Doug Ashley REALTORS, LLC

Doug Ashley REALTORS, LLC (410) 810 0010
Doug Ashley REALTORS, LLC
227 1/2 High St
Chestertown, MD 21620
Equal Housing Opportunity


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EQUAL HOUSING OPPORTUNITY

124 Wilton Rd Chestertown Md… take a look!
08/26/2026

124 Wilton Rd Chestertown Md… take a look!

100 Prussian Turn in Centreville, MD   Beautiful one level living -- new roof... driveway recently improved.. Three bedr...
08/23/2026

100 Prussian Turn in Centreville, MD Beautiful one level living -- new roof... driveway recently improved.. Three bedrooms 2 baths.. come see this listing $475,000.00. Easy to show - Call us at 410 810 0010 for more information.

8620 Park Dr., Chestertown, MD  Open Sunday 8/16/2026 from 11:00 am until 2:00 pm Beautiful home located in Tolchester H...
08/13/2026

8620 Park Dr., Chestertown, MD

Open Sunday 8/16/2026 from 11:00 am until 2:00 pm

Beautiful home located in Tolchester Heights, Chestertown Md. Close to the Chesapeake Bay, a full-service Marina with The Shanty close by. Come check out what this beautiful home offers.

Listing with Doug Ashley REALTORS, LLC
410 810 0010

Open Sunday August 16, 2026 11 am - 2:00 pm https://matrix.brightmls.com/Matrix/Public/Portal.aspx?ID=DE-313705752093&ag...
08/13/2026

Open Sunday August 16, 2026 11 am - 2:00 pm

https://matrix.brightmls.com/Matrix/Public/Portal.aspx?ID=DE-313705752093&agt=1

21173 Chesapeake Ave in Rock Hall Md, 21661. This property includes an additional+ lot @21163 Chesapeake Ave. Listed @ 649,900 for both properties. The lot has public water and sewer allocations and is installed & buildable. Perfect location close to the Chesapeake Bay!

Doug Ashley REALTORS LLC
410.810.0010

Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, ple...
08/12/2026

Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, plenty of closet space, laminate flooring, and a private secluded fenced lot. Located in a water oriented neighborhood with community boat ramp and pier and nearby restaurants and marina. Move here and enjoy all the Eastern Shore has to offer!

OPEN HOUSE IS Saturday 8.15 @ 11-1:00 pm

Doug Ashley REALTORS, Listing Agent Michele Palmer 410 920 9435 for more information. Office 410 810 0010

Welcome to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod in the desirable South Beechwood neighborhood! Offer...
08/12/2026

Welcome to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod in the desirable South Beechwood neighborhood! Offering approximately 1,884 square feet of comfortable living space, this home combines timeless character with thoughtful updates and a versatile floor plan. Enjoy three separate living spaces that provide plenty of room to gather, entertain, work, or play. The impressive family room features soaring vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace with a wood-burning stove, and access to the expansive rear deck. The kitchen offers abundant cabinetry and flows seamlessly into the living areas, making it ideal for everyday living and hosting guests. Retreat to the primary suite, complete with a newly renovated bathroom. Outside, you'll love the fully fenced backyard surrounded by mature trees, creating a private setting for relaxation and recreation. The large rear deck is perfect for entertaining, while storage above the attached garage provides extra space for seasonal items and hobbies. Conveniently located near shopping, dining, parks, and schools, this South Beechwood home is ready for its next chapter! Listing with Andrew Meikle 410 708 5050 of Doug Ashley REALTORS, LLC 410 810 0010 $445,000 MDTA2014710

Open House Today! 6022 N Main StreetRock Hall2/3 bedroom cottage with 2 story garage/barn and oversized fenced in yard! ...
08/09/2026

Open House Today!
6022 N Main Street
Rock Hall
2/3 bedroom cottage with 2 story garage/barn and oversized fenced in yard!
Come see us today!
August 9, 2026 from 12:00 until noon

How CUTE is this?

21173 Chesapeake Ave. Open House today 11-2 pm $649,900Includes a separate lot with public water and sewer.  Retha J Arr...
07/19/2026

21173 Chesapeake Ave.
Open House today
11-2 pm
$649,900
Includes a separate lot with public water and sewer. Retha J ArrabalRetha Arrabal - Doug Ashley REALTORS, LLC Elizabeth Middleton Green Michele Palmer Douglas Ashley
Grace CrockettAndrew Meikle

21125 Iowa Ave. Chestertown, MD ~ Affectionately known as "The Cottage" is move in ready.  Listed for $339,900 & located...
03/30/2026

21125 Iowa Ave. Chestertown, MD ~ Affectionately known as "The Cottage" is move in ready. Listed for $339,900 & located in Tolchester.. this property is adorable and offer's water views of the Chesapeake Bay. Close by access to the Bay is offered in two different locations in Tolchester and the nearby Tolchester Marina.
MDKE2006198 is the MLS number for more information or call 410 810 0010 for more information. Listed with Doug Ashley REALTORS, LLC & Retha Arrabal 410 708 2172

Virtual Tour of 21125 Iowa Ave, Chestertown MD 21620, USA.

Address

227 High Street
Chestertown, MD
21620

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