203

Recently Sold Homes in 21620

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  • 10640 Watonga Rd, Chestertown, MD 21620
    10640 Watonga Rd, Chestertown, MD 21620
    10640 Watonga Rd, Chestertown, MD 21620
    /31

    $305,000 Sold Apr 01, 2025

    • 1,196 Sq Ft
    • $255/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    10640 Watonga Rd, Chestertown, MD 21620

    Located in Chesapeake Landing, this property offers access to a community area with a boat launch and docks, available through membership in the very reasonable community association. The deck overlooks a semi-private backyard. Inside, the house features new carpeting and fresh paint. It offers single-level living with three bedrooms, two full baths, and a kitchen/dining area with a sliding door

    Retha Arrabal Doug Ashley Realtors, LLC

    10640 Watonga Rd, Chestertown, MD 21620
  • 105 Justin Buch Dr, Chestertown, MD 21620
    105 Justin Buch Dr, Chestertown, MD 21620
    105 Justin Buch Dr, Chestertown, MD 21620
    /39

    $355,000 Sold Mar 31, 2025

    • 1,200 Sq Ft
    • $296/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    105 Justin Buch Dr, Chestertown, MD 21620

    Welcome to 105 Justin Buch Drive, a delightful single-family home nestled in a quiet community on the Queen Anne's side of Chestertown, MD. This charming residence offers 3 spacious bedrooms and 2 full bathrooms, providing ample space for comfortable living. Buy with ease with this recently renovated home within the last 3 years, to include a new roof, HVAC, Kitchen backsplash, new garage

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    105 Justin Buch Dr, Chestertown, MD 21620
  • 201 Fairview Dr, Chestertown, MD 21620
    201 Fairview Dr, Chestertown, MD 21620
    201 Fairview Dr, Chestertown, MD 21620
    /22

    $319,000 Sold Mar 31, 2025

    • 1,188 Sq Ft
    • $269/SF
    • 49 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    201 Fairview Dr, Chestertown, MD 21620

    Welcome to Chester Harbor. Great starter or downsizer, 3 bed 2 bath rancher awaits new owners. The floor plan includes generous Eat -in kitchen and large living room, separate laundry, and a huge screened in porch for picking crabs, parties, or just relaxing. New flooring , fresh paint, and new kitchen counters are a few of the recent updates. Tree lined rear yard and front holly hedge

    Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    201 Fairview Dr, Chestertown, MD 21620
  • Lot 4 Muirfield Dr, Chestertown, MD 21620
    Lot 4 Muirfield Dr, Chestertown, MD 21620
    Lot 4 Muirfield Dr, Chestertown, MD 21620
    /22

    $155,200 Sold Mar 31, 2025

    • Land
    • 1.90 Acres
    • $81,684 per Acre
    • 300 Days On Market

    Lot 4 Muirfield Dr, Chestertown, MD 21620

    Location (3 fairway lots available), Location (minutes from historic Chestertown), Location (easy access to pristine waterways of Maryland s eastern shore). Two other interior lots available including two corner locations. Lot 4 overlooks two greens on on hole #10 the other on # 5 with fairway boarders on two sides. Prestwick offers the best in eastern shore living with the small town charm of

    John Burke Gunther-McClary Real Estate

    Lot 4 Muirfield Dr, Chestertown, MD 21620
  • 117 Court St, Chestertown, MD 21620
    117 Court St, Chestertown, MD 21620
    117 Court St, Chestertown, MD 21620
    /35

    $365,000 Sold Mar 28, 2025

    • 744 Sq Ft
    • $491/SF
    • 23 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1885

    117 Court St, Chestertown, MD 21620

    Truly fine example of Italianate architecture nestled among Lawyer's Row in Historic District of Chestertown, Maryland. Immerse oneself in the lifestyle of an Historic Eastern Shore Town on the "beautiful" - as so any describe - Chester River. Home of 18th & 19th c. residences, charming shops, strong Arts & Craft Community, live theater and 10th oldest college in America - Washington College.

    Nancy McGuire Maryland Heritage Properties

    117 Court 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
  • 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
  • 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
  • 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
  • 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
  • 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, INC.

