Recently Sold Chestertown, MD Homes

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  /25

  $431,000 Sold Apr 22, 2025

  • 1,766 Sq Ft
  • $244/SF
  • 1 Day On Market

  • 4 Beds
  • 2 Baths
  • Built 1999

  130 Sheaffer Rd, Chestertown, MD 21620

  Welcome to The Grove in Chestertown, a picturesque location in Queen Anne's county, located just a short drive from Chesapeake College and historic Chestertown.130 Sheaffer Road offers peaceful living on over an acre of land with highlights such as main level bedrooms, an expansive fenced in backyard, two car garage, large shed for additional storage, and more! As you enter through the front

  Biana Arentz Coldwell Banker Realty

  130 Sheaffer Rd, Chestertown, MD 21620
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• 

  

  

  /44

  $560,000 Sold Apr 21, 2025

  • 2,408 Sq Ft
  • $233/SF
  • 115 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1976

  7938 Radcliffe Rd, Chestertown, MD 21620

  This impeccably maintained home is a true standout and has it ALL! With 5 spacious bedrooms - with both main level & upper level primary suites - and 3.5 baths, including a main level primary suite with a walk-in closet featuring a premium wood built-in system, dual vanity, and a double-headed walk-in tiled shower. This home offers both luxury and convenience. The updated kitchen is an ideal

  Liddy Campbell TTR Sotheby's International Realty

  7938 Radcliffe Rd, Chestertown, MD 21620
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  /53

  $375,000 Sold Apr 16, 2025

  • 3,389 Sq Ft
  • $111/SF
  • 29 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1956

  25740 Collins Ave, Chestertown, MD 21620

  Large Home with Private Pool & Separate Apartment!Nestled in a prime location, this solid, well-maintained home offers breathtaking views of the Chester River Yacht and Country Club Golf Course, creating an inviting and peaceful atmosphere. Originally built in 1956, the character and charm of this property shine through, with a cozy wood stove in the large den, and a welcoming fireplace

  Retha Arrabal Doug Ashley Realtors, LLC

  25740 Collins Ave, Chestertown, MD 21620
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  /16

  $195,000 Sold Apr 11, 2025

  • 1,350 Sq Ft
  • $144/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  21313 Persimmon Dr Unit 24, Chestertown, MD 21620

  This property is in great condition, with a nice kitchen, a living/dining room combo on the main level, a utility room and plenty of storage space. The living room has a slider out to the patio, and there is a storage shed there for outdoor storage. This is an end unit in great condition. Upstairs there are three bedrooms and a full bath. Nice light from windows and indoor lighting.

  Retha Arrabal Doug Ashley Realtors, LLC

  21313 Persimmon Dr Unit 24, Chestertown, MD 21620
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  /24

  $359,900 Sold Apr 11, 2025

  • 1,512 Sq Ft
  • $238/SF
  • 67 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2024

  473 Pear Tree Point Rd, Chestertown, MD 21620

  Come By this brand new Cape Cod nestled in charming Pear Tree Point! This 3-bedroom, 3-bathroom haven offers the tranquility of coastal living with the ease of new construction. Step inside and discover the warmth of this open floor plan luxury vinyl plank flooring flowing throughout the main level. Unwind in the light-filled living area, perfect for entertaining, or retreat to the inviting

  David Moore RE/MAX Executive

  473 Pear Tree Point Rd, Chestertown, MD 21620
• 

  

  /3

  $553,500 Sold Apr 07, 2025

  • 2,400 Sq Ft
  • $231/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  234 Blakefield Dr, Chestertown, MD 21620

  3 BEDROOM, 2.5 BTHROOM NEW CONSTRUCTION TO START. FINISHED BONUS ROOM. FULL UNFINISHED BASEMENT. APROX 2400 SF.

  Chris Haddaway Chesapeake Real Estate Associates, LLC

  234 Blakefield Dr, Chestertown, MD 21620
• 

  

  /41

  $385,000 Sold Apr 04, 2025

  • 1,560 Sq Ft
  • $247/SF
  • 69 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  109 Secor Rd, Chestertown, MD 21620

  Charming Home in Chester Harbor with Water Access!Welcome to 109 Secor Rd, Chestertown, MD 21620, nestled on a peaceful cul-de-sac in the desirable water-access community of Chester Harbor on the Queen Anne’s side of the Chester River. This home offers a perfect blend of comfort, charm, and recent updates, making it an exceptional choice for your next chapter.Key

  Amy Larrauri Chesapeake Real Estate Associates, LLC

  109 Secor Rd, Chestertown, MD 21620
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  /46

  $474,000 Sold Apr 03, 2025

  • 1,900 Sq Ft
  • $249/SF
  • 84 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  220 Blakefield Dr, Chestertown, MD 21620

  Brand New Gorgeous Custom Home completed & ready for a family to start their next adventure. Fall in love with the 1st floor bedroom/bath/WIC, 2 car garage, gourmet kitchen with large island & granite counters, cathedral ceilings, huge family room, 1st floor laundry, front porch, sky-basement on 2nd floor for storage, 2 large bedrooms and full bath on second floor. This great floor plan is hard

  Brenda Fornos Taylor Properties

  220 Blakefield Dr, Chestertown, MD 21620
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  /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
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  /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
• 

  

  /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
• 

  

  /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
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  /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
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  /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
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  /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
• 

  /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
• 

  

  /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
• 

  

  /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
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  /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
• 

  

  /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
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  /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
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  /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
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  /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
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  /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
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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

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