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Cell: (717) 330-8985
Office: (717) 560-9100
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  • 866 Chestnut Tree Drive, Annapolis, MD 21409 Main Photo

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New to the Market
BEDS5 BATHS3 full SQUARE FEET2,842 MLS#MDAA2153252
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONCAPE ST CLAIRE SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Description

The best part of coming home isn’t the house. It’s the life waiting for you. Picture yourself pulling into the long driveway after a day in Downtown Annapolis, just minutes away. Sunlight fills the home as you step onto beautiful hardwood floors, and the kitchen with its timeless white cabinetry becomes the place where everyone naturally gathers. Whether you’re hosting friends, helping with homework, or enjoying a quiet morning coffee, every space feels warm, bright, and welcoming. Upstairs, the primary suite offers a peaceful retreat with its own bathroom and walkout deck, while two additional bedrooms and another full bath provide room for everyone. Need extra flexibility? The bonus room is ready to become your home office, playroom, game room, or the storage space you’ve always wanted. Downstairs, you’ll find two more bedrooms, a full bathroom, and a spacious recreation area that’s perfect for movie nights, guests, or multigenerational living. Step outside to a spacious, fenced backyard that’s ready for everything from backyard games to summer cookouts and relaxing evenings under the stars. And when you’re ready to explore, Cape St. Claire offers one of Annapolis’ most sought-after lifestyles, with community beaches, parks, marinas, boat ramps, and Chesapeake Bay access just moments away. With Route 50 nearby, commuting to Baltimore or Washington, D.C. is easy, while Downtown Annapolis, local restaurants, shopping, and the Broadneck Peninsula’s waterfront charm are all just minutes from your front door. This isn’t just a place to live. It’s a place to build your next chapter.

866 Chestnut Tree Drive | MLS# MDAA2153252

This single family home located at 866 Chestnut Tree Drive, Annapolis, MD 21409 is currently listed for sale with an asking price of $575,000. This property was built in 1960 and has 5 bedrooms and 3 full baths with 2842 sq. ft. Chestnut Tree Drive is located in the CAPE ST CLAIRE subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search CAPE ST CLAIRE real estate on eric-schneider.homesale.com today.

Upcoming Open Houses

Open House Saturday August 8th, 12:00pm - 2:00pm
Open House Sunday August 9th, 12:00pm - 2:00pm

Property Features

Property Type: Residential - Single Family
Basement: Fully Finished
Basement: Yes
Cooling: Central A/C
Fireplaces: 1
Fuel Type: Electric, Oil
Heating: Central
Home Style: Ranch/Rambler
Lot Size: 0.21 Acres
Roof Type: Shingle
Stories: 2.5
Taxes: $4,617
Year Built: 1960

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Built-In Microwave, Dishwasher, Dryer, Oven - Self Cleaning, Oven - Single, Oven/Range - Electric, Range Hood, Refrigerator, Washer, Washer/Dryer Stacked, Water Heater, Stainless Steel Appliances
Exterior: Vinyl Siding
Exterior: Exterior Lighting, Flood Lights
Fencing: Vinyl
Fireplace: Brick, Equipment, Mantel(s), Marble
Flooring: Hardwood
Interior: Attic, Breakfast Area, Ceiling Fan(s), Combination Dining/Living, Recessed Lighting, Bathroom - Stall Shower, Upgraded Countertops, Wood Floors
Lot Dimensions: 0.21 Acre(S)
Parking Features: Asphalt Driveway
Sewer: Public Sewer
SQFT Above Finished: 1722
SQFT Below Finished: 1120
SQFT Total Finished: 2842
Structure Type: Detached
Utilities: Cable TV
Water: Well

Local Schools

High School: BROADNECK
Middle School: MAGOTHY RIVER
Elementary School: CAPE ST CLAIRE
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Samson Properties
Agency Phone: 7033788810

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Estimated Payment

$ 1,832.16 per month $1,279.70 Principal & Interest $384.75 Property Tax $167.71 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 08/06/2026. The listing information on this page last changed on 08/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 08/06/2026 12:00:59 AM EST) or Bright MLS (last updated Wed 08/05/2026 11:50:22 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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