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Chestertown MD Real Estate & Homes for Sale

137 Properties Found

The median home value in Chestertown, MD is $225,000 This is higher than the county median home value of $183,500. The national median home value is $185,800. The average price of homes sold in , is $. Approximately 41.87% of Chestertown homes are owned, compared to 42.32% rented, while 15.82% 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 Chestertown real estate agent to arrange a tour today !
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$129,000

109 Fairview Drive Chestertown, MD 21620

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
QA9990064
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.3168 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Coldwell Banker Waterman Realty
View additional info

A nice little rancher that while not updated, is in good condition. There is a nice screened porch with a wheelchair ramp on the rear, a nice shady yard on a high, well drained lot.

$53,900

206 Lincoln Drive Chestertown, MD 21620

Beds:
3
Baths:
1 Full
Sq.Ft.:
960
Status:
NEW LISTING
MLS#:
7010361
Type:
Single Family-Detached
Subdivision:
Washington Park
Lot size:
0.52 Acres
A broker reciprocity listing Courtesy: Partners Realty, LLC
View additional info

The house is being sold in AS IS condition. There is no warranty implied or written. Large 1/2 acre lot. Easy to show. Schedule online today. "Contact Listing Agent for Seller disclosure form prior to writing an offer. Seller requires that potential buyers execute the disclosure and submit with their offer in order to be considered." You must have the form in your possession prior to loading an offer into ResNet for Citi consideration, indicated by a note in the comments field "Buyer signed disclosure form is received.""In the event that a buyer is an agent representing themselves, commission will not be issued to them at closing."

$319,500

206 Valley Road Chestertown, MD 21620

Beds:
4
Baths:
2.00
Sq.Ft.:
2,869
Status:
NEW LISTING
MLS#:
KE9989156
Type:
Single Family
Subdivision:
College Heights
Lot size:
0.8102 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Wyble Enterprises
View additional info

Spacious well-maintained home on large, landscaped corner lot within walking distance of hospital, schools, Washington College, parks, public tennis courts and other town amenities. This four-bedroom home includes attractive kitchen, dining room, family room, living room with fireplace, central air, utility room and cedar-lined storage closet.

$250,000

225 River Road Chestertown, MD 21620

Beds:
4
Baths:
2.00
Sq.Ft.:
1,500
Status:
NEW LISTING
MLS#:
QA9988885
Type:
Single Family
Subdivision:
Sarah Skipper Lands
Lot size:
0.5051 Acres
Year built:
1978
A broker reciprocity listing Courtesy: The Hogans Agency Inc.
View additional info

THERE IS SO MUCH MORE THAN WHAT MEETS THE EYE - 4 BR, 2 BA, custom Kitchen cabinets, stainless steel appliances, wood stove that heats the whole main level, mature landscaping, gardens, instant HWH, built in air compressor and generator, DRY basement with plenty of storage, 3 level living - main floor, second floor and basement. Shed has electric and power door opener. Water oriented community.

$129,900

610 High Street Chestertown, MD 21620

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE9988524
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.1104 Acres
Year built:
1900
A broker reciprocity listing Courtesy: The Hogans Agency Inc.
View additional info

Spacious and affordable home located near the heart of Chestertown. Walking distance to fine arts, restaurants and waterfront. Great location, close to elementary school and Washington College. Hardwood throughout with a large eat-in kitchen and recently renovated bathroom. Sizeable yard and on street parking.

$229,900

108 Longfellow Drive Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
QA9987143
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.3444 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Keller Williams Select Realtors
View additional info

Just remodeled! This beautiful 3 bedroom 2 bath home has 2 master suites! Open floor plan. Large bedrooms and closets. New kitchen with granite counters, ceramic tile, new appliances. All new ceramic tile baths. New HVAC, roof, paint, carpet, fixtures. Bonus room can be office or den. Large fenced yard. Detached, 2 car garage. Covered deck. Fenced rear yard. Professionally landscaped.

$186,000

8890 Fairlee Rd Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
1,232
Status:
NEW LISTING
MLS#:
KE9985575
Type:
Single Family
Subdivision:
Fairlee
Lot size:
0.2434 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

5 miles from Chestertown and $6000 in sellers help will allow you to live in this lovely new home in Fairlee. Master suite has a full bath and double vanity. Open living area with a large Kitchen/Dining rm with center island too!. Great yard and outdoor entertaining on the deck!!! Take a look, it is worth it!

$295,000

202 Cannon Street Chestertown, MD 21620

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9983012
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.0328 Acres
Year built:
1924
A broker reciprocity listing Courtesy: J2 Real Estate
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Simply charming 3BR/2.5BA ideally located a block and a half b/t the water and historic downtown. Character abounds featuring HWF throughout, great floorplan/flow, fantastic light, SS appliances, eat-in breakfast nook, wetbar, spa-like master suite w/walk-in closet, clawfoot tub, exposed brick, finished artist loft, and abundant basement storage. Fabulous rear garden with masonary stone tiles.

