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308 PARK ROW, CHESTERTOWN
PENDING $ 140,000

Fine location across from Fountain Park ...

Residential-Duplex/MultiFamily 2 beds 2.00 baths

Listing courtesy of Nancy McGuire, Maryland Heritage Properties DRE:

26712 MORGNEC ROAD, CHESTERTOWN
FOR SALE $ 125,000

Chestertown - This 2bed/1bath contempor...

Residential-Single Family 2 beds 1.00 baths

Listing courtesy of Linda Austin, Long & Foster Real Estate, Inc. DRE:

9011 GEORGETOWN ROAD, CHESTERTOWN
PENDING $ 24,900

Country location just outside of Chester...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Vincent Raimond, Doug Ashley Realtors, LLC DRE:

114 WATER STREET NORTH, CHESTERTOWN
FOR RENT $ 2,300

Stunning original details throughout thi...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of Tracy Stone, Coldwell Banker Chesapeake Real Estate Co DRE:

223 DEVON DRIVE , CHESTERTOWN
PENDING $ 259,500

Backs to trees, rather open floor plan, ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

207 RICHARD DRIVE , CHESTERTOWN
PENDING $ 269,000

One floor living in this brick rancher i...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Richard Barker, Coldwell Banker Chesapeake Real Estate Co DRE:

218 CONCORD ROAD, CHESTERTOWN
PENDING $ 189,000

UPDATED AND MOVE IN READY. GREAT HOME W...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Thomas Boeshore, Rosendale Realty DRE:

211 CAMPUS AVENUE EAST, CHESTERTOWN
FOR SALE $ 286,000

Stylish brick one-level living residence...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Nancy McGuire, Maryland Heritage Properties DRE:

200 DUKE OF KENT STREET , CHESTERTOWN
PENDING $ 225,000

Beautiful home in Kingstowne Manor!! Thi...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Peter Heller, Coldwell Banker Chesapeake Real Estate Co DRE:

866 WASHINGTON AVENUE , CHESTERTOWN
FOR SALE $ 165,000

COMMERCIAL PROPERTY - COMPLETELY RENOVAT...

Residential-Single Family 4 beds 1.00 baths

Listing courtesy of Richard Matera, Cross Street Realtors LLC DRE:

7529 SUNBURST AVENUE , CHESTERTOWN
PENDING $ 34,000

HUD Case 241-756901. Home in Quaker Esta...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Frederick Golding, RE/MAX First Choice DRE:

406 CANNON STREET , CHESTERTOWN
FOR SALE $ 199,000

Nice Duplex for sale, presently in proce...

Residential-Duplex/MultiFamily 2 beds 2.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

25800 COLLINS AVENUE , CHESTERTOWN
PENDING $ 325,000

Located in the Country Club Estates on a...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Joan Horsey, Coldwell Banker Chesapeake Real Estate Co DRE:

110 WILTON ROAD , CHESTERTOWN
FOR SALE $ 110,000

SOLD AS-IS Equal Opportunity HUD Case # ...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Terry Miller, RE/MAX Leading Edge DRE:

917 ROUND TOP ROAD , CHESTERTOWN
PENDING $ 169,990

Move in condition! Freshly painted and...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Tom Wolfrey, Coldwell Banker Residential Brokerage DRE:

109 FAIRVIEW DRIVE , CHESTERTOWN
PENDING $ 129,000

A nice little rancher that while not upd...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Steven Saunders, Coldwell Banker Waterman Realty DRE:

510 CANNON STREET , CHESTERTOWN
PENDING $ 1,200

Utilities are $300 per month. Kitchen ha...

Residential-Duplex/MultiFamily 3 beds 1.00 baths

Listing courtesy of Deborah Dawkins, Coldwell Banker Residential Brokerage DRE:

108 LONGFELLOW DRIVE , CHESTERTOWN
FOR SALE $ 219,000

Just remodeled! This beautiful 3 bedroom...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Andrew Batch, Keller Williams Select Realtors DRE:

557 FEY ROAD , CHESTERTOWN
PENDING $ 680,000

Incredible views and direct access to th...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Jennifer Mobley, Coldwell Banker Chesapeake Real Estate Co DRE:

POPLAR AVENUE , CHESTERTOWN
PENDING $ 149,900

ANOTHER GREAT HOME TO BE BUILT. JUST MI...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Thomas Boeshore, Rosendale Realty DRE:

22360 GREAT OAK LANDING ROAD , CHESTERTOWN
PENDING $ 299,000

Beautifully maintained home on 2 acre la...

