Butlertown, MD Homes for Sale

• 

  

  

  /64

  $575,000

  • 1 Bed
  • 1.5 Baths
  • 1,724 Sq Ft

  25133 Wymont Park Rd, Worton, MD 21678

  Welcome to Wymont Park, a sought-after waterfront community on picturesque Still Pond Creek, where every day feels like a vacation on Maryland's Eastern Shore. From sipping your morning coffee while watching the sunrise over the water to enjoying breathtaking waterfront sunsets from your private floating dock, this unique property offers the lifestyle you dream about. Nestled on a beautiful

  

  Brittany Fox

  RE/MAX Chesapeake

  25133 Wymont Park Rd, Worton, MD 21678
• 

  

  /2

  $60,000

  • Land
  • 26,571 Sq Ft
  • $98,361 per Acre

  305 Roosevelt Dr, Chestertown, MD 21620

  Nice cleared building lot in an established community. Public water and sewer available. Property recently acquired through tax sale foreclosure. Law Firm of Shaw and Crowson P.A. in Salisbury preferred for settlement.

  

  Joe Howerton

  Taylor Properties

  305 Roosevelt Dr, Chestertown, MD 21620
• 

  

  

  /32

  $897,000

  • 3 Beds
  • 2.5 Baths
  • 2,448 Sq Ft

  25411 Paradise Point Ln, Worton, MD 21678

  Waterfront Living at the Head of Still Pond CreekWell-maintained and beautifully situated, this 3-bedroom, 3-bath waterfront home offers a peaceful setting at the head of Still Pond Creek. Enjoy the best of Eastern Shore living with serene water views, a quiet natural backdrop, and easy access to the Chesapeake bay.Conveniently located with very easy access to Chestertown and

  

  John Burke

  Gunther-McClary Real Estate

  25411 Paradise Point Ln, Worton, MD 21678
• 

  

  

  /41

  $559,500

  • 3 Beds
  • 2 Baths
  • 2,316 Sq Ft

  12613 Walnut Valley Ct, Worton, MD 21678

  There's a joyful feeling here that takes you straight back to childhood summers on the water. The Kinnairds Point community and property itself delivers this on just over two private acres at the end of a quiet cul-de-sac in Worton. Fully remodeled in 2020, the home opens into a vaulted great room with an exposed beam ceiling and a brick fireplace, flowing into a gorgeous, move-in-ready kitchen

  Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

  12613 Walnut Valley Ct, Worton, MD 21678
• 

  

  

  /3

  $3,000

  • Land
  • 14,810 Sq Ft
  • $8,824 per Acre

  0 Cogar Rd Unit MDKE2006304, Chestertown, MD 21620

  ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:25 AM. The list price is the suggested opening bid. Deposit: $5,000.This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to the Chester River. The area provides easy access to the

  Adam Shpritz Ashland Auction Group LLC

  0 Cogar Rd Unit MDKE2006304, Chestertown, MD 21620
• 

  /2

  $17,500

  $6K PRICE DROP

  • Land
  • 4,791 Sq Ft
  • $159,091 per Acre

  25034 Lambs Meadow Rd, Worton, MD 21678

  This property, situated on a 0.11-acre lot, offers a blank canvas for your vision. Located in Kent County, the existing structure presents endless possibilities for the right buyer. Take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details.

  Dustin Parker The Parker Group

  25034 Lambs Meadow Rd, Worton, MD 21678
• 

  

  /69

  $1,395,000

  • 4 Beds
  • 2.5 Baths
  • 3,626 Sq Ft

  12555 Coopers Ln, Worton, MD 21678

  Beautiful waterfront on nearly 7 acres. Spacious composite deck overlooking Still Pond Creek. Private dock with 3 ft MLW (buyer to verify). Large living room with gleaming hardwood floors and huge sliders looking onto the deck and Still Pond Creek. 2 woodburning fireplaces. Updated kitchen with high-end stainless steel appliances. Laundry room off the kitchen. Steps down to your private

  Peter Heller Coldwell Banker Chesapeake Real Estate Company

  12555 Coopers Ln, Worton, MD 21678
• 

  

