167

Kent County MD Homes for Sale

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  • 10121 Fairlee Rd, Chestertown, MD 21620
    10121 Fairlee Rd, Chestertown, MD 21620
    10121 Fairlee Rd, Chestertown, MD 21620
    /67

    $2,350,000

    • 6 Beds
    • 5 Baths
    • 4,954 Sq Ft

    10121 Fairlee Rd, Chestertown, MD 21620

    Gobbler Hill, circa 1858 with an addition built in 1989, sits like a jewel atop one of the highest points in Kent County. Listed on the National Historic Registry, the transitional architecture is an excellent example of late Greek Revival to early Italianate. The property consists of four parcels totaling over 65 acres. Wildlife abounds on the fields of native prairie grasses, wild flowers,

    Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    10121 Fairlee Rd, Chestertown, MD 21620
  • 25999 Lambs Meadow Rd, Worton, MD 21678
    25999 Lambs Meadow Rd, Worton, MD 21678
    25999 Lambs Meadow Rd, Worton, MD 21678
    /43

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 3,046 Sq Ft

    25999 Lambs Meadow Rd, Worton, MD 21678

    Originally built with handcrafted bricks in 1782, this Flemish Bond Georgian Colonial home is the embodiment of simple elegance. Restored with the utmost historical respect in the mid-1980’s with handcrafted oak windows and mahogany doors with period hardware and modernized with preservation-sensitive practices and materials over the past eight years by the current stewards of the home, step into

    Liddy Campbell TTR Sotheby's International Realty

    25999 Lambs Meadow Rd, Worton, MD 21678
  • 109 S College Ave, Chestertown, MD 21620
    109 S College Ave, Chestertown, MD 21620
    109 S College Ave, Chestertown, MD 21620
    /24

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,216 Sq Ft

    109 S College Ave, Chestertown, MD 21620

    Charming Move-In Ready Colonial in the Heart of Town This beautifully updated Colonial blends timeless character with modern comfort. Ideally located within walking distance of local restaurants, shops, and the scenic waterfront, it offers the perfect combination of charm and convenience. The exterior showcases classic Colonial appeal with vibrant shutters, fresh paint, new roof, gutters, doors,

    Jeff Guthrie Cross Street Realtors LLC

    109 S College Ave, Chestertown, MD 21620
  • 8620 Park Dr, Chestertown, MD 21620
    8620 Park Dr, Chestertown, MD 21620
    8620 Park Dr, Chestertown, MD 21620
    /53

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    8620 Park Dr, Chestertown, MD 21620

    Two Story Colonial on 1.37+/- acre lot, rectangular 200 x 300 ft. Approximately 2,700 sq ft. of living area in house (estimate). 4 bedrooms, 2.5 Bathrooms. 1⁄2 basement with laundry room and fix-it shop/work bench with 2 crawl spaces. Attached two-car garage with abundant built-in shelving and free-standing cabinets for lots of storage space with garage door opener on each of 2

    Doug Ashley Doug Ashley Realtors, LLC

    8620 Park Dr, Chestertown, MD 21620
  • 10 Ericsson Ave Unit 31, Betterton, MD 21610
    10 Ericsson Ave Unit 31, Betterton, MD 21610
    10 Ericsson Ave Unit 31, Betterton, MD 21610
    /27

    $329,500

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft

    10 Ericsson Ave Unit 31, Betterton, MD 21610

    Welcome to Rigbie Bluff where coastal charm meets modern comfort. This two-bedroom, two-bath end-unit condominium is situated on the second floor - perfectly positioned to capture southern sunlight and breathtaking views of the Chesapeake Bay and Sassafras River. Delight in views of sailboats, yachts and ships crossing the Bay from the floor to ceiling sliding windows that line the living room

    Paula Ruckelshaus Long & Foster Real Estate, Inc.

