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

17 Windsor Rd
Dover, MA 02030

  • 5 Beds
  • 4.5 Baths
  • 4,420 sqft (on 1.26 acres)

$2,011,800

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $12,053/mo*
Refinance Your Home

$2,011,800

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $12,053/mo*
Refinance Your Home
5 Beds
4.5 Baths
4,420 sqft
(on 1.26 acres)

Home Value

Trulia Estimate
$2.01M
Since last month
Decreased$32K (-1.6%)
Since last year
Increased$4K (+0.2%)
Since last sale
Increased$827K (+69.8%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$2.01M
July 2026$2.04M
June 2026$2.04M
May 2026$2.06M
April 2026$2.06M
March 2026$2.03M
February 2026$1.95M
January 2026$1.92M
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 Raleigh Rd, Dover, MA
0.21
Single-Family Home
$1,740,000
07/15/26
5
4
3,730
25 Yorkshire Rd, Dover, MA
0.12
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
0.12
Single-Family Home
$932,500
12/17/25
4
2.5
2,488
44 Glen St, Dover, MA
0.37
Single-Family Home
$2,125,000
04/22/26
4
3.5
3,924
12 Greystone Rd, Dover, MA
0.34
Single-Family Home
$1,750,000
07/21/26
4
2.5
3,669
23 Indian Ridge Rd, Natick, MA
0.32
Single-Family Home
$975,000
10/28/25
4
2.5
2,298
61 Glen St, Dover, MA
0.34
Single-Family Home
$2,495,000
05/01/26
4
4.5
5,813
53 Yorkshire Rd, Dover, MA
0.30
Single-Family Home
$2,399,000
12/10/25
4
5
6,076
2 Wildwood Rd, Dover, MA
0.33
Single-Family Home
$1,665,000
08/28/25
4
2.5
2,826

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
19 Yorkshire Rd, Dover, MA 02030
0.06
$2,191,600
4
2.5
3,912
Off Market
25 Yorkshire Rd, Dover, MA 02030
0.12
$1,050,000
4
2.5
2,864
Recently Sold
39 Indian Ridge Rd, Natick, MA 01760
0.12
$932,500
4
2.5
2,488
Recently Sold
10 Indian Ridge Rd, Natick, MA 01760
0.13
$1,243,600
4
2.5
2,850
Off Market
8 Raleigh Rd, Dover, MA 02030
0.13
$1,870,900
4
2.5
4,097
Off Market
6 Indian Ridge Rd, Natick, MA 01760
0.16
$1,256,000
4
3
2,680
Off Market
28 Yorkshire Rd, Dover, MA 02030
0.15
$1,558,100
4
2.5
2,437
Off Market
32 Indian Ridge Rd, Natick, MA 01760
0.17
$1,127,700
3
3
1,928
Off Market
9 Indian Ridge Rd, Natick, MA 01760
0.18
$1,368,200
3
2.5
2,177
Off Market
5 Sherbrooke Dr, Dover, MA 02030
0.18
$2,007,200
5
3.5
4,488
Off Market
8 Sherbrooke Dr, Dover, MA 02030
0.20
$1,891,200
4
3.5
3,654
Off Market
5 Raleigh Rd, Dover, MA 02030
0.21
$1,740,000
5
4
3,730
Recently Sold

Local Information

  • Map ViewExplore the area around 17 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
1.26 acres
Living Area
4,420 sqft
Price/Sqft
$455
Parking
Garage

About this House

Coveted Glen Ridge Neighborhood Cape! Come see this fabulous 5 bedroom 3 full bath home graciously sited on a corner lot in wonderful Wellesley side neighborhood. With over 4400 square feet of living space this well maintained home is much larger than it appears from the street. Enjoy wonderful first floor layout including large living and dining areas, office, den and generous bedroom suite for guests or au-apair. The white and granite kitchen opens to the cathedral ceiling sun room with panoramic views of the back yard pool area. The second floor has 3 nicely proportioned bedrooms, large updated hall bath, Master suite with lots of closet space and updated bath, and hall laundry room. Finished lower level adds large game/playroom with fireplace and beautiful white wood built-in shelving, large mud and storage areas complete the package. Gleaming hardwood floors and freshly painted inside and out this house is a must see!
17 Windsor Rd, Dover, MA 02030 is a 5 bedroom, 5 bathroom, 4,420 sqft single-family home built in 1964. It last sold for $1,185,000 on Jul 24, 2017. It is currently off market. The Trulia Estimate is $2,011,800, with a rent estimate of $7,773/month.

Home Details for 17 Windsor Rd

Interior Features

Interior Details
BasementNumber of Rooms: 14
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
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 1.26 acres

Price and Tax history

DateEventPrice
Jul 24, 2017
Source: N/A
Sold
$1,185,000
Jun 12, 2017
Source: Agent Provided
Pending
$1,245,000
May 10, 2017
Source: Agent Provided
Listed For Sale
$1,245,000
Apr 2, 1992
Source: N/A
Sold
$425,000
Jun 30, 1987
Source: N/A
Sold
$445,000

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
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  • 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 17 Windsor Rd

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Off Market Homes Near 17 Windsor Rd

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Frequently asked questions about 17 Windsor Rd

  • What is 17 Windsor Rd estimated to be worth?
    Trulia's estimated value for 17 Windsor Rd in Dover, MA is $2,011,800.
  • What is the price history for 17 Windsor Rd?
    17 Windsor Rd in Dover, MA last sold for $1,185,000 in July 2017.
  • 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 17 Windsor Rd have a pool?
    Yes, 17 Windsor Rd in Dover, MA has a pool.
  • How big is the lot at 17 Windsor Rd?
    The lot at 17 Windsor Rd in Dover, MA is about 1.3 acres.