The Matthews Team

William Raveis Lifestyles Realty

Bridgewater CT Real Estate

Bridgewater ConnecticutBridgewater is located 10 miles northeast of Danbury and approximately 80 miles from New York City. Nestled in the hills just to the south of New Milford, Bridgewater is one of the smallest and least developed communities in Litchfield County with seemingly endless rolling hills and grazing cattle. The New York Times said it best in an article titled “Bridgewater, Conn.: No Supermarkets, but Natural Beauty to Spare.” It boasts a simple town green with well-preserved historic architecture, the Burnham Library, the Bridgewater Bistro, and Village Store, famous for its Bridgewater Chocolates, homemade bread and pastries, gourmet food items, soups and salads, specialty sandwiches, and gifts. True to its Yankee roots, it is also well known for beBridgewater Real Estateing the last remaining dry town in Connecticut until the town overturned this in a 2014 vote.

>> Learn more about the town of Bridgewater

Properties in Bridgewater

Contact the William Raveis Lifestyles Team at 860-868-0511 with any questions or to schedule a private tour.

Time Saving Tip: Sign up for a free account to save your favorite listings and get notified when new properties match your criteria.

Narrow Your Search: Luxury Homes | Homes with Land | Single Family Homes | Land

125 Town Line Road Bridgewater CT 06752

MLS Number 170478522

  • Single Family
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 8,477
  • Acreage 26.23

Greyledge Estate aka the Warner House C.1820 sits at the gateway to the Litchfield Hills, only 80 miles from New York City. It is one of the most spectacularly situated properties in Litchfield County in that it occupies an elevated position on a picturesque ridge running along the border of Bridgewater and Roxbury, Connecticut. Set back in privacy on 26± acres, the historically significant center-hall clapboard colonial is comprised of 7 bedrooms (4 with fireplaces), multiple living rooms, reception rooms, breezeways lined with French doors, 2 outdoor terraces, a library, office, 9 fireplaces, a chef's kitchen, tack room, and a dramatic candle-lit dining room that can comfortably accommodate seated dinners for 24 people with plenty of wine from the wine cellar. The Pool House is comprised of a combined living/dining room with fireplace, a full kitchen, two changing rooms, two full baths, and two large bedrooms. It is located approximately 100 yards from the Main House, affording both an attractive visual landmark as well as an alternative living venue for privacy or large gatherings of weekend guests. Home also features lower level staff rooms with full bath and wine storage. Additional land available.

Listed by Jeffrey Phillips and Mark Madonna of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

137 Skyline Ridge Road Bridgewater CT 06752

Bridgewater, CT137 Skyline Ridge Road

Price$2,860,000

Est. Mortgage: $/month

MLS Number 170509730

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,873
  • Acreage 10

An estate where artists have retreated to create for nearly a century. It is easy to understand why a creative mind would be drawn to this remarkable ten-acre property; the undulating landscape invites you to amble, allowing the mind to roam. The gated drive greets you with the choice of two paths; one will bring you to the front of the home, where you will overlook the sun-soaked landscape, and the other will wind you down a shaded woodland path to a lovely detached three-car garage. Each of the home's secondary buildings are sited upon country driveways - gently worn by the passing of many guests. Upon entering the home, you are greeted by a large formal living room that flows directly into the dining space. The first floor welcomes you to re-envision the floor plan to suit your taste and lifestyle. Multi-functional spaces include the sunken workspace, large den, and extended sunroom. The upper floors house three bedrooms and three bathrooms, each with its own unique view of the property. You look out over the pool and expansive lawn from the primary bedroom balcony. Within the secondary bedroom, you can take in the view of the property's wooded border. Leaving the front of the home to be seen from the au pair suite accessed by a discreet staircase off the kitchen. Sited upon Bridgewater's most sought-after road, there is a reason this property has only had three stewards; it is a place one wants to stay - a place that doesn't lose its fantastical quality.

Listed by Michael Caporizzo of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

166 Christian Street Bridgewater CT 06752

Bridgewater, CT166 Christian Street

Price$1,595,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170519447

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 2,685
  • Acreage 3.41

Situated on a stunning country road in Bridgewater and under 90 minutes from Manhattan, this beautifully restored and meticulously maintained Antique home with gorgeous gunite pool, office or pool house, barn/garage with second level and sits on 3 acres which includes land across the street for additional privacy. Open floor plan living room and kitchen with all original exposed beams and fully restored wide board flooring make entertaining easy with french doors leading out to an 18 x 24 stone terrace with pergola which overlooks the sumptuous level grounds and vernal pond. There are 4 bedrooms, each with their own bath. Two fireplaces grace the home, an updated kitchen with butlers pantry, wood counters, stainless appliances and breakfast bar. The master bedroom offers carrara marble bath. A separate barn used as a studio or office is complete with heating and air. Whole house generator. The barn garage offers a full second floor for storage. 4th bedroom refers to additional guest suite on the third level. *Includes .41 acres across the street.