Residential-Single Family 5 beds 4.00 baths

Listing courtesy of Michele Palmer, Doug Ashley Realtors, LLC DRE:

POPLAR AVENUE , CHESTERTOWN
PENDING $ 154,900

THIS HOME PACKS A LOT INTO THE PACKAGE. ...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Thomas Boeshore, Rosendale Realty DRE:

7500 SHORTALL STREET , CHESTERTOWN
PENDING $ 149,900

GREAT NEW BUILD. OPEN FLOOR PLAN W LARG...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Thomas Boeshore, Rosendale Realty DRE:

22943 BAY SHORE ROAD , CHESTERTOWN
PENDING $ 189,900

Well maintained home located outside of ...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Peter Heller, Coldwell Banker Chesapeake Real Estate Co DRE:

219 CALVERT STREET , CHESTERTOWN
PENDING $ 249,000

Super 2 zoneheat/AC house! Large great r...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Dottie Walker, Long & Foster Real Estate, Inc. DRE:

209 CRESTON ROAD , CHESTERTOWN
PENDING $ 1,200

Well Maintained home with recent updates...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Nicole McKenzie, The Hogans Agency DRE:

409 CALVERT STREET , CHESTERTOWN
PENDING $ 69,500

Low maintenance, interior town home clo...

Residential-Condo/Townhouse 3 beds 2.00 baths

Listing courtesy of Margaret Sommers, Sommers Enterprises, Inc. DRE:

1001 ROLPHS WHARF ROAD , CHESTERTOWN
PENDING $ 835,000

Perfect 10!!! This custom-built Waterfro...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Jennifer Chaney, Chaney Homes, LLC DRE:

137 SHEAFFER ROAD , CHESTERTOWN
PENDING $ 235,000

Move in ready! Very nice rancher on 1 a...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Mary Carlisle, Coldwell Banker Chesapeake Real Estate Co DRE:

217 DUTCHESS ROAD , CHESTERTOWN
PENDING $ 189,900

Very cute! Yard is gorgeous, and the ho...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

804 TRUSLOW ROAD , CHESTERTOWN
FOR SALE $ 348,000

Handsome Queen Anne style Victorian acro...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Lisa Raffetto, Coldwell Banker Chesapeake Real Estate Co DRE:

7682 WATERVIEW LANE , CHESTERTOWN
PENDING $ 372,000

Beautiful yard complimenting this beauti...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

2514 MCGINNES ROAD , CHESTERTOWN
PENDING $ 160,000

LOTS OF LAND! Come start your very own ...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of John Carroll, Village Real Estate Company LLC DRE:

700 HIGH STREET , CHESTERTOWN
PENDING $ 1,700

BACK ON MARKET.This charming "Historic L...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Richard Barker, Coldwell Banker Chesapeake Real Estate Co DRE:

22400 GREAT OAK LANDING ROAD , CHESTERTOWN
PENDING $ 339,000

The meticulously maintained property off...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Sarah Dean, Cross Street Realtors LLC DRE:

117 CONLEY DRIVE , CHESTERTOWN
PENDING $ 118,500

Looking for a great starter home or inve...

Residential-Condo/Townhouse 3 beds 2.00 baths

Listing courtesy of Tracy Stone, Coldwell Banker Chesapeake Real Estate Co DRE:

10800 CLIFF ROAD , CHESTERTOWN
FOR SALE $ 849,000

Chesapeake Bay waterfront residence with...

Residential-Single Family 5 beds 4.00 baths

Listing courtesy of Richard Budden, Coldwell Banker Chesapeake Real Estate Co DRE:

130 DARDEN ROAD , CHESTERTOWN
PENDING $ 187,500

Three bedrooms two bathrooms with vaulte...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Ben McNeil, Tidewater Properties DRE:

10577 WATONGA ROAD , CHESTERTOWN
PENDING $ 131,720

What a nice home for the price! Two sto...

