39 Properties Available In Chestertown
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- Newest Listings
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$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
$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
$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
$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
$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
$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
$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
$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
$220,000
Townhouse
300 HILLTOP LN, Chestertown, MD 21620
Welcome to this beautifully updated end-unit townhouse in the heart of Chestertown! Featuring 3 bedrooms and 2.5 bathroo...
MLS# MDKE2005004
Listed by Coldwell Banker Chesapeake Real Estate Company
$1,395,500
Single Family Home
105 HIGH ST, Chestertown, MD 21620
Pricing reflects the property fully finished and professionally cleaned. This is a rare chance to own a completely resto...
MLS# MDKE2005002
Listed by Coldwell Banker Chesapeake Real Estate Company
$569,000
Condo
103 LANDING LN, Chestertown, MD 21620
Step into this nearly new, impeccably maintained two-bedroom townhouse located in the highly desirable Chester River Lan...
MLS# MDKE2004972
Listed by Gunther-McClary Real Estate
$998,000
Townhouse
226 S WATER ST, Chestertown, MD 21620
Newly finished 3 Bedroom townhouses with nearly all the desired attributes of town living, with harbor and marina views ...
MLS# MDKE2004940
Listed by Gunther-McClary Real Estate
$759,000
Condo
212 LANDING LN, Chestertown, MD 21620
Nestled along the tranquil western shore of the Chester River, this beautiful townhome in Chester River Landing offers ...
MLS# MDKE2004782
Listed by Gunther-McClary Real Estate
$725,000
Single Family Home, Condo
117 N WATER ST #1A, Chestertown, MD 21620
Completely remodeled, this three-bedroom waterfront home boasts a charming front porch and enormous back porch - your pr...
MLS# MDKE2004206
Listed by Gunther-McClary Real Estate
$395,000
Townhouse
349 HIGH ST, Chestertown, MD 21620
A Rare Opportunity in the Heart of Historic Chestertown<br><br>Discover a truly special offering in the vibrant core of ...
MLS# MDKE2004076
Listed by Coldwell Banker Chesapeake Real Estate Company
$898,000
Townhouse
228 S WATER ST, Chestertown, MD 21620
Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and acces...
MLS# MDKE2001612
Listed by Gunther-McClary Real Estate
$1,450
Single Family Home
128 N QUEEN ST #3, Chestertown, MD 21620
Welcome to 128 N Queen Street, Unit 2. A beautiful Victorian apartment located downtown Chestertown within walking dist...
MLS# MDKE2005464
Listed by Brenton Realty Group
$995,000
Commercial
201 N LYNCHBURG ST, Chestertown, MD 21620
A great opportunity for community mission driven organizations. The church and 5 additional parcels are all offered toge...
MLS# MDKE2005278
Listed by RE/MAX Associates-Hockessin
$1,450
Single Family Home, Condo
128 N QUEEN ST #4, Chestertown, MD 21620
Move in ready 2nd floor apartment in Downtown Chestertown. One spacious bedroom, full bathroom, living area and a step-...
MLS# MDKE2005242
Listed by Brenton Realty Group
$1,250,000
Commercial
329 HIGH ST, Chestertown, MD 21620
Own a Piece of the Legacy<br>reimagined for today's entrepreneurs, creatives, & visionaries<br><br>329 High Street | Che...
MLS# MDKE2005172
Listed by Cross Street Realtors LLC
$3,000,000
Vacant Land
CROMWELL CLARK RD, Chestertown, MD 21620
Potential for Residential Development!<br>87 Acre land tract that is annexed into the town of Chestertown and is served ...
MLS# MDKE2005156
Listed by The Land Group
$1,250,000
Commercial
120 SPEER RD, Chestertown, MD 21620
MLS# MDKE2005054
Listed by Mackenzie Commercial R E SVCS, LLC