The median home value in Chestertown, MD is $220,000.
the county median home value of $180,000.
The national median home value is $177,414.
The average price of homes sold in Chestertown, MD is $220,000.
Approximately 37.21% of Chestertown homes are owned,
compared to 43.01% rented, while
19.78% are vacant.
Chestertown real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you're interested in, contact a Chestertown real estate agent to arrange a tour today!
Learn more about Chestertown Real Estate.
Awesome home that has been lovingly cared for with many updates. Basement has been partially finished with a kitchenette and pellet stove. Gleaming wood floors are throughout most of the main level. Tile in the dining area. The rear covered deck is great for summer entertaining. Brick faced with with vinyl siding added in the past few years. Heat pump for heating and cooling. House Generator!
Take Advantage of this Rare Opportunity to Own One Unit of A Charming Duplex Condo in the Heart of Chestertown Historic District * Known As "The Willis Double House" * Perfect in-town Location; Walk to Shops, Restaurants, Parks,Theater and the Beautiful Chestertown, Chester River Waterfront * Just a short drive to Historic Washington College * Move-in Ready * Call Today for Your Personal Showing !
Large 5-Bedroom Colonial in Coventry Farms offers a fully finished basement & a brand new composite deck! A large kitchen w/ ceramic tile flooring, gas range & kitchen island opens to breakfast area & family room. Also offers a formal dining room, living room & Master Suite w/ 2 walk-in closets & large bath w/ soaking tub. Located at the end of a quiet cul-de-sac w/ 2-car garage & paved drive!
Upgrades completed! This charming & spacious home in Chestertown, close to Washington College & walking distance to Fountain Park will sweep you off your feet. Wood floors, granite kitchen counters, screened porch and fenced backyard. Relax in this beauty and enjoy your close proximity to everything Chestertown has to offer! Beautiful yard with mature trees and a 2 car garage complete the picture.
Brick Home in Chestertown ready for you to move-in! Renovations have been made including Kitchen & A/C. Hardwood floors throughout most rooms, fireplace in Large Living Rm, bright rooms with plenty of closet space & built-in shelves. Storage area attached to carport. Blacktop driveway. Corner lot that is landscaped.
**Plenty of Room for updates and improvements (add a 3rd bedroom) located in Queen Anne's County, and walking distance to the Chester River. Fully fenced in back yard, enclosed sunroom, detached garage, paved driveway,Fenced in rear yard mature landscaping. Only minutes from downtown Chestertown and Washington
Located in a quiet Chestertown community, this spacious home offers easy access to both the local hospital and Kent County Middle School. With large family spaces and a big back yard, this house is great for those seeking either a quiet life or who are interested in entertaining.
Spacious home w/ privacy on 4.5+ wooded acres, including additional buildable lot, close to Chestertown & 301. Huge Master Suite w/ large en-suite bath w/ shower & claw foot tub, dressing/sitting room & walk-in closet. Brazilian cherry & bamboo flooring throughout the main level w/ an open kitchen & family area. The 2-car garage has been converted for daycare but is easily put back.
JUST A BIT OVER RESALES GETS YOU QUALITY RANCH STYLE HOME WITH OPEN LIVING AND KITCHEN. STILL TIME TO MAKE SELECTIONS AND UPGRADES AVAILABLE. MODEL UNDER CONSTRUCTION IN KENT CO. ON CEDAR AVE. ARCH SHINGLES, WOOD LAMINATE FLOORING, NICE FLOOR PLAN. LEVEL LOT WITH EXISTING SHED ON SITE FOR EXTRA STORAGE. COMMUNITY HAS VOLUNTARY HOA. MAIN PIC IS A SIMILAR HOME ON A DIFFERENT LOT MHBR # 3717
3 BR / 2BA brick ranch , under construction and at point now where the contractor is offering a qualified buyer to go through a selection of finishes to completion. Budget to be determined. Showing by appointment only.
