207

Kent County MD Homes for Sale

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  • 201 Ericsson Ave, Betterton, MD 21610
    201 Ericsson Ave, Betterton, MD 21610
    201 Ericsson Ave, Betterton, MD 21610
    /58

    $415,900

    $74K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    201 Ericsson Ave, Betterton, MD 21610

    REDUCED!! Nestled in the charming Betterton community, this delightful farmhouse-style home offers a perfect blend of rustic charm and modern comfort. With 3 spacious bedrooms and 1.5 bathrooms, the interior features warm wood flooring and a cozy brick fireplace, creating an inviting atmosphere for gatherings. The attic provides additional storage or potential for creative use, while the partial

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    201 Ericsson Ave, Betterton, MD 21610
  • 0 Johnsontown Rd, Chestertown, MD 21620
    0 Johnsontown Rd, Chestertown, MD 21620
    0 Johnsontown Rd, Chestertown, MD 21620
    /16

    $10,000

    • Land
    • 39,204 Sq Ft
    • $11,111 per Acre

    0 Johnsontown Rd, Chestertown, MD 21620

    HUGE PRICE REDUCTION on a 0.9-acre Vacant land along the Johnsontown Rd, Chestertown, MD and is conveniently located at the corner of Johnsontown Rd and Willow Oak Lane.

    David Amenyah Berkshire Hathaway HomeServices PenFed Realty

    0 Johnsontown Rd, Chestertown, MD 21620
  • 21733 Centennial Ln, Rock Hall, MD 21661
    21733 Centennial Ln, Rock Hall, MD 21661
    21733 Centennial Ln, Rock Hall, MD 21661
    /25

    $389,000

    New Construction $6K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,162 Sq Ft

    21733 Centennial Ln, Rock Hall, MD 21661

    Welcome to Crosby Woods, a charming new community located less than a mile from downtown Rock Hall. This thoughtfully designed neighborhood features just ten single-family homes situated on a quiet cul-de-sac with shared open space and no HOA. This brand-new 2,162 sq. ft. rancher offers comfortable one-level living with four bedrooms and two full bathrooms. The home features beautifully finished

    Sarah Ulrick Rock Hall Properties Real Estate

    21733 Centennial Ln, Rock Hall, MD 21661
  • 2 Scheeler Rd, Chestertown, MD 21620
    2 Scheeler Rd, Chestertown, MD 21620
    2 Scheeler Rd, Chestertown, MD 21620
    /4

    $250,000

    • Land
    • 37,026 Sq Ft
    • $294,118 per Acre

    2 Scheeler Rd, Chestertown, MD 21620

    This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Scheeler Road, this 0.85± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also

    William Norris Select Land & Homes, LLC

    2 Scheeler Rd, Chestertown, MD 21620
  • 11106 Plum Dr, Worton, MD 21678
    11106 Plum Dr, Worton, MD 21678
    11106 Plum Dr, Worton, MD 21678
    /28

    $279,000

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

    11106 Plum Dr, Worton, MD 21678

    Good as New. Renovated from top to bottom. Pictures say it all. On the outside we have a new roof, windows, and siding . Inside you will not have to do a thing except make it your own. We have all updated painting and flooring throughout the house . You will find Tile and HVLP flooring which are all heated with propane. Kitchen has been updated and freshened up and ready for a new owner. For all

    Grace Crockett Doug Ashley Realtors, LLC

    11106 Plum Dr, Worton, MD 21678
  • 5804 Downey Ave, Rock Hall, MD 21661
    5804 Downey Ave, Rock Hall, MD 21661
    5804 Downey Ave, Rock Hall, MD 21661
    /7

    $225,000

    • 5,558 Sq Ft

    5804 Downey Ave, Rock Hall, MD 21661

    Unique opportunity to restore and customize the historic former "Rock Hall Shirt Factory!" This 5,558± sq. ft. building is situated on a 0.31± acre in-town lot and offers endless potential for investors, developers, or buyers looking for a one-of-a-kind project. The interior has been framed and studded for rooms, providing a head start on the renovation process while allowing you to complete the

    Cindy Genther Rock Hall Properties Real Estate

    5804 Downey Ave, Rock Hall, MD 21661
  • 10781 Fermoy Rd, Chestertown, MD 21620
    10781 Fermoy Rd, Chestertown, MD 21620
    10781 Fermoy Rd, Chestertown, MD 21620
    /54

