N/A Homes with Shepaug Middle school

Welcome to the picturesque charm of Litchfield County, Connecticut, where the serene beauty of nature meets the vibrant pulse of community life. Nestled in this idyllic region, you'll find homes that not only offer comfort and style but also the advantage of being in close proximity to the highly regarded Shepaug Middle School.

Living in this area means embracing a lifestyle steeped in rich history and natural splendor. Litchfield County is renowned for its lush landscapes, rolling hills, and quaint small-town atmosphere, making it an ideal setting for families, professionals, and retirees alike. The community is characterized by friendly neighbors, local shops, and delightful eateries that bring a sense of belonging and warmth.

The homes near Shepaug Middle School are perfect for families seeking quality education for their children. This school is known for its dedicated staff, innovative programs, and a supportive environment that fosters academic excellence. Parents can rest easy knowing their children are receiving a top-notch education while enjoying the benefits of living in a safe and welcoming neighborhood.

In addition to educational opportunities, residents can take advantage of nearby parks, recreational facilities, and scenic trails, perfect for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking a leisurely stroll, the natural beauty surrounding this area will captivate you.

Discover the charm of Litchfield County and find your dream home near Shepaug Middle School. Experience the perfect blend of community, education, and nature, all waiting for you to explore!

Newest N/A Homes with Shepaug Middle school

$1,249,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191859 MLS

Spectacular Estate home in a coveted Bridgewater neighborhood, privately set on 8+ acres of manicured grounds with towering pines, specimen trees & beautiful plantings. A long, elegant approach leads you to this award-winning, custom-built residence, where exceptional craftsmanship is evident throughout. The airy two-story foyer opens to gleaming hardwood floors, exquisite millwork and oversized windows that flood the home with natural light. The main level features a great room with soaring ceilings, fieldstone fireplace & access to the expansive deck. The chef's kitchen offers granite countertops, a large eat-in area and sliders to a delightful screened mahogany porch that is perfectly nestled amid the property's stunning landscaping. A formal dining room and cozy study both overlook the sweeping lawns and provide add'l spaces for entertaining & relaxation. The first floor primary bedroom suite is a retreat in itself with two large walk-in closets & a spa-like bathroom. There is also a powder room, add'l full bathroom, laundry room, and access to the heated three car garage to complete the main level. Upstairs are two generously sized bedrooms, a full bath, cedar closet with abundant attic storage and a spacious bonus room or 4th bedroom with private access from the garage. The unfinished lower level offers an additional (sq.ft?) of potential living space, plus access to a separate one bay garage and workshop with its own driveway, ideal for the car enthusiast or tinkerer.

385 Second Hill Falls Ln, Bridgewater

$570,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24184313 MLS

NEW PRICE, 1884 antique colonial may be Bridgewater's only legal Two Family. STRICTLY AS-IS sale subject to probate. Option to be a 4 BR, 2 BTH country home having high ceilings, and sizable rooms with Victorian flare, an in-law arrangement, or remain two family. Needs work such as front stoop re-build and re-do mud room/spare bath. In-Law could access virtually step-free. Clean with interesting hardwood floors, vynl siding, one of two kitchens AND one of two baths updated, plus roof is newish. Walk-up 42'x25' attic. New well pump. Handsomely situated on 1.64 enchanting acres with mature trees on a quiet side road. Hospital and critical needs both nearby. Come enjoy the joy of Bridgewater's small town life. Great schools offer low teacher to pupil ratio, desirable recreation facilities, plus thriving Hilltop Center and active library.

33 Hatch Rd, Bridgewater

$2,050,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24168617 MLS

Arriving at 8 Sunrise Lane is nothing short of enchanting. A long, private drive winds through sweeping open lawns, under mature trees, past the chicken coop & flourishing orchards before it reveals the home-perfectly sited to capture picturesque, elevated views. The main level is designed for effortless living and entertaining, anchored by a beautifully renovated kitchen that flows seamlessly into the living area. From here, step out to a screened porch, an open-air porch & an expansive wraparound covered porch--each offering a unique vantage point to enjoy the spectacular landscape. A formal dining room and a bedroom with full bath complete this level. Down a short hallway, a separate wing provides guest accommodations with a 2-bedrooms & its own living area--ideal for extended family, guests, or an in-law setup. Upstairs, the current primary suite offers a private retreat with French doors opening to a balcony, along with a lofted office & sitting area overlooking the space below. Outdoor living is equally impressive. Bluestone terraces framed by classic stone walls & manicured boxwoods lead to a fully equipped outdoor kitchen--perfect for poolside gatherings. The gunite, salt water, pool, complete with automatic cover & spa, is surrounded by lush gardens bursting with peonies & hydrangeas. A wisteria-draped pergola provides a serene spot to relax & take in the scene.

