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Roxbury, Boston · Condominium Association

Winslow Court Condominiums

A 24-unit condominium community in Roxbury, Boston.

Median Sale
$231k
Price / Sq Ft
$207
Avg Days on Mkt
89 days
Sold
4
HOA Range
Total Units
24

Market figures reflect closed sales over recent sales. Data sourced from MLS PIN.

Homes for Sale in Winslow Court

No units are currently listed in Winslow Court. Inventory here moves quickly — join the off-market list below to hear first when one comes up, or explore these similar nearby communities that have availability:

Overview

Winslow Court Condominium is a modern 24-unit complex located in Roxbury's Nubian Square neighborhood (formerly Dudley Square), positioned in the geographic heart of Boston. The development features bi-level townhouse-style units with contemporary finishes and practical in-unit amenities. Recent market data shows a median sale price of $230,500 with an average of 89 days on market.

Amenities & Features

  • In-Unit Laundry: Washer/dryer hookups available in units
  • Parking: Off-street parking for one car per unit
  • Kitchen Finishes: Select units feature newly installed granite countertops and stainless steel appliances
  • Flooring: Wall-to-wall carpeting throughout living areas; renovated units include hardwood floors
  • Natural Light: Multiple windows providing abundant light in living spaces
  • Outdoor Space: Private decks and balconies available in select units
  • Recent Exterior Work: Complex exterior and roofing have been recently updated

Unit Types & Layouts

Units at Winslow Court are configured as bi-level townhouses with 2 bedrooms and 1 bathroom. The typical layout spans over 1,000 square feet and includes a ground-floor kitchen and dining area with access to private outdoor space. Living areas feature expansive window configurations. End units are available, offering corner positioning and enhanced natural light. Some units are configured within smaller 4-unit buildings within the larger complex.

The property mix reflects various stages of renovation—some units are move-in ready with updated kitchens and hardwood floors, while others offer investment potential with original finishes requiring personalization.

Living at Winslow Court Condominium

Winslow Court's location near Dudley Square positions residents within walking distance of public transportation, hospitals, and educational institutions. The neighborhood's revitalization has created an increasingly dynamic community with improved pedestrian access to local amenities. The address places occupants minutes from Boston's major transit lines, making commuting to downtown and surrounding areas straightforward.

Investment appeal is notable here—recent listings have emphasized the area's upward trajectory and opportunity for equity building. The $207 per square foot pricing and recent median sales activity suggest active market interest. Monthly rents on tenanted units have been documented at $1,209, indicating income-generation potential for investors.

The neighborhood's transformation and central Boston location appeal to both owner-occupants seeking value and investors pursuing long-term appreciation in an established urban neighborhood.

Recent Sales

Sold Nov 2020282 Dudley St
$312,500
282 Dudley St #16
2 bd · 1 ba · 1,018 sqft · 11 days
Sold Jan 2018268 Dudley St
$306,000
268 Dudley St #3
2 bd · 1 ba · 1,028 sqft · 130 days
Sold Oct 2014282 Dudley Street
$155,000
282 Dudley Street #16
2 bd · 1 ba · 1,018 sqft · 96 days
Sold Jul 2012282 Dudley Street
$73,000
282 Dudley Street #16
2 bd · 1 ba · 1,018 sqft · 119 days

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About Your Winslow Court Expert

JR

Justin Rollo

Winslow Court Condominium Specialist · Signal Real Estate

Justin Rollo is a Massachusetts real estate expert with over a decade of experience and hundreds of South Shore transactions. He tracks every sale, pending, and price movement inside Winslow Court — so whether you're buying into the community or thinking about selling, you're working with someone who knows this specific association inside and out.

Ask Justin about Winslow Court →

Frequently Asked Questions

How much are condos at Winslow Court Condominium selling for?

Over recent sales, units at Winslow Court Condominium sold at a median of $230,500, about $207 per square foot.

How many units are in Winslow Court Condominium?

Winslow Court Condominium is a 24-unit condominium association in Boston, MA.

How fast do condos sell at Winslow Court Condominium?

Recent sales at Winslow Court Condominium averaged about 89 days on market, with 4 closings in the period.