A 54-unit condominium community in Milton, MA.
Market figures reflect closed sales over the last 12 months. Data sourced from MLS PIN.
Wolcott Woods is Milton's newest 55+ residential community built on a 47-acre former private estate. The development comprises 54 units featuring multiple architectural designs that blend classical New England styling with contemporary open-floor-plan living. Recent market data shows a median sale price of $1.85 million with an average time on market of 35 days.
The community offers several distinctive floor plan designs:
Common architectural features across units include fireplaced living areas, first-floor primary suites, open-concept kitchens with upscale appliances (Sub-Zero refrigeration, Wolf stoves), walk-in closets, laundry rooms, private offices, and natural wood accents. Many units showcase cathedral ceilings, island kitchens, and flexible layouts accommodating varied lifestyle needs.
The portfolio ranges from two-bedroom townhomes to three-bedroom detached homes and townhouses. Multiple units feature dual owner's suites on separate floors, providing flexibility for guests or dual-occupancy lifestyles. Both attached townhome and free-standing designs are available throughout the community. Kitchen configurations emphasize entertaining, with breakfast rooms and open connections to living areas standard across most plans.
Located only ten miles from Boston, Wolcott Woods offers convenient access to major highways and public transportation while maintaining a private, estate-like setting. The 47-acre grounds provide scenic views and seasonal landscaping throughout the development. Residents benefit from a low-density environment surrounded by nature, yet enjoy proximity to urban amenities and commuter corridors.
Monthly HOA fees range from approximately $656 to $887. The community's design emphasizes social gathering spaces—farmer's porches, side-entry porches, and grand room designs—supporting the 55+ lifestyle preference for neighbor interaction and relaxed entertaining.
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 Wolcott Woods — 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 Wolcott Woods →Over the last 12 months, units at Wolcott Woods sold at a median of $1,847,000, about $623 per square foot.
Monthly condo fees at Wolcott Woods currently range from roughly $656 to $887, depending on unit size and what the association's master policy covers.
Wolcott Woods is a 54-unit condominium association in Milton, MA.
Recent sales at Wolcott Woods averaged about 35 days on market, with 4 closings in the period.