Residential-Single Family 4 beds 2.00 baths

Listing courtesy of John Carroll, Village Real Estate Company LLC DRE:

203 MANOR AVENUE , CHESTERTOWN
PENDING $ 135,000

Delightful Rancher on a third of an acre...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Robert Tacher, Coldwell Banker Chesapeake Real Estate Co DRE:

200 CAMELOT DRIVE , CHESTERTOWN
PENDING $ 299,900

Beautiful home, corner lot in Coventry I...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

238 DEVON DRIVE , CHESTERTOWN
PENDING $ 278,500

Immaculate home. Shows as if new constr...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

929 ROUND TOP ROAD , CHESTERTOWN
PENDING $ 189,500

Well-maintained 3BR, 2BA rancher built i...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Daniel Quinn, Wyble Enterprises DRE:

131 QUEEN STREET , CHESTERTOWN
PENDING $ 249,000

Charming Duplex Unit in the Heart of Che...

Residential-Duplex/MultiFamily 3 beds 3.00 baths

Listing courtesy of Alice Sealing, Champion Realty, Inc. DRE:

209 CAMPUS AVENUE , CHESTERTOWN
PENDING $ 249,900

Upgrades completed! This charming & spac...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Mary Fielding, Coldwell Banker Chesapeake Real Estate Co DRE:

301 CAMPUS AVENUE , CHESTERTOWN
PENDING $ 209,000

Brick Home in Chestertown ready for you ...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of William Leager, Sassafras River Realty, Ltd. DRE:

118 CHESTER VIEW RD , CHESTERTOWN
PENDING $ 1,600

Waterfront home with pier for rent. Loc...

Residential-Single Family 2 beds 2.00 baths

Listing courtesy of Mary Carlisle, Coldwell Banker Chesapeake Real Estate Co DRE:

9028 GEORGETOWN ROAD , CHESTERTOWN
PENDING $ 28,000

3 Bedroom Rancher in Chestertown. Home f...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Robert Kaetzel, Real Estate Professionals, Inc. DRE:

1530 MCGINNES ROAD , CHESTERTOWN
PENDING $ 394,000

Spacious home w/ privacy on 4.5+ wooded ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Sarah Dean, Cross Street Realtors LLC DRE:

230 CANNON STREET , CHESTERTOWN
PENDING $ 279,000

Live in a "Little House, one of 5 frame ...

Residential-Single Family 2 beds 1.00 baths

Listing courtesy of Lisa Raffetto, Coldwell Banker Chesapeake Real Estate Co DRE:

23706 L ROAD , CHESTERTOWN
PENDING $ 130,000

Move in ready 3 bedroom, 2 bath rancher ...

Residential-Manufactured/Mobile 3 beds 2.00 baths

Listing courtesy of Richard King, Doug Ashley Realtors, LLC DRE:

302 DEVON DRIVE , CHESTERTOWN
FOR RENT $ 2,100

Spectacular 4 Bedroom 3.5 Bath home in C...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of Bridgette Jacobs, Long & Foster Real Estate, Inc. DRE:

22467 GOOSE HOLLOW DRIVE , CHESTERTOWN
PENDING $ 160,000

Nice one level Rancher with three bedroo...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

530 CANNON STREET , CHESTERTOWN
PENDING $ 289,000

Renovated Colonial house in downtown Che...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Vincent Raimond, Doug Ashley Realtors, LLC DRE:

27895 MORGNEC ROAD , CHESTERTOWN
PENDING $ 109,900

This twenty year old rancher has four be...

Residential-Single Family 4 beds 2.00 baths

Listing courtesy of John Carroll, Village Real Estate Company LLC DRE:

211 WALDO DRIVE , CHESTERTOWN
PENDING $ 214,000

So close to all Chestertown's quaint att...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Julie Cary, Rosendale Realty DRE:

204 BIRCH RUN ROAD , CHESTERTOWN
FOR SALE $ 329,000

Mile Tree Village is a special place; a ...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Lisa Raffetto, Coldwell Banker Chesapeake Real Estate Co DRE:

220 BURCHARD SAWMILL ROAD , CHESTERTOWN
PENDING $ 99,900

3 bedroom/1 bath rambler on almost an ac...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Andrew Batch, Cross Street Realtors LLC DRE:

2201 PONDTOWN ROAD , CHESTERTOWN
PENDING $ 69,000

Great starter home, backs to woods for e...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Christopher Rosendale, CR Realty DRE:

SHORTAL STREET , CHESTERTOWN
PENDING $ 139,900

60-75 DAYS UNTIL COMPLETE A GREAT STICK...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Thomas Boeshore, Rosendale Realty DRE:

112 RIVERSIDE TERRACE , CHESTERTOWN
PENDING $ 120,000

A delightful 2 bedroom cottage built aro...