    10 Ericsson Ave Unit 31, Betterton, MD 21610
  • 7844 Chester Ct, Chestertown, MD 21620
    7844 Chester Ct, Chestertown, MD 21620
    7844 Chester Ct, Chestertown, MD 21620
    /51

    $770,000

    • 4 Beds
    • 2.5 Baths
    • 3,248 Sq Ft

    7844 Chester Ct, Chestertown, MD 21620

    Beautifully Updated Home in a Serene Setting! Welcome to this stunning home filled with thoughtful improvements and timeless charm. The spacious Florida room overlooks a private, beautifully landscaped backyard — your own personal oasis. This room offers unlimited views of the back yard, which was designed in collaboration with a professional landscaper, this garden is a delight in every season

    Agent Photo

    Retha Arrabal

    Doug Ashley Realtors, LLC

    (410) 648-9684

    7844 Chester Ct, Chestertown, MD 21620
  • 206 S Water St, Chestertown, MD 21620
    206 S Water St, Chestertown, MD 21620
    206 S Water St, Chestertown, MD 21620
    /46

    $619,000

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

    206 S Water St, Chestertown, MD 21620

    Live in the heart of Chestertown’s Historic District—see your boat from your front porch!Beautifully rebuilt and expanded, this versatile home offers 3 1/2 baths and over 2,000 sq. ft. of finished living space. The rear addition features a sunroom/mudroom with separate entrance leading to a guest suite with walk-in closet and full bath. Upstairs, enjoy a second-story waterview deck—built

    Tom Williams TTR Sotheby's International Realty

    206 S Water St, Chestertown, MD 21620
  • 27741 Lambs Meadow Rd, Kennedyville, MD 21645
    27741 Lambs Meadow Rd, Kennedyville, MD 21645
    27741 Lambs Meadow Rd, Kennedyville, MD 21645
    /39

    $295,000

    • 3 Beds
    • 2.5 Baths
    • 1,853 Sq Ft

    27741 Lambs Meadow Rd, Kennedyville, MD 21645

    Original Primary School No. 3 | c.1840 | Near KennedyvilleFeatured in Historic Homes of Kent County Step back in time with this one-of-a-kind historic treasure — the original Primary School No. 3, circa 1840, lovingly preserved and waiting for its next chapter. Listed in Historic Homes of Kent County, this unique property sits on just under two acres, offering timeless charm, unmatched

    Grace Crockett Doug Ashley Realtors, LLC

    27741 Lambs Meadow Rd, Kennedyville, MD 21645
  • 8750 Georgetown Rd, Chestertown, MD 21620
    8750 Georgetown Rd, Chestertown, MD 21620
    8750 Georgetown Rd, Chestertown, MD 21620
    /30

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    8750 Georgetown Rd, Chestertown, MD 21620

    Discover the perfect blend of space, privacy, and comfort at this well-maintained 3-bed, 2-bathroom home situated on 1 acre with public water/sewer, no HOA, and a detached garage with electric. Whether you're dreaming of a workshop, a hobby space, extra storage, or room for your equipment, this property delivers flexibility that’s hard to find at this price point. Inside, you’ll love the

    Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    8750 Georgetown Rd, Chestertown, MD 21620
  • 228 S Water St, Chestertown, MD 21620
    228 S Water St, Chestertown, MD 21620
    228 S Water St, Chestertown, MD 21620
    /32

    $878,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,310 Sq Ft

    228 S Water St, Chestertown, MD 21620

    Newly constructed three-bedroom townhome with all the desired attributes. Fantastic water views from the living level and bedrooms! Spacious open living space with warm hardwood floors and a gourmet kitchen. 5-burner induction range, ample cabinet space, and a large island for entertaining. The home is filled with natural light and boasts multiple balconies and a front porch for relaxing. On the

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 647-9404

    228 S Water St, Chestertown, MD 21620
  • 11047 Bottom Rd, Worton, MD 21678
    11047 Bottom Rd, Worton, MD 21678
    11047 Bottom Rd, Worton, MD 21678
    /22

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    11047 Bottom Rd, Worton, MD 21678

    Check out this Like New , MOVE IN READY Rancher with an Amazing view ! This beautiful 3-bedroom, 2-bathroom residence offers quality craftsmanship and tasteful upgrades throughout. From the granite countertops to the designer bathroom vanities and recessed lighting, every detail has been carefully selected for both style and function. The kitchen is a standout feature—complete with stainless

    Jeff Guthrie Cross Street Realtors LLC

    11047 Bottom Rd, Worton, MD 21678
  • 32155 River Rd, Millington, MD 21651
    32155 River Rd, Millington, MD 21651
    32155 River Rd, Millington, MD 21651
    /56

