44 Greylock Rd, Wellesley, MA 02481
Property image
Property image
OFF MARKET

$5,451,800

Trulia Estimate
  • 5 Beds
  • 3,579 sqft (on 1.07 acres)

44 Greylock Rd, Wellesley, MA 02481

Est. Refi. Payment $32,449/mo*
Refinance Your Home
Currently Off Market - Sold Apr 1, 2019 for $2,250,000

Home Value

Trulia Estimate
$5.45M
Since last month
Decreased$605K (-10%)
Since last year
Decreased$238K (-4.2%)
Since last sale
Increased$3M (+142.3%)
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 +109% in the last 10 years
MonthEstimated value
2026
August 2026$5.45M
July 2026$6.06M
June 2026$5.18M
May 2026$5.67M
April 2026$5.32M
March 2026$5.72M
February 2026$5.52M
January 2026$5.93M
2025
2024
2023
2020

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
162 Hampshire Rd, Wellesley, MA
0.39
Single-Family Home
$2,350,000
10/29/25
4
4
3,334
35 Albion Rd, Wellesley, MA
0.35
Lot/Land
$2,800,000
01/27/26
-
-
87 Hundreds Rd, Wellesley, MA
0.86
Lot/Land
$5,600,000
10/16/25
-
-
29 Rockland St, Wellesley Hills, MA
1.15
Lot/Land
$800,000
07/27/26
-
-
23 River Park St, Needham, MA
3.41
Lot/Land
$780,000
07/16/26
-
-
39 Mark Lee Rd, Needham, MA
3.60
Lot/Land
$1,100,000
01/05/26
-
-
16 Columbia Ave, Newton, MA
4.02
Lot/Land
$1,870,000
08/10/26
-
-
123 Dudley Rd, Wayland, MA
3.95
Lot/Land
$725,000
06/23/26
-
-
70 Bigelow Rd, Newton, MA
4.31
Lot/Land
$3,050,000
11/26/25
-
-
3 October Ln, Weston, MA
4.58
Lot/Land
$1,200,000
01/12/26
-
-

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
43 Monadnock Rd, Wellesley, MA 02481
0.10
$4,995,000
6
5
7,738
For Sale
48 Scotch Pine Rd, Wellesley, MA 02481
0.09
$5,200,000
5
4.5
7,345
Recently Sold
73 Greylock Rd, Wellesley, MA 02481
0.13
$2,448,900
4
3
4,133
Off Market
84 Royalston Rd, Wellesley, MA 02481
0.11
$3,700,000
6
5.5
6,406
Recently Sold
14 Greylock Rd, Wellesley, MA 02481
0.17
$6,100,000
6
7.5
10,197
Recently Sold
11 Greylock Rd, Wellesley, MA 02481
0.19
$5,250,800
4
6
7,408
Off Market
69 Royalston Rd, Wellesley, MA 02481
0.17
$3,100,000
5
3.5
3,805
Recently Sold
11 Scotch Pine Cir, Wellesley, MA 02481
0.20
$3,430,000
4
5
5,349
Recently Sold
89 Monadnock Rd, Wellesley, MA 02481
0.21
$5,867,300
6
7
8,100
Off Market
23 Bellevue Rd, Wellesley, MA 02481
0.24
$3,800,000
5
4.5
6,289
For Sale
31 Cranmore Rd, Wellesley, MA 02481
0.24
$5,872,000
6
6
7,500
Off Market
61 Scotch Pine Rd, Weston, MA 02493
0.24
$2,944,700
4
2.5
2,008
Off Market

Local Information

  • Map ViewExplore the area around 44 Greylock Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Lot/Land
Year Built
1968
Lot Size
1.07 acres
Living Area
3,579 sqft
Price/Sqft
$1,523

About this House

A fabulous opportunity to build your dream home in the prestigious Peirce Estates. Conforming 1+ acre lot with a stunning backyard and glorious setting. Set in a 30k zone this allows for a substantial residence up to 7200 square feet. Existing structure was built in 1968. Gas service has been disconnected from the home. Plans for a gorgeous new home designed by the acclaimed architect, Marcus Gleysteen, are available for sale. Won't last long.
44 Greylock Rd, Wellesley, MA 02481 is a 5 bedroom, 3,579 sqft lot/land built in 1968. It last sold for $2,250,000 on Apr 1, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,451,800, with a rent estimate of $6,243/month.

Home Details for 44 Greylock Rd

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 11
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Lot LandArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 1.07 acres

Price and Tax history

DateEventPrice
Apr 1, 2019
Source: N/A
Sold
$2,250,000
Feb 5, 2019
Source: Agent Provided
Listed For Sale
$2,345,000
Sep 4, 2018
Source: N/A
Sold
$2,345,000
May 11, 2018
Source: Agent Provided
Pending
$2,345,000
May 9, 2018
Source: Agent Provided
Listed For Sale
$2,345,000

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

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 44 Greylock Rd

  • What is 44 Greylock Rd estimated to be worth?
    Trulia's estimated value for 44 Greylock Rd in Wellesley, MA is $5,451,800.
  • What is the price history for 44 Greylock Rd?
    44 Greylock Rd in Wellesley, MA last sold for $2,250,000 in April 2019.
  • 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.

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