Listed by Kathryn Clair and Kathryn C Bassett of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

255 New Milford Road West Bridgewater CT 06752

MLS Number 170492724

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,401
  • Acreage 12.42

Pictures do not do this estate justice! Million dollar views bring drama to practically every room of Giovanni's sprawling, solid brick masterpiece. PRIVACY forever secured on 12.4 secluded acres. Architecturally rendered 3,400 SF deftly combines traditional with modern. Most living space on Main Level. Masterful 300' cut stone retaining wall, 5' high, lining rear patio makes for an amazing pool site! Arriving upon generous circular drive of pavers, treat your senses to jaw dropping views and sounds of flowing fountain. What a spot! Main floor Master, main floor office/4th BR, expansive patio, tractor shed, 3 car Attached Garage, gardens galore. Special open kitchen with floor to ceiling stone masonry fire grill. Wine Making Room in full basement. Full-House Generator. Come enjoy Bridgewater's casual country ambiance 1.5 hrs from Manhattan. Choice of fine restaurants nearby. Bridgewater residents enjoy use of extensive outdoor recreation facilities of country club quality, that include brand new pickleball court, 3 newly surfaced tennis courts, handball, array of ball fields, basketball court, playgrounds, fishing pond, Hilltop Senior Center, + resident-friendly Pratt Pavilion. Come dine in the Bridgewater Bistro. Our famous Bridgewater Country Fair was a huge hit this year! Shown by appointment only. Make this rare find your family refuge for a lifetime. One-of-a-kind, located high up with heavenly privacy and views that dreams are made of.

Listed by Paul Valeri of Paul Valeri,Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

163 Clatter Valley Road Bridgewater CT 06752

Bridgewater, CT163 Clatter Valley Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170495613

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,228
  • Acreage 17.53

Pastoral Antique Farmhouse with Pool, Exquisite Gardens and Views. Epitomizing the Litchfield County lifestyle, this magical 4BR/4BA home in Bridgewater is what dreams are made of. From the moment you arrive, you understand that you are on land that has been lovingly tended. Mature specimen trees are interspersed with masterfully curated perennial gardens, a cutting and vegetable garden sits at one end of the lawn, on a rise above it, a peach orchard; at the southern end of the property a majestic blueberry patch sits below another rise, upon which one will find the sparkling gunite pool. There are irreplaceable moments scattered among this special land. The main house, c1810, is sited to take in the sunsets from the front porch. Inside, the layout is welcoming, with a large LR, DR with bay window toward the view, the kitchen and a family room which flows beautifully out to the large deck with view. A BR and full BA complete the main floor. Upstairs, there are three spacious BRs and 3 baths, including the primary suite with private deck and more views. The home has been well maintained and includes a new generator and boiler. An antique barn offers additional functionality for today's lifestyle with a private office and a separate vaulted art studio. An unmatched package in today's market - located on 17 acres across from a town park and just 90 minutes from Manhattan. Don't let this opportunity to live the Connecticut Cottages and Gardens lifestyle pass you by.

Listed by Rick Distel of Compass Connecticut,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

39 Castle Hill Lane Bridgewater CT 06752

Bridgewater, CT39 Castle Hill Lane

Price$739,000

Est. Mortgage: $/month

MLS Number 170460469

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 4,510
  • Acreage 3.98

Amazing opportunity to own this Stunning 4,000+ sq ft Custom-built Contemporary Colonial offering abundance of natural light and pure privacy in a quiet rural setting on 4 acres. Every room in this well-maintained home has access via sliders to expansive decks offering views and is extremely spacious and bright. Double door entry welcomes you into the freshly painted interior offering 5 bedrooms, 4 full, 2 half baths and 3 levels of living space. Upon entering the Great Room with soaring 2-story ceilings, walls of glass, beautiful fireplace, you will understand why this unique home is so special! Eat-in kitchen features stainless steel appliances, island, pantry and sliders to 200 ft deck. Main level also features a Dining Rm and 2 large bedrooms w/Jack n' Jill bath, walk-in closets, and new carpets. Ascend staircase to upper-level interior balcony overlooking great rm to Primary Bedroom enjoying a private deck, 2 huge walk-in closets, full bath w/double shower, his/her vanities, and Jacuzzi tub. Rounding out upper level is a large den with built-ins, skylights w/remote shades, slider to deck and 2 more ensuite bedrooms w/new carpet. Entertain in your fabulous recreation room featuring custom bar with h/c water, refrigerator, half bath, new carpet, slider to lower deck. There is an abundance of storage in basement and utility room. Spacious 3 car garage is freshly painted and conveniently attached to house via mudroom into kitchen. Welcome Home to Bridgewater CT!