$184,900

870 Washington Avenue Chestertown, MD 21620

Beds:
3
Baths:
1.00
Sq.Ft.:
1,454
Status:
Active
MLS#:
KE9981721
Type:
Single Family
Subdivision:
Chester Heights-Rt 213 N
Lot size:
0.2066 Acres
Year built:
1956
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

This adorable bungalow can be residential or commercial. Conveniently located right on Rt. 213 with Redners, Verizon, UPS Store, McDonald's & more across the street. 3 bedroom or office spaces with 1 bathroom and screened in porch. Come take a peek!

$154,900

Poplar Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9981640
Type:
Single Family
Subdivision:
Quaker Estates
Lot size:
0.3289 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Rosendale Realty
View additional info

THIS HOME PACKS A LOT INTO THE PACKAGE. LARGE OPEN LIVING & KITCHEN GIVE IT AN OPEN AIRY FEEL. SPLIT FLOOR PLAN, COZY HEAT PUMP, SEP LAUNDRY NICE KITCHEN APPLIANCE PACK ALL IT WORTH THE WAIT TO HAVE IT BUILT. CONTRACT NOW FOR EARLY 2018 DELIVERY. BUYER MAY SELECT MOST EVERYTHING FROM BUILDERS SAMPLES. MULTIPLE LOTS AVAILABLE MHBR #3717 PICS ARE OF A PREVIOUSLY CONSTRUCTED HOME.

$399,000

8350 Beaver Court Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9980903
Type:
Single Family
Subdivision:
Fannell's Meadow
Lot size:
2.03 Acres
Year built:
1991
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

Beautifully-built & well taken care of, the home is enhanced by lush landscaping & a sparkling 14' x 30' in-ground pool. Inside you will find gleaming cherry floors, an open floor plan, large bedrooms and a sunny, bright Florida room complete with a stone fireplace. Sliders lead to a deck and then to the pool. Backyard is fenced and made more private by large, gorgeous trees.

$689,000

7703 Waterview Lane Chestertown, MD 21620

Beds:
3
Baths:
4.00
Sq.Ft.:
3,257
Status:
Active
MLS#:
KE9980579
Type:
Single Family
Subdivision:
Country Club Estates
Lot size:
0.9183 Acres
Year built:
1969
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

If your golf game had as much attention to detail as this stunning country club home, you'd be a Pro! Situated just off the 13th hole, this timeless design radiates both elegance & comfort while expansive views over the course to the Chester River relax the soul. 2 master suites, gourmet kit, wet bar, great room, library, apartment, generous/custom storage capacity & an abundance of built-ins...

$249,900

8550 Camp Road Chestertown, MD 21620

Beds:
3
Baths:
3.00
Sq.Ft.:
2,968
Status:
Active
MLS#:
KE9977957
Type:
Single Family
Subdivision:
Kent Acres
Lot size:
0.545 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Keller Williams Integrity
View additional info

An amazing opportunity for home ownership awaits you in this charming brick rambler! HDW floors span Liv/DinRMs w/gasFP& bayWIN. Spacious KIT offers corian counters, solid oakCABS &sunken BrkfstRM w/access to brick patio& private BY w/serene views! Rest easy in ML MDB w/2xCL &attBA or entertain in sprawling FinLL feat. FamRM w/WBFP& built-ins, GameRM, RecRM& BonusRM w/halfBA& outdoor access!

$309,900

326 Devon Drive Chestertown, MD 21620

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9972032
Type:
Single Family
Subdivision:
Coventry Farms
Lot size:
0.2312 Acres
Year built:
2008
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Located in the desirable Coventry Farms community just 2 miles from Downtown Chestertown, this property is a cut above the rest! Meticulously maintained over the years w/ ALL the upgrades, this 3,168 sf, extremely clean home is move-in ready. Spacious kitchen, large morning room, luxury master suite with cathedral ceilings, finished basement with powder room, low-maintenance Trex decking, & more!

$510,000

7740 Country Club Lane Chestertown, MD 21620

Open House:

Saturday, 7/1 11:00-2:00PM

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9958346
Type:
Single Family
Subdivision:
Country Club Estates Add
Lot size:
0.542 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Fabulous 5 Bedroom, 3 Full Bath home in Country Club Estates. Large eat-in Kitchen with granite counters, built-in Bar, wine racks, Sun Room, 3-Season Porch, Dining Room, Family Room, Marble tile in Master and 2nd Bath. Brick Patio and grilling area, Extensive landscaping backing to woods and creek. Close to the Country Club, Chester River and Historic Chestertown.

