Active Under Contract

21 Days on market

44 Valley Rd Brookline — Photo 1 of 42

$2,850,000

44 Valley Rd, Brookline, MA 02467

Brookline, MA 02467 — Chestnut Hill

Beds

Baths

3.5

SqFt

2,992

Style

Single Family

Built

1938

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. Close to Roland Hayes School & Brookline High School, Route 9, Chestnut Hill Reservoir, Golf Courses, Green Line (MBTA) and The Mall at Chestnut Hill. Quick drives to Newton Centre or Brookline hubs for everyday groceries and dining.

Immersive Experience

Market Value Analysis

This Property

Size (SqFt) →Price →

This Property$953/sqft

Local Avg (Brookline)$898/sqft

6% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.

Financials

Original Price$2,850,000

Annual Taxes$25,245

Parking

Garage2

Off-Street4

Interior Specifications

Total Rooms12

Fireplaces2

FlooringHardwood, Flooring - Hardwood

BasementFull, Finished, Garage Access

Climate & Utilities

HeatingBaseboard, Natural Gas

CoolingCentral Air

WaterPublic

SewerPublic Sewer

Building & Exterior

Construction--

Roof--

FoundationConcrete Perimeter

ZoningS15

Property & Lot

Acres0.33

SqFt Lot14,488

Lot FeaturesGentle Sloping

Amenities & Appliances

Gas Water Heater • Oven • Dishwasher • Disposal • Microwave • Range • Refrigerator • Washer • Dryer • Range Hood

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Golf • Bike Path

Geography

Floorplan Breakdown

Structural Layout

Second

Master BedroomBedroom 3Bedroom 4Bedroom 5Bathroom 1Bathroom 2

First

Living RoomKitchenBedroom 2Bathroom 3

Main,First

Dining Room

Living Room

Lvl First

Flooring - Hardwood, Recessed Lighting, Wainscoting, Crown Molding, Decorative Molding

Dining Room

Lvl Main,First

Flooring - Hardwood, French Doors, Exterior Access, Recessed Lighting, Remodeled, Lighting - Sconce, Crown Molding

Kitchen

Lvl First

Flooring - Hardwood, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Recessed Lighting, Remodeled, Stainless Steel Appliances, Gas Stove, Lighting - Pendant

Master Bedroom

Lvl Second

Bathroom - Full, Closet, Flooring - Wall to Wall Carpet, Recessed Lighting, Lighting - Overhead, Closet - Double

Bedroom 2

Lvl First

Bedroom 3

Lvl Second

Closet, Flooring - Wall to Wall Carpet

Bedroom 4

Lvl Second

Closet, Flooring - Hardwood

Bedroom 5

Lvl Second

Closet, Flooring - Hardwood

Bathroom 1

Lvl Second

Bathroom - Full, Bathroom - Tiled With Shower Stall, Bathroom - Tiled With Tub, Flooring - Stone/Ceramic Tile, Window(s) - Bay/Bow/Box, Countertops - Stone/Granite/Solid, Recessed Lighting

Bathroom 2

Lvl Second

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Skylight, Flooring - Stone/Ceramic Tile, Cabinets - Upgraded, Remodeled, Beadboard

Bathroom 3

Lvl First

Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Remodeled, Lighting - Sconce

Population

23,001

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$169K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

32.3%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,992 sq ft principal dwelling). Lot size: 14,488 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Brookline, MA market report ZIP 02467 market data

Listing Provided By

Listing Agent: The Kelleher Spalding Team

Listing Office: Gibson Sotheby's International Realty

MLS® Number: 73558881