6,895

Chestertown, MD Homes

Section Image
  • 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
    • 121 Lyons Ln, Chestertown, MD 21620
      121 Lyons Ln, Chestertown, MD 21620
      121 Lyons Ln, Chestertown, MD 21620
      /33

      Est $719,619 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,327 Sq Ft

      121 Lyons Ln, Chestertown, MD 21620

      121 Lyons Ln, Chestertown, MD 21620
  • 9062 Fairlee Rd, Chestertown, MD 21620
    9062 Fairlee Rd, Chestertown, MD 21620
    9062 Fairlee Rd, Chestertown, MD 21620
    /31

    $385,000

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

    9062 Fairlee Rd, Chestertown, MD 21620

    ALL BUYERS, PLEASE DO NOT PROCEED DOWN THE PRIVATE DRIVEWAY WITHOUT AN APPOINTMENT! THANK YOU!!Centrally located between historic Chestertown MD and Rock Hall, enjoy this 3.5 acre property to explore, ride 4 wheelers, have horses, chickens & more! Great hunting, lots of deer and wild turkey! 3 bedrooms, 2 full baths in this cute recently updated ranch home. The kitchen is very spacious and has

    Lori Sample EXIT Preferred Realty

    9062 Fairlee Rd, 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
    • 150 Longfellow Dr, Chestertown, MD 21620
      150 Longfellow Dr, Chestertown, MD 21620
      150 Longfellow Dr, Chestertown, MD 21620
      /31

      Est $281,908 Not Listed For Sale

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

      150 Longfellow Dr, Chestertown, MD 21620

      150 Longfellow Dr, Chestertown, MD 21620
  • 0 Kinglet Rd, Chestertown, MD 21620
    0 Kinglet Rd, Chestertown, MD 21620
    /2

    $12,000

    • Land
    • 0.34 Acre
    • $35,294 per Acre

    0 Kinglet Rd, Chestertown, MD 21620

    Recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not buildable. Any reasonable offer considered!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Kinglet Rd, 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
    • 109 Pear Tree Point Rd, Chestertown, MD 21620
      109 Pear Tree Point Rd, Chestertown, MD 21620
      109 Pear Tree Point Rd, Chestertown, MD 21620
      /54

      Est $404,108 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,150 Sq Ft

      109 Pear Tree Point Rd, Chestertown, MD 21620

      109 Pear Tree Point Rd, Chestertown, MD 21620
  • 26875 Mallard Rd, Chestertown, MD 21620
    26875 Mallard Rd, Chestertown, MD 21620
    26875 Mallard Rd, Chestertown, MD 21620
    /42

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,789 Sq Ft

    26875 Mallard Rd, Chestertown, MD 21620

    Discover the luxury of coastal living with this masterpiece waterfront property located in a much sought-after location on the Chester River. When entering the home, you’re immediately greeted in the elegant foyer that opens to a formal dining room to the right, and an office to the left that could easily be converted to a first floor bedroom.The fully renovated chef’s kitchen features

    Lynn Hilfiker Gunther-McClary Real Estate

    26875 Mallard Rd, 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
    • 200 Duke of Kent St, Chestertown, MD 21620
      200 Duke of Kent St, Chestertown, MD 21620
      200 Duke of Kent St, Chestertown, MD 21620
      /26

      Est $374,483 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,477 Sq Ft

      200 Duke of Kent St, Chestertown, MD 21620

      200 Duke of Kent St, Chestertown, MD 21620
  • 136 Truslow Farm Ln, Chestertown, MD 21620
    136 Truslow Farm Ln, Chestertown, MD 21620
    136 Truslow Farm Ln, Chestertown, MD 21620
    /12

    $575,000

    • Land
    • 3.01 Acres
    • $191,030 per Acre

    136 Truslow Farm Ln, Chestertown, MD 21620

    Don't miss this rare opportunity to own one of the only waterfront lots still available on the Chester River! Perfectly positioned just across the river from the historic charm of Chestertown, this premier property offers front-row access to the area's beloved events, including the Tea Party Festival, Fourth of July celebrations, and the Dickens Festival.Situated in a highly desirable and

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    136 Truslow Farm Ln, 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
    • 103 Creston Rd, Chestertown, MD 21620
      103 Creston Rd, Chestertown, MD 21620
      103 Creston Rd, Chestertown, MD 21620
      /42

      Est $308,569 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,092 Sq Ft

      103 Creston Rd, Chestertown, MD 21620

      103 Creston Rd, Chestertown, MD 21620
  • 24607 Chestertown Rd, Chestertown, MD 21620
    24607 Chestertown Rd, Chestertown, MD 21620
    24607 Chestertown Rd, Chestertown, MD 21620
    /28

    $375,000

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

    24607 Chestertown Rd, Chestertown, MD 21620

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

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    24607 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
    • 108 Garland Ave, Chestertown, MD 21620
      108 Garland Ave, Chestertown, MD 21620
      108 Garland Ave, Chestertown, MD 21620
      /67

