29 Greylock Rd, Wellesley, MA 02481
OFF MARKET

$5,343,000

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 2,710 sqft (on 0.74 acres)

29 Greylock Rd, Wellesley, MA 02481

Est. Refi. Payment $31,803/mo*
Refinance Your Home
Currently Off Market - Sold Jul 20, 2016 for $1,750,000

Home Value

Trulia Estimate
$5.34M
Since last month
Increased$67K (+1.3%)
Since last year
Increased$344K (+6.8%)
Since last sale
Increased$4M (+207.6%)
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 +208% in the last 10 years
MonthEstimated value
2026
August 2026$5.38M
August 2026$5.35M
July 2026$5.32M
June 2026$5.41M
May 2026$5.42M
April 2026$5.34M
March 2026$5.36M
February 2026$5.19M
January 2026$5.33M
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
69 Royalston Rd, Wellesley, MA
0.25
Single-Family Home
$3,100,000
07/10/26
5
3.5
3,805
141 Hampshire Rd, Wellesley, MA
0.40
Single-Family Home
$2,550,000
06/25/26
5
4.5
3,806
48 Scotch Pine Rd, Wellesley, MA
0.13
Single-Family Home
$5,200,000
06/25/26
5
4.5
7,345
84 Royalston Rd, Wellesley, MA
0.20
Single-Family Home
$3,700,000
06/01/26
6
5.5
6,406
11 Scotch Pine Cir, Wellesley, MA
0.27
Single-Family Home
$3,430,000
06/24/26
4
5
5,349
22 Cranmore Rd, Wellesley, MA
0.36
Single-Family Home
$3,437,075
06/23/26
5
4.5
5,738
101 Edmunds Rd, Wellesley, MA
0.53
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
26 White Oak Rd, Wellesley, MA
0.33
Single-Family Home
$4,558,000
10/14/25
5
5
6,160
33 Hundreds Cir, Wellesley, MA
0.61
Single-Family Home
$3,900,000
08/14/26
5
3.5
5,074
556 Wellesley St, Weston, MA
0.94
Single-Family Home
$1,710,000
05/18/26
4
2.5
2,596

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
73 Greylock Rd, Wellesley, MA 02481
0.05
$2,457,100
4
3
4,133
Off Market
14 Greylock Rd, Wellesley, MA 02481
0.09
$6,100,000
6
7.5
10,197
Recently Sold
11 Greylock Rd, Wellesley, MA 02481
0.11
$5,250,800
4
6
7,408
Off Market
43 Monadnock Rd, Wellesley, MA 02481
0.11
$4,995,000
6
5
7,738
For Sale
48 Scotch Pine Rd, Wellesley, MA 02481
0.13
$5,200,000
5
4.5
7,345
Recently Sold
200 Cliff Rd, Wellesley, MA 02481
0.22
$5,100,000
7
6
7,262
For Sale
100 Westcliff Rd, Weston, MA 02493
0.23
$3,500,000
6
6.5
9,038
Recently Sold
84 Royalston Rd, Wellesley, MA 02481
0.20
$3,700,000
6
5.5
6,406
Recently Sold
65 Woodcliff Rd, Wellesley, MA 02481
0.25
$4,593,250
7
6.5
8,840
Recently Sold
61 Scotch Pine Rd, Weston, MA 02493
0.27
$2,917,800
4
2.5
2,008
Off Market
69 Royalston Rd, Wellesley, MA 02481
0.25
$3,100,000
5
3.5
3,805
Recently Sold
184 Cliff Rd, Wellesley, MA 02481
0.28
$15,290,300
6
7
14,663
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Lot Size
0.74 acres
Living Area
2,710 sqft
Price/Sqft
$1,972

About this House

Five bedroom home on Greylock Road in the heart of Peirce Estates!!!! Sited on nearly 3/4 of an acre, this home sits proudly with an oversized and impressive front lawn!!! First floor with front to back fireplaced living room, banquet size dining room, study with built-ins, kitchen with seating area opens to a large family room. Wonderful 16 x 20 enclosed porch with cathedral ceiling off the kitchen perfect for entertaining. Large master suite with bath and lots of closet space. Additional 3 family beds all of similar size. Bonus 5th bedroom and full bath over the garage perfectly private for guests or au pair! Lower level with space for a playroom! 4 car garage!!! AC. This home has been lovingly maintained on one of Wellesley's premier streets!
29 Greylock Rd, Wellesley, MA 02481 is a 5 bedroom, 4 bathroom, 2,710 sqft single-family home built in 1955. It last sold for $1,750,000 on Jul 20, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,343,000, with a rent estimate of $7,962/month.

Home Details for 29 Greylock Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Levels, Entrance, & Accessibility
Stories: 2
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Exterior: MetalPatioPorch

Community

Units in Building: 1

Lot Information

Lot Area: 0.74 acres

Price and Tax history

DateEventPrice
Jul 20, 2016
Source: N/A
Sold
$1,750,000
Jun 8, 2016
Source: Agent Provided
Pending
$1,799,000
May 11, 2016
Source: Agent Provided
Listed For Sale
$1,799,000
Oct 16, 2015
Source: Agent Provided
ListingRemoved
$2,095,000
Oct 2, 2015
Source: Agent Provided
PriceChange
$2,095,000
Price increased by 5%

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

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
    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 29 Greylock Rd

  • What is 29 Greylock Rd estimated to be worth?
    Trulia's estimated value for 29 Greylock Rd in Wellesley, MA is $5,343,000.
  • What is the price history for 29 Greylock Rd?
    29 Greylock Rd in Wellesley, MA last sold for $1,750,000 in July 2016.
  • 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.
  • How big is the lot at 29 Greylock Rd?
    The lot at 29 Greylock Rd in Wellesley, MA is about 0.74 acres (32,234 sq ft).

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