6,914

Kent, MD Homes

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  • /25

    $565,000 Sold Nov 18, 2024

    • 2,488 Sq Ft
    • $227/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1980

    209 Birch Run Rd, Chestertown, MD 21620

    Upgrades GALORE... wait til you see how this house has been transformed into a home! A spacious four bedroom, three full bath layout on over half acre in one of Chestertown's most desirable neighborhoods: professional kitchen appliances, renovated bathrooms, high end flooring finishes, bonus sun room, fenced back yard, asphalt driveway heading to the two car garage... plus so much more. Live for

    Liddy Campbell TTR Sotheby's International Realty

    209 Birch Run Rd, Chestertown, MD 21620
    • /34

      Est $410,002 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      202 Byford Dr, Chestertown, MD 21620

      202 Byford Dr, Chestertown, MD 21620
  • /20

    $245,000 Under Contract

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

    10624 Millbrook Dr, Chestertown, MD 21620

    Charming One-Level Living Near the Chesapeake Bay!This 3-bedroom, 1-bath home offers comfortable one-level living on a spacious 0.45-acre lot just minutes from downtown Chestertown. With 1,000 sq ft of living space, the home features a bright interior, a walk-in shower, and recent updates including a plastic vapor barrier in the crawl space for peace of mind.Enjoy your mornings on

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    10624 Millbrook Dr, Chestertown, MD 21620
  • /26

    $340,000 Sold Nov 18, 2024

    • 1,566 Sq Ft
    • $217/SF
    • 79 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    503 N Kent St, Chestertown, MD 21620

    Within walking distance of Washington College, medical services, parks and schools and convenient to historic downtown arts and entertainment district, this low-maintenance- exterior brick rancher is ready for your personal decorating touches. Living Room and formal dining room. One primary bedroom with en suite bath. Two additional bedrooms and a family bathroom. Country kitchen with

    Hugh Wyble Wyble Enterprises

    503 N Kent St, Chestertown, MD 21620
    • /69

      Est $1,235,826 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,426 Sq Ft

      9088 Point Ln, Chestertown, MD 21620

      9088 Point Ln, 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. Roof was replaced in 2022.

    George Mcdowell Keller Williams Select Realtors of Annapolis

    23069 Raleigh Rd, Chestertown, MD 21620
  • /36

    $370,247 Sold Nov 15, 2024

    • 2,092 Sq Ft
    • $177/SF
    • 120 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    201 Princess Anne Dr, Chestertown, MD 21620

    Where Shore living begins! Welcome to 201 Princess Anne, located on the Queen Anne's County side of the Chester River Bridge. This well maintained home is established on just over 3/4 of an acre within the quiet subdivision of Kingstowne Manor. Offering 3 bedrooms, 2 baths, attached garage and comes equipped with a fully floored attic for all of your storage needs! A new roof system was

    Andrew Meikle Doug Ashley Realtors, LLC

    201 Princess Anne Dr, Chestertown, MD 21620
    • /22

      Est $514,460 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,764 Sq Ft

      7920 Carriage Ln, Chestertown, MD 21620

      7920 Carriage Ln, Chestertown, MD 21620
  • /19

    $335,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    10578 Tonopah Rd, Chestertown, MD 21620

    Why settle for outdated or overpriced when you can own brand-new construction in a waterfront community just minutes from historic Chestertown? This 3-bed, 2.5-bath Cape Cod in Chesapeake Landing is designed for easy, elegant living—featuring an open floor plan, main-level primary suite with walk-in closet and attached bath, and luxe finishes throughout. Enjoy luxury vinyl plank flooring, granite

    David Moore RE/MAX Executive

    10578 Tonopah Rd, Chestertown, MD 21620
  • /50

    $501,000 Sold Nov 14, 2024

    • 2,208 Sq Ft
    • $227/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    217 Birch Run Rd, Chestertown, MD 21620

    Price improvement! Beautiful cape in the coveted Mile Tree Village with a lovely in-ground pool surrounded by a spacious patio. Large flowing rooms with lots of built-ins. Half bath on the main floor. Second floor has 4 bedrooms, 2 baths, laundry, and an unfinished bonus or storage room. Home needs some finishing touches from its new owners but a little effort will yield big rewards with this

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    217 Birch Run Rd, Chestertown, MD 21620
    • /34

