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

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$375,000
$1,410/mo
Monthly Payment:
$1,410
Principal & Interest:
$1,410
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $75,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 3bath 2,706sq ft $139 / sq ft TWN
Lot Size5,015sq ft Built1759 On Site110days
Historic Bolton House sits 1 block from the Chester River in the Historic District. With random width 18th century hardwood floors, this property was carefully and thoroughly... more
Historic Bolton House sits 1 block from the Chester River in the Historic District. With random width 18th century hardwood floors, this property was carefully and thoroughly renovated in 1999. 20th century upgrades include walk in closets, central air, 3 full baths, gas and wood burning fireplaces, a 2 car detached garage/shed, and a private rear garden. You can walk to coffee shops & college. less
Listing Provided Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE CO
Popularity
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$195,000
$733/mo
Monthly Payment:
$733
Principal & Interest:
$733
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $39,000 down)
Chestertown, MD 21620
Kent County Public Schools
2bed 2bath 1,647sq ft $118 / sq ft SFR
Lot Size36,154sq ft Built1967 On Site110days
2 parcels totaling 1.423 acres and improved with a 1967 Split Level consisting of 1,670 sq.ft. living space with 2 BR and 2 BA. Home has been updated over the years but sill... more
2 parcels totaling 1.423 acres and improved with a 1967 Split Level consisting of 1,670 sq.ft. living space with 2 BR and 2 BA. Home has been updated over the years but sill maintains a 1970's charm. Living room features a decorative faux fireplace adding warmth to an already cozy ambiance. Septic System has been upgraded with the Advantax RT BAT System. Located minutes from downtown Chestertown. less
Listing Provided Courtesy of CROSS STREET REALTORS LLC
Popularity
$139,900
$526/mo
Monthly Payment:
$526
Principal & Interest:
$526
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $27,980 down)
Chestertown, MD 21620
Kent County Public Schools
2bed 2bath 906sq ft $154 / sq ft SFR
Lot Size17,380sq ft Built1958 On Site117days
Just finished remodeling, new floors, new deck, master bedrooms with master bath, new countertops and cabinets, new heat pump with HVAC throughout the house. Owner is regarding... more
Just finished remodeling, new floors, new deck, master bedrooms with master bath, new countertops and cabinets, new heat pump with HVAC throughout the house. Owner is regarding the yard, and putting the finishing touches on this cute cottage in Fairlee. Easy to show! Perfect home located between Chestertown and Rock Hall. Nice shade trees in the yard. Finishing up work now. less
Listing Provided Courtesy of DOUG ASHLEY REALTORS, LLC
Popularity
$435,000
$1,636/mo
Monthly Payment:
$1,636
Principal & Interest:
$1,636
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $87,000 down)
Chestertown, MD 21620
Queen Annes County Public Schools
3bed 3bath 3,002sq ft $145 / sq ft SFR
Lot Size43,560sq ft Built1996 On Site117days
Sought after Q.A.Co.cape with a Chestertown zip code.1 Acre on a cul de sac. Large & wide rear yard with big back porch, deck, patio, pool, fish pond, plenty of room to play,... more
Sought after Q.A.Co.cape with a Chestertown zip code.1 Acre on a cul de sac. Large & wide rear yard with big back porch, deck, patio, pool, fish pond, plenty of room to play, apple trees, fenced; backs to farmland. House was carefully built by current owner. Many upgrades such as intricate dining room wood floor, open,1st floor master, 9' ceilings; Brick fireplace wall. In law suite over garage. less
Listing Provided Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE CO
Popularity
$265,500
$998/mo
Monthly Payment:
$998
Principal & Interest:
$998
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $53,100 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 3bath 3,318sq ft $80 / sq ft SFR
Lot Size30,100sq ft Built2004 On Site117days
Gorgeous floor plan, open in the living areas, with a private master bedroom suite, large tiled bath with step in shower and double sinks. The ceiling is vaulted in the master... more
Gorgeous floor plan, open in the living areas, with a private master bedroom suite, large tiled bath with step in shower and double sinks. The ceiling is vaulted in the master bedroom, and overlooks a peaceful wooded area. Living room features a gas fireplace, open to the kitchen and breakfast area, and a door out to the deck as well. Downstairs is a partially finished living room, storage too! less
