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The Matthews Team

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

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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

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$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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210 Skyline Ridge Road Bridgewater CT 06752

Bridgewater, CT210 Skyline Ridge Road

Price$2,495,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170472356

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 4,650
  • Acreage 5.22

One of the most beautiful estates located on the sought-after Skyline Ridge Road in Bridgewater, great for walking and just 80 minutes to NY. This 3 bedroom Colonial Saltbox offers additional rooms for use as office/den/playroom, a heated gunite pool, 5+ acres, two story barn, sumptuous landscaping to include espalier apple trees and stunning stone walls. The long driveway leads up to private setting with seasonal western views and level lawn for play and entertaining. The home was lovingly renovated and maintained by area designer and artist with an open setting which allows a grand stone terrace, formal gardens and just a peaceful, relaxing environment. Cook's kitchen with DCS range, miele dishwasher, subzero refrigerator, custom cabinetry, wood counter tops and a second kitchen/butlers pantry, which opens on to the stone terrace from all public spaces, make for a perfect place to entertain. A front and back staircase grace the home.

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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350 Northrup Street Bridgewater CT 06752

Bridgewater, CT350 Northrup Street

Price$2,390,000

Est. Mortgage: $/month

MLS Number 170502886

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,020
  • Acreage 5.08

Charming vintage home circa 1794 offers a wonderful location w/sweeping views of the beautiful surrounding hills! It has been completely renovated and expanded w/great attention to details, including exposed beams, wide board chestnut floors, fabulous paneled great room with cathedral ceilings, floor to ceiling windows & doors that open to large porch taking in the amazing views, formal dining room w/exposed beams, wide board flooring and gas stove, Cozy study or 4th bedroom w/access to private bath. Totally new kitchen w/marble counters, new high end appliances and lovely breakfast nook that boast the gorgeous views, First floor bedroom w/fireplace & marble bath w/soaking tub, Upper level has two additional bedrooms, both en suite, Lower level is finished with French doors that lead to the expansive back yard views. This home has been totally updated including new roof, siding, windows, flooring, kitchen, baths, all new mechanical including, electrical, plumbing, propane heating system & A/C, The Barn has two car garage w/one bedroom guest/in-law apartment also w/lovely views. The idyllic town of Bridgewater has many walking & horse trails, wonderful recreation center w/fishing pond, playground or enjoy a leisurely day on beautiful Lake Lillinonah w/town's boat launch minutes away. Here is a great opportunity to own your home in one of the best locations of Bridgewater, in sought after Litchfield County. Less than 90 minutes to NYC

Listed by Maureen Burmann of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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255 New Milford Road West Bridgewater CT 06752
Open House

MLS Number 170492724

  • Single Family
  • Next Open House: Sun 07/3 11:30 am. to 2:30 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,401

Dramatic views from stunning 3,400 SF, full brick Custom high up on 12.4 secluded acres. Estate-like grounds! Architecturally designed for its present owner of an important masonry supply company. Noteworthy is a masterful 300' cut stone wall, 5' high, lining rear patio/perfect pool site! Treat your senses upon arriving over the simply wonderful paved circular driveway with center island of fountain & lupines. What a spot! Main floor Master, main floor office/4th BR, expansive patio, tractor shed, gardens galore! Special open kitchen with floor to ceiling stone masonry fire grill. Handsome combination of formal with contemporary. Wine Making Room in full basement. Full-House Generator. Come enjoy the good life in Bridgewater, gateway to the Berkshires. Choice of fine restaurants nearby. Bridgewater residents enjoy use of extensive outdoor recreation facilities, country club quality, that include brand new pickleball court, 3 newly surfaced tennis courts, handball, beatiful array of ball fields, basketball, playgrounds, fishing pond, Hilltop Senior Center, + resident-friendly Pratt Pavilion. Home to famous Bridgewater Fair, and to charming Bridgewater Bistro. Shown by appointment only. Make it a masterpiece with a few updates & a pool. One-of-a-kind, high up above it all!

Listed by Paul Valeri of Paul Valeri,Realtors

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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163 Clatter Valley Road Bridgewater CT 06752

Bridgewater, CT163 Clatter Valley Road

Price$1,450,000

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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25 Barn Road Bridgewater CT 06752

Bridgewater, CT25 Barn Road

Price$849,000

Est. Mortgage: $/month

MLS Number 170502440

  • Single Family
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 4,155
  • Acreage 10.53

TOTAL PRIVACY on 44 acres abutting other large properties and Nature Conservancy land. At the end of a long driveway are two lots. 25 Barn Road (10.53 acres) includes a light filled contemporary home with high ceilings and 2-sided stone fireplace. A 2 car garage with an storage room above is attached to the house by a wood deck. Both the house and 2 car garage are “as is.” An additional 2 car garage with apartment (1,152 sq. ft.) and deck was built in 2012. Renovate the existing house or build on a beautiful cleared site with a view. 23 Barn Road (33.47 acres) has building sites with potential long views. Great opportunity to build your dream home or create a family compound. There is work to be done but the possibilities are endless! Taxes reflect properties in P.A. 490 as farm. Sold As Is Excluded: 42kw generator and 1,000 gallon above ground propane tank may be negotiable.