Residential-Single Family 2 beds 1.00 baths

Listing courtesy of Robert Tacher, Coldwell Banker Chesapeake Real Estate Co DRE:

26909 MALLARD ROAD , CHESTERTOWN
PENDING $ 450,000

Great views of the Chester River are you...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

102 CRESTVIEW COURT , CHESTERTOWN
PENDING $ 199,900

Nice home in a wonderful neighborhood! ...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

255 DEVON DRIVE , CHESTERTOWN
PENDING $ 265,000

Beautiful home with open floor plan. The...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Mary Carlisle, Coldwell Banker Chesapeake Real Estate Co DRE:

9383 CREEK LANE , CHESTERTOWN
PENDING $ 598,000

Private setting just 2 miles from Cheste...

Residential-Single Family 3 beds 4.00 baths

Listing courtesy of Jennifer Mobley, Coldwell Banker Chesapeake Real Estate Co DRE:

109 QUEEN STREET SOUTH, CHESTERTOWN
FOR SALE $ 495,000

The Banning House; Exceptional & unusual...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Lisa Raffetto, Coldwell Banker Chesapeake Real Estate Co DRE:

21328 LOUISIANA AVENUE , CHESTERTOWN
PENDING $ 275,000

This lovely 4 bedroom cottage with a Flo...

Residential-Single Family 4 beds 2.00 baths

Listing courtesy of Robin Fithian, Rock Hall Properties Real Estate DRE:

103 PINE STREET , CHESTERTOWN
PENDING $ 164,900

Great blend of the updated & the origina...

Residential-Single Family 2 beds 2.00 baths

Listing courtesy of Thomas Boeshore, Rosendale Realty DRE:

8950 ORCHARD DRIVE , CHESTERTOWN
PENDING $ 359,500

Beautifully built contemporary Cape Cod ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Brian Megargee, Coldwell Banker Chesapeake Real Estate Co DRE:

401 PEAR TREE POINT ROAD , CHESTERTOWN
PENDING $ 190,000

Nice corner lot just across the street f...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Tracy Stone, Coldwell Banker Chesapeake Real Estate Co DRE:

220 VALLEY ROAD, CHESTERTOWN
FOR SALE $ 230,000

Don't miss this charming Rancher nestled...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Angela Demattia, Berkshire Hathaway HomeServices PenFed Realty DRE:

10540 TONOPAH ROAD , CHESTERTOWN
PENDING $ 134,900

Welcome to Chesapeake Landing! Come see...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Richard Parreco, Coldwell Banker Chesapeake Real Estate Co, LLC DRE:

202 SOMMERS PLACE , CHESTERTOWN
PENDING $ 360,000

Lovingly cared for and meticulously main...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

116 PINE CHIP ROAD, CHESTERTOWN
PENDING $ 139,000

CUTE HOUSE ON A QUIET DEAD END STREET 1 ...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Deric Beckett, Berkshire Hathaway HomeServices PenFed Realty DRE:

105 HOLLY COURT, CHESTERTOWN
PENDING $ 254,900

Well constructed and maintained custom h...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Anna Creighton, Coldwell Banker Residential Brokerage DRE:

8326 BROAD NECK ROAD , CHESTERTOWN
PENDING $ 250,000

Looking for acreage? Look no longer nic...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Patsy Whiteley, Champion Realty, Inc. DRE:

206 LONGFELLOW DRIVE , CHESTERTOWN
PENDING $ 139,000

Very well maintained 2 bedroom, 1 bath h...

