16 Chickering Dr, Dover, MA 02030
OFF MARKET

16 Chickering Dr
Dover, MA 02030

  • 1 Bed
  • 1 Bath
  • 496 sqft (on 1.50 acres)

$416,900

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,539/mo*
Refinance Your Home

$416,900

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,539/mo*
Refinance Your Home
1 Bed
1 Bath
496 sqft
(on 1.50 acres)

Home Value

Trulia Estimate
$417K
Since last month
Decreased$16K (-3.7%)
Since last year
Decreased$24K (-5.4%)
Since last sale
Increased$310K (+306.6%)
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 +10% in the last 10 years
MonthEstimated value
2026
August 2026$411K
July 2026$427K
June 2026$436K
May 2026$453K
April 2026$440K
March 2026$442K
February 2026$423K
January 2026$418K
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
3 Riverside Dr, Dover, MA
0.28
Single-Family Home
$480,000
06/26/26
1
1
734
68 Claybrook Rd, Dover, MA
0.16
Single-Family Home
$1,300,000
10/02/25
4
2.5
2,239
42 Troutbrook Rd, Dover, MA
0.45
Single-Family Home
$1,280,000
05/22/26
4
2.5
2,565
42 Main St, Dover, MA
0.77
Single-Family Home
$1,300,000
05/18/26
3
2
2,276
19 Main St, Dover, MA
0.82
Single-Family Home
$1,380,000
11/03/25
3
2
2,442
12 Cranberry Ln, Dover, MA
0.72
Single-Family Home
$1,395,000
01/16/26
4
2.5
4,245
28 Centre St, Dover, MA
0.66
Single-Family Home
$2,097,900
07/08/26
5
3.5
5,778
60 Main St, Dover, MA
0.84
Single-Family Home
$1,650,000
11/13/25
4
3.5
3,233
12 Haven St, Dover, MA
0.70
Single-Family Home
$2,750,000
05/07/26
4
5.5
8,997
1 Old Colony Dr, Dover, MA
0.90
Single-Family Home
$2,850,000
04/16/26
4
4
6,654

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
62 Claybrook Rd, Dover, MA 02030
0.12
$1,899,900
3
4.5
4,074
For Sale
68 Claybrook Rd, Dover, MA 02030
0.16
$1,455,900
4
2.5
2,239
Off Market
6 Cullen Rd, Dover, MA 02030
0.15
$939,000
2
2
1,504
Off Market
15 Juniper Ln, Dover, MA 02030
0.15
$1,549,000
4
2.5
3,230
For Sale
3 Riverside Dr, Dover, MA 02030
0.28
$480,000
1
1
734
Recently Sold
12 Greenwood Rd, Dover, MA 02030
0.43
$1,219,700
3
2
2,630
Off Market
42 Troutbrook Rd, Dover, MA 02030
0.45
$1,280,000
4
2.5
2,565
Recently Sold
22 Edgewater Dr, Dover, MA 02030
0.48
$1,463,900
4
2.5
2,407
Off Market
140 Whitman Rd, Needham, MA 02492
0.54
$4,737,000
6
7
8,852
Off Market
35 Haven St, Dover, MA 02030
0.50
$1,880,000
4
3.5
3,695
Off Market
105 Haven St, Dover, MA 02030
0.60
$2,812,300
5
4.5
6,207
Off Market
33 Centre St, Dover, MA 02030
0.59
$2,422,000
4
4.5
5,706
Off Market

Local Information

  • Map ViewExplore the area around 16 Chickering Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1924
Lot Size
1.5 acres
Living Area
496 sqft
Price/Sqft
$841
Parking
Garage

About this House

Tight tank septic system is approved for this house. NO LEACHING FIELD. 3500 gallon tank will need to be pumped according to use. Low flush toilet, washing machine required. Well test has past. This house cannot be expanded but can be repaired. Structuraly sound house. One car garage can be repaired, not expanded.
16 Chickering Dr, Dover, MA 02030 is a 1 bedroom, 1 bathroom, 496 sqft single-family home built in 1924. It last sold for $101,000 on Jul 23, 2009. It is currently off market. The Trulia Estimate is $416,900, with a rent estimate of $2,364/month.

