7,033

Homes in ZIP Code 21620

Section Image
  • 107 N Queen St, Chestertown, MD 21620
    107 N Queen St, Chestertown, MD 21620
    107 N Queen St, Chestertown, MD 21620
    /4

    $529,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 3,050 Sq Ft

    107 N Queen St, Chestertown, MD 21620

    The Vannort House stands proudly on historic Queen Street with a colonial-era smokehouse in the yard! Light & breezy: The 31' long screened-in side-porch has doors from the eat-in Kitchen, formal Dining Room, and the grand high-ceilinged Living Room! Keep all the doors open into the screened porch for an amazing indoor-outdoor way of living! A truly versatile layout for entertaining and

    Beth Ostrander Doug Ashley Realtors, LLC

    107 N Queen St, Chestertown, MD 21620
  • 249 Duke of Kent St, Chestertown, MD 21620
    249 Duke of Kent St, Chestertown, MD 21620
    249 Duke of Kent St, Chestertown, MD 21620
    /28

    $343,600 Sold Mar 26, 2025

    • 1,556 Sq Ft
    • $221/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2000

    249 Duke of Kent St, Chestertown, MD 21620

    Lovely all one floor living in quiet neighborhood with updated features throughout! Brand new gorgeous kitchen with white shaker cabinetry featuring dovetail construction soft close drawers, solid butcher block countertops, tile backsplash, large island, brand new stainless steel appliances and much more! eng hardwood flooring, recessed lighting, vertical custom ship lap, gas fireplace, screened

    Lee Wolff FSBO Broker

    249 Duke of Kent St, Chestertown, MD 21620
    • 331 Park Ln, Chestertown, MD 21620
      331 Park Ln, Chestertown, MD 21620
      331 Park Ln, Chestertown, MD 21620
      /33

      Est $1,125,124 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,184 Sq Ft

      331 Park Ln, Chestertown, MD 21620

      331 Park Ln, 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

    $485,000 Under Contract

    • 2 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    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
  • 6744 Church Hill Rd, Chestertown, MD 21620
    6744 Church Hill Rd, Chestertown, MD 21620
    6744 Church Hill Rd, Chestertown, MD 21620
    /41

    $320,000 Sold Mar 26, 2025

    • 1,298 Sq Ft
    • $247/SF
    • 199 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1964

    6744 Church Hill Rd, Chestertown, MD 21620

    Nestled in a prime suburban commercial zone, this versatile property offers 1,300 sq ft of living space, perfect for both residential and/or commercial use. The freshly resealed driveway accommodates up to 6+ vehicles, with the potential for parking lot expansion, ensuring ample space for guests or clients. The property features two inviting front entries: one through an 8x16 sunporch, ideal for

    Sarah Ulrick Rock Hall Properties Real Estate

    6744 Church Hill Rd, Chestertown, MD 21620
    • 228 Dutchess Rd, Chestertown, MD 21620
      228 Dutchess Rd, Chestertown, MD 21620
      228 Dutchess Rd, Chestertown, MD 21620
      /23

      Est $312,132 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,796 Sq Ft

      228 Dutchess Rd, Chestertown, MD 21620

      228 Dutchess Rd, Chestertown, MD 21620
  • 24543 Chestertown Rd, Chestertown, MD 21620
    24543 Chestertown Rd, Chestertown, MD 21620
    24543 Chestertown Rd, Chestertown, MD 21620
    /55

    $475,000 Pending

    • 3 Beds
    • 2 Baths
    • 3,280 Sq Ft

    24543 Chestertown Rd, Chestertown, MD 21620

    Nestled on 10 scenic acres just outside of Chestertown, this spacious 3,280 sq ft home offers incredible potential for those looking to earn a little sweat equity. This home is ready for a buyer looking to uncover its true potential. Boasting 3 large bedrooms, a very large room on 2nd level could be a bedroom ? game room ? you decide, 3 flexible spaces that can be used as offices, dens, or

    Terri Murray RE/MAX Executive

    24543 Chestertown Rd, Chestertown, MD 21620
  • 9048 Georgetown Rd, Chestertown, MD 21620
    9048 Georgetown Rd, Chestertown, MD 21620
    /2

    $45,000 Sold Mar 26, 2025

    • Land
    • 1.21 Acres
    • $37,190 per Acre
    • 713 Days On Market

    9048 Georgetown Rd, Chestertown, MD 21620

    Buildable parcel with the possibility of subdividing into 2 lots.

