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Jamaica Plain, Boston · Condominium Association

The Jamaica Way Condominiums

A 33-unit condominium community in Jamaica Plain, Boston.

Median Sale
$226k
Price / Sq Ft
$296
Avg Days on Mkt
60 days
Sold
2
HOA Range
Total Units
33

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

Homes for Sale in The Jamaica Way

No units are currently listed in The Jamaica Way. 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

The Jamaica Way is a 33-unit condominium community in Jamaica Plain, strategically positioned to offer residents direct access to some of Boston's most desirable destinations. Recent market data shows a median sale price of $226,250, with units averaging $296 per square foot—reflecting the neighborhood's value proposition for buyers seeking proximity to medical institutions, transit, and green space without premium pricing.

Amenities & Features

Based on recent listings, units at The Jamaica Way showcase:

  • Hardwood flooring throughout living spaces
  • High ceilings creating an open, airy feel
  • New windows for improved natural light and energy efficiency
  • Generous bedroom sizes providing comfortable living space
  • Bright, sunny exposures in multiple units
  • Corner unit configurations with enhanced light and views
  • Pond views available in select units
  • Flexible open floor plans suited to modern living

Unit Types & Layouts

The community features primarily two-bedroom units designed to maximize natural light and functionality. Recent listings highlight both standard and corner configurations, with the latter offering expanded sightlines and additional windows. Units positioned on upper floors command solar advantages, while corner placements provide cross-ventilation and multiple exposure angles. Top-floor locations deliver particularly sunny conditions throughout the day.

Living at The Jamaica Way

Location defines the Jamaica Way experience. The address places residents within walking distance of Brookline Village's retail and dining corridor, Jamaica Pond's recreational pathways, and the Emerald Necklace park system. Professional commuters benefit from immediate access to both Green Line stops (D and E branches) and bus routes, with Route 9 providing additional car-dependent options.

Longwood Medical Area employment—one of Boston's largest job centers—sits within walking distance for many residents, eliminating commute friction for healthcare workers, researchers, and administrators. The Huntington Avenue corridor connects to additional transit infrastructure.

Recent market activity shows a 60-day average time on market with two sales in the measurement period, suggesting moderate but steady demand. The Jamaica Way appeals to value-conscious buyers seeking established walkability, institutional proximity, and green space access without the premium pricing of adjacent neighborhoods. This positioning makes the community attractive to medical professionals, transit-dependent households, and anyone prioritizing accessibility to Boston's cultural and employment anchors over new construction amenities.

Recent Sales

Sold Aug 201110 Jamaicaway
$237,500
10 Jamaicaway #15
2 bd · 1 ba · 750 sqft · 113 days
Sold Apr 200910 Jamaicaway
$215,000
10 Jamaicaway #30
2 bd · 1 ba · 780 sqft · 7 days

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About Your The Jamaica Way Expert

JR

Justin Rollo

The Jamaica Way 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 The Jamaica Way — 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 The Jamaica Way →

Frequently Asked Questions

How much are condos at The Jamaica Way selling for?

Over recent sales, units at The Jamaica Way sold at a median of $226,250, about $296 per square foot.

How many units are in The Jamaica Way?

The Jamaica Way is a 33-unit condominium association in Boston, MA.

How fast do condos sell at The Jamaica Way?

Recent sales at The Jamaica Way averaged about 60 days on market, with 2 closings in the period.