12,095

Kent County, MD Homes

Section Image
  • 14134 Cornus Ct, Galena, MD 21635
    14134 Cornus Ct, Galena, MD 21635
    14134 Cornus Ct, Galena, MD 21635
    /3

    $200,000 Sold May 23, 2025

    • Land
    • 3.96 Acres
    • $50,505 per Acre
    • 18 Days On Market

    14134 Cornus Ct, Galena, MD 21635

    Welcome to Gentle Winds! Nestled in a serene and pristine neighborhood near the Sassafras River, this nearly 4-acre parcel of vacant residential land offers the perfect opportunity to build your dream home in a tranquil rural setting. Surrounded by lush greenery and natural beauty, this property provides ample space for both privacy and outdoor activities. Plus, no builder tie, making your dream

    Kim Simpson Thyme Real Estate Co LLC

    14134 Cornus Ct, Galena, MD 21635
    • 307 Washington Ave, Chestertown, MD 21620
      307 Washington Ave, Chestertown, MD 21620
      307 Washington Ave, Chestertown, MD 21620
      /56

      Est $982,030 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,355 Sq Ft

      307 Washington Ave, Chestertown, MD 21620

      307 Washington Ave, Chestertown, MD 21620
  • 10230 John Carvill Rd, Chestertown, MD 21620
    10230 John Carvill Rd, Chestertown, MD 21620
    10230 John Carvill Rd, Chestertown, MD 21620
    /41

    $750,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft

    10230 John Carvill Rd, Chestertown, MD 21620

    Tremendously charming historic house, sensitively restored, a short distance from Great Oak Marina. Beautiful original 18th century pine floors, mantel pieces, six-panel doors and built-in cupboard. House was originally two small historic houses located in the village of Church Creek, Dorchester County, Maryland, moved to current location ca.1980. Private yard and garden. Chestertown and Rock

    Robert G. Shannahan Shoreline Realty

    10230 John Carvill Rd, Chestertown, MD 21620
  • 6166 Dorlon Dr, Rock Hall, MD 21661
    6166 Dorlon Dr, Rock Hall, MD 21661
    6166 Dorlon Dr, Rock Hall, MD 21661
    /18

    $208,500 Sold May 23, 2025

    • 1,104 Sq Ft
    • $189/SF
    • 23 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1995

    6166 Dorlon Dr, Rock Hall, MD 21661

    Charming Ranch style home in Edesville East! This three bedroom 2.5 bath home offers the rural lifestyle with amenities of public water & sewer. Enjoy one level living with all rooms in your home. The spacious living room has carpeted floors & large windows offering lots of natural light. The country kitchen has plentiful cabinetry & table space for large gatherings. The primary bedroom has a

    Frederick Golding RE/MAX Advantage Realty

    6166 Dorlon Dr, Rock Hall, MD 21661
    • 111 S Mill St, Chestertown, MD 21620
      111 S Mill St, Chestertown, MD 21620
      111 S Mill St, Chestertown, MD 21620
      /49

      Est $700,823 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 2,776 Sq Ft

      111 S Mill St, Chestertown, MD 21620

      111 S Mill St, Chestertown, MD 21620
  • 112 Silver Heel Dr, Chestertown, MD 21620
    112 Silver Heel Dr, Chestertown, MD 21620
    112 Silver Heel Dr, Chestertown, MD 21620
    /43

    $369,900 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 2,615 Sq Ft

    112 Silver Heel Dr, Chestertown, MD 21620

    Welcome to this stunning 2023 built home — a move-in ready, three-story residence offering 5 bedrooms and 3.5 baths across 2,615 sq ft of thoughtfully designed space. The first floor features an open layout with a spacious family room, dining area, and bright, well-appointed kitchen. This level also includes a convenient first-floor laundry and a powder room. The kitchen is equipped with

    Federico Busacca EXP Realty, LLC

    112 Silver Heel Dr, Chestertown, MD 21620
  • 5594 Langford Bay Rd, Chestertown, MD 21620
    5594 Langford Bay Rd, Chestertown, MD 21620
    5594 Langford Bay Rd, Chestertown, MD 21620
    /40