Listed by Becky Hood of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

152 Main Street South Bridgewater CT 06752
Active With Contract

MLS Number 170505669

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,852
  • Acreage 1.2

Trendy, fresh & fabulous! Dreaming of a renovated modern farmhouse in a park-like setting? Come view the complete transformation of this inspired home w/ an all neutral palette. A careful blend of character & modern in an exclusive location. Imagine meal prep in the brand new kitchen with new Shaker cabinetry, pantry closet, subway backsplash & white quartz counter tops. The eating area bordered by wainscoting includes bay window seating. Peer out to see a spacious deck overlooking a private backyard dotted with ancient shade trees, flowering plantings, a pergola adorned with wisteria, hydrangea, dogwood & magnolia trees. Adjacent to the kitchen is a den/office boasting brand new wood flooring, recessed lighting, closet & nearby full bath. Celebrate your next party in the oversized well lit living room where your senses take in the sounds & smell of a crackling wood fire. Merging with the living room is a light & airy 4 season sunroom ideal for curling up with a book. At the end of the day, you'll want to head upstairs to the architecturally appealing main bedroom suite. The 2nd level also includes 2 more bedrooms, a brand new bath & laundry facilities. Why not bring your inner Martha Stewart to enhance the extensive gardens since you'll have a potting shed & petite barn. A sweeping lawn protected by a stone wall makes an ideal site for a pool. Just a short walk to the Bridgewater Bistro where upscale New England charm lives. Only 90 min to NYC. Nearby parks & lake access.

Listed by Patty McCarthy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

9 Castle Hill Lane Bridgewater CT 06752

Bridgewater, CT9 Castle Hill Lane

Price$629,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170498678

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,880
  • Acreage 2.96

Warm & Wonderful! This beautiful home exemplifies the very best of a Classic Colonial. Enhanced with upgraded features when built, these benefits stand out in today's market as well. The pretty & practical center-hall design is enriched by a wide foyer and lovely split staircase. The entry opens upon a bright formal DR & LR, with wood-fired FPL, a restful space in which to retreat with a good book or host a small old-fashioned sitting room get-together. The kitchen's informal dining area, adjoining Great room private main-level office are each highlighted by a double Atrium glass door opening to a full-length back deck. Take in the sweet, fresh air and refreshing landscape on this lovely country lane. The oversized kitchen features a center island, granite counters and opens to an exceptional FR, with impressive floor-to-ceiling brick gas-fired FPL, skylight, beams and extra windows. The primary BR suite, too, has extra features. There's a cathedral ceiling and beams and an atrium door access to a private rear deck. The luxury bath of it's time, with great style and space, and well-designed for a easy modern remake and enrichment. The upper level landing, guest BRs and main bath with skylight are equally appealing. Newer boiler and ductless AC units. Additional detached garage for equipment, vehicle, or workshop. A wonderful opportunity to live in the best and most beautiful of towns, on a small serene private lane, convenient to everything but away from it all.

Listed by Carole Sansone of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

37 Lake Lillinonah Road North Bridgewater CT 06752

MLS Number 170509704

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,690
  • Acreage 1.06

BRIDGEWATER & LAKE LILLINONAH HIDDEN TREASURE! A woodland oasis, this fabulous and unique home is nestled amongst other magnificent properties in a quiet lake neighborhood. Directly across the street of the lake, long & spectacular views to Lover's Leap Bridge can be enjoyed in a gorgeous scenic setting. Your private backyard with perennial gardens and extensive plantings bloom from season to season. Stunning cathedral ceilings with arched windows, wood beams, architecture design & features, bright airy windows and sunlight drenched main area with an open concept! The living room's Vermont Castings wood stove will efficiently heat the entire main level on those cool evenings! Gourmet kitchen with granite, huge center island for entertaining, two sinks and corner windows overlooking a koi pond with soothing water sounds & nature. Main bedroom is ensuite with updated bathroom, two closets and slider opening up to the calm backyard retreat. Only a 90-minute travel to NYC, make this your full time “forever home” or weekend getaway where memories are made. Bridgewater's charming downtown is a best kept secret in Litchfield County offering hiking & horse trails, Lover's Leap state park, the Bridgewater Town Park & Boat Launch for water sports, fishing, boating & regatta. A truly unique property & investment opportunity as a getaway for travelers! Make your appointment today. This home is a slice of heaven and not to be missed! One of the BEST VALUES available in Bridgewater today!