Residential-Single Family 2 beds 1.00 baths

Listing courtesy of Patsy Whiteley, Champion Realty, Inc. DRE:

113 DEVON DRIVE, CHESTERTOWN
PENDING $ 284,900

Spacious 4 BR, 2.5 BA home has many appe...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Mary Carlisle, Coldwell Banker Chesapeake Real Estate Co DRE:

7850 RADCLIFFE ROAD , CHESTERTOWN
PENDING $ 329,500

House in Heather Heights, just walk to C...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Lisa Raffetto, Coldwell Banker Chesapeake Real Estate Co DRE:

10790 KASOTA ROAD , CHESTERTOWN
PENDING $ 297,000

An artist vision becomes a reality.This ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Tracy Stone, Coldwell Banker Chesapeake Real Estate Co DRE:

105 CHURCH MEADOW COURT , CHESTERTOWN
PENDING $ 264,900

Tastefully Renovated!! This 4 bedroom an...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Peter Heller, Coldwell Banker Chesapeake Real Estate Co DRE:

221 DUKE OF KENT STREET , CHESTERTOWN
PENDING $ 239,000

Wonderful rancher in Kingstowne Manor. T...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Kathleen Coale, Long & Foster Real Estate, Inc. DRE:

202 TAMARACK ROAD, CHESTERTOWN
PENDING $ 209,900

You'll love this house! New carpet, pain...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Ida Semenuk, Home Selling Assistance Plus, LLC DRE:

23480 CLARISSA ROAD, CHESTERTOWN
PENDING $ 165,000

Solid Home! Open kitchen/dining room, n...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

7726 WATERVIEW LANE , CHESTERTOWN
PENDING $ 319,900

This is a contemporary in Country Club E...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Peter Heller, Coldwell Banker Chesapeake Real Estate Co DRE:

23730 OWASSO ROAD, CHESTERTOWN
PENDING $ 174,900

Restored 4 bedroom, 2 bath residence on ...

Residential-Other 4 beds 2.00 baths

Listing courtesy of Christopher (Paul) Cox, Oxford Commercial, LLC DRE:

27370 MORGNEC ROAD, CHESTERTOWN
PENDING $ 180,000

Beautifully landscaped 3 bedroom 1 1/2 b...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Vincent Raimond, Doug Ashley Realtors, LLC DRE:

150 CHAR NOR MANOR BOULEVARD, CHESTERTOWN
PENDING $ 175,000

Bring your paint brush! With some paint...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

24039 CHESTERTOWN ROAD, CHESTERTOWN
PENDING $ 47,500

3 Bedroom rancher available in Chesterto...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Robert Kaetzel, Real Estate Professionals, Inc. DRE:

227 CONCORD ROAD, CHESTERTOWN
PENDING $ 170,000

Home completely rehabbed in 2016. New r...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Andrew Batch, Cross Street Realtors LLC DRE:

204 PONDVIEW COURT , CHESTERTOWN
PENDING $ 355,000

Make no mistake...this is one incredible...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

206 TAMARACK ROAD, CHESTERTOWN
PENDING $ 125,000

This property is being sold "AS IS" howe...

Residential-Single Family 4 beds 2.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

8480 BROAD NECK ROAD , CHESTERTOWN
PENDING $ 225,000

Move in ready, home sits on 3.33 +/- acr...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Patsy Whiteley, Champion Realty, Inc. DRE:

10712 TILDEN LANE , CHESTERTOWN
PENDING $ 499,900

Waterfront brick Colonial, c.1790 Kings ...

Residential-Single Family 5 beds 2.00 baths

Listing courtesy of George McDowell, Keller Williams Select Realtors DRE:

9028 GEORGETOWN ROAD, CHESTERTOWN
PENDING $ 38,000

3 Bedroom Rancher in Chestertown. Home f...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Robert Kaetzel, Real Estate Professionals, Inc. DRE:

5268 QUAKER NECK ROAD , CHESTERTOWN
FOR SALE $ 1,950,000

Eastern Shore Waterfront Farm on 42-acre...

Residential-Single Family 5 beds 5.00 baths

Listing courtesy of Richard Budden, Coldwell Banker Chesapeake Real Estate Co DRE:

341 BURCHARD SAWMILL ROAD , CHESTERTOWN
PENDING $ 299,000

Beautiful home located on a private 12.4...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of David Dauses, Coldwell Banker Waterman Realty DRE:

7712 WATERVIEW LANE , CHESTERTOWN
PENDING $ 379,000

The landscaping provides a beautiful set...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

107 TRAFFORD DRIVE, CHESTERTOWN
PENDING $ 269,900

Awesome 5 bedroom 2.5 Bath Colonial in b...

