

1 / 26$2,480,000
5 bd · 3.5 ba · 3,738 sqft · Single Family
140 Dudley St
Brookline, MA 02445
Listing courtesy of Deborah M. Gordon, Coldwell Banker Realty - Brookline · MLS PIN #73492578
$3,095,000
Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.
Listing courtesy of Hilary Maddox Team, Compass · MLS PIN #73570606
MLS PIN #73570606 · Listed September 1, 2026
185 Warren Street, Brookline · All Brookline homes
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, landlords 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, leasing or renting 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, leasing or renting. 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.
$3,095,000
185 Warren Street


1 / 26$2,480,000
5 bd · 3.5 ba · 3,738 sqft · Single Family
Brookline, MA 02445
Listing courtesy of Deborah M. Gordon, Coldwell Banker Realty - Brookline · MLS PIN #73492578


1 / 26$3,700,000
6 bd · 4.5 ba · 4,350 sqft · Single Family
Brookline, MA 02445
Listing courtesy of Luan White, Coldwell Banker Realty - Brookline · MLS PIN #73561991


1 / 30$2,765,000
5 bd · 3.5 ba · 4,028 sqft · Single Family
Brookline, MA 02467
Listing courtesy of Hilary Maddox Team, Compass · MLS PIN #73572599


1 / 20$3,495,000
5 bd · 4.5 ba · 3,533 sqft · Single Family
Brookline, MA 02446
Listing courtesy of Sheila White, Compass · MLS PIN #73516646
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, landlords 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, leasing or renting 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, leasing or renting. 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.