BuyOld TownHomes for SaleOpen HousesNew HomesRecently SoldChestertownHomes for SaleOpen HousesRecently SoldRentOld TownApartments for RentHouses for RentTownhomes for RentChestertownHouses for RentTownhomes for RentPost A Rental ListingMortgageChestertownMortgage OverviewGet Pre-QualifiedMortgage RatesRefinance RatesMortgage CalculatorAffordability CalculatorRefinance CalculatorRent vs Buy CalculatorSaved HomesSaved SearchesSign up or Log inChestertown, MDOld TownNeighborhood OverviewNo for sale dataNo homes for saleNo rental dataNo homes for rentNo commute dataRatings unavailableSchoolsPreschoolElementaryMiddleHighNo schools available in this neighborhoodThe GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.Homes in Old TownFor Sale (0)For Rent (0)No homes for sale in this neighborhoodSearch Homes in Old TownNearby Neighborhoods in ChestertownSkip to last itemChesapeake Landing30 homes for saleBuy: $3K - $384KSee Local HighlightsBowleys Quarters27 homes for saleBuy: $275K - $3.4MSee Local HighlightsLake Shore45 homes for saleBuy: $135K - $3.25MSee Local HighlightsRiviera Beach26 homes for saleBuy: $330K - $825KSee Local HighlightsRomancoke22 homes for saleBuy: $110K - $2.79MSee Local HighlightsDundalk Marine TerminalNo homes for saleBuy: No For Sale DataSee Local HighlightsSaint Helena3 homes for saleBuy: $140K - $140KSee Local HighlightsHolabird Industrial ParkNo homes for saleBuy: No For Sale DataSee Local HighlightsHawkins PointNo homes for saleBuy: No For Sale DataSee Local HighlightsGraceland Park5 homes for saleBuy: $195K - $350KSee Local HighlightsSkip to first item