      Est $430,414 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,397 Sq Ft

      209 E Campus Ave, Chestertown, MD 21620

      209 E Campus Ave, Chestertown, MD 21620
  • /28

    $365,000 Under Contract

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

    24607 Chestertown Rd, Chestertown, MD 21620

    **MOTIVATED SELLERS, BRING ALL OFFERS**Situated on a generous 0.653-acre lot just outside of Chestertown, this property offers the best of both worlds—proximity to town amenities with the added benefit of space and privacy. This well-maintained home features 3 bedrooms and 2.5 bathrooms, including two recently updated baths. The interior boasts a welcoming entryway, formal dining room, and a

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    24607 Chestertown Rd, Chestertown, MD 21620
  • /56

    $866,395 Sold Nov 14, 2024

    • 3,355 Sq Ft
    • $258/SF
    • 130 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1936

    307 Washington Ave, Chestertown, MD 21620

    This stunning renovation is the jewel of Chestertown's revitalized upper historic district! A beautiful view of Washington College (9th best college in the country by Princeton Review), invites a walk around campus, to the river, or to the shops & restaurants in between. Extensive interior & exterior renovations along with plumbing, mechanical, and electrical upgrades throughout make the beauty

    Beth Ostrander Doug Ashley Realtors, LLC

    307 Washington Ave, Chestertown, MD 21620
    • /55

      Est $632,199 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,952 Sq Ft

      25819 Collins Ave, Chestertown, MD 21620

      25819 Collins Ave, Chestertown, MD 21620
  • /10

    $75,000 Under Contract

    • Land
    • 2.36 Acres
    • $31,780 per Acre

    9020 Georgetown Rd, Chestertown, MD 21620

    Price improvement!!! Pretty wooded parcel recently surveyed with stakes clearly showing property boundaries. SEE DOCUMENTS for plat and aerial view. Property already has a sewer allocation. Tax record shows 3 acres but recent survey confirms 2.356 acres. There is an old collapsed trailer on site that did have electric at one time. Seller is in the process of removing the trailer and any

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    9020 Georgetown Rd, Chestertown, MD 21620
  • /82

    $1,200,000 Sold Nov 13, 2024

    • 6,459 Sq Ft
    • $186/SF
    • 119 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2000

    22956 Fairgale Farm Ln, Chestertown, MD 21620

    Step into a world of timeless elegance and tranquility with this meticulously maintained retreat. As you turn into the Fairgale Subdivision, it feels as though you are entering an estate, with majestic trees lining both sides of the paved road, creating a sense of grandeur and privacy. Nestled on the shores of an oversized pond, this exquisite home offers not only stunning views but also

    Retha Arrabal Doug Ashley Realtors, LLC

    22956 Fairgale Farm Ln, Chestertown, MD 21620
    • /64

      Est $1,580,755 Not Listed For Sale

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

      9545 Chantilly Farm Ln, Chestertown, MD 21620

      9545 Chantilly Farm Ln, Chestertown, MD 21620
  • /26

    $274,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    118 Tuxedo Rd, Chestertown, MD 21620

    Three bedroom/one bath rancher located in a water-oriented community just minutes from Chestertown. There is a Home Owners Association; however, is not mandatory to join. Home is being sold as is.

    Debbie Meikle Doug Ashley Realtors, LLC

    118 Tuxedo Rd, Chestertown, MD 21620
  • /25

    $349,000 Sold Nov 08, 2024

    • 1,232 Sq Ft
    • $283/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    121 Fairview Dr, Chestertown, MD 21620

    Great opportunity to own a quality built home by Coldwell Builders. Larger than average lot for the community so room to grow on this one. New home features open design with large central kitchen, dining, living area and split bedroom design. Quartz counters and stainless steel appliances in the kitchen, carpet in bedrooms and LVP everywhere else. Large yard affords many uses. Community has

    Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    121 Fairview Dr, Chestertown, MD 21620
    • /46

      Est $552,618 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,264 Sq Ft

      7898 Radcliffe Rd, Chestertown, MD 21620

      7898 Radcliffe Rd, Chestertown, MD 21620
  • /17

    $349,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,856 Sq Ft

    110 Flying Cloud Dr, Chestertown, MD 21620

    SINGLE FAMILY HOME built just 2 years ago! Clean lines and neutral tones make this an easy move-in with nothing to do! Just across the Vintage Chester River Bridge, you will enter a charming little town that surrounds Washington College that has all sorts of new centers and places to go and things to do! The home offers a modern, open-concept layout with plenty of space and style. Large