    $750,000 Sold May 22, 2025

    • 1,682 Sq Ft
    • $446/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    5594 Langford Bay Rd, Chestertown, MD 21620

    Discover the perfect blend of vintage charm and modern updates with this beautifully maintained 1950s craftsman, peacefully tucked along the scenic Chester River. Whether you're searching for a quiet second home getaway or a prime income-producing investment, this property offers the waterfront lifestyle so many dream about—boating, fishing, and relaxing right from your own private dock.The

    Liddy Campbell TTR Sotheby's International Realty

    5594 Langford Bay Rd, Chestertown, MD 21620
    • 24320 Waterview Dr, Worton, MD 21678
      24320 Waterview Dr, Worton, MD 21678
      24320 Waterview Dr, Worton, MD 21678
      /84

      Est $880,999 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,752 Sq Ft

      24320 Waterview Dr, Worton, MD 21678

      24320 Waterview Dr, Worton, MD 21678
  • 303 E Campus Ave, Chestertown, MD 21620
    303 E Campus Ave, Chestertown, MD 21620
    303 E Campus Ave, Chestertown, MD 21620
    /32

    $363,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    303 E Campus Ave, Chestertown, MD 21620

    Charming Brick Rancher in the Heart of Chestertown Discover this classic brick rancher nestled in one of Chestertown’s established neighborhoods. Enjoy the convenience of being just a short walk or bike ride from downtown, where you’ll find favorite local shops, restaurants, and the beloved Saturday morning Farmers Market. This home offers the perfect blend of small-town charm, walkability, and

    Grace Crockett Doug Ashley Realtors, LLC

    303 E Campus Ave, Chestertown, MD 21620
  • 101 S Mill St, Chestertown, MD 21620
    101 S Mill St, Chestertown, MD 21620
    101 S Mill St, Chestertown, MD 21620
    /22

    $490,000 Sold May 21, 2025

    • 1,476 Sq Ft
    • $332/SF
    • 14 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1900

    101 S Mill St, Chestertown, MD 21620

    Historic charm with a modern floor plan. Live just around the corner walking to the shops, galleries, and restaurants of downtown Chestertown in this beautifully updated Victorian on quiet Mill Street. High end appliances such as Miele and Bosch adorn the kitchen and laundry. Easily converted back into a 3 bedroom. The backyard is well landscaped, has a covered outdoor living space, and a

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    101 S Mill St, Chestertown, MD 21620
    • 12191 Azalea Ct, Worton, MD 21678
      12191 Azalea Ct, Worton, MD 21678
      12191 Azalea Ct, Worton, MD 21678
      /28

      Est $610,073 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,774 Sq Ft

      12191 Azalea Ct, Worton, MD 21678

      12191 Azalea Ct, Worton, MD 21678
  • 10434 Big Stone Rd, Millington, MD 21651
    10434 Big Stone Rd, Millington, MD 21651
    10434 Big Stone Rd, Millington, MD 21651
    /56

    $1,000,000 Under Contract

    • 1,720 Sq Ft

    10434 Big Stone Rd, Millington, MD 21651

    Public Auction held Onsite at 10434 Big Stone Road Millington, MD. Auction Date: Saturday November 22nd at 10am. Auction conducted by Witman Auctioneers, Inc. SELLING ABSOLUTE TO THE HIGHEST BIDDER AT or ABOVE OPENING BID OF $1,000,000.00. *** UPDATED*** 150.5 Acres in total. 3 Separate Parcels being sold in its entirety. Fantastic opportunity to own Kent County, MD farm ground. Approximately 130

    Zachary Shelley Streett Hopkins Real Estate, LLC

    10434 Big Stone Rd, Millington, MD 21651
  • 407 Jarman Ave, Galena, MD 21635
    407 Jarman Ave, Galena, MD 21635
    407 Jarman Ave, Galena, MD 21635
    /30

    $297,500 Sold May 16, 2025

    • 2,135 Sq Ft
    • $139/SF
    • 23 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1969

    407 Jarman Ave, Galena, MD 21635

    Come by this charming rancher located in Galena is waiting for its new owners. You will feel right at home as you drive through this family friendly neighborhood. Enter the house from the front covered porch and step into the formal living room. The dining room is the perfect spot for meals and even has access to the patio overlooking the rear yard. The kitchen is features granite counters, newer

