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

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$1,425,000
$5,360/mo
Monthly Payment:
$5,360
Principal & Interest:
$5,360
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $285,000 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size215.8acre BuiltN/A On Site426days
Large grain and hunting farm with good tillable ratio. Farm is divided in two parcels,155.8 acres and 60 acres.Predominantly Matapeake and Matapex soil types.Great hunting!... more
Large grain and hunting farm with good tillable ratio. Farm is divided in two parcels,155.8 acres and 60 acres.Predominantly Matapeake and Matapex soil types.Great hunting! Large waterfowl pond with multible other pond sites ideal for shallow water impoundments.One house allowed to be built on property per MALPF easement. Within 2 miles of downtown Chestertown.Warning,enter old house at own risk! less
Listing Provided Courtesy of Select Land & Homes, Llc
Popularity N/A
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$997,500
$3,757/mo
Monthly Payment:
$3,757
Principal & Interest:
$3,752
HOA Dues:
$5
(Based on a 30 year fixed loan at 3.88% with $199,500 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 3,990sq ft $250 / sq ft SFR
Lot Size1.4acre Built2005 On Site429days
Stately waterfront home on the Chesapeake Bay is of superior quality and offers sunsets that will take your breath away. Features include - custom gourmet kitchen with Viking... more
Stately waterfront home on the Chesapeake Bay is of superior quality and offers sunsets that will take your breath away. Features include - custom gourmet kitchen with Viking appliances, large master suite with waterfront balcony, an unparalleled master bathroom, movie theatre/media room, gym area, rough in elevator chute, 3 bay garage and a rip rap shoreline that is 5 years young. less
Listing Provided Courtesy of Cross Street Realtors Llc
Popularity N/A
$529,000
$1,990/mo
Monthly Payment:
$1,990
Principal & Interest:
$1,990
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $105,800 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 2,684sq ft $197 / sq ft SFR
Lot Size4,025sq ft Built1920 On Site475days
Recently renovated historic home is just 2-blocks from the Chester River and has off-street parking. Set in Chestertown's Historic District, it is convenient to downtown shops,... more
Recently renovated historic home is just 2-blocks from the Chester River and has off-street parking. Set in Chestertown's Historic District, it is convenient to downtown shops, dining, and Washington College. Inviting, generously sized rooms have wood floors and lovely wood detail. Main living areas include a large kitchen, butler's pantry, formal dining room, sunroom and spacious master suite. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$180,000
$698/mo
Monthly Payment:
$698
Principal & Interest:
$677
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.88% with $36,000 down)
Chestertown, MD 21620
N/Asq ft N/A / sq ft LND
Lot Size1.4acre BuiltN/A On Site483days
Four seasons of abundant sunsets on the Chesapeake Bay are included with this 1.36 acre, perc approved, partially wooded lot in Great Oak Estates. The property is located just a... more
Four seasons of abundant sunsets on the Chesapeake Bay are included with this 1.36 acre, perc approved, partially wooded lot in Great Oak Estates. The property is located just a few minutes from the marina and less than fifteen minutes from downtown Chestertown. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
$749,000
$3,071/mo
Monthly Payment:
$3,071
Principal & Interest:
$2,817
HOA Dues:
$254
(Based on a 30 year fixed loan at 3.88% with $149,800 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 2,800sq ft $268 / sq ft CND
Lot SizeN/Asq ft Built2006 On Site483days
Views, views, views! Fantastic views from every level of this waterfront condo on the chester river. Price includes 2 deeded boat slips. Flexibility as to floor plan. This unit... more
Views, views, views! Fantastic views from every level of this waterfront condo on the chester river. Price includes 2 deeded boat slips. Flexibility as to floor plan. This unit is currently unfinished. Elevator an option. Great location in historic chestertown within walking distance of shops, parks and restaurants. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$549,000
$2,065/mo
Monthly Payment:
$2,065
Principal & Interest:
$2,065
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $109,800 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 3bath 2,949sq ft $186 / sq ft SFR
Lot Size20.0acre Built1900 On Site500days
Small farm with completely restored Victorian 1900 house. 20 acres, 14 tillable, 2 ponds for hunting, three car garage, storage shed and pole shed. Beautiful landscaping, close... more
Small farm with completely restored Victorian 1900 house. 20 acres, 14 tillable, 2 ponds for hunting, three car garage, storage shed and pole shed. Beautiful landscaping, close to Chestertown. less
Listing Provided Courtesy of The Hogans Agency Inc.