    $429,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    10781 Fermoy Rd, Chestertown, MD 21620

    Welcome home to relaxed Eastern Shore living in the waterfront community of Chesapeake Landing. This beautifully updated 2,140 sq ft Cape Cod offers the perfect blend of charm and modern comfort with 3 bedrooms, 2.5 baths, and a welcoming floor plan designed for everyday life. The main level features new flooring throughout, a spacious living area, formal dining room, and a renovated country

    David Moore Real Broker, LLC

    10781 Fermoy Rd, Chestertown, MD 21620
  • 0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620
    0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620
    /2

    $37,000

    $22K PRICE INCREASE
    • Land
    • 14,810 Sq Ft
    • $108,824 per Acre

    0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620

    Dee Dee Miller Paul Wesley Real Estate

    0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620
  • 105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    /44

    $1,245,500

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

    105 High St, Chestertown, MD 21620

    Rebuilt in 1863, the Tilley Residence showcases classic Second Empire architecture on one of Chestertown’s most prominent historic corners across from the Custom House, one of the first British Royal Ports of Entry to the Americas. Completely restored in 2025 by one of the Eastern Shore’s iconic builders, the home blends historic character with modern comfort through thoughtful updates, new

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    105 High St, Chestertown, MD 21620
  • 5120 Eastern Neck Rd, Rock Hall, MD 21661
    5120 Eastern Neck Rd, Rock Hall, MD 21661
    5120 Eastern Neck Rd, Rock Hall, MD 21661
    /5

    $55,000

    • Land
    • 21,780 Sq Ft
    • $110,000 per Acre

    5120 Eastern Neck Rd, Rock Hall, MD 21661

    Welcome to 5120 Eastern Neck Road—an exceptional opportunity to own a .50-acre homesite just outside the charming waterfront town of Rock Hall. Perfectly positioned for both privacy and convenience, this property offers the ideal setting to bring your vision to life in a peaceful, coastal-inspired setting. This lot features an existing public water and sewer allocation already in place, offering

    Angela Demattia Berkshire Hathaway HomeServices PenFed Realty

    5120 Eastern Neck Rd, Rock Hall, MD 21661
  • 11 Wilson Point Rd, Galena, MD 21635
    11 Wilson Point Rd, Galena, MD 21635
    11 Wilson Point Rd, Galena, MD 21635
    /3

    $150,000

    • Land
    • 32,670 Sq Ft
    • $200,000 per Acre

    11 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    11 Wilson Point Rd, Galena, MD 21635
  • 13235 Knotts Ln, Galena, MD 21635
    13235 Knotts Ln, Galena, MD 21635
    13235 Knotts Ln, Galena, MD 21635
    /90

    $1,495,000

    $205K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,893 Sq Ft

    13235 Knotts Ln, Galena, MD 21635

    ONCE IN A LIFETIME BIG BUCK FARM PLUS GEESE, WOOD DUCKS AND GAGGLE OF TURKEYS Hidden away at the end of country lane Privacy is found Surrounded by woods with a unique mix of fields, water features for your enjoyment of Natures Ever Changing Beauty. Exceptional 106 Acres Hunting Farm in North East Kent County. Approximately 60 acres of woods, 26 acres of grain fields, with over 7 acres

    Phil Riordan Meredith Fine Properties

    13235 Knotts Ln, Galena, MD 21635
  • 3 Wilson Point Rd, Galena, MD 21635
    3 Wilson Point Rd, Galena, MD 21635
    3 Wilson Point Rd, Galena, MD 21635
    /3

    $120,000

    • Land
    • 32,670 Sq Ft
    • $160,000 per Acre

    3 Wilson Point Rd, Galena, MD 21635

    Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style

    Aaron Clark Patterson-Schwartz-Middletown

    3 Wilson Point Rd, Galena, MD 21635
  • 0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620
    0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620
    0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620
    /3

    $3,000

    • Land
    • 14,810 Sq Ft
    • $8,824 per Acre

    0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/17/2026, 10:00 AM. Bidding ends 8/19/2026, 1:00 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to the Chester River. The area provides easy access to the major

    Adam Shpritz Ashland Auction Group LLC

    0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620
  • 5666 Walnut St, Rock Hall, MD 21661
    5666 Walnut St, Rock Hall, MD 21661
    5666 Walnut St, Rock Hall, MD 21661
    /8

