16 Rolling Ln, Dover, MA 02030
OFF MARKET

16 Rolling Ln
Dover, MA 02030

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

$4,429,600

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $26,076/mo*
Refinance Your Home

$4,429,600

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $26,076/mo*
Refinance Your Home
6 Beds
7 Baths
9,719 sqft
(on 7.90 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 16 Rolling Ln

DatePriceEventSource
08/27/2020$2,950,000Sold
N/A
06/10/2020$2,995,000PendingAgent Provided
05/04/2020$2,995,000PriceChange
Agent Provided
09/09/2019$3,400,000PriceChange
Agent Provided
06/17/2019$3,700,000PriceChange
Agent Provided
04/12/2019$4,100,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$42,700
Assessment$3,788,800
Home facts updated by county records

Comparable Sales for 16 Rolling Ln

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
58 Pine St, Dover, MA
0.16
Single-Family Home
$2,520,000
07/15/25
4
3.5
5,577
33 Pine St, Dover, MA
0.41
Single-Family Home
$2,200,000
10/02/25
5
7.5
9,000
105 Centre St, Dover, MA
0.61
Single-Family Home
$5,550,000
10/23/25
6
9
9,032
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
21 Rolling Ln, Dover, MA
0.18
Single-Family Home
$1,405,000
08/11/25
4
2.5
3,365
29 Rolling Ln, Dover, MA
0.27
Single-Family Home
$1,360,000
04/10/26
4
3.5
3,305
4 Forest St, Dover, MA
0.43
Single-Family Home
$1,625,000
06/10/25
4
2.5
3,218
8 Hamlins Xing, Dover, MA
1.15
Single-Family Home
$6,000,000
01/12/26
6
8
11,000

Assigned Schools

These are the assigned schools for 16 Rolling Ln.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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

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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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16 Rolling Ln, Dover, MA 02030 is a 6 bedroom, 8 bathroom, 9,719 sqft single-family home built in 1988. This property is not currently available for sale. 16 Rolling Ln was last sold on Aug 27, 2020 for $2,950,000. The current Trulia Estimate for 16 Rolling Ln is $4,429,600.