204

Kent County MD Homes for Sale

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  • 896 Washington Ave, Chestertown, MD 21620
    896 Washington Ave, Chestertown, MD 21620
    896 Washington Ave, Chestertown, MD 21620
    /34

    $325,000

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

    896 Washington Ave, Chestertown, MD 21620

    A rare find! This rancher on Washington Ave has dual use: zoned residential and commercial. Full finished basement. More details and pictures coming soon!

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    896 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
  • 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
  • 21712 Centennial Ln, Rock Hall, MD 21661
    21712 Centennial Ln, Rock Hall, MD 21661
    21712 Centennial Ln, Rock Hall, MD 21661
    /32

    $415,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,975 Sq Ft

    21712 Centennial Ln, Rock Hall, MD 21661

    Brand-new construction in the Crosby Woods Subdivision! This thoughtfully designed 3-bedroom, 3-bath home offers convenient one-level living with an open floor plan, recessed lighting, granite countertops, a kitchen island, pantry, and stainless steel appliances. The home features two primary suites with private tiled bathrooms, including one with an additional sitting area for added comfort and

    Sarah Ulrick Rock Hall Properties Real Estate

    21712 Centennial Ln, Rock Hall, MD 21661
  • 5686 S Main St, Rock Hall, MD 21661
    5686 S Main St, Rock Hall, MD 21661
    5686 S Main St, Rock Hall, MD 21661
    /23

    $375,000

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

    5686 S Main St, Rock Hall, MD 21661

    Sweet corner property in downtown Rock Hall, right on the 4th of July parade route! Just two blocks from the Rock Hall Harbor/ Chesapeake Bay. A welcoming home with a spacious kitchen and formal dining room, or enjoy meals outside in the fenced-in back yard! The large living room has hardwood floors and a wood stove for cozy winter nights. This home features a hard to find first-floor primary

    Julia Hilfiker Gunther-McClary Real Estate

    5686 S Main St, Rock Hall, MD 21661
  • 200 School St, Millington, MD 21651
    200 School St, Millington, MD 21651
    200 School St, Millington, MD 21651
    /33

    $398,000

    • 3 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    200 School St, Millington, MD 21651

    Warm and Welcoming 3-Bedroom Colonial with a Private Backyard and spacious primary suite.Come home to the comfort and charm of this inviting 3-bedroom, 2.5-bath Colonial, tucked into a peaceful country setting while still offering convenient access to points north. From quiet mornings to busy afternoons and relaxed evenings, this home provides a warm, easy-flowing layout designed for everyday

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    200 School St, Millington, MD 21651
  • 24050 Macs Ln, Worton, MD 21678
    24050 Macs Ln, Worton, MD 21678
    24050 Macs Ln, Worton, MD 21678
    /43

    $935,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 2,102 Sq Ft

    24050 Macs Ln, Worton, MD 21678

    This over 5 acre waterfront estate on Churn Creek is a true Eastern Shore recreational property. Besides the home itself, the grounds include a board and batten cabin to serve as base camp for water sports down by the water, dock with direct access to the Chesapeake Bay, barn with a stall for your horse or sheep, and detached 2 car garage with lounge area above. Here you can enjoy the abundance

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    24050 Macs Ln, Worton, MD 21678
  • 21232 Rock Hall Ave, Rock Hall, MD 21661
    21232 Rock Hall Ave, Rock Hall, MD 21661
    21232 Rock Hall Ave, Rock Hall, MD 21661
    /37

    $335,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    21232 Rock Hall Ave, Rock Hall, MD 21661

    Bring Your Best Offer! Welcome to this beautifully renovated 2-bedroom, 2-bath home sitting on a very large lot. This home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features 2 bedrooms, 2 bathrooms and 1200 square feet. It offers luxury vinyl floors, energy efficient windows, a spacious central island with

    Chris Traczyk RE/MAX Advantage Realty

    21232 Rock Hall Ave, Rock Hall, MD 21661
  • 4818 Piney Neck Rd, Rock Hall, MD 21661
    4818 Piney Neck Rd, Rock Hall, MD 21661
    4818 Piney Neck Rd, Rock Hall, MD 21661
    /24

