54

Houses for Sale near Kent County High School

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  • 21082 Wyoming Ave, Chestertown, MD 21620
    21082 Wyoming Ave, Chestertown, MD 21620
    21082 Wyoming Ave, Chestertown, MD 21620
    /63

    $1,550,000 Open House 6/21

    • 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 renovation

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (410) 883-5429

    21082 Wyoming Ave, Chestertown, MD 21620
  • 389 Cypress St, Millington, MD 21651
    389 Cypress St, Millington, MD 21651
    389 Cypress St, Millington, MD 21651
    /39

    $320,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 2,296 Sq Ft

    389 Cypress St, Millington, MD 21651

    Welcome to 389 Cypress Street, a delightful home brimming with character and charm. Whether you are looking for a starter home or downsizing, have a look at this terrific home! Updating this home has been a true joy. This owner fell in love with the unique features of this lovely house, from the original wood floors and vintage doorknobs to the inviting enclosed front porch, where we've shared

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (667) 291-8216

    389 Cypress St, Millington, MD 21651
  • 5810 Judefind Ave, Rock Hall, MD 21661
    5810 Judefind Ave, Rock Hall, MD 21661
    /2

    $260,000 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft

    5810 Judefind Ave, Rock Hall, MD 21661

    Coming Soon! 2BR/1.5BA, just over a quarter acre of land! Built in 2010, cute as a button, large 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! Stay tuned for professional pictures! Living space is open with a nicely appointed kitchen and the

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (667) 222-2354

    5810 Judefind Ave, Rock Hall, MD 21661
  • 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
  • 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 6/22

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

    11779 Augustine Herman Hwy, Kennedyville, MD 21645

    **OPEN HOUSE 6/22 **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

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    11779 Augustine Herman Hwy, Kennedyville, MD 21645
  • 12083 Blacks Station Rd, Kennedyville, MD 21645
    12083 Blacks Station Rd, Kennedyville, MD 21645
    12083 Blacks Station Rd, Kennedyville, MD 21645
    /73

    $835,000

    • 5 Beds
    • 4.5 Baths
    • 2,542 Sq Ft

    12083 Blacks Station Rd, Kennedyville, MD 21645

    Charming country retreat on 20 unrestricted acres—18 of which are tillable farmland! This beautifully maintained home is full of character and quality craftsmanship, from the rich hardwood floors and custom woodwork to the granite kitchen counters. Thoughtful modern upgrades blend seamlessly with timeless details, while radiant heat flooring adds everyday comfort. Enjoy sweeping views of the

    Joe Hickman Cross Street Realtors LLC

    12083 Blacks Station Rd, 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

    $450,000

    • 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

    $565,000

    • 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 new

    Crystal Smith RE/MAX Executive

    11307 Urieville Ln, Worton, MD 21678
  • 14540 Stirrup Ln, Galena, MD 21635
    14540 Stirrup Ln, Galena, MD 21635
    14540 Stirrup Ln, Galena, MD 21635
    /117

    $859,000

    • 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 finely renovated residence is designed to impress the discerning buyer seeking peace without compromise.The home’s inviting interior features rich hardwood floors, vaulted ceilings, and

    Benuel Esh Keller Williams Elite

    14540 Stirrup Ln, Galena, MD 21635
  • 6119 New St Unit 2, Rock Hall, MD 21661
    6119 New St Unit 2, Rock Hall, MD 21661
    6119 New St Unit 2, Rock Hall, MD 21661
    /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
  • 5179 Quaker Neck Rd, Chestertown, MD 21620
    5179 Quaker Neck Rd, Chestertown, MD 21620
    5179 Quaker Neck Rd, Chestertown, MD 21620
    /48

    $579,900

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

    5179 Quaker Neck Rd, Chestertown, MD 21620

    BACK ON THE MARKET due to financing. 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,

    Jonathan Taylor Hyatt & Company Real Estate, LLC

    5179 Quaker Neck Rd, Chestertown, MD 21620
  • 5961 Rock Hall Rd, Rock Hall, MD 21661
    5961 Rock Hall Rd, Rock Hall, MD 21661
    5961 Rock Hall Rd, Rock Hall, MD 21661
    /51

    $945,000

    • 8 Beds
    • 5.5 Baths
    • 6,215 Sq Ft

    5961 Rock Hall Rd, Rock Hall, MD 21661

    SELLER NOW OFFERING A 2/1 BUYDOWN WITH AN ACCEPTABLE OFFER BY JULY 1ST. This is the perfect opportunity if you've been holding off, thinking rates are “too high to buy.” With this strategy, you get the home you love and a more manageable payment upfront. Win-win! Exceptional Unique Multi-Generational Estate - Room for all! This one of kind property, built in 2015, offers an extraordinary