      Est $598,113 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,407 Sq Ft

      108 Garland Ave, Chestertown, MD 21620

      108 Garland Ave, Chestertown, MD 21620
  • 0 East St, Chestertown, MD 21620
    0 East St, Chestertown, MD 21620
    0 East St, Chestertown, MD 21620
    /11

    $115,000

    • Land
    • 0.48 Acre
    • $239,583 per Acre

    0 East St, Chestertown, MD 21620

    Great chance to purchase a corner lot just across the river from Chestertown's Historic District. Sit and listen to the birds by the pond on this peaceful retreat just minutes from the town's shops, galleries, and waterfront. There aren't many more opportunities like this. Please see the documents for the perc approval and site plan.

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    0 East St, 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
    • 240 Princess Anne Dr, Chestertown, MD 21620
      240 Princess Anne Dr, Chestertown, MD 21620
      240 Princess Anne Dr, Chestertown, MD 21620
      /34

      Est $440,432 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,067 Sq Ft

      240 Princess Anne Dr, Chestertown, MD 21620

      240 Princess Anne Dr, Chestertown, MD 21620
  • 0 Fairlee Rd, Chestertown, MD 21620
    0 Fairlee Rd, Chestertown, MD 21620
    0 Fairlee Rd, Chestertown, MD 21620
    /7

    $85,000

    • Land
    • 2.20 Acres
    • $38,636 per Acre

    0 Fairlee Rd, Chestertown, MD 21620

    Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. Recorded plat with perc denoted on the plat signed by Health Department Officer in 1994. Lots of wildlife in the area. Perfect location to build your new home back off the road in a convenient location. Maybe even have your own deer stand! Plat is filed in Kent County Land

    Lori Sample EXIT Preferred Realty

    0 Fairlee 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
    • 304 Truslow Rd, Chestertown, MD 21620
      304 Truslow Rd, Chestertown, MD 21620
      304 Truslow Rd, Chestertown, MD 21620
      /55

      Est $377,922 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,746 Sq Ft

      304 Truslow Rd, Chestertown, MD 21620

      304 Truslow 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
  • 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
    • 112 Pine Chip Rd, Chestertown, MD 21620
      112 Pine Chip Rd, Chestertown, MD 21620
      112 Pine Chip Rd, Chestertown, MD 21620
      /21

      Est $342,927 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft

      112 Pine Chip Rd, Chestertown, MD 21620

      112 Pine Chip 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

    Buyer Financing fell through, so their loss is your gain! 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

    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
    • 201 Duke of Kent St, Chestertown, MD 21620
      201 Duke of Kent St, Chestertown, MD 21620
      201 Duke of Kent St, Chestertown, MD 21620
      /5

      Est $120,333 Not Listed For Sale

      201 Duke of Kent St, Chestertown, MD 21620

      201 Duke of Kent St, Chestertown, MD 21620
  • 9020 Georgetown Rd, Chestertown, MD 21620
    9020 Georgetown Rd, Chestertown, MD 21620
    9020 Georgetown Rd, Chestertown, MD 21620
    /10

    $75,000

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

    9020 Georgetown Rd, Chestertown, MD 21620

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

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    9020 Georgetown Rd, Chestertown, MD 21620
  • 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
    • 2607 Mcginnes Rd, Chestertown, MD 21620
      2607 Mcginnes Rd, Chestertown, MD 21620
      2607 Mcginnes Rd, Chestertown, MD 21620
      /24

      Est $301,675 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,216 Sq Ft

      2607 Mcginnes Rd, Chestertown, MD 21620

      2607 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
  • 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
    • 208 Central Dr, Chestertown, MD 21620
      208 Central Dr, Chestertown, MD 21620
      208 Central Dr, Chestertown, MD 21620
      /23

      Est $288,900 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft

      208 Central Dr, Chestertown, MD 21620

      208 Central Dr, Chestertown, MD 21620
  • 26889 Morgnec Rd, Chestertown, MD 21620
    26889 Morgnec Rd, Chestertown, MD 21620
    26889 Morgnec Rd, Chestertown, MD 21620
    /32

    $865,000

    • 2 Beds
    • 2 Baths
    • 1,966 Sq Ft

    26889 Morgnec Rd, Chestertown, MD 21620

    This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. The new kitchen, 2 new full bathrooms, and new roof all from 2024 just to name a few have you set up for many years to come. Most of the property is cleared and grassy making it perfect for your equestrian retreat on the water. A detached 2 car garage is perfect for vehicles or

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    26889 Morgnec 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
    • 224 Fey Rd, Chestertown, MD 21620
      224 Fey Rd, Chestertown, MD 21620
      224 Fey Rd, Chestertown, MD 21620
      /25

      Est $367,336 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft

      224 Fey Rd, Chestertown, MD 21620

      224 Fey Rd, 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
  • 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

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