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ActiveListed 40 days ago

$7,750,000

189 W Brookline St, South End, Boston, MA 02118

6
beds
6
baths
4,320
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
1,900 sqft
Year builtThe year the building was originally built, as reported by the listing agent.
2021
On the marketDays since the home was listed. New listings tend to move fastest.
40 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$1,794
ParkingSpaces that come with the home, as reported to the MLS.
2 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$81,935

What’s Special

  • Central Air

An entire South End brownstone. One remarkable home. A truly distinctive opportunity in a market defined largely by condominium living, this offering presents the chance to own an entire classic bow-front brownstone on one of the South End’s most beautiful & coveted tree-lined streets. Currently configured as two meticulously renovated residences, a penthouse triplex & garden duplex, the property has been transformed to near-new construction standards, bringing together timeless architecture, tailored interiors & exceptional flexibility under one roof. For those seeking the scale, privacy & permanence of a true townhome, the property offers the opportunity to combine both residences into one substantial single-family home, with conversion plans available for review. The existing configuration also provides immediate flexibility for multigenerational living, extended family, guests, an au pair or the ability to occupy one residence while generating income from the other. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths across three beautifully considered levels. Soaring ceilings, abundant natural light, custom millwork, gas fireplaces & refined finishes define the interiors, while a designer kitchen with custom cabinetry & high-end appliances anchors the main entertaining level. A private balcony extends from the kitchen, while an expansive private roof deck offers Boston skyline views, a built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two generous levels, with beautifully proportioned living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & curated finishes throughout. The living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences provide approximately 4,320 SF of finished interior space, private outdoor living at both the garden & rooftop levels & 2 direct-access parking spaces. Moments from acclaimed dining, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to move beyond the traditional condo & own an entire South End brownstone, ready to live beautifully today or become one extraordinary home for the future.

Listing courtesy of Ricardo Rodriguez & Associates Group, Coldwell Banker Realty - Boston · MLS PIN #73574746

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
6
Bathrooms
5 full, 2 half
Living area
4,320 sqft

Heating

1
  • Central

Cooling

1
  • Central Air

MLS PIN #73574746 · Listed September 9, 2026

Location

189 W Brookline St, South End, Boston · All South End 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.

$7,750,000

189 W Brookline St

158 W Canton St1 / 29
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$8,995,000

5 bd · 5.5 ba · 4,133 sqft · Single Family

158 W Canton St

South End, Boston, MA 02118

Listing courtesy of Michael Harper, Coldwell Banker Realty - Boston · MLS PIN #73485860

21 Rutland Square1 / 39
Active

$7,250,000

5 bd · 5 ba · 4,315 sqft · Single Family

21 Rutland Square

South End, Boston, MA 02118

Listing courtesy of Sprogis Neale Doherty Team, Sprogis & Neale Real Estate · MLS PIN #73575249

68 W Rutland Sq.1 / 42
Active

$6,795,000

5 bd · 4.5 ba · 5,135 sqft · Single Family

68 W Rutland Sq.

South End, Boston, MA 02118

Listing courtesy of The Sarkis Team, Douglas Elliman Real Estate - The Sarkis Team · MLS PIN #73577426

1 Fairfield St1 / 23
Active

$8,950,000

6 bd · 5.5 ba · 6,100 sqft · Single Family

1 Fairfield St

Back Bay, Boston, MA 02116

Listing courtesy of Michael Carucci, Serhant · MLS PIN #73575562

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.