6 beds2,992 sqft$953/sqft
44 Valley Rd, Brookline, MA 02467
Est: $16,590/moGet pre-approved

Description

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...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.
LISTING UPDATED: 08/04/2026 12:16 PM

  1. Listed by The Kelleher Spalding Team • Gibson Sotheby's International Realty
  2. Listed by Melissa Chernesky • Gibson Sotheby's International Realty
  3. Listed by Sean Spalding • Gibson Sotheby's International Realty

Property Details for 44 Valley Road

Status
MLS #
73558881
Days on Market
Listed Today
Taxes
$25,245 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1938
Town
Brookline
MLS Area
Chestnut Hill
Area
MA-Brookline-Chestnut Hill, MA-Brookline
Architectural Style
Cape
Style
Cape
Garage Spaces
2
Open Parking Spaces
2.00
Parking Spaces Total
4

Open Houses

Saturday, Aug 8th12:00 PM - 2:00 PM
Sunday, Aug 9th12:00 PM - 2:00 PM

Location

Listing Courtesy of Gibson Sotheby's International Realty, The Kelleher Spalding Team; Gibson Sotheby's International Realty, Melissa Chernesky; Gibson Sotheby's International Realty, Sean Spalding
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Building Information for 44 Valley Road

Stories-Year Built1938Building Size-Lot Size0.33 AC / 14,488 SF

Payment Calculator

$16,590 per month

30 year fixed, 6.55% Interest

Principal and Interest

$14,486

Property Taxes

$2,104

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 44 Valley Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf Course, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
  • Living Area: 2992.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Range Hood
  • Basement Features: Full, Finished, Garage Access
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceFeatures: Dining Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Hardwood, Flooring - Hardwood
  • Interior Features: Closet, Closet/Cabinets - Custom Built, Recessed Lighting, Wainscoting, Crown Molding, Decorative Molding, Den
  • Laundry Features: In Basement
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Exterior Features: Professional Landscaping
  • Exterior Features: Professional Landscaping
  • Lot Description: Gentle Sloping
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Baseboard, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Closet,Flooring - Wall to Wall Carpet,Recessed Lighting,Lighting - Overhead,Closet - Double
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Bathroom - Full,Flooring - Hardwood,Recessed Lighting,Lighting - Overhead
  • Bedroom2 Level: First
Bedroom 3
  • Bedroom3 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Closet,Flooring - Hardwood
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Features: Closet,Flooring - Hardwood
  • Bedroom5 Level: Second
Bathroom 1
  • Bathroom1 Features: 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
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Skylight,Flooring - Stone/Ceramic Tile,Cabinets - Upgraded,Remodeled,Beadboard
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Remodeled,Lighting - Sconce
  • Bathroom3 Level: First
Dining Room
  • Dining Room Features: Flooring - Hardwood,French Doors,Exterior Access,Recessed Lighting,Remodeled,Lighting - Sconce,Crown Molding
  • Dining Room Level: Main,First
Kitchen
  • Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Kitchen Island,Cabinets - Upgraded,Recessed Lighting,Remodeled,Stainless Steel Appliances,Gas Stove,Lighting - Pendant
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood,Recessed Lighting,Wainscoting,Crown Molding,Decorative Molding
  • Room Living Room Level: First
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:0278 B:0015 L:0000,39337
  • Assessments: $2,465,300
  • Book: 34342
  • Tax Year: 2026
  • Zoning: S15
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Adult Community: No

Property History for 44 Valley Road

DateEvent & SourcePriceAppreciation
Aug 4, 2026

Listed (Active)

MLS PIN #73558881

$2,850,000
Feb 28, 1991

Sold (Public Record)

Public Record #88319431

$425,000
DateEvent & SourcePrice
08/04/2026

Listed (Active)

MLS PIN #73558881

$2,850,000
02/28/1991

Sold (Public Record)

Public Record #88319431

$425,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 44 Valley Road

Taxable ValueLand$1,349,800Additions$1,030,100Total$2,379,900
Tax Record2025$23,490 ($1,958 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt2,871 SqFtAbove Grade Finished SqFt2,871 SqFtUnfinished Basement SqFt545 SqFtStories2Lot Size14,488 SqFtStyleSingle Family ResidenceYear Built1938Year Renovated1974ZoningS15CountyNORFOLKAPNBROO B:278 L:0015 S:0000

Schools near 44 Valley Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Private - PK to 12
Private - PK to 6
Rating
School
Distance
Roland Hayes School
PublicPK to 8

Brookline High School
Public9 to 12

Brimmer & May School
PrivatePK to 12

The Chestnut Hill School
PrivatePK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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44 Valley Road is a single family home for sale in Brookline, MA 02467. This listing's school district is Brookline School District. Nearby schools include Roland Hayes School, Brookline High School and Brimmer & May School. 44 Valley Road is a 6-bed, 4-bath, 2,992 sqft single family home built in 1938.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Gibson Sotheby's International Realty, The Kelleher Spalding Team; Gibson Sotheby's International Realty, Melissa Chernesky; Gibson Sotheby's International Realty, Sean Spalding

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.