$2,699,000
27 Chestnut Street
Boston, MA, 02108
This spectacular 3+ bedroom, 2 bath duplex w/ 18ft ceilings combines Beacon Hill elegance w/ contemporary style! With a unique double height living room, the spaces are extraordinary, creating an architectural masterpiece all within one of the most notable South Slope buildings. Oversized windows add to the appeal of this incredible condo. Polished concrete flooring along w/ industrial elements including a metal staircase & steel beam accents, create a space that is both visually appealing, as well as open, inviting & dramatic. A private entry is located off the building’s enclosed courtyard-a hidden oasis. An inviting sitting room, bdrm & bath are located on the upper floor that overlooks the expansive lower floor where the living room & den have access to a charming enclosed patio. Two addt’l bdrms & a bath are located on one side of the unit, and the opposite side offers a large dining room & fantastic oversized kitchen. Common courtyard, common deck w/sweeping views, live-in super.
Property Details
Price:
$2,699,000
MLS #:
73504892
Status:
Active
Beds:
3
Baths:
2
Type:
Condo
Subtype:
Condominium
Neighborhood:
beaconhill
Listed Date:
Apr 21, 2026
Finished Sq Ft:
2,180
Total Sq Ft:
2,180
Year Built:
1913
Schools
Interior
Above Grade Finished Area
2180
Appliances
Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Concrete, Other
Heating
Forced Air, Natural Gas
Laundry Features
In Unit, Electric Dryer Hookup
Exterior
Architectural Style
Other (See Remarks)
Association Amenities
Hot Water, Elevator(s), Fitness Center, Storage, Garden Area
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, T-Station, Other
Construction Materials
See Remarks
Exterior Features
Deck – Roof, Patio, Patio – Enclosed
Open Parking YN
1
Parking Features
On Street
Patio And Porch Features
Deck – Roof, Patio, Patio – Enclosed
Roof
Other
Security Features
Intercom, Other
Stories
2
Financial
HOA Fee
$1,233
HOA Fee Frequency
Monthly
HOA Includes
Heat, Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash, Air Conditioning, Reserve Funds
Tax Year
2026
Taxes
$15,918
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Community
- Address27 Chestnut Street Boston MA
- CityBoston
- CountySuffolk
- Zip Code02108
Subdivisions in Boston
- Adams Village
- Allston
- Ashmont Hill / Carruth Area
- Bellevue Hill
- Bellevue Hill/ Roxbury Latin
- Boston
- Brighton
- Brighton-Oak Square
- Carruth’s Hill
- Charlestown
- Dorchester
- Fairmount Hill
- Farlow Hill
- Fort Hill Highland Park
- Harbor View-Orient Heights
- Harborview
- Hyde Park
- Jamaica Plain Moss Hill
- Lower Mills
- Lowermills
- Mattapan
- Melville Park
- Mission Hill – Longwood Medical
- Moss Hill
- Moss Hill, across from Emerald Necklace & Jamaica Pond
- Moss Hill, Jamaica Plain
- Orient Heights
- Peak Hill Neighborhood
- Pondside/Monument Square Historic District
- Readville
- Roslindale Village
- ROXBURY
- South End
- St Botolph
- Stonybrook Village
- Thomas Park / Dorchester Heights
- Thompson Square
- Tommy’s Rock
- Well Respected Hyde Park Neighborhood Area of Boston.
- West Roxbury
- West Roxbury’s Bellevue Hill
- West Side
- Woodbourne Historic District
- Woodbourne in JP/Roslindale
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Property Summary
- 27 Chestnut Street Boston MA is a Condo for sale in Boston, MA, 02108. It is listed for $2,699,000 and features 3 beds, 2 baths, and has approximately 2,180 square feet of living space, and was originally constructed in 1913. The current price per square foot is $1,238. The average price per square foot for Condo listings in Boston is $1,018. The average listing price for Condo in Boston is $1,410,815. To schedule a showing of MLS#73504892 at 27 Chestnut Street in Boston, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Gibson Sotheby’s International Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
27 Chestnut Street
Boston, MA