806 Chestnut Tree Dr, Annapolis, MD 21409
Property image
Property image
OFF MARKET

$659,100

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 3,140 sqft (on 0.41 acres)

806 Chestnut Tree Dr, Annapolis, MD 21409

Est. Refi. Payment $4,022/mo*
Refinance Your Home
Currently Off Market - Sold Dec 16, 2024 for $630,000

Home Value

Trulia Estimate
$659K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$24K (+3.7%)
Since last sale
Increased$29K (+4.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +66% in the last 10 years
MonthEstimated value
2026
September 2026$659K
August 2026$661K
July 2026$659K
June 2026$652K
May 2026$644K
April 2026$642K
March 2026$646K
February 2026$641K
January 2026$631K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1199 Ramblewood Dr, Annapolis, MD
0.09
Single-Family Home
$492,500
12/31/25
4
2.5
1,764
810 Chestnut Tree Dr, Annapolis, MD
0.02
Single-Family Home
$625,000
12/19/25
4
3.5
2,667
726 Hillcrest Dr, Annapolis, MD
0.15
Single-Family Home
$659,000
08/25/26
3
2.5
2,681
1165 Green Holly Ct, Annapolis, MD
0.32
Single-Family Home
$650,000
06/04/26
3
2
2,218
1196 Green Holly Dr, Annapolis, MD
0.17
Single-Family Home
$535,000
06/09/26
3
2
1,560
935 Marine Dr, Annapolis, MD
0.25
Single-Family Home
$625,000
08/19/26
4
2.5
2,480
1179 Neptune Pl, Annapolis, MD
0.15
Single-Family Home
$602,000
11/18/25
4
2.5
1,870
1214 Ramblewood Dr, Annapolis, MD
0.05
Single-Family Home
$925,000
01/15/26
5
3.5
3,257
706 Fairway Dr, Annapolis, MD
0.27
Single-Family Home
$610,000
02/27/26
4
2
1,350
1165 Green Holly Dr, Annapolis, MD
0.32
Single-Family Home
$650,000
06/29/26
3
2
2,218

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
810 Chestnut Tree Dr, Annapolis, MD 21409
0.02
$625,000
4
3.5
2,667
Recently Sold
1219 Ramblewood Dr, Annapolis, MD 21409
0.04
$508,100
5
2
1,736
Off Market
1214 Ramblewood Dr, Annapolis, MD 21409
0.05
$925,000
5
3.5
3,257
Recently Sold
1199 Ramblewood Dr, Annapolis, MD 21409
0.09
$492,500
4
2.5
1,764
Recently Sold
823 Chestnut Tree Dr, Annapolis, MD 21409
0.10
$787,700
4
3.5
2,843
Off Market
1184 Neptune Pl, Annapolis, MD 21409
0.12
$566,400
4
2.5
1,870
Off Market
1228 Ramblewood Dr, Annapolis, MD 21409
0.10
$533,700
4
2.5
1,644
Off Market
1180 Neptune Pl, Annapolis, MD 21409
0.14
$653,900
4
2.5
2,329
Off Market
1179 Neptune Pl, Annapolis, MD 21409
0.15
$607,500
4
2.5
1,870
Off Market
803 Windgate Dr, Annapolis, MD 21409
0.15
$645,800
3
2.5
2,016
Off Market
1148 Mermaid Dr, Annapolis, MD 21409
0.17
$664,900
4
2.5
1,870
Recently Sold

Local Information

  • Map ViewExplore the area around 806 Chestnut Tree Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1964
0.41 acre lot
3,140 sqft
$210/sqft
1 Car Garage
HOA $2/mo

