BuyPear Tree PointHomes for SaleOpen HousesNew HomesRecently SoldChestertownHomes for SaleOpen HousesRecently SoldRentPear Tree PointApartments 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 inEnglishEnglish / ENEspañol / ESChestertown, MDPear Tree PointNeighborhood 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 Pear Tree PointFor Sale (0)For Rent (0)No homes for sale in this neighborhoodSearch Homes in Pear Tree PointNearby Neighborhoods in ChestertownSkip to last itemChesapeake Landing22 homes for saleBuy: $5K - $320KSee Local HighlightsBowleys Quarters36 homes for saleBuy: $240K - $1.69MSee Local HighlightsGracevilleNo homes for saleBuy: No For Sale DataSee Local HighlightsCenterville1 home for saleBuy: $315K+See Local HighlightsBrenford Station2 homes for saleBuy: $400K - $440KSee Local HighlightsWorthington3 homes for saleBuy: $299K - $345KSee Local HighlightsWillowwood2 homes for saleBuy: $405K - $500KSee Local HighlightsHickory Hollow2 homes for saleBuy: $455K - $550KSee Local HighlightsLake Shore41 homes for saleBuy: $290K - $1.5MSee Local HighlightsBay PointeNo homes for saleBuy: No For Sale DataSee Local HighlightsSkip to first item