    $550,000

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    5666 Walnut St, Rock Hall, MD 21661

    Rare opportunity to purchase five contiguous parcels totaling 3.765± acres in a prime location near Rock Hall Harbor. Parcel 505 features an older manufactured home situated on approximately 1.27± water-view acres with scenic views of North Point Marina and Rock Hall Harbor. The additional parcels include Parcel 504 (0.853± acres), Parcel 503 (1.04± acres), Parcel 502 (0.258± acres), and Parcel

    Cindy Genther Rock Hall Properties Real Estate

    5666 Walnut St, Rock Hall, MD 21661
  • 21251 Chesapeake Ave, Rock Hall, MD 21661
    21251 Chesapeake Ave, Rock Hall, MD 21661
    21251 Chesapeake Ave, Rock Hall, MD 21661
    /26

    $480,000

    • 5 Beds
    • 2 Baths
    • 1,664 Sq Ft

    21251 Chesapeake Ave, Rock Hall, MD 21661

    Beautifully updated while preserving its character, this charming home is ideally located just a short distance from the Rock Hall Harbor and Chesapeake Bay, offering easy access to waterfront dining, boating, and all the coastal charm Rock Hall has to offer.Relax on the spacious front porch, or entertain on the screened porch, complete with electricity and plenty of space for outdoor

    Julia Hilfiker Gunther-McClary Real Estate

    21251 Chesapeake Ave, Rock Hall, MD 21661
  • 104 Conley Dr, Chestertown, MD 21620
    104 Conley Dr, Chestertown, MD 21620
    104 Conley Dr, Chestertown, MD 21620
    /27

    $239,900

    $7K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    104 Conley Dr, Chestertown, MD 21620

    Price Improvement! Now offered at $239,900Welcome to 104 Conley Drive in the heart of Chestertown! This move-in ready 3-bedroom, 1.5-bath townhome offers comfortable, low-maintenance living with a spacious layout and fenced rear yard. The main level features a bright living room, an eat-in kitchen with ample dining space, and a convenient half bath. Upstairs, you’ll find three bedrooms and a

    Heather Kooser Cummings & Co. Realtors

    104 Conley Dr, Chestertown, MD 21620
  • 21352 Allens Ln, Rock Hall, MD 21661
    21352 Allens Ln, Rock Hall, MD 21661
    21352 Allens Ln, Rock Hall, MD 21661
    /25

    $330,000

    • 2 Beds
    • 1.5 Baths
    • 1,710 Sq Ft

    21352 Allens Ln, Rock Hall, MD 21661

    Adorable arts & craft style home with many upgrades and amenities. The original wood floors are warm and welcoming, wile the custom cabinetry and concrete countertops and sinks add an elegant modern touch. Two plus bedrooms and a custom built sleeping loft provide enough room for occasional guests. Fixed stairs to the attic offer room to expand. The Chesapeake Bay is a short walk to the end of

    Robin Fithian Rock Hall Properties Real Estate

    21352 Allens Ln, Rock Hall, MD 21661
  • 0 Buck Neck Landing Rd, Chestertown, MD 21620
    0 Buck Neck Landing Rd, Chestertown, MD 21620
    /2

    $9,500

    • Land
    • 14,810 Sq Ft
    • $27,941 per Acre

    0 Buck Neck Landing Rd, Chestertown, MD 21620

    Dee Dee Miller Paul Wesley Real Estate

    0 Buck Neck Landing Rd, Chestertown, MD 21620
  • 0 Fairlee Rd, Chestertown, MD 21620
    0 Fairlee Rd, Chestertown, MD 21620
    0 Fairlee Rd, Chestertown, MD 21620
    /7

    $75,000

    • Land
    • 2.2 Acres
    • $34,091 per Acre

    0 Fairlee Rd, Chestertown, MD 21620

    Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. Recorded plat with perc denoted on the plat signed by Health Department Officer in 1994. Engineered plans are in place as well as architect plans for a 3 bedroom, 2 bath home. Buyer welcome to use these plans if it fits their needs. Lots of wildlife in the area. Perfect location

