6,914

Kent, MD Homes

Section Image
  • 100 Little Harbor Way, Chestertown, MD 21620
    100 Little Harbor Way, Chestertown, MD 21620
    100 Little Harbor Way, Chestertown, MD 21620
    /70

    $699,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    100 Little Harbor Way, Chestertown, MD 21620

    Welcome to 100 Little Harbor Way, a charming home nestled in the desirable water-priveledged Chestertown community of Chester River Landing. This 3 bedroom, 2 1⁄2 bath home offers the perfect blend of comfort and modern living and is ideal for quiet relaxation and entertaining alike. Situated in a tranquil neighborhood, you'll find yourself within easy reach of local amenities, including parks

    Jeannette Westcott Keller Williams Realty Centre

    100 Little Harbor Way, Chestertown, MD 21620
  • 23060 Old Fairlee Rd, Chestertown, MD 21620
    23060 Old Fairlee Rd, Chestertown, MD 21620
    23060 Old Fairlee Rd, Chestertown, MD 21620
    /7

    $45,000 Sold Dec 16, 2024

    • 1,040 Sq Ft
    • $43/SF
    • 210 Days On Market
    • Built 1900

    23060 Old Fairlee Rd, Chestertown, MD 21620

    Rare opportunity in a great residential location. Spacious garage/workshop, was most recently used for storage, situated on a half acre triangular lot. Check out the many possibilities! Great investor opportunity in a beautiful neighborhood. It is the buyer's responsibility to verify with Kent County Planning and Zoning any building use or renovation plans. Garage is hooked up to electric, but

    Julia Hilfiker Gunther-McClary Real Estate

    23060 Old Fairlee Rd, Chestertown, MD 21620
    • 9041 S Bayview Dr, Chestertown, MD 21620
      9041 S Bayview Dr, Chestertown, MD 21620
      9041 S Bayview Dr, Chestertown, MD 21620
      /47

      Est $346,422 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,360 Sq Ft

      9041 S Bayview Dr, Chestertown, MD 21620

      9041 S Bayview Dr, Chestertown, MD 21620
  • 209 River Rd, Chestertown, MD 21620
    209 River Rd, Chestertown, MD 21620
    209 River Rd, Chestertown, MD 21620
    /3

    $135,000 Pending

    • Land
    • 1.01 Acres
    • $133,663 per Acre

    209 River Rd, Chestertown, MD 21620

    A perc approved one acre open lot in a an established neighborhood ready for your dream home. No trees to clear and no restrictions except Critical Area guidelines. Perfectly located within a couple of minutes to downtown Historic Chestertown.

    Hayley Norris Select Land & Homes, LLC

    209 River Rd, Chestertown, MD 21620
  • 106 Church Alley, Chestertown, MD 21620
    106 Church Alley, Chestertown, MD 21620
    106 Church Alley, Chestertown, MD 21620
    /27

    $495,000 Sold Dec 13, 2024

    • 1,416 Sq Ft
    • $350/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1880

    106 Church Alley, Chestertown, MD 21620

    Step into this beautifully renovated 1,416 sq. ft., 2 bedrooms, 1.5 bath home in the heart of Chestertown. The building operated as the Johnson General Store into the 1950s and this home now offers the perfect blend of historical charm and modern conveniences. Fully restored in 2017 down to the studs, this home retains its rich heritage while boasting high-end updates throughout. As you enter

    Cindy Genther Rock Hall Properties Real Estate

    106 Church Alley, Chestertown, MD 21620
    • 10069 John Carvill Rd, Chestertown, MD 21620
      10069 John Carvill Rd, Chestertown, MD 21620
      10069 John Carvill Rd, Chestertown, MD 21620
      /69

      Est $1,290,306 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,869 Sq Ft

      10069 John Carvill Rd, Chestertown, MD 21620

      10069 John Carvill Rd, Chestertown, MD 21620
  • 21363 Indiana Ave, Chestertown, MD 21620
    21363 Indiana Ave, Chestertown, MD 21620
    21363 Indiana Ave, Chestertown, MD 21620
    /24