  /37

  $90,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  25028 Heather Ln, Worton, MD 21678

  ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 10/1/2026, 10:00 AM. Bidding ends 10/5/2026, 12:00 PM. The list price is the suggested opening bid. Deposit: $15,000.This auction takes place on the Ashland Auction Group Website Bidding Platform. 1,184± SF ranch-style single family home located in the Knights Landing area of

  Adam Shpritz Ashland Auction Group LLC

  25028 Heather Ln, Worton, MD 21678
• 

  

  /28

  $90,000

  $35K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  10540 Worton Rd, Worton, MD 21678

  ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 10/6/2026, 10:00 AM. Bidding ends 10/8/2026, 12:50 PM. The list price is the suggested opening bid. Deposit: $15,000.This auction takes place on the Ashland Auction Group Website Bidding Platform. Pre-auction offers may be accepted. Located along Maryland’s Eastern Shore in Kent

  Adam Shpritz Ashland Auction Group LLC

  10540 Worton Rd, Worton, MD 21678
• 

  

  /4

  $250,000

  • Land
  • 37,026 Sq Ft
  • $294,118 per Acre

  2 Scheeler Rd, Chestertown, MD 21620

  This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Scheeler Road, this 0.85± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also

  William Norris Select Land & Homes, LLC

  2 Scheeler Rd, Chestertown, MD 21620
• 

  

  /28

  $255,000

  $24K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  11106 Plum Dr, Worton, MD 21678

  Good as New. Renovated from top to bottom. Pictures say it all. On the outside we have a new roof, windows, and siding . Inside you will not have to do a thing except make it your own. We have all updated painting and flooring throughout the house . You will find Tile and HVLP flooring which are all heated with propane. Kitchen has been updated and freshened up and ready for a new owner. For all

  Grace Crockett Doug Ashley Realtors, LLC

  11106 Plum Dr, Worton, MD 21678
• 

  

  /54

  $429,900

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  10781 Fermoy Rd, Chestertown, MD 21620

  Welcome home to relaxed Eastern Shore living in the waterfront community of Chesapeake Landing. This beautifully updated 2,140 sq ft Cape Cod offers the perfect blend of charm and modern comfort with 3 bedrooms, 2.5 baths, and a welcoming floor plan designed for everyday life. The main level features new flooring throughout, a spacious living area, formal dining room, and a renovated country

  David Moore Real Broker, LLC

  10781 Fermoy Rd, Chestertown, MD 21620
• 

  

  /10

  $284,000

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

  25690 Meadow Rd, Worton, MD 21678

  Ranch style home offering plenty of parking, three bedrooms and two full baths and a lot of outdoor living space on decks and the covered front porch. Located at end of cul-de-sac for privacy. Not much to do here to make this your new home! Property strictly sold as is. HUD CASE#241-778774 . Please see website hudhomestore for details.

  Dana Byrd Thurston Wyatt Real Estate, LLC

  25690 Meadow Rd, Worton, MD 21678
• 

  

  /35

  $675,000

  Open House 10/03 Coming Soon Oct 3

  • 5 Beds
  • 3 Baths
  • 2,838 Sq Ft

  212 Washington Ave, Chestertown, MD 21620

  Welcome home to historic Chestertown. This beautiful 5 bedroom colonial is located just one block from Washington College. Relax on your welcoming mahogany front porch before stepping inside this pristine home. Features a beautifully updated kitchen. Fresh exterior paint gleams. Iconic slate roof adds timeless appeal. Enjoy the private, fenced backyard oasis, meticulously landscaped for outdoor

  Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

  212 Washington Ave, Chestertown, MD 21620
• 

  /2

  $37,000

  $22K PRICE INCREASE

  • Land
  • 14,810 Sq Ft
  • $108,824 per Acre

  0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620

  Dee Dee Miller Paul Wesley Real Estate

  0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620
• 

  

  /3

  $3,000

  • Land
  • 14,810 Sq Ft
  • $8,824 per Acre

  0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620

  ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:45 AM. The list price is the suggested opening bid. Deposit: $5,000.This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to the Chester River. The area provides easy access to the

