249 Dover Rd, Westwood, MA 02090
Property image
Property image
OFF MARKET

$1,682,600

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,574 sqft (on 2.24 acres)

249 Dover Rd, Westwood, MA 02090

Est. Refi. Payment $10,013/mo*
Refinance Your Home
Currently Off Market - Sold Jun 29, 2022 for $1,431,000

Home Value

Trulia Estimate
$1.68M
Since last month
Decreased$23K (-1.4%)
Since last year
Increased$101K (+6.4%)
Since last sale
Increased$252K (+17.6%)
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 +109% in the last 10 years
MonthEstimated value
2026
August 2026$1.68M
August 2026$1.68M
July 2026$1.71M
June 2026$1.71M
May 2026$1.71M
April 2026$1.69M
March 2026$1.67M
February 2026$1.61M
January 2026$1.6M
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
374 Dover Rd, Westwood, MA
0.35
Single-Family Home
$1,400,000
06/25/26
4
2.5
2,434
186 Conant Rd, Westwood, MA
0.40
Single-Family Home
$1,342,500
09/26/25
4
2.5
2,273
365 Dover Rd, Westwood, MA
0.31
Single-Family Home
$1,239,000
04/16/26
3
2.5
2,276
37 Salisbury Dr, Westwood, MA
0.41
Single-Family Home
$1,500,000
08/10/26
4
2.5
2,779
548 High St, Westwood, MA
0.45
Single-Family Home
$1,125,000
08/06/26
4
2.5
2,734
47 Dover Rd, Westwood, MA
0.44
Single-Family Home
$1,380,000
05/08/26
4
2.5
2,381
604 Dover Rd, Westwood, MA
0.67
Single-Family Home
$1,430,000
08/11/26
4
3.5
2,497
55 Rockmeadow Rd, Westwood, MA
0.30
Single-Family Home
$1,955,000
06/26/26
5
5
4,863
20 Gay St, Westwood, MA
0.54
Single-Family Home
$1,500,000
06/12/26
4
2.5
3,952
78 Westchester Dr, Westwood, MA
0.56
Single-Family Home
$1,579,000
06/15/26
4
4.5
3,448

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
208 Dover Rd, Westwood, MA 02090
0.09
$1,643,000
4
3
3,606
Off Market
134 High Rock Ln, Westwood, MA 02090
0.14
$3,105,300
4
5.5
5,595
Off Market
108 High Rock Ln, Westwood, MA 02090
0.17
$2,441,300
4
4
4,659
Off Market
129 Dover Rd, Westwood, MA 02090
0.24
$1,299,900
4
3
2,572
For Sale
304 Dover Rd, Westwood, MA 02090
0.20
$1,312,700
4
3
2,596
Off Market
55 Rockmeadow Rd, Westwood, MA 02090
0.30
$1,955,000
5
5
4,863
Recently Sold
36 Birchtree Dr, Westwood, MA 02090
0.31
$1,621,900
4
2.5
2,550
Off Market
219 High Rock St, Westwood, MA 02090
0.30
$1,344,900
4
2.5
3,414
Off Market
30 Birchtree Dr, Westwood, MA 02090
0.33
$1,164,300
3
2.5
1,338
Off Market
365 Dover Rd, Westwood, MA 02090
0.31
$1,239,000
3
2.5
2,276
Recently Sold
3 Birchtree Dr, Westwood, MA 02090
0.34
$1,556,900
5
3.5
3,645
Off Market
360 Dover Rd, Westwood, MA 02090
0.31
$2,130,300
6
3.5
4,032
Off Market

Local Information

  • Map ViewExplore the area around 249 Dover Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1922
Lot Size
2.24 acres
Living Area
2,574 sqft
Price/Sqft
$654

About this House

Distinctive Colonial atop a 2.24 acre private retreat built by premier Westwood builders- Howard bros.Charming century old features such as; leaded glass arched transom entry, architectural staircase, elegant millwork, crystal doorknobs, Butlers pantry all meld perfectly with a modern familys desires; plenty of storage, gorgeous granite counters, high end appliances, decorative lighting, central A/C, newer roof & AMAZING outdoor entertaining space. Gather in the generous Dining Room connected to the stylish Kitchen with custom hutch, upper glass front cabinets, polished ceramic backsplash, lower shaker cabinets with a bright & cozy Breakfast Nook. Curl up to the wood burning stove in the Living Room or relax in the sun drenched Family Room. Enjoy the view from the window seat in the Primary Bedroom complete with Ensuite & WIC. Bedrooms 2 & 3 are joined or separated by a pocket door,4th bdr. on second floor and additional bdr. or flex space on 3rd floor. Open House 5/1 12-1:30.
249 Dover Rd, Westwood, MA 02090 is a 4 bedroom, 3 bathroom, 2,574 sqft single-family home built in 1922. It last sold for $1,431,000 on Jun 29, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,682,600, with a rent estimate of $5,935/month.

