Stephen O'leary Real Estate Agent - O'Leary Homes

105 Bonney Dr, Holliston, MA Pending $1,649,900 - listed by Stephen O'leary — Pending $1,649,900

Section Image — Pending $1,649,900

Stephen O'leary listing agent for 110 Bonney Dr, Holliston, MA - sold for $1,669,900 — Sold $1,669,900

Stephen O'leary listing agent for 154 Union St, Holliston, MA - sold for $1,200,000 — Sold $1,200,000

Stephen O'leary listing agent for 148 Union St, Holliston, MA - sold for $1,150,000 — Sold $1,150,000

Stephen O'leary listing agent for 15 Katie Way, Holliston, MA - sold for $1,536,826 — Sold $1,536,826

Stephen O'leary listing agent for 19 Katie Way, Holliston, MA - sold for $1,377,280 — Sold $1,377,280

Stephen O'leary

O'Leary Homes

7 Closed Sales

$9.1M Total Value

$970K - $1.7M Price Range

$1.3M Average Price

Prior 5 years

About Stephen

Home Types: House

Years of Experience: 10

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	3
Total Value	$4,019,900
Average Sale Price	$1,339,967
Price Range	$1.2M - $1.7M

Seller Deals
Total Deals	3
Total Value	$4,019,900
Average Sale Price	$1,339,967
Price Range	$1.2M - $1.7M

Seller Deals
Total Deals	7
Total Value	$9,140,120
Average Sale Price	$1,305,731
Price Range	$970K - $1.7M

Stephen's Listings and Deals

Stephen's Active Listings

$1,649,900

Pending
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
105 Bonney Dr

Holliston, MA
MOVE-IN READY! Close before the school year starts! Welcome to the 2nd release on Holliston’s newest 3-home cul-de-sac. Occupying the cul-de-sac's most expansive lot, this 4-bed, 3.5-bath estate is rooted in Organic Modern design, pairing wide-plank European Oak with West Elm lighting. The main level features an executive office with custom built-ins, formal dining, and a chef’s kitchen boasting

Stephen O'leary O'Leary Homes

Recently Sold

$1,669,900

Sold Jul 16, 2026
- 4 Beds
- 3.5 Baths
- 3,509 Sq Ft
110 Bonney Dr

Holliston, MA
- 4% Above List
- 9 Days On Market
- $476/SF
Stephen O'leary O'Leary Homes

$1,200,000

Sold Mar 25, 2026
- 3 Beds
- 2.5 Baths
- 2,798 Sq Ft
154 Union St

Holliston, MA
- 4% Above List
- 5 Days On Market
- $429/SF
Stephen O'leary O'Leary Homes

$1,150,000

Sold Nov 25, 2025
- 3 Beds
- 2.5 Baths
- 2,700 Sq Ft
148 Union St

Holliston, MA
- 5% Above List
- 0 Days On Market
- $426/SF
Stephen O'leary O'Leary Homes

$1,536,826

Sold Nov 1, 2023
- 4 Beds
- 3.5 Baths
- 4,019 Sq Ft
15 Katie Way

Holliston, MA
- 10% Above List
- 82 Days On Market
- $382/SF
- Current Est. Value $2M
Stephen O'leary O'Leary Homes

$1,377,280

Sold Oct 7, 2022
- 4 Beds
- 3.5 Baths
- 3,741 Sq Ft
19 Katie Way

Holliston, MA
- 6% Above List
- 125 Days On Market
- $368/SF
- Current Est. Value $2M
Stephen O'leary O'Leary Homes

$970,000

Sold Apr 22, 2022
- 4 Beds
- 2.5 Baths
- 3,412 Sq Ft
68 Kim Place

Holliston, MA
- 4% Above List
- 7 Days On Market
- $284/SF
- Current Est. Value $1M
Stephen O'leary O'Leary Homes

$1,236,113

Sold Dec 17, 2021
- 4 Beds
- 4 Baths
- 3,643 Sq Ft
21 Katie Way

Holliston, MA
- 7% Above List
- 31 Days On Market
- $339/SF
- Current Est. Value $1M
Stephen O'leary O'Leary Homes

Stephen O'leary

(774) 425-7611

O'Leary Homes

(774) 425-7611

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