    $299,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 896 Sq Ft

    21363 Indiana Ave, Chestertown, MD 21620

    Welcome to this low-maintenance coastal cottage in Tolchester, just two blocks from the community beach on the Chesapeake Bay. Set on nearly a half-acre, this home has been completely renovated inside and out. Inside, you'll find three bedrooms and one and a half baths. Recent upgrades include a new well, new water filtration and softener system, and an encapsulated crawlspace with

    Courtney Chipouras TTR Sotheby's International Realty

    21363 Indiana Ave, Chestertown, MD 21620
  • 228 Concord Rd, Chestertown, MD 21620
    228 Concord Rd, Chestertown, MD 21620
    228 Concord Rd, Chestertown, MD 21620
    /26

    $325,000 Sold Dec 12, 2024

    • 1,500 Sq Ft
    • $217/SF
    • 25 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1974

    228 Concord Rd, Chestertown, MD 21620

    This 1500 sq. foot rancher sits on a nice open lot with plenty of parking and room to grow and make your own . Main level offers eat in kitchen, an oversized living room with fireplace , four bedrooms and two full baths. One of the bedrooms could make a perfect home office. This home has been freshly painted and new flooring. This will get the new owners a fresh start while they decide on

    Grace Crockett Doug Ashley Realtors, LLC

    228 Concord Rd, Chestertown, MD 21620
    • 502 Cannon St, Chestertown, MD 21620
      502 Cannon St, Chestertown, MD 21620
      502 Cannon St, Chestertown, MD 21620
      /45

      Est $453,046 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,464 Sq Ft

      502 Cannon St, Chestertown, MD 21620

      502 Cannon St, Chestertown, MD 21620
  • 114 Darden Rd, Chestertown, MD 21620
    114 Darden Rd, Chestertown, MD 21620
    114 Darden Rd, Chestertown, MD 21620
    /33

    $269,900 Pending

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

    114 Darden Rd, Chestertown, MD 21620

    All one floor living on quiet street with large fenced yard and mature trees close to the bay! Lovely renovations and brand new kitchen with solid white shaker cabinetry including soft close dovetailed drawers and new stainless steel appliances PLUS BRAND NEW ROOF! Brand New septic system to be installed by settlement! ABSOLUTE MUST SEE HOME!

    Lee Wolff FSBO Broker

    114 Darden Rd, Chestertown, MD 21620
  • 1316 Ewingtown Rd, Chestertown, MD 21620
    1316 Ewingtown Rd, Chestertown, MD 21620
    1316 Ewingtown Rd, Chestertown, MD 21620
    /60

    $625,000 Sold Dec 10, 2024

    • 2,476 Sq Ft
    • $252/SF
    • 33 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2002

    1316 Ewingtown Rd, Chestertown, MD 21620

    Welcome to 1316 Ewingtown Rd, where the charm of historic Chestertown meets the tranquility of rural living. Nestled on nearly 3 ½ acres of pristine land (main lot is 2.33 acres and adjacent lot is 1 acre), this Art Deco Farmhouse is a private retreat surrounded by thousands of acres of preserved farmland and woodlands. Just 45 minutes from Annapolis and Easton, and a quick 10-minute drive to

    Travis Gray Engel & Völkers Annapolis

    1316 Ewingtown Rd, Chestertown, MD 21620
    • 111 Manor Ave, Chestertown, MD 21620
      111 Manor Ave, Chestertown, MD 21620
      111 Manor Ave, Chestertown, MD 21620
      /44

      Est $437,522 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      111 Manor Ave, Chestertown, MD 21620

      111 Manor Ave, Chestertown, MD 21620
  • 10175 John Carvill Rd, Chestertown, MD 21620
    10175 John Carvill Rd, Chestertown, MD 21620
    10175 John Carvill Rd, Chestertown, MD 21620
    /72

    $625,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,155 Sq Ft

    10175 John Carvill Rd, Chestertown, MD 21620

    Welcome to 10175 John Carvill Road, nestled in the desirable water-oriented community of Great Oak Estates. This spacious home offers an open floor plan with 5 bedrooms and 3.5 baths, hardwood floors throughout the first floor, a cathedral ceiling, gas fireplace in the family room, and two primary suites. Enjoy the private fenced backyard and the sense of space that comes with it. The

    Hayley Norris Select Land & Homes, LLC

    10175 John Carvill Rd, Chestertown, MD 21620
  • 218 Concord Rd, Chestertown, MD 21620
    218 Concord Rd, Chestertown, MD 21620
    218 Concord Rd, Chestertown, MD 21620
    /22

