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Built for Generations: Family Compounds Across New England & The Adirondacks05.12.2026

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Some properties are purchased for a moment in time. Others are held for generations.  Across New England and the Adirondacks, family compounds have long represented a distinct kind of ownership — properties designed not simply as homes, but as places to return to year after year. With [...]

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Five Exceptional Equestrian Properties Across New England

New England is home to some of the most stunning equestrian properties that seamlessly combine luxury living with a passion for horses. From heated indoor arenas to roomy paddocks and well-appointed barns, each listing offers a unique opportunity to embrace the equestrian lifestyle. Here are five exceptional properties on the market right now:

Sweet Oaks Farm

30 Field Road, Sudbury, MA | Offered at $5,495,000

This timeless shingle-style farmhouse seamlessly merges with its natural surroundings. Nestled on over 15 acres of picturesque land, the property boasts an impressive equestrian facility with all the necessary amenities.

Inside, the home is bathed in abundant natural light, accentuating its remarkable craftsmanship, characterized by clean lines, expansive windows, and exquisite millwork.

The property boasts a well-appointed 6-stall barn, a heated indoor riding arena, and an adjoining apartment for guests or caretakers.


Elmore Mountain Farm

1108 Elmore Mountain Road, Morristown, VT | Offered at $2,495,000

Nestled at the foot of Elmore Mountain and the Worcester Range, Elmore Mountain Farm represents a rare opportunity to own a fully restored, 5+ bedroom farmhouse with extensive pastures and woodlands. With its private setting yet close proximity to local amenities, this 34-acre property is perfect for equestrian enthusiasts seeking a blend of charm and functionality.

The expansive pastures are ideal for grazing and riding, and established gardens and fruit trees create a serene and productive landscape.

The large barn offers ample storage and space for livestock, plus 2,700 SF of additional living/rental space.


Brackenside Estate

300 Bridge Street, Hamilton, MA | Offered at $3,750,000

This estate combines rich history with modern amenities, making it a perfect retreat for equestrian enthusiasts, located only 40 minutes from Boston. The property boasts a rich history of hosting prestigious riding events like the Jumper Classic, and once served as the headquarters for the United States Equestrian Team.

This impressive red brick Jacobian mansion features nine bedrooms, six full- and two half-bathrooms, eight fireplaces, a wine cellar, and an apartment ideal for an au pair or guests.

Open fields are ideal for riding and training, and formal gardens and old stone walls create a picturesque backdrop for equestrian events.


Meadowbrook Farm

600 S Main Street, Mansfield, MA | Offered at $1,295,000

Meadowbrook Farm includes the Herman Hall House, a circa 1825Federal-style home brimming with history and opportunity. With its historic charm, prime location near major routes, and potential for development, Meadowbrook Farm is a rare and valuable find.

Two fenced turnout pastures with room for more, in addition to a six-stall bank barn and an outdoor riding ring, provide ample space for equestrian activity.

The property abuts 22 acres of wooded conservation land with accessible walking and riding trails.


Bay Road Equestrian

482 Bay Road, Hamilton, MA | Offered at $2,695,000

Bay Road Equestrian offers an idyllic setting featuring large open paddocks and fieldsfor equestrian pursuits with some of the most breathtaking scenery on the North Shore. With its expansive 48 acres, the property provides opportunity to create an exquisite estate with ample space for various activities in a private setting.

There is a main barn on the property with an apartment on the second level, along with two other barns. Proximity to Boston and nearby commuter rails add to the desirability of the property.

The connection to the Essex County Trail Association (ECTA) trail system allows riders to explore the surrounding area easily, whether on foot or on horseback.

Interested in connecting with one of our Luxury Real Estate Equestrian Specialists? Get in touch today.

 

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