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

166 Payson Rd
Brookline, MA 02467

West Roxbury
  • 3 Beds
  • 1.5 Baths
  • 1,414 sqft

$867,800

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $5,066/mo*
Refinance Your Home

$867,800

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $5,066/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,414 sqft

Local Information

  • Map ViewExplore the area around 166 Payson Rd.
  • Schools29 Preschool Schools31 Elementary Schools21 Middle Schools19 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

This immaculate and beautifully updated 3 bedroom, 1.5 bath single family home is located on a treelined side street in a highly sought-after Chestnut Hill neighborhood. First floor features a welcoming entryway, living room with fireplace, large open-layout kitchen/dining area with quartz counters and stainless-steel appliances, powder room, enclosed porch, and large deck off kitchen overlooking a beautifully landscaped, fenced-in backyard. Second floor features a master bedroom, two additional bedrooms and a full bath. Lower level with unusually high ceilings offers a finished play / exercise area, laundry and ample room for storage. Incredible location with easy access to the Baker School, Allandale Farm, Larz Anderson Park, shops/restaurants of Putterham Circle, Chestnut Hill Mall and The Street. This home boasts many recent updates and is move-in ready!
166 Payson Rd, Brookline, MA 02467 is a 3 bedroom, 2 bathroom, 1,414 sqft single-family home in West Roxbury, built in 1940. It last sold for $989,000 on Aug 7, 2020. It is currently off market. The Trulia Estimate is $867,800, with a rent estimate of $4,980/month.

Home Highlights

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

Home Details for 166 Payson Rd

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 7
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylSprinkler System
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6098 sqft

Price History for 166 Payson Rd

DatePriceEventSource
08/07/2020$989,000Sold
N/A
05/28/2020$889,000PendingAgent Provided
05/26/2020$889,000PriceChange
Agent Provided
12/16/2011$450,000Listed For SaleAgent Provided

Market trends in Boston

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$787K
$22.5KMoM
Sale-to-List Price
99.0%
0.8%MoM
Price per sq ft
$755
$31MoM
Available listings
2471
237MoM
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Property Tax and Assessment

Year2025
Tax$1,361
Assessment$137,900
Home facts updated by county records

Comparable Sales for 166 Payson Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
170 Payson Rd, Chestnut Hill, MA
0.01
Single-Family Home
$835,000
11/24/25
3
1.5
1,360
159 Payson Rd, Brookline, MA
0.04
Single-Family Home
$1,020,000
09/30/25
3
1
1,337
11 CREHORE RD, CHESTNUT HILL, MA
0.08
Single-Family Home
$1,025,000
07/02/26
3
1.5
1,703
26 Crehore Rd, Chestnut Hill, MA
0.08
Single-Family Home
$1,066,000
09/29/25
3
1.5
1,818
72 Willowdean Ave, West Roxbury, MA
0.28
Single-Family Home
$930,000
07/31/25
3
1
1,414
50 Hackensack Rd, Chestnut Hill, MA
0.26
Single-Family Home
$895,000
10/29/25
3
1.5
1,539
400 Vfw Pkwy, West Roxbury, MA
0.25
Single-Family Home
$850,000
09/10/25
3
1.5
1,610
36 Courtney Rd, West Roxbury, MA
0.26
Single-Family Home
$865,000
10/17/25
3
1.5
1,738
82 Risley Rd, Brookline, MA
0.17
Single-Family Home
$1,200,000
08/07/25
2
2
1,543
87 Buchanan Rd, West Roxbury, MA
0.39
Single-Family Home
$1,087,500
03/30/26
3
1.5
1,443

Nearby homes

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Assigned Schools

These are the assigned schools for 166 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

West Roxbury
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about West Roxbury

At least 290 Trulia users voted on each feature.

