Bridgewater Real Estate

Welcome to Bridgewater, Connecticut—a hidden gem nestled in the heart of Litchfield County. This picturesque town boasts a serene, rural atmosphere that perfectly balances the charm of small-town living with the convenience of modern amenities. With its stunning landscapes, rolling hills, and lush greenery, Bridgewater is a haven for nature lovers and outdoor enthusiasts alike.

One of the town's crowning jewels is its abundance of recreational opportunities. The nearby Lake Lillinonah offers a variety of water activities, from kayaking and fishing to peaceful lakeside picnics. For those who prefer land-based adventures, the surrounding hiking trails provide breathtaking views and a chance to immerse yourself in the region's natural beauty.

Bridgewater is also known for its strong sense of community and rich history. The town's quaint center features charming shops, cozy cafes, and a selection of local eateries that showcase the best of Connecticut's culinary scene. You’ll find a warm welcome from residents who take pride in their town’s heritage, making it easy to feel at home.

Education is a priority in Bridgewater, with access to quality schools that foster a nurturing environment for children. The town's commitment to maintaining a safe and family-friendly atmosphere makes it an ideal place to raise a family or enjoy a peaceful retirement.

Whether you’re drawn by the stunning landscapes, the tight-knit community, or the rich history, Bridgewater offers a unique lifestyle that invites you to slow down and savor the joys of life. Discover your new home in this enchanting town and experience all that Bridgewater has to offer!

Newest Listings in Bridgewater

$1,249,000

3 Beds ⋅ 4 Baths ⋅ 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

$765,000

4 Beds ⋅ 3 Baths ⋅ 24187560 MLS

Set in one of Bridgewater's desirable neighborhoods, this beautifully maintained Cape offers a flexible layout, thoughtful updates, and an easy blend of comfort and convenience. The main level features an open, airy floor plan with 9-foot ceilings, warm natural light, and a spacious living room with a gas fireplace with newly updated brick and board-and-batten surround. The kitchen offers granite countertops, stainless steel appliances, and a seamless connection to the dining room, which opens to the deck for easy indoor-outdoor living. A major highlight of the home is the first-floor primary suite, offering true single-level living with a generous bedroom, spacious bathroom, and large walk-in closet. A convenient main-level laundry room with custom cabinetry adds everyday function. Upstairs, newly installed hardwood floors elevate the second level, which includes three additional bedrooms, a full bathroom, and a large family room that provides great additional space for relaxing, working, or entertaining. The walk-out lower level offers high ceilings and excellent potential for future finished space, whether used as a home gym, studio, playroom, office, or additional living area. It opens directly to a stone patio overlooking the professionally landscaped, level backyard. Located just minutes from Bridgewater's charming town center and approximately 90 minutes from NYC, this home is equally well-suited as a year-round residence or a peaceful weekend retreat.

16 Blueberry Hill Rd, Bridgewater

$729,000

4 Beds ⋅ 2 Baths ⋅ 24162935 MLS

Escape to the beauty of Bridgewater Connecticut! This completely renovated home on 2+ acres will WOW and equally welcome you. A stunning home from one room to the next with open space and perfect updates. The kitchen-a true show stopper. The abundant soft close cabinetry, stainless steel appliances, the granite countertop and island create a great entertaining space framed perfectly with rich dark beams. Move to the dining room -there are walls of windows, moldings and hard wood floors. A center staircase wraps to living room, where fireplace with striking mantle centers the room. Step out to a screened in porch surrounded by nature- a quiet brook and privacy set the mood. 4 bedrooms on the upper level bright and spacious, hardwood and plenty of closet space. A full updated bath with detailed tiling just lovely. The spacious finished attic has natural light, hard wood floors and can be used for play space, extra beds, or office. This special property offers new professionally landscaped yard with a 2 car detached garage easily reached from the covered deck. Large basement with utility sink and newer mechanicals, dual ac/heat electric system, oil furnace was replace in January 2026 and additional storage and walk out. A favored escape spot for many, Bridgewater is unique. This home will not disappoint. Just open the door and discover for yourself how great it is to be home. Located just minutes from both Bridgewater's village center and the town of New Milford.

28 Rock Cut Rd, Bridgewater

$570,000

4 Beds ⋅ 2 Baths ⋅ 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

$589,900

4 Beds ⋅ 2 Baths ⋅ 24183758 MLS

A must-see! This light and bright 4-bedroom split-level home is situated on a beautiful 3-acre lot in desirable Bridgewater. The main level features an open floor plan with hardwood floors throughout and a slider leading to the deck, perfect for indoor-outdoor living. The upper level offers 4 spacious bedrooms and 2 full baths. The lower level includes a large family room with a classic brick fireplace and convenient access to the garage. A wonderful combination of space, comfort, and privacy!

