44 Valley Rd
Brookline, MA 02467
Chestnut Hill- 6 Beds
- 3.5 Baths
- 2,992 sqft (on 0.33 acres)
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
-- mins to
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
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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: <1 day on Trulia |
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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 |
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MLS Status: New |
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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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BasementMls Number: 73558881Above Grade Unfinished Area: 2992 |
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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
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
Price History for 44 Valley Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 08/04/2026 | $2,850,000 | Listed For Sale | MLS PIN #73558881 |
| 02/28/1991 | $425,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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.Assigned Schools
These are the assigned schools for 44 Valley Rd.
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.
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.
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.