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A rare find! This rancher on Washington Ave has dual use: zoned residential and commercial. Fully finished basement. Plenty of parking. A great place for a centrally loc...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Multiple offers received- Highest and best due by 9/29 at noon! Investors, contractors & handy buyers—this is the fixer-upper opportunity you’ve been waiting for! This 4 ...
- 4 Beds
- 1 Baths
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
PRICE IMPROVEMENT!! Here is 24775 Langford Road, a well-maintained 3-bedroom, 1-bath home situated on 1.27 acres in a peaceful country setting just minutes from downtown ...
- 3 Beds
- 1 Baths
Listing courtesy of RE/MAX Chesapeake. Contact:
Tulip Forest, a farm defined by scale, stewardship, and long-term value. Recognized as a premier sporting estate, this legacy holding property is the kind of asset that ...
- 4 Beds
- 2 Baths
Listing courtesy of Cross Street Realtors LLC. Contact:
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 ...
- 3 Beds
- 2 Baths
Listing courtesy of Samson Properties. Contact:
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...
- 2 Beds
- 2 Baths
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Bring your vision and transform this unique property into the home of your dreams. Situated on 3.79 picturesque acres, the property features a beautiful one-acre stocked ...
- 3 Beds
- 2 Baths
Listing courtesy of Pearson Smith Realty, LLC. Contact:
Selling Office: LPT Realty, LLC.
A rare find! This rancher on Washington Ave has dual use: zoned residential and commercial. Full finished basement. More details and pictures coming soon!
- 3 Beds
- 1 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Exceptional renovation that offers everything you could want in a waterfront home.
- 3 Beds
- 2 Baths
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Non Subscribing Office.
Welcome to country living ! Nestled on over an acre, this solid brick rancher offers nearly 2,000 square feet of living space with many possibilities. Enjoy the peace and...
- 3 Beds
- 1 Baths
Listing courtesy of Keller Williams Flagship. Contact:
Selling Office: Chesapeake Real Estate Associates, LLC.
Well maintained Beautiful Brick Rancher nestled on 2.16 Acres in Chestertown and a short distance to Historic Downtown. 3 Spacious Bedrooms all with Hardwood Flooring an...
- 3 Beds
- 2 Baths
Listing courtesy of Keller Williams Realty. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.
Built in 1780/1840, "Highcroft" is in the heart of the Historic District near the Chester River. A rare in-town property that offers a 2-car garage with a second floor an...
- 3 Beds
- 5 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Cross Street Realtors LLC.
Great opportunity to own a small cottage in Chestertown. Right next to, and with direct access to the walking trails, this end of road 2 bedroom home comes with an extra ...
- 2 Beds
- 2 Baths
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Execuhome Realty.
Opportunity knocks! This 3-bedroom, 1.5-bath rancher sits on a spacious 2-acre lot in Queen Anne’s County. Enjoy the convenience of high-speed internet while taking in th...
- 3 Beds
- 2 Baths
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.
This is it! This is the one you and your horse have been dreaming about! Absolutely darling 4+ acre farmette! Charm charm charm plus function function function. Turnkey a...
- 3 Beds
- 3 Baths
Listing courtesy of EXP Realty, LLC. Contact:
Selling Office: Coldwell Banker Realty.
125 Evergreen Farm Lane and 220 Evergreen Farm Lane, Chestertown.
- 1 Beds
- 1 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.
Welcome to 27370 Morgnec Rd. Conveniently located and Nestled on .95 acres, this home Features 3 Bedrooms, 1.5 Baths with beautiful Hardwood Oak Floors throughout. Perfec...
- 3 Beds
- 2 Baths
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Berkshire Hathaway HomeServices PenFed Realty.
This fixer upper is a great chance to have a house on a large lot in a prime area just outside of Chestertown. The house itself needs serious renovation and has evidence ...
- 2 Beds
- 2 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: The Hogans Agency Inc..
Looking to get away from the grind? Check out this 2 BR, 1 BA townhome in the small community of Tolchester Village. Renovated in 2021, there's nothing to do but move ...
- 2 Beds
- 1 Baths
Listing courtesy of EXIT Preferred Realty. Contact:
Selling Office: Chesapeake Real Estate Associates, LLC.
Eastern Shore Waterfront Home is set on 5-acres on Rosin Creek in Queen Anne’s County, Maryland. The home is located in a peaceful, wooded setting with lovely long water ...
- 4 Beds
- 2 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: VRA Realty.
Escape to tranquility on 5 private acres surrounded by woods at 200 Ashley Lane! Just minutes from Route 301, this idyllic property offers unrestricted land, allowing you...
- 3 Beds
- 2 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Benson & Mangold, LLC.
Brenda Fornos sold another one. Amazing 4 Acre Waterfront Opportunity awaits a new owner who is willing to update the adorable cape with large wrap around deck that ove...
- 4 Beds
- 2 Baths
Listing courtesy of Taylor Properties. Contact:
Selling Office: Kingsway Realty - Lancaster.
Within steps of the Chester River, this updated and renovated farmhouse is filled with character and charm. The light filled rooms, cozy interior and newly added family r...
- 3 Beds
- 2 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
Selling Office: Cross Street Realtors LLC.
Custom built house on the East Fork of Langford Creek set on 8+ acres with a private dock. This is the first time the house has been for sale; original owners. It was bu...
- 3 Beds
- 5 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Non Subscribing Office.
THIS CHARMING HOME OFFERS A COZY LIVING SPACE THAT MAXIMIZES EFFICIENCY! BRAND NEW ROOF INSTALLED ON 10/18/23! Its modern 2023 renovations provide an inviting atmosphere ...
