44 Valley Rd, Brookline, MA 02467
FOR SALE
NEW
OPEN SAT, 12-2PM
0.33 ACRES

44 Valley Rd
Brookline, MA 02467

Chestnut Hill
  • 6 Beds
  • 3.5 Baths
  • 2,992 sqft (on 0.33 acres)

$2,850,000

Est. Mortgage $17,096/mo*

$2,850,000

Est. Mortgage $17,096/mo*
6 Beds
3.5 Baths
2,992 sqft
(on 0.33 acres)

Home Highlights

Parking
2 Car Garage
Climate Control
Heating & Cooling
Price/Sqft
$953
Listed
Less than a day ago

Local Information

  • Map ViewExplore the area around 44 Valley Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

PHOTOS & VIDEO COMING SOON - Discover timeless elegance and exceptional versatility in this beautifully updated 1938 Cape, thoughtfully designed for today's discerning family. Offering 6 bedrooms and 3.5 baths, the home features two primary bedrooms with private ensuite baths, including a sought-after first-floor retreat ideal for multigenerational living, guests, or an au pair. The chef's kitchen is appointed with stainless steel appliances, a gas range, wall oven, stone countertops, and a center island with seating for three. A welcoming den, formal dining room, and sun-filled breakfast area provide inviting settings for both everyday life and elegant entertaining. The finished lower level offers a versatile recreation room with a dedicated laundry area. Completing the home are an attached two-car garage and two additional off-street parking spaces, blending classic New England charm with modern comfort and convenience.

Open House

Saturday, August 08
12:00 PM to 2:00 PM
Sunday, August 09
12:00 PM to 2:00 PM

Home Details for 44 Valley Rd

Interior Features

Interior Details
Basement: Full,Finished,Garage AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2992 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Range HoodDishwasherDisposalDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Dining Room, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Hardwood, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood, Flooring Hardwood

Exterior Features

Exterior Home Features
Exterior: Professional LandscapingFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Garage Door Opener,Off Street,Paved
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2992

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:0278 B:0015 L:0000, 39337

Price & Status

Price
List Price: $2,850,000Price Per Sqft: $953

Active Status

MLS Status: New

Location

Direction & Address
City: Brookline

Agent Information

Listing Agent
Listing ID: 73558881

Building

Building Area
Building Area: 2992 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.33 acres

Miscellaneous

BasementMls Number: 73558881Above Grade Unfinished Area: 2992

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsGolfBike PathConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic School
Last check for updates: about 2 hours ago
Listing courtesy of The Kelleher Spalding Team, (617) 426-6900
Gibson Sotheby's International Realty, (617) 426-6900
Source: MLS PIN, MLS#73558881
Also Listed on MLS PIN.

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67K
MoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17
MoM
Available listings
253
15
MoM

Price History for 44 Valley Rd

DatePriceEventSource
08/04/2026$2,850,000Listed For SaleMLS PIN #73558881
02/28/1991$425,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$23,490
Assessment$2,379,900
Home facts updated by county records

Comparable Sales for 44 Valley Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.32
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
0.26
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298
0.36
Single-Family Home
$2,950,000
06/26/26
4
3.5
3,230
0.18
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
0.30
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
0.49
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
0.50
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
0.58
Single-Family Home
$2,200,000
07/29/26
4
3.5
2,800
0.29
Single-Family Home
$3,036,350
10/06/25
5
4.5
3,909
0.30
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Neighborhood Overview

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"
  • 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)."
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
  • 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 "
  • 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 "
  • 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."
  • 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. "
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."

LGBTQ Local Legal Protections

The Kelleher Spalding Team, Gibson Sotheby's International Realty, (617) 426-6900
Agent Phone: (617) 426-6900
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.
44 Valley Rd, Brookline, MA 02467 is a 6 bedroom, 4 bathroom, 2,992 sqft single-family home built in 1938. 44 Valley Rd is located in Chestnut Hill, Brookline. This property is currently available for sale and was listed by MLS PIN on Aug 4, 2026. The MLS # for this home is MLS# 73558881.