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

$1,293,600

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $7,516/mo*
Refinance Your Home

$1,293,600

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $7,516/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,970 sqft

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

Description

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 $1,293,600, with a rent estimate of $5,791/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 20 Payson Rd

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
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 History for 20 Payson Rd

DatePriceEventSource
08/01/2018$780,000Sold
N/A
05/26/2018$749,900PendingAgent Provided
05/18/2018$749,900Listed For SaleAgent Provided
06/04/2007$555,000Sold
N/A
01/02/2002$392,000Sold
N/A
05/21/1998$240,000Sold
N/A
05/11/1994$199,000Sold
N/A

Market trends in Brookline

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$333MoM
Sale-to-List Price
99.9%
0.9%MoM
Price per sq ft
$814
$5MoM
Available listings
238
11MoM
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Property Tax and Assessment

Year2025
Tax$11,754
Assessment$1,190,900
Home facts updated by county records

Comparable Sales for 20 Payson Rd

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
19 Conant Rd, Brookline, MA
0.11
Single-Family Home
$1,199,000
07/31/25
3
2
1,796
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
82 Risley Rd, Brookline, MA
0.03
Single-Family Home
$1,200,000
08/07/25
2
2
1,543
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

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Payson Rd.
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.

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

  • 61 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 54 % Say it's walkable to grocery stores

  • 43 % 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

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Homes for sale near 20 Payson Rd

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Off Market Homes Near 20 Payson Rd

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