One level living in this single family home located close to Worton Creek! Built in 2002, this home has 1248 finished square feet, three bedrooms, two full baths, large living area and large rear deck. Not too far away is Tolchester Beach and Tolchester Marina for all the water-lovers! This home needs a few cosmetic items but it priced right; come see this one today!
Charming cape cod style home in Chesapeake Landing. Popular 3BR/2 bath layout with one bedroom and full bath on the first floor and two bedrooms and another full bath on 2nd floor. Dormers on the 2nd floor provide lots of natural light. Low maintenance vinyl siding and easy-care electric heat pump make this a nice 2nd home or vacation property. Rear deck for entertaining and storage shed for toys.
Auction property. 4.5% Buyer Premium charged buyer at closing. No inspection contingency accepted. REO Property sold As-Is w/o repair, warranty or Seller Disclosure. The Listing Broker & Seller assume no responsibility & make no guarantees as to the accuracy of info herein. Seller will accept cash, conventional, 203k offers only. No water activation allowed. Buyer pays entire transfer tax.
PRICE REDUCED!!! This traditional historic home has original charm, gorgeous hardwood floors, numerous upgrades & a professionally designed backyard sanctuary... ALL in the HEART of Downtown Chestertown on a quiet cul de sac. Walking distance to everything - farmer's market, shops, restaurants, Washington College & the WATERFRONT! (Furnishings available, too!)
A quintessential 76-acre Eastern Shore waterfront estate built in 1781 & restored in 1990. Providence Plantation is very livable with a fabulous 1st flr master BR suite now with a new 3BR tenant house, dock with lift & an in-ground pool plus a 3rd home may be built to create a family compound. Easy access to Annapolis, DC or north to Philadelphia. Agent/Owner
Water views from literally every room! Beautiful glass windows showcase the panoramic southern exposure with a spectacular view of Fairlee Creek! Over 300 feet of rip-rapped waterfront, 5'+/- MLW and a dock with a 15,000 lb boat lift and jet ski lift. There is access from most of the rooms to your spacious water front deck, great outdoor entertaining. This is a home to be loved and treasured!
Waterfront home in Chester Harbor. Large backyard leads to pier for your boat. Catch the tide and boat into the Chester River. Enjoy fishing, crabbing and nature on the water. House has some upgrades including kitchen and bathrooms. Some maintenance repair work needed to bring this gem to perfection. Great second home or full time living. Minutes to down town Chestertown.
Renovated Colonial Farm house in downtown Chestertown with off street parking detached garage with tons of storage. Kitchen updated 2 years ago and all new appliances.Wood floors through-out. Vaulted ceilings in family room and master bedroom. Beautifully landscaped with fenced in yard and great outdoor living area. Wood stove with a pizza oven in family room.
This ten year old rancher has four bedroom and two baths, with a functional floor plan, on almost an acre. Conveniently located just 5 minutes to Chestertown and 8 minutes to Route 301. It's just waiting for the right buyer to give it the attention it needs.
Custom home situated on 20 acres. 600' of River front property with permittable Boardwalk and Pier. Every window provides a fantastic view. Three River rooms (one on each floor) provide amazing views of the Chester River and the areas Wildlife. Home offers charm with many wood accents throughout. Adjacent wetlands ; the opposite side of the river cannot be developed.
So close to all Chestertown's quaint attractions yet still has the neighborhood feel. Cozy home with beautiful brick fireplace, Exposed Beams, High Ceilings with sky lights! Open concept Kitchen, Hardwood floors, large deck off back Sunroom along with the attached garage and separate -Laundry/Mudd room make this house a must see! Make your appointment soon!
Mile Tree Village is a special place; a private quiet Cul-de-Sac. Walk into Chestertown, Washington College or the Chester River. Nicely fenced large rear yard with views of the large deck, sunny Florida room and the Chester river.This cape has wood floors, 2 fireplaces, attached garage and a first floor master. Just enjoy the serenity of this great spot.