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Benson Woods is a 79 home community on 96 wooded acres offering a relaxed lifestyle for active adults free of lawn mowing, snow plowing and other exterior chores.


Benson Woods offers both detached single family homes as well as attached homes. Upcoming Phase 2 will feature a clubhouse for the community.

CHESTNUT CIRCLE NOW OPEN FOR SALE

Five Sites on a Premier Cul-de-Sac


BENSON WOODS EAST - PHASE 2 COMING SOON

OPEN HOUSE EVERY SUNDAY 10 AM - 3 PM OR BY APPOINTMENT

SAME-DAY APPOINTMENTS AVAILABLE. CONTACT US TODAY.

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Luxury Living For Active Adults

BENSON WOODS

Welcome to Benson Woods, an active adult community located in the picturesque rural community of Middlebury, where the beauty of nature meets a carefree, active lifestyle. Single-level living, lush landscapes, two-car garages and maintenance services make Benson Woods an ideal choice for active adults.


Benson Woods is nestled in a quiet wooded glen with Eight Mile Brook on its western border. Just a mile from I-84, Benson Woods is close to everything but tucked away from daily hustle and bustle.


The home designs are both freestanding single family and attached single family units. The base home is a single story in a traditional colonial design. An optional second story loft provides more living space. 

The homes at Benson Woods have been redesigned for today's lifestyles. Two main floor bedrooms are standard, with an optional third bedroom a possibility. Each home has a two car garage, front porch, back deck, and a full basement. Some homes may have walk out basements. Home buyers can take advantage of a customization program to fully personalize their new home.

BENSON WOODS HOME DESIGNS

  • Benson Woods | Simsbury Elite | Middlebury CT

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Simsbury Elite

Starting at Low $600,000's

2-3 BEDS  2-3 BATHS 2 car

2,292 Sq.Ft.

*Artist's Drawing

Interactive Floor Plan Virtual Walkthrough

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Simsbury

Starting at $499,000

2 BEDS   2 BATHS  2 car 

1,762 Sq.Ft.

*Artist's Drawing

Interactive Floor Plan

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Durham Elite

Starting at $499,000

2-3 BEDS   2-3 BATHS  2 car

2,354 Sq.Ft.

*Artist's Drawing

Interactive Floor Plan Virtual Walkthrough

SKIP THE MOWING AND SHOVELING AND JUST ENJOY THE OUTDOORS

  • Benson Woods | Farmers Market | Middlebury CT

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From strawberry picking in June, choosing your pumpkin in the fall, or harvesting your own Christmas tree at a local farm, the Middlebury area has roadside farm stands and farmers' markets galore.

  • Benson Woods | Benston Woods | Middlebury CT

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You'll delight in the change of seasons at Benson Woods. Every month brings changes to the views from your home and the community.

  • Benson Woods | Middlebury Greenway | Middlebury CT

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Local parks offer trails for hiking and biking, picnic areas, and more. Middlebury's Greenway is nearby with a paved walking path for residents. A swim and tennis club is right down the street on North Benson Road. There are several public and private golf courses within a few minutes drive.

Call To Speak With Our Sales Team

WANT TO LEARN MORE?

LET'S BOOK A HOME TOUR

Benson Woods, is new-construction homes single family detached and attached homes under condominium ownership. Forget lawn mowing and snow shoveling -- that and other exterior maintenance is managed by the home owner's association.


Live your best life at Benson Woods -- an active adult community. Use this form to contact us today.

Contact Us

GET IN TOUCH!

Our Sales Associates are available every day including weekends, and the sales office is open most afternoons. Use the Contact Us form to book an appointment. Same day appointments are available, often with as little as an hour's notice.


We'd love to show you around!

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