    3652 Gratitude Way, 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 23110 Old Fairlee Rd, Chestertown, MD 21620
    23110 Old Fairlee Rd, Chestertown, MD 21620
    23110 Old Fairlee Rd, Chestertown, MD 21620
    /21

    $165,300 Sold Mar 05, 2025

    • 1,545 Sq Ft
    • $107/SF
    • 129 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1938

    23110 Old Fairlee Rd, Chestertown, MD 21620

    Welcome to this lovely home with a detached garage in the community of Woods Edge in Kent County! The home features three spacious bedrooms with built-in closets, a full bath with dual vanities and a soaking tub, a family room with a fireplace that opens to the kitchen with appliances and wooden cabinets, and a sunroom with tiled floors and a sliding door that leads to the backyard. The home is

    Gina Gargeu Century 21 Downtown

    23110 Old Fairlee Rd, Chestertown, MD 21620
  • 10724 Foreston Rd, Chestertown, MD 21620
    10724 Foreston Rd, Chestertown, MD 21620
    10724 Foreston Rd, Chestertown, MD 21620
    /35

    $355,675 Sold Feb 28, 2025

    • 1,872 Sq Ft
    • $190/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    10724 Foreston Rd, Chestertown, MD 21620

    Your dream home is waiting! This remodeled home is waiting for you in the serene water-privileged community of Chesapeake Landing, just minutes from downtown Chestertown. The community offers exclusive access to a boat ramp, a small marina with boat slips, picnic area, and picturesque walking trails. This inviting 3-bedroom, 2-bath residence offers an ideal blend of comfort, convenience, and

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    10724 Foreston Rd, Chestertown, MD 21620
  • 224 Spring Rd, Millington, MD 21651
    224 Spring Rd, Millington, MD 21651
    224 Spring Rd, Millington, MD 21651
    /26

    $375,000 Sold Feb 28, 2025

    • Land
    • 50 Acres
    • $7,500 per Acre
    • 171 Days On Market

    224 Spring Rd, Millington, MD 21651

    Welcome to a raw and wild 50 acres in Queen Anne's County, Maryland that is convienently located 20 minutes north of Route 50. Propety has great frontage on Spring Road, and is ideally located between Chestertown and Sudlersville. We have a great hardwood forest mixed with pine and scrub brush. Make this your ultimate hunting place, build a home, or take advantage of all the recreational

    Rob Freyer Charis Realty Group

    224 Spring Rd, Millington, MD 21651
  • 116 Fairview Dr, Chestertown, MD 21620
    116 Fairview Dr, Chestertown, MD 21620
    116 Fairview Dr, Chestertown, MD 21620
    /21

    $305,000 Sold Feb 27, 2025

    • 1,028 Sq Ft
    • $297/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1976

    116 Fairview Dr, Chestertown, MD 21620

    Move-in ready and waiting for you! Start the new year in this charming 3-bedroom, 1-bath rancher. The brand-new kitchen is a showstopper, featuring sleek granite countertops, stylish new cabinets, and stainless steel appliances. Durable and attractive LVP flooring flows seamlessly throughout the home, creating a low-maintenance living space. Freshly painted from top to bottom, this home feels

    Jody Baker Cross Street Realtors LLC

    116 Fairview Dr, Chestertown, MD 21620
  • 117 Primrose Rd, Chestertown, MD 21620
    117 Primrose Rd, Chestertown, MD 21620
    117 Primrose Rd, Chestertown, MD 21620
    /15

    $325,000 Sold Feb 27, 2025

    • 2,460 Sq Ft
    • $132/SF
    • 112 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    117 Primrose Rd, Chestertown, MD 21620

    Ranch home located in Primrose Point neighborhood( Queen Anne's County with Chestertown address), only ten minutes from downtown Chestertown. This home offers large rooms that could be modified to create a formal dining room and seperate family room if desired. The swimming pool has not been used for two years. This property is being sold "AS-IS". Sign posted.

    Herschell Claggett Davis Real Estate, Inc.

