A 323-unit condominium community in West Roxbury, Boston.
Market figures reflect closed sales over recent sales. Data sourced from MLS PIN.
Chestnut Village is a 323-unit condominium community positioned along the West Roxbury–Chestnut Hill line, close to the Brookline and Newton borders. The association is professionally managed with on-site management, and recent sales have run at a median of $352,500 (roughly $495 per square foot), with units typically spending about 68 days on market. Monthly HOA fees generally range from about $412 to $488, and—importantly for buyers—heat and hot water are included in the condo fee based on multiple listings.
Chestnut Village is a genuinely amenity-rich complex. Based on the listings, residents have access to:
The community offers both one-bedroom and two-bedroom floor plans across garden-level, first-floor, upper-floor, and top-floor units. One-bedroom homes are commonly around 625 square feet, while two-bedrooms run larger—one listing cites 780 square feet. Corner and end units are especially prized for extra sunlight and cross ventilation, and top-floor units frequently feature private balconies overlooking the courtyard.
Interiors vary by unit, but recurring features include eat-in kitchens (many updated with granite counters, stainless steel appliances, and tile floors), updated tile bathrooms, hardwood or parquet flooring in living areas and bedrooms, replacement windows, and generous closet space—some units add extra in-unit closets. A number of homes have been fully renovated in recent years. The community has historically seen a mix of standard resales, corporate-owned and bank-owned units, and homes eligible for programs like HomePath financing, making it a frequent target for both first-time buyers and investors.
The location is a major draw. Units sit minutes from the Chestnut Hill Mall and near Millennium Park and the Charles River Country Club, with quick access to major routes and public transportation. The West Roxbury–Chestnut Hill setting, combined with proximity to the Brookline and Newton lines, gives residents a suburban feel with a commuter-friendly reach into Boston.
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 Chestnut Village — 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 Chestnut Village →Over recent sales, units at Chestnut Village sold at a median of $352,500, about $495 per square foot.
Monthly condo fees at Chestnut Village currently range from roughly $412 to $487.69, depending on unit size and what the association's master policy covers.
Chestnut Village is a 323-unit condominium association in Boston, MA.
Recent sales at Chestnut Village averaged about 68 days on market, with 6 closings in the period.
