281 Chestnut Ave #1, Jamaica Plain | 2-Bed, 2-Bath Condo
Open-Plan Character in the Heart of Jamaica Plain
A sun-filled 2-bed, 2-bath first-floor condo with vintage wide-pine floors, exposed brick, a granite kitchen and a private deck — offered at $699,999.
The sun-filled living room, anchored by bay windows and beautiful exposed brick.
If you've been searching for a 2-bedroom condo for sale in Jamaica Plain with vintage character, real updates, and a location you simply can't beat, 281 Chestnut Avenue #1 deserves a spot at the top of your list. This sun-filled, first-floor home lives entirely on one level in central JP — surrounded by trees, just 0.3 miles from the Green Street Orange Line and minutes from vibrant Centre Street.
An Open, Light-Filled Layout with Vintage Character
Set on the first floor, this home lives on a single level — no stairs to navigate once you're inside. A welcoming entry foyer with closet opens into an open floor plan, where the living room — anchored by bay windows and beautiful exposed brick — flows into a dining area and the kitchen.
Vintage wide-pine floors run throughout, giving the home a warmth and character you simply can't reproduce. It's bright, it's open, and it feels instantly like home.
A Stylish Kitchen Built for Real Life
The kitchen is finished with granite counters, stainless steel appliances, a gas stove, and peninsula seating — with room for a true dining area alongside. It's the kind of space that works as well for weeknight dinners as it does for hosting friends.
Two Bedrooms, Two Full Baths
The primary bedroom features custom built-in cabinetry and an en-suite ¾ bath — a rare find at this price. The second bedroom opens directly onto a private, shaded rear deck, perfect for morning coffee, and a second full bath with a tub and shower serves guests.
Vintage wide-pine floors and exposed brick, a private deck out back, and the Orange Line a short walk away.
Comfortable, Efficient & Move-In Ready
Beyond the character, this home covers the everyday essentials:
- Mini-split AC and in-unit laundry
- Oversized entry foyer with closet, plus private basement storage
- A large shared back yard with garden area and a small fenced-in front yard
- Pet-friendly, 100% owner-occupied association with strong reserves
- One rented off-street parking space beside the building, plus plenty of on-street parking
An Unbeatable Jamaica Plain Location
Location is where this home truly shines. Tucked among the trees in central JP, 281 Chestnut places you in the middle of everything that makes Jamaica Plain real estate so sought-after:
- Centre Street is minutes away — JP's celebrated dining, coffee shops, independent retailers, and the beloved Saturday farmers market
- The Green Street station (Orange Line) is just 0.3 miles away, with Stony Brook also within reach — Back Bay and Downtown Boston in minutes
- Jamaica Pond — a 1.5-mile walking loop with sailing and a historic boathouse — is a short distance away
- Southwest Corridor Park and Franklin Park, both part of Olmsted's Emerald Necklace, are within easy reach
It's the rare address that's both peaceful and connected — trees and green space all around, the T a short walk away.
The Numbers
Frequently Asked Questions
See it in person.
A character-rich, updated first-floor condo in central Jamaica Plain — minutes to Centre Street and the Orange Line — won't last long.
Information deemed reliable but not guaranteed. MLS #73533860 · Offered by Christian Iantosca Team, Arborview Realty Inc.
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