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,234 Sq Ft

    32155 River Rd, Millington, MD 21651

    Welcome to your thoughtfully renovated and updated waterfront retreat on the Chester River! This spacious 3–4 bedroom, 2,234square foot, home sitting on 0.587 acres with 75 feet of direct waterfront, offering a rare blend of privacy, natural beauty, andconvenience.The property delivers the best of Eastern Shore living—perfect for boating, fishing, kayaking, or simply relaxing

    Lawrence Lessin Save 6, Incorporated

    32155 River Rd, Millington, MD 21651
  • 11969 Augustine Herman Hwy, Kennedyville, MD 21645
    11969 Augustine Herman Hwy, Kennedyville, MD 21645
    11969 Augustine Herman Hwy, Kennedyville, MD 21645
    /38

    $319,000

    • 4 Beds
    • 2 Baths
    • 2,520 Sq Ft

    11969 Augustine Herman Hwy, Kennedyville, MD 21645

    Vintage home with lots of original details retained. 3 Staircases, 3 original fireplaces and a very grand front foyer and staircase give this home so much character! Current owners have updated it lovingly throughout. Enter through the spacious back yard, into a welcoming mudroom with a full bath on the main floor to your left and then into the updated and cozy kitchen with new dishwasher, LVP

    Michele Palmer Doug Ashley Realtors, LLC

    11969 Augustine Herman Hwy, Kennedyville, MD 21645
  • 107 Malone Ave, Chestertown, MD 21620
    107 Malone Ave, Chestertown, MD 21620
    107 Malone Ave, Chestertown, MD 21620
    /27

    $290,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    107 Malone Ave, Chestertown, MD 21620

    Welcome to 107 Malone Ave. in the friendly community of Foxley Manor....A Great place to call "HOME"! This lovely 3 Bedroom, 1 Bath home is ready for you to make new memories, grow your family or downsize while enjoying single level living. Hardwood Floors throughout the living room and bedrooms have recently all been refinished. Through the front door is the well-lit family room with a large bay

    Agent Photo

    Barbara McPhail

    Douglas Realty LLC

    (410) 705-2953

    107 Malone Ave, Chestertown, MD 21620
  • 5697 Walnut St, Rock Hall, MD 21661
    5697 Walnut St, Rock Hall, MD 21661
    5697 Walnut St, Rock Hall, MD 21661
    /39

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    5697 Walnut St, Rock Hall, MD 21661

    Fully furnished! Adorable rancher in a PRIME location in Rock Hall. Just steps to the marinas, restaurants, and shops. The house has been completely remodeled. All new appliances. Large family room with a pellet stove and plenty of space for social gatherings. Nice-sized bedrooms and 2 full bathrooms. Luxury vinyl plank flooring throughout. Detached garage and potting shed. Less than 1/2 mile to

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    5697 Walnut St, Rock Hall, MD 21661
  • 32072 Shorewood Rd, Galena, MD 21635
    32072 Shorewood Rd, Galena, MD 21635
    32072 Shorewood Rd, Galena, MD 21635
    /12

    $90,250

    • Land
    • 0.69 Acre
    • $130,797 per Acre

    32072 Shorewood Rd, Galena, MD 21635

    Build Your Dream Home in Shorewood Estates!Looking for peace, quiet, and a true Eastern Shore lifestyle? Welcome to Shorewood Estates, a private water-oriented community on Swantown Creek off the Sassafras River. This .69-acre elevated lot backs to woods and has passed perc test—perfect for your dream build. Owners had plans to build but, life took a different direction. Their loss is your

    Tanya Luckenbill Integrity Real Estate

    32072 Shorewood Rd, Galena, MD 21635
  • 118 Little Harbor Way Unit 202, Chestertown, MD 21620
    118 Little Harbor Way Unit 202, Chestertown, MD 21620
    118 Little Harbor Way Unit 202, Chestertown, MD 21620
    /19

    $695,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    118 Little Harbor Way Unit 202, Chestertown, MD 21620

    Welcome to 118 Little Harbor Way #202 — a place that instantly feels like a breath of fresh air. Set inside the sought-after Chester River Landing community, this completely reimagined 3-bedroom, 2-bath waterfront condo offers the rare mix of modern comfort and true Eastern Shore charm. From the moment you walk in, the views of the Chester River pull you in. The entire condo was taken down to the