    $342,000 Sold Dec 09, 2024

    • 1,200 Sq Ft
    • $285/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    218 Concord Rd, Chestertown, MD 21620

    Charming 3-bedroom, 2-bath rancher located in the desirable Chester Harbor neighborhood! This move-in-ready home features a recently updated kitchen with quartz counters and new flooring in the bedrooms. New heat pump. Enjoy the spacious, fenced-in backyard complete with a screened-in porch and fire pit. A large shed offers extra storage. Conveniently situated just minutes from downtown

    Courtney Chipouras TTR Sotheby's International Realty

    218 Concord Rd, Chestertown, MD 21620
    • 8610 Camp Rd, Chestertown, MD 21620
      8610 Camp Rd, Chestertown, MD 21620
      8610 Camp Rd, Chestertown, MD 21620
      /40

      Est $422,024 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,080 Sq Ft

      8610 Camp Rd, Chestertown, MD 21620

      8610 Camp Rd, Chestertown, MD 21620
  • 3666 Gratitude Way, Chestertown, MD 21620
    3666 Gratitude Way, Chestertown, MD 21620
    3666 Gratitude Way, Chestertown, MD 21620
    /18

    $665,610 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,599 Sq Ft

    3666 Gratitude Way, Chestertown, MD 21620

    TO BE BUILT......Welcome to Ryan Homes at Gilbert Meadows. Offering ranch style & 2-story single family homes with 1st floor primary suites in Harford County, MD. Minutes to Rte. 22 & I-95 - Starting from the low $500's. Our homes are designed to make your life easier with open and modern designs connecting all the spaces you use most! Plus, our homes all offer all the conveniences of main-level

    Tineshia Johnson NVR, INC.

    3666 Gratitude Way, Chestertown, MD 21620
  • 23055 Parsons Rd, Chestertown, MD 21620
    23055 Parsons Rd, Chestertown, MD 21620
    23055 Parsons Rd, Chestertown, MD 21620
    /33

    $329,000 Sold Dec 06, 2024

    • 1,473 Sq Ft
    • $223/SF
    • 35 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    23055 Parsons Rd, Chestertown, MD 21620

    Well Maintained rancher with major renovations. Updating Kitchen including recently new stainless steel appliances and cabinets, Bathrooms, HW flooring refinished, fresh Paint throughout, move-in condition. New boiler, new water heater & new central A/c in 2011. Full basement -Office/den in basement w/ built-in book shelves and tile floor that has a separate entrance. Laundry area in basement.

    Sharon Clark Clark & Co Realty, LLC

    23055 Parsons Rd, Chestertown, MD 21620
    • 207 N Queen St, Chestertown, MD 21620
      207 N Queen St, Chestertown, MD 21620
      207 N Queen St, Chestertown, MD 21620
      /44

      Est $626,470 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,244 Sq Ft

      207 N Queen St, Chestertown, MD 21620

      207 N Queen St, Chestertown, MD 21620
  • 0 Millbrook Dr, Chestertown, MD 21620
    0 Millbrook Dr, Chestertown, MD 21620
    /2

    $12,500 Pending

    • Land
    • 0.50 Acre
    • $25,000 per Acre

    0 Millbrook Dr, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Millbrook Dr, Chestertown, MD 21620
  • 305 Lincoln Dr, Chestertown, MD 21620
    305 Lincoln Dr, Chestertown, MD 21620
    305 Lincoln Dr, Chestertown, MD 21620
    /33

    $250,000 Sold Dec 06, 2024

    • 1,632 Sq Ft
    • $153/SF
    • 88 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    305 Lincoln Dr, Chestertown, MD 21620

    Looking for extra space? This home has a large extra room that could be a primary bedroom & bath with walk-in closet, a den/playroom, office with a separate private entrance, gym, or whatever your lifestyle needs! The original primary bedroom includes an attached half bath and the original hardwood floors gleam throughout most of the home! Easy access to multiple public ramps & just a short drive

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    305 Lincoln Dr, Chestertown, MD 21620
    • 201 Radcliffe Dr, Chestertown, MD 21620
      201 Radcliffe Dr, Chestertown, MD 21620
      201 Radcliffe Dr, Chestertown, MD 21620
      /50