    117 Primrose Rd, Chestertown, MD 21620
  • 104 Oak Leaf Dr, Chestertown, MD 21620
    104 Oak Leaf Dr, Chestertown, MD 21620
    104 Oak Leaf Dr, Chestertown, MD 21620
    /17

    $283,000 Sold Feb 19, 2025

    • 1,840 Sq Ft
    • $154/SF
    • 38 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2003

    104 Oak Leaf Dr, Chestertown, MD 21620

    Welcome to your new home in the vibrant community of Chestertown! This beautiful 3-bedroom, 3.5-bath townhome features an open layout perfect for modern living. The heart of the home is the stylish kitchen, equipped with contemporary finishes and ample storage.Enjoy relaxing in the spacious living area or step outside to your private deck—ideal for entertaining or soaking up the sun. The

    Krystal Zellner Crown Homes Real Estate

    104 Oak Leaf Dr, Chestertown, MD 21620
  • 109 Grant Ct, Chestertown, MD 21620
    109 Grant Ct, Chestertown, MD 21620
    109 Grant Ct, Chestertown, MD 21620
    /38

    $389,900 Sold Feb 06, 2025

    • 1,344 Sq Ft
    • $290/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    109 Grant Ct, Chestertown, MD 21620

    This meticulously maintained 3-bedroom, 2-bathroom ranch-style home offers the perfect blend of comfort and modern features. Located in a tranquil setting that backs to farmland, it boasts an open floor plan with cathedral ceilings, creating a spacious and airy atmosphere throughout. The upgraded kitchen with stainless steel appliances that make it ideal for both cooking and entertaining. The

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    109 Grant Ct, Chestertown, MD 21620
  • 110 Birch Run Rd, Chestertown, MD 21620
    110 Birch Run Rd, Chestertown, MD 21620
    110 Birch Run Rd, Chestertown, MD 21620
    /29

    $600,000 Sold Feb 06, 2025

    • 2,672 Sq Ft
    • $225/SF
    • 155 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2007

    110 Birch Run Rd, Chestertown, MD 21620

    CUSTOM - BUILT 4 BEDROOM/3 BATH CUSTOM BUILT CONTEMPORARY on a corner .37acre lot in the desirable neighborhood of Mile Tree Village. This gorgeous, meticulously maintained home offers all on one floor living in light-filled open floor plan comfort. Features include cathedral and vaulted ceilings in the main living area and master bedroom; handsome maple flooring throughout the central living

    Paula Ruckelshaus Long & Foster Real Estate, Inc.

    110 Birch Run Rd, Chestertown, MD 21620
  • 0 Truslow Farm Ln, Chestertown, MD 21620
    0 Truslow Farm Ln, Chestertown, MD 21620
    0 Truslow Farm Ln, Chestertown, MD 21620
    /10

    $390,000 Sold Feb 06, 2025

    • Land
    • 2.30 Acres
    • $169,565 per Acre
    • 322 Days On Market

    0 Truslow Farm Ln, Chestertown, MD 21620

    Opportunity to claim your own 2.3 acres of waterfront situated amidst the serene beauty of Truslow farm. This parcel represents one of the last untouched waterfront canvases on the Chester River, eagerly awaiting your imagination to bring it to life as your dream home or waterfront escape. Located just across the river from the vibrant events of the Sultana, Downrigging, Tea Party festivals, and

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Truslow Farm Ln, Chestertown, MD 21620
  • 7500 Shortall St, Chestertown, MD 21620
    7500 Shortall St, Chestertown, MD 21620
    7500 Shortall St, Chestertown, MD 21620
    /24

    $299,900 Sold Jan 31, 2025

    • 1,288 Sq Ft
    • $233/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    7500 Shortall St, Chestertown, MD 21620

    This charming 3-bedroom, 2-bath rancher nestled in a serene setting of Quaker Estates is a gem you won't want to miss! This modern 2018 home offers a perfect blend of comfort and style on a back corner lot with scenic trees on two sides. The perfect split bedroom design with large open central living room, kitchen, and dining with generous space perfect for gatherings. Durable vinyl laminate

    Lona Todd Taylor Properties

    7500 Shortall St, Chestertown, MD 21620
  • 107 Char Nor Manor Blvd, Chestertown, MD 21620
    107 Char Nor Manor Blvd, Chestertown, MD 21620
    107 Char Nor Manor Blvd, Chestertown, MD 21620
    /23

    $379,989 Sold Jan 30, 2025

    • 2,128 Sq Ft
    • $179/SF
    • 56 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1999

    107 Char Nor Manor Blvd, Chestertown, MD 21620

    Chester River Waterfront with dock and 4-5’ water depth. Enjoy sunsets and western views over the upper Chester River while having the opportunity to crab and fish from your own Dock! 5 bedroom and 3 full baths, sunroom, spacious kitchen with island, and spacious lot. Reasonably priced waterfront under $500,000.00. Great vacation home opportunity! All improvements being sold in "AS-IS" condition.

