Stunning Estate Nestled on 7.4 Acres Beside Hale Reservation Lists for $8.5 Million

Located at the end of a tree-lined private drive, 26 Longmeadow Dr in Westwood, Massachusetts offers an unmatched blend of classic colonial elegance, resort-inspired amenities, and over seven acres of pristine land bordering the iconic Hale Reservation. Originally built in 1997, this meticulously maintained residence features more than 8,000 square feet of living space, offering privacy, luxury, and versatility just 30 minutes from Boston.

The five-bedroom, seven-bathroom estate exudes understated grandeur from the moment you arrive. With sun-drenched living spaces, custom millwork, seven fireplaces, and wide-plank hardwood floors throughout, the home’s architectural richness is matched only by its functionality.

“This is not just a house—it’s a sanctuary,” said listing agent Kristina Baynes-Reid of Westwood Real Estate. “The owners have poured their heart and soul into cultivating a private retreat, and the result is extraordinary.”

SEE MORE: Iconic Oceanfront Estate in Massachusetts Showcases Coastal Grandeur for $25.8 Million

Refined Interiors and Thoughtful Design

Upon entering 26 Longmeadow Dr, guests are welcomed by a soaring foyer flanked by elegant formal rooms perfect for entertaining. The heart of the home is a chef’s kitchen, equipped with top-of-the-line appliances, a center island, and an adjoining breakfast room that overlooks the lush backyard.

The main level flows effortlessly into a grand family room with vaulted ceilings and floor-to-ceiling windows, offering scenic views of the landscaped grounds. Upstairs, the luxurious primary suite is a haven of comfort, complete with a spa-inspired bathroom, dual walk-in closets, and a private sitting area with serene pond views. Additional en-suite bedrooms and flexible living spaces offer options for home offices, guest suites, or play areas.

SEE MORE: Weston Masterpiece Asking $38 Million Blends Timeless Grandeur with Cutting-Edge Luxury

A Landscape Built for Living

Outside, the estate reveals its most enchanting feature: a sprawling backyard oasis. The heated pool, stone patio, hot tub, and fully equipped cabana make it ideal for summer gatherings, while a private pond and rustic barn add charm and utility. A three-car heated garage and long paved driveway provide ease of access and ample parking.

“It’s rare to find this level of acreage in such a prime location,” Baynes-Reid told Luxury Houses Magazine. “You have the feeling of a countryside retreat, yet you’re minutes away from top-tier schools, commuter rail, and upscale shopping.”

SEE MORE: Luxury Home with Unparalleled Craftsmanship Hits Massachusetts Market at $3.575M

History, Value, and Exceptional Location

26 Longmeadow Dr was last sold in the late 1990s and has since remained in private hands, carefully updated to maintain its timeless appeal. Currently listed at $8.5 million, it commands approximately $1,058 per square foot—placing it among the most desirable properties in Massachusetts Real Estate. Westwood’s exceptional school system, proximity to Boston, and access to preserved natural spaces continue to drive demand in this coveted enclave.

“In terms of value, the property speaks for itself,” added Baynes-Reid. “It offers not just space and beauty, but also long-term investment potential—something every discerning buyer considers.”

Community, Schools, and Lifestyle

Living at 26 Longmeadow Dr means more than owning an exceptional estate—it means becoming part of a close-knit, vibrant community. Families benefit from access to top-rated schools such as Deerfield Elementary and Westwood High School. Outdoor lovers enjoy direct access to hiking, biking, and kayaking at Hale Reservation. Shopping and dining are just minutes away in Westwood Center and nearby Dedham, while Boston is easily accessible via the nearby Route 128 and commuter rail stations.

The home is marketed by Westwood Real Estate, known for representing many of the area’s most prestigious properties. Their expertise and deep knowledge of the local market help position this residence as a rare opportunity for privacy, luxury, and convenience in one of the state’s most sought-after towns.

To view the listing, visit Zillow
For more details, explore the listing on Advisors Living

* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*

More Homes in Massachusetts here:

• 
  Stunning Estate Nestled on 7.4 Acres Beside Hale Reservation Lists for $8.5 Million
• 
  Iconic Oceanfront Estate in Massachusetts Showcases Coastal Grandeur for $25.8 Million
• 
  Weston Masterpiece Asking $38 Million Blends Timeless Grandeur with Cutting-Edge Luxury
• 
  Luxury Home with Unparalleled Craftsmanship Hits Massachusetts Market at $3.575M

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