8 Sunrise Ln, Bridgewater

$4,750,000

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24167442 MLS

Step into luxury in this immaculate home on Washington's most prestigious streets overlooking farmland and large protected fields. The front perennial gardens have been meticulously updated over the past 5 years to create a seasonal flow of non stop interest and color. They lead to an expansive back lawn which is completely flat for play and shaded by an enormous antique Locust tree. The yard continues around to the pool area with, cabana, outdoor shower and terraces with plentiful space for lounging and entertaining. Inside, the foyer leads to a center hall staircase which the main level rooms circulate around. To the right is the great room, with spectacular views, auto shades, fireplace and screened porch. Then onto the gourmet kitchen with large island, butler's pantry, bar, and breakfast nook with gas fireplace. Continue to the media room/office which has a full bath and can be used as a main floor primary or flexible 4th or 5th bedroom. The glamorous powder room, mudroom and 2 car garage complete this level. Upstairs hosts a primary suite which is currently used with an attached office, his/hers baths, walk out deck and multiple closets. However, the office and its bath can easily be converted to a 4th upstairs bedroom. This level is completed by 2 ensuite guest rooms and the main laundry. The lower level features a gym and second laundry room and plenty of storage.

79 East St, Washington

$3,295,000

7 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24163614 MLS

Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and commercial kitchen, maid's quarters, two guest rooms with en suite bathrooms, and 16-car garage. Tremendous Value! The Best Opportunity on the Market!

10 Sunny Ridge Rd, Washington

$1,495,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24110013 MLS

Welcome to 99 Carriage Lane, a private Roxbury estate offering over 6,000 square feet of refined living space, exceptional privacy on nearly four acres, and the opportunity to create a true resort-style outdoor retreat with approved pool plans. Set at the end of a quiet cul-de-sac, this beautifully renovated residence blends timeless architectural details with modern amenities and sophisticated country living. Designed for both comfortable everyday living and effortless entertaining, the home features a stunning chef's kitchen, dramatic family room with soaring ceilings, multiple fireplaces, spacious bedroom suites, and thoughtfully designed living spaces throughout. The expansive interiors provide flexibility for today's lifestyle, including dedicated areas for work, relaxation, and gathering with family and friends. The private grounds offer a peaceful backdrop with mature landscaping, stonework, and room to bring the outdoor vision to life. Approved plans for an inground pool provide the opportunity to further enhance this exceptional property and create a private backyard sanctuary. Located in one of Litchfield County's most desirable communities, 99 Carriage Lane offers the perfect balance of privacy, elegance, and convenience. With nearby villages, dining, recreation, and easy access to New York City.

99 Carriage Ln, Roxbury

$3,395,000

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24057876 MLS

A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound offers an intriguing mix of elegant sophistication and quiet country road living. Highlighted by judges paneling, the large two-story main foyer is breathtaking. An evening soiree for a large gathering of guests is easily achieved in the public rooms. Both rooms offer a touch of grandeur with extra tall ceilings, tall windows and exquisite detailed moldings. The formal dining room is generous in size with tall windows. The home also offers an array of comfortable spaces for intimate gatherings. The delightful and sunny great room includes the updated kitchen with dining, sitting area with fireplace bordered by floor to ceiling bookshelves and French door that leads to the deck overlooking the magnificent view. There is a family room with fireplace, rec room and full bath in the walk-out lower level. The main floor primary suite is extra special with a fireplace, French doors to brick terrace, and full bath with sauna. The three additional bedrooms, all with full baths, are nicely sized. Special in every way and just 90 minutes from NYC.

11 Ravenrock Rd, Roxbury

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.