Movoto Real Estate
Sold on 08/25/2026
  • Other
  • Exterior
  • Kitchen
  • Bedroom
  • Entry Way
  • Bath

866 Chestnut Tree Dr, Annapolis, MD 21409

  • $600,000

    Last sold 08/25/2026 after 19 Days

  • 5

    bed

  • 3

    bath

  • 2,842

    Sqft ($211/Sqft)

House not for sale
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About 866 Chestnut Tree Dr

Property type House
Neighborhood
Year built 1960
HOA fee $0/month
Lot size 9,000 Sqft
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.
Listed by
Listing Agent - Kevin Brown
Listing Office - Samson Properties
Source: Bright MLS mls logo
MLS#MDAA2153252 • last updated 15 hours ago
Movoto checked Bright MLS for data 5 minutes ago
Overview
Cooling/AC Central A/C, Electric
Heating Electric, Oil
Levels/Style Ranch/Rambler
Type Residential
Status Closed
SqFt 2842
Lot Size (SqFt) 9000
Lot Size (Acres) 0.21
County Tax 4191, Annually
Tax: Assessed Value 404833
Annual Property Tax 4617
Year Built 1960
New Construction (Y/N) N
Foreclosure (Y/N) N
Interior
Total # of Bathrooms 3
# Full Baths 3
Total # of Bedrooms 5
Basement Fully Finished
Flooring Hardwood
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
Walls/ Ceilings Dry Wall
Interior Features Attic, Breakfast Area, Ceiling Fan(s), Combination Dining/Living, Recessed Lighting, Bathroom - Stall Shower, Upgraded Countertops, Wood Floors
Accessibility Features None
Exterior
Roof Shingle
Construction Vinyl Siding
Foundation Slab
Parking Desc Asphalt Driveway, Driveway
Exterior Features Exterior Lighting, Flood Lights
Existing Structures Above Grade, Below Grade
Fencing Vinyl
Amenities / Utilities
Utilities Cable TV
Sewer/ Septic Public Sewer
Pool No Pool
Location
Body of Water River
Subdivision CAPE ST CLAIRE
Water Source Well
Senior Community (Y/N) N
High School BROADNECK
Elementary School CAPE ST CLAIRE
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Middle School MAGOTHY RIVER
Directions Turn Off Of Summit Drive Onto Chestnut Tree.
Zoning R5
  • Aug 2026
    mls logo MLS # MDAA2153252
  • Aug 25, 2026 Sold
    $600,000 (+4.3%)
  • Aug 8, 2026 Pending
  • Aug 3, 2026 Listed
    $575,000 (+49.4%)
  • Nov 2019
    Public Records
  • Nov 15, 2019 Sold
    $385,000
  • Nov 2019
    mls logo MLS # MDAA400186
  • Nov 1, 2019 Sold
    $385,000 (+1.6%)
  • Oct 12, 2019 Pending
  • Sep 13, 2019 Active
  • Jun 22, 2019 Price Change
    $379,000 (-2.6%)
  • Jun 22, 2019 Price Change
    $389,000 (+8.4%)
  • May 17, 2019 Listed
    $359,000
  • Year Property taxes Tax assessment
  • 2025
    $4,575 +26.7%
    $384,867 +5.47%
  • 2023
    $3,610 +1.9%
    $364,900 +7.65%
  • 2022
    $3,542 +26.7%
    $338,967 +3.98%
  • 2018
    $2,797 +0.8%
    $326,000 +19.74%
  • 2017
    $2,775
    $272,267
  • 866 Chestnut Tree Dr
    $600K
  • Cape St Claire
  • 21409
    $650K +10% y/y
  • Annapolis
    $699K +2% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
868 Chestnut Tree Dr, Annapolis, MD 21409 $547,000 3/2 1,040 0.01
983 Mount Holly Dr, Annapolis, MD 21409 $491,000 4/3 1,548 0.02
1209 Summit Dr, Annapolis, MD 21409 $681,000 5/3 1,946 0.02
1207 Summit Dr, Annapolis, MD 21409 $842,000 4/3 2,496 0.02
870 Chestnut Tree Dr, Annapolis, MD 21409 $527,000 3/2 1,060 0.03
981 Mount Holly Dr, Annapolis, MD 21409 $850,000 4/3 2,508 0.03
875 Chestnut Tree Dr, Annapolis, MD 21409 $510,000 —/1 992 0.03
877 Chestnut Tree Dr, Annapolis, MD 21409 $532,000 —/1 1,008 0.03

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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Source: GreatSchools.org © 2026. All rights reserved.

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