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

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$895,000
$3,371/mo
Monthly Payment:
$3,371
Principal & Interest:
$3,366
HOA Dues:
$5
(Based on a 30 year fixed loan at 3.88% with $179,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 3,990sq ft $224 / sq ft SFR
Lot Size1.4acre Built2005 On Site165days
Custom built to last and designed for Entertaining...a gourmet kitchen that will satisfy any culinary artist, open floor plan with centralized fireplace, floor to ceiling... more
Custom built to last and designed for Entertaining...a gourmet kitchen that will satisfy any culinary artist, open floor plan with centralized fireplace, floor to ceiling windows to appreciate the unobstructed views of the Bay, elegant master suite with private balcony, 3 bay garage, and more! Enjoy tennis, swimming/pool side lounge, golf, dining, kids club, beach, etc...mearsgreatoaklanding less
Listing Provided Courtesy of Cross Street Realtors Llc
Popularity
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$259,000
$974/mo
Monthly Payment:
$974
Principal & Interest:
$974
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $51,800 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,596sq ft $162 / sq ft SFR
Lot Size3.3acre Built1978 On Site169days
Move in ready, home sits on 3.33 +/- acres with a barn. Enjoy the country setting, watching the wildlife. This 3 br, 2 ba home has lots to offer. Call for an appointment today.
Move in ready, home sits on 3.33 +/- acres with a barn. Enjoy the country setting, watching the wildlife. This 3 br, 2 ba home has lots to offer. Call for an appointment today. less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity
$759,900
$2,858/mo
Monthly Payment:
$2,858
Principal & Interest:
$2,858
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $151,980 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 2,372sq ft $320 / sq ft SFR
Lot Size1.7acre Built1969 On Site169days
First time ever offered for sale!!! This brick waterfront home in Byford Court offers 4 Bds & 2 1/2 Bths, w/ water view's from almost every room, paved drvwy, Attached 2 car... more
First time ever offered for sale!!! This brick waterfront home in Byford Court offers 4 Bds & 2 1/2 Bths, w/ water view's from almost every room, paved drvwy, Attached 2 car garage, hardwood floors throughout, & a kitchen facing the water. You are allowed to install a 150ft pier w/ 3ft MLW. The property is in great shape but needs some updating & your personal ouch. Call Today!!! less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$410,000
$1,542/mo
Monthly Payment:
$1,542
Principal & Interest:
$1,542
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $82,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 5,940sq ft $69 / sq ft SFR
Lot Size37,026sq ft Built1965 On Site174days
Commercial Property with picnic area overlooking the pond at Chester River Yacht & Country Club. The 5,940 s.f. vinyl sided building was recently used as a non-profit group... more
Commercial Property with picnic area overlooking the pond at Chester River Yacht & Country Club. The 5,940 s.f. vinyl sided building was recently used as a non-profit group home. Features include common spaces, offices, conference room, living room, 4 bedrooms, bathrooms, computer room, commercial kitchen, dining room, exercise room, and game room. Located just 1/2-mile from downtown Chestertown. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$50,000
$188/mo
Monthly Payment:
$188
Principal & Interest:
$188
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $10,000 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size1.2acre BuiltN/A On Site192days
Buildable lot in the process of being subdivided into 2 buildable lots.
Buildable lot in the process of being subdivided into 2 buildable lots. less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity
$125,000
$470/mo
Monthly Payment:
$470
Principal & Interest:
$470
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $25,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 1bath 960sq ft $130 / sq ft SFR
Lot Size24,088sq ft Built1979 On Site196days
Cottage Just Reduced - This home offers (3) three bedrooms & (1) one bath, with a back entrance into the laundry/mud room. Original hardwood floors in most rooms. Side porch... more
Cottage Just Reduced - This home offers (3) three bedrooms & (1) one bath, with a back entrance into the laundry/mud room. Original hardwood floors in most rooms. Side porch enclosed with Berber carpet. Located on a corner lot in the quaint town of Fairlee. Close to Historic Chestertown & Washington College. Public sewer & water. Qualifies for 203k loan program for upgrades!! less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$85,000
$319/mo
Monthly Payment:
$319
Principal & Interest:
$319
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $17,000 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size2.0acre BuiltN/A On Site198days
Cleared, level corner lot in Orchard Hill. Perc approved. Adjacent lot also available.
Cleared, level corner lot in Orchard Hill. Perc approved. Adjacent lot also available. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$85,000
$319/mo
Monthly Payment:
$319
Principal & Interest:
$319
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $17,000 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size2.2acre BuiltN/A On Site198days
Cleared level lot in Orchard Hill. Perc approved. Build your dream home in this community of custom homes. Adjacent lot also available KE8537009.