  • 93 % Say there are sidewalks

  • 91 % Say it's dog friendly

  • 87 % Say parking is easy

  • 82 % Say streets are well-lit

  • 82 % Say people would walk alone at night

  • 76 % Say yards are well-kept

  • 73 % Say car is needed

  • 71 % Say it's walkable to restaurants

  • 70 % Say there's holiday spirit

  • 69 % Say kids play outside

  • 68 % Say it's walkable to grocery stores

  • 65 % Say it's quiet

  • 60 % Say there's wildlife

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say neighbors are friendly

  • 36 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • J5cr7vxc7c
    "Great schools and in involvement in local sports plenty of playgrounds and courts/fields and rinks for youth sports "
    1
    Flag
  • Elpidiogil
    "I like an area quiet because i work driving and I need take a rest,some time I choose the option to sleep at day."
    0
    Flag
  • Trulia User
    "Walkability. Restaurants. Shops. Easy parking. Closeness to the commuter rail and the highways. People for the most part are friendly."
    3
    Flag
  • Trulia User
    "I am not a dog owner but I know that it's safe to walk around in this neighborhood. Dogs are not allowed in my building "
    0
    Flag
  • Trulia User
    "great place to live. friendly neighbors. walk to public transportation. great restaurants and parks. dog friendly"
    2
    Flag
  • Trulia User
    "Community events and charity drives. This is a very welcoming and helping community made of kind hearted individuals. "
    1
    Flag
  • Trulia User
    "I never had know bad Situation in this neighborhood is always lovely people are peaceful and everybody says hi and get along with each other"
    0
    Flag
  • Trulia User
    "there's a bus at the end of my street to forest hills t station that goes straight to downtown boston."
    0
    Flag
  • Trulia User
    "I love the quietness the neighborhoods and most people in the streets are nice and will say hello to everyone "
    2
    Flag
  • Trulia User
    "It’s a very dog friendly neighborhood. I love to catch the play group that’s frequently at Billings Field, or walk up to trails on Bellevue Hill. Most of the owners here are very dog savvy. "
    0
    Flag
  • Trulia User
    "They like the neighborhood and found it very friendly and people with dog's were nice. Like friends "
    0
    Flag
  • Junior A.
    "Close to highways. You are in the center of many cities. Able to get anywhere Public transportation is hard to get "
    1
    Flag
  • Jbdmckb
    "My neighborhood has great public transportation. We have several bus routes and two commuter rail stations within walking distance. The buses and trains run throughout the day with extra service during high traffic times."
    3
    Flag
  • Courtney
    "I find this neighborhood Safe and friendly, dogs are everywhere and kids are around. Sometimes cars go over the neighborhood speed limits. "
    3
    Flag
  • Kairaf2
    "Most owners are asking for small dogs which isn’t always the case for some pet owners. I think pet deposits should be considered "
    3
    Flag
  • Holly M.
    "Schools system lottery is a rough and stressful way of getting your kids into a school. Good luck! "
    0
    Flag
  • Kristina G.
    "They are very quiet and low key neighborhood's. They have wonderful schools and clean parks neatby. Also traffic is very reasonable at times. There aren't a lot of cars driving fast and not paying attention to the kids playing in the area. It's a beautiful neighborhood to live in and have your grow up in. There are plenty of children always playing outside."
    3
    Flag
  • Rosaria S. .
    "access to local parks, YMCA, library, shops, grocery stores, religious worship centers, schools, and public transportation "
    0
    Flag
  • The H.
    "It’s quiet safe, and many the people are very kind here, if your looking for a nice and quiet place this is the neighborhood "
    0
    Flag
  • Francesca B.
    "There is a bus that comes right here but only at 6:30 then 8 am so timing isn’t great. You can walk about a mile to a bus stop with more frequent buses"
    1
    Flag
  • Anthony K.
    "The area very safe and quiet. it is in close proximity to many shops and its a great commuter area. There are many walking destinations."
    0
    Flag
  • Richard M.
    "There are plenty of places for long walks. There are several parks with friendly families all round "
    0
    Flag
  • Courtneymarieanderson
    "I reverse commute to Canton very easily. My husband takes the T to North Station from West Roxbury which he enjoys."
    2
    Flag
  • John
    "Lots of space, lots to do, safe and fun! Dog owner heaven, Millennium Park so close and with space for all !"
    1
    Flag
  • gaby q.
    "You see lots of families with dogs and most of the local businesses put water bowls outside of their stores"
    0
    Flag
  • wriley90
    "Great safe neighborhood and easy walkable access to downtown & public transportation. You will love it."
    0
    Flag
  • Janebreardon
    "Has a suburb, family feel but still urban enough to walk to a variety of restaurants. Just a short uber or train ride from the city!"
    9
    Flag
  • Ani j.
    "Getting to mass ave mon to Friday is 25-55 minutes during rush hour and only 20 after 11 am. Great neighborhood friendly neighborhood and well kept yards. "
    0
    Flag
  • Sarah H.
    "I work in Brookline and my commute is about 20 minutes maximum each morning. It usually takes me under 15 minutes in the evenings to get home. I love it! "
    0
    Flag
  • Kingobi1
    "Is a beautiful neighborhood with bountiful quietness. Less crime and amazing public schools for kids."
    8
    Flag
  • Ani j.
    "Ive lived here five years and it is a friendly safe place. Lots of good restaurants and grocery store nearby"
    5
    Flag
  • Charlesandjenny0925
    "I’ve lived in this neighborhood for three years and I love it. It’s quiet for the most part and the neighbors are overall friendly."
    1
    Flag
  • Ani j.
    "Good rents and easy access to the commuter rail. Great ethnic restaurants like japanese, indian and greek. "
    1
    Flag
  • Tessa L.
    "It's in the city but has a suburb feel because it is family friendly and the houses have yards."
    0
    Flag
  • Tessa L.
    "West Roxbury is a good choice if you have a family but are still looking to live in the city. More and more people are looking for homes here. It is also a safe neighborhood!"
    0
    Flag
  • Carol S.
    "I love that West Roxbury is part of the city, but also has touches of the suburbs."
    0
    Flag
  • Carol S.
    "Parents can decide if they want to send their children to public or private schools."
    0
    Flag
  • Nikki I.
    "We are a small, family-oriented section of Boston."
    0
    Flag
  • K.S.
    "It is so close to Boston, but without all the hustle and bustle of the city. And it is family oriented."
    0
    Flag
  • Maria T.
    "It's big-city living with the feeling of a small suburban town. And a community that cares about the neighborhood and its neighbors."
    1
    Flag

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Homes for sale near 166 Payson Rd

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Off Market Homes Near 166 Payson Rd

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