    Joelle Dolch Cross Street Realtors LLC

    5961 Rock Hall Rd, Rock Hall, MD 21661
  • 5311 Elburn Ln, Rock Hall, MD 21661
    5311 Elburn Ln, Rock Hall, MD 21661
    5311 Elburn Ln, Rock Hall, MD 21661
    /34

    $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
    /38

    $490,000 Open Sat 11AM - 1PM

    • 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
  • 25049 Travis Trail, Worton, MD 21678
    25049 Travis Trail, Worton, MD 21678
    25049 Travis Trail, Worton, MD 21678
    /19

    $255,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    25049 Travis Trail, Worton, MD 21678

    Welcome to Travis Trail. This move in ready home sits on a corner lot and has that gingerbread style with a modern twist. Home has been well kept and hosts great space. Home has a lot of natural light, and LVT floors throughout. The backyard is fenced in and is flexible for all your outdoor needs. Close by is the park with lots of things to do like sports, walking, and playgrounds. The

    Sue Bisbee Village Real Estate Company LLC

    25049 Travis Trail, Worton, MD 21678
  • 26959 Branchtown Rd, Worton, MD 21678
    26959 Branchtown Rd, Worton, MD 21678
    26959 Branchtown Rd, Worton, MD 21678
    /27

    $319,000

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    26959 Branchtown Rd, Worton, MD 21678

    Fully Renovated in 2024! This charming 3-bedroom, 2-bath home offers a perfect blend of modern updates and country serenity. The main level features a convenient first-floor bedroom and full bath, ideal for aging in place. Enjoy stylish & durable vinyl plank flooring throughout and soaring cathedral ceilings upstairs that create an airy, open feel. Situated on a spacious corner lot on almost a

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    26959 Branchtown Rd, Worton, MD 21678
  • 21363 Indiana Ave, Chestertown, MD 21620
    21363 Indiana Ave, Chestertown, MD 21620
    21363 Indiana Ave, Chestertown, MD 21620
    /24

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 896 Sq Ft

    21363 Indiana Ave, Chestertown, MD 21620

    Low maintenance, coastal cottage in Tolchester on nearly a half acre. Only 2 blocks from the community beach. House was completely renovated inside and out, including the 16 x 20 barn. Three bedrooms, 1 1/2 bathrooms. Start enjoying Summers by the Bay!

    Courtney Chipouras TTR Sotheby's International Realty

    21363 Indiana Ave, Chestertown, MD 21620
  • 624 High St, Chestertown, MD 21620
    624 High St, Chestertown, MD 21620
    624 High St, Chestertown, MD 21620
    /3

    $240,000

    • 2 Beds
    • 1 Bath
    • 1,290 Sq Ft

    624 High St, Chestertown, MD 21620

    Step into the charm of historic Chestertown with this 2BR/1BA home full of potential. Featuring a screened front porch, spacious layout, and rear alley access, this property is perfect for investors or visionary buyers. Located just blocks from Washington College, the Chester River, downtown shopping, and restaurants, this home offers the ideal setting for a full-time residence, Airbnb, or

    Nicole Stephens Tesla Realty Group, LLC

    624 High St, Chestertown, MD 21620
  • 132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    /10

    $89,900

    • 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
  • 9062 Fairlee Rd, Chestertown, MD 21620
    9062 Fairlee Rd, Chestertown, MD 21620
    9062 Fairlee Rd, Chestertown, MD 21620
    /31

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    9062 Fairlee Rd, Chestertown, MD 21620

    ALL BUYERS, PLEASE DO NOT PROCEED DOWN THE PRIVATE DRIVEWAY WITHOUT AN APPOINTMENT! THANK YOU!!Centrally located between historic Chestertown MD and Rock Hall, enjoy this 3.5 acre property to explore, ride 4 wheelers, have horses, chickens & more! Great hunting, lots of deer and wild turkey! 3 bedrooms, 2 full baths in this cute recently updated ranch home. The kitchen is very spacious and has

    Lori Sample EXIT Preferred Realty

    9062 Fairlee Rd, Chestertown, MD 21620
  • 13931 Eagles Nest Farm Ln, Still Pond, MD 21667
    13931 Eagles Nest Farm Ln, Still Pond, MD 21667
    13931 Eagles Nest Farm Ln, Still Pond, MD 21667
    /57