    Beverly Sloane Benson & Mangold, LLC

    9048 Georgetown Rd, Chestertown, MD 21620
    • 102 Darden Rd, Chestertown, MD 21620
      102 Darden Rd, Chestertown, MD 21620
      102 Darden Rd, Chestertown, MD 21620
      /11

      Est $311,883 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft

      102 Darden Rd, Chestertown, MD 21620

      102 Darden Rd, Chestertown, MD 21620
  • 200 Hoffman Ln, Chestertown, MD 21620
    200 Hoffman Ln, Chestertown, MD 21620
    200 Hoffman Ln, Chestertown, MD 21620
    /8

    $408,000

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft

    200 Hoffman Ln, Chestertown, MD 21620

    Investor’s Dream on the Chester River – 1.75 Acres with Endless Potential!Welcome to a rare opportunity along the stunning Chester River! This unique property combines two parcels totaling 1.75 acres and includes an 1100+ square foot home that’s ready for your vision. Whether you're a seasoned investor, a savvy flipper, or someone dreaming of creating the perfect riverfront retreat—this is the

    Joelle Dolch Cross Street Realtors LLC

    200 Hoffman Ln, Chestertown, MD 21620
  • 225 S Water St Unit 6, Chestertown, MD 21620
    225 S Water St Unit 6, Chestertown, MD 21620
    225 S Water St Unit 6, Chestertown, MD 21620
    /56

    $965,500 Sold Mar 21, 2025

    • 2,800 Sq Ft
    • $345/SF
    • 14 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2006

    225 S Water St Unit 6, Chestertown, MD 21620

    This end unit waterfront condo in Scott's Point has beautiful water views up and down the Chester River! It is a light filled gem with water views from every window. It has been impeccably maintained and offers wood floors, fireplace, plantation shutters, gourmet kitchen, front and back porches, second and third floor balconies and much more. There are two deeded slips (4ft. MLW) at the community

    Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    225 S Water St Unit 6, Chestertown, MD 21620
    • 414 Pine Tree Rd, Chestertown, MD 21620
      414 Pine Tree Rd, Chestertown, MD 21620
      414 Pine Tree Rd, Chestertown, MD 21620
      /42

      Est $368,019 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,688 Sq Ft

      414 Pine Tree Rd, Chestertown, MD 21620

      414 Pine Tree Rd, Chestertown, MD 21620
  • 0 Cromwell Clark Rd, Chestertown, MD 21620
    0 Cromwell Clark Rd, Chestertown, MD 21620
    0 Cromwell Clark Rd, Chestertown, MD 21620
    /19

    $3,000,000

    • Land
    • 87 Acres
    • $34,349 per Acre

    0 Cromwell Clark Rd, Chestertown, MD 21620

    Potential for Residential Development!87 Acre land tract that is annexed into the town of Chestertown and is served with municipal services. The property is zoned residential (R-3 and R-4) and has been previously studied for residential development. The 44± acres of farmland are surrounded by a forested buffer that may nicely serve the future layout and privacy of a residential community. Site

    BRIAN MORRIS The Land Group

    0 Cromwell Clark Rd, Chestertown, MD 21620
  • 477 Pear Tree Point Rd, Chestertown, MD 21620
    477 Pear Tree Point Rd, Chestertown, MD 21620
    477 Pear Tree Point Rd, Chestertown, MD 21620
    /20

