27 Chestnut St APT Ga, Boston, MA, 02108
About This Home
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.
Getting Around
Walker's Paradise
Rider's Paradise
BikeableSchools
Construction
Condition
- Year built: 1913
Materials
- Roof: Other
- Construction materials: See Remarks
Type & Style
- Home type: Condo
- Architectural style: Other (See Remarks)
- Property subType: Condominium
Interior
Appliances
- Appliances included: Range,Dishwasher,Refrigerator,Freezer,Washer,Dryer
- Laundry features: In Unit,Electric Dryer Hookup
Bedroom2
- Area: 156
Bedroom3
- Area: 154
Bedrooms & Bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Dining Room
- Area: 162
Features
- Flooring: Concrete,Other
- Finished area above ground: 2,180
Heating & Cooling
- Heating features: Forced Air,Natural Gas
- Cooling features: Central Air
Interior Area
- Total structure area: 2,180
- Total interior livable area: 2,180 sqft
Kitchen
- Area: 220
Living Room
- Area: 363
Master Bedroom
- Area: 168
Property
Details
- Parcel number: 1278300
- Attached to another structure: Yes
- Zoning: Res
Features
- Patio & porch: Deck - Roof,Patio,Patio - Enclosed
- Exterior features: Deck - Roof,Patio,Patio - Enclosed
Parking
- Parking features: On Street
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Heat Wave
- Inland Flooding
- Lightning
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $13,647 | $163,764 |
| Home Insurance * | $502 | $6,024 |
| Property Taxes | $1,551 | $18,612 |
| Electricity | $429 | $5,158 |
| Total | $16,129 | $193,548 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-04-21 | Listed for sale | $2,699,000 |
| 2025-12-02 | Listing removed | $2,750,000 |
| 2025-09-02 | Listed for sale | $2,750,000 |
| 2025-07-29 | Listing removed | $2,750,000 |
| 2025-02-04 | Listed for sale | $2,750,000 |
| 2024-11-25 | Listing removed | $2,899,000 |
| 2024-09-27 | Listed for sale | $2,899,000 |
For Sale by Agent
View on Zillow