Cleared level lot in Orchard Hill. Perc approved. Build your dream home in this community of custom homes. Adjacent lot also available KE8537009. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$865,000
$3,254/mo
Monthly Payment:
$3,254
Principal & Interest:
$3,254
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $173,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 3,966sq ft $218 / sq ft SFR
Lot Size1.0acre Built1940 On Site200days
Open Sat Oct 17, 11am-1pm
Property has an open view looking south down the Chester River. It's next to the Chester River Yacht & Country Club golf course.Beautifully maintained Southern Colonial house &... more
Property has an open view looking south down the Chester River. It's next to the Chester River Yacht & Country Club golf course.Beautifully maintained Southern Colonial house & grounds. Wood floors, large rooms, gas fireplaces,separate laundry, gracious hall, glass porches, patios, pool & attached garage. About a mile from historic Chestertown & Washington College. 90 minutes to Phila.,Balto & DC. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$42,500
$159/mo
Monthly Payment:
$159
Principal & Interest:
$159
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $8,500 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size2,430sq ft BuiltN/A On Site244days
Level lot in Chestertown across the street from Garnett Elementary. Buyer to verify building codes and setback requirements with the town of Chestertown.
Level lot in Chestertown across the street from Garnett Elementary. Buyer to verify building codes and setback requirements with the town of Chestertown. less
Listing Provided Courtesy of Village Real Estate Company Llc
Popularity
$480,000
$1,805/mo
Monthly Payment:
$1,805
Principal & Interest:
$1,805
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $96,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 2,520sq ft $190 / sq ft SFR
Lot Size1.3acre Built1954 On Site254days
Eastern Shore home with sweeping Langford Bay waterviews underwent a complete house renovation. Casual sophistication is enhanced with wood floors, marble baths and large... more
Eastern Shore home with sweeping Langford Bay waterviews underwent a complete house renovation. Casual sophistication is enhanced with wood floors, marble baths and large kitchen with soapstone countertops. Pastoral fields with waterviews offers a serene setting for the sunroom and pool with pergola. Inviting Master suite offers restful waterviews. Community Dock rental is available. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$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 2bath 1,248sq ft $160 / sq ft SFR
Lot Size15,295sq ft Built1972 On Site258days
This well maintained home in Byford Heights has been updated with all new windows, a new porch roof and new siding. There is a fabulous covered rear deck that overlooks a... more
This well maintained home in Byford Heights has been updated with all new windows, a new porch roof and new siding. There is a fabulous covered rear deck that overlooks a spacious but manageable back yard. Wood flooring can be found on the main level and the basement area has been partially finished. Even the central A/C has been updated! Near all that historic Chestertown has to offer! less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
$290,000
$1,090/mo
Monthly Payment:
$1,090
Principal & Interest:
$1,090
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $58,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,479sq ft $196 / sq ft SFR
Lot Size3.3acre Built1973 On Site263days
Well maintained Full Brick home that has the most picturesque setting not far from town . Sits just off the road on nearly 3.5 acres with room to add a barn and pasture if... more
Well maintained Full Brick home that has the most picturesque setting not far from town . Sits just off the road on nearly 3.5 acres with room to add a barn and pasture if interested. This home has been very well taking care of and very well built . Come look and get the feeling of HOME. less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
$324,000
$1,218/mo
Monthly Payment:
$1,218
Principal & Interest:
$1,218
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $64,800 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 2bath 2,591sq ft $125 / sq ft SFR
Lot Size4,532sq ft Built1880 On Site284days
This Gothic-inspired Victorian was built by prominent local builder, Horace Stewart, around 1880-1886, for his own use. Bay windows and 10' ceilings on 1st level and 9' ceilings... more
This Gothic-inspired Victorian was built by prominent local builder, Horace Stewart, around 1880-1886, for his own use. Bay windows and 10' ceilings on 1st level and 9' ceilings on the 2nd level. Sun filled rooms are spacious and provide an incredible feeling of home. Major mechanicals are relatively new. Just 1.5 blocks from the Chester River. Side courtyard leads to a semi-private backyard. less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
$799,900
$3,009/mo
Monthly Payment:
$3,009
Principal & Interest:
$3,009
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $159,980 down)
Chestertown, MD 21620
Kent County Public Schools
5bed 4bath 3,188sq ft $251 / sq ft SFR
Lot Size38,899sq ft Built1952 On Site288days
Castle Point" offers expansive and unrestricted bay views. Truly, one of a kind offering on the Chesapeake Bay. Multi-level decks and sun rooms enhance the incredible views.... more
Castle Point" offers expansive and unrestricted bay views. Truly, one of a kind offering on the Chesapeake Bay. Multi-level decks and sun rooms enhance the incredible views. Open floor plan with 2 master suites. Fire pit at waters edge. Secluded/private, but close to metro areas of Baltimore, DC and Philadelphia. Price reduced for immediate sale. By appointment only. less
Listing Provided Courtesy of The Hogans Agency
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: Tuesday, August 4, 2015 at 8:01 PM. Properties in listings may have been sold or may no longer be available.