    Kaitlyn Collins Benson & Mangold, LLC

    118 Little Harbor Way Unit 202, Chestertown, MD 21620
  • 5791 S Hawthorne Ave, Rock Hall, MD 21661
    5791 S Hawthorne Ave, Rock Hall, MD 21661
    5791 S Hawthorne Ave, Rock Hall, MD 21661
    /32

    $575,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    5791 S Hawthorne Ave, Rock Hall, MD 21661

    Almost new (built 12/2024) adorable arts and craft style home located on one of Rock Hall's most desirable streets! This charming home features an open living/entertainment area with 9 ft ceilings. Oversized windows with deep sills flood the rooms with natural light. Three large bedrooms and two baths offer plenty of space for family and friends. There's a full width covered front porch where

    Cindy Genther Rock Hall Properties Real Estate

    5791 S Hawthorne Ave, Rock Hall, MD 21661
  • #2 Lawton Ave, Rock Hall, MD 21661
    #2 Lawton Ave, Rock Hall, MD 21661
    #2 Lawton Ave, Rock Hall, MD 21661
    /17

    $1,125,000

    • Land
    • 0.51 Acre
    • $2,205,882 per Acre

    #2 Lawton Ave, Rock Hall, MD 21661

    Over half an acre of prime bayfront property! Build a beautiful home on popular Lawton Avenue, the Gratitude neighborhood in Rock Hall. Enjoy sunsets, spectacular views of the bay, and additional views of Swan Creek in back. Spend idyllic afternoons watching the boats sail by! Lawton Ave offers privacy, but is only a short stroll to multiple restaurants, the town beach, and many marinas;

    Lynn Hilfiker Gunther-McClary Real Estate

    #2 Lawton Ave, Rock Hall, MD 21661
  • 13983 Turners Point Rd, Kennedyville, MD 21645
    13983 Turners Point Rd, Kennedyville, MD 21645
    13983 Turners Point Rd, Kennedyville, MD 21645
    /62

    $625,000

    • 2 Beds
    • 2.5 Baths
    • 4,054 Sq Ft

    13983 Turners Point Rd, Kennedyville, MD 21645

    Impeccably kept Kentmore Park home with a white picket fence. Over two acres with private rear yard for relaxation. Adorable brick outbuilding for storage, home office, man cave or she shed. Gazebo for al fresco dining, afternoon card games or just enjoying nature. Two additional sheds for storing just about anything. Habitat for many bird species in season. Owl, Heron and Eagle territory year

    Patricia Kern Gunther-McClary Real Estate

    13983 Turners Point Rd, Kennedyville, MD 21645
  • 8833 Georgetown Rd, Chestertown, MD 21620
    8833 Georgetown Rd, Chestertown, MD 21620
    8833 Georgetown Rd, Chestertown, MD 21620
    /47

    $364,000

    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft

    8833 Georgetown Rd, Chestertown, MD 21620

    Move-in ready and freshly updated in 2025! This 3-bedroom, 2-bath home offers approx. 1,600 sq. ft. of stylish living on an 2.66 acre corner lot with public water and sewer. Every detail has been thoughtfully upgraded—appliances and systems are brand new, complemented by luxury vinyl plank flooring throughout. The spacious layout includes a large mudroom and plenty of modern finishes. Located

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    8833 Georgetown Rd, Chestertown, MD 21620
  • 0 Anglewood Rd, Kennedyville, MD 21645
    0 Anglewood Rd, Kennedyville, MD 21645
    /2

    $625,000

    • Land
    • 0.11 Acre
    • $5,681,818 per Acre

    0 Anglewood Rd, Kennedyville, MD 21645

    This lot is being sold with MLS listing MDKE2005748, 13983 Turners Point Road. There are deed restrictions with this lot. This lot must be maintained . No structure is allowed. Ownership of this lot provides access to the community beach and amenities and right to join the Social Organization, Kentmore Park Improvement Association (KPIA).

