23 Pine Plain Rd, Wellesley, MA 02481
OFF MARKET

23 Pine Plain Rd
Wellesley, MA 02481

  • 4 Beds
  • 3 Baths
  • 2,798 sqft

$1,990,600

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $11,895/mo*
Refinance Your Home

$1,990,600

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $11,895/mo*
Refinance Your Home
4 Beds
3 Baths
2,798 sqft

Home Value

Trulia Estimate
$1.99M
Since last month
Decreased$31K (-1.5%)
Since last year
Increased$143K (+7.7%)
Since last sale
Increased$1M (+104%)
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 +74% in the last 10 years
MonthEstimated value
2026
August 2026$1.99M
July 2026$1.99M
June 2026$2.02M
May 2026$2.04M
April 2026$2M
March 2026$2M
February 2026$1.92M
January 2026$1.89M
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
13 Cavanaugh Rd, Wellesley, MA
0.13
Single-Family Home
$2,250,000
12/02/25
4
2.5
2,965
56 Pine Plain Rd, Wellesley, MA
0.14
Single-Family Home
$1,530,000
10/30/25
4
3
2,265
6 Boulder Brook Rd, Wellesley, MA
0.15
Single-Family Home
$1,925,000
04/15/26
4
3.5
2,813
30 Pine Plain Rd, Wellesley, MA
0.04
Single-Family Home
$1,450,000
06/15/26
3
2
2,149
19 Louis Dr, Wellesley, MA
0.23
Single-Family Home
$1,825,000
12/03/25
4
3.5
2,820
428 Weston Rd, Wellesley, MA
0.15
Single-Family Home
$1,497,200
12/09/25
5
3.5
2,558
5 Wilde Rd, Wellesley, MA
0.27
Single-Family Home
$2,000,000
04/15/26
4
2.5
3,000
3 Berkeley Rd, Wellesley, MA
0.38
Single-Family Home
$1,500,000
08/03/26
4
3
2,901
31 Martin Rd, Wellesley, MA
0.35
Single-Family Home
$1,740,000
04/17/26
4
2.5
2,214
6 Wilde Rd, Wellesley, MA
0.26
Single-Family Home
$1,733,000
01/06/26
3
2.5
2,668

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
30 Pine Plain Rd, Wellesley, MA 02481
0.04
$1,450,000
3
2
2,149
Recently Sold
17 Pine Plain Rd, Wellesley, MA 02481
0.04
$789,700
1
1
676
Off Market
27 Boulder Brook Rd, Wellesley, MA 02481
0.10
$2,469,800
4
2.5
3,636
Off Market
32 Cavanaugh Rd, Wellesley, MA 02481
0.08
$2,995,100
3
1.5
1,512
Off Market
8 Beverly Rd, Wellesley, MA 02481
0.10
$3,056,200
4
4.5
5,704
Off Market
3 Pine Plain Rd, Wellesley, MA 02481
0.09
$2,221,500
4
3.5
3,358
Off Market
1 Richland Rd, Wellesley, MA 02481
0.14
$2,591,900
4
2.5
4,152
Off Market
51 Beverly Rd, Wellesley, MA 02481
0.13
$3,183,700
5
4.5
4,700
Off Market
10 Ingersoll Rd, Wellesley, MA 02481
0.10
-
5
5
4,390
Off Market
6 Boulder Brook Rd, Wellesley, MA 02481
0.16
$1,925,000
4
3.5
2,813
Recently Sold
428 Weston Rd, Wellesley, MA 02482
0.15
$1,497,200
5
3.5
2,558
Recently Sold
401 Weston Rd, Wellesley, MA 02482
0.13
$1,448,400
3
1.5
1,729
Off Market

Local Information

  • Map ViewExplore the area around 23 Pine Plain Rd.
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Home Highlights

Property Type
Single-Family Home
Year Built
1936
Living Area
2,798 sqft
Price/Sqft
$711

About this House

Beautifully renovated and handsomely decorated, this Colonial Home offers old world charm plus updated Kitchen and Baths which complete the perfect picture. Four Bedrooms, 2 1/2 baths, large first floor Family Room, Entertainment sized Deck overlooking landscaped fenced yard, lower level Play Room and Game Room and 2-car Garage - Wonderful neighborhood close to Bates school
23 Pine Plain Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 2,798 sqft single-family home built in 1936. It last sold for $975,000 on Jul 23, 2013. It is currently off market. The Trulia Estimate is $1,990,600, with a rent estimate of $7,169/month.

Home Details for 23 Pine Plain Rd

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9Types of Rooms: Recreation Room
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1936Year Updated: 1994
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: OtherLawn

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Jul 23, 2013
Source: N/A
Sold
$975,000
Jun 5, 2013
Source: Agent Provided
Pending
$985,000
May 16, 2013
Source: Agent Provided
Listed For Sale
$985,000
Mar 31, 2008
Source: N/A
Sold
$885,000
Jul 28, 1989
Source: N/A
Sold
$235,000

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.99M
$300KMoM
Sale-to-List Price
100.1%
1.4%MoM
Price per sq ft
$649
$56MoM
Available listings
87
25MoM
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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
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Apartments for Rent

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Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Homes for sale near 23 Pine Plain Rd

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Off Market Homes Near 23 Pine Plain Rd

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Frequently asked questions about 23 Pine Plain Rd

  • What is 23 Pine Plain Rd estimated to be worth?
    Trulia's estimated value for 23 Pine Plain Rd in Wellesley, MA is $1,990,600.
  • What is the price history for 23 Pine Plain Rd?
    23 Pine Plain Rd in Wellesley, MA last sold for $975,000 in July 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 $1.99M. That is up $300K from the prior month.
  • How big is the lot at 23 Pine Plain Rd?
    The lot at 23 Pine Plain Rd in Wellesley, MA is about 0.23 acres (10,018 sq ft).