About this House

Welcome to this adorable rancher, offering the perfect blend of comfort and functionality! Situated on a spacious double lot, this fully fenced property provides both privacy and ample outdoor space for relaxation or recreation. Outside brick chimney invites cozy get-togethers with friends and family. Inside, the home is neat and tidy, with all floors featuring beautiful wood and luxury vinyl plank, creating a clean and modern look without a hint of carpeting. There is an area that could be turned into a second garage or workshop area, it is heated and A/C. Freshly painted and new granite countertops, updates abound. Located in the desirable water-privileged community of Cape St Claire, you'll enjoy easy access to waterfront activities, marinas, playgrounds, boat ramp, beaches and the serenity of nature, all while being just minutes from local conveniences. If you are looking for a peaceful place to call yours, this home has everything you need—charm, functionality, and a fantastic location. Don't miss the opportunity to make this sweet rancher yours!
806 Chestnut Tree Dr, Annapolis, MD 21409 is a 3 bedroom, 3 bathroom, 3,140 sqft single-family home built in 1964. It last sold for the $630,000 asking price on Dec 16, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $659,100, with a rent estimate of $3,896/month.
Last check for updates: about 24 hours ago
Listed by Amy Juras, (410) 353-2123
Long & Foster Real Estate, Inc.
Bought with: Mary Beth Paganelli, (410) 980-5812, Long & Foster Real Estate, Inc.
Source: Bright MLS, MLS#MDAA2098294

Home Details for 806 Chestnut Tree Dr

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 3140 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Freezer, Ice Maker, Microwave, Range Hood, Refrigerator, Washer, Water Dispenser, Oven/Range - Electric, Water HeaterDishwasherDisposalDryerLaundry: Washer/Dryer Hookups OnlyMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Attic Fan,Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: Bay/Bow, Double Pane Windows, Screens, Window TreatmentsDoor: Six Panel, Sliding Glass, Storm Door(s)Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: Entry Slope <1'Floors: Wood
View
Has a ViewView: Garden, Trees/Woods

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Patio, PorchFencing: Back YardOther Structures: Above Grade, Below GradeExterior: Storage, SidewalksFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Garage Faces Front,Inside Entrance,Oversized,Attached
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1570 Square FeetFinished Area (below surface): 1570 Square Feet

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: BrickNot a New Construction
Property Information
Parcel Number: 020316501964910

Price & Status

Price
List Price: $630,000
Status Change & Dates
Off Market Date: Tue Dec 17 2024Possession Timing: Immediate

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: ANNAPOLISCommunity: Cape St Claire
School Information
Elementary School: Cape St ClaireElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: Magothy RiverJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: BroadneckHigh School District: Anne Arundel County Public Schools

Building

Building Area
Building Area: 3140 Square Feet

Community

Not Senior Community

HOA

HOA Name: CSCIAHas an HOAHOA Fee: $20/Annually

Lot Information

Lot Area: 0.41 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Agency

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDAA2098294Above Grade Unfinished Area: 1570

Additional Information

HOA Amenities: Beach Access,Common Grounds,Community Center,Jogging Path,Pool Mem Avail,Tot Lots/Playground,Water/Lake Privileges,Boat Ramp,Clubhouse,Storage,Spa/Hot Tub,Picnic Area,Pier/Dock,Pool

Price and Tax history

DateEventPrice
Dec 16, 2024
Source: Bright MLS #MDAA2098294
Sold
$630,000
Nov 15, 2024
Source: Long & Foster Broker Feed #MDAA2098294
Pending
$630,000
Mar 24, 2021
Source: N/A
ListingRemoved
Jul 16, 2015
Source: N/A
Sold
$390,000
May 3, 2015
Source: N/A
Listed For Sale
$399,000

Market trends in Annapolis

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$643K
$1KMoM
Sale-to-List Price
100.0%
Price per sq ft
$331
$6MoM
Available listings
344
11MoM

Around this home

What Locals Say about Annapolis

At least 470 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 83 % Say car is needed

  • 75 % Say there's holiday spirit

  • 73 % Say parking is easy

  • 73 % Say there are sidewalks

  • 70 % Say yards are well-kept

  • 68 % Say people would walk alone at night

  • 68 % Say kids play outside

  • 66 % Say streets are well-lit

  • 65 % Say it's quiet

  • 63 % Say there's wildlife

  • 57 % Say it's walkable to restaurants

  • 57 % Say neighbors are friendly

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say there are community events