      Est $758,854 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,736 Sq Ft

      201 Radcliffe Dr, Chestertown, MD 21620

      201 Radcliffe Dr, Chestertown, MD 21620
  • 112 Metcalf Rd, Chestertown, MD 21620
    112 Metcalf Rd, Chestertown, MD 21620
    112 Metcalf Rd, Chestertown, MD 21620
    /6

    $280,000 Coming Soon

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

    112 Metcalf Rd, Chestertown, MD 21620

    Come enjoy the this 2 year old home in Historic Chestertown. The home features 3 full bedrooms with 1 1/2 baths . It has an open concept on the main floor, kitchen has beautiful white shaker cabinetry, large island, granite countertops, stainless steel appliances, and luxury vinyl flooring. Large covered patio off the kitchen leading out to the back yard. A new shed was just installed for extra

    Steven Knopf Engel & Völkers Annapolis

    112 Metcalf Rd, Chestertown, MD 21620
  • 481 Pear Tree Point Rd, Chestertown, MD 21620
    481 Pear Tree Point Rd, Chestertown, MD 21620
    481 Pear Tree Point Rd, Chestertown, MD 21620
    /22

    $374,900 Sold Dec 06, 2024

    • 1,512 Sq Ft
    • $248/SF
    • 223 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    481 Pear Tree Point Rd, Chestertown, MD 21620

    Major Price Reduction - Brand New Home ready ready for ALL your Holiday Celebrations! Lawn has been freshly seeded and new shrubs planted for the fall. Three generous bedrooms and 2.5 baths! Enjoy beautiful water views of the Chester River... just across the street! Open floor plan, stainless steel appliances, main-level master suite with a walk-in closet and ensuite. Upstairs, you'll find two

    Clint Evans Cross Street Realtors LLC

    481 Pear Tree Point Rd, Chestertown, MD 21620
    • 21715 Tolchester Beach Rd, Chestertown, MD 21620
      21715 Tolchester Beach Rd, Chestertown, MD 21620
      21715 Tolchester Beach Rd, Chestertown, MD 21620
      /29

      Est $167,041 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 936 Sq Ft

      21715 Tolchester Beach Rd, Chestertown, MD 21620

      21715 Tolchester Beach Rd, Chestertown, MD 21620
  • 108 S Kent St, Chestertown, MD 21620
    108 S Kent St, Chestertown, MD 21620
    108 S Kent St, Chestertown, MD 21620
    /20

    $325,000 Coming Soon

    • 1 Bed
    • 1.5 Baths
    • 936 Sq Ft

    108 S Kent St, Chestertown, MD 21620

    Cute as a button in the historic district on South Kent St. This 1 bedroom, 1.5 bath home is in the center of town within walking distance to the farmers market and all the shops and restaurants. Just 4 blocks from Chestertown"s waterfront promonad. There is potential for a second bedroom upstairs if you add a wall between the bedroom and the sitting area. Adorable backyard. Perfect for one or

    Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    108 S Kent St, Chestertown, MD 21620
  • 24291 Chestertown Rd, Chestertown, MD 21620
    24291 Chestertown Rd, Chestertown, MD 21620
    24291 Chestertown Rd, Chestertown, MD 21620
    /24

    $355,000 Sold Dec 02, 2024

    • 1,536 Sq Ft
    • $231/SF
    • 64 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    24291 Chestertown Rd, Chestertown, MD 21620

    Price Improvement - Welcome to this delightful brick rancher, offering over 1,500 square feet of comfortable, inviting living space. This home boasts 3 spacious bedrooms and 2 full baths, perfectly designed to accommodate a variety of lifestyles. Step inside and be greeted by the open floor plan, where the brick fireplace in the living room adds both charm and warmth—an ideal gathering spot for

    Joelle Dolch Cross Street Realtors LLC

    24291 Chestertown Rd, Chestertown, MD 21620
    • 215 Devon Dr, Chestertown, MD 21620
      215 Devon Dr, Chestertown, MD 21620
      215 Devon Dr, Chestertown, MD 21620
      /30

