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

58 Payson Rd
Brookline, MA 02467

Chestnut Hill
  • 3 Beds
  • 1.5 Baths
  • 1,344 sqft

$1,166,300

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $7,004/mo*
Refinance Your Home

$1,166,300

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $7,004/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,344 sqft

Home Value

Trulia Estimate
$1.17M
Since last month
Increased$8K (+0.7%)
Since last year
Increased$38K (+3.4%)
Since last sale
Increased$52K (+4.7%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$1.17M
July 2026$1.16M
June 2026$1.15M
May 2026$1.14M
March 2026$1.13M
February 2026$1.14M
January 2026$1.13M
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
25 Leland Rd, Brookline, MA
0.06
Single-Family Home
$792,000
07/23/26
3
1.5
1,248
170 Payson Rd, Chestnut Hill, MA
0.20
Single-Family Home
$835,000
11/24/25
3
1.5
1,360
50 Hackensack Rd, Chestnut Hill, MA
0.16
Single-Family Home
$895,000
10/29/25
3
1.5
1,539
159 Payson Rd, Brookline, MA
0.18
Single-Family Home
$1,020,000
09/30/25
3
1
1,337
26 Crehore Rd, Chestnut Hill, MA
0.24
Single-Family Home
$1,066,000
09/29/25
3
1.5
1,818
67 Risley Rd, Brookline, MA
0.04
Single-Family Home
$1,420,000
03/27/26
3
2.5
2,099
11 CREHORE RD, CHESTNUT HILL, MA
0.27
Single-Family Home
$1,025,000
07/02/26
3
1.5
1,703
87 Buchanan Rd, West Roxbury, MA
0.50
Single-Family Home
$1,087,500
03/30/26
3
1.5
1,443
83 Payson Rd, Brookline, MA
0.05
Single-Family Home
$1,650,000
01/23/26
3
3.5
2,426
400 Vfw Pkwy, West Roxbury, MA
0.42
Single-Family Home
$850,000
09/10/25
3
1.5
1,610

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
67 Risley Rd, Brookline, MA 02467
0.04
$1,420,000
3
2.5
2,099
Recently Sold
29 Payson Rd, Brookline, MA 02467
0.07
$1,273,600
3
2
1,582
Off Market
74 Payson Rd, Brookline, MA 02467
0.02
$1,150,900
3
1.5
1,373
Off Market
26 Leland Rd, Brookline, MA 02467
0.05
$2,145,900
5
3
3,943
Off Market
82 Risley Rd, Brookline, MA 02467
0.07
$1,239,100
2
2
1,543
Off Market
25 Leland Rd, Brookline, MA 02467
0.06
$995,000
3
1.5
1,248
For Sale
9 Sherrin Rd, Brookline, MA 02467
0.09
$2,196,300
4
3.5
2,976
Off Market
83 Payson Rd, Brookline, MA 02467
0.05
$1,650,000
3
3.5
2,426
Recently Sold
87 Payson Rd, Brookline, MA 02467
0.06
$1,670,000
4
2.5
2,408
Recently Sold
54 Leland Rd, Brookline, MA 02467
0.11
$1,594,300
3
2.5
2,192
Off Market
101 Hackensack Rd, Chestnut Hill, MA 02467
0.13
$1,795,000
4
3.5
4,345
For Sale

Local Information

  • Map ViewExplore the area around 58 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
1935
Living Area
1,344 sqft
Price/Sqft
$868
Parking
1 Car Garage

About this House

Welcome home! This 3 bed, 1.5 bath 1,344 square foot colonial in a highly sought after neighborhood in Brookline is ready for its next owner! Step inside the front door and be greeted by an inviting living room to your right and an upgraded eat in kitchen with granite countertops, stainless steel appliances, and white shaker cabinets to your left. There is an updated half bathroom off the kitchen and sunroom off the living that complete the first floor. Upstairs you will find three good size bedrooms with closets and an updated full bathroom. The basement has ample storage space and access to your one car garage. Outside enjoy a beautiful, level fenced in backyard with stone patio. The location of this home cannot be beat being off of the West Roxbury Highway, VFW, minutes to multiple commuter rail stations, area hospitals, and amenities. Make this beautiful and updated home yours today!
58 Payson Rd, Brookline, MA 02467 is a 3 bedroom, 2 bathroom, 1,344 sqft single-family home in Chestnut Hill, built in 1935. It last sold for $1,115,000 on Feb 3, 2025 (1% above the $1,100,000 asking price). It is currently off market. The Trulia Estimate is $1,166,300, with a rent estimate of $5,034/month.
Last check for updates: about 2 hours ago
Listed by Jackie Crawford Ross, (774) 272-1912
REMAX Executive Realty, (508) 839-9219
Bought with: Tatiana Braz, (774) 287-3046, LAER Realty Partners, (508) 936-1062
Source: MLS PIN, MLS#73310350

Home Details for 58 Payson Rd

Interior Features

Interior Details
Basement: Full,Interior Entry,Garage Access,Concrete,UnfinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1344 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer HookupAppliances: Electric Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: In Basement,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Tile, Hardwood
Levels, Entrance, & Accessibility
Accessibility: NoFloors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch - Enclosed, PatioFencing: Fenced/Enclosed, FencedExterior: Porch - Enclosed, Patio, Rain Gutters, Storage, Fenced Yard, Stone WallFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Under,Garage Door Opener,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1935
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: B:367 L:0018 S:0000, 41983

Price & Status

Price
List Price: $1,100,000
Status Change & Dates
Off Market Date: Sun Dec 01 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: BrooklineCommunity: Chestnut Hill
School Information
Elementary School: BrooklineHigh School: Brookline High

Building

Building Area
Building Area: 1344 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, House of Worship, Private School, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 5746 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73310350

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-Station

Price and Tax history

DateEventPrice
Feb 3, 2025
Source: MLS PIN #73310350
Sold
$1,115,000
Nov 18, 2024
Source: MLS PIN #73310350
Contingent
$1,100,000
Nov 7, 2024
Source: MLS PIN #73310350
Listed For Sale
$1,100,000
Jan 28, 2021
Source: N/A
Sold
$895,000
Dec 23, 2020
Source: Local MLS #72758466
Contingent
$899,000

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

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 58 Payson Rd

  • What is 58 Payson Rd estimated to be worth?
    Trulia's estimated value for 58 Payson Rd in Brookline, MA is $1,166,300.
  • What is the price history for 58 Payson Rd?
    58 Payson Rd in Brookline, MA last sold for $1,115,000 in February 2025.
  • 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.
  • Does 58 Payson Rd have air conditioning?
    Yes, 58 Payson Rd in Brookline, MA has air conditioning.
  • Does 58 Payson Rd have laundry facilities?
    Yes, 58 Payson Rd in Brookline, MA has in-unit laundry.

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