16 Rolling Ln, Dover, MA 02030
Property image
Property image
OFF MARKET

16 Rolling Ln
Dover, MA 02030

  • 6 Beds
  • 7 Baths
  • 9,719 sqft (on 7.90 acres)

$4,404,800

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $26,231/mo*
Refinance Your Home

$4,404,800

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $26,231/mo*
Refinance Your Home
6 Beds
7 Baths
9,719 sqft
(on 7.90 acres)

Home Value

Trulia Estimate
$4.41M
Since last month
Decreased$120K (-2.6%)
Since last year
Decreased$61K (-1.4%)
Since last sale
Increased$1M (+49.3%)
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 +27% in the last 10 years
MonthEstimated value
2026
August 2026$4.4M
July 2026$4.48M
June 2026$4.52M
May 2026$4.49M
April 2026$4.4M
March 2026$4.54M
February 2026$4.34M
January 2026$4.31M
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
5-5A Valley Rd, Dover, MA
0.09
Single-Family Home
$2,150,000
10/17/25
5
5
7,578
105 Centre St, Dover, MA
0.61
Single-Family Home
$5,550,000
10/23/25
6
9
9,032
33 Pine St, Dover, MA
0.41
Single-Family Home
$2,200,000
10/02/25
5
7.5
7,000
1 Snows Hill Ln, Dover, MA
0.94
Single-Family Home
$4,450,000
09/08/25
7
7.5
11,554
146 Pine St, Dover, MA
0.77
Single-Family Home
$2,125,000
04/30/26
5
5.5
7,211
62 Walpole St, Dover, MA
0.37
Single-Family Home
$1,690,000
07/17/26
4
3.5
5,260
29 Rolling Ln, Dover, MA
0.27
Single-Family Home
$1,360,000
04/10/26
4
3.5
3,305
5 Bretton Rd, Dover, MA
0.57
Single-Family Home
$1,950,000
07/01/26
4
4
4,452
157 Centre St, Dover, MA
1.14
Single-Family Home
$4,500,000
06/26/26
6
5.5
5,309
8 Hamlins Xing, Dover, MA
1.15
Single-Family Home
$6,000,000
01/12/26
6
8
11,000

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
5-5A Valley Rd, Dover, MA 02030
0.09
$2,150,000
5
5
7,578
Recently Sold
20 Rolling Ln, Dover, MA 02030
0.10
$2,250,600
4
3.5
6,153
Off Market
60 Pine St, Dover, MA 02030
0.12
$1,469,200
4
2
2,775
Off Market
58 Pine St, Dover, MA 02030
0.16
$2,609,000
4
3.5
5,577
Off Market
21 Rolling Ln, Dover, MA 02030
0.18
$1,458,800
4
2.5
3,365
Off Market
81 Pine St, Dover, MA 02030
0.20
$2,781,100
5
5.5
5,254
Off Market
25 Valley Rd, Dover, MA 02030
0.24
$1,262,000
4
2
2,591
Off Market
26 Valley Rd, Dover, MA 02030
0.25
$3,600,000
5
6
7,000
For Sale
29 Rolling Ln, Dover, MA 02030
0.27
$1,360,000
4
3.5
3,305
Recently Sold
10 Taylor Ln, Dover, MA 02030
0.28
$1,537,000
4
2
3,060
Off Market
51 Pine St, Dover, MA 02030
0.29
$3,522,400
6
8
10,238
Off Market
65 Walpole St, Dover, MA 02030
0.33
$1,349,000
4
2
2,991
Recently Sold

Local Information

  • Map ViewExplore the area around 16 Rolling Ln.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Lot Size
7.9 acres
Living Area
9,719 sqft
Price/Sqft
$453
Parking
Garage

About this House

Exceptional opportunity to own one of the finest custom-built New England colonials with contemporary influences, set on 8 acres in a lovely neighborhood in Dover. This elegant estate originally built in 1988 & renovated in 2012, was carefully designed & built with un-compromised detail. The grand foyer welcomes you to a bridal staircase & stunning glass atrium overlooking a majestic stone grotto & pool. The gourmet kitchen opens to a 2 story family room with fire place, a perfect setting for gatherings. The first floor also features an elegant dining room, living room, reading room & library. The second floor includes a large master suite, 3 additional bedrooms, 2 full baths & a 2 bedroom/2 bath au-pair or in-law suite with elevator access to ground floor. With over 12,000 sq ft of living space, this property also includes a library, wine cellar, gym, greenhouse, elevator, separate guest house, pool & pool house. Virtual tours available!
16 Rolling Ln, Dover, MA 02030 is a 6 bedroom, 8 bathroom, 9,719 sqft single-family home built in 1988. It last sold for $2,950,000 on Aug 27, 2020. It is currently off market. The Trulia Estimate is $4,404,800, with a rent estimate of $6,912/month.

Home Details for 16 Rolling Ln

Interior Features

Heating & Cooling
Heating: Forced Air, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
In-law unitNumber of Rooms: 2
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood, Slate
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, MetalExterior: Shingle Not WoodPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 5Parking: Garage Attached, Garage Detached

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 4

Lot Information

Lot Area: 7.90 acres

Additional Information

Greenhouse

Building

Pool
Sauna

Price and Tax history

DateEventPrice
Aug 27, 2020
Source: N/A
Sold
$2,950,000
Jun 10, 2020
Source: Agent Provided
Pending
$2,995,000
May 4, 2020
Source: Agent Provided
PriceChange
$2,995,000
Price decreased by 12%
Sep 9, 2019
Source: Agent Provided
PriceChange
$3,400,000
Price decreased by 8%
Jun 17, 2019
Source: Agent Provided
PriceChange
$3,700,000
Price decreased by 10%

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
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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
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Apartments for Rent

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Homes for sale near 16 Rolling Ln

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Off Market Homes Near 16 Rolling Ln

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Frequently asked questions about 16 Rolling Ln

  • What is 16 Rolling Ln estimated to be worth?
    Trulia's estimated value for 16 Rolling Ln in Dover, MA is $4,404,800.
  • What is the price history for 16 Rolling Ln?
    16 Rolling Ln in Dover, MA last sold for $2,950,000 in August 2020.
  • 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.
  • Does 16 Rolling Ln have air conditioning?
    Yes, 16 Rolling Ln in Dover, MA has air conditioning.
  • Does 16 Rolling Ln have a pool?
    Yes, 16 Rolling Ln in Dover, MA has a pool.