Listing Provided Courtesy of DOUG ASHLEY REALTORS, LLC
Popularity
$949,000
$3,570/mo
Monthly Payment:
$3,570
Principal & Interest:
$3,570
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $189,800 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 2,615sq ft $363 / sq ft SFR
Lot Size2.2acre Built1966 On Site121days
Wow fabulous, better than new because of a frozen pipe allowing a total transformation inside and out from the professional landscaping, new plank maple floors, much new... more
Wow fabulous, better than new because of a frozen pipe allowing a total transformation inside and out from the professional landscaping, new plank maple floors, much new craftsman built-in furniture to 3 full, stylish new bathrooms and gourmet kitchen by a talented interior designer.New boat slips and all with a fantastic water view of Worton Creek. Furniture is negotiable. Don't miss this gem! less
Listing Provided Courtesy of BRANDYWINE FINE PROPERTIES SOTHEBYS INTL REALTY
Popularity
$155,000
$583/mo
Monthly Payment:
$583
Principal & Interest:
$583
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $31,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 1bath 1,796sq ft $86 / sq ft SFR
Lot Size8,167sq ft Built1938 On Site122days
Cute home has a cottage feel but with plenty of room. Large living room with wood stove, family room off of the kitchen and there is even a Florida room! Oil heat & central A/C... more
Cute home has a cottage feel but with plenty of room. Large living room with wood stove, family room off of the kitchen and there is even a Florida room! Oil heat & central A/C make it comfortable year round. There is an over sized 28'x27', 2 car garage w/oil heat & central A/C. Currently used as a canvas workshop but perfect for the handyman. Rear brick patio is perfect for afternoon relaxing! less
Listing Provided Courtesy of DOUG ASHLEY REALTORS, LLC
Popularity
$224,900
$846/mo
Monthly Payment:
$846
Principal & Interest:
$846
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $44,980 down)
Chestertown, MD 21620
Queen Annes County Public Schools
3bed 2bath 1,648sq ft $136 / sq ft SFR
Lot Size4.1acre Built1918 On Site123days
Perfect farmette for farm to table family. Farm house has been remodeled and features granite counters in the kitchen alongwith stainless appliances. Wood floors throughout the... more
Perfect farmette for farm to table family. Farm house has been remodeled and features granite counters in the kitchen alongwith stainless appliances. Wood floors throughout the entire house have been refinished. Separate outside entrance for upstairsbedroom.Original crown molding.Plenty of outbuildings for farm animals and implements. 1.5 acre fenced but posts are up for more. Bring your horses. less
Listing Provided Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE CO
Popularity
$309,900
$1,165/mo
Monthly Payment:
$1,165
Principal & Interest:
$1,165
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $61,980 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 2,380sq ft $130 / sq ft SFR
Lot Size1,725sq ft Built1903 On Site124days
A colonial gem in the heart of the downtown area. A gracious porch welcomes you inside where you find large rooms and rich hardwood floors. Light bathes the dining area and... more
A colonial gem in the heart of the downtown area. A gracious porch welcomes you inside where you find large rooms and rich hardwood floors. Light bathes the dining area and leads you the the gourmet kitchen with stainless appliances and soapstone counters. A deck off the kitchen overlooks a sweet secret garden. On the second floor you find the master bedroom and bath with claw foot tub. Must see! less
Listing Provided Courtesy of LONG & FOSTER REAL ESTATE, INC.
Popularity
$899,000
$3,381/mo
Monthly Payment:
$3,381
Principal & Interest:
$3,381
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $179,800 down)
Chestertown, MD 21620
Kent County Public Schools
7bed 7bath 5,405sq ft $166 / sq ft SFR
Lot Size14,280sq ft Built1885 On Site125days
Outstanding Opportunity! Seven unit apartment building located in historic Chestertown on the Chester River. Live in the first floor owners suite with screened in porch and rent... more
Outstanding Opportunity! Seven unit apartment building located in historic Chestertown on the Chester River. Live in the first floor owners suite with screened in porch and rent the other six units, ample parking. All within easy access to shops, restaurants, galleries, docks and Washington College. Generous yard, patio and gardens overlooking the water. Wait list for rental units. less
Listing Provided Courtesy of LONG & FOSTER REAL ESTATE, INC.