    David Moore Real Broker, LLC

    407 Jarman Ave, Galena, MD 21635
    • 21400 Lovers Ln, Rock Hall, MD 21661
      21400 Lovers Ln, Rock Hall, MD 21661
      21400 Lovers Ln, Rock Hall, MD 21661
      /21

      Est $129,238 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 572 Sq Ft

      21400 Lovers Ln, Rock Hall, MD 21661

      21400 Lovers Ln, Rock Hall, MD 21661
  • 26109 Lambs Meadow Rd, Worton, MD 21678
    26109 Lambs Meadow Rd, Worton, MD 21678
    26109 Lambs Meadow Rd, Worton, MD 21678
    /26

    $269,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,618 Sq Ft

    26109 Lambs Meadow Rd, Worton, MD 21678

    Spacious and versatile, this 4-bedroom, 2.5-bath home offers endless possibilities! Perfectly situated on a large corner lot and zoned Village, the property features a first-floor bedroom with a private entrance—ideal for a home office, daycare, or other business use.When purchased in 2020 it received a new roof, septic, and well, and more recently the seller has updated the 2nd-floor HVAC

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    26109 Lambs Meadow Rd, Worton, MD 21678
  • 108 N Queen St, Chestertown, MD 21620
    108 N Queen St, Chestertown, MD 21620
    108 N Queen St, Chestertown, MD 21620
    /40

    $600,000 Sold May 16, 2025

    • 2,536 Sq Ft
    • $237/SF
    • 5 Beds
    • 2.5 Baths
    • Built 1920

    108 N Queen St, Chestertown, MD 21620

    Queen Street Gem! Located in the historic section of Chestertown, walk to the restaurants, shops, theater, farmer's market, and waterfront. Beautiful woodwork and pocket doors. Spacious rooms, hardwood flooring, solid wood doors, thick moldings, and ample closet space. Featuring 5 bedrooms and 2.5 baths, with 3 bedrooms on the second floor and 2 additional bedrooms on the 3rd floor. Bathrooms

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    108 N Queen St, Chestertown, MD 21620
    • 22025 Lovers Ln, Rock Hall, MD 21661
      22025 Lovers Ln, Rock Hall, MD 21661
      22025 Lovers Ln, Rock Hall, MD 21661
      /24

      Est $305,781 Not Listed For Sale

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

      22025 Lovers Ln, Rock Hall, MD 21661

      22025 Lovers Ln, Rock Hall, MD 21661
  • 7653 Broad Neck Rd, Chestertown, MD 21620
    7653 Broad Neck Rd, Chestertown, MD 21620
    7653 Broad Neck Rd, Chestertown, MD 21620
    /39

    $375,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,790 Sq Ft

    7653 Broad Neck Rd, Chestertown, MD 21620

    Recently and thoroughly renovated, charming and spacious 4 bedroom 3 bathroom home located only about 6 miles from Chestertown in an idyllic country setting. Some improvements include new HVAC, electric, 3 season room , water filter and high-end, smart appliances. Terrific in-ground pool enclosed with privacy brick wall, a large patio and deck are perfect for entertaining or relaxing in the

    Brian Petzold Benson & Mangold, LLC

    7653 Broad Neck Rd, Chestertown, MD 21620
  • 12440 Woods Rd, Worton, MD 21678
    12440 Woods Rd, Worton, MD 21678
    12440 Woods Rd, Worton, MD 21678
    /37

    $1,080,000 Sold May 12, 2025

    • 1,955 Sq Ft
    • $552/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1986

    12440 Woods Rd, Worton, MD 21678

    This Waterfront Contemporary home is nestled on a bluff with sweeping views of Still Pond Creek. The property checks all of the boxes for your retreat including a well maintained deck, screened river room for crab feasts, private sandy beach and dock with several boat lifts. The living room has a cathedral ceiling, wood burning fireplace, and glass sliders leading you to the deck with incredible

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    12440 Woods Rd, Worton, MD 21678
    • 5999 Lawton Ave, Rock Hall, MD 21661
      5999 Lawton Ave, Rock Hall, MD 21661
      5999 Lawton Ave, Rock Hall, MD 21661
      /35