  Adam Shpritz Ashland Auction Group LLC

  0 Tonopah Rd Unit MDKE2006286, Chestertown, MD 21620
• 

  

  /45

  $375,000

  • 4 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  123 Trafford Dr, Chestertown, MD 21620

  Space, convenience, and value just minutes from downtown Chestertown! This spacious 4-bedroom, 2.5-bath Colonial in Coventry Farms checks the boxes for buyers looking for room to spread out without giving up convenience.The main level features a comfortable living room, dining area, kitchen, and half bath. Upstairs, you’ll find four bedrooms, including a spacious primary suite with a

  Maryn LeClair Chesapeake Real Estate Associates, LLC

  123 Trafford Dr, Chestertown, MD 21620
• 

  

  /35

  $359,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  101 S College Ave, Chestertown, MD 21620

  This lovely 1920 Chestertown colonial is full of character, charm and artistic detail. Thoughtfully updated, the home offers a bright, open floor plan that highlights its handcrafted touches. The living room features re-stored hardwood floors and a cozy gas fireplace, creating a warm cozy space.Natural light pours into the open and airy kitchen with newer painted cabinets, stenciled

  Michele Palmer Doug Ashley Realtors, LLC

  101 S College Ave, Chestertown, MD 21620
• 

  

  /26

  $239,900

  $7K PRICE DROP

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

  104 Conley Dr, Chestertown, MD 21620

  Price Improvement! Now offered at $239,900Welcome to 104 Conley Drive in the heart of Chestertown! This move-in ready 3-bedroom, 1.5-bath townhome offers comfortable, low-maintenance living with a spacious layout and fenced rear yard. The main level features a bright living room, an eat-in kitchen with ample dining space, and a convenient half bath. Upstairs, you’ll find three bedrooms and a

  Heather Kooser Cummings & Co. Realtors

  104 Conley Dr, Chestertown, MD 21620
• 

  /2

  $9,500

  • Land
  • 14,810 Sq Ft
  • $27,941 per Acre

  0 Buck Neck Landing Rd, Chestertown, MD 21620

  Dee Dee Miller Paul Wesley Real Estate

  0 Buck Neck Landing Rd, Chestertown, MD 21620
• 

  

  /29

  $275,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  956 Washington Ave, Chestertown, MD 21620

  Nice basic rancher offering 3 bedrooms and a full bath, generous sized living room with a large window allowing plenty of light in. The kitchen has an eat-in counter space that opens into the dining area. This space is nice and open, as you can easily see into the living room. Still plenty of space for a table. The washer and dryer are located in the oversized storage closet with bi-fold doors in

  Grace Crockett Doug Ashley Realtors, LLC

  956 Washington Ave, Chestertown, MD 21620
• 

  

  /15

  $480,000

  • 3 Beds
  • 2.5 Baths
  • 3,176 Sq Ft

  129 Trafford Dr, Chestertown, MD 21620

  PICTURES COMING SOON Welcome home to this beautiful 3-bedroom, 2.5-bath residence in the charming town of Chestertown, MD. Designed for both comfortable living and effortless entertaining, this home offers spacious interiors filled with abundant natural light.The main level features a bright kitchen with Breakfast Bar that flows seamlessly into a sunny Florida room, creating the perfect space

  Teresa Queen Elevated Real Estate Solutions

  129 Trafford Dr, Chestertown, MD 21620
• 

  

  /26

  $275,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  104 Acorn Dr, Chestertown, MD 21620

  Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCA—blending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car

  Sarah King Cross Street Realtors LLC

  104 Acorn Dr, Chestertown, MD 21620
• 

  

  /6

  $5,000

  • Land
  • 14,810 Sq Ft
  • $14,706 per Acre

  Parcel Buck Neck Ldg Rd, Chestertown, MD 21620

  ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:20 AM. The list price is the suggested opening bid. Deposit: $5,000.Lot of Land located outside of Chestertown, Maryland within Kent County. Nearby attractions include Warton Creek Marina, Warton Creek, Attractions along Chesapeake

  Adam Shpritz Ashland Auction Group LLC

  Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
• 

  