    William Norris Select Land & Homes, LLC

    107 Char Nor Manor Blvd, Chestertown, MD 21620
  • 313 S Queen St, Chestertown, MD 21620
    313 S Queen St, Chestertown, MD 21620
    313 S Queen St, Chestertown, MD 21620
    /57

    $427,000 Sold Jan 29, 2025

    • 1,995 Sq Ft
    • $214/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1997

    313 S Queen St, Chestertown, MD 21620

    Amazing opportunity to own a lovely townhouse, located in a row of 6 charming townhomes across from Wilmer Park with water views of the Chester River. No HOA or dues. Walk to restaurants, quaint shops and art galleries downtown or walk over to the Chestertown Marina just a couple of minutes away. Inside you will find an updated kitchen with open access to the dining area and vaulted living

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    313 S Queen St, Chestertown, MD 21620
  • 0 Vireo Rd, Chestertown, MD 21620
    0 Vireo Rd, Chestertown, MD 21620
    0 Vireo Rd, Chestertown, MD 21620
    /7

    $12,000 Sold Jan 24, 2025

    • Land
    • 0.34 Acre
    • $35,294 per Acre
    • 239 Days On Market

    0 Vireo Rd, Chestertown, MD 21620

    Perc approved building lot - see info under documents.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually community members have access to all the community amenities.

    Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    0 Vireo Rd, Chestertown, MD 21620
  • 23575 Canvasback Rd, Chestertown, MD 21620
    23575 Canvasback Rd, Chestertown, MD 21620
    23575 Canvasback Rd, Chestertown, MD 21620
    /39

    $625,000 Sold Jan 15, 2025

    • 3,527 Sq Ft
    • $177/SF
    • 97 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    23575 Canvasback Rd, Chestertown, MD 21620

    Park like setting with natural beauty all around you, take a quite day with very nice outdoor den . Watch the herons, eagles, ducks and geese search for food or take a leisurely kayak cruise down Mill Creek to the Chesapeake Bay. Conveniently located a short distance from Worton Creek Marina, Restaurants, Resort Style Marinas, Historic Chestertown, Parks and much more. Chesapeake Landing

    John Burke Gunther-McClary Real Estate

    23575 Canvasback Rd, Chestertown, MD 21620
  • 7121 Quaker Neck Rd, Chestertown, MD 21620
    7121 Quaker Neck Rd, Chestertown, MD 21620
    7121 Quaker Neck Rd, Chestertown, MD 21620
    /22

    $107,500 Sold Jan 10, 2025

    • 930 Sq Ft
    • $116/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    7121 Quaker Neck Rd, Chestertown, MD 21620

    Great Investment Opportunity – Fixer-Upper on 1 Acre LotAttention DIYers, investors, and renovators! This small home, located on a beautiful 1-acre lot, is a diamond in the rough, offering endless potential for the right buyer. Nestled in the quiet, rural setting of Quaker Neck just 1.5 miles from downtown Chestertown, this property is the perfect canvas for a major rehab

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    7121 Quaker Neck Rd, Chestertown, MD 21620
  • 106 Silver Heel Rd, Chestertown, MD 21620
    106 Silver Heel Rd, Chestertown, MD 21620
    106 Silver Heel Rd, Chestertown, MD 21620
    /43

    $355,000 Sold Jan 10, 2025

    • 1,672 Sq Ft
    • $212/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    106 Silver Heel Rd, Chestertown, MD 21620

    Looking for a Brand New home without the hassle of building? You have found it! Built in 2023 in the wonderful neighborhood known as The Villages of Chestertown. This gorgeous 3 bedroom, 2.5 bathroom home was designed with luxury and quality in mind. As soon as you step inside you will admire the open floor plan featuring a shiplap accent wall around the fireplace. The dining area connects

    Chuck Zepp EXP Realty, LLC

    106 Silver Heel Rd, Chestertown, MD 21620
  • 101 Landing Ln Unit 39, Chestertown, MD 21620
    101 Landing Ln Unit 39, Chestertown, MD 21620
    101 Landing Ln Unit 39, Chestertown, MD 21620
    /35

    $600,000 Sold Jan 03, 2025

    • 3,300 Sq Ft
    • $182/SF
    • 151 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2013