Popularity
$632,500
$2,379/mo
Monthly Payment:
$2,379
Principal & Interest:
$2,379
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $126,500 down)
Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft MFR
Lot Size15,750sq ft Built1910 On Site126days
Fantastic opportunity to purchase this in town waterfront home. The owners currently live on the 1st floor. Second floor has a 1 BR and a two BR apt. The 3rd fl has a 1 BR apt.... more
Fantastic opportunity to purchase this in town waterfront home. The owners currently live on the 1st floor. Second floor has a 1 BR and a two BR apt. The 3rd fl has a 1 BR apt. The apts are not currently rented but there is a long history of past rentals. This could also be a great VRBO property - live on the 1st floor and rent the rest! Off street parking is a big plus! In ground pool! Dock! less
Listing Provided Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE CO
Popularity
$120,000
$451/mo
Monthly Payment:
$451
Principal & Interest:
$451
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $24,000 down)
Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 2,106sq ft $57 / sq ft SFR
Lot Size41,400sq ft Built1988 On Site135days
2106 SF home offers a second level potential in-law suite with exterior steps for separate entrance from first level main entrance. Home is sited on .95 acre lot located in... more
2106 SF home offers a second level potential in-law suite with exterior steps for separate entrance from first level main entrance. Home is sited on .95 acre lot located in Chesapeake Landing, a water privileged community. Home does need some work; however, great potential less
Listing Provided Courtesy of CHAMPION REALTY, INC.
Popularity
$632,500
$2,379/mo
Monthly Payment:
$2,379
Principal & Interest:
$2,379
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $126,500 down)
Chestertown, MD 21620
Kent County Public Schools
6bed 6bath 4,274sq ft $148 / sq ft SFR
Lot Size15,750sq ft Built1910 On Site136days
This home has it all: Spectacular views of the Chester River, in town location, off street parking, in-ground pool all on 1/2 acre!! Very unique home with lots of possibilities.... more
This home has it all: Spectacular views of the Chester River, in town location, off street parking, in-ground pool all on 1/2 acre!! Very unique home with lots of possibilities. Live in the first floor and rent the apartments or redesign the space to your own taste. Enjoy your morning coffee on the front porch while enjoying the peaceful views. Elevated lot so no flood ins needed! less
Listing Provided Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE CO
Popularity N/A
$339,000
$1,275/mo
Monthly Payment:
$1,275
Principal & Interest:
$1,275
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $67,800 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 2bath 2,070sq ft $164 / sq ft TWN
Lot Size1,705sq ft Built1800 On Site137days
Want to live in a small college town less than a block from the Chester River. This house has lots of Victorian charm, with details such as Eastlake style mantels & incised... more
Want to live in a small college town less than a block from the Chester River. This house has lots of Victorian charm, with details such as Eastlake style mantels & incised ornaments, leaded glass,ornamental newel stair posts. There is a unique street entrance at the lower level.Here is a great opportunity to bring this classic gem into the 21st century.Breakfast nook overlooks private rear garden less
Listing Provided Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE CO
Popularity
$450,000
$1,699/mo
Monthly Payment:
$1,699
Principal & Interest:
$1,692
HOA Dues:
$7
(Based on a 30 year fixed loan at 3.88% with $90,000 down)
Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 2,837sq ft $159 / sq ft SFR
Lot Size2.3acre Built2002 On Site141days
Builder's home in Fannell's Meadow with in-law/au-pair apartment! Gleaming wood floors, crown molding & superior construction in this 4 bedroom, 4 bath home on 2.35 manicured... more
Builder's home in Fannell's Meadow with in-law/au-pair apartment! Gleaming wood floors, crown molding & superior construction in this 4 bedroom, 4 bath home on 2.35 manicured acres! Impeccably maintained inside & out with mature landscaping. 3-zone heat & A/C systems, new septic, 2 hot water heaters & 2-car garage w/ work area. Relax on the porch or dine on the deck. You'll love calling this home! less
Listing Provided Courtesy of ROCK HALL PROPERTIES REAL ESTATE
Popularity
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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

844.662.5642
Website provided and owned by Coldwell Banker Residential Brokerage.
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Data last updated: Saturday, February 6, 2016 at 1:48 PM. Properties in listings may have been sold or may no longer be available.