judefind Ave, Rock Hall, MD 21661
    /27

    $260,000 Open House 8/16

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft

    5810 Judefind Ave, Rock Hall, MD 21661

    Adorable Cottage featuring 2BR/1.5BA, just over a quarter acre of land! Built in 2010, cute as a button, large front porch and another on the back to match. Large attic (potential for expansion), on-demand water heater, gutter filters, HVAC, shed in back for storage/lawn mower, mature asparagus bed in front yard! Living space is open with a nicely appointed kitchen and the covered back porch

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (667) 222-2354

    5810 Judefind Ave, Rock Hall, MD 21661
  • 11944 Augustine Herman Hwy, Kennedyville, MD 21645
    11944 Augustine Herman Hwy, Kennedyville, MD 21645
    11944 Augustine Herman Hwy, Kennedyville, MD 21645
    /25

    $489,000

    • 4 Beds
    • 2 Baths
    • 2,156 Sq Ft

    11944 Augustine Herman Hwy, Kennedyville, MD 21645

    This classic home has been beautifully renovated and updated while maintaining the original charm. Enjoy cooking meals in the gourmet kitchen with stainless steel appliances, double wall oven and downdraft cooktop. The kitchen leads to the formal dining room and large open living space, perfect for entertaining. There are four bedrooms, two full bathrooms, and a third-floor bonus room, which

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 892-1081

    11944 Augustine Herman Hwy, Kennedyville, MD 21645
  • 0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620
    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620
    0 Little Harbor Way Unit 1 MDKE2004992, 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
  • 226 S Water St, Chestertown, MD 21620
    226 S Water St, Chestertown, MD 21620
    226 S Water St, Chestertown, MD 21620
    /22

    $998,000 New Construction

    • 3 Beds
    • 3.5 Baths

    226 S Water St, Chestertown, MD 21620

    Newly finished 3 Bedroom townhouses with nearly all the desired attributes of town living, with harbor and marina views and access from the marina on one side and waterfront park on the other. A short walk to downtown shops and restaurants. No short term rental restrictions.

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 376-5375

    226 S Water St, Chestertown, MD 21620
  • 212 Landing Ln, Chestertown, MD 21620
    212 Landing Ln, Chestertown, MD 21620
    212 Landing Ln, Chestertown, MD 21620
    /36

    $759,000 New Construction

    • 3 Beds
    • 3.5 Baths

    212 Landing Ln, Chestertown, MD 21620

    Nestled along the tranquil western shore of the Chester River, this beautiful townhome in Chester River Landing offers an unparalleled waterfront living experience with direct water access and captivating water views. Just a short stroll from the historic heart of Chestertown, MD, it combines modern luxury with timeless charm.This elegant 3-bedroom, 2.5-bath residence is designed to

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 883-7032

    212 Landing Ln, Chestertown, MD 21620
  • 228 S Water St, Chestertown, MD 21620
    228 S Water St, Chestertown, MD 21620
    228 S Water St, Chestertown, MD 21620
    /23

    $898,000 New Construction

    • 3 Beds
    • 3.5 Baths

    228 S Water St, Chestertown, MD 21620

    Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and access from the marina on one side and waterfront park on the other. Walk to downtown shops and restaurants, just a few blocks away.

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 230-5332

    228 S Water St, Chestertown, MD 21620
  • 7514 Muirfield Dr, Chestertown, MD 21620
    7514 Muirfield Dr, Chestertown, MD 21620
    7514 Muirfield Dr, 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
  • 29341 Glencoe Rd, Kennedyville, MD 21645
    29341 Glencoe Rd, Kennedyville, MD 21645
    29341 Glencoe Rd, Kennedyville, MD 21645
    /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
  • 10715 Kasota Rd, Chestertown, MD 21620
    10715 Kasota Rd, Chestertown, MD 21620
    10715 Kasota Rd, Chestertown, MD 21620
    /49

    $975,000

    • 4 Beds
    • 3 Baths
    • 3,401 Sq Ft

    10715 Kasota Rd, Chestertown, MD 21620

    Private waterfront retreat on Mill Creek offering beautiful views, spacious living, and all the peace and quiet you have been looking for. This custom-built Cape-style home is nestled on a serene, protected stretch of water and offers the ideal blend of comfort and tranquility. With 4 bedrooms and 3 full baths, the home features a flexible floor plan designed for both everyday living and