    Lori Sample RE/MAX Chesapeake

    0 Fairlee Rd, Chestertown, MD 21620
  • 22470 Fairgale Farm Ln, Chestertown, MD 21620
    22470 Fairgale Farm Ln, Chestertown, MD 21620
    22470 Fairgale Farm Ln, Chestertown, MD 21620
    /50

    $1,450,000

    • 4 Beds
    • 5 Baths
    • 4,257 Sq Ft

    22470 Fairgale Farm Ln, Chestertown, MD 21620

    Welcome to 22470 Fairgale Farm Ln, a spacious home and property perched over Fairlee Creek, with an assigned boat slip. 3.55 acres, partly wooded, exceptionally landscaped, and perfectly framed water views. Walk down to the water to enjoy the views or launch a kayak. The deep-water boat slip, outfitted with a boat lift, is just a short distance away.The home features 4 bedrooms and 5 full

    Ashton Kelley Gunther-McClary Real Estate

    22470 Fairgale Farm Ln, Chestertown, MD 21620
  • 956 Washington Ave, Chestertown, MD 21620
    956 Washington Ave, Chestertown, MD 21620
    956 Washington Ave, Chestertown, MD 21620
    /29

    $275,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    956 Washington Ave, Chestertown, MD 21620

    Nice basic rancher offering 3 bedrooms and a full bath, generous sized living room with a large window allowing plenty of light in. The kitchen has an eat-in counter space that opens into the dining area. This space is nice and open, as you can easily see into the living room. Still plenty of space for a table. The washer and dryer are located in the oversized storage closet with bi-fold doors in

    Grace Crockett Doug Ashley Realtors, LLC

    956 Washington Ave, Chestertown, MD 21620
  • 5548 S Main St, Rock Hall, MD 21661
    5548 S Main St, Rock Hall, MD 21661
    5548 S Main St, Rock Hall, MD 21661
    /32

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,868 Sq Ft

    5548 S Main St, Rock Hall, MD 21661

    Wonderful location on the edge of Rock Hall. Property backs up to farmland. Watch the Fireworks from your backyard. Walk to downtown. Close to Landings,Marinas, and Restaurants. Close enough to participate in all of Rock Hall's festivals, yet far enough away for privacy. This house awaits your personal touch. Three Bedroom, one and a half baths. Master Suite and Half Bath on second floor. Two

    Richard King Doug Ashley Realtors, LLC

    5548 S Main St, Rock Hall, MD 21661
  • 0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620
    0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620
    0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620
    /8

    $150,000

    • Land
    • 2 Acres
    • $75,000 per Acre

    0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620

    Sebrin Adem RE/MAX Allegiance

    0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620
  • 104 Acorn Dr, Chestertown, MD 21620
    104 Acorn Dr, Chestertown, MD 21620
    104 Acorn Dr, Chestertown, MD 21620
    /26

    $275,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    104 Acorn Dr, Chestertown, MD 21620

    Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCA—blending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car

    Sarah King Cross Street Realtors LLC

    104 Acorn Dr, Chestertown, MD 21620
  • 117 N Water St Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620
    117 N Water St Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620
    117 N Water St Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620
    /73

    $1,600,000

    • 7 Beds
    • 5 Baths
    • 5,400 Sq Ft

    117 N Water St Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620

    **Listing price is for ALL FOUR available units for sale as an investment package! Pricing for each unit and their details are below. 117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a

    Liddy Campbell TTR Sotheby's International Realty

    117 N Water St Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620
  • 0 Sandy Bottom Rd, 6, Fairlee, MD 21620
    0 Sandy Bottom Rd, 6, Fairlee, MD 21620
    0 Sandy Bottom Rd, 6, Fairlee, MD 21620
    /6

    $59,000

    $20K PRICE DROP
    • Land
    • 1.95 Acres
    • $30,256 per Acre

    0 Sandy Bottom Rd, 6, Fairlee, MD 21620

    Escape to the peace and quiet of the countryside with this beautiful private wooded 2-acre lot, tucked away down a secluded gravel lane. Offering a perfect blend of mature trees and a partially open entrance area, this property is ideal for camping, hunting, recreation, or simply enjoying nature in a tranquil setting. Bring your RV or pitch a tent and enjoy the great outdoors! Electric is

    John Carroll Village Real Estate Company LLC

    0 Sandy Bottom Rd, 6, Fairlee, MD 21620
  • 32135 River Rd, Millington, MD 21651
    32135 River Rd, Millington, MD 21651
    32135 River Rd, Millington, MD 21651
    /33

