44 Valley Rd Chestnut Hill, MA 02467
Chestnut Hill NeighborhoodEstimated payment $17,739/month
Highlights
- Cape Cod Architecture
- Dining Room with Fireplace
- Wood Flooring
- Landscaped Professionally
- Property is near golf course, public transit, and schools
- Solid Surface Countertops
About This Home
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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $25,245
Year Built
- Built in 1938 | Remodeled
Lot Details
- 14,488 Sq Ft Lot
- Landscaped Professionally
- Gentle Sloping Lot
- Property is zoned S15
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Open Parking
- Off-Street Parking
Home Design
- Cape Cod Architecture
- Concrete Perimeter Foundation
Interior Spaces
- 2,992 Sq Ft Home
- Crown Molding
- Wainscoting
- Skylights
- Recessed Lighting
- Decorative Lighting
- Light Fixtures
- Bay Window
- French Doors
- Living Room with Fireplace
- Dining Room with Fireplace
- 2 Fireplaces
- Den
Kitchen
- Breakfast Area or Nook
- Oven
- Stove
- Range with Range Hood
- Microwave
- Dishwasher
- Stainless Steel Appliances
- Kitchen Island
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Wall to Wall Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 6 Bedrooms
- Primary bedroom located on second floor
- Dual Closets
- Double Vanity
- Bathtub Includes Tile Surround
- Separate Shower
Laundry
- Dryer
- Washer
Finished Basement
- Basement Fills Entire Space Under The House
- Garage Access
- Exterior Basement Entry
- Laundry in Basement
Location
- Property is near golf course, public transit, and schools
Utilities
- Central Air
- Heating System Uses Natural Gas
- Baseboard Heating
- Gas Water Heater
Listing and Financial Details
- Assessor Parcel Number M:0278 B:0015 L:0000,39337
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Shops
Recreation
- Park
- Jogging Path
- Bike Trail
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $23,490 | $2,379,900 | $1,349,800 | $1,030,100 |
| 2024 | $22,381 | $2,290,800 | $1,297,900 | $992,900 |
| 2023 | $20,309 | $2,037,000 | $1,065,800 | $971,200 |
| 2022 | $19,768 | $1,939,900 | $1,015,000 | $924,900 |
| 2021 | $18,281 | $1,865,400 | $976,000 | $889,400 |
| 2020 | $16,669 | $1,763,900 | $887,300 | $876,600 |
| 2019 | $15,741 | $1,679,900 | $845,000 | $834,900 |
| 2018 | $15,691 | $1,658,700 | $847,200 | $811,500 |
| 2017 | $15,460 | $1,564,800 | $799,300 | $765,500 |
| 2016 | $15,239 | $1,462,500 | $747,000 | $715,500 |
| 2015 | $14,518 | $1,359,400 | $698,100 | $661,300 |
| 2014 | $14,477 | $1,271,000 | $634,600 | $636,400 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/10/2026 08/10/26 | Pending | -- | -- | -- |
| 08/04/2026 08/04/26 | For Sale | $2,850,000 | -- | $953 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | -- | |
| Deed | $425,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $925,000 | Balloon | |
| Previous Owner | $500,000 | No Value Available | |
| Previous Owner | $125,000 | No Value Available | |
| Previous Owner | $150,000 | No Value Available |
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73558881
APN: BROO-000278-000015
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The property listing data and information, or the Images, 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, 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. 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.
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