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Chestertown Real Estate — Homes For Sale in Chestertown, MD

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$895,000
114 Little Harbor Way #4
Chestertown, MD 21620
4 bed, 4 bath, CND, 3,359 sq ft, $266/sq ft,
N/A sq ft lot, Built: 2007, On ZipRealty 164 days
Eastern shore waterfront retreat. Tranquil setting with sweeping views of the chester river, local wildlife, and flora. Graciously-appointed home features wrap-around porch,... more
Eastern shore waterfront retreat. Tranquil setting with sweeping views of the chester river, local wildlife, and flora. Graciously-appointed home features wrap-around porch, fireplaces, custom cabinetry, wide plank floors, and 10' ceilings. The 3,400 s.F. End-unit condo has an elevator and garage. Optional boat slip avail. Near downtown historic chestertown - just 90-minutes from d.C. And phila. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
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$274,900
21780 Bay Shore Rd
Chestertown, MD 21620
LND, N/A sq ft, N/A/sq ft,
10.7 acre lot, Built: N/A, On ZipRealty 165 days
Peaceful Tranquility on 10 Acres, ready for your new home. Public sewer, deep water well and electric to old Hunting Lodge. 4 Big Beautiful Oak trees by the old lodge makes a... more
Peaceful Tranquility on 10 Acres, ready for your new home. Public sewer, deep water well and electric to old Hunting Lodge. 4 Big Beautiful Oak trees by the old lodge makes a perfect home site. 6 Acres are cleared & farmed, 3 Acres of mature pine trees & 1 acres of hard woods. 200' to the Chesapeake Bay, access to the beach & boat launch. Farm Land surrounding this parcel is in Preservation. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$24,000
7834 Sandy Bottom Rd
Chestertown, MD 21620
LND, N/A sq ft, N/A/sq ft,
1.4 acre lot, Built: N/A, On ZipRealty 166 days
Call Kent County Environmental Health and check for Perc and well info. Old Structure on property. Close to Tolchester, Rock Hall and Chestertown, almost 1.5 acres! Seller makes... more
Call Kent County Environmental Health and check for Perc and well info. Old Structure on property. Close to Tolchester, Rock Hall and Chestertown, almost 1.5 acres! Seller makes no warranties expressed or implied. less
Listing Provided Courtesy of Re/max Chesapeake
Popularity N/A
$567,000
419 High St
Chestertown, MD 21620
3 bed, 4 bath, SFR, 2,712 sq ft, $209/sq ft,
4,500 sq ft lot, Built: 2005, On ZipRealty 171 days
Enter a spacious living room with a glorious fireplace, separate dining room is grand! Gourmet kitchen with all amenities and is open to a terrific family room. Outside features... more
Enter a spacious living room with a glorious fireplace, separate dining room is grand! Gourmet kitchen with all amenities and is open to a terrific family room. Outside features includes a garage, off street parking, and a beautiful brick courtyard with shade! Chestertown historic district has nothing to offer like this home. Bedrooms en suites, master bedroom with a f/p & sitting area. less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
$225,000
357 High St
Chestertown, MD 21620
1 bed, 2 bath, SFR, 1,314 sq ft, $171/sq ft,
2,950 sq ft lot, Built: 1788, On ZipRealty 171 days
Built 1788+/-. Original hand hewn beams. Zoned in the RB Professional Office District, a buffer between residential and commercial, allows for a variety of uses. Have your... more
Built 1788+/-. Original hand hewn beams. Zoned in the RB Professional Office District, a buffer between residential and commercial, allows for a variety of uses. Have your office on the first level and live on the second level. Main level offers several rooms for office space, kitchenette and powder room. Upstairs is currently rented with full bath, bedroom and kitchen/living combo. less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
$650,000
233 Richard Dr
Chestertown, MD 21620
3 bed, 3 bath, SFR, 2,184 sq ft, $298/sq ft,
20,473 sq ft lot, Built: 1977, On ZipRealty 173 days
Enjoy all the best of historic Chestertown! within a short stroll to downtown, this home features exquisite water views from most living areas, a screened porch overlooking the... more
Enjoy all the best of historic Chestertown! within a short stroll to downtown, this home features exquisite water views from most living areas, a screened porch overlooking the water, fireplace in the family room and a heavenly, modern kitchen. Relax and experience life in "the land of pleasant living". less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity
Public works says this lot has a paid sewer allocation but please verify. Survey is available and the property corners have been marked. Community does have access to the... more
Public works says this lot has a paid sewer allocation but please verify. Survey is available and the property corners have been marked. Community does have access to the Chesapeake Bay. Very affordable building lot. less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
Enjoy all the best nature has to offer. Large home with two garages, huge deck overlooking the water. Privacy and close to historic Chestertown.
Enjoy all the best nature has to offer. Large home with two garages, huge deck overlooking the water. Privacy and close to historic Chestertown. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity
Fantastic custom built home, just outside Chestertown, Near Washington College, Wrap around decks, Lower level has full Kitchen, could be inlaw suite, Plenty of wildlife,... more
Fantastic custom built home, just outside Chestertown, Near Washington College, Wrap around decks, Lower level has full Kitchen, could be inlaw suite, Plenty of wildlife, Beautiful View,10+Acres, Perk approved, for 3-4 more homes, Must See, Shows Better than New. less
Listing Provided Courtesy of Riverview Realty, Llc.
Popularity
Great opportunity with this 3 bedroom 2 bath located in Historic Chestertown! Very large single family with fireplace, hardwood floors, covered front porch, family room and... more
Great opportunity with this 3 bedroom 2 bath located in Historic Chestertown! Very large single family with fireplace, hardwood floors, covered front porch, family room and more! This is a Fannie Mae HomePath property.This property is approved for HomePath Renovation Mortgage Financing less
Listing Provided Courtesy of Re/max First Choice
Popularity
This move in ready Colonial offers 4 bedrooms, 3.5 baths, open kitchen/family room/breakfast room area, separate formal DR, 2 story foyer, 1st floor study, master suite with... more
This move in ready Colonial offers 4 bedrooms, 3.5 baths, open kitchen/family room/breakfast room area, separate formal DR, 2 story foyer, 1st floor study, master suite with super bath. Finished basement with full bath. This is a short sale being professionally negotiated. less
Listing Provided Courtesy of Exit Gold Realty
Popularity
Commercial building lot available.
Commercial building lot available. less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity
Mls
Mls less
Listing Provided Courtesy of Exit Bennett Realty
Popularity
Meticulously maintained home with new spacious kitchen in 2010, with bar area. Freshly painted. Well designed home with the master on the first floor. Office and living room... more
Meticulously maintained home with new spacious kitchen in 2010, with bar area. Freshly painted. Well designed home with the master on the first floor. Office and living room with built in bookshelves and cabinets. Great sun room with new sliders just off kitchen. Very warm and inviting home. Possible expansion in the attic area. Centrally located between downtown Chestertown and country club. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
Beautiful colonial in Coventry Farms. Brick exterior, 2 car garage, gourmet kitchen with island, separate dining, 5 bedrooms, 3.5 baths, gorgeous foyer, spacious yard, fully... more
Beautiful colonial in Coventry Farms. Brick exterior, 2 car garage, gourmet kitchen with island, separate dining, 5 bedrooms, 3.5 baths, gorgeous foyer, spacious yard, fully finished basement. Short Sale. less
Listing Provided Courtesy of Coldwell Banker Residential Brokerage
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.
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Data last updated: Friday, July 25, 2014 at 4:22 AM