Chesapeake Real Estate Associates, LLC

Chesapeake Real Estate Associates, LLC QAC 2009, 2010-2018 Good-Better-Best Winner of the Golden Anchor Award for the second year in a row-

Chesapeake Real Estate Associates, LLC is an agent owned real estate company offering real estate brokerage services 7 days a week. We have offices in Queen Anne's, Talbot & Kent Counties.
1563 Postal Rd, Suite 2B, Chester, MD 21619 (Main Office)
410-643-HOME (4663)

29349 W. Maple Ave, Suite 7, Trappe, MD 21673
410-476-2201

302 Park Row, Chestertown, MD 21620
443-215-HOME (4663)

Office Hours:

M-F 9-5 pm

Please call on any of our agents to assist you in any of your real estate needs on the Eastern Shore of Maryland.

09/02/2026

🥰🏠🥰Discover the space, convenience, and potential this 4-bedroom, 3-bathroom Centreville home has to offer. Situated on an expansive 0.45-acre lot, this property provides plenty of room to spread out and create a home that fits your lifestyle. Whether you're looking for space to entertain, relax, garden, or enjoy time outdoors, this property offers plenty of possibilities.
For more information contact Rylie Patrick at 410-739-7056.

😍Excited to add a new member to our team, Mark Thompson! Join us in welcoming him!
09/02/2026

😍Excited to add a new member to our team, Mark Thompson! Join us in welcoming him!

🥰🏠🥰Welcome to Peach Lane. This home shows true pride of ownership in sought-after Fike's Orchard in Talbot County, locat...
08/27/2026

🥰🏠🥰Welcome to Peach Lane. This home shows true pride of ownership in sought-after Fike's Orchard in Talbot County, located in the Chapel School District. Situated on over an acre, this property features mature landscaping, an established vegetable garden, and a welcoming front porch with views overlooking the original farm and orchard.
For more information contact Roger Boyce at 443-496-2007 or visit:
https://chesapeakerealestateassociates.com/properties/12690-peach-lane-cordova-md-us-21625-805258432816

OPEN HOUSE 🏠👀THIS SATURDAY!!!🥰🏠🥰Offered for the first time, this custom-built home is nestled on 2 private acres in the...
08/25/2026

OPEN HOUSE 🏠👀THIS SATURDAY!!!
🥰🏠🥰Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest accommodations.
For more information contact Samantha Grimes at 410-310-6426 or visit:
https://chesapeakerealestateassociates.com/properties/7884-laurel-lane-denton-md-us-21629-805283461726

08/25/2026

🥰🏠🥰Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest accommodations.
For more information contact Samantha Grimes at 410-310-6426 or visit:
https://chesapeakerealestateassociates.com/properties/7884-laurel-lane-denton-md-us-21629-805283461726

🥰🏠🏠Step onto the inviting front porch and into a home designed with both comfort and functionality in mind. The kitchen ...
08/21/2026

🥰🏠🏠Step onto the inviting front porch and into a home designed with both comfort and functionality in mind. The kitchen features a large breakfast room, center island, and built-in desk, providing an ideal space for everyday meals, gathering, and staying organized. A formal dining room and formal living room offer additional spaces for entertaining and special occasions.
For more information contact Amy Larrauri at 443-480-2936 or visit:
https://chesapeakerealestateassociates.com/properties/217-school-street-millington-md-us-21651-805256027550

😍😍 Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water acc...
08/19/2026

😍😍 Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest accommodations.
For more information contact Samantha Grimes at 410-310-6426 or visit:
https://chesapeakerealestateassociates.com/properties/7884-laurel-lane-denton-md-us-21629-805283461726

🥰🏠🥰PRICE REDUCTION!!!Looking for peaceful country living? The search is over! Nestled on 1.66 acres, this beautifully re...
08/14/2026

🥰🏠🥰PRICE REDUCTION!!!
Looking for peaceful country living? The search is over! Nestled on 1.66 acres, this beautifully renovated 3-bedroom, 1.5-bath home offers the perfect blend of comfort, functionality, and privacy with NO HOA! In addition, there's a versatile bonus/flex room that is ideal for a home office, hobby area, or even a potential 4th bedroom to suit your needs - all on the convenience of one-level living.
For more information contact Mikeshia Lindsey at 443-397-1773 or visit:
https://chesapeakerealestateassociates.com/properties/9126-fairlee-road-chestertown-md-us-21620-805107225966

Address

1563 Postal Road, Suite 2B
Chester, MD
21619

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

Telephone

+14106434663

Website

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