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$2,850,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,992 Sq. Ft.
  • 0.33 Acres
  • 2 Car Garage
  • Updated 3 days ago
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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.

Full Property Details for 44 Valley Rd

General

  • Price: $2,850,000
  • Taxes: $25,245 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73558881
  • Updated: 8/8/2026
  • Added to Site: 7 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom 1: Second
  • Bathroom 2: Second
  • Bathroom 3: First

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: Second
  • Bedroom 2: First
  • Bedroom 3: Second
  • Bedroom 4: Second

Other Rooms

  • Living Room: First
  • Kitchen: First
  • Dining Room: Main, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Off Street, Paved

Location

  • County: Norfolk

Structural Information

  • Architectural Style: Cape
  • Basement: Yes
  • Square Feet: 2,992
  • Year Built: 1938

Lot Features

  • Lot Size (Acres): 0.33

Financial Considerations

  • Tax Amount: $25,245
  • Tax Year: 2026

Disclosures and Reports

  • Property ID: M:0278 B:0015 L:0000, 39337

Listed by Gibson Sotheby's International Realty, The Kelleher Spalding Team and Melissa Chernesky

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Listing agents

— 44 Valley Rd —

  • The Kelleher Spalding Team

    Gibson Sotheby's International Realty

  • Melissa Chernesky

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 44 Valley Rd

School District:Brookline School District, Brookline, MA
NameGradesDistance
Roland Hayes School
100 Eliot Street, Brookline, MA 02467
PK-80.3 mi
Brookline High School
115 Greenough Street, Brookline, MA 02445
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 44 Valley Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/04/2026
Listed
$2,850,000
570.59%
MLS
2/28/1991
Sold
$425,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 44 Valley Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$23,490
5%
$2,379,900
4%
2024
$22,381
10%
$2,290,800
12%
2023
$20,309
3%
$2,037,000
5%
2022
$19,768
8%
$1,939,900
4%
2021
$18,281
10%
$1,865,400
6%
2020
$16,669
6%
$1,763,900
5%
2019
$15,741
—
$1,679,900
1%
2018
$15,691
1%
$1,658,700
6%
2017
$15,460
1%
$1,564,800
7%
2016
$15,239
5%
$1,462,500
8%
2015
$14,518
—
$1,359,400
7%
2014
$14,477
—
$1,271,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Gibson Sotheby's International Realty, The Kelleher Spalding Team and Melissa Chernesky

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44 Valley Rd, Brookline, MA 02467 (MLS# 73558881) is a Single Family property with 6 bedrooms, 3 full bathrooms and 1 partial bathroom. 44 Valley Rd is currently listed for $2,850,000 and was received on August 04, 2026. Want to learn more about 44 Valley Rd? Do you have questions about finding other Single Family real estate for sale in Brookline? You can browse all Brookline real estate or contact a Coldwell Banker agent to request more information.

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