5 Highland Rd, Wellesley, MA 02482
OFF MARKET

5 Highland Rd
Wellesley, MA 02482

  • 3 Beds
  • 1 Bath
  • 1,277 sqft

$1,109,600

Trulia Estimate
as of Jul 8, 2026

$1,109,600

Trulia Estimate
as of Jul 8, 2026
3 Beds
1 Bath
1,277 sqft

Local Information

  • Map ViewExplore the area around 5 Highland Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 5 Highland Rd, Wellesley, MA. 5 Highland Rd is in Wellesley, MA and in ZIP code 02482. This property has 3 bedrooms, 1 bathroom and approximately 1,277 sqft of floor space. This property has a lot size of 6098 sqft and was built in 1923.
5 Highland Rd, Wellesley, MA 02482 is a 3 bedroom, 1 bathroom, 1,277 sqft single-family home built in 1923. It is currently off market. The Trulia Estimate is $1,109,600, with a rent estimate of $4,522/month.

Home Highlights

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

Home Details for 5 Highland Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl, Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1923
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6098 sqft

Market trends in Wellesley

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
111
3MoM
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Property Tax and Assessment

Year2025
Tax$10,270
Assessment$999,000
Home facts updated by county records

Comparable Sales for 5 Highland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
36 Donizetti St, Wellesley, MA
0.09
Single-Family Home
$1,300,000
08/26/25
3
2.5
1,697
31 Kingsbury St, Wellesley, MA
0.21
Single-Family Home
$1,350,000
11/12/25
3
1.5
1,372
10 Alba Rd, Wellesley, MA
0.31
Single-Family Home
$1,380,000
02/27/26
3
2
1,566
69 Donizetti St, Wellesley, MA
0.19
Single-Family Home
$1,560,000
06/18/26
3
2
2,786
1 Roberts Rd, Wellesley, MA
0.29
Single-Family Home
$1,365,000
10/24/25
3
3
2,499
28 Rice St, Wellesley, MA
0.63
Single-Family Home
$1,250,000
04/09/26
3
1
1,682
33 Avon Rd, Wellesley, MA
0.61
Single-Family Home
$1,430,000
02/27/26
3
1.5
1,694
35 Windemere Rd, Wellesley, MA
0.39
Single-Family Home
$1,275,000
07/30/25
3
2.5
1,774
32 Donizetti St, Wellesley, MA
0.08
Single-Family Home
$1,610,000
01/27/26
4
2.5
1,958
74 Curve St, Wellesley, MA
0.57
Single-Family Home
$1,425,000
07/16/25
3
1.5
1,550

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Highland Rd.
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 Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
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  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
    Flag
  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
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LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

Homes for sale near 5 Highland Rd

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Off Market Homes Near 5 Highland Rd

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