866 Chestnut Tree Drive Annapolis, MD $ 575,000
866 Chestnut Tree Drive
$ 575,000
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866 Chestnut Tree Drive

Annapolis, MD, 21409
$ 575,000
Bedrooms5 Baths3.0 Sq 2,842

Monthly Estimate*

$ 3,631

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Single Family Home for sale in Annapolis, MD

for $575,000 with 5 bedrooms and 3 full baths. This 2,842 square foot home was built in 1960 on a lot size of 0.21.

The best part of coming home isnt the house. Its 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 youre 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 youve always wanted. Downstairs, youll find two more bedrooms, a full bathroom, and a spacious recreation area thats perfect for movie nights, guests, or multigenerational living. Step outside to a spacious, fenced backyard thats ready for everything from backyard games to summer cookouts and relaxing evenings under the stars. And when youre 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 Peninsulas waterfront charm are all just minutes from your front door. This isnt just a place to live. Its a place to build your next chapter.

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Single Family Coming Soon

Price

$ 575,000

Bedrooms

5

Full Bath

3

Property Type

Single Family

Taxes

$ 4,617

Style

Ranch/Rambler

Lot Size

0.21

Year Built

1960

Town/City

Annapolis

County/Region

Anne Arundel

MLS | Web ID

MDAA2153252

Features
General
Living Area 2842
Sewer Public Sewer
Heating Central
Cooling Central A/C
Utilities Cable TV
Possession 0-30 Days CD 31-60 Days CD Immediate Negotiable Settlement
Roof Shingle
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
Zoning R5
Patio/Porch Features Deck(s) Porch(es)
Architectural Style Ranch/Rambler
Construction Materials Vinyl Siding
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Year Built 1960
Levels 2.5
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County ANNE ARUNDEL
New Construction N
Property Type Residential
HOA N
Subdivision Name CAPE ST CLAIRE
Facing Direction South
Garage Y/N N
Water Access Y/N Y
Other Structures Above Grade Below Grade
Full Baths 3
Status COMING SOON
Directions Turn off of Summit Drive onto Chestnut Tree.
City ANNAPOLIS
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 9000.00
Tax Annual Amount 4617.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 333.91
Acceptable Financing Cash Conventional FHA VA
Vacation Rental Y/N N
Standard Status Coming Soon
Year Built Source Assessor
Legal Subdivision CAPE ST CLAIRE
Tax Lot 18
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Interior
Interior Amenities Attic Breakfast Area Ceiling Fan(s) Combination Dining/Living Recessed Lighting Bathroom - Stall Shower Upgraded Countertops Wood Floors
Heating Fuel Electric Oil
Basement Fully Finished
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Brick Equipment Mantel(s) Marble
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 1722
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 1120
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Laundry Type Basement Main Floor
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Exterior Amenities Exterior Lighting Flood Lights
Pool No Pool
Fencing Vinyl
Parking Features Asphalt Driveway
Water Source Well
Type of Parking Driveway
Foundation Details Slab
Water View Y/N N
Lot Size Acres 0.21
Water Body Type River
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 240000.00
Navigable Water Y/N Y
Water Oriented Y/N Y
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Internal Only
Street Number 1 866
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* Excluded Features
List By
Samson Properties

Broker

kevinbrown@thenewgenteam.com

Email

Affordability Calculator

$4,015
Per Month
90%
10%
0%
Monthly Principal & Interest
$3,631
Monthly Property Taxes
$385
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4483378 Elementary School
3534353 Middle School
Broadneck High School High School
Pricing History
DatePricePrice ChangeDescription
8/3/2026$575,000 Listed Price

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866 Chestnut Tree Drive, Annapolis, MD, 21409 is a Single Family Home for sale at $575,000 with 2,842 sqft and a lot size of 0.21. 866 Chestnut Tree Drive has 5 bedrooms, 3.0 baths, and was built in 1960. The property's zip code is 21409 which is in Annapolis, MD