Home Details for 16 Chickering Dr

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1924
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 1.50 acres

Price and Tax history

DateEventPrice
Jul 23, 2009
Source: N/A
Sold
$101,000
Apr 24, 2009
Source: Agent Provided
ListingRemoved
$149,900
Mar 20, 2009
Source: Agent Provided
PriceChange
$149,900
Price decreased by 25%
Feb 11, 2009
Source: Agent Provided
PriceChange
$199,900
Price decreased by 35%
Apr 27, 2008
Source: Agent Provided
Listed For Sale
$309,900

Market trends in Dover

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
6MoM

Around this home

What Locals Say about Dover

At least 16 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 96 % Say parking is easy

  • 95 % Say there's wildlife

  • 94 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 89 % Say it's quiet

  • 89 % Say people would walk alone at night

  • 76 % Say they plan to stay for at least 5 years

  • 74 % Say neighbors are friendly

  • 71 % Say there are community events

  • 67 % Say kids play outside

  • 28 % Say it's walkable to grocery stores

  • 25 % Say it's walkable to restaurants

  • 21 % Say streets are well-lit

  • 20 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • James T.
    "The fresh air due to the abundant amount green space, property size and highest rated high school..."
    4
    Flag
  • Jaymz N.
    "Dover is visually beautiful but not a place to live if you are looking for thriving community of shops and restaurants. We only live here to access great public schools. "
    0
    Flag
  • Robin B.
    "I loved visiting my Aunt and Uncle in their beautiful well kept rustic home on this property the few occasions I had to visit my home state. I love the new home even though it is weird for me to imagine that being the property with all of the beautiful trees I had visited. When I was in Dover the whole area was beautiful and safe feeling. It held a lot of my families history. I am not rich, I am disabled and still in my 40's so I probably won't be getting rich but if I were to win tonight's Florida Mega ball I would buy this home and keep it in my family forever, even if I did need to return to Florida during the winter. I love that the area is clean, safe, quiet, and animal friendly, I know at one time a lot of people had horses, one of my aunt's neighbors had sheep, and according to my mom my grandfather had his horses in a nearby stable, he was in the English Hunt Club, I don't have many details about that, My Aunt had a Basset Hound "Ruby" when I was there as a teenager, me and Ruby had found one of my cousins old softballs while roaming in the woods from when they were kids in that home. Ruby tore it up all over the living room and I had to clean it up but it was great fun, that was the only time I got to meet Ruby in her life. I have to mixed breed dogs and if I lived there I would definitely get a horse. I did inherit my families love of animals. I feel that whomever gets this home or any in the area will have a lifetime of priceless memories. "
    5
    Flag
  • lydiaaustin7
    "I live here. It is an open and wooded area, It is fairly remote, but it is a very nice small community. "
    0
    Flag
  • Mary C.
    "Dover MA is the most wonderful town with their #1 School System, great town services, low tax rate, proximity to Boston, safety and cleanliness of the town!"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 16 Chickering Dr

  • What is 16 Chickering Dr estimated to be worth?
    Trulia's estimated value for 16 Chickering Dr in Dover, MA is $416,900.
  • What is the price history for 16 Chickering Dr?
    16 Chickering Dr in Dover, MA last sold for $101,000 in July 2009.
  • Is Dover a buyer's or seller's market?
    Dover is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Dover?
    Residents describe Dover, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Dover, MA.
  • How big is the lot at 16 Chickering Dr?
    The lot at 16 Chickering Dr in Dover, MA is about 1.5 acres.
  • Does 16 Chickering Dr have a garage?
    Yes, 16 Chickering Dr in Dover, MA has a garage.

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