295 Worcester St, Wellesley, MA 02481
Property image
Property image
OFF MARKET

295 Worcester St
Wellesley, MA 02481

  • 6 Beds
  • 4.5 Baths
  • 4,569 sqft (on 0.59 acres)

$2,017,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $12,003/mo*
Refinance Your Home

$2,017,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $12,003/mo*
Refinance Your Home
6 Beds
4.5 Baths
4,569 sqft
(on 0.59 acres)

Home Value

Trulia Estimate
$2.02M
Since last month
Decreased$30K (-1.4%)
Since last year
Increased$22K (+1.1%)
Since last sale
Increased$985K (+96.1%)
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 +89% in the last 10 years
MonthEstimated value
2026
August 2026$2.01M
July 2026$2.04M
June 2026$2.06M
May 2026$2.09M
April 2026$2.01M
March 2026$2.03M
February 2026$1.99M
January 2026$1.96M
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
49 Whittier Rd, Wellesley, MA
0.23
Single-Family Home
$2,935,000
07/08/26
5
3.5
4,364
59 Fiske Rd, Wellesley, MA
0.32
Single-Family Home
$1,340,000
01/09/26
4
4.5
3,300
25 Washburn Ave, Wellesley, MA
0.34
Single-Family Home
$2,500,000
04/29/26
6
4
3,694
47 Longfellow Rd, Wellesley, MA
0.30
Single-Family Home
$2,700,000
08/14/26
5
4.5
6,032
4 Fiske Rd, Wellesley, MA
0.22
Single-Family Home
$2,090,000
06/10/26
4
3.5
3,283
225 Walnut St, Wellesley, MA
0.45
Single-Family Home
$1,616,000
08/07/26
6
3.5
3,447
15 Standish Cir, Wellesley, MA
0.34
Single-Family Home
$2,833,000
05/19/26
4
3.5
4,151
17 Longfellow Rd, Wellesley, MA
0.43
Single-Family Home
$1,690,762
10/23/25
4
2.5
3,040
23 Thackeray Rd, Wellesley, MA
0.24
Single-Family Home
$1,880,000
06/05/26
4
3
2,332
23 Priscilla Cir, Wellesley, MA
0.40
Single-Family Home
$3,675,000
06/01/26
6
4.5
5,500

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
86 Whittier Rd, Wellesley, MA 02481
0.05
$2,321,300
4
3.5
3,350
Off Market
40 Carver Rd, Wellesley, MA 02481
0.10
$2,424,800
4
4.5
4,300
Off Market
3 Dudley Rd, Wellesley, MA 02481
0.14
$2,209,600
4
4
3,135
Off Market
4 Carver Rd, Wellesley, MA 02481
0.22
$2,160,000
4
2.5
2,858
Off Market
14 Standish Rd, Wellesley, MA 02481
0.23
$1,830,000
4
2.5
2,670
Recently Sold
22 Standish Rd, Wellesley, MA 02481
0.24
$1,525,000
3
2.5
2,290
Recently Sold
4 Fiske Rd, Wellesley, MA 02481
0.22
$2,090,000
4
3.5
3,283
Recently Sold
49 Whittier Rd, Wellesley, MA 02481
0.23
$2,935,000
5
3.5
4,364
Recently Sold
60 Damien Rd, Wellesley, MA 02481
0.21
$3,814,500
5
6
5,596
Off Market
33 Thackeray Rd, Wellesley, MA 02481
0.21
$2,332,800
5
3.5
2,657
Off Market
24 Standish Rd, Wellesley, MA 02481
0.25
$2,243,800
4
3.5
3,103
Off Market
44 Whittier Rd, Wellesley, MA 02481
0.25
$2,229,600
4
3.5
3,563
Off Market

Local Information

  • Map ViewExplore the area around 295 Worcester St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
0.59 acres
Living Area
4,569 sqft
Price/Sqft
$442
Parking
Garage

About this House

Graciously updated contemporary home offers spacious and open living spaces throughout. Formal two story foyer welcomes you into this spectacular home with ample living space. Elegant living room with hardwood floors opens to dining room perfectly suited for entertaining. Bright gourmet kitchen offers eat in area, leading to screened in sun porch. Family room boasts soaring vaulted ceilings with access to downstairs office or guest suite. Upstairs offers oversized bedrooms streaming with natural light, and master with adjoining sitting room. Move-in condition. Fantastic opportunity!!
295 Worcester St, Wellesley, MA 02481 is a 6 bedroom, 5 bathroom, 4,569 sqft single-family home built in 1982. It last sold for $1,025,000 on Jun 9, 2017. More recently, it was listed as a rental in July 2015 with an asking price of $4,995 per month. That rental listing was removed on July 19, 2016. It is currently off market. The Trulia Estimate is $2,017,700, with a rent estimate of $8,387/month.

Home Details for 295 Worcester St

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Master Bath, Sun RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatio
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1982Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.59 acres

Price and Tax history

DateEventPrice
Jun 9, 2017
Source: C21 Commonwealth Sold #72122080_02481
Sold
$1,025,000
Mar 25, 2017
Source: Agent Provided
Pending
$1,095,000
Feb 23, 2017
Source: Agent Provided
Listed For Sale
$1,095,000
Sep 1, 2016
Source: Agent Provided
ListingRemoved
$1,095,000
Jul 19, 2016
Source: Agent Provided
ListingRemoved
$5,200

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM

Around this home

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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 295 Worcester St

  • What is 295 Worcester St estimated to be worth?
    Trulia's estimated value for 295 Worcester St in Wellesley, MA is $2,017,700.
  • What is the price history for 295 Worcester St?
    295 Worcester St in Wellesley, MA last sold for $1,025,000 in June 2017.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.15M. That is up $161K from the prior month.
  • Does 295 Worcester St have air conditioning?
    Yes, 295 Worcester St in Wellesley, MA has air conditioning.
  • How big is the lot at 295 Worcester St?
    The lot at 295 Worcester St in Wellesley, MA is about 0.59 acres (25,700 sq ft).

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

8 rentals with an outdoor space in Wellesley, MA

Apartments for Rent

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Off Market Homes Near 295 Worcester St

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