Home / Boston / Renovated Penthouse With Private Roof Deck In Historic Bay Village
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Updated 2 hours ago

Renovated Penthouse With Private Roof Deck In Historic Bay...


18 Winchester St Boston, MA

1 - 3 Bed
1 - 2 Bath

700 - 1,050 Sq. Ft.

Available Now
1 Bed • 1 Bath
$3,000
Size: N/A
1 Available
Managed By: Modern Real Estate (AD)
-
$3,000
Available Sep 1st, 2026
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2 Beds • 1 Bath
$4,850 - $5,200
Size: N/A
2 Available
Managed By: Gateway Real Estate (AD)
-
$5,200
Available Now
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-
$4,850
Available Now
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2 Beds • 1 Bath
$4,500
700 ft2
1 Available
Managed By: Modern Real Estate (AD)
-
$4,500
Available Aug 1st, 2026
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2 Beds • 1 Bath
$5,400
Size: N/A
1 Available
Managed By: Modern Real Estate (AD)
-
$5,400
Available Sep 1st, 2026
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View Rented Units
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3 Beds • 2 Bath
$7,500
Size: N/A
1 Available
Managed By: Gateway Real Estate (AD)
-
$7,500
Available Jul 15th, 2026
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3 Beds • 2 Bath
$8,500
1050 ft2
1 Available
Managed By: Gateway Real Estate (AD)
-
$8,500
Available Now
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3 Beds • 2 Bath
$Ask
800 ft2
1 Available
Managed By: Modern Real Estate (AD)
-
$Ask
Available Now
View
3 Beds • 2 Bath
$7,500
Size: N/A
1 Available
Managed By: Modern Real Estate (AD)
-
$7,500
Available Now
View
View Rented Units
3 Beds • 2 Bath
$7,250
1000 ft2
1 Available
Managed By: Gateway Real Estate (AD)
-
$7,250
Available Aug 1st, 2026
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Where you'll live
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Property details
Description

Welcome home to this spectacular, newly renovated 3-bedroom, 2-bathroom penthouse nestled in the heart of Bay Village. Perfectly blending contemporary high-end design with classic Boston charm, this residence offers the ultimate urban oasis—complete with an expansive private roof deck showcasing Boston's skyline views.
The spacious living and dining area features hardwood floors, neutral tones, and recessed lighting with multiple oversized windows that flood the entire main level with natural light.
Designed for effortless entertaining, the gourmet kitchen boasts a large island, dual-tone cabinetry, quartz countertops, a classic subway tile backsplash, and a modern floating glass range hood over a premium stainless steel suite.
Retreat to bedrooms that feel tucked away from the world, including one highlighted by a gorgeous, floor-to-ceiling exposed brick accent wall that nods beautifully to the neighborhood’s historic roots.
Upstairs you have your own massive, private roof deck. Offering uninterrupted, panoramic views of the Back Bay skyline, it is the absolute perfect backdrop for morning coffee, evening cocktails, or open-air dining.
Tucked away on a quiet street in highly coveted Bay Village, you are just steps from the absolute best that Boston has to offer. Enjoy immediate access to the fine dining of the South End, the high-end shopping of Back Bay, the theater district, and multiple T-stations for an effortless commute.
A rare penthouse offering that checks every single box. Schedule your private showing today to experience this unparalleled combination of space, style, and outdoor luxury.

Additional Details
Total Unit Count: 1
Last Updated: Updated 2 hours ago
Contact Number: (408) 981-1088
Photos Floor Plans
Rent report
Monthly Rent Rent per Sq. Ft. Suggested
Monthly Income
Boston Average
Studio $2,788 $5.90 $8,365
1BR $3,269 $4.40 $9,807
2BR $3,920 $4.00 $11,760
3BR $4,905 $4.10 $14,714
4BR $5,087 $3.50 $15,261

Availability in Boston

In order to find the best deal, you need to know what types of units are available. Property managers may be willing to give concessions if they have many vacant units.

There are currently 1,082 1BR units on the market in Boston. If you're looking to negotiate, this may be your best option.

Studio
1BR
2BR
3BR
4BR
11% 26% 25% 18% 15%
Available Units in Boston
Studio 456
1BR 1,082
2BR 1,056
3BR 743
4BR 613
Location
Nearby Colleges
Nearby Hospitals
Name Distance
Tufts Medical Center 0.19 mi.
Boston Medical Center East Newton Campus 0.89 mi.
Massachusetts Ge NER Al Hospital 0.9 mi.
Nearby Fire Stations
Name Distance
Hamilton Volunteer Fire Department 0.58 mi.
Patchin Volunteer Fire Company, Inc. 0.7 mi.
Boston Volunteer Fire Department 0.7 mi.
FAQs
Is this property currently leasing units?
Yes, there is 1 unit available at this property.
How many units are move-in ready in the next 2 months?
This property has 1 unit available for move-in on July 15, 2026.
Does this property allow cats or dogs?
The property manager did not submit a pet policy with this listing.
How many bedrooms are in the available units?
There are 3 bedroom units available.
How many bathrooms are in the available units?
There are 2 bathroom units available.
What's the monthly rent at this property?
Renovated Penthouse With Private Roof Deck In Historic Bay Village has a 3 bedroom unit starting at $7,500.
Where is this property located?
This property is at 18 Winchester St in Boston, MA. It's 0.8 miles east from the center of Boston.
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