Listed by Melissa Karaffa of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

93 Blueberry Hill Road Bridgewater CT 06752
Active With Contract

MLS Number 170515280

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,925
  • Acreage 1

Jump in! The lifestyle you've wanted is here. This home is complete with everything to realize your dream. The incomparable yard is a true at-home resort, a private recreational & entertainment paradise. Inside & outside, this split-level home is positively surprising - bright, playful, comfortable & invigorating. The beautiful & perfectly-situated pool is adorned by exquisite, extensive stone patios & stonework, w/built-in outdoor kitchen w/pizza oven, grill, sink; built-in fire-pit & hot-tub area; outside shower. Plus, great level lawn for sports, games & garden. Smartly designed, there's easy access to the home's W/O lower level with full bath, rec room & study, convenient for pool & party guests. Vacation every day in this home crafted for wonderful access to the outdoors and ease of entertaining. Traditional in look, function & practicality, the "typical" ends there. Vaulted ceilings, skylights, French atrium doors, Palladian & extra windows, highlight the living areas & PBR. A wide foyer opens to a versatile LR w/vaulted ceiling & FPL, a cheerful DR and sky-lit kitchen w/extra cabinetry, island & granite. The kitchen and FR (with lounge & sun room area) open to decking awash in morning sunlight. The PBR is delightful w/high ceilings, Palladian windows, corner stone FPL & luxury bath. There are 3 additional BRs & bath on the UL. Located in a lovely small circle neighborhood convenient to town. Here is a rare complete indoor/outdoor "live it up" package. Take the plunge!

Listed by Carole Sansone of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

25 Canfield Drive Bridgewater CT 06752
Pending Continue to Show

MLS Number 170507147

  • Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,312
  • Acreage 2.07

This seemingly unassuming Colonial home will surprise & inspire you! Its location, just a short walk to the Bridgewater Village Center and the town's recreation area, is understandably sought after. Tucked back on a lovely 2 acres, it overlooks a beautiful, level backyard offering great privacy in a lovely small neighborhood. The well-designed interior is spacious, charming and versatile. The living areas are big and bright. An open foyer flows into a gracious open LR and DR, highlighted by lots of windows, sliders to a full-length deck and a beautiful classic brick FPL. The adjoining kitchen is sweet & cheerful as-is and offers great possibilities for personal upgrades. There is also a great front-to-back FR backed by an oversized room with laundry. Here's ample space for a sewing/craft room or added pantry space. These rooms are also well-suited for conversion into a main level Primary BR suite. Upstairs are 5 separate private BRs, The PBR and a 2nd BR each open to a shared center bath. Perfect for his/her rooms or a private study/office ensuite. This well-built and well-loved home features beautiful hardwood floors and tiled baths. There's a WO basement and hidden 2 car garage under. But no need to lug groceries as you can drive up to the front porch for easy main level entry. Walk to town for coffee with neighbors, dine at the Bistro. Walk to the school and library, P.O. church and park and there's no need to find parking for the Bridgewater Fair! Live the dream!

Listed by Carole Sansone of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

121 Old Turnpike Road East Bridgewater CT 06752
Pending Continue to Show

MLS Number 170521743

  • Single Family
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,496
  • Acreage 1

Just imagine owning a piece of history.... a charming antique cape Circa 1790 on a quiet country road in Bridgewater, CT.. Either a weekend retreat, or a full- time home, this is exactly what you've been searching for. Would it be a dream if in addition to 2-3 bedrooms and 2 full baths you had a heated cottage & a barn with access for two cars & a stall? This enchanted cape overflows with character, offering the perfect setting of peace & tranquility. Drive over the private wooden bridge overlooking the brook & fall in love with the beautiful mature gardens, stone walls, spacious deck w/ pergola, frog pond, & yard. The covered porch welcomes you into an antique living room w/ an original fireplace w/ its two warming ovens, & a wood burning stove insert. The dining room also has a fireplace. The ceilings of these rooms boast of exposed original hand-hewn beams, & the floors are refinished wide plank hardwood. The sundrenched kitchen has floor to ceiling windows w/ a picturesque view of the brook. It also has a skylight, farmer's sink, new stainless- steel appliances, and a spacious pantry. A convenient main floor laundry room & full bathroom complete this level. The second floor has a beautiful primary bedroom. Floors in two bedrooms are wide, original chestnut boards. There are six closets & a full bath w/ a skylight. The cherry on top is the price.. only $489,000. Just click your heels three times and say “there's no place like home.”

Listed by Julie Conner and Will Conner of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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 2022 SmartMLS, Inc.