Popularity N/A
$895,000
$3,366/mo
Monthly Payment:
$3,366
Principal & Interest:
$3,366
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $179,000 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size17.2acre BuiltN/A On Site507days
Valuable Residential Real Estate development property.This sale includes two parcels. 329 Flatland Rd, Chestertown, MD (9.10 AC) and 25255 Cromwell Clark Rd, Chestertown, MD. (8... more
Valuable Residential Real Estate development property.This sale includes two parcels. 329 Flatland Rd, Chestertown, MD (9.10 AC) and 25255 Cromwell Clark Rd, Chestertown, MD. (8 AC). Total acreage for sale is 17.19 acres. These properties are located within Chestertown, town limits. Possible mixed residential and PUD. Both properties are included in this sale and are priced to sell immediately. less
Listing Provided Courtesy of The Hogans Agency
Popularity N/A
$850,000
$3,197/mo
Monthly Payment:
$3,197
Principal & Interest:
$3,197
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $170,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 5,426sq ft $157 / sq ft SFR
Lot Size9,740sq ft Built1900 On Site518days
Historic in-town waterfront. This one's special. First time on the market in 25 years, after tasteful re-furbishment throughout. Gracious entry. Large lr/great room w 23'... more
Historic in-town waterfront. This one's special. First time on the market in 25 years, after tasteful re-furbishment throughout. Gracious entry. Large lr/great room w 23' beamed, cathedral ceiling/wbfp. Large dr/ wbfp. Family room w bar/shelving. Separate breakfast room. Indoor swimming pool. Terrace overlooks the chester river. Master br/sitting room. Two-car attached garage. Double lot. less
Listing Provided Courtesy of Lacaze Meredith Real Estate
Popularity N/A
$1,175,000
$4,420/mo
Monthly Payment:
$4,420
Principal & Interest:
$4,420
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $235,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 3,736sq ft $315 / sq ft SFR
Lot Size1.4acre Built1960 On Site519days
Open Sun Nov 2, 12pm-3pm
This marvelous custom Manor home on 1.5 acres on Fairlee Creek features 2 master suites, 2 kitchens, custom built-ins,eat-in gourmet kitchen,a huge recreation room w. wet bar &... more
This marvelous custom Manor home on 1.5 acres on Fairlee Creek features 2 master suites, 2 kitchens, custom built-ins,eat-in gourmet kitchen,a huge recreation room w. wet bar & fabulous terrace & patio and more! The property enjoys panoramic water views, free community golf, tennis, beach & pool privileges plus a deep water dock & 296' of bulk headed waterfront. Flood insurance not required! less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity N/A
$240,000
$904/mo
Monthly Payment:
$904
Principal & Interest:
$902
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.88% with $48,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,878sq ft $128 / sq ft SFR
Lot Size22,500sq ft Built1987 On Site529days
***water privileged community***...This lovely home built with 2 x 6 exterior walls offers large open space living...The kitchen with a breakfast bar opens to spacious room... more
***water privileged community***...This lovely home built with 2 x 6 exterior walls offers large open space living...The kitchen with a breakfast bar opens to spacious room w/cathedral ceiling for dining and entertaining.....20 x 13 family room w/cathedral ceiling is accented with a drystack stone wall serving a gas fireplace-open rear porch w/roof offers extended months pleasure for relaxing less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity N/A
$429,000
$1,613/mo
Monthly Payment:
$1,613
Principal & Interest:
$1,613
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $85,800 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 2,045sq ft $210 / sq ft SFR
Lot Size4.9acre Built1995 On Site545days
North Eastern Log home built on almost 5 acres with 185' of shoreline on Fairlee Creek. Great for canoeing, kayaking, fishing & just lazing around. Oversize garage & Log Cabin... more
North Eastern Log home built on almost 5 acres with 185' of shoreline on Fairlee Creek. Great for canoeing, kayaking, fishing & just lazing around. Oversize garage & Log Cabin connected by a breezeway. Wrap around deck on creek side.Brick fireplace for wood stove in this open floor plan. Place for an office on 2nd floor landing.No grass to cut. Near Fairlee Public Landing to launch a larger boat. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$189,000
$710/mo
Monthly Payment:
$710
Principal & Interest:
$710
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $37,800 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,404sq ft $135 / sq ft SFR
Lot Size22,500sq ft Built2003 On Site567days
Quiet neighborhood. Walking distance from Marina & Restaurant. Well maintained home with deck and pretty yard.