    $355,000 Sold Mar 21, 2025

    • 1,512 Sq Ft
    • $235/SF
    • 282 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    477 Pear Tree Point Rd, Chestertown, MD 21620

    Price Reduced!! Brand NEW home located within the much desired Queen Anne's County School District!! Three (3) bedrooms and Two and a half (2.5) baths. Water views of the Chester River and an open-concept layout. Stainless steel appliances in the kitchen, a main-level master suite with a walk-in closet. Upstairs, you'll find two more generously sized bedrooms and an additional full bathroom. High

    Clint Evans Cross Street Realtors LLC

    477 Pear Tree Point Rd, Chestertown, MD 21620
    • 104 Woodstock Rd, Chestertown, MD 21620
      104 Woodstock Rd, Chestertown, MD 21620
      104 Woodstock Rd, Chestertown, MD 21620
      /33

      Est $286,457 Not Listed For Sale

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

      104 Woodstock Rd, Chestertown, MD 21620

      104 Woodstock Rd, Chestertown, MD 21620
  • 109 Edmore Rd, Chestertown, MD 21620
    109 Edmore Rd, Chestertown, MD 21620
    109 Edmore Rd, Chestertown, MD 21620
    /24

    $344,900

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

    109 Edmore Rd, Chestertown, MD 21620

    Welcome to 109 Edmore Rd, a beautifully renovated 3-bedroom, 2-bath ranch-style home offering 1,344 sq. ft. of comfortable living space on a 0.34-acre lot. This move in ready home blends modern upgrades with cozy charm. Renovated in 2021 upgrades include HVAC, Roof, Encapsulated crawl space, appliances, reverse osmosis and water conditioner. Features a 16 x 12 screen porch for relaxing outdoors.

    Norma Coursey Benson & Mangold, LLC

    109 Edmore Rd, Chestertown, MD 21620
  • 3652 Gratitude Way, Chestertown, MD 21620
    3652 Gratitude Way, Chestertown, MD 21620
    3652 Gratitude Way, Chestertown, MD 21620
    /10

    $579,238 Sold Mar 20, 2025

    • 2,642 Sq Ft
    • $219/SF
    • 1 Day On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    3652 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 Services, Inc.

    3652 Gratitude Way, Chestertown, MD 21620
    • 318 River Rd, Chestertown, MD 21620
      318 River Rd, Chestertown, MD 21620
      318 River Rd, Chestertown, MD 21620
      /23

      Est $740,619 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,636 Sq Ft

      318 River Rd, Chestertown, MD 21620

      318 River Rd, Chestertown, MD 21620
  • 619 Cannon St, Chestertown, MD 21620
    619 Cannon St, Chestertown, MD 21620
    619 Cannon St, Chestertown, MD 21620
    /9

    $220,000

    • 1 Bed
    • 1 Bath
    • 882 Sq Ft

    619 Cannon St, Chestertown, MD 21620

    Ideally situated in Chestertown’s sought-after Historic District, this charming 1-bedroom, 1-bathroom cottage offers comfort, convenience, and plenty of potential. Enjoy a low-maintenance lifestyle just steps from downtown shops, restaurants, waterfront parks, and Washington College. The home features a bright and efficient layout, perfect for a weekend retreat, investment property, or full-time

    Sarah King Cross Street Realtors LLC

    619 Cannon St, Chestertown, MD 21620
  • 116 Island Lark Way, Chestertown, MD 21620
    116 Island Lark Way, Chestertown, MD 21620
    116 Island Lark Way, Chestertown, MD 21620
    /20

    $286,900 Sold Mar 17, 2025

    • 1,420 Sq Ft
    • $202/SF
    • 125 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    116 Island Lark Way, Chestertown, MD 21620

    Welcome home to this beautiful end unit townhome in the newer community of The Village At Chestertown. This 3 bedroom, 2.5 bath townhome looks out over the beautiful pond with fountain, and a great walking path around the pond and community. Furry friends are welcome at the nearby dog park as well. This home is less than a year old and has had some upgrades added since the purchase, such as

