239 Wolcott Rd, Brookline, MA 02467
OFF MARKET

239 Wolcott Rd
Brookline, MA 02467

Chestnut Hill
  • 5 Beds
  • 3.5 Baths
  • 4,521 sqft (on 0.33 acres)

$3,103,400

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $18,445/mo*
Refinance Your Home

$3,103,400

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $18,445/mo*
Refinance Your Home
5 Beds
3.5 Baths
4,521 sqft
(on 0.33 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Chestnut Hill gem. Situated on a tree lined street is this beautiful 4,521 sq. ft. slate gambrel roof shingle style home with significant stone arches. The stunning foyer leads you to an incredible chefs kitchen renovated in 2015 featuring custom cabinetry, top of the line appliances, over sized island with gorgeous Quartzite counters leading to a huge mahogany deck with spectacular views of the yard & city both w/surround sound. Elegant dining room & living room both with fireplaces & beamed ceilings. Wonderful pantry & gorgeous powder room (2017).The second floor boasts a master suite with walk in closet and full bath flanked by 3 additional bedrooms, full bath & a family room. Third floor guest bedroom, full marble bath & game room. Lower level mudroom & laundry room renovated in 2015. Insulation sprayed into walls in 2018. Heated driveway, 2-car direct entry garage built in 2015. Central A/C, Minutes to Baker School, local shops, "The Street", bus stop and hospitals.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 239 Wolcott Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Slate
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateDeckExterior: Shingle Not Wood, Stone, WoodPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1907Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price History for 239 Wolcott Rd

DatePriceEventSource
07/29/2020$2,272,500Sold
N/A
06/10/2020$2,395,000PendingAgent Provided
03/25/2020$2,395,000Listed For SaleAgent Provided
08/07/2014$1,680,000Sold
N/A
04/26/2014$1,675,000ListingRemovedAgent Provided
04/04/2014$1,675,000Listed For SaleAgent Provided
11/09/2012$8,500ListingRemovedAgent Provided
09/02/2012$8,500Listed For RentAgent Provided
09/02/2012$1,649,000ListingRemovedAgent Provided
05/06/2012$1,649,000Listed For SaleAgent Provided
10/21/2011$1,599,000ListingRemovedAgent Provided
09/08/2011$1,599,000Listed For SaleAgent Provided
08/02/2011$1,599,000ListingRemovedAgent Provided
06/03/2011$1,599,000PriceChange
Agent Provided
05/13/2011$1,675,000Listed For SaleAgent Provided
03/14/1997$465,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$26,729
Assessment$2,708,100
Home facts updated by county records

Comparable Sales for 239 Wolcott Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
65 Lagrange St, Brookline, MA
0.14
Single-Family Home
$1,270,000
12/08/25
4
3
4,084
134 Rangeley Rd, Brookline, MA
0.31
Single-Family Home
$2,150,000
05/04/26
4
2.5
2,704
60 Alberta Rd, Brookline, MA
0.34
Single-Family Home
$3,325,000
03/31/26
5
5.5
4,310
36 Goodnough Rd, Brookline, MA
0.53
Single-Family Home
$2,280,000
03/25/26
5
4
4,206
811 Hammond St, Brookline, MA
0.55
Single-Family Home
$2,345,000
06/10/25
4
3.5
3,205
18 Wolcott Rd, Brookline, MA
0.03
Single-Family Home
$1,523,000
11/10/25
4
1.5
2,243
8 Beresford Rd, Brookline, MA
0.48
Single-Family Home
$3,800,000
05/13/26
5
5.5
4,969
1069 W Roxbury Pkwy, Brookline, MA
0.53
Single-Family Home
$1,912,000
10/31/25
3
2.5
3,072
69 Princeton Rd, Brookline, MA
0.26
Single-Family Home
$4,470,000
11/25/25
4
4
8,020
50 Bellingham Rd, Brookline, MA
0.56
Single-Family Home
$2,050,000
01/05/26
4
3.5
3,444

Assigned Schools

These are the assigned schools for 239 Wolcott 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 40 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 streets are well-lit

  • 70 % Say yards are well-kept

  • 70 % Say there's holiday spirit

  • 65 % Say people would walk alone at night

  • 65 % Say parking is easy

  • 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

  • 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

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239 Wolcott Rd, Brookline, MA 02467 is a 5 bedroom, 4 bathroom, 4,521 sqft single-family home built in 1907. 239 Wolcott Rd is located in Chestnut Hill, Brookline. This property is not currently available for sale. 239 Wolcott Rd was last sold on Jul 29, 2020 for $2,272,500. The current Trulia Estimate for 239 Wolcott Rd is $3,103,400.