Residential-Single Family 5 beds 3.00 baths

Listing courtesy of Beverly Langley, Century 21 Finesse DRE:

8985 BAYVIEW DRIVE SOUTH, CHESTERTOWN
FOR SALE $ 119,900

Private beach/boat ramp on Chesapeake Ba...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Bonnie Duley, Champion Realty, Inc. DRE:

9194 BAYVIEW AVENUE, CHESTERTOWN
PENDING $ 249,999

MILLION DOLLAR VIEWS FOR UNDER $250,000!...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Ruth Mclean, RE/MAX 100 DRE:

509 FEY ROAD , CHESTERTOWN
FOR SALE $ 725,000

NEW PRICING! Very desirable one-level, m...

Residential-Single Family 3 beds 4.00 baths

Listing courtesy of Nancy McGuire, Maryland Heritage Properties DRE:

151 CHURCH MEADOW COURT , CHESTERTOWN
PENDING $ 289,000

Lovely home with many upgrades. Features...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Carlton Felty, Doug Ashley Realtors, LLC DRE:

124 JUSTIN BUCH DRIVE , CHESTERTOWN
PENDING $ 220,000

Very nice rancher situated at the end of...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Mary Carlisle, Coldwell Banker Chesapeake Real Estate Co DRE:

108 LONGFELLOW DRIVE, CHESTERTOWN
FOR SALE $ 96,300

Built in 1974 this traditional home offe...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Sherry Price, Real Home Services and Solutions, Inc. DRE:

208 QUEEN STREET SOUTH, CHESTERTOWN
PENDING $ 334,900

High-quality Historic District renovatio...

Residential-Single Family 2 beds 3.00 baths

Listing courtesy of Sarah Dean, Cross Street Realtors LLC DRE:

101 LANDING LANE , CHESTERTOWN
PENDING $ 289,000

Looking for an easy lifestyle? Just loc...

Residential-Duplex/MultiFamily 2 beds 4.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

312 LONGFELLOW DRIVE, CHESTERTOWN
PENDING $ 104,500

Potential short sale already in progress...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Patsy Whiteley, Champion Realty, Inc. DRE:

103 DUTCHESS ROAD, CHESTERTOWN
PENDING $ 239,000

Welcome!!! This home has been remolded f...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Mary Julie, Champion Realty, Inc. DRE:

8651 ORCHARD DRIVE , CHESTERTOWN
PENDING $ 299,900

Wonderfully maintained home located in O...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

8630 ELM ROAD , CHESTERTOWN
PENDING $ 225,000

This elegant 4 Bedroom home in Tolcheste...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Robin Fithian, Rock Hall Properties Real Estate DRE:

8610 CAMP ROAD, CHESTERTOWN
PENDING $ 229,000

CHARMING BRICK HOME 2 MILES FROM CHESTER...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Marie Wroten, Benson & Mangold, LLC DRE:

8320 BEAVER COURT, CHESTERTOWN
PENDING $ 384,900

Cape Cod designed wood sided home w/1st ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

205 RICHARD DRIVE, CHESTERTOWN
PENDING $ 332,000

Incredible brick Colonial with bamboo & ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

226 CALVERT STREET , CHESTERTOWN
PENDING $ 168,500

House built in 1989 on a corner lot in ...

Residential-Single Family 2 beds 2.00 baths

Listing courtesy of Lisa Raffetto, Coldwell Banker Chesapeake Real Estate Co DRE:

25840 COLLINS AVENUE , CHESTERTOWN
PENDING $ 419,000

This Handsome Home in appealing location...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of William Norris, Select Land & Homes, LLC DRE:

107 DUTCHESS ROAD, CHESTERTOWN
PENDING $ 184,900

Welcome to your new home built in 2005 -...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Jennifer Longmore, Champion Realty, Inc. DRE:

135 BRIGHT MEADOW LANE , CHESTERTOWN
PENDING $ 895,000

Your Eastern Shore Private Retreat - A 2...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Kim Anthony, Benson & Mangold, LLC DRE:

236 DUKE OF KENT STREET, CHESTERTOWN
PENDING $ 229,900

Located in Kingstown Manor this well app...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Jo Edwards, The Hogans Agency Inc. DRE:

8923 ORCHARD DRIVE , CHESTERTOWN
PENDING $ 299,900

Incredible offering located in Orchard H...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

217 WATER STREET, CHESTERTOWN
PENDING $ 499,000

Fantastic opportunity to purchase the la...