    $298,000

    • 3 Beds
    • 1 Bath
    • 1,892 Sq Ft

    4818 Piney Neck Rd, Rock Hall, MD 21661

    Charming home located just outside of town, extensively renovated between 2005-2008. Renovations included taking the home down to the studs and updating insulation, drywall, windows, furnace, plumbing, flooring, kitchen, and bathroom. The open floor plan creates a bright and airy living space, and a 2020 addition added a third first-floor bedroom on the main level, offering convenient one-level

    Cindy Genther Rock Hall Properties Real Estate

    4818 Piney Neck Rd, Rock Hall, MD 21661
  • 10 Ericsson Ave Unit 32, Betterton, MD 21610
    10 Ericsson Ave Unit 32, Betterton, MD 21610
    10 Ericsson Ave Unit 32, Betterton, MD 21610
    /35

    $325,000

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

    10 Ericsson Ave Unit 32, Betterton, MD 21610

    Welcome to Rigbie Bluff, where coastal charm meets modern comfort. This rare furnished 2-bedroom, 2-bath end-unit top floor condominium offers panoramic views of the upper Chesapeake Bay and Sassafras River, a deeded boat slip with boat lift, and exceptional community amenities. Situated on the third floor and perfectly positioned to capture abundant southern sunlight, this move-in-ready

    Agent Photo

    Vicky Lawson

    Long & Foster Real Estate, Inc.

    10 Ericsson Ave Unit 32, Betterton, MD 21610
  • 25750 Collins Ave, Chestertown, MD 21620
    25750 Collins Ave, Chestertown, MD 21620
    25750 Collins Ave, Chestertown, MD 21620
    /50

    $468,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 3,262 Sq Ft

    25750 Collins Ave, Chestertown, MD 21620

    Charming Brick Rancher Near the Chester RiverThis custom-built brick rancher sits in a nice Chestertown neighborhood with excellent curb appeal, a classic hipped roof, and a convenient circular driveway. The drive runs under a gable-roofed breezeway that connects to an oversized 26x40 two-car garage, which will soon have brand-new garage doors. Coming into the Home...Living Room: Walk

    Grace Crockett Doug Ashley Realtors, LLC

    25750 Collins Ave, Chestertown, MD 21620
  • Lot 30 Hagy Rd, Rock Hall, MD 21661
    Lot 30 Hagy Rd, Rock Hall, MD 21661
    Lot 30 Hagy Rd, Rock Hall, MD 21661
    /16

    $147,000

    • Land
    • 1 Acre
    • $147,000 per Acre

    Lot 30 Hagy Rd, Rock Hall, MD 21661

    Build your dream home in Little Neck Farm! Lot #30 is a spacious residential property on Hagy Road with a deeded deep-water boat slip. The future home site offers beautiful pastoral views and is nicely edged with crape myrtles and evergreens. The deeded boat slip, located in the Little Neck community waterfront, is just a short stroll or drive away. The community docks were recently replaced! The

    Julia Hilfiker Gunther-McClary Real Estate

    Lot 30 Hagy Rd, Rock Hall, MD 21661
  • 21384 E Sharp St, Rock Hall, MD 21661
    21384 E Sharp St, Rock Hall, MD 21661
    21384 E Sharp St, Rock Hall, MD 21661
    /22

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft

    21384 E Sharp St, Rock Hall, MD 21661

    Quintessential Rock Hall home with an abundance of charm! Located in the heart of Rock Hall, a short distance to Main Street shops, many fantastic restaurants, and seven marinas. Enjoy evenings and mornings on the screened porch, which runs the expanse of the home. Entering from the porch, you'll find a cosy living room and a galley kitchen with open dining space. This home offers a first-floor

    Julia Hilfiker Gunther-McClary Real Estate

    21384 E Sharp St, Rock Hall, MD 21661
  • 21899 Lovers Ln, Rock Hall, MD 21661
    21899 Lovers Ln, Rock Hall, MD 21661
    21899 Lovers Ln, Rock Hall, MD 21661
    /14

    $129,900

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    21899 Lovers Ln, Rock Hall, MD 21661

    Charming home nestled on a spacious lot in the Rock Hall area. This property offers comfortable single-level living with a functional layout, generous outdoor space, and plenty of room to enjoy the peaceful surroundings. Conveniently located near local amenities, marinas, and the Chesapeake Bay, this home presents an excellent opportunity for year-round living, a weekend retreat, or investment

    Daniel Demers Sell Your Home Services

    21899 Lovers Ln, Rock Hall, MD 21661
  • 13235 Knotts Ln, Galena, MD 21635
    13235 Knotts Ln, Galena, MD 21635
    13235 Knotts Ln, Galena, MD 21635
    /65

