866 Chestnut Tree Dr, Annapolis, MD 21409

Local realty services provided by:Better Homes and Gardens Real Estate Realty Connect
866 Chestnut Tree Dr,Annapolis, MD 21409
$575,000
  • 5 Beds
  • 3 Baths
  • - sq. ft.
  • Single family
  • Coming Soon
Listed by: kevin brown
Office: samson properties
MLS#:MDAA2153252
Source:BRIGHTMLS

Price summary

  • Price:$575,000

About this home

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...

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Home facts

  • Year built:1960
  • Subdivision & Development:CAPE ST CLAIRE
  • Listing ID #:MDAA2153252
  • Updated:August 04, 2026 at 02:38 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:3
  • Full bathrooms:3
  • Flooring:Hardwood
  • Dining Description:Combination Dining/Living
  • Kitchen Description:Breakfast Area, Built-In Microwave, Dishwasher, Oven - Self Cleaning, Oven - Single, Oven/Range - Electric, Range Hood, Recessed Lighting, Refrigerator, Stainless Steel Appliances, Upgraded Countertops, Water Heater
  • Basement:Yes
  • Basement Description:Fully Finished

Heating and cooling

  • Cooling:Central A/C
  • Heating:Central, Electric, Oil

Structure and exterior

  • Roof:Shingle
  • Year built:1960
  • Architectural Style:Ranch/Rambler
  • Construction Materials:Vinyl Siding
  • Exterior Features:Deck(s), Exterior Lighting, Flood Lights, Porch(es)
  • Foundation Description:Slab
  • Levels:2 1/2 Stories

Schools

  • High school:BROADNECK
  • Middle school:MAGOTHY RIVER
  • Elementary school:CAPE ST CLAIRE

Utilities

  • Water:Well
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$575,000
  • Tax amount:$4,617 (2025)

Features and amenities

  • Laundry features:Dryer, Washer, Washer/Dryer Stacked
  • Amenities:Attic, Cable TV, Ceiling Fan(s), Recessed Lighting

Parking

  • Parking description:Asphalt Driveway