    Patricia Kern Gunther-McClary Real Estate

    0 Anglewood Rd, Kennedyville, MD 21645
  • 12765 Still Pond Rd, Still Pond, MD 21667
    12765 Still Pond Rd, Still Pond, MD 21667
    12765 Still Pond Rd, Still Pond, MD 21667
    /37

    $180,000

    • 3 Beds
    • 2 Baths
    • 2,048 Sq Ft

    12765 Still Pond Rd, Still Pond, MD 21667

    Welcome to 12765 Still Pond Road on Maryland’s Eastern Shore. This 2,000+ sq ft Colonial sits on a landscaped lot with pastoral views and offers incredible rehab potential. Just 3 miles from Betterton Beach, 10 minutes to historic downtown Chestertown, and 15 miles to the harbor town of Rock Hall, the location provides easy access to waterfront recreation, dining, and shopping. The home features

    Carlyn Lowery EXP Realty, LLC

    12765 Still Pond Rd, Still Pond, MD 21667
  • 11150 Old Worton Rd, Worton, MD 21678
    11150 Old Worton Rd, Worton, MD 21678
    11150 Old Worton Rd, Worton, MD 21678
    /3

    $189,000

    • Land
    • 1 Acre
    • $189,000 per Acre

    11150 Old Worton Rd, Worton, MD 21678

    FIVE W/S Allocations! Former site of the popular Clark's Store - come with vision, roll up your sleeves and get to work on this 1 acre lot zoned Village which allows for mixed uses including residential and commercial. The property includes 3 phased electric service to the existing building as well as FIVE WATER & SEWER ALLOCATIONS. Rebuild the existing block walls or start over from scratch

    John Carroll Village Real Estate Company LLC

    11150 Old Worton Rd, Worton, MD 21678
  • 0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
    /2

    $10,000

    • Land
    • 0.34 Acre
    • $29,412 per Acre

    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620

    Build Your Dream Home on Two Expansive Lots in Chesapeake Landing!15,000 SQFT of prime land combining Lots 191 & 192 on the south side of Clarissa Road, Block 2 of Chesapeake Landing, all under one tax ID. This is a rare opportunity to design and build your custom home in a sought-after community where nearby homes are selling in the high $600Ks!Enjoy the charm of Chestertown living, just

    Rena Champaco Samson Properties

    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
  • 0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661
    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661
    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661
    /5

    $58,000

    • Land
    • 0.46 Acre
    • $126,087 per Acre

    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661

    Come build your dream home. Located right off E Sharp Street on Chesapeake Villa is your .46 acre lot. Location is perfect to everything Rock Hall has to offer, from shops to restaurants to the water. Come check it out today. Lot has water/sewer hookup available, contact town of rock hall to confirm fees.

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661
  • 21332 E Sharp St, Rock Hall, MD 21661
    21332 E Sharp St, Rock Hall, MD 21661
    /2

    $285,000

    • 4 Beds
    • 2 Baths
    • 2,368 Sq Ft

    21332 E Sharp St, Rock Hall, MD 21661

    This home is located right around the corner from Main Street. The home has been used as residential, but is zoned Commercial. It is being sold "As Is". Great opportunity for a new business, professional building, office, and so much more. Or, can continue to be used as a residential home.

    Robin Fithian Rock Hall Properties Real Estate

    21332 E Sharp St, Rock Hall, MD 21661
  • 423 Calvert St, Chestertown, MD 21620
    423 Calvert St, Chestertown, MD 21620
    423 Calvert St, Chestertown, MD 21620
    /20

    $165,000

    • 3 Beds
    • 1.5 Baths
    • 1,136 Sq Ft

    423 Calvert St, Chestertown, MD 21620

    READY TO FINISH!!! LVP Flooring installed on 10/04/2025 on the main and upper levels. Materials, fixtures, applicances cabinetry, washer/dryer and new toilet on site and ready to install. Discover the potential of 423 Calvert Street — a two-story, 1,136 sq. ft. townhouse built in 1992 and set on a 2,006 sq. ft. lot. This 3-bedroom, 1.5-bath home has already undergone major updates in 2025,

    Barbara McCaffrey Redfin Corp

    423 Calvert St, Chestertown, MD 21620
  • 0 will be 11037 Bottom Rd, Worton, MD 21678
    0 will be 11037 Bottom Rd, Worton, MD 21678
    0 will be 11037 Bottom Rd, Worton, MD 21678
    /32

    $315,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    0 will be 11037 Bottom Rd, Worton, MD 21678