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 1,893 Sq Ft

    13235 Knotts Ln, Galena, MD 21635

    DOG DAYS OF SUMMER * DEER DAYS OF FALL ** 106 Acre Property, surrounded by woods offers a unique lifestyle for Hunting, Fishing, Horses. This peaceful setting offers you a chance to forget the ever increasing congestion of modern day life. 26 ac grain farm plus acres of ponds and impoundments and deep woods. Hidden away at the end of a small country lane always a special lifestyle for the outdoor

    Phil Riordan Meredith Fine Properties

    13235 Knotts Ln, Galena, MD 21635
  • 11989 Augustine Herman Hwy, Kennedyville, MD 21645
    11989 Augustine Herman Hwy, Kennedyville, MD 21645
    11989 Augustine Herman Hwy, Kennedyville, MD 21645
    /4

    $245,000

    • Studio
    • 2,718 Sq Ft

    11989 Augustine Herman Hwy, Kennedyville, MD 21645

    Prime duplex opportunity in Kennedyville with immediate positive cash flow potential and plenty of future potential. This versatile property offers an exceptional opportunity for a wide range of buyers, from first-time home buyers looking for added flexibility, to downsizers seeking a manageable home with supplemental income or multigenerational households in need of separate yet connected living

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    11989 Augustine Herman Hwy, Kennedyville, MD 21645
  • 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
  • 25133 Wymont Park Rd, Worton, MD 21678
    25133 Wymont Park Rd, Worton, MD 21678
    25133 Wymont Park Rd, Worton, MD 21678
    /64

    $575,000

    • 1 Bed
    • 1.5 Baths
    • 1,724 Sq Ft

    25133 Wymont Park Rd, Worton, MD 21678

    Welcome to Wymont Park, a sought-after waterfront community on picturesque Still Pond Creek, where every day feels like a vacation on Maryland's Eastern Shore. From sipping your morning coffee while watching the sunrise over the water to enjoying breathtaking waterfront sunsets from your private floating dock, this unique property offers the lifestyle you dream about. Nestled on a beautiful

    Agent Photo

    Brittany Fox

    RE/MAX Chesapeake

    25133 Wymont Park Rd, Worton, MD 21678
  • 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
  • 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
  • 24274 Waterview Dr, Worton, MD 21678
    24274 Waterview Dr, Worton, MD 21678
    24274 Waterview Dr, Worton, MD 21678
    /48

    $765,000

    • 4 Beds
    • 3.5 Baths
    • 3,006 Sq Ft

    24274 Waterview Dr, Worton, MD 21678

    Country elegance at its finest with this recently updated and spacious Cape Cod in the water oriented community of Clearview, just minutes from historic Chestertown. The amenities here are a major plus with Franklin pond and community access directly to Churn Creek. The home has had a transformation in the last 2 years with updated bathrooms, floors, kitchen, landscaping, and a new HVAC unit. The

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    24274 Waterview Dr, Worton, MD 21678
  • 234 N College Ave, Chestertown, MD 21620
    234 N College Ave, Chestertown, MD 21620
    234 N College Ave, Chestertown, MD 21620
    /3

    $85,000

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    234 N College Ave, Chestertown, MD 21620

    Investor Special – Charming Colonial in Prime Chestertown Location! Welcome to 234 N College Ave, an adorable colonial full of character and potential, nestled in the heart of historic Chestertown. This short sale opportunity is a rare find for savvy investors or buyers ready to bring their vision to life. With classic colonial charm, this property offers the perfect canvas for renovation or

    Anastasia Zivkovic Palmer Cummings & Co. Realtors

    234 N College Ave, Chestertown, MD 21620
  • 0 3rd Ave, Betterton, MD 21610
    0 3rd Ave, Betterton, MD 21610
    0 3rd Ave, Betterton, MD 21610
    /4

    $25,000

    • Land
    • 1.03 Acres
    • $24,272 per Acre

    0 3rd Ave, Betterton, MD 21610

    One acre in Betterton with the beach and boat ramp just a few blocks away! While this lot could be buildable, one would have to build a bridge across a stream to access by vehicle and public utilities while available would need to be run out there as well. Priced as recreational land for the nature enthusiast, occasional tent camper, or hunter.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 3rd Ave, Betterton, MD 21610
  • 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
  • 8796 Maryland Pkwy, Chestertown, MD 21620
    8796 Maryland Pkwy, Chestertown, MD 21620
    8796 Maryland Pkwy, Chestertown, MD 21620
    /60