Residential-Duplex/MultiFamily 0 beds 0.00 baths

Listing courtesy of Mary Carlisle, Coldwell Banker Chesapeake Real Estate Co DRE:

7582 QUAKER NECK ROAD , CHESTERTOWN
PENDING $ 305,000

Looking for a large home or possibly pla...

Residential-Single Family 5 beds 6.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

409 CROSS STREET, CHESTERTOWN
PENDING $ 449,000

Water views of the Chester, a short jaun...

Residential-Condo/Townhouse 3 beds 3.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

2010 MCGINNES ROAD , CHESTERTOWN
PENDING $ 199,900

GREAT OPPORTUNITY!! Charming 3 bedroom h...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Terri Kulp, EXIT Gold Realty DRE:

7482 POPLAR AVENUE, CHESTERTOWN
PENDING $ 67,500

First time buyer or investment special.

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Timothy Miller, Benson & Mangold, LLC DRE:

127 WASHINGTON AVENUE , CHESTERTOWN
PENDING $ 210,000

Enjoy a wonderful lifestyle! Walk from...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

233 DUKE OF KENT STREET, CHESTERTOWN
PENDING $ 244,900

Great new listing in Kings Town Manor!! ...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Peter Heller, Coldwell Banker Chesapeake Real Estate Co DRE:

23206 OLD FAIRLEE ROAD, CHESTERTOWN
PENDING $ 164,900

Cozy brick rancher in the village of Fai...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

201 WASHINGTON AVENUE , CHESTERTOWN
PENDING $ 199,000

Downtown living at a good price! Off st...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

8986 ORCHARD DRIVE, CHESTERTOWN
PENDING $ 299,900

Lovely Rancher in Orchard Hill with open...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Mary Carlisle, Coldwell Banker Chesapeake Real Estate Co DRE:

202 BYFORD DRIVE, CHESTERTOWN
PENDING $ 199,000

Great Street in Byford Heights. Basic ra...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Lisa Raffetto, Coldwell Banker Chesapeake Real Estate Co DRE:

8013 QUAKER NECK ROAD, CHESTERTOWN
PENDING $ 995,000

Soaring views of the Chester River, thre...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

223 PHILOSOPHERS TERRACE, CHESTERTOWN
PENDING $ 175,000

At this time this is a 2 apartment unit ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Patsy Whiteley, Champion Realty, Inc. DRE:

11062 AUGUSTINE HERMAN HIGHWAY , CHESTERTOWN
PENDING $ 375,000

Beautiful home overlooking a lake, with ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

841 HIGH STREET , CHESTERTOWN
PENDING $ 209,000

Huge reduction, new list price is just ...

Residential-Single Family 2 beds 2.00 baths

Listing courtesy of Catherine Starkey, Champion Realty, Inc. DRE:

21217 TEXAS AVENUE, CHESTERTOWN
PENDING $ 99,900

Completely renovated home. New tile and...

Residential-Single Family 2 beds 1.00 baths

Listing courtesy of Carlton Felty, Doug Ashley Realtors, LLC DRE:

7729 COUNTRY CLUB LANE, CHESTERTOWN
PENDING $ 339,000

Very Motivated Seller!! Great Location W...

Residential-Single Family 3 beds 3.00 baths

Listing courtesy of Peter Heller, Coldwell Banker Chesapeake Real Estate Co DRE:

23226 MYERS ROAD , CHESTERTOWN
PENDING $ 849,000

Wow fabulous, better than new because of...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Wendy Bunch, Brandywine Fine Properties Sothebys INTL Realty DRE:

23110 OLD FAIRLEE ROAD, CHESTERTOWN
PENDING $ 155,000

Cute home has a cottage feel but with pl...

Residential-Single Family 3 beds 1.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

104 ISLAND LARK WAY , CHESTERTOWN
PENDING $ 175,000

Interior unit, hardwood floors, a full w...

Residential-Condo/Townhouse 3 beds 3.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

411 CAMPUS AVENUE, CHESTERTOWN
PENDING $ 225,000

Classic home, with a Mid Century Modern ...

Residential-Single Family 4 beds 3.00 baths

Listing courtesy of Retha Arrabal, Doug Ashley Realtors, LLC DRE:

10175 JOHN CARVILL ROAD, CHESTERTOWN
PENDING $ 359,000

Spacious home with very private back yar...

