Bridgewater, CT —
Nestled in the Hills

Nestled in the hills just to the south of New Milford and approximately 80 miles from New York City, Bridgewater is one of the smallest and least developed communities in Litchfield County.

Bridgewater is a town in Litchfield County sharing borders with Brookfield, New Milford, and Roxbury
three hour drive to Boston and two hour drive to NYC

"Lake Lillinonah provides Bridgewater with lake frontage on one of the largest lakes in Connecticut."

The Bridgewater Village Store, a town favorite, has recently re-opened after renovations. Besides all the delicious local products that they sell, they are now also open for dinner, serving a menu inspired by the availability of the local produce. In the spring and summer, there is both indoor and outdoor dining.
The greatest treats to be found are at Bridgewater Chocolates. These chocolates are handmade American-style chocolates made locally, but sold nationally and internationally. They offer an amazing variety of creamy, high cocoa-butter-content chocolates with the creamy ganache of European truffles, oozing caramel, brittle buttery toffee, handmade marzipan, and more! Bridgewater Chocolates make great gifts and they have been featured on the Food Network numerous times.

Local Tips

Fun fact: true to it’s Yankee roots, Bridgewater is also well-known for being the last remaining dry town in Connecticut, until a 2014 referendum that approved the sale of alcohol in its newly renovated Village Store.

Bordered by 6 different towns, Lake Lillinonah provides Bridgewater with lake frontage on one of the largest lakes in Connecticut, and includes a boat launch for all your water activities!

Special Features

Come check out the Bridgewater Country Fair in August! This annual event aims to preserve the character of country fairs. Farmers, locals and weekenders come together to compete with their prized livestock and sell arts and crafts, produce and baked goods. All weekend there are rides, commercial tents, exhibits, expos, dunking booth, mechanical bull, piglet races, and much more! Make sure to try out all the great treats that are being served all over the fair grounds. And don't miss the Fair Parade that kicks off the festivities, featuring Volunteer Fire Companies from CT and NYC showing off their newest trucks and antique fire equipment.

Featured Listings

22 Highmeadow Lane, Roxbury, CT

This house has been thoroughly renovated from top to bottom and is now equivalent to a new house. New siding, roof, windows, kitchen, baths and flooring. The layout has been opened to feature a great room expanse centered around a fireplace with custom fitted screen. The sitting area walks out to the spacious back yard (which is fenced) and the inground Gunite pool. The primary bedroom suite is on the main level and boasts a vaulted ceiling, loft area, large bath and closets. The main level also features a formal living room, a sun room, and a potential 5th bedroom (with full bath). Upstairs is the original primary bedroom (before the main floor suite was added) along with 2 additional bedrooms, all have spacious closets. The lower level is unfinished, but it is large and has high enough ceilings to create more living space (play room/media room?) It also houses the 2 car garage and has plenty of storage/workshop space. All of the mechanicals are also new. Take advantage of top rated school system with easy proximity to Washington, Southbury, Woodbury and New Milford. Plowing for the private road is divided into 7 shares. This house is not part of the HOA but voluntarily contributes to the road maintenance.

27 Macedonia Brook Road, Kent (Macedonia), CT

A truly rare opportunity to own Dragonfly Farm, one of the most unique estates in New England which has been featured in House & Garden and many architectural books. The estate compound began in the 18th century with the construction of the cottage that now serves as the guest house. The main house is perhaps the largest Federal style stone home in the county, it was added to the property in the 19th century. In the 20th century, the house was expanded by owner and archtect Heathcote Woolsey and also owned by the Hammerstein family (of Rogers & Hamerstein fame). The current compound incl the 5 bedroom residence, 2 bedroom guest house, barn, office/gym/game room complex above the 4+ car garage, caretakers house and a stone cabana. Unique features of the main house incl a gracious foyer w/ curving staircase, dining room w/ opposing fireplaces, vaulted kitchen w/ stone walls/opposing fireplaces/hand hewn beams & a stunning solarium/family room. Leisure time will find you enjoying tennis, soccer, basketball, golf chipping, archery & the gunite heated pool. When you are ready for a break from all that fun, the remnants of the original mill provide a welcome respite w/ a covered perch above the roaring brook (yes fishing!) Distinctive perennial & cutting gardens surround the bldgs & a sunny field across the brook hosts an extensive fenced vegtable garden. Structures are connected by stone terraces, stone walls & covered brick pathways. Macedonia St Park (2300 acres) and Pond Mountain (800 acres) are just up the road w/ miles of spectacular hiking/riding trails which also abut the Appalacian Trail. Kent is one of the most charming historic towns in CT, with chic shops & plentiful fine dining options. Train stop from Grand Central is 10 minutes from house. 1 hr 45 min drive to NYC. Addl land avail. Suitable for horses. NOTE: This home encountered a water leak in Feb 2023 which was quickly discovered and remediated. However, there is some damage to flooring and sheetrock in the living room guest room and guest bath. Buyer can take advantage of some spectacular newly exposed stone walls and use this as an opportunity to upgrade and/or redecorate these areas to their tastes. Price has been discounted substantially from previous listing to much more than account for this needed work.

9 Mallory Brook Road, Washington, CT

Rare to have the opportunity to own one of Washington's iconic antique homes on almsot 13 acres in a PRIME location. Located on lovely Sabbaday Lane #1, this home is sited amongst major estates on glorious flat usable land. Five bedroom main house plus guest house. Main house features: living room, dining room, den, media room and a spacious, light filled, kitchen which opens to the blue stone terrace. The primary bedroom has his/hers baths and an additional office space. The compound hosts a plethora of activities: pond for fishing//canoes/skating, Gunite heated pool with automatic cover, in-ground trampoline, chicken coop, lighted paddle ball court. In additon, the antique barn is set up as a game room with basketball, climbing wall and ping pong! The guest house hosts 2 bedrooms, full bath, sitting room and a gym on the main floor. It could easily be used as an in-law apartment by converting the gym to a living room. Above this space is the Cabana with vaulted ceiling and an additional full bath which opens out to the pool. 30 Minutes to Mohawk Mountain Ski Area. 3 minutes to town and the glamorous Mayflower Inn. 1 hour 45 minutes to NYC. Access to the town beach on Lake Waramaug and walking distance to the Washington Club driving range. House and Guest House repainted 2023 Barn was completely redone in 2010 - Siding all taken off, floor installed, everything sealed Guest House redone in 2010 Pool 2008 by Drakeley and automatic cover by coversafe, New Pool Heater 2022 Paddle court installed 2000 but new heaters and lights in 2022 (cost 10K) New split system AC units/heaters 2023 spring (cost 70K) Main house renovation done in 2000 Basement waterproofing of Guest House in 2022 and Main House Nov 2023 Generator covers both houses Tax and Assessment include 2 parcels #9 and #10 Mallory Brook Rd.

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