Zumper

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Updated 5+ Days Ago

Highlights

  • Dishwasher
  • Modern kitchen
  • Modern comforts
  • Laundry in the building
  • Exposed brick accent wall
  • Sleek hardware

Location

20 Winchester St, Boston, MA 02116, USA|Bay Village

Property Overview

Contemporary interiors pair a modern kitchen and modern comforts with practical conveniences like a dishwasher and laundry in the building. Exposed brick accent wall and sleek hardware add character and a polished finish.

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

  • Elementary school nearby
  • Middle school nearby
  • High school nearby

Great for

  • Social life
  • Wellness

Available rentals nearby

featured image of 50 Station Lndg

Station Landing Apartments

Our team has verified this company

Wellington • 50 Station Lndg

2 Beds

$3,701–$11,132

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 250 1st Ave

Harborview at the Navy Yard

Our team has verified this company

Thompson Square - Bunker Hill • 250 1st Ave

2 Beds

$4,852–$5,740

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 18 Haviland St

Atrio Boston

Our team has verified this company

Fenway - Kenmore - Audubon Circle - Longwood • 18 Haviland St

2 Beds

$3,839–$5,664

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 249 3rd St

Lofts at Kendall Square

Our team has verified this company

East Cambridge • 249 3rd St

2 Beds

$3,813–$5,986

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 4 Emerson Pl

The West End Apartments

Our team has verified this company

West End • 4 Emerson Pl

2 Beds

$4,386–$5,646

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 35 Lomasney Way

Alcott

Our team has verified this company

West End • 35 Lomasney Way

2 Beds

$4,734–$6,129

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 285 3rd St

Third Square

Our team has verified this company

Kendall Square • 285 3rd St

2 Beds

$4,620–$5,829

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 88 Brandywyne Dr

Brandywyne Village

Our team has verified this company

Harbor View - Orient Heights • 88 Brandywyne Dr

2 Beds

$3,270–$4,001

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 50 Station Lndg

Station Landing Apartments

Our team has verified this company

Wellington • 50 Station Lndg

2 Beds

$3,701–$11,132

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 250 1st Ave

Harborview at the Navy Yard

Our team has verified this company

Thompson Square - Bunker Hill • 250 1st Ave

2 Beds

$4,852–$5,740

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 18 Haviland St

Atrio Boston

Our team has verified this company

Fenway - Kenmore - Audubon Circle - Longwood • 18 Haviland St

2 Beds

$3,839–$5,664

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
featured image of 249 3rd St

Lofts at Kendall Square

Our team has verified this company

East Cambridge • 249 3rd St

2 Beds

$3,813–$5,986

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 4 Emerson Pl

The West End Apartments

Our team has verified this company

West End • 4 Emerson Pl

2 Beds

$4,386–$5,646

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 35 Lomasney Way

Alcott

Our team has verified this company

West End • 35 Lomasney Way

2 Beds

$4,734–$6,129

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 285 3rd St

Third Square

Our team has verified this company

Kendall Square • 285 3rd St

2 Beds

$4,620–$5,829

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 88 Brandywyne Dr

Brandywyne Village

Our team has verified this company

Harbor View - Orient Heights • 88 Brandywyne Dr

2 Beds

$3,270–$4,001

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.

Rent trends in Bay Village

2-bedroom apartments at 20 Winchester St cost about 4% less than the average rent price for 2-bedroom apartments in Boston.

Median rents as of Nov 7 2026.
Bay Village
Boston
A table of 2-bedroom apartment rental data trends in Boston
MonthMedian Rent
November 2024$3,500
December 2024$3,488
January 2025$3,469
February 2025$3,498
March 2025$3,500
April 2025$3,500
May 2025$3,500
June 2025$3,516
July 2025$3,520
August 2025$3,555
September 2025$3,495
October 2025$3,443
November 2025$3,420
December 2025$3,474
January 2026$3,503
February 2026$3,505
March 2026$3,587
April 2026$3,598
May 2026$3,600
June 2026$3,597
July 2026$3,577
August 2026$3,541
September 2026$3,535
October 2026$3,545
November 2026$3,500
A table of 2-bedroom apartment rental data trends in Bay Village
MonthMedian Rent
November 2024$7,185
December 2024$5,370
January 2025$4,418
February 2025$4,562
March 2025$4,500
April 2025$4,462
May 2025$3,925
June 2025$3,500
July 2025$5,506
August 2025$6,265
September 2025$3,380
October 2025$3,471
November 2025$3,300
January 2026$4,000
February 2026$4,285
March 2026$4,587
April 2026$4,974
May 2026$4,560
June 2026$5,020
July 2026$5,220
August 2026$4,450
September 2026$5,187
October 2026$4,910
November 2026$4,700

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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Neighborhood

Bay Village | Boston, MA

NEIGHBORHOOD VIBE
Lively and energetic
You’ll be in the heart of the action in this bustling and vibrant area with plenty of shopping, nightlife, and culture.

Getting around Boston near 20 Winchester St

Walking

10/10
No car? No problem. Everything you need is within a few blocks.

Driving

4/10
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
292 Boylston St
Bottega Veneta
310 Boylston St
Anne Fontaine
318 Boylston St
Hermes
320 Boylston St
Starbucks
821 Washington St
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 & Tremont Sts
Tremont St / Marginal St
Ruggles Station - Park & Tremont Sts
285 Tremont St
Ruggles Station - Park & Tremont Sts
Arlington St / Isabella St
City Point - Copley Station
Herald St / Tremont St
City Point - Copley Station
Back Bay
Providence / Stoughton Line, Framingham / Worcester Line, Franklin / Foxboro Line, Needham Line
Boston
Northeast Regional, Acela, Lake Shore Limited
Boston
Northeast Regional, Acela, Lake Shore Limited
South Station
Providence / Stoughton Line, Fairmount Line, Framingham / Worcester Line, Franklin / Foxboro Line, Fall River / New Bedford Line, Needham Line, Greenbush Line, Kingston Line, CapeFLYER
North Station
Newburyport / Rockport Line, Lowell Line, Haverhill Line, Fitchburg Line
Tufts Medical Center
Orange Line
Arlington
Green Line
Boylston
Green Line
Chinatown
Orange Line
Back Bay
Orange Line

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