      Est $377,968 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft

      215 Devon Dr, Chestertown, MD 21620

      215 Devon Dr, Chestertown, MD 21620
  • 492 Pear Tree Point Rd, Chestertown, MD 21620
    492 Pear Tree Point Rd, Chestertown, MD 21620
    492 Pear Tree Point Rd, Chestertown, MD 21620
    /7

    $1,100,000 Coming Soon

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

    492 Pear Tree Point Rd, Chestertown, MD 21620

    Great opportunity to own a waterfront property on the scenic Chester River! This beautifully landscaped 3 bedroom, 2 bath home with a wraparound porch offers stunning views. There is an additional 700+/- sq ft space over the garage, filled with natural light and river views, ideal for extra bedrooms with bath, master bedroom or an in-law suite. Tucked away in a peaceful, private setting on a

    Leo Kuneman Meredith Fine Properties

    492 Pear Tree Point Rd, Chestertown, MD 21620
  • 6270 Quaker Neck Landing Rd, Chestertown, MD 21620
    6270 Quaker Neck Landing Rd, Chestertown, MD 21620
    6270 Quaker Neck Landing Rd, Chestertown, MD 21620
    /73

    $675,000 Sold Nov 26, 2024

    • 2,400 Sq Ft
    • $281/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2011

    6270 Quaker Neck Landing Rd, Chestertown, MD 21620

    From the moment you drive up to this beautiful home, you are struck by the beautiful landscaping that complements the home, includes a rain garden, cutting garden, wildflower garden and a walkway that leads to an outdoor patio that provides such a great space for outdoor living. The orchard has peaches, plum, apple trees as well as berries and grapes. The enclosed screen porch overlooks the

    Retha Arrabal Doug Ashley Realtors, LLC

    6270 Quaker Neck Landing Rd, Chestertown, MD 21620
    • 110 Camelot Dr, Chestertown, MD 21620
      110 Camelot Dr, Chestertown, MD 21620
      110 Camelot Dr, Chestertown, MD 21620
      /69

      Est $544,343 Not Listed For Sale

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

      110 Camelot Dr, Chestertown, MD 21620

      110 Camelot Dr, Chestertown, MD 21620
  • 209 Rivershore Rd, Chestertown, MD 21620
    209 Rivershore Rd, Chestertown, MD 21620
    209 Rivershore Rd, Chestertown, MD 21620
    /62

    $815,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,401 Sq Ft

    209 Rivershore Rd, Chestertown, MD 21620

    WELCOME TO 209 RIVERSHORE RD., CHESTERTOWN MD.,, Your natural waterfront retreat on the Chester River. Enjoy your time outside or inside of this tranquil property. As you step inside of this open flowy home with natural wood floors you will see the kitchen which has been partially remodeled with SS appliances, new counters and plenty of cabinet space. Overlooking the large spacious dining area

    Barbara McPhail Douglas Realty LLC

    209 Rivershore Rd, Chestertown, MD 21620
  • 21345 Persimmon Dr, Chestertown, MD 21620
    21345 Persimmon Dr, Chestertown, MD 21620
    21345 Persimmon Dr, Chestertown, MD 21620
    /6

    $152,881 Sold Nov 25, 2024

    • 1,232 Sq Ft
    • $124/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    21345 Persimmon Dr, Chestertown, MD 21620

    Join the small Tolchester Village community in a nice two bedroom and one bath town house. Remodeled in 2021 this modern home features low maintenance living. It could use a little tlc to make it your own. Outdoor storage areas are located in the front and back. There is a small back patio where you can sit and enjoy your morning coffee. Never worry about mowing the grass as the small HOA

    Vince Raimond Doug Ashley Realtors, LLC

    21345 Persimmon Dr, Chestertown, MD 21620
    • 103 Trafford Dr, Chestertown, MD 21620
      103 Trafford Dr, Chestertown, MD 21620
      103 Trafford Dr, Chestertown, MD 21620
      /31

      Est $361,494 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,944 Sq Ft

      103 Trafford Dr, Chestertown, MD 21620

      103 Trafford Dr, Chestertown, MD 21620
  • 10715 Kasota Rd, Chestertown, MD 21620
    10715 Kasota Rd, Chestertown, MD 21620
    10715 Kasota Rd, Chestertown, MD 21620
    /49