  /10

  $259,900

  New Construction Open House 10/01

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

  115 Metcalf Rd, Chestertown, MD 21620

  *Open Every Tuesdy and Thursday from 6 to 7pm*Brand new home in Historic Chestertown available for move-in now. This interior unit features luxury vinyl plank flooring throughout, a spacious living room, eat-in kitchen with white shaker cabinets, granite countertops, and stainless steel appliances, plus a covered patio off the kitchen for outdoor enjoyment. Upstairs you'll find generously

  David Moore Real Broker, LLC

  115 Metcalf Rd, Chestertown, MD 21620
• 

  

  /8

  $12,500

  • Land
  • 36,590 Sq Ft
  • $14,881 per Acre

  25619 W Hill Rd, Worton, MD 21678

  Explore this unique opportunity to own a versatile piece of land in a prime location. This piece of land offers endless possibilities, so don't miss the opportunity to make it your own! Buyer to conduct their own due diligence to verify all listing information.

  Dustin Parker The Parker Group

  25619 W Hill Rd, Worton, MD 21678
• 

  

  /6

  $5,000

  • Land
  • 14,810 Sq Ft
  • $14,706 per Acre

  0 Beltram Rd, Chestertown, MD 21620

  ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:00 AM. The list price is the suggested opening bid. Deposit: $5,000.This lot of land is located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown, Maryland. Property

  Adam Shpritz Ashland Auction Group LLC

  0 Beltram Rd, Chestertown, MD 21620
• 

  

  /25

  $289,900

  $10K PRICE DROP

  • 6 Beds
  • 1.5 Baths
  • 3,270 Sq Ft

  12733 Still Pond Rd, Still Pond, MD 21667

  Charming historic home offers 6 bedrooms and plenty of space to make your own. Located in the quaint village of Still Pond, it combines timeless character with modern updates and is just a short drive from the Chesapeake Bay and Betterton Beach. A wonderful opportunity to enjoy small-town living in Kent County.

  Daniel Demers Sell Your Home Services

  12733 Still Pond Rd, Still Pond, MD 21667
• 

  

  /35

  $349,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  23208 Buck Neck Rd, Chestertown, MD 21620

  Brand new construction in Chesapeake Landing, and the primary suite is on the main level — full bath, walk-in closet, no stairs at the end of the day. That one detail is what most buyers spend months searching for and rarely find at this price.Roughly 1,600 square feet, laid out so the main floor handles everything: an open living room, a kitchen with shaker cabinets, granite counters and

  David Moore Real Broker, LLC

  23208 Buck Neck Rd, Chestertown, MD 21620
• 

  

  /21

  $269,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  10540 Tonopah Rd, Chestertown, MD 21620

  Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, plenty of closet space, laminate flooring, and a private secluded fenced lot. Located in a water oriented neighborhood with community boat ramp and pier and nearby restaurants and marina. Move here and enjoy all the Eastern Shore has to offer!

  Michele Palmer Doug Ashley Realtors, LLC

  10540 Tonopah Rd, Chestertown, MD 21620
• 

  

  /35

  $585,000

  • 4 Beds
  • 2.5 Baths
  • 2,322 Sq Ft

  12118 Still Pond Creek Rd, Worton, MD 21678

  Welcome to your dream home in Worton, MD! This stunning center hall Colonial-style property boasts 4 bedrooms, 2.5 bathrooms, and sits on over 6 acres of picturesque land. As you approach the home, you'll be greeted by a charming circular driveway and an oversized detached 2 car garage, perfect for storing all your vehicles and outdoor equipment. Inside, the home features beautiful hardwood

  Angela Allen Patterson-Schwartz-Hockessin

  12118 Still Pond Creek Rd, Worton, MD 21678
• 

  

  /34

  $263,000

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  115 Chester Arms Dr, Chestertown, MD 21620

  Welcome to 115 Chester Arms in Chestertown, MD! This 3-bedroom, 2-bath home offers a comfortable and functional layout with plenty of potential to make it your own.The home provides a nice combination of living space, comfortable bedrooms, and the convenience of two full bathrooms. Whether you're a first-time buyer, looking to downsize, or simply searching for a home in the Chestertown

  Jarnell Foster Samson Properties

  115 Chester Arms Dr, Chestertown, MD 21620
• 

  /2

  $5,000

  $7K PRICE DROP

  • Land
  • 14,810 Sq Ft
  • $14,706 per Acre

  0 Kinglet Rd, Chestertown, MD 21620

  Investors- this lot could possibly have public utilities available in the future! Currently a recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not currently buildable.