      Est $1,221,041 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,906 Sq Ft

      5999 Lawton Ave, Rock Hall, MD 21661

      5999 Lawton Ave, Rock Hall, MD 21661
  • 21141 Striper Run, Rock Hall, MD 21661
    21141 Striper Run, Rock Hall, MD 21661
    21141 Striper Run, Rock Hall, MD 21661
    /13

    $364,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft

    21141 Striper Run, Rock Hall, MD 21661

    New Construction Alert! Four beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the living areas, granite counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two

    Cindy Genther Rock Hall Properties Real Estate

    21141 Striper Run, Rock Hall, MD 21661
  • 4985 Huntingfield Rd, Rock Hall, MD 21661
    4985 Huntingfield Rd, Rock Hall, MD 21661
    4985 Huntingfield Rd, Rock Hall, MD 21661
    /45

    $925,000 Sold May 09, 2025

    • 1,848 Sq Ft
    • $501/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    4985 Huntingfield Rd, Rock Hall, MD 21661

    Experience breathtaking water views from every room in this 4-bedroom, 2.5-bath home, perfectly positioned between the Chesapeake Bay and Huntingfield Creek. With 1,845 sq. ft. of living space, this waterfront retreat boasts a gorgeous living room with soaring cathedral ceilings and a cozy propane fireplace. The kitchen features a propane cooking stove and lengthy counter tops for prepping

    Robin Fithian Rock Hall Properties Real Estate

    4985 Huntingfield Rd, Rock Hall, MD 21661
    • 21238 Rock Hall Ave, Rock Hall, MD 21661
      21238 Rock Hall Ave, Rock Hall, MD 21661
      21238 Rock Hall Ave, Rock Hall, MD 21661
      /27

      Est $354,210 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,960 Sq Ft

      21238 Rock Hall Ave, Rock Hall, MD 21661

      21238 Rock Hall Ave, Rock Hall, MD 21661
  • 21139 Striper Run, Rock Hall, MD 21661
    21139 Striper Run, Rock Hall, MD 21661
    21139 Striper Run, Rock Hall, MD 21661
    /13

    $364,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft

    21139 Striper Run, Rock Hall, MD 21661

    New Construction Alert! Four beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the living areas, granite counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two

    Cindy Genther Rock Hall Properties Real Estate

    21139 Striper Run, Rock Hall, MD 21661
  • 308 Landing Ln, Chestertown, MD 21620
    308 Landing Ln, Chestertown, MD 21620
    308 Landing Ln, Chestertown, MD 21620
    /32

    $782,500 Sold May 09, 2025

    • 2,204 Sq Ft
    • $355/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2017

    308 Landing Ln, Chestertown, MD 21620

    Exceptional Chester River Landing townhome with elevated views of the Chester River. Enjoy sunrises over the Chester from the balcony and living space. Beautiful views any time of year. A deep water boat slip is included in the sale. The living room offers, cozy gas fireplace, has beautiful water views all year. This condo boast an open floor plan with tons of natural light, ample room for

    John Burke Gunther-McClary Real Estate

    308 Landing Ln, Chestertown, MD 21620
    • 425 High St, Chestertown, MD 21620
      425 High St, Chestertown, MD 21620
      425 High St, Chestertown, MD 21620
      /18

      Est $655,366 Not Listed For Sale

      • Studio
      • 3,114 Sq Ft

      425 High St, Chestertown, MD 21620

      425 High St, Chestertown, MD 21620
  • 10751 Millbrook Dr, Chestertown, MD 21620
    10751 Millbrook Dr, Chestertown, MD 21620
    10751 Millbrook Dr, Chestertown, MD 21620
    /50

    $350,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,942 Sq Ft

    10751 Millbrook Dr, Chestertown, MD 21620

    Chesapeake Landing - This home is featured on a corner lot with large living space and additional space above the detached two car garage. Opportunity is knocking at this property, for you to make your forever home. The home features a beautiful sunroom to entertain in as well as a large family room. This home has a large laundry room that is a must have! The hardwood floors are just another

    Linda Austin Long & Foster Real Estate, Inc.