    $1,250,000

    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft

    13931 Eagles Nest Farm Ln, Still Pond, MD 21667

    Welcome to 13931 Eagles Nest Farm Lane, a rare 60-acre waterfront retreat nestled in the heart of Kent County, Maryland. Set along the scenic banks of Lloyd Creek, this stunning and secluded property offers a one-of-a-kind opportunity for hunters, equestrians, and nature lovers alike. With a half-acre pond, approximately 1,690 feet of shoreline, and abundant wildlife, it’s a true outdoor

    Sarah Ulrick Rock Hall Properties Real Estate

    13931 Eagles Nest Farm Ln, Still Pond, MD 21667
  • 26875 Mallard Rd, Chestertown, MD 21620
    26875 Mallard Rd, Chestertown, MD 21620
    26875 Mallard Rd, Chestertown, MD 21620
    /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
  • 24607 Chestertown Rd, Chestertown, MD 21620
    24607 Chestertown Rd, Chestertown, MD 21620
    24607 Chestertown Rd, Chestertown, MD 21620
    /28

    $375,000 Open Sat 10AM - 12PM

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

    24607 Chestertown Rd, Chestertown, MD 21620

    **OPEN HOUSE JUNE 14TH**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

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    24607 Chestertown Rd, Chestertown, MD 21620
  • 420 Cannon St, Chestertown, MD 21620
    420 Cannon St, Chestertown, MD 21620
    420 Cannon St, Chestertown, MD 21620
    /39

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    420 Cannon St, Chestertown, MD 21620

    Fabulous location in the Chestertown Historic District with lots of room for expansion among brand new luxury homes! 420 Cannon sits on a 5,000 square foot lot that fronts on historic Cannon Street and is surrounded by the new Cannon Square development. Enjoy it in comfort now with plenty of room for new equity over time: Maybe double the house? Add a first floor bedroom suite? A garage? (As

    Beth Ostrander Doug Ashley Realtors, LLC

    420 Cannon St, Chestertown, MD 21620
  • 12776 Still Pond Rd, Still Pond, MD 21667
    12776 Still Pond Rd, Still Pond, MD 21667
    12776 Still Pond Rd, Still Pond, MD 21667
    /67

    $359,000

    • 3 Beds
    • 1.5 Baths
    • 1,735 Sq Ft

    12776 Still Pond Rd, Still Pond, MD 21667

    Welcome to 12776 Still Pond Road: an endearing early 20th Century Victorian in the quiet town of Still Pond. This could be the perfect Eastern Shore retreat or full time residence. Historic Charm abounds with pocket doors, bay windows, 9 foot ceilings, hardwood floors, bullseye corner moldings, mahogany front porch, oak mantels, custom built-ins, and so much more. Enjoy rolling farmland views

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    12776 Still Pond Rd, Still Pond, MD 21667
  • 619 Cannon St, Chestertown, MD 21620
    619 Cannon St, Chestertown, MD 21620
    619 Cannon St, Chestertown, MD 21620
    /9

    $220,000

    • 1 Bed
    • 1 Bath
    • 882 Sq Ft

    619 Cannon St, Chestertown, MD 21620

    Buyer Financing fell through, so their loss is your gain! Ideally situated in Chestertown’s sought-after Historic District, this charming 1-bedroom, 1-bathroom cottage offers comfort, convenience, and plenty of potential. Enjoy a low-maintenance lifestyle just steps from downtown shops, restaurants, waterfront parks, and Washington College. The home features a bright and efficient layout, perfect

    Sarah King Cross Street Realtors LLC

    619 Cannon St, Chestertown, MD 21620
  • 132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    /10

    $99,900

    • 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
  • 243 Sassafras St, Millington, MD 21651
    243 Sassafras St, Millington, MD 21651
    243 Sassafras St, Millington, MD 21651
    /17

    $69,000

    • 2 Beds
    • 1 Bath
    • 935 Sq Ft

    243 Sassafras St, Millington, MD 21651

    Investor Special. House in need of updates and remodeling, plenty equity to do so. Flip it or keep it as rental. House is clean of trash and debris and just in need of your rehab/remodeling. Potential primary bedroom suite on the upper level.

    Lawrence Doyle Long & Foster Real Estate, Inc.

