20 Payson Rd, Brookline, MA 02467
Property image
Property image
OFF MARKET

20 Payson Rd
Brookline, MA 02467

Chestnut Hill
  • 3 Beds
  • 1.5 Baths
  • 1,970 sqft

$1,261,600

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $7,570/mo*
Refinance Your Home

$1,261,600

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $7,570/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,970 sqft

Home Value

Trulia Estimate
$1.26M
Since last month
Decreased$22K (-1.7%)
Since last year
Increased$48K (+3.9%)
Since last sale
Increased$483K (+62%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$1.26M
July 2026$1.28M
June 2026$1.3M
May 2026$1.31M
April 2026$1.29M
March 2026$1.29M
February 2026$1.23M
January 2026$1.2M
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
50 Hackensack Rd, Chestnut Hill, MA
0.08
Single-Family Home
$895,000
10/29/25
3
1.5
1,539
25 Leland Rd, Brookline, MA
0.10
Single-Family Home
$792,000
07/23/26
3
1.5
1,248
159 Payson Rd, Brookline, MA
0.19
Single-Family Home
$1,020,000
09/30/25
3
1
1,337
170 Payson Rd, Chestnut Hill, MA
0.20
Single-Family Home
$835,000
11/24/25
3
1.5
1,360
26 Crehore Rd, Chestnut Hill, MA
0.20
Single-Family Home
$1,066,000
09/29/25
3
1.5
1,818
67 Risley Rd, Brookline, MA
0.06
Single-Family Home
$1,420,000
03/27/26
3
2.5
2,099
11 CREHORE RD, CHESTNUT HILL, MA
0.25
Single-Family Home
$1,025,000
07/02/26
3
1.5
1,703
69 Hackensack Rd, Chestnut Hill, MA
0.06
Single-Family Home
$1,400,000
09/25/25
3
2.5
2,483
10 Hackensack Ter, Chestnut Hill, MA
0.11
Single-Family Home
$1,257,450
01/30/26
4
3
2,217
33 Morey Rd, West Roxbury, MA
0.40
Single-Family Home
$640,000
05/27/26
3
1.5
1,562

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
82 Risley Rd, Brookline, MA 02467
0.03
$1,239,100
2
2
1,543
Off Market
101 Hackensack Rd, Chestnut Hill, MA 02467
0.07
$1,795,000
4
3.5
4,345
For Sale
69 Hackensack Rd, Chestnut Hill, MA 02467
0.06
-
3
2.5
2,300
Off Market
69 Hackensack Rd, Chestnut Hill, MA 02467
0.06
$1,406,400
3
2.5
2,483
Off Market
29 Payson Rd, Brookline, MA 02467
0.04
$1,273,600
3
2
1,582
Off Market
54 Leland Rd, Brookline, MA 02467
0.09
$1,594,300
3
2.5
2,192
Off Market
26 Leland Rd, Brookline, MA 02467
0.08
$2,145,900
5
3
3,943
Off Market
67 Risley Rd, Brookline, MA 02467
0.06
$1,420,000
3
2.5
2,099
Recently Sold
10 Hackensack Ter, Chestnut Hill, MA 02467
0.11
$1,257,450
4
3
2,217
Recently Sold
9 Sherrin Rd, Brookline, MA 02467
0.06
$2,196,300
4
3.5
2,976
Off Market
25 Leland Rd, Brookline, MA 02467
0.10
$995,000
3
1.5
1,248
For Sale
9 Hackensack Ter, Chestnut Hill, MA 02467
0.12
$934,800
3
2
2,019
Off Market

Local Information

  • Map ViewExplore the area around 20 Payson Rd.
  • Schools2 Preschool Schools4 Elementary Schools4 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1937
Living Area
1,970 sqft
Price/Sqft
$640
Parking
Garage

About this House

Charming Cape in South Brookline's highly sought after Chestnut Hill neighborhood. Open flow living space offers a corner living room with arched entryways, oak floors, and a wood burning fireplace. Combination family room/dining room has bowed picture window and a slider with views of the back yard. Kitchen has pantry area with sliding shelves, ample light finish cherry cabinetry, granite counters, stainless appliances including refrigerator, built in convection and microwave wall ovens, 5 burner drop-in cooktop & stainless hood vent. Kitchen also a window that overlooks the back yard and a sloped ceiling with skylight. The 1st floor has a bedroom and half bath and the 2nd floor has 2 additional bedrooms and a full bath. Basement level play room/utility area has full sized front loading washer dryer and access to the garage. This home sits on a tranquil lot with scenic vistas and gentle slope that adds so much character and the raised brick patio has a built in koi pond with waterfall
20 Payson Rd, Brookline, MA 02467 is a 3 bedroom, 2 bathroom, 1,970 sqft single-family home in Chestnut Hill, built in 1937. It last sold for $780,000 on Aug 1, 2018. It is currently off market. The Trulia Estimate is $1,261,600, with a rent estimate of $5,740/month.

Home Details for 20 Payson Rd

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1937Year Updated: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 8276 sqft

Price and Tax history

DateEventPrice
Aug 1, 2018
Source: N/A
Sold
$780,000
May 26, 2018
Source: Agent Provided
Pending
$749,900
May 18, 2018
Source: Agent Provided
Listed For Sale
$749,900
Jun 4, 2007
Source: N/A
Sold
$555,000
Jan 2, 2002
Source: N/A
Sold
$392,000

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

Around this home

Neighborhood Overview

Chestnut Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

At least 41 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say yards are well-kept

  • 71 % Say streets are well-lit

  • 70 % Say there's holiday spirit

  • 66 % Say parking is easy

  • 66 % Say people would walk alone at night

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 62 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 53 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Fish r.
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
    5
    Flag
  • Jacquizieff
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
    0
    Flag
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 20 Payson Rd

  • What is 20 Payson Rd estimated to be worth?
    Trulia's estimated value for 20 Payson Rd in Brookline, MA is $1,261,600.
  • What is the price history for 20 Payson Rd?
    20 Payson Rd in Brookline, MA last sold for $780,000 in August 2018.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • How big is the lot at 20 Payson Rd?
    The lot at 20 Payson Rd in Brookline, MA is about 0.19 acres (8,276 sq ft).
  • Does 20 Payson Rd have a garage?
    Yes, 20 Payson Rd in Brookline, MA has a garage.

Explore by feature - Pet Friendly

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Off Market Homes Near 20 Payson Rd

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