    The house number is now 11037. Nestled among the farmland and waterways in Kent County is a cul-de-sac of new homes on Bottom Road just outside of Chestertown. The new 3 bedroom/2 bath single-family home in a quiet, serene enclave is a perfect spot for your new home! This fresh and modern home offers glossy granite counters, SS appliances, and a trendy color palette. The quality of this new

    Andy Batch Keller Williams Select Realtors of Annapolis

    0 will be 11037 Bottom Rd, Worton, MD 21678
  • 21336 Haven Rd, Rock Hall, MD 21661
    21336 Haven Rd, Rock Hall, MD 21661
    21336 Haven Rd, Rock Hall, MD 21661
    /25

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,684 Sq Ft

    21336 Haven Rd, Rock Hall, MD 21661

    Convenient one-level living in this 3BR, 2.5 bath rancher. The house needs some cosmetic updates, but has a desirable split bedroom layout with the primary bedroom, bath & closet off the kitchen and two bedrooms and another full bath off the other side of the house. The sun room has a propane stove and exits to a 12' x 15' deck. There's a 10' x 16' shed. (Tractor not included) Nice quiet,

    Cindy Genther Rock Hall Properties Real Estate

    21336 Haven Rd, Rock Hall, MD 21661
  • 5829 N Main St, Rock Hall, MD 21661
    5829 N Main St, Rock Hall, MD 21661
    5829 N Main St, Rock Hall, MD 21661
    /35

    $465,000

    • 3 Beds
    • 4 Baths
    • 1,881 Sq Ft

    5829 N Main St, Rock Hall, MD 21661

    Fully renovated, spacious home with commercial or residential zoning use. Extensive upgrades, all new appliances, bathrooms, engineered hardwood floors, hardiplank exterior, new roof, and much more! This home has been tastefully finished with high-end new and selective antiques, echoing a coastal antique style. You'll love cooking and entertaining in the fully updated kitchen and dining area,

    Lynn Hilfiker Gunther-McClary Real Estate

    5829 N Main St, Rock Hall, MD 21661
  • 0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
    /15

    $75,000

    • Land
    • 1.09 Acres
    • $68,807 per Acre

    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678

    Set on just over 1 acre in the Village zoning district, this partially wooded property offers a rare mix of flexibility and possibility. This zoning permits a wide range of uses from single-family, multi-family, and/or townhouses, to short-term vacation rentals, and even certain commercial spaces like restaurants (without drive-thru capabilities), you have room to bring your vision to life. The

    Micheal Vakas EXP Realty, LLC

    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
  • 6345 Rock Hall Rd, Rock Hall, MD 21661
    6345 Rock Hall Rd, Rock Hall, MD 21661
    6345 Rock Hall Rd, Rock Hall, MD 21661
    /17

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,622 Sq Ft

    6345 Rock Hall Rd, Rock Hall, MD 21661

    Welcome to this beautifully renovated 3-bedroom, 1.5-bath rancher set on a half-acre lot just 1.5 miles from downtown Rock Hall. Fully updated in 2020, this home features an open floor plan that flows seamlessly from the kitchen through the living room to a charming deck overlooking the backyard. With two fireplaces—one in the family room and one in the living room—you’ll enjoy cozy focal points

    Robin Fithian Rock Hall Properties Real Estate

    6345 Rock Hall Rd, Rock Hall, MD 21661
  • 100 Adela Way, Chestertown, MD 21620
    100 Adela Way, Chestertown, MD 21620
    100 Adela Way, Chestertown, MD 21620
    /71

    $515,000

    • 4 Beds
    • 3.5 Baths
    • 3,799 Sq Ft

    100 Adela Way, Chestertown, MD 21620

    *Days on Market Reporting Incorrectly- Property listed Oct 30, 2025* Nestled just outside of historic Chestertown, minutes from farmers market, waterfront park and local shops and eateries. This home offers the best of small-town living with modern updates at every turn.Step inside to discover wood floors, a private home office, and an inviting open-concept kitchen featuring luxury

    Lauren Matera Berkshire Hathaway HomeServices PenFed Realty

    100 Adela Way, Chestertown, MD 21620
  • 103 Metcalf Rd, Chestertown, MD 21620
    103 Metcalf Rd, Chestertown, MD 21620
    103 Metcalf Rd, Chestertown, MD 21620
    /25

    $259,900 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    103 Metcalf Rd, Chestertown, MD 21620

