29 Highview St, Westwood, MA 02090
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Property image
OFF MARKET

29 Highview St
Westwood, MA 02090

  • 3 Beds
  • 2 Baths
  • 1,397 sqft

$926,100

Trulia Estimate
as of Jul 7, 2026

$926,100

Trulia Estimate
as of Jul 7, 2026
3 Beds
2 Baths
1,397 sqft

Local Information

  • Map ViewExplore the area around 29 Highview St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Well maintained single family home in desirable family neighborhood. Wonderful and convenient location in Westwood, close to schools and town center. The 1st level of this comfortable home boasts a renovated eat in kitchen with cherry wood cabinets and floors, stainless steel appliances, granite countertops. Glass sliding doors in kitchen allow for natural light and access to large deck and patio area, great for bar-b-ques and relaxing. The living room has hardwood floors and fireplace. There are 2 bedrooms, each with a custom closet. The full bath has been updated with granite vanity top and tiled floors. The 2nd level has a study/den area which would also make an ideal nursery or office. The spacious master bedroom has a picture window with woodsy views, a fabulous walk in closet and nicely appointed master bathroom. The large fenced in back yard is great for entertaining, children and pets.
29 Highview St, Westwood, MA 02090 is a 3 bedroom, 2 bathroom, 1,397 sqft single-family home built in 1941. It last sold for $630,000 on Mar 19, 2019. It is currently off market. The Trulia Estimate is $926,100, with a rent estimate of $4,481/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 29 Highview St

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Walk In Closet, Master Bath, Mud Room, Office
Heating & Cooling
Heating: Other, OilCooling System: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Other, Shake ShingleDeckExterior: WoodLawn
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1941
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Price History for 29 Highview St

DatePriceEventSource
03/19/2019$630,000Sold
N/A
02/04/2019$645,000PendingAgent Provided
01/25/2019$645,000PriceChange
Agent Provided
11/30/2018$669,000PriceChange
Agent Provided
11/08/2018$685,000PriceChange
Agent Provided
10/21/2018$699,000Listed For SaleN/A
10/21/2002$300,000Sold
N/A
03/29/1996$227,000Sold
N/A

Market trends in Westwood

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
44
3MoM
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Property Tax and Assessment

Year2025
Tax$9,071
Assessment$708,100
Home facts updated by county records

Comparable Sales for 29 Highview St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 June St, Westwood, MA
0.11
Single-Family Home
$1,200,000
05/22/26
3
2
1,536
33 Mill St, Westwood, MA
0.40
Single-Family Home
$770,000
08/14/25
2
1.5
1,173
43 Oriole Rd, Westwood, MA
0.32
Single-Family Home
$830,000
01/09/26
3
1.5
1,310
90 Blueberry Ln, Westwood, MA
0.22
Single-Family Home
$850,000
12/30/25
3
2
1,520
140 Burgess Ave, Westwood, MA
0.14
Single-Family Home
$1,055,000
12/18/25
3
3
2,544
31 Millbrook Rd, Westwood, MA
0.22
Single-Family Home
$1,110,000
07/17/25
4
2
2,122
94 Greenacre Rd, Westwood, MA
0.45
Single-Family Home
$1,405,000
05/08/26
4
2
2,625
64 Edgewood Rd, Westwood, MA
0.57
Single-Family Home
$1,000,000
07/16/25
3
2
3,064
15 Stanford Dr, Westwood, MA
0.34
Single-Family Home
$1,035,000
10/09/25
3
2.5
1,796
33 Sexton Ave, Westwood, MA
0.90
Single-Family Home
$845,000
07/08/25
3
1.5
1,724

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Highview St.
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."
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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
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Off Market Homes Near 29 Highview St

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