    $399,999

    $110K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    32135 River Rd, Millington, MD 21651

    Experience waterfront living on the beautiful Chester River in Millington, just 15 minutes from Middletown, DE. Situated on 0.53 acres, this charming riverfront carriage house captures breathtaking panoramic water views and offers the perfect blend of relaxation, recreation, and convenience. An expansive lighted deck creates the ideal setting for morning coffee, outdoor dining, entertaining

    Christine Catalano Coldwell Banker Realty

    32135 River Rd, Millington, MD 21651
  • Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    /6

    $8,000

    • Land
    • 14,810 Sq Ft
    • $23,529 per Acre

    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/17/2026, 10:00 AM. Bidding ends 8/19/2026, 12:45 PM. The list price is the suggested opening bid. Deposit: $5,000. Lot of Land located outside of Chestertown, Maryland within Kent County. Nearby attractions include Warton Creek Marina, Warton Creek, Attractions along Chesapeake Bay, &

    Adam Shpritz Ashland Auction Group LLC

    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
  • 110 Prospect St, Chestertown, MD 21620
    110 Prospect St, Chestertown, MD 21620
    110 Prospect St, Chestertown, MD 21620
    /6

    $59,900

    $60K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,210 Sq Ft

    110 Prospect St, Chestertown, MD 21620

    Investor Alert - Classic 2-Story Colonial Packed with Potential! Welcome to this Charming Colonial Offering the Space, Layout, and Bones that Savvy Buyers Dream of. The Spacious Kitchen, Living Areas and Bedrooms Provide Room to Breathe and Personalize. Head Out Back to Enjoy the Enclosed Rear Porch, Yard and a Convenient Storage Shed that offers Ample Space for Tools, Equipment, and More. This

    Matthew Altizer ANR Realty, LLC

    110 Prospect St, Chestertown, MD 21620
  • 31436 Sassafras River Ave, Galena, MD 21635
    31436 Sassafras River Ave, Galena, MD 21635
    31436 Sassafras River Ave, Galena, MD 21635
    /89

    $2,150,000

    $350K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,236 Sq Ft

    31436 Sassafras River Ave, Galena, MD 21635

    AMAZING PRICE REDUCTION! Open house on this very special home on July 11th. Sassafras Riverfront Retreat | Log cabin custom built home with Deep Water Pier, (seller had their 70 ft boat docked there for 10 years) with space for several boats to be docked as well. INDOOR POOL looking to the outdoors, situated on a DOUBLE LOT, with a glass enclosure and loads of space to entertain! There are 2

    Tammy Studebaker EXP Realty, LLC

    31436 Sassafras River Ave, Galena, MD 21635
  • 8276 Broad Neck Rd, Chestertown, MD 21620
    8276 Broad Neck Rd, Chestertown, MD 21620
    8276 Broad Neck Rd, Chestertown, MD 21620
    /54

    $1,395,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,383 Sq Ft

    8276 Broad Neck Rd, Chestertown, MD 21620

    Price improvement! Wait until you see this! Impecably maintained brick house on nearly 20 acres, overlooking a pond with tons of privacy. 2 large outbuildings. High-end upgrades and fixtures. The house has 4 bedrooms and 3.5 baths. A primary owner's suite on the main floor and an additional owner's suite on the second floor. Beautiful hardwood floors throughout. The main floor features a bar room

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    8276 Broad Neck Rd, Chestertown, MD 21620
  • 218 Camelot Dr, Chestertown, MD 21620
    218 Camelot Dr, Chestertown, MD 21620
    218 Camelot Dr, Chestertown, MD 21620
    /45

    $499,999

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,932 Sq Ft

    218 Camelot Dr, Chestertown, MD 21620

    Seller is motivated and can move quickly in 30 days! Welcome to 218 Camelot Drive, stunning colonial 3,932 total square feet of maintained living Situated on a beautifully landscaped corner lot in the established Coventry Farms community, this home features a fenced backyard with vinyl fencing—ideal for privacy, pets, and play. A brick paver patio with pergola and a creates multiple outdoor

