This elegant Penthouse Duplex is in a boutique, landmark elevator building, located in Boston's charming Bay Village neighborhood. Reminiscent of a Parisian apartment, this jewel box of a home is exquisitely appointed throughout. There is a welcoming limestone foyer that brings you into the open living/dining area, offering breathtaking city views through its floor to ceiling windows. There are gleaming hardwood floors, a wood burning fireplace, built-in bookcases and an office niche. The gourmet galley kitchen has brand new, stainless appliances, granite countertops and custom cabinetry. A sweeping staircase brings you to the upper level. The master bedroom has two skylights, generous closet space and built-ins. The guest bedroom doubles as a study with built-in bookcases and French doors leading to a private terrace. The sumptuous, tiled bath has been fully renovated. Direct access to the common roof deck, in-unit laundry and additional storage in the basement. Rental parking nearby. Amenities: Central Heat, Eat-in Kitchen, First Month, Large Unit, Last Month, Luxury, New/Renovated Bath & New/Renovated Kitchen. Parking: on-street.
82 days on RentalSource
RentalSource last checked: 7 hours ago · Listing updated: November 10, 2026
This 2-bedroom, 1.5-bathroom apartment at 40 Winchester St #504 in Boston, MA 02116 rents for $5,900 a month. It has 1,208 square feet. 40 Winchester St #504 was advertised by Iana Ulianova on August 25, 2026.
How the Rent Compares
At $5,900 a month, this apartment is well above the typical rent for 2-bedroom apartments and condos in Boston (about $3,900).
Typical $3,900This home $5,900
$3,000$5,940
From 377 two-bedroom apartments and condos listed in Boston on RentalSource in November 2026: the scale holds eight in ten of them, and the shaded band the middle half.
$3,900Typical rent for 2-bedroom apartments and condos in Boston
The rent has dropped from $6,500 to $5,900 since it was listed on August 25.
Rent history for this home, newest first
Date
Event
Rent
Change
September 30, 2026
Price change
$5,900−9.2%
−9.2%
August 25, 2026
Listed for rent
$6,500
These are listed prices. What renters actually paid may have been different.
Affordability Calculator
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Recommended income
$236,000 /year
With your chosen rent-to-income ratio, an annual income of $236,000 is recommended to comfortably afford this 2-bedroom rental priced at $5,900 per month.
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