29 Boulder Rd, Wellesley, MA 02481
OFF MARKET

29 Boulder Rd
Wellesley, MA 02481

  • 5 Beds
  • 5.5 Baths
  • 5,210 sqft (on 0.47 acres)

$4,333,200

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $25,875/mo*
Refinance Your Home

$4,333,200

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $25,875/mo*
Refinance Your Home
5 Beds
5.5 Baths
5,210 sqft
(on 0.47 acres)

Home Value

Trulia Estimate
$4.33M
Since last month
Decreased$110K (-2.5%)
Since last year
Increased$30K (+0.7%)
Since last sale
Increased$2M (+78.7%)
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 +56% in the last 10 years
MonthEstimated value
2026
August 2026$4.33M
July 2026$4.39M
June 2026$4.44M
May 2026$4.46M
April 2026$4.39M
March 2026$4.37M
February 2026$4.22M
January 2026$4.13M
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
8 Old Town Rd, Wellesley, MA
0.12
Single-Family Home
$1,975,000
01/06/26
5
4
2,614
116 Glen Rd, Wellesley, MA
0.15
Single-Family Home
$2,050,000
09/03/25
4
5
4,442
12 Pine Ridge Rd, Wellesley, MA
0.31
Single-Family Home
$2,205,000
08/14/25
5
3.5
3,241
21 Elm St, Wellesley, MA
0.55
Single-Family Home
$2,690,000
07/16/26
4
3.5
4,761
22 Valley Rd, Wellesley, MA
0.41
Single-Family Home
$5,250,000
06/15/26
5
7
7,285
1 Clock Tower Dr, Wellesley, MA
0.86
Single-Family Home
$2,500,000
04/13/26
5
4.5
5,261
10 Bird Hill Ave, Wellesley, MA
0.68
Single-Family Home
$3,750,000
05/07/26
5
5.5
5,833
12 Bird Hill Ave, Wellesley Hills, MA
0.69
Single-Family Home
$3,650,000
05/08/26
5
5.5
5,833
577 Grove St, Newton, MA
0.77
Single-Family Home
$2,965,000
06/30/26
5
4.5
5,253
8 Glen Brook Rd, Wellesley, MA
0.44
Single-Family Home
$4,620,000
07/08/26
6
6.5
7,606

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
33 Boulder Rd, Wellesley, MA 02481
0.03
$1,695,000
-
-
-
For Sale
37 Boulder Rd, Wellesley, MA 02481
0.05
$2,915,600
4
3
3,990
Off Market
8 Old Town Rd, Wellesley, MA 02481
0.12
$1,975,000
5
4
2,614
Recently Sold
50 Crestwood Dr, Wellesley, MA 02481
0.11
$2,895,300
5
5.5
4,361
Off Market
121 Glen Rd, Wellesley, MA 02481
0.10
$4,715,700
5
5.5
4,586
Off Market
135 Glen Rd, Wellesley, MA 02481
0.14
$3,621,300
5
4
5,093
Off Market
116 Glen Rd, Wellesley, MA 02481
0.15
$2,134,700
4
5
4,442
Off Market
19 River Glen Rd, Wellesley, MA 02481
0.16
$2,457,300
4
2.5
3,253
Off Market
6 Crestwood Dr, Wellesley, MA 02481
0.15
$2,192,400
4
2.5
2,510
Off Market
96 Glen Rd, Wellesley, MA 02481
0.19
$1,946,600
4
2.5
2,713
Off Market
38 Riverdale Rd, Wellesley, MA 02481
0.22
$1,509,600
4
1.5
2,050
Off Market
5 Intervale Rd, Wellesley, MA 02481
0.27
$1,210,000
2
2
2,168
Recently Sold

Local Information

  • Map ViewExplore the area around 29 Boulder Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1929
Lot Size
0.47 acres
Living Area
5,210 sqft
Price/Sqft
$832
Parking
Garage

About this House

AMAZING VIEWS! Sited on park like grounds, this 1/2 acre lot boast privacy and convenience at the same time. 15 mins to Boston, this fully renovated English Colonial features 5 beds, 5.5 baths 5,200 square feet, and outstanding architectural detail. Custom renovation by well known architect Christopher Hall incorporated modern systems and high end mill work into a classic, understated stunner with unique clinker brick pattern. Charm and today's amenities live harmoniously in this gracious home.
29 Boulder Rd, Wellesley, MA 02481 is a 5 bedroom, 6 bathroom, 5,210 sqft single-family home built in 1929. It last sold for $2,425,000 on Sep 6, 2013. It is currently off market. The Trulia Estimate is $4,333,200, with a rent estimate of $14,492/month.

Home Details for 29 Boulder Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Breakfast NookWet Bar
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable Ready
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: BrickGardenLawnPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1929Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Tudor

Community

Units in Building: 1

Lot Information

Lot Area: 0.47 acres

Building

Community rooms
Fitness Center

Price and Tax history

DateEventPrice
Sep 6, 2013
Source: N/A
Sold
$2,425,000
Jul 9, 2013
Source: Agent Provided
PriceChange
$2,475,000
Price decreased by 3%
May 30, 2013
Source: Agent Provided
Listed For Sale
$2,549,000
Apr 12, 2007
Source: N/A
Sold
$2,300,000

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
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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
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Apartments for Rent

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Explore by feature - Pet Friendly

14 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

26 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

7 rentals with an outdoor space in Wellesley, MA

Homes for sale near 29 Boulder Rd

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Off Market Homes Near 29 Boulder Rd

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Frequently asked questions about 29 Boulder Rd

  • What is 29 Boulder Rd estimated to be worth?
    Trulia's estimated value for 29 Boulder Rd in Wellesley, MA is $4,333,200.
  • What is the price history for 29 Boulder Rd?
    29 Boulder Rd in Wellesley, MA last sold for $2,425,000 in September 2013.
  • 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 29 Boulder Rd have air conditioning?
    Yes, 29 Boulder Rd in Wellesley, MA has air conditioning.
  • How big is the lot at 29 Boulder Rd?
    The lot at 29 Boulder Rd in Wellesley, MA is about 0.47 acres (20,473 sq ft).