325 New Milford Rd E, Bridgewater

$2,050,000

4 Beds ⋅ 4 Baths ⋅ 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

$3,750,000

5 Beds ⋅ 7 Baths ⋅ 24178176 MLS

On Top of the World. Unparalleled Estate with complete privacy and breathtaking panoramic views overlooking Lake Lillinonah and distant hills in premier Bridgewater location. Newly constructed state-of-the-art 5-bedroom Main House, 2-bedroom Guest House, Pool & Pool Cabana. Long paved driveway winds through magnificent grounds with extraordinary mature landscaping curated with pristine specimen trees & bushes and beautifully designed gardens. Sunlit from dawn until dusk, this Georgian colonial was masterfully crafted with the highest quality materials featuring high ceilings, expansive walls of windows and exquisite architectural symmetry. A captivating Living Room with central fireplace, a formal Dining Room and a Sunroom are oriented due west with floor-to ceiling windows capturing exquisite sunset views. Chef's Kitchen with spacious Butler's Pantry. Inviting entrance gallery designed to showcase works of art. Two first-floor primary-bedroom suites with 3 exquisite full baths, custom walk-in dressing closets, and a handsome home office. Three additional bedrooms are located on the 2nd floor with adjacent upstairs Family Room. Indoor exercise pool. Gym/Wellness Spa with full bath. 3-car attached garage. Seamless indoor/outdoor living. Irrigation system. Cutting-edge mechanical systems. Gated entrance. 26+/- acres surrounded by land trust. Must See. Not replicable.

289 Northrop St, Bridgewater

$2,500,000

3 Beds ⋅ 4 Baths ⋅ 24168707 MLS

If you're seeking a private oasis with sweeping views, this exceptional property is the perfect retreat. Set on over 38 acres-28 of which are preserved-you'll enjoy lasting protection from future development and unparalleled tranquility. This expansive ranch-style home features a dozen rooms across two distinct wings, making it ideal for multi-generational living. Throughout the home, refinished oak floors add warmth and character. The library wing offers a stunning, oversized room with a wood-burning fireplace, complemented by two additional rooms and a full bath-perfect for a private suite, office, or guest quarters.

34 Black Snake Ln, Bridgewater

$2,490,000

4 Beds ⋅ 6 Baths ⋅ 24157417 MLS

Turnkey Pool Home with gardens & chicken coup. Owners had to relocate out of state. A rare opportunity to own a fully reimagined, estate where nature, privacy, and modern infrastructure come together seamlessly. Set amidst sweeping natural beauty with views for miles, this property has undergone over $2 million in documented renovations and re-engineering, with detailed spreadsheets and invoices available. Thoughtfully upgraded inside and out, the home features new systems, roof, insulation, doors, windows, and energy-efficient improvements-creating a residence that is exceptionally comfortable and efficient in every season. The newly remodeled primary suite and bath offer a spa-like retreat, complemented by amenities including a two-person sauna, six-person hot tub, laundry areas on all 3 floors, and sun-filled living spaces with skylights, sunroom, and screened porches. Outdoors, the estate is equally impressive: professionally landscaped grounds with mature gardens, stone walls, terraces, courtyards, walking paths, and extensive lighting. Enjoy a heated pool, 2 floors of Ipe wood decking, lower deck with Phantom screening, fenced yards with gates, a chicken coop and run, and an orchard of mature fruit trees. Hundreds of evergreens enhance both privacy and year-round beauty. A standout feature especially in today's climate-conscious world-is the property's private well, delivering approximately 12 gallons per minute of clean, great-tasting water.

4 Sunrise Ln, Bridgewater

$1,495,000

4 Beds ⋅ 4 Baths ⋅ 24067675 MLS

Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The interior living space consists of a main floor primary bedroom and bath, second level with 2 bedrooms and shared bath and a third level bedroom with it's own bath. The spaces transition beautifully to a 24 x 18 screened porch with slate flooring, opening onto a bluestone terrace. Perfect for entertaining, the terrace overlooks the pool and captures western exposures. The property is further enhanced by a two-story barn, providing ample space for storage or workshop. This is a unique opportunity to own a quintessential New England retreat in a premier location.

197 Skyline Ridge Rd, Bridgewater

$240,000

24008258 MLS

Welcome to the quiet town of Bridgewater, where this 1.51 acre parcel of land awaits your forever home. Recently cleared and accompanied with septic plans, this property is ready for you to bring your vision to life. With endless possibilities for customization, your dream home is just waiting to be built. Located just a 10 minute drive away from shopping centers and the beautiful Lake Lillinonah. Take a quick 15-20 minute walk to the Bridgewater Town Village Store and grab a bite to eat! Don't miss out on the opportunity to create your own oasis in this peaceful town. Come and see the potential that Bridgewater has to offer! Buyers do due diligence

190 Blueberry Hill Rd, Bridgewater

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.