    243 Sassafras St, Millington, MD 21651
  • 6374 Rock Hall Rd, Rock Hall, MD 21661
    6374 Rock Hall Rd, Rock Hall, MD 21661
    6374 Rock Hall Rd, Rock Hall, MD 21661
    /37

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,000 Sq Ft

    6374 Rock Hall Rd, Rock Hall, MD 21661

    Looking for your first place or a weekend stay to enjoy Marylands beautiful eastern shore, look no more! Located just outside of Rock Hall, this charming ranch-style residence offers the convenience of one-level living, perfectly situated on a spacious, treed lot just minutes from downtown. Recently remodeled from top to bottom, this home features sleek stainless steel appliances, stunning

    Dee Dee Miller Long & Foster Real Estate, Inc.

    6374 Rock Hall Rd, Rock Hall, MD 21661
  • 105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    /52

    $1,395,500

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

    105 High St, Chestertown, MD 21620

    This is your chance to own one of the most prominent homes in Chestertown's Historic District already completely upgraded and finished to suit. The Tilley Residence was rebuilt in 1863 and celebrates the Second Empire style reminiscent of the Champs-Élysées in Paris. The neighboring properties on this sought after corner are some of the area's most important including Widehall and the Custom

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    105 High St, Chestertown, MD 21620
  • 11219 Station Rd, Worton, MD 21678
    11219 Station Rd, Worton, MD 21678
    11219 Station Rd, Worton, MD 21678
    /16

    $374,900

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    11219 Station Rd, Worton, MD 21678

    This country charmer is the best of all worlds- 1.2 acres out in the country but just minutes away from the historic county seat of Kent County- beautiful Chestertown. There are 3 very spacious bedrooms, 2 baths and a Great Room with vaulted ceilings. The Main Bedroom has a luxurious bathroom with a jetted tub and an enormous walk-in closet. There is new paint and carpet....nothing to do but move

    Scott Saunders Coldwell Banker Waterman Realty

    11219 Station Rd, Worton, MD 21678
  • 110 Philosophers Terrace, Chestertown, MD 21620
    110 Philosophers Terrace, Chestertown, MD 21620
    110 Philosophers Terrace, Chestertown, MD 21620
    /22

    $199,900

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    110 Philosophers Terrace, Chestertown, MD 21620

    Two bedroom/one bath dwelling located within the town limits of Chestertown zoned RB offers great investment potential. Very large garage with three sections.

    Debbie Meikle Doug Ashley Realtors, LLC

    110 Philosophers Terrace, Chestertown, MD 21620
  • 5135 Crosby Rd, Rock Hall, MD 21661
    5135 Crosby Rd, Rock Hall, MD 21661
    5135 Crosby Rd, 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
  • 5135 Crosby Rd, Rock Hall, MD 21661
    5135 Crosby Rd, Rock Hall, MD 21661
    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
  • 21217 Texas Ave, Chestertown, MD 21620
    21217 Texas Ave, Chestertown, MD 21620
    21217 Texas Ave, Chestertown, MD 21620
    /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
  • 24576 Langford Rd, Chestertown, MD 21620
    24576 Langford Rd, Chestertown, MD 21620
    24576 Langford Rd, Chestertown, MD 21620
    /52

    $845,000

    • 3 Beds
    • 2.5 Baths
    • 4,023 Sq Ft

    24576 Langford Rd, Chestertown, MD 21620

    Designed by noted architectural historian and restoration consultant, Michael Bourne, Highfield exemplifies a deep appreciation and intimate knowledge of historic architectural composition and its elements. With its steep pitch hip roof, catslide roof slope on one end, tall chimney, and enclosed front entry, in form and style, Highfield is reminiscent of the vernacular farmhouses of southeastern

    Nancy McGuire Maryland Heritage Properties

    24576 Langford Rd, Chestertown, MD 21620
  • 1 Kent Dr, Betterton, MD 21610
    1 Kent Dr, Betterton, MD 21610
    1 Kent Dr, Betterton, MD 21610
    /78

    $184,000

    • 2 Beds
    • 1 Bath
    • 658 Sq Ft

    1 Kent Dr, Betterton, MD 21610

    Charming Bungalow by the Bay!Discover the perfect coastal retreat in this delightful 2-bedroom bungalow, just one block from the beach! Nestled in a quaint town of only 283 residents, this home boasts beautiful hardwood ceilings, a screened front porch for relaxing evenings, and spacious back and side decks ideal for outdoor entertaining. The lower-level laundry and ample storage provide

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    1 Kent Dr, Betterton, MD 21610

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