Home Details for 249 Dover Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1922
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.24 acres

Price and Tax history

DateEventPrice
Jun 29, 2022
Source: MLS PIN #72973206
Sold
$1,431,000
May 4, 2022
Source: RE/MAX International #72973206
Pending
$1,199,000
May 4, 2022
Source: MLS PIN #72973206
Contingent
$1,199,000
Apr 28, 2022
Source: MLS PIN #72973206
Listed For Sale
$1,199,000
Jan 31, 2008
Source: N/A
Sold
$895,000

Market trends in Westwood

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
8MoM

Around this home

View nearby schools on GreatSchools
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 Westwood

At least 75 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 90 % Say it's dog friendly

  • 90 % Say parking is easy

  • 88 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 79 % Say it's quiet

  • 76 % Say there's holiday spirit

  • 73 % Say there's wildlife

  • 71 % Say kids play outside

  • 69 % Say there are sidewalks

  • 68 % Say streets are well-lit

  • 66 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 54 % Say there are community events

  • 48 % Say it's walkable to restaurants

  • 42 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Witsele
    "I live in the neighborhood for 5 years and it is very private here. We know some neighbors and they’re very nice."
    0
    Flag
  • Arnold_t_pants
    "Plenty of other dog owners in the neighborhood. Definitely a dog friendly neighborhood (although we don’t have dogs, nor like dogs very much). "
    1
    Flag
  • Nikolova68
    "I work in residential houses I love Westwood is safe and fun . Everything is good and I enjoy everything about Westwood "
    0
    Flag
  • Cc
    "Love our Weatherbee neighborhood!!! Quiet wide streets. Accessible to stores / highway : commuter rail."
    1
    Flag
  • Tina A.
    "Easy streets to walk your dog, quiet friendly neighborhood, safe environment. May not like lack of lights in certain neighborhoods"
    1
    Flag
  • Danielle.drayton
    "Good schools, safe, easy highway access. Close to neighboring city centers of Dedham, Medfield, and Norwood"
    1
    Flag
  • Emilee.a.donovan
    "I don’t commute, I work from home so I can’t comment but if I did I would take the train from Norwood into the city."
    0
    Flag
  • Melissa_mips
    "Memorial Day parade, Seniors night, Westwood day, farmers market, Hale reservation, community classes, "
    0
    Flag
  • Chris P.
    "Great schools. Great neighbors. Close to major highways and commuter rail. Recently added shopping centers are great. "
    0
    Flag
  • Emilee.a.donovan
    "Westwood Day every year is very fun and has a lot of local vendors! Great for families. There is a play area and petting zoo for kids. Great way to experience the community! We also have a lot of small farmers markets in the summer. "
    1
    Flag
  • Chris P.
    "I don’t commute to work. I work from home. From what I heard/saw, rush hour traffic can be pretty hectic. "
    0
    Flag
  • Meri T.
    "The area is convenient to highways and shopping, library and parks for kids. Ice cream and food. Lovely area for any age"
    1
    Flag
  • Melissa_mips
    "Great schools, growing businesses opportunities and balance of conservation/protected land. Less than 15 miles from Boston "
    0
    Flag
  • Melissa_mips
    "Close to great schools and Hale reservation. Beautiful homes close to Boston but you would never know it’s only 12 miles from town."
    0
    Flag
  • hayhelen
    "I've lived in Westwood for almost 30 years. Excellent public school system. Friendly neighborhoods. Hop onto Rte. 128 or I-95. Only 15 minutes from Massachusetts Turnpike. Commuter Rail to Boston gets you there in 20 minutes. Can't beat that! Good restaurants and shopping minutes away at Legacy Place in Dedham."
    0
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  • trulyapain
    "I have lived here over 25 yrs.. Pretty, peaceful, lots of greenery, though no sidewalks on most streets ,many lights out at night. Not safe for walking-very few crossing lights in high traffic areas. Be aware of inflated property estimates by town assessor, thus high taxes on all homes. Suitable for those with school age children as schools are the main focus here. Library is incredible and is being rebuilt. People in general are friendly and helpful and good neighbors. It is fine for couples and retirees with deep pockets. Boring for singles. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 249 Dover Rd

  • What is 249 Dover Rd estimated to be worth?
    Trulia's estimated value for 249 Dover Rd in Westwood, MA is $1,682,600.
  • What is the price history for 249 Dover Rd?
    249 Dover Rd in Westwood, MA last sold for $1,431,000 in June 2022.
  • Is Westwood a buyer's or seller's market?
    Westwood is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Westwood?
    Residents describe Westwood, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Westwood, MA.
  • How big is the lot at 249 Dover Rd?
    The lot at 249 Dover Rd in Westwood, MA is about 2.2 acres.

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