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    116 Island Lark Way, Chestertown, MD 21620
    • 101 Pine Tree Rd, Chestertown, MD 21620
      101 Pine Tree Rd, Chestertown, MD 21620
      101 Pine Tree Rd, Chestertown, MD 21620
      /36

      Est $478,803 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,848 Sq Ft

      101 Pine Tree Rd, Chestertown, MD 21620

      101 Pine Tree Rd, Chestertown, MD 21620
  • 9020 Georgetown Rd, Chestertown, MD 21620
    9020 Georgetown Rd, Chestertown, MD 21620
    9020 Georgetown Rd, Chestertown, MD 21620
    /10

    $80,000

    • Land
    • 2.36 Acres
    • $33,898 per Acre

    9020 Georgetown Rd, Chestertown, MD 21620

    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 debris around the

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    9020 Georgetown Rd, Chestertown, MD 21620
  • 409 Riverview Rd, Chestertown, MD 21620
    409 Riverview Rd, Chestertown, MD 21620
    409 Riverview Rd, Chestertown, MD 21620
    /29

    $380,000 Sold Mar 14, 2025

    • 1,800 Sq Ft
    • $211/SF
    • 118 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    409 Riverview Rd, Chestertown, MD 21620

    EXCEPTIONAL VALUE-This charming Cape Cod home offers exceptional value with a recent $10,000 price reduction and new carpet throughout. Located on a desirable corner lot in Kingstown, this property is just a short walk or bike ride from historic Chestertown. The home features a modernized kitchen, updated bathrooms, and custom tile floors. Enjoy the convenience of a first-floor bedroom, a

    Norma Coursey Benson & Mangold, LLC

    409 Riverview Rd, Chestertown, MD 21620
    • 106 Darden Rd, Chestertown, MD 21620
      106 Darden Rd, Chestertown, MD 21620
      106 Darden Rd, Chestertown, MD 21620
      /11

      Est $298,785 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft

      106 Darden Rd, Chestertown, MD 21620

      106 Darden Rd, Chestertown, MD 21620
  • 1814 Pondtown Rd, Chestertown, MD 21620
    1814 Pondtown Rd, Chestertown, MD 21620
    1814 Pondtown Rd, Chestertown, MD 21620
    /8

    $125,000

    • 3 Beds
    • 1 Bath
    • 973 Sq Ft

    1814 Pondtown Rd, Chestertown, MD 21620

    INVESTOR & BUILDER ALERT! 2.69 Acres | No HOA | Unlock the potential of this prime 2.69-acre property in beautiful Queen Anne’s County! A rare opportunity with no HOA and no restrictions, giving you full creative freedom to bring your vision to life. Whether you're a savvy investor, builder, or contractor looking for your next project, this is the blank canvas you've been waiting for.The existing

    Joelle Dolch Cross Street Realtors LLC

    1814 Pondtown Rd, Chestertown, MD 21620
  • 209 N Queen St, Chestertown, MD 21620
    209 N Queen St, Chestertown, MD 21620
    209 N Queen St, Chestertown, MD 21620
    /63

    $535,000 Sold Mar 13, 2025

    • 2,328 Sq Ft
    • $230/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1885

    209 N Queen St, Chestertown, MD 21620

    Welcome to the historic Fannie Stuart home, c 1885 - a delightful Victorian home, with the perfect blend of classic elegance and modern comfort, blocks to downtown historic Chestertown and all it has to offer. This special residence boasts four spacious bedrooms, and two beautifully renovated bathrooms, offering ample space for relaxation and entertaining. Step inside to discover a warm and

    Andrea Alderdice Long & Foster Real Estate, Inc.