    10751 Millbrook Dr, Chestertown, MD 21620
  • 8605 Camp Rd, Chestertown, MD 21620
    8605 Camp Rd, Chestertown, MD 21620
    8605 Camp Rd, Chestertown, MD 21620
    /51

    $370,000 Sold May 08, 2025

    • 1,296 Sq Ft
    • $285/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    8605 Camp Rd, Chestertown, MD 21620

    Your home sweet home retreat - a gorgeous 3 Bedroom 2 Full Bathroom Rancher with attached carport and unfinished basement is available to tour! Major renovations in 2020 and maintained to pristine condition. If you are looking for a place to come home and relax - this is the one! Sit on the front porch and enjoy the afternoon sun, calm surroundings or listen to the birds actively chirping. Head

    Crystal Smith RE/MAX Executive

    8605 Camp Rd, Chestertown, MD 21620
    • 100 Foxview Ct, Chestertown, MD 21620
      100 Foxview Ct, Chestertown, MD 21620
      100 Foxview Ct, Chestertown, MD 21620
      /41

      Est $515,046 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,000 Sq Ft

      100 Foxview Ct, Chestertown, MD 21620

      100 Foxview Ct, Chestertown, MD 21620
  • 200 Washington Ave, Chestertown, MD 21620
    200 Washington Ave, Chestertown, MD 21620
    200 Washington Ave, Chestertown, MD 21620
    /35

    $695,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,917 Sq Ft

    200 Washington Ave, Chestertown, MD 21620

    Only 500 steps from the center of Chestertown (5-minute walk) to this early 20th C gem of a traditional "Four Square". This prominent STAND-OUT RESIDENCE, crafted by acclaimed master builder Walter Pippin, extends a warm welcome to anyone driving (only 25mph please!) or strolling from the college campus to town, along the historically scenic Washington Avenue. The gracious flow of its' first

    Richard Keaveney Cross Street Realtors LLC

    200 Washington Ave, Chestertown, MD 21620
  • 202 Glen St, Chestertown, MD 21620
    202 Glen St, Chestertown, MD 21620
    202 Glen St, Chestertown, MD 21620
    /37

    $290,000 Sold May 08, 2025

    • 1,252 Sq Ft
    • $232/SF
    • 104 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1966

    202 Glen St, Chestertown, MD 21620

    Brick rancher located on the corner of Greenwood and Glen Street in College Heights offers a large screened porch, eat-in kitchen and dining room. Home is convenient to downtown historic Chestertown , Washington College and hospital. Property is served with public water/sewer. Underground oil tank has been removed and the crawlspace is encapsulated.

    Debbie Meikle Doug Ashley Realtors, LLC

    202 Glen St, Chestertown, MD 21620
    • 21216 Rock Hall Ave, Rock Hall, MD 21661
      21216 Rock Hall Ave, Rock Hall, MD 21661
      21216 Rock Hall Ave, Rock Hall, MD 21661
      /40

      Est $309,756 Not Listed For Sale

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

      21216 Rock Hall Ave, Rock Hall, MD 21661

      21216 Rock Hall Ave, Rock Hall, MD 21661
  • 234 N College Ave, Chestertown, MD 21620
    234 N College Ave, Chestertown, MD 21620
    234 N College Ave, Chestertown, MD 21620
    /3

    $164,000 Under Contract

    • 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

    Anastasia Zivkovic Cummings & Co. Realtors

    234 N College Ave, Chestertown, MD 21620
  • 25070 E Kentfield Rd, Worton, MD 21678
    25070 E Kentfield Rd, Worton, MD 21678
    25070 E Kentfield Rd, Worton, MD 21678
    /57

    $740,000 Sold May 07, 2025

    • 3,222 Sq Ft
    • $230/SF
    • 10 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1995

    25070 E Kentfield Rd, Worton, MD 21678

    Imagine being the FIRST to take a dip in your very own brand-new saltwater pool... Well, guess what? No one has touched this one yet! And it could be yours!Welcome to this stunning, fully renovated Cape Cod sitting on nearly TWO acres of pure serenity! With over 3,200 square feet, this home is packed with luxury and space!Step into this dreamy kitchen—white cabinets, a sleek