    Sarah King Cross Street Realtors LLC

    10715 Kasota Rd, Chestertown, MD 21620
  • 26933 Mallard Rd, Chestertown, MD 21620
    26933 Mallard Rd, Chestertown, MD 21620
    26933 Mallard Rd, Chestertown, MD 21620
    /15

    $625,000

    • 1,600 Sq Ft

    26933 Mallard Rd, Chestertown, MD 21620

    Stunning waterfront property with private dock site on the Chester River. The house has been gutted and needs a complete rehab, or it can be removed and rebuilt to suit your dreams. Building plans are available. The property features a brand-new BAT septic system that has yet to be connected. Beautiful location and views! Just a short drive to Chestertown. 3 ft mean low water, buyer to verify.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    26933 Mallard Rd, Chestertown, MD 21620
  • 206 S Water St, Chestertown, MD 21620
    206 S Water St, Chestertown, MD 21620
    206 S Water St, Chestertown, MD 21620
    /56

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 2,008 Sq Ft

    206 S Water St, Chestertown, MD 21620

    See your boat from your house! This historic home located at Chestertown marina has been remodeled as recently as 2021. Gorgeous Heartland appliances compliment the hand crafted free-standing cabinetry in the kitchen. A first floor guest suite addition includes a sitting room connected to the house via a mudroom/porch. Above the mudroom is a second story deck that was built to hold a hot tub

    Beth Ostrander Doug Ashley Realtors, LLC

    206 S Water St, Chestertown, MD 21620
  • 201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, 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
  • 21090 W Sharp St Unit 133, Rock Hall, MD 21661
    21090 W Sharp St Unit 133, Rock Hall, MD 21661
    21090 W Sharp St Unit 133, 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
  • 206 Barroll Dr, Chestertown, MD 21620
    206 Barroll Dr, Chestertown, MD 21620
    206 Barroll Dr, Chestertown, MD 21620
    /35

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    206 Barroll Dr, Chestertown, MD 21620

    Charming Rancher with Private Backyard Oasis in Byford Estates-Don’t miss your opportunity to own this beautifully maintained ranch-style home tucked within the highly sought-after neighborhood of Byford Estates—just a short stroll to historic downtown Chestertown! With 3 spacious bedrooms, 2 full baths, and multiple living spaces, this property offers comfort, privacy, and the kind of charm

    Joelle Dolch Cross Street Realtors LLC

    206 Barroll Dr, Chestertown, MD 21620
  • 11779 Augustine Herman Hwy, Kennedyville, MD 21645
    11779 Augustine Herman Hwy, Kennedyville, MD 21645
    11779 Augustine Herman Hwy, Kennedyville, MD 21645
    /33

    $474,000 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
  • 22570 Bay Shore Rd, Chestertown, MD 21620
    22570 Bay Shore Rd, Chestertown, MD 21620
    22570 Bay Shore Rd, Chestertown, MD 21620
    /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
  • 11307 Urieville Ln, Worton, MD 21678
    11307 Urieville Ln, Worton, MD 21678
    11307 Urieville Ln, Worton, MD 21678
    /56

    $544,500

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    11307 Urieville Ln, Worton, MD 21678

    Your private retreat awaits! Nestled on nearly 4 acres in Worton, Maryland, this beautifully renovated Cape Cod offers the perfect blend of space, comfort, and functionality. Featuring four spacious bedrooms and two full bathrooms, this home is ideal for multi-generational living or a growing family with two main-level bedrooms and a full bath.Step inside to find new LVP flooring, brand

    Crystal Smith RE/MAX Executive

    11307 Urieville Ln, Worton, MD 21678
  • 5179 Quaker Neck Rd, Chestertown, MD 21620
    5179 Quaker Neck Rd, Chestertown, MD 21620
    5179 Quaker Neck 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
  • 1 Bayview Rd, Betterton, MD 21610
    1 Bayview Rd, Betterton, MD 21610
    1 Bayview Rd, Betterton, MD 21610
    /73

    $465,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    1 Bayview Rd, Betterton, MD 21610

    Back on the market at no fault of seller. Rigbie Bluff is the perfect maintenance-free community in the quiet waterfront town of Betterton; known as the Jewel of the Chesapeake. Located at the confluence of the Sassafras River and Chesapeake Bay, Betterton got its reputation for its picturesque sunsets and wonderful public beach. Embrace the waterfront lifestyle and so much more without the

