157 Cypress St Unit 2, Brookline, MA For Sale $1,795,000 - listed by Ralph Smith — For Sale $1,795,000

Ralph Smith listing agent for 122 Smith Dr, Westwood, MA - sold for $2,100,000 — Sold $2,100,000

91 Plantingfield Way, Edgartown, MA Pending $14,000,000 - listed by Ralph Smith — Pending $14,000,000

Ralph Smith buyer's agent for 43 Bates Rd Unit 43, Watertown, MA - sold for $1,105,000 — Sold $1,105,000

Ralph Smith listing agent for 311 Clark Rd, Brookline, MA - sold for $2,375,000 — Sold $2,375,000

Ralph Smith buyer's agent for 21 Chestnut St Unit 4, Chelsea, MA - sold for $497,500 — Sold $497,500

Ralph Smith

Boston MA

Compass

45 Closed Sales

$46M Total Value

$440K - $3.4M Price Range

$1M Average Price

Prior 5 years

About Ralph

Home Types: House, Townhouse, Condo, MultiFamily

Years of Experience: 25

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	2
Total Value	$4,475,000
Average Sale Price	$2,237,500
Price Range	$2.1M - $2.4M

Buyer Deals
Total Deals	3
Total Value	$2,435,000
Average Sale Price	$811,667
Price Range	$498K - $1.1M

Seller Deals
Total Deals	6
Total Value	$7,382,000
Average Sale Price	$1,230,333
Price Range	$660K - $2.4M

Buyer Deals
Total Deals	5
Total Value	$6,690,000
Average Sale Price	$1,338,000
Price Range	$498K - $3.4M

Seller Deals
Total Deals	24
Total Value	$21,432,900
Average Sale Price	$893,038
Price Range	$395K - $2.4M

Buyer Deals
Total Deals	21
Total Value	$24,552,500
Average Sale Price	$1,169,167
Price Range	$350K - $3.4M

5 Year View

Neighborhoods Ralph is Experienced In

Ralph's Open Houses

$1,795,000

Open Thu 12PM - 1PM
- 4 Beds
- 3.5 Baths
- 2,075 Sq Ft
157 Cypress St

Unit 2

Brookline, MA
With its private entrance and welcoming foyer, this stunning 4 bed, 3.5 bath duplex condo showcases an architecturally designed layout created for a modern lifestyle. Defined by soaring cathedral ceilings, dramatic lines, and interesting angles, the home is filled with splendid natural light throughout. Every aspect has been thoughtfully designed to enhance openness, flow, and livability. The

Ralph Smith Compass

Ralph's Active Listings

$14,000,000
- 5 Beds
- 5 Baths
- 3,537 Sq Ft
91 Plantingfield Way

Edgartown, MA
EDGARTOWN WATERFRONT — Located within one of Edgartown's most coveted waterfront enclaves, where properties are rarely offered, this exceptional 2.3-acre waterfront property encompasses over 240 feet of private sandy beach on Eel Pond and presents a rare opportunity to create a legacy family compound. The existing residence offers immediate enjoyment while providing an exceptional foundation for

Ralph Smith Compass

Recently Sold

$2,100,000

Sold Sep 30, 2025
- 5 Beds
- 3.5 Baths
- 3,508 Sq Ft
122 Smith Dr

Westwood, MA
- 5% Above List
- $599/SF
- 3 Days On Market
- Current Est. Value $2M
Ralph Smith Compass

$2,375,000

Sold Jul 23, 2025
- 6 Beds
- 2.5 Baths
- 3,356 Sq Ft
311 Clark Rd

Brookline, MA
- 3% Above List
- $708/SF
- 7 Days On Market
- Current Est. Value $2M
Ralph Smith Compass

$778,000

Sold Jan 27, 2025
- 4 Beds
- 3 Baths
- 2,530 Sq Ft
20 Skyline Dr

North Dartmouth, MA
- 3% Below List
- $308/SF
- 20 Days On Market
- Current Est. Value $842K
Ralph Smith Compass

$660,000

Sold Aug 23, 2024
- 3 Beds
- 2 Baths
- 1,377 Sq Ft
161 Old Bolton Rd

Stow, MA
- 10% Above List
- $479/SF
- 4 Days On Market
- Current Est. Value $674K
Ralph Smith Compass

$737,000

Sold Jul 9, 2024
- 2 Beds
- 1 Bath
- 1,038 Sq Ft
20 Wachusett St

Unit 2

Jamaica Plain, MA
- 17% Above List
- $710/SF
- 0 Days On Market
- Current Est. Value $740K
Ralph Smith Compass

$732,000

Sold Jul 3, 2024
- 3 Beds
- 1.5 Baths
- 2,452 Sq Ft
119 Astle St

Tewksbury, MA
- 6% Above List
- $299/SF
- 12 Days On Market
- Current Est. Value $835K
Ralph Smith Compass

$820,000

Sold Jul 31, 2023
- 2 Beds
- 1.5 Baths
- 1,048 Sq Ft
156 Green St

Unit 304

Boston, MA
- 4% Above List
- $782/SF
- 1 Day On Market
- Current Est. Value $850K
Ralph Smith Compass

$785,000

Sold Jun 28, 2023
- 3 Beds
- 3 Baths
- 2,300 Sq Ft
19 Colorado St

Mattapan, MA
- 8% Below List
- $341/SF
- 31 Days On Market
- Current Est. Value $829K
Ralph Smith Compass

$575,000

Sold Nov 2, 2022
- 3 Beds
- 1 Bath
- 1,029 Sq Ft
64 Weld Hill St

Unit 2

Jamaica Plain, MA
- 21% Above List
- $559/SF
- 0 Days On Market
- Current Est. Value $645K
Ralph Smith Compass

Ralph Smith

(857) 425-3483

Homes for Sale by City

Ralph Smith

About Ralph

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Ralph is Experienced In

Ralph's Listings and Deals

Ralph's Open Houses

Ralph's Active Listings

Recently Sold