    $975,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,401 Sq Ft

    10715 Kasota Rd, Chestertown, MD 21620

    Private waterfront retreat on Mill Creek offering beautiful views, spacious living, and all the peace and quiet you have been looking for. This custom-built Cape-style home is nestled on a serene, protected stretch of water and offers the ideal blend of comfort and tranquility. With 4 bedrooms and 3 full baths, the home features a flexible floor plan designed for both everyday living and

    Sarah King Cross Street Realtors LLC

    10715 Kasota Rd, Chestertown, MD 21620
  • 5 Rolling Rd, Chestertown, MD 21620
    5 Rolling Rd, Chestertown, MD 21620
    5 Rolling Rd, Chestertown, MD 21620
    /32

    $239,000 Sold Nov 25, 2024

    • 1,202 Sq Ft
    • $199/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    5 Rolling Rd, Chestertown, MD 21620

    Brick rancher located in College Heights! There are 3 bedrooms and living room, all with wood floors. There is a large family room with built-ins. There is a full unfinished basement with connecting interior stairs and exterior stairs. The rear porch is ready to be screened in. Property backs up to woods. Close to hospital, parks and schools. This home will require a little TLC however the

    Doug Ashley Doug Ashley Realtors, LLC

    5 Rolling Rd, Chestertown, MD 21620
    • 208 N Mill St, Chestertown, MD 21620
      208 N Mill St, Chestertown, MD 21620
      208 N Mill St, Chestertown, MD 21620
      /41

      Est $384,847 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,537 Sq Ft

      208 N Mill St, Chestertown, MD 21620

      208 N Mill St, Chestertown, MD 21620
  • 106 Wilton Rd, Chestertown, MD 21620
    106 Wilton Rd, Chestertown, MD 21620
    106 Wilton Rd, Chestertown, MD 21620
    /36

    $299,500 Under Contract

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

    106 Wilton Rd, Chestertown, MD 21620

    Charming Updated and Well Maintained Rancher in the Chester Harbor Community of Queen Anne's County Chestertown! This house is the definition of "move-in ready" as the owner has taken tremendous pride in keeping the property updated. Over the years, they've installed new windows, new HVAC unit, new hot water heater, remodeled the kitchen, installed new appliances, painted the interior, added new

    Crystal Smith RE/MAX Executive

    106 Wilton Rd, Chestertown, MD 21620
  • 142 Church Meadow Ct, Chestertown, MD 21620
    142 Church Meadow Ct, Chestertown, MD 21620
    142 Church Meadow Ct, Chestertown, MD 21620
    /27

    $405,000 Sold Nov 22, 2024

    • 1,426 Sq Ft
    • $284/SF
    • 39 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    142 Church Meadow Ct, Chestertown, MD 21620

    Conveniently located between Church Hill and Chestertown this home sits on a quiet cul de sac with 1.25 acre lot backing to farm fields. Fenced rear yard is great for 2 or 4 legged family members and provides ample room to play, garden, or just relax. Inside features over 1400 SQFT of finished space with 3 bedrooms, 2.5 bathrooms and great lower level family room with walk out to rear yard

    Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    142 Church Meadow Ct, Chestertown, MD 21620
    • 10656 Millbrook Dr, Chestertown, MD 21620
      10656 Millbrook Dr, Chestertown, MD 21620
      10656 Millbrook Dr, Chestertown, MD 21620
      /36

      Est $374,607 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,872 Sq Ft

      10656 Millbrook Dr, Chestertown, MD 21620

      10656 Millbrook Dr, Chestertown, MD 21620
  • 7071 Pomona Rd, Chestertown, MD 21620
    7071 Pomona Rd, Chestertown, MD 21620
    7071 Pomona Rd, Chestertown, MD 21620
    /47

    $665,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 2,544 Sq Ft

    7071 Pomona Rd, Chestertown, MD 21620

    Welcome to your Eastern Shore escape—where timeless charm meets modern convenience on over four beautifully private acres in the heart of Quaker Neck. Just a short drive from historic Chestertown, this double-lot property invites you to embrace a slower pace, with all the major updates already completed: new septic, HVAC, and roof in 2021, plus thoughtful improvements through 2025 including a

    Liddy Campbell TTR Sotheby's International Realty

    7071 Pomona Rd, Chestertown, MD 21620

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