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    1 Bayview Rd, Betterton, MD 21610
  • 5311 Elburn Ln, Rock Hall, MD 21661
    5311 Elburn Ln, Rock Hall, MD 21661
    5311 Elburn Ln, Rock Hall, MD 21661
    /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
  • 21424 Catholic Ave, Rock Hall, MD 21661
    21424 Catholic Ave, Rock Hall, MD 21661
    21424 Catholic Ave, Rock Hall, MD 21661
    /26

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,247 Sq Ft

    21424 Catholic Ave, Rock Hall, MD 21661

    Welcoming to the newly renovated 21424 Catholic Ave! Situated on a large in-town parcel, the largest residential lot on Catholic Ave. Spacious open living space with a beautifully renovated kitchen, custom wood cabinets, new LVT and engineered hardwood flooring. The welcoming living space contains original wood accents, adding much charm to this newly updated home. There are three bedrooms,

    Lynn Hilfiker Gunther-McClary Real Estate

    21424 Catholic Ave, Rock Hall, MD 21661
  • 11960 Flour Mill St, Kennedyville, MD 21645
    11960 Flour Mill St, Kennedyville, MD 21645
    11960 Flour Mill St, Kennedyville, MD 21645
    /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
  • 21739 Centennial Ln, Rock Hall, MD 21661
    21739 Centennial Ln, Rock Hall, MD 21661
    21739 Centennial Ln, Rock Hall, MD 21661
    /41

    $450,000 New Construction

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    21739 Centennial Ln, Rock Hall, MD 21661

    Charming New Construction in Historic Rock Hall! Welcome to your brand-new home near Rock Hall, a historic harbor town known for its Chesapeake Bay shoreline, boating opportunities, and vibrant local charm. This thoughtfully designed 4-bedroom, 2-bathroom home offers 2,000 sq. ft. (estimated) of modern living space with high-quality craftsmanship and stylish upgrades throughout. Nestled on a

    James Schaecher Keller Williams Flagship

    21739 Centennial Ln, Rock Hall, MD 21661
  • 21733 Centennial Ln, Rock Hall, MD 21661
    21733 Centennial Ln, Rock Hall, MD 21661
    /2

    $490,000 New Construction

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    21733 Centennial Ln, Rock Hall, MD 21661

    Charming New Construction in Historic Rock Hall! Welcome to your brand-new home near Rock Hall, a historic harbor town known for its Chesapeake Bay shoreline, boating opportunities, and vibrant local charm. This thoughtfully designed 4-bedroom, 2-bathroom home offers 2,000 sq. ft. (estimated) of modern living space with high-quality craftsmanship and stylish upgrades throughout. Nestled on a

    James Schaecher Keller Williams Flagship

    21733 Centennial Ln, Rock Hall, MD 21661
  • 21311 Lee St, Rock Hall, MD 21661
    21311 Lee St, Rock Hall, MD 21661
    /2

    $434,900 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    21311 Lee St, Rock Hall, MD 21661

    Updated Pics will be coming. Still finishing up the renovations.. Trust Me, You don't want to miss this one !!! Fully Renovated Home in Water Oriented – Rock Hall (The Pearl of the Chesapeake).. Just Minutes from the Water – Move-In Ready!Welcome to this beautifully updated 4-bedroom (or 5 Bd), 2-bathroom home situated on a spacious lot in a desirable water-oriented community.

    Jeff Guthrie Cross Street Realtors LLC

    21311 Lee St, Rock Hall, MD 21661
  • 5722 Judefind Ave, Rock Hall, MD 21661
    5722 Judefind Ave, Rock Hall, MD 21661
    5722 Judefind Ave, Rock Hall, MD 21661
    /18

    $244,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    5722 Judefind Ave, Rock Hall, MD 21661

    Perfect Starter Home or Weekend Getaway in a Water-Oriented Community of Rock Hall !! The Pearl of the Chesapeake !!Welcome to your charming retreat just minutes from the water and Walking Distance to Town Shops, Restaurants and Marinas! Whether you're a first-time homebuyer or searching for the perfect second home, this cozy 2-bedroom, 1-bath offers comfort, convenience, and a