$116,600

210 Hilltop Lane Chestertown, MD 21620

Beds:
3
Baths:
3.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
KE9972262
Type:
Townhouse
Subdivision:
Tim Dills Sub
Lot size:
0.0667 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Real Home Services and Solutions, Inc.
View additional info

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.

$388,500

9822 Fairlee Cove Drive Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9971918
Type:
Single Family
Subdivision:
Fairlee Cove
Lot size:
0.8445 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Chesapeake Real Estate Associates, LLC
View additional info

Beautiful remodeled home situated on Fairlee Creek, just minutes from the Bay. Some updates to this cozy home include stainless appliances, upgraded HVAC system and a wood ceiling. Entertain and enjoy the fenced yard or relax on the deck with shade from many mature trees. Just a short walk away, keep your boat and jet skis ready to go at the private dock that has a power lift and floating dock.

$475,000

10836 Foreston Road Chestertown, MD 21620

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9970311
Type:
Single Family
Subdivision:
Private
Lot size:
1.34 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Fabulous price on the this amazing waterfront home! Bring the family & friends to enjoy the waterfront. Plenty of room for everyone! Quality built home with open easy flowing floor plan. 4 Bedrooms & 3 full bathrooms. Great Room on main level that opens to large screened-in porch & deck. Large family room has bar & opens to steps down to water & dock. Take boat to Bay or kayak Worton-Mill Creek.

$125,000

340 Pine Tree Road Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9968880
Type:
Single Family
Subdivision:
None
Lot size:
12 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Rosendale Realty
View additional info

Build your dream home on 12 Acres of mostly wooded property. Peaceful country setting in Queen Anne's County convenient to 301. Enjoy the small stocked pond and private wooded acres for nature watching or hunting. Existing home is a tear down but shed just needs a new roof. Do not enter home. Enter shed at own risk.

$177,000

501 Kent Street N Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9967627
Type:
Single Family
Subdivision:
Byford Development
Lot size:
0.3352 Acres
Year built:
1965
A broker reciprocity listing Courtesy: RE/MAX First Choice
View additional info

Great opportunity in this 3 bedroom 2 bath home! Hardwood floors, separate dining room, formal living room, screened in porch and more!

$37,900

2007 Pondtown Road Chestertown, MD 21620

Beds:
1
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9965712
Type:
Single Family
Subdivision:
Pondtown
Lot size:
4 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Village Real Estate Company LLC
View additional info

CALLING ALL TINY HOUSE ENTHUSIASTS!! Live small and reduce your footprint in this simple home on 4 ACRES!! Room for a garden, live off the land in the country! Home needs TLC so come with a CAN DO ATTITUDE! The price is right, so COME ON DOWN!

$149,500

108 Malone Avenue Chestertown, MD 21620

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9965353
Type:
Single Family
Subdivision:
Foxley Manor
Lot size:
0.365 Acres
Year built:
1962
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Nice home in chestertown. Close to everything and ready to move into. Walk out basement makes convenient shop area and extra living space that is sectioned off. Open living room and kitchen area creates such a bright open area. Visit and add your personal touches to make it home.

$189,900

22943 Bay Shore Road Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9956863
Type:
Single Family
Subdivision:
John Foreman Subdivision
Lot size:
0.574 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Well maintained home located outside of Chestertown in Fairlee. This 3 bedroom 2 bath house is situated on a half acre lot off a peaceful back road. The home offers a master bedroom w/ separate bath, newer stainless appliances, open floor plan, deck, fenced in backyard, shed, and town water/sewer. Close proximity to public boat ramp(1 mile away), Rock Hall, and Tolchester Beach/Marina.

$315,000

111 Maple Avenue Chestertown, MD 21620

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9959108
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.1242 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

The charm of yesteryear is found throughout this lovely Victorian. Wood floors, high ceilings, fireplaces, porches and more add to the historic feel. New gourmet kitchen with granite countertops and cherry cabinets is simply beautiful. Close to restaurants, shops, Chester River and Washington College.

$349,000

10202 John Carvill Road Chestertown, MD 21620

Beds:
3
Baths:
3.00
Sq.Ft.:
3,250
Status:
Active
MLS#:
KE9961390
Type:
Single Family
Subdivision:
Great Oak Estates
Lot size:
3.26 Acres
Year built:
1984
A broker reciprocity listing Courtesy: The Hogans Agency Inc.
View additional info

Modern, large rancher updated with 3 car garage (1152 sq ft), pole barn (1080 sq ft) with 2 garage doors, deck and patio. Located in water privileged community of Great Oak Estates. Amenities include 9 hole golf course, beach, pool and boat ramp at Great Oak Marina. Has 35 KW propane generator. Appraised value is $420,000. Great bargain.

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.
Information Deemed Reliable But Not Guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
The data relating to real estate for sale on this website appears in part through the TReND Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which this broker participates, and is provided by TReND through a licensing agreement. Copyright 2017 TReND, All Rights Reserved
Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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