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

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$495,000
$1,862/mo
Monthly Payment:
$1,862
Principal & Interest:
$1,862
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $99,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 3bath 3,265sq ft $152 / sq ft SFR
Lot Size42,613sq ft Built1940 On Site150days
Wow! All the benefits of waterfront without waterfront prices or taxes. Well built home with wide view of the Chester River. Within walking distance to Yacht Club. Stunning... more
Wow! All the benefits of waterfront without waterfront prices or taxes. Well built home with wide view of the Chester River. Within walking distance to Yacht Club. Stunning setting less than a mile from downtown! less
Listing Provided Courtesy of Benson & Mangold, Llc
Popularity N/A
We show you every available listing. Here's how
$198,000
$744/mo
Monthly Payment:
$744
Principal & Interest:
$744
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $39,600 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,704sq ft $116 / sq ft SFR
Lot Size2.4acre Built2002 On Site152days
Recently renovated 3 Bedroom rancher, located on the very upper reaches of the East Fork of Langford Creek. Great location just minutes from Chestertown, with 2+ acres for a... more
Recently renovated 3 Bedroom rancher, located on the very upper reaches of the East Fork of Langford Creek. Great location just minutes from Chestertown, with 2+ acres for a quite little retreat, perfect for the first home or downsizing. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
$329,000
$1,244/mo
Monthly Payment:
$1,244
Principal & Interest:
$1,237
HOA Dues:
$7
(Based on a 30 year fixed loan at 3.88% with $65,800 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 2,162sq ft $152 / sq ft SFR
Lot Size26,440sq ft Built1994 On Site153days
This truly is a beautiful home! The Florida/sun porch(added in 2011) or the rear deck is where you will spend most of your time overlooking your private backyard. There are... more
This truly is a beautiful home! The Florida/sun porch(added in 2011) or the rear deck is where you will spend most of your time overlooking your private backyard. There are owners suites on each level and 2 other bedrooms as well. The kitchen has been updated and has a breakfast area but also has a formal dining room for entertaining. Heat pumps were replaced in 2007. Oversized 2 car garage! less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
$329,000
$1,262/mo
Monthly Payment:
$1,262
Principal & Interest:
$1,237
HOA Dues:
$25
(Based on a 30 year fixed loan at 3.88% with $65,800 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 2,492sq ft $132 / sq ft SFR
Lot Size13,739sq ft Built2008 On Site157days
Impeccably maintained home with more upgrades than can be listed!Open floor plan is perfect for entertaining.Beautiful landscaping, gourmet kitchen with granite countertops,... more
Impeccably maintained home with more upgrades than can be listed!Open floor plan is perfect for entertaining.Beautiful landscaping, gourmet kitchen with granite countertops, hard wood floors, master bath with soaking tub & ceramic tile floor, high efficiency systems, fully finished basement with outside entrance, kitchenette & sauna could be in-law quarters. Optional furniture package available. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$389,900
$1,466/mo
Monthly Payment:
$1,466
Principal & Interest:
$1,466
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $77,980 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,520sq ft $257 / sq ft SFR
Lot Size2,025sq ft Built1852 On Site168days
Historic home c.1852 has been renovated to preserve the original historic character but decorated with provincial charm. Brick pavers lead to a private low maintenance, fenced,... more
Historic home c.1852 has been renovated to preserve the original historic character but decorated with provincial charm. Brick pavers lead to a private low maintenance, fenced, courtyard garden. All major systems have been replaced and updated to include 2 zone HVAC, slate and pine flooring, Soapstone countertops, fully tiled baths and more! Just a few blocks from downtown and the Chester River! less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
$960,000
$3,611/mo
Monthly Payment:
$3,611
Principal & Interest:
$3,611
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $192,000 down)
Chestertown, MD 21620
5bed 4bath 2,900sq ft $331 / sq ft SFR
Lot Size5,900sq ft Built1906 On Site171days
First time offered in decades. Every detail has been meticulously considered & executed! One is struck by the sophistication of style and design. Chester River is integral... more
First time offered in decades. Every detail has been meticulously considered & executed! One is struck by the sophistication of style and design. Chester River is integral feature of life-style that includes sun room, dock, boat lift, graceful lawn, willows & peaceful gardens. "Chef's" kitchen, exercise room, 300 bottle wine cellar, bookcases, contemporary lighting. Situated in Historic District. less
Listing Provided Courtesy of Maryland Heritage Properties
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 4bath 4,037sq ft $136 / sq ft SFR
Lot Size38,500sq ft Built1988 On Site173days
Casual elegance describes this immaculate home with a well designed floor plan and spacious rooms throughout - great for entertaining. Recent upgrades and renovations include... more
Casual elegance describes this immaculate home with a well designed floor plan and spacious rooms throughout - great for entertaining. Recent upgrades and renovations include the kitchen and master bath. Relax on the deck and enjoy the private back yard setting, complete with charming garden areas & a picturesque fish pond. Near Chester River. Contingent on Seller finding home of choice. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
$1,395,000
$5,247/mo
Monthly Payment:
$5,247