    Jeff Guthrie Cross Street Realtors LLC

    5722 Judefind Ave, Rock Hall, MD 21661
  • 132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    /10

    $69,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • 25126 Lambs Meadow Rd, Worton, MD 21678
    25126 Lambs Meadow Rd, Worton, MD 21678
    25126 Lambs Meadow Rd, Worton, MD 21678
    /25

    $200,000

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    25126 Lambs Meadow Rd, Worton, MD 21678

    Welcome home! This 3 bedroom, 2 bath rancher featuring an open floor plan is great for the first-time homebuyer or anyone looking to downsize. The two extra bedrooms leave plenty of space for guests, an office, craft room, etc. Mature trees in the back yard will keep it cool while entertaining family and friends at your next cookout. A second parcel (Tax ID - 1503030903) is being sold along with

    Julie Strickler Remax Vision

    25126 Lambs Meadow Rd, Worton, MD 21678
  • 0 Crosby Rd, Rock Hall, MD 21661
    0 Crosby Rd, Rock Hall, MD 21661
    0 Crosby Rd, Rock Hall, MD 21661
    /10

    $128,000

    • Land
    • 1.64 Acres
    • $78,049 per Acre

    0 Crosby Rd, Rock Hall, MD 21661

    This nice wooded lot on Crosby Rd is 0.2 mile to Long Cove Marina and Long Cove County Landing. Rock Hall Yacht Club is just around the bend on McKinleyville Rd. With 142 ft of road frontage and a wooded buffer, there's lots of privacy and room to roam. The property is near navigable water, but not in the flood plain. Winter water views are possible. There's a public sewer allocation and hook up

    Cindy Genther Rock Hall Properties Real Estate

    0 Crosby Rd, Rock Hall, MD 21661
  • 10674 Kasota Rd, Chestertown, MD 21620
    10674 Kasota Rd, Chestertown, MD 21620
    10674 Kasota Rd, Chestertown, MD 21620
    /34

    $325,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft

    10674 Kasota Rd, Chestertown, MD 21620

    Welcome to 10674 Kasota Rd – Your Tranquil Masterpiece on the Chesapeake's Edge. Nestled in the serene enclave of Chesapeake Landing near Chestertown, this charming 2-bed, 1-bath ranch-style home invites you to reimagine rural living on nearly 0.6 acres of lush landscape. With 1,350 sq ft of one–level living, the brick exterior and detached 2–car garage offers timeless appeal and solid bones with

    Andrew Kruzienski Long & Foster Real Estate, Inc.

    10674 Kasota Rd, Chestertown, MD 21620
  • 21244 Loller Ln, Rock Hall, MD 21661
    21244 Loller Ln, Rock Hall, MD 21661
    21244 Loller Ln, Rock Hall, MD 21661
    /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
  • 0 Olivet Hill Rd, Galena, MD 21635
    0 Olivet Hill Rd, Galena, MD 21635
    0 Olivet Hill Rd, Galena, MD 21635
    /3

    $55,000

    • Land
    • 1.00 Acre
    • $55,000 per Acre

    0 Olivet Hill Rd, Galena, MD 21635

    Rare Opportunity! 1-Acre Lot with Year-Round Perc Test Eligibility in Kent County. Flat vacant lot with rare year-round perc test eligibility — no need to wait for wet season. Located in a quiet, rural Eastern Shore setting that's perfect for those seeking privacy and natural beauty. Just a short drive to Middletown, DE for tax-free shopping, dining, and easy highway access.

    Nicole Stephens Tesla Realty Group, LLC

    0 Olivet Hill Rd, Galena, MD 21635
  • 10624 Millbrook Dr, Chestertown, MD 21620
    10624 Millbrook Dr, Chestertown, MD 21620
    10624 Millbrook Dr, Chestertown, MD 21620
    /20

    $245,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    10624 Millbrook Dr, Chestertown, MD 21620

    Charming One-Level Living Near the Chesapeake Bay!This 3-bedroom, 1-bath home offers comfortable one-level living on a spacious 0.45-acre lot just minutes from downtown Chestertown. With 1,000 sq ft of living space, the home features a bright interior, a walk-in shower, and recent updates including a plastic vapor barrier in the crawl space for peace of mind.Enjoy your mornings on

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    10624 Millbrook Dr, Chestertown, MD 21620

Showing Results 1 - 40, Page 1 of 5

Maryland Kent County

Real Estate & Homes for Sale in Kent County, MD

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group