    $1,650,000

    • 9 Beds
    • 6.5 Baths
    • 4,776 Sq Ft

    8796 Maryland Pkwy, Chestertown, MD 21620

    Circa 1743 with a stately 1825 addition, The Inn at Mitchell House is a rare pre-Revolutionary manor home on 9+ manicured acres on Maryland's Eastern Shore. Listed on the National Star-Spangled Banner Trail and just a mile from the Chesapeake Bay, this storied property offers a once-in-a-generation chance to own one of the region's most beloved historic estates.The grounds unfold past

    Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    8796 Maryland Pkwy, Chestertown, MD 21620
  • 10672 Worton Rd, Worton, MD 21678
    10672 Worton Rd, Worton, MD 21678
    10672 Worton Rd, Worton, MD 21678
    /87

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 2,872 Sq Ft

    10672 Worton Rd, Worton, MD 21678

    This property has an amazing amount to offer! There are 3 parcels included with a total of just over 5.5 acres. The complex includes a 4 bedroom, 2.5 baths extremely well built home on 2.68+/- acres, a .35 acre lot and a commercially zoned 2.6+/- parcel with several large outbuildings. The house also offers a spacious kitchen with center island and granite counters, a family area, laminate

    Doug Ashley Doug Ashley Realtors, LLC

    10672 Worton Rd, Worton, MD 21678
  • 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
  • 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
  • 8886 Georgetown Rd, Georgetown, MD 21620
    8886 Georgetown Rd, Georgetown, MD 21620
    8886 Georgetown Rd, Georgetown, MD 21620
    /3

    $80,000

    $5K PRICE DROP
    • Land
    • 4.03 Acres
    • $19,851 per Acre

    8886 Georgetown Rd, Georgetown, MD 21620

    Discover the possibilities on this beautiful 4+ acre parcel. Recently surveyed, with water and sewer allocations paid, a value exceeding $16,000! This property offers a rare combination of privacy, recreation, and convenience. Whether you're seeking a peaceful retreat, hunting property, or camping getaway, this versatile parcel offers endless opportunities. Enjoy the tranquility of nature,

    TAMMY GREEN Samson Properties

    8886 Georgetown Rd, Georgetown, MD 21620
  • 213 Byford Dr, Chestertown, MD 21620
    213 Byford Dr, Chestertown, MD 21620
    213 Byford Dr, Chestertown, MD 21620
    /39

    $380,000

    • 4 Beds
    • 2 Baths
    • 1,277 Sq Ft

    213 Byford Dr, Chestertown, MD 21620

    Desirable in-town living in a peaceful neighborhood. This solid brick front rancher was totally renovated in 2022 and is still like New. The pictures tell the story. Easy one-level living with an open concept for the Living Room, Dining, and Kitchen. A really open feel. This home offers 4 bedrooms and 2 full bathrooms. If this many bedrooms are not needed, the fourth bedroom could have many other

    Grace Crockett Doug Ashley Realtors, LLC

    213 Byford Dr, 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
  • 522 High St, Chestertown, MD 21620
    522 High St, Chestertown, MD 21620
    522 High St, Chestertown, MD 21620
    /15

    $350,000

    $100K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,518 Sq Ft

    522 High St, Chestertown, MD 21620

    Historic Charm in the Heart of Downtown Chestertown Step back in time and discover the character, craftsmanship, and endless potential of this circa-1820 historic home. Nestled in the heart of downtown Chestertown, this property is filled with the original architectural details and timeless charm that historic home lovers dream about. Featuring 2 spacious bedrooms with the potential for a 3rd, 3

    Taylor Leaverton Benson & Mangold, LLC

    522 High St, Chestertown, MD 21620
  • 31673 W Edge Rd, Millington, MD 21651
    31673 W Edge Rd, Millington, MD 21651
    31673 W Edge Rd, Millington, MD 21651
    /40

    $395,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    31673 W Edge Rd, Millington, MD 21651

    Cute cottage located on the upper Chester River! Entertain on the spacious rear deck. Watch the Chester River slowly meander to more wide open waters. Follow the gently sloped backyard to the updated bulkhead at the water's edge. Launch your kayak and explore the river and allow the tide to take you as you explore the river. When done relax indoors to an updated home that offers an open floor