    Brand new home in Historic Chestertown available for move-in this October. This home features luxury vinyl plank flooring throughout, a spacious living room, eat-in kitchen with white shaker cabinets, granite countertops, and stainless steel appliances, plus a covered patio off the kitchen for outdoor enjoyment. Upstairs you’ll find generously sized bedrooms including a large primary suite with

    David Moore Real Broker, LLC

    103 Metcalf Rd, Chestertown, MD 21620
  • 23110 Old Fairlee Rd, Chestertown, MD 21620
    23110 Old Fairlee Rd, Chestertown, MD 21620
    23110 Old Fairlee Rd, Chestertown, MD 21620
    /29

    $349,900

    • 3 Beds
    • 1 Bath
    • 1,805 Sq Ft

    23110 Old Fairlee Rd, Chestertown, MD 21620

    Turnkey Perfection! Fully Renovated Ranch Home in Desirable Fairlee! Prepare to be impressed by this stunning ranch home that has undergone a complete, top-to-bottom renovation! Offering 1800 sq. ft. of newly renovated finished interior space, this property is much bigger than it looks and provides true move-in ready convenience with zero deferred maintenance. Upgrades Inside & Out! Enjoy peace

    Thomas Huston Real Broker LLC

    23110 Old Fairlee Rd, Chestertown, MD 21620
  • 31569 Jim Davis Rd, Galena, MD 21635
    31569 Jim Davis Rd, Galena, MD 21635
    31569 Jim Davis Rd, Galena, MD 21635
    /42

    $519,999

    • 5 Beds
    • 2.5 Baths
    • 2,660 Sq Ft

    31569 Jim Davis Rd, Galena, MD 21635

    Don't miss this incredible opportunity to own your own piece of Eastern Shore! Nestled on 2 acres at 31569 Jim Davis Rd. Galena, MD, this charming property offers peace, privacy, and plenty of room to grow. Featuring spacious living areas, a beautiful rural setting, and endless potential for outdoor enjoyment - this home is ready for it's next owner to make it their own. Welcome to your country

    Lori Cichocki-Leonardi Remax Vision

    31569 Jim Davis Rd, Galena, MD 21635
  • 7989 Quaker Neck Rd, Chestertown, MD 21620
    7989 Quaker Neck Rd, Chestertown, MD 21620
    7989 Quaker Neck Rd, Chestertown, MD 21620
    /90

    $2,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,305 Sq Ft

    7989 Quaker Neck Rd, Chestertown, MD 21620

    Price Improvement! Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but high end modern upgrades, you will be living the life of luxury. Spacious rooms, magnificent views of the Chester River and your private dock with new boat lift, sandy beach, and stunning new saltwater pool. Exposed beams, scalamandre

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    7989 Quaker Neck Rd, Chestertown, MD 21620
  • 25209 Wymont Park Rd, Worton, MD 21678
    25209 Wymont Park Rd, Worton, MD 21678
    25209 Wymont Park Rd, Worton, MD 21678
    /51

    $1,150,000

    • 3 Beds
    • 4 Baths
    • 2,874 Sq Ft

    25209 Wymont Park Rd, Worton, MD 21678

    Wymont Park Waterfront Living!Welcome to Wymont Park, a charming waterfront community on Still Pond Creek that perfectly embodies Eastern Shore living. This one-of-a-kind home has a rich history—originally built as a cozy bungalow, it has grown over the years through thoughtful additions and, most recently, a complete remodel that transformed it into the stunning residence it is today. With

    Grace Crockett Doug Ashley Realtors, LLC

    25209 Wymont Park Rd, Worton, MD 21678
  • 0 1st Ave, Betterton, MD 21610
    0 1st Ave, Betterton, MD 21610
    0 1st Ave, Betterton, MD 21610
    /24

    $90,000

    • Land
    • 0.17 Acre
    • $529,412 per Acre

    0 1st Ave, Betterton, MD 21610

    Wonderful lot in Betterton, only 2 blocks from the beach, and your chance to make wonderful memories in this community known as the "Jewel of the Chesapeake". Betterton sits right on the upper Chesapeake Bay at the mouth of the Sassafras River, an extremely popular boating area. The beach is beautiful with calm waters and amenities for a perfect day at the beach. This community is certainly a

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    0 1st Ave, Betterton, MD 21610

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