- 3 Beds
- 2 Baths
Listing courtesy of Keller Williams Realty Delmarva. Contact:
Selling Office: Non Subscribing Office.
Charming and full of potential, this 3-bedroom, 1.5-bath Cape Cod home offers a prime in-town Chestertown location with thoughtful updates already in place. New roof (Dec...
- 3 Beds
- 2 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Cross Street Realtors LLC.
OPPORTUNITY KNOCKS!! This home is being sold as-is and is ready for someone with vision and plenty of elbow grease. Located in Queen Anne's County on Pear Tree Point Rd...
- 3 Beds
- 1 Baths
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Long & Foster Real Estate, Inc..
Welcome to “The Cottage,” as it’s affectionately known! This charming home offers beautiful water views of the Chesapeake Bay, creating a peaceful and relaxing place to c...
- 2 Beds
- 1 Baths
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Douglas Realty LLC.
2 level townhome in sought after Tolchester Village! Features a terrific open kitchen with stainless steel appliances, nice living room/dining room combination with a sli...
- 2 Beds
- 1 Baths
Listing courtesy of Coldwell Banker Realty - Washington. Contact:
Selling Office: Benson & Mangold, LLC.
117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment asp...
- 1 Beds
- 1 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact:
117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment asp...
- 2 Beds
- 1 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact:
117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment asp...
- 1 Beds
- 1 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact:
117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment asp...
- 3 Beds
- 3 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact:
**Listing price is for FOUR units for sale as an investment package! 117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a ...
- 7 Beds
- 5 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact:
Classic Country Cape Cod on an acre in the country with a large Detached Garage. What more could you ask for ? This home is in a quiet country setting in the trees overlo...
- 4 Beds
- 2 Baths
Listing courtesy of Rosendale Realty. Contact:
Selling Office: RE/MAX Executive.
As - Is
- 3 Beds
- 2 Baths
Listing courtesy of LPT Realty, LLC. Contact:
Selling Office: Non Subscribing Office.
INTOWN Investor Special! This 4-bedroom, 1.5-bath bungalow is full of potential and ready for your vision. Situated on a large, private lot at the end of a quiet street, ...
- 4 Beds
- 2 Baths
Listing courtesy of Taylor Properties. Contact:
Selling Office: Chesapeake Real Estate Associates, LLC.
Wonderful and charming turn key living in Chestertown. Whether it is year round or long weekends, Tolchester Village makes it easy to enjoy all the area has to offer. The...
- 2 Beds
- 1 Baths
Listing courtesy of Coldwell Banker Realty. Contact:
Selling Office: Douglas Realty LLC.
None
- 1 Beds
- 1 Baths
Listing courtesy of Select Land & Homes, LLC. Contact:
Selling Office: Unrepresented Buyer Office.
Situated on an open .59 acre lot in Queen Anne’s County, this charming 3 bedroom, 2.5 bath built home in 2014 offers buyers the perfect blend of modern comfort with spaci...
- 3 Beds
- 3 Baths
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Bayside Realty.
This 2-bedroom, 1.5-bath bungalow offers a bright, open layout with updates throughout. The home features a sun-filled front room, an eat-in kitchen with new butcher bloc...
- 2 Beds
- 2 Baths
Listing courtesy of Select Land & Homes, LLC. Contact:
Handsome farmhouse on 36 acres. House maintains much of its original character. Spacious rooms and beautiful views.
- 4 Beds
- 3 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Unrepresented Buyer Office.
Price Improvement = Even More Value! Discover the perfect blend of space, privacy, and comfort at this well-maintained 3-bedroom, 2-bath, 1,900 square foot home, situated...
- 3 Beds
- 2 Baths
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: EXIT Preferred Realty.
Move-in ready and freshly updated in 2025! This 3-bedroom, 2-bath home offers approx. 1,600 sq. ft. of stylish living on an 2.66 acre corner lot with public water and sew...
- 4 Beds
- 2 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.
This property features a 3-bedroom, 1-full-bathroom home with a detached 3-car garage and sits on 2.08 acres. The primary bedroom opens out to a new covered deck. The sel...
- 3 Beds
- 1 Baths
Listing courtesy of Select Land & Homes, LLC. Contact:
Selling Office: RE/MAX Components.
Turnkey Perfection! Fully Renovated Ranch Home in Desirable Fairlee! Prepare to be impressed by this stunning ranch home that has undergone a complete, top-to-bottom reno...
- 3 Beds
- 1 Baths
Listing courtesy of Real Broker LLC. Contact:
Selling Office: Doug Ashley Realtors, LLC.
Price Improvement! Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but hig...
- 5 Beds
- 5 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Long & Foster Real Estate, Inc..
Enjoy the serenity of waterfront living in this delightful 2-bedroom, 1-bath ranch home nestled on a double lot along the scenic Chester River. This cozy retreat offers s...
- 2 Beds
- 1 Baths
Listing courtesy of Iron Valley Real Estate of Central PA. Contact:
Selling Office: Chesapeake Real Estate Associates, LLC.
Minutes from the heart of Chestertown and a short drive to Rock Hall, this 2-bedroom, 1-bath home offers the perfect balance of small-town convenience and peaceful countr...
- 2 Beds
- 1 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Remax Vision.
Serene 2-acre partially cleared wooded lot with existing 1900-built home, in need of major repair or possible tear-down. Value is in the land. No interior access – part...
- 3 Beds
- 1 Baths
Listing courtesy of Tesla Realty Group, LLC. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.None Available Real Estate & Homes
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