Among the friendly appeal of Searle Avenue and convenience of Cypress Street is this charming Arts and Crafts era two-family home. Each unit offers hardwood floors, living room with fireplace, dining room with beamed ceilings, and updated kitchen and baths. Unit #1: has two comfortable bedrooms that face rearward toward Searle. Unit #2: has three bedrooms and a private screened porch. The lower level has an additional kitchenette, bathroom, family room and game room. Common laundry is in the basement as are utilities and extra storage. The site has been thoughtfully planted, offering flowering trees for Spring and lush shade for Summer. There are two parking spaces, one on site, which doubles as a stone patio and garden, and a 2nd space on Searle by agreement among the neighbor association. A stone’s throw away from Brookline High School, Pierce School, Brookline Village, parks, MBTA Green (D) line. Fantastic location: walk to all that Brookline has to offer. A truly rare find!
Sold for $1,800,000
$1,800,000
18-20 Cypress St, Brookline, MA 02445
5beds
2,318sqft
2 Family - 2 Units Up/Down
Built in 1920
-- sqft lot
$-- Zestimate®
$777/sqft
$-- Estimated rent
Home value
Not available
Estimated sales range
Not available
Not available
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Ezra Stillman 617-721-7007,
Hammond Residential Real Estate 617-731-4644,
Amy Stillman 508-272-3972
Bought with:
AD Advisors Team
Block Realty
Source: MLS PIN,MLS#: 73362573
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Steam, Oil, Natural Gas
Cooling
- None
Appliances
- Included: Range, Dishwasher, Refrigerator
- Laundry: Electric Dryer Hookup, Washer Hookup
Features
- Laundry Room, Pantry, Bathroom With Tub & Shower, Living Room, Dining Room, Kitchen
- Flooring: Tile, Hardwood, Stone/Ceramic Tile
- Windows: Insulated Windows
- Basement: Partially Finished,Walk-Out Access,Interior Entry,Concrete
- Number of fireplaces: 2
- Fireplace features: Wood Burning
Interior area
- Total structure area: 2,318
- Total interior livable area: 2,318 sqft
- Finished area above ground: 2,318
Property
Parking
- Total spaces: 2
- Parking features: Off Street, On Street, Stone/Gravel
- Uncovered spaces: 2
Features
- Patio & porch: Porch, Screened, Patio
- Exterior features: Balcony/Deck, Rain Gutters
Lot
- Size: 2,936 Square Feet
- Features: Corner Lot, Level
Details
- Parcel number: 35922
- Zoning: T-5
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 2 Family - 2 Units Up/Down
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1920
Utilities & green energy
- Electric: Circuit Breakers, 100 Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Electric Dryer, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Medical Facility, House of Worship, Public School, T-Station, University, Sidewalks
Location
- Region: Brookline
Financial & listing details
- Price per square foot: $777/sqft
- Tax assessed value: $1,640,300
- Annual tax amount: $12,769
- Date on market: 2/16/2026
- Listing terms: Contract
- Total actual rent: 0
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/13/2025 | Sold | $1,800,000+0.1%$777/sqft |
Source: MLS PIN #73362573 Report a problem | ||
| 4/22/2025 | Listed for sale | $1,799,000$776/sqft |
Source: MLS PIN #73362573 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: Emerson Garden
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Nearby schools
GreatSchools rating
- 10/10Pierce SchoolGrades: K-8Distance: 0.2 mi
- 8/10Brookline High SchoolGrades: 9-12Distance: 0.3 mi
Schools provided by the listing agent
- Elementary: Pierce
- High: Brookline
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Massachusetts
- Norfolk County
- Brookline
- 02445
- Emerson Garden
- 18-20 Cypress St
