Updated 5+ Days Ago
Highlights
- Dishwasher
- Heat
- Private roof deck
- Everything is brand new
- Penthouse
Location
20 Winchester St, Boston, MA 02116, USA|Bay Village
Tour 20 Winchester St
Contact
Gateway Real Estate (AD)
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Property Overview
20 Winchester St, Boston, MA 02116 offers a penthouse setting with everything brand new, plus dishwasher, heat, and a private roof deck. Nearby schools are close by, and the area offers abundant dining, cultural, fitness, and wellness options, along with parks and on-site programs. The 23 photos also provide a useful preview of the space.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
High school nearby- Middle school nearby
- Elementary school nearby
Great for
Social life
Wellness
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
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About 20 Winchester St
July 1St Move In!!! Sept 1St Move In Possible For $8500 Owner Pays Broker Fee!!! Brand New Construction..... Everything Is Brand New Penthouse 3 Bed 2 Bath In Bay Village New Construction 2026 Tenants are responsible for Electric which covers the heat as well, water and sewer. Penthouse Three Bedroom, 2 Bath, Private roof deck. Dishwasher.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 20 Winchester St compares to other nearby properties.
Positives
- High school nearby
- There is a high school 0.1 mile away
- Middle school nearby
- There is a middle school 0.1 mile away
- Elementary school nearby
- There is an elementary school 0.2 mile away
- Images Available
- There are at least 10 photos of this address
Address details
| Neighborhood | Bay Village |
|---|---|
| Zip code | 02116 |
| Type | Condo for rent |
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Rent trends in Bay Village
3-bedroom apartments at 20 Winchester St cost about the same as the average rent price for 3-bedroom apartments in Boston.
Median rents as of Jul 25 2026.
Bay Village
Boston
| Month | Median Rent |
|---|---|
| August 2024 | $3,877 |
| September 2024 | $3,900 |
| October 2024 | $3,898 |
| November 2024 | $4,075 |
| December 2024 | $4,200 |
| January 2025 | $4,212 |
| February 2025 | $4,175 |
| March 2025 | $4,072 |
| April 2025 | $4,080 |
| May 2025 | $4,010 |
| June 2025 | $3,998 |
| July 2025 | $3,959 |
| August 2025 | $3,934 |
| September 2025 | $3,900 |
| October 2025 | $3,836 |
| November 2025 | $3,940 |
| December 2025 | $4,225 |
| January 2026 | $4,275 |
| February 2026 | $4,207 |
| March 2026 | $4,200 |
| April 2026 | $4,193 |
| May 2026 | $4,200 |
| June 2026 | $4,118 |
| July 2026 | $3,975 |
| Month | Median Rent |
|---|---|
| February 2025 | $5,400 |
| March 2025 | $5,400 |
| April 2025 | $5,100 |
| February 2026 | $5,537 |
| March 2026 | $5,550 |
| April 2026 | $5,650 |
| May 2026 | $5,690 |
| June 2026 | $6,210 |
| July 2026 | $6,187 |
Affordability calculator
Can I afford to live at 20 Winchester St?
Bedrooms
3 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$300,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $300,000 annually to afford this 3-bedrooms monthly rent price of $7,500.
For more information on rent affordability, visit our rent calculator.
Schools near 20 Winchester St
ABCD South Boston Head Start
424 west broadway
south boston, MA, 2127
PKPublic
ABCD South Boston Head Start - Mercer
125 mercer st
south boston, MA, 2127
PKPublic
ABCD Walnut Grove Head Start
22 elm hill ave
dorchester, MA, 2121
PKPublic
Brookline Early Education Program at Clark Road
333 washington st
brookline, MA, 2445
PKPublic
ABCD Allston Head Start
41 quint ave
allston, MA, 2134
PKPublic
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Internet available near 20 Winchester St
Neighborhood
Bay Village | Boston, MA
Getting around Boston near 20 Winchester St
Walking
10/10
No car? No problem. Everything you need is within a few blocks.
Driving
3/10
Roads are accessible, but parking may be a challenge.
Cycling
7/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.
Transit
10/10
Getting around is a breeze; rapid transit and bus lines are a few blocks away.
Points of interest for 20 Winchester St, Boston
Groceries
9/10
Exceptional variety of groceries within a few minutes' walk
Shopping
10/10
Exceptional variety of shops within a few minutes’ walk
Cafes
10/10
Exceptional variety of cafés within a few minutes’ walk
Restaurants
10/10
Exceptional variety of restaurants within a few minutes’ walk
Primary schools
9/10
At least one elementary school within a 5-minute walk
High schools
10/10
At least one high school within a 5-minute walk
Parks
10/10
Exceptionally large amount of park space within a few minutes’ walk
Nightlife
10/10
Exceptional variety of bars right within a few minutes’ walk
Explore the area around 20 Winchester St
C Mart of Herald St
50 Herald St
Jia Ho Supermarket
692 Washington St
Whole Foods Market
348 Harrison Ave
Kikka Sushi
348 Harrison Ave
Sun Wing LLC
27 Harrison Ave
Audemars Piguet Boutique Boston
296 Boylston St
St. John Boutique
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Bottega Veneta
310 Boylston St
Anne Fontaine
318 Boylston St
Hermes
320 Boylston St
Starbucks
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Dunkin'
8 Park Plz
Adela Snack Place
10 Park Plz
City Place Boston
8 10 Park Plz
Starbucks
64 Arlington St
Jacques
79 Broadway
Royale
279 Tremont St
Candibar
275 Tremont St
Legacy Boston
275 Tremont St
Rooftop at Revere
200 Stuart St
City Produce
231 Harrison Ave
Tatte Bakery & Cafe
80 Boylston St
Top Bread
77 Harrison Ave
Bao Bao Bakery & Cafe
84 Harrison Ave
Ocean Treasure Corp
84 Harrison Ave
Bay Village Neighborhood Park
Playground
Elliot Norton Park
Park
Golden Age Center
Mike & Patty's
12 Church St
Nino's Pizza
79 Charles St
Rooftop at Revere
200 Stuart St
Chaps
100 Warrenton St
Bootleg Special
400 Tremont St
Tremont St @ Charles St S
Ruggles Station - Park Street Station
Tremont St @ Marginal St
Ruggles Station - Park Street Station
285 Tremont St
Ruggles Station - Park Street Station
Park Square
Boston - Taunton
Arlington St @ Isabella St
City Point - Copley Square
Back Bay
Framingham/Worcester Line, Framingham/Worcester Line
Back Bay
Franklin/Foxboro Line, Needham Line, Providence/Stoughton Line, Franklin/Foxboro Line, Needham Line, Providence/Stoughton Line
Back Bay
Franklin/Foxboro Line, Needham Line, Providence/Stoughton Line
Back Bay
Orange Line, Foxboro Event Service, Framingham/Worcester Line, Franklin/Foxboro Line, Needham Line, Providence/Stoughton Line, Orange Line
South Station
CapeFLYER, Fairmount Line, Foxboro Event Service, Framingham/Worcester Line, Franklin/Foxboro Line, Greenbush Line, Kingston Line, Middleborough/Lakeville Line, Needham Line, Providence/Stoughton Line
Tufts Medical Center
Orange Line, Orange Line
Boylston
Green Line B, Green Line C, Green Line D, Green Line E
Arlington
Green Line B, Green Line C, Green Line D, Green Line E, Green Line B, Green Line C, Green Line D, Green Line E
Boylston
Green Line B, Green Line C, Green Line D, Green Line E
Chinatown
Orange Line, Orange Line
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