Principal & Interest:
$5,247
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $279,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 4bath 4,000sq ft $349 / sq ft SFR
Lot Size23.2acre Built1986 On Site173days
Stunning views of the Chesapeake Bay & abundant wildlife are enjoyed by this secluded 23 acre waterfront retreat. Situated within the critical area buffer, the home was rebuilt... more
Stunning views of the Chesapeake Bay & abundant wildlife are enjoyed by this secluded 23 acre waterfront retreat. Situated within the critical area buffer, the home was rebuilt in 2007 & custom designed to maximize water views. Hickory hardwood flooring and cabinetry, an open floor plan & a loft style upper level den - great for entertaining! 1000 ft beachfront, wooded trails and open fields. less
Listing Provided Courtesy of Cross Street Realtors Llc
Popularity N/A
$1,250,000
$4,702/mo
Monthly Payment:
$4,702
Principal & Interest:
$4,702
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $250,000 down)
Chestertown, MD 21620
Kent County Public Schools
7bed 6bath 4,274sq ft $292 / sq ft SFR
Lot Size23,958sq ft Built1910 On Site177days
Currently 3 apartments, could be 5, actual acreage is 0.55. In Chestertown's Historic District, but private. Could be one home, many, many possibilities, live on one floor and... more
Currently 3 apartments, could be 5, actual acreage is 0.55. In Chestertown's Historic District, but private. Could be one home, many, many possibilities, live on one floor and rent the rest, etc. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
$1,250,000
$4,702/mo
Monthly Payment:
$4,702
Principal & Interest:
$4,702
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $250,000 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft MFR
Lot Size23,958sq ft Built1910 On Site177days
Currently 3 apartments, could be 5, actual acreage is 0.55. In Chestertown's Historic District, but private. Could be one home, many, many possibilities, live on one floor and... more
Currently 3 apartments, could be 5, actual acreage is 0.55. In Chestertown's Historic District, but private. Could be one home, many, many possibilities, live on one floor and rent the rest, etc. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
$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 Site178days
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 N/A
$349,000
$1,329/mo
Monthly Payment:
$1,329
Principal & Interest:
$1,312
HOA Dues:
$17
(Based on a 30 year fixed loan at 3.88% with $69,800 down)
Chestertown, MD 21620
Kent County Public Schools
6bed 4bath 4,147sq ft $84 / sq ft SFR
Lot Size11,921sq ft Built2007 On Site179days
The Michener I by Ryan Homes boasts immense space! This home shows like a model. With an inviting 2 story entrance, the floor plan opens into a perfect flow for living &... more
The Michener I by Ryan Homes boasts immense space! This home shows like a model. With an inviting 2 story entrance, the floor plan opens into a perfect flow for living & entertaining. A gourmet kitchen w/butler's pantry & a separate breakfast room! Home boasts 6 BR, 3 full BA, 1 half BA, plus finished basement! Sited nicely on an elevated lot that backs to trees! Rear fenced yard w/ landscaping. less
Listing Provided Courtesy of Lacaze Meredith Real Estate
Popularity N/A
$875,000
$3,291/mo
Monthly Payment:
$3,291
Principal & Interest:
$3,291
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $175,000 down)
Chestertown, MD 21620
Kent County Public Schools
5bed 3bath 4,584sq ft $191 / sq ft SFR
Lot Size20.0acre Built1770 On Site182days
Radcliffe Cross - handsome & worthy brick Georgian residence blocks to Hist. Chestertown. Architectural details speak of its evolution over 3 centuries. Grand house w 20 WF acs,... more
Radcliffe Cross - handsome & worthy brick Georgian residence blocks to Hist. Chestertown. Architectural details speak of its evolution over 3 centuries. Grand house w 20 WF acs, wood floors, high ceilings & an important grand central hall & stairway. Wonderful light-filled rooms. Stable & outbuildings. Radcliffe Creek offers kayak/canoe access to the Chester River. Add't 7 acs lot avail. less
Listing Provided Courtesy of Maryland Heritage Properties
Popularity N/A
$755,000
$2,840/mo
Monthly Payment:
$2,840
Principal & Interest:
$2,840
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $151,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 2,727sq ft $277 / sq ft SFR
Lot Size18,600sq ft Built1920 On Site184days
Eastern Shore Waterfront Home with Beach Access. Perfectly sited to enjoy commanding views of the Chester River, the historic home blends the simple elegance and ambience of a... more
Eastern Shore Waterfront Home with Beach Access. Perfectly sited to enjoy commanding views of the Chester River, the historic home blends the simple elegance and ambience of a vintage country house with modern amenities. Inviting rooms with waterviews exude a warmth and comfort and are enhanced by wood floors, built-ins and fireplace. Historic Chestertown is 90-minutes from D.C. and Philadelphia. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$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
7bed 5bath 5,080sq ft $79 / sq ft SFR
Lot Size19,471sq ft Built1903 On Site185days
Attention Investors! This 7BD 4BA Victorian in the middle of Chestertown comes w/a 1BD 1BA Kit. Owners Bungalow. The "Old Barn" is a 3 car gar. & 2nd story 800 SqFt loft. (may... more
Attention Investors! This 7BD 4BA Victorian in the middle of Chestertown comes w/a 1BD 1BA Kit. Owners Bungalow. The "Old Barn" is a 3 car gar. & 2nd story 800 SqFt loft. (may be2BD 1BA).Rented now w/ $3600 monthly income. Main house has 3 FP and comm. kit. w/ the original charming great rooms, 3 on main level, wrap around front porch. Many upgrades. Call LA for all photos and showing information. less
Listing Provided Courtesy of The Hogans Agency
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: Thursday, October 30, 2014 at 7:51 PM