  Maryn LeClair Chesapeake Real Estate Associates, LLC

  0 Kinglet Rd, Chestertown, MD 21620
• 

  

  /43

  $499,900

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  1003 Twin Ct, Chestertown, MD 21620

  Welcome home to this beautifully maintained and thoughtfully updated residence nestled at the end of a peaceful cul-de-sac! Originally built in 2002 and extensively renovated in 2020, this home offers the perfect combination of timeless design, modern updates, and comfortable living. Hickory flooring flows throughout the main living areas and bedrooms, while LVP flooring provides durability and

  Jody Baker Cross Street Realtors LLC

  1003 Twin Ct, Chestertown, MD 21620
• 

  

  /62

  $549,000

  • Studio
  • 4,305 Sq Ft

  12714 Still Pond Rd, Still Pond, MD 21667

  Invest with confidence in this amazing duplex opportunity just minutes from Historic Chestertown and the pristine Betterton Beach. Get your entrepreneurial juices flowing because the income opportunity with this property makes it irresistible. You can live in one side and largely get your mortgage paid for you by renting out the other side. You can rent both and enter an easy cash flow situation

  Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

  12714 Still Pond Rd, Still Pond, MD 21667
• 

  

  /4

  $200,000

  Coming Soon Sep 21

  • 4 Beds
  • 1 Bath
  • 1,816 Sq Ft

  223 Mount Vernon Ave, Chestertown, MD 21620

  Investors, contractors & handy buyers—this is the fixer-upper opportunity you’ve been waiting for! This downtown Chestertown diamond in the rough offers strong ARV potential and an opportunity for a fix & flip, long-term rental, or short-term rental. Located just steps from Washington College and an easy walk to historic downtown shops, restaurants, and the waterfront.Currently occupied,

  Maryn LeClair Chesapeake Real Estate Associates, LLC

  223 Mount Vernon Ave, Chestertown, MD 21620
• 

  

  /30

  $300,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  104 Lincoln Dr, Chestertown, MD 21620

  This adorable rancher combines a fresh, updated interior with plenty of outdoor space to enjoy. Come step inside to a bright and welcoming home filled with natural light, LVP flooring and a modern, neutral color palette that flows throughout. The crisp white kitchen keeps things light and timeless, while the spacious living room offers plenty of room to relax, gather and make the space your own.

  Crystal Smith RE/MAX Executive

  104 Lincoln Dr, Chestertown, MD 21620
• 

  

  /35

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,187 Sq Ft

  25124 E Kentfield Rd, Worton, MD 21678

  Light-filled home with glowing wood floors, exposed beams, skylights, and open living space. This one-level home is nestled on just under two acres! The expansive yard offers room for many activities and provides scenic views from the home. Inside, the open living space is bright and airy, with skylights, bay windows, and vaulted ceilings with exposed beams. The large kitchen has beautiful

  Julia Hilfiker Gunther-McClary Real Estate

  25124 E Kentfield Rd, Worton, MD 21678
• 

  

  /7

  $225,000

  • Land
  • 37,897 Sq Ft
  • $258,621 per Acre

  3 Haacke Dr, Chestertown, MD 21620

  This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Haacke Drive, this 0.87± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic.There is also

  Hayley Norris Select Land & Homes, LLC

  3 Haacke Dr, Chestertown, MD 21620
• 

  

  /3

  $3,000

  • Land
  • 14,810 Sq Ft
  • $8,824 per Acre

  0 Lenapah Rd, Chestertown, MD 21620

  ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:30 AM. The list price is the suggested opening bid. Deposit: $5,000.This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to the Chester River. The area provides easy access to the

  Adam Shpritz Ashland Auction Group LLC

  0 Lenapah Rd, Chestertown, MD 21620

Showing Results 1 - 40, Page 1 of 2