$2,850,000
6 Beds
3.5 Baths
2,992 sqft (on 0.33 acres)
44 Valley Rd, Brookline, MA 02467
Est. Mortgage $17,704/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1938
0.33 acre lot
$953/sqft
2 Car Garage
Local Information
- Map ViewExplore the area around 44 Valley Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
Last check for updates: about 10 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.
Home Details for 44 Valley Rd
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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 |
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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 |
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Days on Market: 32 |
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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 |
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Price List Price: $2,850,000Price Per Sqft: $953 |
Status Change & Dates Off Market Date: Mon Aug 24 2026 |
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MLS Status: Under Agreement |
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Direction & Address City: Brookline |
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Listing Agent Listing ID: 73558881 |
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Building Area Building Area: 2992 Square Feet |
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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 |
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No HOA |
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Lot Area: 0.33 acres |
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Contingencies: Pending P&S |
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BasementMls Number: 73558881Above Grade Unfinished Area: 2992 |
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Public TransportationShoppingParkWalk/Jog TrailsGolfBike PathConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic School |
Around this home
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.
Market trends in Brookline
Last updated August 2026
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM
Home Value
Trulia Estimate
$2.85MSince last month
Decreased$14K (-0.5%)Since last year
Decreased$1M (-27.1%)Since last sale
Increased$2M (+570.7%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +73% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $2.85M |
| August 2026 | $2.86M |
| July 2026 | $4M |
| June 2026 | $4.05M |
| May 2026 | $4.12M |
| April 2026 | $4.11M |
| March 2026 | $3.93M |
| February 2026 | $3.92M |
| January 2026 | $3.74M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.24 | Single-Family Home | $2,394,900 | 08/21/26 | 4 | 3.5 | 2,996 | |
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 home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.12 | $1,877,000 | 5 | 2.5 | 2,522 | Off Market | |
0.15 | $772,300 | 2 | 1 | 1,051 | Off Market | |
0.15 | $5,483,200 | 6 | 4.5 | 6,313 | Off Market | |
0.17 | $728,000 | 2 | 1 | 930 | For Sale | |
0.18 | $3,300,000 | 4 | 4.5 | 3,628 | Recently Sold | |
0.18 | $2,962,200 | 5 | 3 | 3,146 | Off Market | |
0.20 | $2,307,100 | 4 | 3 | 3,079 | Off Market | |
0.21 | $3,366,900 | 6 | 3.5 | 4,033 | Off Market | |
0.22 | $4,550,100 | 3 | 2.5 | 2,265 | Off Market | |
0.21 | $5,107,100 | 6 | 5 | 5,822 | Off Market | |
0.24 | $2,394,900 | 4 | 3.5 | 2,996 | Recently Sold | |
0.22 | $2,637,000 | 4 | 4 | 3,510 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 25, 2026 Source: MLS PIN #73558881 | Pending | $2,850,000 |
Aug 11, 2026 Source: MLS PIN #73558881 | Contingent | $2,850,000 |
Aug 4, 2026 Source: MLS PIN #73558881 | Listed For Sale | $2,850,000 |
Feb 28, 1991 Source: N/A | Sold | $425,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $23,490 | $2,379,900 |
Home facts updated by county records
LGBTQ Local Legal Protections
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
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Frequently asked questions about 44 Valley Rd
- What is the estimated monthly payment for 44 Valley Rd?Based on a $2,850,000 list price with 20% down at today's rates, the estimated monthly payment for 44 Valley Rd in Brookline, MA is approximately $18,077 (about $15,603 principal & interest, $2,399 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 44 Valley Rd compare to homes in Brookline?44 Valley Rd in Brookline, MA is listed at $2,850,000, about 130% above the $1.24M median sale price in Brookline.
- What do residents say about the Chestnut Hill neighborhood?Residents describe the Chestnut Hill neighborhood in Brookline, MA as pedestrian-friendly, dog-friendly, and established. See homes for sale in Chestnut Hill, Brookline.
- What are the closest schools to 44 Valley Rd?The closest schools to 44 Valley Rd in Brookline, MA are Brookline High School (rated 8/10), Roland Hayes School (Pre-K/Elementary/Middle, rated 9/10).
- Does 44 Valley Rd have air conditioning?Yes, 44 Valley Rd in Brookline, MA has air conditioning.
- Does 44 Valley Rd have laundry facilities?Yes, 44 Valley Rd in Brookline, MA has in-unit laundry.
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.