    209 N Queen St, Chestertown, MD 21620
    • 109 Lyons Ln, Chestertown, MD 21620
      109 Lyons Ln, Chestertown, MD 21620
      109 Lyons Ln, Chestertown, MD 21620
      /32

      Est $552,446 Not Listed For Sale

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

      109 Lyons Ln, Chestertown, MD 21620

      109 Lyons Ln, Chestertown, MD 21620
  • 104 Dutchess Rd, Chestertown, MD 21620
    104 Dutchess Rd, Chestertown, MD 21620
    104 Dutchess Rd, Chestertown, MD 21620
    /23

    $312,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    104 Dutchess Rd, Chestertown, MD 21620

    This home is a must see! Join the Chester Harbor Community.A charming home in a lovely neighborhood on Maryland's Eastern Shore. Welcome to Chester Harbor, Queen Anne's County. Only minutes from historic Chestertown, this three bedroom, two bath home offers one-level living and an appealing owner's suite. The expansive, fully fenced backyard is easily accessed from the private deck off of the

    Helen J Butler Taylor Properties

    104 Dutchess Rd, Chestertown, MD 21620
  • 312 Princess Anne Dr, Chestertown, MD 21620
    312 Princess Anne Dr, Chestertown, MD 21620
    312 Princess Anne Dr, Chestertown, MD 21620
    /87

    $440,000 Sold Mar 13, 2025

    • 1,848 Sq Ft
    • $238/SF
    • 31 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    312 Princess Anne Dr, Chestertown, MD 21620

    ?? Just Renovated Creekside Beauty – Move-In Ready! ??Discover your dream home with this beautifully renovated 4-bedroom, 2.5-bath gem that overlooks a serene creek. Perfectly blending modern upgrades with cozy charm, this property has everything you need and more!? Key Features:Spacious 2-Car GarageBonus Room: Use as a 4th bedroom, home office, or entertainment

    Jim Davidson Coldwell Banker Waterman Realty

    312 Princess Anne Dr, Chestertown, MD 21620
    • 2010 Mcginnes Rd, Chestertown, MD 21620
      2010 Mcginnes Rd, Chestertown, MD 21620
      2010 Mcginnes Rd, Chestertown, MD 21620
      /27

      Est $360,100 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,253 Sq Ft

      2010 Mcginnes Rd, Chestertown, MD 21620

      2010 Mcginnes Rd, Chestertown, MD 21620
  • 0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
    /2

    $150,000

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

    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620

    Beautiful 2-Acre Lot – Build Your Dream Home!Come and experience the charm of this picturesque 2-acre lot, perfectly priced and ready for your dream home. Nestled among scenic farms and mature trees, this serene setting offers the perfect blend of privacy and natural beauty.Located just minutes from the water, you'll enjoy easy access to nearby Tolchester Beach—only about 2 miles west—and the

    Sebrin Adem RE/MAX Allegiance

    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
  • 204 Pine Cove Ln, Chestertown, MD 21620
    204 Pine Cove Ln, Chestertown, MD 21620
    204 Pine Cove Ln, Chestertown, MD 21620
    /30

    $400,000 Sold Mar 12, 2025

    • 2,167 Sq Ft
    • $185/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    204 Pine Cove Ln, Chestertown, MD 21620

    Discover the perfect blend of modern design and rustic charm at 204 Pine Cove Lane, a stunning 3-bedroom, 2.5-bathroom home built in 2021. Tucked away on a secluded lot and surrounded by picturesque farmland, this property offers unparalleled privacy and tranquility—a true sanctuary for those seeking a peaceful retreat.Step inside to be greeted by a thoughtfully designed interior,

    Kelly Harris Coldwell Banker Realty

    204 Pine Cove Ln, Chestertown, MD 21620
    • 106 Goose Roost Ln, Chestertown, MD 21620
      106 Goose Roost Ln, Chestertown, MD 21620
      106 Goose Roost Ln, Chestertown, MD 21620
      /53

      Est $685,366 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 5,366 Sq Ft

      106 Goose Roost Ln, Chestertown, MD 21620

      106 Goose Roost Ln, Chestertown, MD 21620
  • 23683 L Rd, Chestertown, MD 21620
    23683 L Rd, Chestertown, MD 21620
    23683 L Rd, Chestertown, MD 21620
    /3

    $15,000

    • Land
    • 0.69 Acre
    • $21,739 per Acre

    23683 L Rd, Chestertown, MD 21620

    This wooded property offers a peaceful, rural setting while still being close to local amenities and waterfront attractions just minutes from the town of Chestertown, Worton Creek Marina, and Great Oak Landing.

