101 Properties Available In Chestertown
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$698,000
Single Family Home
9194 N BAYVIEW AVE, Chestertown, MD 21620
Stunning home and property with 180-degree views of the Chesapeake Bay.<br>The home was completely remodeled in 2017 by ...
MLS# MDKE2005488
Listed by Gunther-McClary Real Estate


$319,500
Manufactured Home
9190 N BAYVIEW AVE, Chestertown, MD 21620
This 2 bedroom, 1-bath home offers a peaceful escape with views of the Chesapeake Bay. Nestled in Tolchester Estates com...
MLS# MDKE2005442
Listed by Select Land & Homes, LLC


$175,000
Single Family Home
141 PROSPECT ST, Chestertown, MD 21620
INTOWN Investor Special! This 4-bedroom, 1.5-bath bungalow is full of potential and ready for your vision. Situated on a...
MLS# MDKE2005504
Listed by Cross Street Realtors LLC


$309,000
Manufactured Home
23370 LOVELY LN, Chestertown, MD 21620
PROFESSIONAL PHOTOS COMING! Showings start 8/9<br>Looking for a home that has an oversized two car garage with electric,...
MLS# MDKE2005510
Listed by Coldwell Banker Chesapeake Real Estate Company


$325,000
Single Family Home
205 PINE ST, Chestertown, MD 21620
Chestertown -Charming well maintained, landscaped, brick ranch home located in College Heights. Several blocks from Was...
MLS# MDKE2005492
Listed by Davis Real Estate, Inc.


$209,900
Townhouse
304 HILLTOP LN, Chestertown, MD 21620
The townhouse is the second from the end and has three bedrooms and 2.5 baths. The slider door provides easy access to ...
MLS# MDKE2005440
Listed by Doug Ashley Realtors, LLC


$64,890
Single Family Home
132 PROSPECT ST, Chestertown, MD 21620
Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, C...
MLS# MDKE2005444
Listed by ANR Realty, LLC


$499,000
Single Family Home
165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
Chester River Views from Every Angle!<br>Welcome to this stunning Colonial located on the Queen Anne's County side of Ch...
MLS# MDQA2013956
Listed by RE/MAX Executive


$648,750
Single Family Home
206 S WATER ST, Chestertown, MD 21620
Four Baths! LOTS of storage in this nearly new construction! See tall ships sailing the Chester River from your front po...
MLS# MDKE2005362
Listed by Doug Ashley Realtors, LLC


$325,000
Single Family Home
134 CHAR NOR MANOR BLVD, Chestertown, MD 21620
Chester River Charm: Your Gateway to<br>Eastern Shore Living<br>Completely Renovated Cottage with River Views & Endless ...
MLS# MDQA2013988
Listed by Meredith Fine Properties


$495,000
Single Family Home
201 BIRCH RUN RD, Chestertown, MD 21620
This Mid Century Modern is located in Mile Tree Village, one of Chestertown's most coveted neighborhoods. One floor livi...
MLS# MDKE2005380
Listed by Coldwell Banker Chesapeake Real Estate Company


$309,999
Single Family Home
10674 KASOTA RD, Chestertown, MD 21620
Welcome to 10674 Kasota Rd – Your Tranquil Masterpiece on the Chesapeake's Edge. Nestled in the serene enclave of Chesap...
MLS# MDKE2005402
Listed by Long & Foster Real Estate, Inc.


$1,297,000
Single Family Home
300 HICKORY LN, Chestertown, MD 21620
Welcome to Pheasantfield Farm, a 21- acre equestrian estate beautifully nestled on the Chester River. <br>Fantastic loca...
MLS# MDQA2013388
Listed by Gunther-McClary Real Estate


$797,000
Single Family Home
7514 MUIRFIELD DR, Chestertown, MD 21620
Beautiful home in a prime location! Prestwick offers ample privacy while only a short distance from Historic District Ch...
MLS# MDKE2005370
Listed by Gunther-McClary Real Estate


$480,000
Single Family Home
206 BARROLL DR, Chestertown, MD 21620
Charming Rancher with Private Backyard Oasis in Byford Estates<br>206 Barroll Drive, Chestertown, MD<br>Located in the h...
MLS# MDKE2005094
Listed by Cross Street Realtors LLC


$195,000
Townhouse
21317 PERSIMMON DR, Chestertown, MD 21620
Gently used 2 bedroom townhome in sought after Tolchester Village! Features a terrific open kitchen with all major app...
MLS# MDKE2005356
Listed by Doug Ashley Realtors, LLC


$300,000
Single Family Home
925 ROUND TOP RD, Chestertown, MD 21620
Welcome to this cute-as-a-button home in the water-access community of Chester Harbor! Whether you're starting out, down...
MLS# MDQA2013044
Listed by TTR Sotheby's International Realty


$240,000
Single Family Home
624 HIGH ST, Chestertown, MD 21620
Step into the charm of historic Chestertown with this 2BR/1BA home full of potential. Featuring a screened front porch,...
MLS# MDKE2005274
Listed by Tesla Realty Group, LLC


$1,550,000
Single Family Home
7961 QUAKER NECK RD, Chestertown, MD 21620
**Exquisite Waterfront Retreat on Chester River**<br><br>Welcome to 7961 Quaker Neck Road, Chestertown, MD – an elegant ...
MLS# MDKE2005090
Listed by Compass


$1,550,000
Single Family Home
21082 WYOMING AVE, Chestertown, MD 21620
Charming Chesapeake Bay Home with Stunning Water Views and Incredible Sunsets! Living space is 2699 and the unfinished...
MLS# MDKE2005016
Listed by Doug Ashley Realtors, LLC


$549,000
Single Family Home
101 BIRCH RUN RD, Chestertown, MD 21620
A sleek, thoughtfully executed renovation with clean lines and a minimalist aesthetic—sure to impress even the most disc...
MLS# MDKE2005088
Listed by Cross Street Realtors LLC


$799,000
Single Family Home
26889 MORGNEC RD, Chestertown, MD 21620
This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. Th...
MLS# MDKE2005060
Listed by Coldwell Banker Chesapeake Real Estate Company


$559,900
Single Family Home
5179 QUAKER NECK RD, Chestertown, MD 21620
$20,000 Price Reduction!<br>A One-of-a-Kind Historic Treasure Reimagined for Modern Living<br>Step into history with thi...
MLS# MDKE2005028
Listed by Hyatt & Company Real Estate, LLC


$1,459,000
Single Family Home
LITTLE HARBOR WAY #1, Chestertown, MD 21620
Do your investments offer these dividends? <br><br>A premier waterfront location in a premier condominium community and ...
MLS# MDKE2004992
Listed by Gunther-McClary Real Estate