Quiet neighborhood. Walking distance from Marina & Restaurant. Well maintained home with deck and pretty yard. less
Listing Provided Courtesy of Rock Hall Properties Real Estate
Popularity N/A
$299,000
$1,124/mo
Monthly Payment:
$1,124
Principal & Interest:
$1,124
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $59,800 down)
Chestertown, MD 21620
Kent County Public Schools
5bed 4bath 2,408sq ft $124 / sq ft SFR
Lot Size35,000sq ft Built1976 On Site576days
Wonderful home with numerous upgrades just minutes from downtown Chestertown. Two master bedrooms. The downstairs master suite has a sitting room, large bath and walk in closet.... more
Wonderful home with numerous upgrades just minutes from downtown Chestertown. Two master bedrooms. The downstairs master suite has a sitting room, large bath and walk in closet. This sunny home has a nicely landscaped yard with a patio. The lot backs up to farmland and offers lots of privacy. Come take a look - it is priced to sell! less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$769,000
$2,892/mo
Monthly Payment:
$2,892
Principal & Interest:
$2,892
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $153,800 down)
Chestertown, MD 21620
Kent County Public Schools
5bed 3bath 3,824sq ft $201 / sq ft SFR
Lot Size18,342sq ft Built1877 On Site577days
Eastern Shore Victorian home, c.1877 is ideally situated in Chestertown's Historic District and is just a short stroll down to the Chester River, shops, and Washington College.... more
Eastern Shore Victorian home, c.1877 is ideally situated in Chestertown's Historic District and is just a short stroll down to the Chester River, shops, and Washington College. Currently a B&B, the Widows Walk Inn evokes period charm with original wood detail. Carriage house has spacious apartment. Also for sale is the B&B business, a spare lot and furnishings. Approx 90-min. from D.C. and Phila. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$25,000
$94/mo
Monthly Payment:
$94
Principal & Interest:
$94
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $5,000 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size15,000sq ft BuiltN/A On Site579days
Desirable Chesapeake Landing - Wooded Parcel lots #79 & 80 total sq.ft. 15,000. Located on OWASSO Rd., just a few blocks from Mill Creek. Build Your New Home and Enjoy Eastern... more
Desirable Chesapeake Landing - Wooded Parcel lots #79 & 80 total sq.ft. 15,000. Located on OWASSO Rd., just a few blocks from Mill Creek. Build Your New Home and Enjoy Eastern Shore Living. Near Marinas, Restaurants and a short drive to Historic Chestertown. Sign posted on property. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
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Local real estate services provided by:
Coldwell Banker Residential Brokerage
Coldwell Banker Residential Brokerage
6031 University Blvd, Ste 140
Ellicott City, MD 21043
1.410.480.1200
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Data last updated: Saturday, October 25, 2014 at 6:44 AM