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102 Properties Available In Chestertown
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$299,000
Townhouse
100 ACORN DR, Chestertown, MD 21620
Rare end unit townhome in Oak Hollow. Close to shopping and college. Spacious rooms. Open kitchen with granite counters ...
MLS# MDKE2004566
Listed by Lisa P Raffetto of Coldwell Banker Chesapeake Real Estate Company
$440,000
Single Family Home
401 ORIOLE RD, Chestertown, MD 21620
Welcome to 401 Oriole Road in the charming Chester Harbor community of Queen Anne’s County! This spacious 5-bedroom, 2 ½...
MLS# MDQA2011442
Listed by William Sutton of Coldwell Banker Chesapeake Real Estate Company
$698,000
Single Family Home
11040 KYLIE LN, Chestertown, MD 21620
Welcome to your serene getaway nestled on 2.62 acres of partially wooded land on Urieville Lake! This stunning 4-bedroom...
MLS# MDKE2004586
Listed by Kristina L Hyland of Coldwell Banker Chesapeake Real Estate Company
$322,000
Single Family Home
305 LONGFELLOW DR, Chestertown, MD 21620
Adorable and Affordable in Chester Harbor community! This 4-bedroom 2 bath home is ready for you! situated on a .8-acre ...
MLS# MDQA2011362
Listed by Brian Arlen Whitaker of Coldwell Banker Waterman Realty
$799,000
Single Family Home, Townhouse
LANDING LN #40, Chestertown, MD 21620
Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing....
MLS# MDKE2003948
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
$864,000
Single Family Home, Townhouse
LITTLE HARBOR WAY #19, Chestertown, MD 21620
Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing....
MLS# MDKE2003932
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
$725,000
Single Family Home
LANDING LN #37, Chestertown, MD 21620
Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing....
MLS# MDKE2002800
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
$1,449,000
Single Family Home
LITTLE HARBOR WAY #1, Chestertown, MD 21620
Introducing a stunning new construction waterfront home in Chestertown's prestigious waterfront community, Chester River...
MLS# MDKE2002724
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
$949,900
Single Family Home
LANDING LN #25, Chestertown, MD 21620
Introducing a stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. The Su...
MLS# MDKE2002704
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
$779,000
Townhouse
212 LANDING LN, Chestertown, MD 21620
Completed and ready for immediate move in! Check out Chester River Landing's newest construction! This three bedroom, th...
MLS# MDKE2002650
Listed by Kaitlyn Cole Collins of Benson & Mangold, LLC
$299,900
Single Family Home
7500 SHORTALL ST, Chestertown, MD 21620
This charming 3-bedroom, 2-bath rancher nestled in a serene setting of Quaker Estates is a gem you won't want to miss! T...
MLS# MDKE2004654
Listed by Lona Sue Todd of Taylor Properties
$639,000
Single Family Home
7675 QUAKER NECK RD, Chestertown, MD 21620
The attention to detail, superior craftsmanship and high end finishes gives this home an "Oh Wow" factor! Located on a p...
MLS# MDKE2004630
Listed by Tracy A Stone of Coldwell Banker Chesapeake Real Estate Company
$499,000
Single Family Home
24543 CHESTERTOWN RD, Chestertown, MD 21620
Nestled on 10 scenic acres just outside of Chestertown, this spacious 3,280 sq ft home offers incredible potential for t...
MLS# MDKE2004580
Listed by Terri L Murray of RE/MAX Executive
$585,000
Single Family Home
7938 RADCLIFFE RD, Chestertown, MD 21620
This impeccably maintained home is a true standout and has it ALL! With 5 spacious bedrooms - with both main level & up...
MLS# MDKE2004638
Listed by Liddy L Campbell of TTR Sotheby's International Realty
$289,000
Townhouse
104 OAK LEAF DR, Chestertown, MD 21620
Welcome to your new home in the vibrant community of Chestertown! This beautiful 3-bedroom, 3.5-bath townhome features a...
MLS# MDKE2004584
Listed by Krystal Zellner of Crown Homes Real Estate
$649,000
Single Family Home
411 FAIRVIEW DR, Chestertown, MD 21620
Eastern Shore of Maryland Waterfront Cottage is perched on the banks of Rosin Creek in Queen Anne’s County. Cozy, comfo...
MLS# MDQA2011336
Listed by Michael ONeill of Coldwell Banker Chesapeake Real Estate Company
$399,000
Single Family Home
221 RIVER RD, Chestertown, MD 21620
Hidden within the wandering gardens, you will find this meticulously maintained home with seasonal water views of the C...
MLS# MDQA2011280
Listed by Joseph S. Ciganek of Coldwell Banker Chesapeake Real Estate Company
$255,000
Single Family Home, Townhouse
117 CHESTER ARMS DR, Chestertown, MD 21620
Discover this nearly new, beautifully maintained home in Chestertown. Featuring luxury vinyl flooring throughout, white ...
MLS# MDKE2004562
Listed by David J. J Moore of RE/MAX Executive
$329,000
Single Family Home
23055 PARSONS RD, Chestertown, MD 21620
Well Maintained rancher with major renovations. Updating Kitchen including recently new stainless steel appliances and ...
MLS# MDKE2004574
Listed by Sharon E Clark of Clark & Co Realty, LLC
$169,900
Single Family Home
23110 OLD FAIRLEE RD, Chestertown, MD 21620
Welcome to this lovely home with a detached garage in the community of Woods Edge in Kent County! The home features thre...
MLS# MDKE2004542
Listed by Gina M Gargeu of Century 21 Downtown
$165,000
Single Family Home
240 N COLLEGE AVE, Chestertown, MD 21620
Great investment property, currently rented with long term tenants. Located in town with schools nearby. Being sold as i...
MLS# MDKE2004528
Listed by Dawn M Williams of Berkshire Hathaway Homeservice Homesale Realty
$1,450,000
Condo
23393 CACAWAY FARM LN, Chestertown, MD 21620
This fabulous craftsman style 3 bedroom home, is perfectly situated to enjoy the beauty and tranquility of the East for...
MLS# MDKE2004002
Listed by Ashton M Kelley of Gunther-McClary Real Estate
$385,000
Single Family Home
117 PRIMROSE ROAD PRIMROSE ROAD RD, Chestertown, MD 21620
Ranch home located in Primrose Point neighborhood( Queen Anne's County with Chestertown address), only ten minutes from...
MLS# MDQA2011100
Listed by Robert L Davis Jr. of Davis Real Estate, Inc.
$199,900
Single Family Home, Townhouse
21355 LYNN LN, Chestertown, MD 21620
This charming 2-bedroom, 1-bath villa was beautifully renovated in 2020 and offers low-maintenance living on one-level. ...
MLS# MDKE2004476
Listed by Courtney Chipouras of Benson & Mangold, LLC