Residential-Single Family 5 beds 4.00 baths

Listing courtesy of Mary Carlisle, Coldwell Banker Chesapeake Real Estate Co DRE:

10140 3RD POINT ROAD , CHESTERTOWN
PENDING $ 1,039,000

JUST REDUCED $50k! Elegant manor home of...

Residential-Single Family 4 beds 4.00 baths

Listing courtesy of Paula Reeder, Champion Realty, Inc. DRE:

9545 CHANTILLY FARM LANE, CHESTERTOWN
PENDING $ 995,000

Stunning views of the Chesapeake Bay & a...

Residential-Single Family 3 beds 4.00 baths

Listing courtesy of Sarah Dean, Cross Street Realtors LLC DRE:

204 QUEEN STREET , CHESTERTOWN
PENDING $ 299,900

This Gothic-inspired Victorian was built...

Residential-Single Family 4 beds 2.00 baths

Listing courtesy of Douglas Ashley, Doug Ashley Realtors, LLC DRE:

204 SILVER HEEL ROAD , CHESTERTOWN
PENDING $ 330,000

REDUCED * CHESTERTOWN'S BEST BUY! Open ...

Residential-Single Family 4 beds 6.00 baths

Listing courtesy of Philip Riordan, Lacaze Meredith Real Estate DRE:

301 MANOR AVENUE , CHESTERTOWN
PENDING $ 159,000

PRICE REDUCED! Many recent renovations: ...

Residential-Single Family 3 beds 2.00 baths

Listing courtesy of Margaret Sommers, Sommers Enterprises, Inc. DRE:

305OLDBRIDGEROAD, CHESTERTOWN
FOR SALE $ 299,000

Two story thoroughly remodeled Victorian...

Residential-Single Family 3 beds 2.00 baths

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7643AIRYHILLROAD, CHESTERTOWN
PENDING $ 30,900

Investment Potential! Small rancher in ...

Residential-Single Family 2 beds 1.00 baths

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400RIVERVIEWROAD, CHESTERTOWN
FOR SALE $ 229,000

Solid home with original wood floors. R...

Residential-Single Family 3 beds 2.00 baths

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234KENTSTREET, CHESTERTOWN
FOR SALE $ 259,900

IDEAL Historic Downtown Chestertown home...

Residential-Single Family 5 beds 2.00 baths

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403CANNONSTREET, CHESTERTOWN
FOR SALE $ 499,999

This home will AMAZE you! Open floor pl...

Residential-Single Family 2 beds 2.00 baths

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6746QUAKERNECKROAD, CHESTERTOWN
FOR SALE $ 195,000

PRICE IMPROVEMENT - MOTIVATED SELLERS! I...

Residential-Single Family 4 beds 2.00 baths

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24745LANGFORDROAD, CHESTERTOWN
FOR SALE $ 159,900

Additional updates completed! Great reno...

Residential-Single Family 3 beds 2.00 baths

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108SPRINGAVENUE, CHESTERTOWN
FOR SALE $ 539,000

Gorgeous Historic House in downtown Ches...

Residential-Single Family 6 beds 4.00 baths

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109QUEENSTREETS, CHESTERTOWN
FOR SALE $ 475,000

Incredible Banning House! Updated beaut...

Residential-Single Family 3 beds 2.00 baths

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105TRAFFORDDRIVE, CHESTERTOWN
PENDING $ 244,995

BEAUTIFUL RENOVATION! New kitchen with g...

Residential-Single Family 3 beds 2.00 baths

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CALVERTSTREET, CHESTERTOWN
FOR SALE $ 169,000

TO BE BUILT*... waiting for your vision ...

Residential-Single Family 2 beds 2.00 baths

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22238TOLCHESTERBEACHROAD, CHESTERTOWN
FOR SALE $ 219,900

This custom built home has GREAT BONES! ...

Residential-Single Family 3 beds 3.00 baths

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101KENTSTREET, CHESTERTOWN
FOR SALE $ 249,000

SIGNIFICANT PRICE IMPROVEMENT!!! The per...

Residential-Single Family 2 beds 2.00 baths

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7689WATERVIEWLANE, CHESTERTOWN
FOR SALE $ 625,000

Beautiful home placed along the 13th fai...

Residential-Single Family 4 beds 3.00 baths

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