    Dee Dee McCracken Coldwell Banker Realty

    218 Camelot Dr, Chestertown, MD 21620
  • 22300 Frazier Rd, Rock Hall, MD 21661
    22300 Frazier Rd, Rock Hall, MD 21661
    22300 Frazier Rd, Rock Hall, MD 21661
    /38

    $427,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,556 Sq Ft

    22300 Frazier Rd, Rock Hall, MD 21661

    Tucked away on a peaceful 0.47-acre lot surrounded by trees, this custom-built contemporary home offers the kind of privacy and natural beauty that’s hard to find. From the moment you arrive, it feels like your own private retreat.Inside, the open floor plan is filled with warmth and character, featuring exposed beams, rich hickory flooring, and beautiful wood accents throughout. Skylights

    Chris Kendall Cross Street Realtors LLC

    22300 Frazier Rd, Rock Hall, MD 21661
  • 115 Metcalf Rd, Chestertown, MD 21620
    115 Metcalf Rd, Chestertown, MD 21620
    115 Metcalf Rd, Chestertown, MD 21620
    /10

    $259,900

    New Construction Open Sat 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    115 Metcalf Rd, Chestertown, MD 21620

    Brand new home in Historic Chestertown available for move-in now. This interior unit 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

    115 Metcalf Rd, Chestertown, MD 21620
  • 25619 W Hill Rd, Worton, MD 21678
    25619 W Hill Rd, Worton, MD 21678
    25619 W Hill Rd, Worton, MD 21678
    /8

    $12,500

    • Land
    • 36,590 Sq Ft
    • $14,881 per Acre

    25619 W Hill Rd, Worton, MD 21678

    Explore this unique opportunity to own a versatile piece of land in a prime location. This piece of land offers endless possibilities, so don't miss the opportunity to make it your own! Buyer to conduct their own due diligence to verify all listing information.

    Dustin Parker The Parker Group

    25619 W Hill Rd, Worton, MD 21678
  • 21718 Centennial Ln, Rock Hall, MD 21661
    21718 Centennial Ln, Rock Hall, MD 21661
    21718 Centennial Ln, Rock Hall, MD 21661
    /21

    $395,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    21718 Centennial Ln, Rock Hall, MD 21661

    Brand-new construction in the Crosby Woods Subdivision! This beautifully designed 3-bedroom, 2-bathroom home offers comfortable one-level living on a private 0.835-acre lot. The open-concept floor plan features granite countertops, a center kitchen island, pantry, stainless steel appliances, recessed lighting, and a dedicated laundry/utility room. The spacious primary suite includes a tiled

    Sarah Ulrick Rock Hall Properties Real Estate

    21718 Centennial Ln, Rock Hall, MD 21661
  • 0 Rock Hall Rd, Rock Hall, MD 21661
    0 Rock Hall Rd, Rock Hall, MD 21661
    0 Rock Hall Rd, Rock Hall, MD 21661
    /3

    $1,250,000

    • Land
    • 49.83 Acres
    • $25,085 per Acre

    0 Rock Hall Rd, Rock Hall, MD 21661

    50 acres of mixed use development property within Rock Hall town limits. Great location with access via state highway/MD Rt. 20, and 3 town roads; almost 1000 ft of road frontage. The property is partially cleared and includes a small area of wetlands that would make a nice pocket park within the development. Public water and sewer service hook ups are available. Fiber optic cables are buried

    Robin Fithian Rock Hall Properties Real Estate

    0 Rock Hall Rd, Rock Hall, MD 21661
  • 0 Beltram Rd, Chestertown, MD 21620
    0 Beltram Rd, Chestertown, MD 21620
    0 Beltram Rd, Chestertown, MD 21620
    /6

    $5,000

    • Land
    • 14,810 Sq Ft
    • $14,706 per Acre

    0 Beltram Rd, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/17/2026, 10:00 AM. Bidding ends 8/19/2026, 12:25 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown, Maryland. Property is

    Adam Shpritz Ashland Auction Group LLC

    0 Beltram Rd, Chestertown, MD 21620
  • 106 Landing Ln, Chestertown, MD 21620
    106 Landing Ln, Chestertown, MD 21620
    106 Landing Ln, Chestertown, MD 21620
    /24

    $799,900

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,092 Sq Ft

    106 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space

    Julia Hilfiker Gunther-McClary Real Estate

    106 Landing Ln, Chestertown, MD 21620

Showing Results 41 - 80, Page 2 of 6

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