    Alyson Anderson Allfirst Realty, Inc.

    23683 L Rd, Chestertown, MD 21620
  • 317 Union Church Rd, Chestertown, MD 21620
    317 Union Church Rd, Chestertown, MD 21620
    317 Union Church Rd, Chestertown, MD 21620
    /33

    $685,000 Sold Mar 07, 2025

    • 2,512 Sq Ft
    • $273/SF
    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    317 Union Church Rd, Chestertown, MD 21620

    Welcome to 317 Union Church Rd, Stunning Custom Built Farmhouse with all the bells and whistles perfectly sited on over 1 acre. Open concept yet defined spaces allow this home to function wonderfully for entertaining and everyday living...The home exudes style and hospitality from its covered wraparound plantation porch through to the welcoming extra wide entry, seamlessly flowing to the

    Karen Clark Clark & Co Realty, LLC

    317 Union Church Rd, Chestertown, MD 21620
    • 202 Tamarack Rd, Chestertown, MD 21620
      202 Tamarack Rd, Chestertown, MD 21620
      202 Tamarack Rd, Chestertown, MD 21620
      /32

      Est $358,097 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,345 Sq Ft

      202 Tamarack Rd, Chestertown, MD 21620

      202 Tamarack Rd, Chestertown, MD 21620
  • 22153 1st Point Rd, Chestertown, MD 21620
    22153 1st Point Rd, Chestertown, MD 21620
    22153 1st Point Rd, Chestertown, MD 21620
    /87

    $1,200,000

    • 5 Beds
    • 6 Baths
    • 3,078 Sq Ft

    22153 1st Point Rd, Chestertown, MD 21620

    Experience the waterfront lifestyle like never before in this stunning mid-century modern home, which seamlessly hangs cliffside over the serene waters of the Chesapeake Bay's Fairlee Creek. Offering unparalleled privacy and exclusivity, this extraordinary residence evokes the sensation of floating on a boat, where every moment feels like an escape to a tranquil paradise. The unique design and

    Liddy Campbell TTR Sotheby's International Realty

    22153 1st Point Rd, Chestertown, MD 21620
  • 10061 Flatland Rd, Chestertown, MD 21620
    10061 Flatland Rd, Chestertown, MD 21620
    10061 Flatland Rd, Chestertown, MD 21620
    /21

    $325,000 Sold Mar 06, 2025

    • 2,376 Sq Ft
    • $137/SF
    • 18 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1969

    10061 Flatland Rd, Chestertown, MD 21620

    Charming, very well-maintained home located just outside historic Chestertown. The side entrance has a spacious deck and ramp that leads to a full blacktop driveway. Unique split level back entrance. 1.3 grassy acres. Large unfinished basement for extra living space. Hardwood flooring beneath the carpet. Updates include recent paint in interior rooms, (except Kitchen), new paint basement,

    Jo Ann Edwards The Hogans Agency

    10061 Flatland Rd, Chestertown, MD 21620
    • 121 Bass Track Ct, Chestertown, MD 21620
      121 Bass Track Ct, Chestertown, MD 21620
      121 Bass Track Ct, Chestertown, MD 21620
      /49

      Est $601,806 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,904 Sq Ft

      121 Bass Track Ct, Chestertown, MD 21620

      121 Bass Track Ct, Chestertown, MD 21620
  • 114 Darden Rd, Chestertown, MD 21620
    114 Darden Rd, Chestertown, MD 21620
    114 Darden Rd, Chestertown, MD 21620
    /33

    $289,900

    • 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

Showing Results 81 - 120, Page 3 of 18

Maryland Chestertown 21620

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