    Crystal Smith RE/MAX Executive

    25070 E Kentfield Rd, Worton, MD 21678
    • 13830 Sassafras Rd, Galena, MD 21635
      13830 Sassafras Rd, Galena, MD 21635
      13830 Sassafras Rd, Galena, MD 21635
      /38

      Est $884,195 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,728 Sq Ft

      13830 Sassafras Rd, Galena, MD 21635

      13830 Sassafras Rd, Galena, MD 21635
  • 0 Chesterville Forest Rd Unit PARCEL 73, 1, Massey, MD 21651
    0 Chesterville Forest Rd Unit PARCEL 73, 1, Massey, MD 21651
    0 Chesterville Forest Rd Unit PARCEL 73, 1, Massey, MD 21651
    /3

    $50,000 Under Contract

    • Land
    • 0.82 Acre
    • $60,976 per Acre

    0 Chesterville Forest Rd Unit PARCEL 73, 1, Massey, MD 21651

    Wooded, 0.8+ acre buildable lot on Chesterville Forest Rd with sewer allocation already paid—a $11,800 value! Buyer just needs to install a grinder pump and connect. Survey and setbacks included for easy due diligence. Conveniently located near Rt. 301 for quick access north to Middletown, DE, or south to the Bay Bridge.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Chesterville Forest Rd Unit PARCEL 73, 1, Massey, MD 21651
  • 116 Oak Leaf Dr, Chestertown, MD 21620
    116 Oak Leaf Dr, Chestertown, MD 21620
    116 Oak Leaf Dr, Chestertown, MD 21620
    /38

    $289,500 Sold May 05, 2025

    • 1,867 Sq Ft
    • $155/SF
    • 13 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2004

    116 Oak Leaf Dr, Chestertown, MD 21620

    Charming & Move-In ReadyDiscover this beautifully maintained end-unit townhome just minutes from downtown Chestertown! This home has been loved and cared for by the original owners. Offering updated hardwood flooring, carpeting on stairs, fresh paint in the primary living space, a new roof, this ensuring peace of mind for years to come.The spacious master suite features vaulted ceilings,

    Grace Crockett Doug Ashley Realtors, LLC

    116 Oak Leaf Dr, Chestertown, MD 21620
    • 306 Mayfair Dr, Chestertown, MD 21620
      306 Mayfair Dr, Chestertown, MD 21620
      306 Mayfair Dr, Chestertown, MD 21620
      /56

      Est $525,950 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,784 Sq Ft

      306 Mayfair Dr, Chestertown, MD 21620

      306 Mayfair Dr, Chestertown, MD 21620
  • 23069 Raleigh Rd, Chestertown, MD 21620
    23069 Raleigh Rd, Chestertown, MD 21620
    23069 Raleigh Rd, Chestertown, MD 21620
    /10

    $175,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    23069 Raleigh Rd, Chestertown, MD 21620

    Rancher with a 1/3 of an acre with 2 bedrooms and 1 full bath and a wheelchair accessible shower. Plenty of parking, with a driveway in front and back of the house. Inside of the house in need of work, with painting and flooring throughout. Renters finally moved out and the house is being cleaned up. Roof was replaced in 2022.

    George Mcdowell Keller Williams Select Realtors of Annapolis

    23069 Raleigh Rd, Chestertown, MD 21620
  • 5535 Boundary Ave, Rock Hall, MD 21661
    5535 Boundary Ave, Rock Hall, MD 21661
    5535 Boundary Ave, Rock Hall, MD 21661
    /30

    $400,000 Sold May 02, 2025

    • 1,769 Sq Ft
    • $226/SF
    • 11 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1923

    5535 Boundary Ave, Rock Hall, MD 21661

    Welcome to 5535 Boundary Ave, a beautifully updated home in the heart of Rock Hall! This move-in-ready gem offers the perfect blend of charm, comfort, and modern updates. Upstairs, you’ll find a spacious primary suite with his-and-her closets and a large bath featuring double vanities. Two additional bedrooms—one perfect for a small office—plus a half bath and cozy sitting area

    Jeff Guthrie Cross Street Realtors LLC

    5535 Boundary Ave, Rock Hall, MD 21661

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