    Sandy Savani Berkshire Hathaway HomeServices Homesale Realty

    110 Flying Cloud Dr, Chestertown, MD 21620
  • /22

    $337,000 Sold Nov 08, 2024

    • 1,338 Sq Ft
    • $252/SF
    • 16 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1975

    205 Creston Rd, Chestertown, MD 21620

    Located in a desirable community, this charming 3-bedroom, 1-bath home offers the perfect blend of comfort, convenience, and style. Situated on a generous lot, the property provides ample outdoor space for relaxation or entertaining, making it ideal for families or anyone who enjoys the outdoors.As you step inside, you'll be welcomed by a spacious living room featuring vaulted ceilings that

    Jarnell Foster Benson & Mangold, LLC

    205 Creston Rd, Chestertown, MD 21620
    • /44

      Est $610,215 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,240 Sq Ft

      5564 Quaker Neck Landing Rd, Chestertown, MD 21620

      5564 Quaker Neck Landing Rd, Chestertown, MD 21620
  • /23

    $299,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    107 Dutchess Rd, Chestertown, MD 21620

    Welcome to Chester Harbor - a family oriented place to live! The Chester Harbor Community has a voluntary HOA of $30/year, which offers water access, a beach, community events, and a playground. Close by is Round Top Park offering tennis, pickleball, and basketball courts, a playground, and a pavilion. Minutes from Chestertown's historic waterfront, restaurants, shopping, and marinas. Queen

    Jo Ann Edwards The Hogans Agency

    107 Dutchess Rd, Chestertown, MD 21620
  • /57

    $465,000 Sold Nov 08, 2024

    • 2,733 Sq Ft
    • $170/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    126 Hilltop Dr, Chestertown, MD 21620

    Discover your dream home perched on a tranquil hill in Chestertown, Maryland. This beautiful 3-bedroom, 2.5-bathroom residence features lush landscaping and a welcoming front porch, ideal for enjoying scenic views. Inside, the open floor plan is filled with natural light, showcasing a spacious living room with a cozy fireplace and a gourmet kitchen that’s perfect for entertaining. The master

    Chardae Eduruke Taylor Properties

    126 Hilltop Dr, Chestertown, MD 21620
    • /27

      Est $324,478 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft

      10791 Foreston Rd, Chestertown, MD 21620

      10791 Foreston Rd, Chestertown, MD 21620
  • /3

    $9,500 Under Contract

    • Land
    • 0.34 Acre
    • $27,941 per Acre

    LOTS 253-254 Carimon Rd, Chestertown, MD 21620

    Kent County Health Dept has no record of perc

    Debbie Meikle Doug Ashley Realtors, LLC

    LOTS 253-254 Carimon Rd, Chestertown, MD 21620
  • /35

    $359,000 Sold Nov 08, 2024

    • 1,500 Sq Ft
    • $239/SF
    • 82 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    204 Princess Anne Dr, Chestertown, MD 21620

    Welcome home to this 3 BR 2 bath home in Kingstown Manor, situated on 1/2 acre just seconds from the Chester River. Newly refinished flooring throughout! The gorgeous, custom tiled backsplash, updated kitchen includes stainless steel appliances and is open to the dining area with built in bench seating. From the dining area you can exit the rear door onto the patio overlooking the fenced backyard

    Jamil Wright EXP Realty, LLC

    204 Princess Anne Dr, Chestertown, MD 21620
    • /44

      Est $437,280 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,045 Sq Ft

      208 Byford Dr, Chestertown, MD 21620

      208 Byford Dr, Chestertown, MD 21620
  • /2

    $30,000 Under Contract

    • Land
    • 0.83 Acre
    • $36,145 per Acre

    0 Georgetown Rd SE Unit MDKE2005448, Chestertown, MD 21620

    Wooded 0.8+ acre building lot on Georgetown Rd in Fairlee, just minutes from Chestertown, Tolchester, Rock Hall, and the Fairlee Boat Ramp. Water and sewer assessment already paid—no perc test needed! A convenient and ready-to-build spot for your Eastern Shore getaway!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Georgetown Rd SE Unit MDKE2005448, Chestertown, MD 21620
  • /43

