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Chestertown, MD Real Estate — Homes For Sale in Chestertown, MD

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$399,000
$1,500/mo
Monthly Payment:
$1,500
Principal & Interest:
$1,500
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $79,800 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 3bath 2,949sq ft $135 / sq ft SFR
Lot Size20.0acre Built1900 On Site139days
20 acre farmette with 2 ponds and a completely restored farm house built in the 1800's, with some original flooring and original staircase. Offers about 14 acres of tillable... more
20 acre farmette with 2 ponds and a completely restored farm house built in the 1800's, with some original flooring and original staircase. Offers about 14 acres of tillable ground, a 3 car detached garage, milk house and 2 bay open shed plus a first floor owners suite, large kitchen with center island and skylight, family room with vaulted ceiling off of the formal dining room and new windows! less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
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$199,900
$752/mo
Monthly Payment:
$752
Principal & Interest:
$752
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $39,980 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 3bath 1,591sq ft $126 / sq ft SFR
Lot Size15,000sq ft Built1982 On Site144days
This house offers a lot for the active family. Sun room, fire place, master bedroom opposite side of house for privacy, deck, attached garage. Located within walking distance to... more
This house offers a lot for the active family. Sun room, fire place, master bedroom opposite side of house for privacy, deck, attached garage. Located within walking distance to downtown Chestertown. Property being rented with lease expiring in August. Hardwood floors thru out. less
Listing Provided Courtesy of The Hogans Agency Inc.
Popularity
$130,000
$489/mo
Monthly Payment:
$489
Principal & Interest:
$489
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $26,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,320sq ft $98 / sq ft TWN
Lot Size2,000sq ft Built1986 On Site146days
Town home in good condition with nice kitchen, washer and dryer included, has been well cared for. Three bedrooms, 2 baths upstairs with lots of storage. In town location, easy... more
Town home in good condition with nice kitchen, washer and dryer included, has been well cared for. Three bedrooms, 2 baths upstairs with lots of storage. In town location, easy to show. Appliances all convey with this property. less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
$132,500
$498/mo
Monthly Payment:
$498
Principal & Interest:
$498
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $26,500 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,232sq ft $108 / sq ft SFR
Lot Size14,520sq ft Built2003 On Site146days
Why rent when you can Own this Terrific 3 Bedroom, 2 Bath Rancher in Tolchester Estates. Close to Tolchester Marina and the Bay. Home features a Fireplace and a Large Rear Deck... more
Why rent when you can Own this Terrific 3 Bedroom, 2 Bath Rancher in Tolchester Estates. Close to Tolchester Marina and the Bay. Home features a Fireplace and a Large Rear Deck for year-round living. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co, Llc
Popularity
$685,000
$2,576/mo
Monthly Payment:
$2,576
Principal & Interest:
$2,576
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $137,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 5bath 3,047sq ft $225 / sq ft SFR
Lot Size6,286sq ft Built1840 On Site146days
Highcroft" is in the Historic District near the Chester River. Both green in color & design,renovation was done to LEED silver level in '08.Easy room flow front to back to... more
Highcroft" is in the Historic District near the Chester River. Both green in color & design,renovation was done to LEED silver level in '08.Easy room flow front to back to entertain. Rumford FP in DR. A1 kitchen has warming drawer & wine cooler Hot water on demand.2 masters on 2nd floor;plans available for 1st floor master suite.2 car garage with 2nd floor; space for a garden. VRBO success story! less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$194,000
$729/mo
Monthly Payment:
$729
Principal & Interest:
$729
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $38,800 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 1,790sq ft $108 / sq ft SFR
Lot Size29,141sq ft Built1987 On Site146days
Spacious rancher with 4 bedrooms,(2 masters), 3 full baths, hardwood floors, gas fireplace,dining room, home office, family room with french doors to in ground pool, front and... more
Spacious rancher with 4 bedrooms,(2 masters), 3 full baths, hardwood floors, gas fireplace,dining room, home office, family room with french doors to in ground pool, front and rear decks, screen porch, 26 x 36 Conestoga pole building with garage and workshop. In the country but close to historic Chestertown, marina's and public boat landings. Will not go VA , USDA or FHA. less
Listing Provided Courtesy of Execuhome Realty
Popularity
$485,000
$1,824/mo
Monthly Payment:
$1,824
Principal & Interest:
$1,824
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $97,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 2,322sq ft $209 / sq ft SFR
Lot Size29,000sq ft Built1951 On Site159days
Great views of the Chester River are yours with this sturdy brick home located in Chesmar. This home needs some updating but could be a great getaway or full time residence. An... more
Great views of the Chester River are yours with this sturdy brick home located in Chesmar. This home needs some updating but could be a great getaway or full time residence. An underground sprinkler system helps keep the lawn looking great. Only minutes from Historic downtown Chestertown. If you love great water views, and a peaceful setting, this has potential. Can't beat the location! less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
$89,000
$334/mo
Monthly Payment:
$334
Principal & Interest:
$334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $17,800 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size6,399sq ft BuiltN/A On Site159days
Located in Chestertown's Historic District this property consists of two separate lots. Each lot has it's own Tax ID. Both are under the same Deed and have R-5 Zoning. This... more
Located in Chestertown's Historic District this property consists of two separate lots. Each lot has it's own Tax ID. Both are under the same Deed and have R-5 Zoning. This property is ready for single or multi family structure and is offered below assessed value. Total tax for both parcels is $1,354. less
Listing Provided Courtesy of The Hogans Agency Inc.
