$3,162,800
- 5 Beds
- 3.5 Baths
- 3,873 sqft
44 Cypress St, Brookline, MA 02445
Est. Refi. Payment $18,822/mo*
Refinance Your HomeCurrently Off Market - Sold May 15, 2017 for $2,100,000
Home Value
Trulia Estimate
$3.16MSince last month
Decreased$117K (-3.6%)Since last year
Increased$66K (+2.1%)Since last sale
Increased$1M (+50.1%)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 +59% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $3.15M |
| July 2026 | $3.27M |
| June 2026 | $3.26M |
| May 2026 | $3.27M |
| April 2026 | $3.27M |
| March 2026 | $3.23M |
| February 2026 | $3.11M |
| January 2026 | $3.03M |
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 |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $2,050,500 | 01/15/26 | 6 | 3.5 | 2,104 | |
0.31 | Single-Family Home | $2,300,000 | 10/15/25 | 5 | 3.5 | 3,873 | |
0.04 | Single-Family Home | $2,445,000 | 05/12/26 | 4 | 2 | 2,383 | |
0.06 | Single-Family Home | $3,350,000 | 06/30/26 | 4 | 2.5 | 2,676 | |
0.17 | Single-Family Home | $3,019,999 | 04/03/26 | 4 | 3 | 3,422 | |
0.29 | Single-Family Home | $2,750,000 | 05/01/26 | 4 | 3.5 | 3,963 | |
0.39 | Single-Family Home | $2,850,000 | 04/08/26 | 4 | 2.5 | 3,377 | |
0.45 | Single-Family Home | $2,800,000 | 09/22/25 | 5 | 4 | 4,784 | |
0.45 | Single-Family Home | $2,800,000 | 09/22/25 | 5 | 4 | 4,784 | |
0.22 | Single-Family Home | $2,385,000 | 12/17/25 | 4 | 3 | 2,286 |
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 |
|---|---|---|---|---|---|---|
0.04 | $2,445,000 | 4 | 2 | 2,383 | Recently Sold | |
0.02 | $1,307,200 | 2 | 2 | 1,503 | Off Market | |
0.03 | $875,000 | 1 | 1 | 1,131 | Recently Sold | |
0.03 | $1,869,700 | 4 | 2 | 2,425 | Off Market | |
0.07 | $1,800,000 | 5 | 2 | 2,252 | Recently Sold | |
0.06 | $935,000 | 2 | 1 | 1,115 | Recently Sold | |
0.06 | $1,115,800 | 3 | 2 | 1,608 | Off Market | |
0.07 | - | 5 | 3.5 | 2,645 | Off Market | |
0.06 | $3,350,000 | 4 | 2.5 | 2,676 | Recently Sold | |
0.07 | $3,068,100 | 5 | 4.5 | 3,693 | Off Market | |
0.05 | $1,741,500 | 5 | 2 | 2,310 | Off Market | |
0.08 | $1,237,100 | 3 | 2 | 1,415 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1890
Living Area
3,873 sqft
Price/Sqft
$817
About this House
Built in 1890, this attached Shingle-Style Victorian era single family home offers exquisite details including: inlaid hardwood floors, beautiful carved fireplace mantels and original tiled hearths, molding, millwork and ten foot ceilings. It has been well maintained and updated by its present owners. The modern kitchen was custom designed with hand-crafted cabinetry, an eating area, central work island, and abundant light from sliding doors that lead to a patio and yard. The 1st floor has large scale entertaining rooms. The master on the 2nd floor has a large walk -in closet and bathroom with soaking tub and separate shower. An office and 2 other bedrooms share a bathroom on this level. The 3rd floor has a vaulted ceiling playroom, 2 more bedrooms, a bathroom and storage. The basement is unfinished but has tall ceilings and excellent storage. There is parking for 3 cars on site. It is located 2 blocks from the T, elementary and high schools, Brookline Village shops and library.
44 Cypress St, Brookline, MA 02445 is a 5 bedroom, 4 bathroom, 3,873 sqft single-family home in Emerson Garden, built in 1890. It last sold for $2,100,000 on May 15, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,162,800, with a rent estimate of $7,972/month.
Home Details for 44 Cypress St
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Interior Details BasementNumber of Rooms: 11 |
Heating & Cooling Heating: OilAir ConditioningHeating Fuel: Oil |
Levels, Entrance, & Accessibility Stories: 3 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Wood |
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Year Built Year Built: 1890Year Updated: 1980 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Units in Building: 1 |
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Lot Area: 5227 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
May 15, 2017 Source: N/A | Sold | $2,100,000 |
Mar 28, 2017 Source: Agent Provided | Pending | $1,999,000 |
Mar 21, 2017 Source: Agent Provided | Listed For Sale | $1,999,000 |
Feb 18, 1994 Source: N/A | Sold | $415,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $24,864 | $2,519,100 |
Home facts updated by county records
Market trends in Brookline
Last updated July 2026
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM
Around this home
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Frequently asked questions about 44 Cypress St
- What is 44 Cypress St estimated to be worth?Trulia's estimated value for 44 Cypress St in Brookline, MA is $3,162,800.
- What is the price history for 44 Cypress St?44 Cypress St in Brookline, MA last sold for $2,100,000 in May 2017.
- Is Brookline a buyer's or seller's market?Brookline is currently a buyer's market, based on recent for-sale activity.
- What's the median sale price in Brookline?The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
- How big is the lot at 44 Cypress St?The lot at 44 Cypress St in Brookline, MA is about 0.12 acres (5,227 sq ft).