    $411,500 Sold Nov 07, 2024

    • 810 Sq Ft
    • $508/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1961

    129 Char Nor Manor Blvd, Chestertown, MD 21620

    Enjoy the serenity of waterfront living in this delightful 2-bedroom, 1-bath ranch home nestled along the scenic Chester River. This cozy retreat offers stunning, uninterrupted views of the water from nearly every room. Imagine spending your mornings sipping coffee on the private dock or screened porch, or relaxing by the warmth of the wood-burning fireplace on cool evenings.The open floor

    Melanie Musser Iron Valley Real Estate of Central PA

    129 Char Nor Manor Blvd, Chestertown, MD 21620
    • /24

      Est $473,428 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,316 Sq Ft

      247 Devon Dr, Chestertown, MD 21620

      247 Devon Dr, Chestertown, MD 21620
  • /2

    $29,000 Under Contract

    • Land
    • 2.00 Acres
    • $14,500 per Acre

    0 Melitota Ln, Chestertown, MD 21620

    2-acre wooded parcel on L Road. Short distance to Chestertown and amenities. See Documents for additional information. Out of Town Seller will pay for perk testing with Buyer making local arrangements. Seller has paperwork from the County to proceed when needed.

    Jo Ann Edwards The Hogans Agency

    0 Melitota Ln, Chestertown, MD 21620
  • /35

    $406,000 Sold Nov 07, 2024

    • 1,509 Sq Ft
    • $269/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    813 S Meadowview Dr, Chestertown, MD 21620

    Nestled on the edge of the desirable Crestview neighborhood, this main level living home boasts beautiful hardwood floors, an easy flow perfect for entertaining, an ample screened in porch with views of the wooded back yard, and a walk-out, unfinished basement perfect for a gardening room or enclosed storage. Roof is only a few years young! Open house on Sept. 29th, 1-3pm.

    Liddy Campbell TTR Sotheby's International Realty

    813 S Meadowview Dr, Chestertown, MD 21620
    • /49

      Est $894,593 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,382 Sq Ft

      10761 Kasota Rd, Chestertown, MD 21620

      10761 Kasota Rd, Chestertown, MD 21620
  • /3

    $199,900

    • 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
  • /16

    $215,000 Sold Nov 04, 2024

    • 966 Sq Ft
    • $223/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    112 Snyder Ln, Chestertown, MD 21620

    ***Property back on market due to Buyer Default. ***This move-in ready home has been tastefully updated and is conveniently located close to downtown Chestertown while maintaining the benefits of Queen Anne's County. The primary suite has a spacious en suite bathroom and laundry area. An open floor plan provides plenty of living space and leads to another full bathroom and bedroom. An

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    112 Snyder Ln, Chestertown, MD 21620
    • /50

      Est $722,017 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,147 Sq Ft

      8930 Orchard Dr, Chestertown, MD 21620

      8930 Orchard Dr, Chestertown, MD 21620
  • /14

    $147,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    236 Merganser Dr, Chestertown, MD 21620

    Looking for that off the beaten path property, here it is! Looking for water access without all the fees, here it is! Property located in a water privileged community on the Chester River, access at end of road. Investors this property could possibly make a great Airbnb property to add to the portfolio. Make this 1 bedroom possibly into 2. Home offers a 1/2 acre lot with mature trees. Subject

    Dana Byrd Thurston Wyatt Real Estate, LLC

    236 Merganser Dr, Chestertown, MD 21620
  • /25

    $299,900 Sold Nov 01, 2024

    • 1,464 Sq Ft
    • $205/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    8489 Broad Neck Rd, Chestertown, MD 21620

    Welcome to this newly updated 3-bedroom, 2-bathroom rancher, conveniently located on Broad Neck Road, just minutes from historic Chestertown! This home offers some nice upgrades such as a brand-new roof, gutters, and HVAC system, ensuring year-round comfort and a full unfinished basement with heating and air conditioning—perfect for extra storage or future expansion. The interior has been

    Jody Baker Cross Street Realtors LLC

    8489 Broad Neck Rd, Chestertown, MD 21620

Showing Results 361 - 400, Page 10 of 18

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