15 Windsor Rd, Dover, MA 02030
Property image
Property image
OFF MARKET

15 Windsor Rd
Dover, MA 02030

  • 4 Beds
  • 2.5 Baths
  • 3,337 sqft (on 1.33 acres)

$1,593,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $9,498/mo*
Refinance Your Home

$1,593,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $9,498/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,337 sqft
(on 1.33 acres)

Home Value

Trulia Estimate
$1.59M
Since last month
Decreased$25K (-1.5%)
Since last year
Increased$54K (+3.5%)
Since last sale
Increased$597K (+59.9%)
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 +74% in the last 10 years
MonthEstimated value
2026
August 2026$1.59M
July 2026$1.62M
June 2026$1.62M
May 2026$1.63M
April 2026$1.61M
March 2026$1.59M
February 2026$1.52M
January 2026$1.5M
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
25 Yorkshire Rd, Dover, MA
0.15
Single-Family Home
$1,050,000
12/15/25
4
2.5
2,864
54 Yorkshire Rd, Dover, MA
0.21
Single-Family Home
$1,525,000
06/15/26
4
2.5
3,194
39 Indian Ridge Rd, Natick, MA
0.17
Single-Family Home
$932,500
12/17/25
4
2.5
2,488
36 Yorkshire Rd, Dover, MA
0.25
Single-Family Home
$1,225,000
07/27/26
4
3
3,358
23 Indian Ridge Rd, Natick, MA
0.37
Single-Family Home
$975,000
10/28/25
4
2.5
2,298
12 Greystone Rd, Dover, MA
0.29
Single-Family Home
$1,750,000
07/21/26
4
2.5
3,669
5 Raleigh Rd, Dover, MA
0.16
Single-Family Home
$1,740,000
07/15/26
5
4
3,730
2 Wildwood Rd, Dover, MA
0.32
Single-Family Home
$1,665,000
08/28/25
4
2.5
2,826
44 Glen St, Dover, MA
0.33
Single-Family Home
$2,125,000
04/22/26
4
3.5
3,924
53 Yorkshire Rd, Dover, MA
0.28
Single-Family Home
$2,399,000
12/10/25
4
5
6,076

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
8 Raleigh Rd, Dover, MA 02030
0.08
$1,870,900
4
2.5
4,097
Off Market
19 Yorkshire Rd, Dover, MA 02030
0.10
$2,230,600
4
2.5
3,912
Off Market
5 Sherbrooke Dr, Dover, MA 02030
0.14
$2,007,200
5
3.5
4,488
Off Market
5 Raleigh Rd, Dover, MA 02030
0.16
$1,740,000
5
4
3,730
Recently Sold
8 Sherbrooke Dr, Dover, MA 02030
0.16
$1,887,000
4
3.5
3,654
Off Market
25 Yorkshire Rd, Dover, MA 02030
0.15
$1,050,000
4
2.5
2,864
Recently Sold
28 Yorkshire Rd, Dover, MA 02030
0.16
$1,558,500
4
2.5
2,437
Off Market
39 Indian Ridge Rd, Natick, MA 01760
0.17
$932,500
4
2.5
2,488
Recently Sold
10 Indian Ridge Rd, Natick, MA 01760
0.17
$1,238,300
4
2.5
2,850
Off Market
6 Indian Ridge Rd, Natick, MA 01760
0.18
$1,252,200
4
3
2,680
Off Market
54 Yorkshire Rd, Dover, MA 02030
0.21
$1,525,000
4
2.5
3,194
Recently Sold
32 Indian Ridge Rd, Natick, MA 01760
0.22
$1,127,700
3
3
1,928
Off Market

Local Information

  • Map ViewExplore the area around 15 Windsor Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
1.33 acres
Living Area
3,337 sqft
Price/Sqft
$478
Parking
Garage

About this House

At last! Located on best street in premier neighborhood only 2.5 miles from Boston Magazine's #1 high/middle school and U.S News & World Report's #8 MA H.S, this pretty colonial is the one Dover buyers have been waiting for all spring. 1.3 acre lot offers post card picture curb appeal plus private back yard incl. sunny patio and 2 tiers of bright green lawn ideal for BBQ's and badminton. W/almost 3,500 sq ft of living space, home is defined by classic foot print combined w/delightful extras incl. large and sunny foyer, sunroom lined w/windows and spacious eat-in kitchen. Both fam and liv rms boast hw floors and wood burning fireplaces. Upstairs, ensuite master bdrm set apart by mini hallway. 3 bdrms w/excellent storage and fam bath complete this level. 35 by 13 finished LL anchored by 3rd fireplace offers retreat for home office or play rm. 2017 exterior paint, 2015 roof and new driveway added this month=excellent value for new owner.
15 Windsor Rd, Dover, MA 02030 is a 4 bedroom, 3 bathroom, 3,337 sqft single-family home built in 1964. It last sold for $997,000 on Aug 10, 2018. It is currently off market. The Trulia Estimate is $1,593,800, with a rent estimate of $6,239/month.

Home Details for 15 Windsor Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.33 acres

Price and Tax history

DateEventPrice
Aug 10, 2018
Source: N/A
Sold
$997,000
Jun 9, 2018
Source: Agent Provided
Pending
$999,000
May 29, 2018
Source: Agent Provided
Listed For Sale
$999,000
Jun 27, 2000
Source: N/A
Sold
$750,000
Jan 5, 1995
Source: N/A
Sold
$523,750

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 15 Windsor Rd

  • What is 15 Windsor Rd estimated to be worth?
    Trulia's estimated value for 15 Windsor Rd in Dover, MA is $1,593,800.
  • What is the price history for 15 Windsor Rd?
    15 Windsor Rd in Dover, MA last sold for $997,000 in August 2018.
  • 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 15 Windsor Rd?
    The lot at 15 Windsor Rd in Dover, MA is about 1.3 acres.
  • Does 15 Windsor Rd have a garage?
    Yes, 15 Windsor Rd in Dover, MA has a garage.

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