21 Greylock Rd, Wellesley, MA 02481
OFF MARKET

$5,967,900

Trulia Estimate
  • 7 Beds
  • 7.5 Baths
  • 8,000 sqft (on 0.82 acres)

21 Greylock Rd, Wellesley, MA 02481

Est. Refi. Payment $35,514/mo*
Refinance Your Home
Currently Off Market - Sold Jan 28, 2022 for $5,025,000

Home Value

Trulia Estimate
$5.97M
Since last month
Decreased$91K (-1.5%)
Since last year
Decreased$25K (-0.4%)
Since last sale
Increased$927K (+18.4%)
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 +250% in the last 10 years
MonthEstimated value
2026
August 2026$5.95M
July 2026$6.04M
June 2026$6.12M
May 2026$6.08M
April 2026$6.08M
March 2026$6.03M
February 2026$5.83M
January 2026$5.88M
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
14 Greylock Rd, Wellesley, MA
0.06
Single-Family Home
$6,100,000
07/22/26
6
7.5
10,197
65 Woodcliff Rd, Wellesley, MA
0.24
Single-Family Home
$4,593,250
08/10/26
7
6.5
8,840
48 Scotch Pine Rd, Wellesley, MA
0.16
Single-Family Home
$5,200,000
06/25/26
5
4.5
7,345
84 Royalston Rd, Wellesley, MA
0.23
Single-Family Home
$3,700,000
06/01/26
6
5.5
6,406
43 Bristol Rd, Wellesley, MA
0.47
Single-Family Home
$5,000,000
05/18/26
7
9
9,116
26 White Oak Rd, Wellesley, MA
0.29
Single-Family Home
$4,558,000
10/14/25
5
5
6,160
100 Westcliff Rd, Weston, MA
0.22
Single-Family Home
$3,500,000
07/27/26
6
6.5
9,038
99 Old Colony Rd, Wellesley, MA
0.46
Single-Family Home
$5,097,250
05/15/26
6
6
8,100
64 Albion Rd, Wellesley, MA
0.36
Single-Family Home
$5,500,000
07/24/26
5
5
6,203
3 Ravine Rd, Wellesley, MA
0.51
Single-Family Home
$4,750,000
05/11/26
5
7
7,720

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
0.03
$2,457,100
4
3
4,133
Off Market
14 Greylock Rd, Wellesley, MA 02481
0.06
$6,100,000
6
7.5
10,197
Recently Sold
11 Greylock Rd, Wellesley, MA 02481
0.07
$5,250,800
4
6
7,408
Off Market
43 Monadnock Rd, Wellesley, MA 02481
0.14
$4,995,000
6
5
7,738
For Sale
48 Scotch Pine Rd, Wellesley, MA 02481
0.16
$5,200,000
5
4.5
7,345
Recently Sold
200 Cliff Rd, Wellesley, MA 02481
0.19
$5,100,000
7
6
7,262
For Sale
100 Westcliff Rd, Weston, MA 02493
0.22
$3,500,000
6
6.5
9,038
Recently Sold
84 Royalston Rd, Wellesley, MA 02481
0.23
$3,700,000
6
5.5
6,406
Recently Sold
65 Woodcliff Rd, Wellesley, MA 02481
0.24
$4,593,250
7
6.5
8,840
Recently Sold
61 Scotch Pine Rd, Weston, MA 02493
0.28
$2,917,800
4
2.5
2,008
Off Market
69 Royalston Rd, Wellesley, MA 02481
0.29
$3,100,000
5
3.5
3,805
Recently Sold
184 Cliff Rd, Wellesley, MA 02481
0.25
$15,290,300
6
7
14,663
Off Market

Local Information

  • Map ViewExplore the area around 21 Greylock Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2020
Lot Size
0.82 acres
Living Area
8,000 sqft
Price/Sqft
$746
Parking
Garage

About this House

Opportunity to collaborate with one of Wellesley's premier custom builders. Concept plans in place for an 8000 sq ft home with 4 floors of living. This home will have an incredible back yard situated in the coveted Peirce Estates neighborhood. Perfect time to have input on floor plan and exterior style.
21 Greylock Rd, Wellesley, MA 02481 is a 7 bedroom, 8 bathroom, 8,000 sqft single-family home built in 2020. It last sold for $5,025,000 on Jan 28, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,967,900, with a rent estimate of $7,997/month.

Home Details for 21 Greylock Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Interior Details
Number of Rooms: 12Wet Bar
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatioSprinkler System
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.82 acres

Building

Pool
Sauna

Price and Tax history

DateEventPrice
Jan 28, 2022
Source: MLS PIN #72696249
Sold
$5,025,000
Feb 5, 2021
Source: MLS PIN #72696249
Pending
$4,995,000
Jan 19, 2021
Source: MLS PIN
ListingRemoved
Aug 18, 2020
Source: N/A
Sold
$1,525,000
Jul 22, 2020
Source: Agent Provided
Listed For Sale
$4,995,000

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 21 Greylock Rd

  • What is 21 Greylock Rd estimated to be worth?
    Trulia's estimated value for 21 Greylock Rd in Wellesley, MA is $5,967,900.
  • What is the price history for 21 Greylock Rd?
    21 Greylock Rd in Wellesley, MA last sold for $5,025,000 in January 2022.
  • 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 21 Greylock Rd have air conditioning?
    Yes, 21 Greylock Rd in Wellesley, MA has air conditioning.
  • How big is the lot at 21 Greylock Rd?
    The lot at 21 Greylock Rd in Wellesley, MA is about 0.82 acres (35,856 sq ft).

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