    Doug Ashley Doug Ashley Realtors, LLC

    31673 W Edge Rd, Millington, MD 21651
  • 23741 L Rd, Chestertown, MD 21620
    23741 L Rd, Chestertown, MD 21620
    /2

    $15,000

    • Land
    • 1 Acre
    • $15,000 per Acre

    23741 L Rd, Chestertown, MD 21620

    Discover the potential of this 1-acre wooded parcel, offering a peaceful setting with mature trees and plenty of privacy. Buyer to verify all information and perform all due diligence regarding perc testing, building suitability, zoning, utilities, and intended use.

    Taylor Leaverton Benson & Mangold, LLC

    23741 L Rd, Chestertown, MD 21620
  • 21123 Striper Run, Rock Hall, MD 21661
    21123 Striper Run, Rock Hall, MD 21661
    21123 Striper Run, Rock Hall, MD 21661
    /36

    $394,900

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    21123 Striper Run, Rock Hall, MD 21661

    Incredible Buyer Incentives! Seller is offering a 3% contribution toward the buyer’s closing costs and a 3–6 month rent-back option, providing added flexibility for buyers who need additional time. Additional title incentives may be available when using the seller’s preferred title company. Contact the listing agents for details and terms. Beautiful 2,040 sq. ft. Richland Builders end-unit home

    susan taylor Chaney Homes, LLC

    21123 Striper Run, Rock Hall, MD 21661
  • 21163 Chesapeake Ave, Rock Hall, MD 21661
    21163 Chesapeake Ave, Rock Hall, MD 21661
    21163 Chesapeake Ave, Rock Hall, MD 21661
    /48

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 2,944 Sq Ft

    21163 Chesapeake Ave, Rock Hall, MD 21661

    This home has been meticulously maintained and is located in the heart of everything Rock Hall has to offer! The 2 story entrance foyer with tile floors is just the beginning of the surprise you will find in this special, 2,900+/- square foot, home. There are 4 bedrooms, 3.5 baths, a large living room with cathedral ceiling, 2 bedrooms upstairs and 2 bedrooms down, heat pump and mini-split

    Doug Ashley Doug Ashley Realtors, LLC

    21163 Chesapeake Ave, Rock Hall, MD 21661
  • 21124 Striper Run, Rock Hall, MD 21661
    21124 Striper Run, Rock Hall, MD 21661
    21124 Striper Run, Rock Hall, MD 21661
    /69

    $374,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft

    21124 Striper Run, Rock Hall, MD 21661

    Location is EVERYTHING. Upgrades are EVERYTHING. And this stunning Rock Hall home offers BOTH. Perfectly positioned in the heart of Rock Hall, Maryland, this beautifully upgraded home delivers the coastal lifestyle buyers are searching for on Maryland’s Eastern Shore. Imagine hopping on your golf cart or bike and being just minutes from waterfront restaurants, marinas, local shops, live music,

    Crystal Smith RE/MAX Executive

    21124 Striper Run, 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
    /19

    $399,000

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

    21424 Catholic Ave, Rock Hall, MD 21661

    Welcoming to 21424 Catholic Ave, located in the heart of Rock Hall! Walking distance to many shops, restaurants, and marinas. Nicely situated on a large in-town parcel, the largest residential lot on Catholic Avenue. This 4-bedroom home was redone from the inside out in 2024. The welcoming living space contains original wood accents, adding much charm to this newly updated home. Spacious open

    Julia Hilfiker Gunther-McClary Real Estate

    21424 Catholic Ave, Rock Hall, MD 21661
  • 6202 Rock Hall Rd, Rock Hall, MD 21661
    6202 Rock Hall Rd, Rock Hall, MD 21661
    6202 Rock Hall Rd, Rock Hall, MD 21661
    /54

    $425,000

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

    6202 Rock Hall Rd, Rock Hall, MD 21661

    This unique mixed-use property offers exceptional flexibility and opportunity just outside the town of Rock Hall. The first floor features a versatile storefront currently operating as a bookstore, with a history of successful uses including a fabric studio, pottery studio, marine engine shop, and appliance store—showcasing its adaptability for a wide range of business ventures. The second-floor

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    6202 Rock Hall Rd, Rock Hall, MD 21661
  • 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

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