    101 Landing Ln Unit 39, Chestertown, MD 21620

    Welcome to 101 Landing Lane, an exquisite residence offering exceptional living in the prestigious Chester River Landing Community. *Sellers will provide a credit to cover the monthly HOA fees for one year!* Boasting an expansive 3,300 square feet of meticulously designed living space, this home features luxurious amenities and elegant finishes across three levels, ensuring comfort and

    Sarah King Cross Street Realtors LLC

    101 Landing Ln Unit 39, Chestertown, MD 21620
  • 7675 Quaker Neck Rd, Chestertown, MD 21620
    7675 Quaker Neck Rd, Chestertown, MD 21620
    7675 Quaker Neck Rd, Chestertown, MD 21620
    /34

    $612,500 Sold Jan 02, 2025

    • 1,800 Sq Ft
    • $340/SF
    • 13 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2017

    7675 Quaker Neck Rd, Chestertown, MD 21620

    The attention to detail, superior craftsmanship and high end finishes gives this home an "Oh Wow" factor! Located on a point of land overlooking the Chester River Yacht and Country Club's pond and golf course, the views are beautiful and peaceful. The backyard patio with its fire pit and grill allows you to soak up the setting and enjoy the wildlife. There are solid cherry wood floors, marble

    Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    7675 Quaker Neck Rd, Chestertown, MD 21620
  • 7775 Waterview Ln, Chestertown, MD 21620
    7775 Waterview Ln, Chestertown, MD 21620
    7775 Waterview Ln, Chestertown, MD 21620
    /37

    $625,000 Sold Jan 02, 2025

    • 1,782 Sq Ft
    • $351/SF
    • 81 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1937

    7775 Waterview Ln, Chestertown, MD 21620

    Charming house in Country Club Estates. Located on the 14th hole with views of the Chester River. 3 beds and 2.5 baths. Potential for a 4th bedroom and potential for a first-floor bedroom. Lovely landscaping and cedar shake roof. Traditional floorplan. Beautiful wood floors throughout. Screened in porch and lovely brick patio. The perfect blend of classic architecture and modern convenience.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    7775 Waterview Ln, Chestertown, MD 21620
  • 111 Elm St, Chestertown, MD 21620
    111 Elm St, Chestertown, MD 21620
    111 Elm St, Chestertown, MD 21620
    /12

    $212,000 Sold Dec 30, 2024

    • 1,275 Sq Ft
    • $166/SF
    • 16 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    111 Elm St, Chestertown, MD 21620

    Great opportunity to own in the College Heights subdivision across from Washington College. A few improvements would make this rancher a cozy home. One level living offers a living room, kitchen, 3 bedrooms and 1 bathroom. 2 enclosed porches present additional living space for an office, family room or game room. The exterior is brick with a newer roof. The home is situated on a large, level lot,

    Andy Batch Keller Williams Select Realtors of Annapolis

    111 Elm St, Chestertown, MD 21620
  • 125 Primrose Rd, Chestertown, MD 21620
    125 Primrose Rd, Chestertown, MD 21620
    125 Primrose Rd, Chestertown, MD 21620
    /48

    $350,000 Sold Dec 30, 2024

    • 2,102 Sq Ft
    • $167/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    125 Primrose Rd, Chestertown, MD 21620

    **Seller has purchased a new dishwasher and it will be installed in the coming days. Tucked away in a wooded setting in a quiet neighborhood just a block off the Chester River you will find this well built welcoming home. The well designed main floor layout includes a living room, dining room, and eat in kitchen plus a year round spacious sunroom overlooking the back yard and the open space

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    125 Primrose Rd, Chestertown, MD 21620
  • 411 Fairview Dr, Chestertown, MD 21620
    411 Fairview Dr, Chestertown, MD 21620
    411 Fairview Dr, Chestertown, MD 21620
    /30

    $649,000 Sold Dec 20, 2024

    • 1,680 Sq Ft
    • $386/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    411 Fairview Dr, Chestertown, MD 21620

    Eastern Shore of Maryland Waterfront Cottage is perched on the banks of Rosin Creek in Queen Anne’s County. Cozy, comfortable home welcomes you with wrap-around water views in a serene wooded setting. With convenient single level living, the three bedroom two bathroom home offers a flowing floor plan bright with natural light and custom upgrades. Relax and enjoy views from the private walkout

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    411 Fairview Dr, Chestertown, MD 21620

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