  • 48 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly neighborhood. But not a lot of green space other than other peoples’ yards. "
    0
    Flag
  • Shannon Chatlos
    "If you like coastal living and a laid-back lifestyle, and are willing to pay for it, this a wonderful place to live."
    1
    Flag
  • Sylvie Bracke
    "It’s a very dog friendly place - I just can’t help wondering why some people don’t clean up after their pets? It’s a nice neighborhood with high end properties & I don’t get that dissonance."
    0
    Flag
  • Erin
    "Safe. On water. Paths in woods. Friendly. Dog play area. Lots of open spaces. Areas are walkable, clean. "
    0
    Flag
  • Halljanie68
    "Community Pool convenient shopping. Easy access to major routes 50/95 Easy access to downtown Annapolis "
    0
    Flag
  • Sheila Wilson
    "A lot of traffic on forest drive very hard to come onto the street. It need a red light or stop sign. Before a serious accident happens. People speed over 40mph"
    0
    Flag
  • Diana H.
    "I’m not sure, I don’t own a dog. Plenty walk by my dead end street house daily though and the neighborhood seems safe for both dogs and owners. "
    0
    Flag
  • Paul Eric Watson
    "Love the urban feel. Lots of history and near the water is a bonus. Very walkable and always something going on. "
    5
    Flag
  • Trulia User
    "Access to Route 50, the Bay Bridge, and Sandy Point State Park. Thirty minutes to Baltimore. Forty minutes to Washington D.C."
    2
    Flag
  • Trulia User
    "It’s a great neighborhood for kids and dogs Lots of walking areas, parks, water park and boat to downtown Annapolis "
    2
    Flag
  • Trulia User
    "It’s a tad busy commute rush hour traffic is something to consider small town lots of people takes about 10-15 min or so to get from one side of town to the other without traffic "
    1
    Flag
  • Trulia User
    "Great school public and private well maintained parks great public libraries close downtown Annapolis shopping for everything is conveniently close "
    0
    Flag
  • Trulia User
    "Lots of families with dogs. Poop bag stations throughout the neighborhood. Lots of woods to walk thru and sidewalks too. "
    1
    Flag
  • Trulia User
    "Nothing is special about my neighborhood. So quiet and nobody talks to anybody. The play area was demolished so no kids can hang out to play."
    4
    Flag
  • Trulia User
    "This is an excellent neighborhood for families and the neighbors are wonderful. Cape St. John gives you access to everything in Annapolis with the tranquility of living along the river."
    0
    Flag
  • Trulia User
    "While Truxton is dog friendly it would be nice to have a dedicated dog park closer than Quiet Waters. "
    0
    Flag
  • Trulia User
    "Wonderful family neighborhood. This neighborhood is very convenient to Hway 50 and all of the Annapolis area. The people here are terrific neighbors."
    0
    Flag
  • Trulia User
    "Good to walk. And parks are nice to play with kids. Stores are close by. And dog walkers all around. "
    0
    Flag
  • Trulia User
    "Summer beach parties, puppy happy hours, annual sock burning, lots of parks and the people are wonderful!"
    0
    Flag
  • Trulia User
    "the history Open napolis is amazing the people around here are kind and friendly and the schools are phenomenal"
    0
    Flag
  • Singletonad
    "the public school system in Annapolis needs to get significantly stronger overall. The private school system here is quite reliable."
    0
    Flag
  • Keren_molina
    "Lovely place and definitely good place to live and have a dog and a lot sores to go buy stuff ..........."
    5
    Flag
  • Singletonad
    "There is no community dog run here and no sidewalks so it can feel awkward letting your dog poop in someone else's yard even if you pick it up. The vast majority of neighbors are dog friendly, but not all, and that is their perogative."
    0
    Flag
  • Raddisob07
    " N/A school are great parking is great close to everything ppl are friendly and been living in Annapolis all my life "
    4
    Flag
  • Tery_hodges
    "I walk my son to elementary school. We can walk to many restaurants and “tourist” shops but do have to drive to get to a grocery store."
    2
    Flag
  • Stephanie.ward0715
    "I've been around this area for years. People are friendly and always willing to help each other. The restaurant's and shopping are also a plus. Everything you are looking for is 5 minutes away."
    0
    Flag
  • Raddisob07
    "None that I know of. The community should definitely do more collaborative events at least at least Quarterly they are family friendly."
    5
    Flag
  • Stella
    "Feel good living here Parking so easy Location very good Many things nearby Old town and new town "
    3
    Flag
  • Jennifer B.
    "It's super quiet and funny, I've leving here for 1 year and I feel safe my neighbors are nice.. Down town is amazing.. ❤️ "
    0
    Flag
  • Kwisniewski805
    "Holiday events and many boating events. There are street fairs, food markets, holiday markets. Community is very close. "
    0
    Flag
  • Cara M. E.
    "I teach at a school that is less than 10 minutes from my house. But there are times that Forest Dr gets incredibly backed up, or there is an accident that causes the road to be shut down. "
    1
    Flag
  • Beth S.
    "Bad area is close by, so kids need to understand boundaries. Private schools are important here, so save your money. Sports are good here, with lots of good coaching."
    0
    Flag
  • Linda D.
    "I've been visiting a dear close friend - helping them recuperate from serious surgery. traffic is atrocious- I miss living in the rural countryside area!"
    0
    Flag
  • Liza
    "The schools in Annapolis are not as good as they are in Severna Park which is where I grew up originally. But Annapolis has many great amenities including local places to eat and shop."
    0
    Flag
  • Rodwellsantos6
    "I like it this community is pretty good as so matters fact for elders we looking to buy in this areas I don’t know frankly about this gorgeous homes we will see."
    0
    Flag
  • Jeffrey H.
    "Lived here for 4 years. Loved the area, including the park across the street. Hate the maintenance of the building including the attention to detail of maintenance of property. "
    0
    Flag
  • jfh4k0
    "Local traffic is not too bad. Beach traffic and rush hour traffic to DC and Baltimore is pretty terrible. "
    2
    Flag
  • Nadja Maril
    "I lived in this neighborhood over 20 years and walk downtown with my dog every morning for coffee. On pretty days we visit City Dock and admire the views and the boats."
    1
    Flag
  • Markkimethanmolly
    "We’ve lived here for 18 years, and everyone is very friendly. Our neighborhood is very safe and quiet."
    0
    Flag
  • Debwill64
    "There is a bus stop close enough to walk to but I have to drive to DC. The bus only goes to Annapolis and maybe Baltimore, not sure though."
    0
    Flag