Popularity
$550,000
$2,069/mo
Monthly Payment:
$2,069
Principal & Interest:
$2,069
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $110,000 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size119.8acre BuiltN/A On Site159days
Deerborne Woods" Appropriately named so if you are looking for a great deer hunting property look no further. Numerous stands are located throughout this 119+/- acre wooded... more
Deerborne Woods" Appropriately named so if you are looking for a great deer hunting property look no further. Numerous stands are located throughout this 119+/- acre wooded parcel. There is even a small little "bunk house". Hunting has been "Trophy Managed" according to the owner. Located near the Chesapeake Bay and just a short drive to Rock Hall and historic Chestertown. less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
$108,500
$408/mo
Monthly Payment:
$408
Principal & Interest:
$408
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $21,700 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft MFR
Lot Size4,788sq ft Built1900 On Site160days
Duplex located near Washington College in an area where many improvements are being made to surrounding properties. Off street parking. Easy walk to downtown Chestertown.... more
Duplex located near Washington College in an area where many improvements are being made to surrounding properties. Off street parking. Easy walk to downtown Chestertown. Locaated outside of historic district. Commercial zoning. New porch roof installed July 2015. Excellent investment property! less
Listing Provided Courtesy of Select Land & Homes, Llc
Popularity
$215,000
$808/mo
Monthly Payment:
$808
Principal & Interest:
$808
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $43,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 1bath 2,035sq ft $106 / sq ft SFR
Lot Size2.0acre Built1900 On Site165days
Loads of updates have already been done on this 4 bedroom, 1 bath farm house. Located on 2 acres of farm land, minutes from down town Chestertown. A great chance to put your... more
Loads of updates have already been done on this 4 bedroom, 1 bath farm house. Located on 2 acres of farm land, minutes from down town Chestertown. A great chance to put your stamp on this wonderful Farm House. Lots of charm, wood burning stove plus fireplace, side porch, 3 outbuildings/sheds, gravel drive, updated windows, insulation and much more! less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
$79,900
$300/mo
Monthly Payment:
$300
Principal & Interest:
$300
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $15,980 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size8.0acre BuiltN/A On Site166days
8+ acres tucked away just minutes to Chestertown. Approx 1/2 cleared and 1/2 treed. Very high and dry. Perfect for hunting.
8+ acres tucked away just minutes to Chestertown. Approx 1/2 cleared and 1/2 treed. Very high and dry. Perfect for hunting. less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity
$18,000
$67/mo
Monthly Payment:
$67
Principal & Interest:
$67
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $3,600 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size30,012sq ft BuiltN/A On Site166days
Lot 3 =this 2/3 acre lot located between chestertown and millington just off of route 291 would be a great place to build your new home. There is another 2/3 acre lot adjacent... more
Lot 3 =this 2/3 acre lot located between chestertown and millington just off of route 291 would be a great place to build your new home. There is another 2/3 acre lot adjacent to this property for sale as well for the same asking price (described as lot 2). less
Listing Provided Courtesy of Rock Hall Properties Real Estate
Popularity
$18,000
$67/mo
Monthly Payment:
$67
Principal & Interest:
$67
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $3,600 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size29,838sq ft BuiltN/A On Site166days
Lot 2 = this 2/3 acre lot located between chestertown and millington just off of route 291 would be a great place to build your new home. There is another 2/3 acre lot adjacent... more
Lot 2 = this 2/3 acre lot located between chestertown and millington just off of route 291 would be a great place to build your new home. There is another 2/3 acre lot adjacent to this property for sale as well for the same asking price (described as lot 3). less
Listing Provided Courtesy of Rock Hall Properties Real Estate
Popularity
$365,000
$1,373/mo
Monthly Payment:
$1,373
Principal & Interest:
$1,373
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $73,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 2,323sq ft $157 / sq ft SFR
Lot Size3,556sq ft Built1900 On Site167days
Open Sat Sep 5, 11am-2pm
Beautifully restored classic Victorian featured on the Historic House Tour in the heart of Chestertown. This home has it all - Formal Living and Dining Rooms both with gas... more
Beautifully restored classic Victorian featured on the Historic House Tour in the heart of Chestertown. This home has it all - Formal Living and Dining Rooms both with gas fireplaces; Eat-in Kitchen, Sun Room and a third fireplace looks onto the peaceful rear gardens; 2 Bedrooms, 2 Full Baths and Office/Work Room on the Second Floor; Two more Bedrooms on the Third Floor. Come and see this gem! less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
ZipRealty helps you find current homes for sale in Chestertown, MD. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Chestertown real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Chestertown real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Chestertown to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Brokerage
Coldwell Banker Residential Brokerage
6031 University Blvd, Ste 140
Ellicott City, MD 21043

844.662.5642
Website provided and owned by Coldwell Banker Residential Brokerage.
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Data last updated: Monday, August 31, 2015 at 6:05 AM. Properties in listings may have been sold or may no longer be available.