LGBTQ Local Legal Protections

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Frequently asked questions about 806 Chestnut Tree Dr

  • What is 806 Chestnut Tree Dr estimated to be worth?
    Trulia's estimated value for 806 Chestnut Tree Dr in Annapolis, MD is $659,100.
  • What is the price history for 806 Chestnut Tree Dr?
    806 Chestnut Tree Dr in Annapolis, MD last sold for $630,000 in December 2024.
  • Is Annapolis a buyer's or seller's market?
    Annapolis is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Annapolis?
    The median sale price in Annapolis is $643K. That is down $1K from the prior month.
  • Does 806 Chestnut Tree Dr have air conditioning?
    Yes, 806 Chestnut Tree Dr in Annapolis, MD has air conditioning.
  • Does 806 Chestnut Tree Dr have a pool?
    Yes, 806 Chestnut Tree Dr in Annapolis, MD has a pool.

Explore by feature - Pet Friendly

95 pet-friendly rentals in Annapolis, MD

Explore by feature - Garage

24 rentals with a garage in Annapolis, MD

Explore by feature - Air Conditioning

140 rentals with air conditioning in Annapolis, MD

Explore by feature - Pool

58 rentals with a pool in Annapolis, MD

Explore by feature - Washer/dryer

154 rentals with a washer/dryer in Annapolis, MD

Explore by feature - Outdoor Space

29 rentals with an outdoor space in Annapolis, MD

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 806 Chestnut Tree Dr

Skip to last item
Skip to first item

Homes for sale near 806 Chestnut Tree Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item