Listed by Jay T McGorty of McGorty Real Estate Services

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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39 Castle Hill Lane Bridgewater CT 06752

Bridgewater, CT39 Castle Hill Lane

Price$779,000

Est. Mortgage: $/month

Open House

MLS Number 170460469

  • Single Family
  • Next Open House: Sat 07/2 12:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 4,510

In less than 90 minutes from NYC you will find this Stunning 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: 5.81% last updated on Jun 23, 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.

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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, roof. 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

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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471 Skyline Ridge Road Bridgewater CT 06752

MLS Number 170418518

  • Land
  • Acreage 9.85
  • Zoning Residential

Top location in Bridgewater. Beautiful and dramatic very private 9.85 acre estate property. Lake View. Mature forest with towering pine tree stands. The gentle rise of its "skyline ridge" ideal building site with wide view potential. Many stonewalls. Abutting over 40 acres of Northwest Connecticut Land Conservancy continuous to Lake Lillinonah/Housatonic waterfront. Building lots on Skyline Ridge Road rarely available and this one is a gem. 90 minutes NYC.

Listed by Cecelia Santillo of Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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300 Wewaka Brook Road Bridgewater CT 06752
Open House

MLS Number 170504265

  • Single Family
  • Next Open House: Sun 07/3 1:00 pm. to 3:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,295

Fantastic opportunity to purchase this amazingly maintained waterfront home in picturesque Bridgewater. Spend your weekends & evenings relaxing next to the Wewaka Brook as it wraps around your back patio. Enjoy the cool sounds and watch the brook trout while relaxing next to the fire pit. Easy living is what it's about here - updated kitchen, spacious living room and spa like bath - everything you need and nothing that you don't. Just up the road from picturesque Lake Lillinonah, this beautiful 2 bedroom 2 bath home has been meticulously maintained by its prior & current owners, notable improvements are renovated master bath (2019), generator hook up (2019), main house & garage roofs (2016 & 2020), new furnace & central air units (2020), new well pump (2020), sump pump and crawl space dehumidifier system, perimeter yard curtain drain, patio stone wall extension, tree clearing & yard cleanup (all in May of 2022). The detached garage is a huge bonus too - oversized with plenty of room for mowers or bikes, workbench or whatever. Firewood storage is covered & on the side and there's a huge bonus storage room above - the possibilities are endless! Bridgewater is Connecticut's gateway to Litchfield County and less than 90 minutes from Central Park & 5 major airports. Well known for its rich history of tobacco & dairy farming it's now known more for its tranquil lifestyle, low taxes and as the host of one of the state's best fairs. Don't miss this opportunity to make it yours!

Listed by Chris Haggerty of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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520 Main Street South Bridgewater CT 06752

MLS Number 170495090

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,413
  • Acreage 4.88

Attractive Bridgewater price point! This Contemporary home features an open concept floor plan with vaulted ceilings and gleaming hardwood floors throughout. The main level living room features a wood-burning fireplace set in floor to ceiling brick feature wall. The updated kitchen is appointed with new cabinetry, quartz countertops, and stainless steel appliances and a tile backsplash keeping with the contemporary feel. The dry bar/buffet adds extra counterspace perfect for entertaining. The light and bright dining room is ideal for meals with large gatherings. The large Primary bedroom is filled with natural light, generous closet space and access to adjoining full bathroom. Main level laundry is found in the hallway outside of full bathroom. Two additional bedrooms round out the main floor. Fully updated lower level with attractive bar area with porcelain wood-burning stove to off-set heating costs provides additional finished space and a full bathroom. This space also contains a three-season room perfect for gatherings or additional storage. Rounding out the basement area, by garage is a well appointed pantry and wine room. The meticulously landscaped yard offers mature fruit trees (peach, cherry, fig, quince, apple, pear, and mulberry) berry bushes, (raspberry, blackberry, blueberry, and elderberry), flowering shrubs, and evergreen trees! Home also includes a NEW well pump. MOVE QUICK!

Listed by David Aurigemma of Regency Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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85 Quarry Road Bridgewater CT 06752

Bridgewater, CT85 Quarry Road

Price$525,000

Est. Mortgage: $/month

Under Agreement

MLS Number 170489880

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,762
  • Acreage 13.47

“Take Me Home, Country Roads!” This 1835 antique, with red detached garage, is New England personified. Loaded with charm, the interior boasts wide-plank cherry floors in the living room, beams galore, a formal dining room, and a full bath on each level. The upper level is equally enchanting, and includes a large bedroom in the rear and another impressive bedroom, with cathedral ceiling in the front. Beyond the patio, there lies 13.47 level acres with loads of potential, plenty of room for expansion. Beautiful Bridgewater is just 90 minutes from NYC. This is The Real Deal!

Listed by Gary F Passineau and Sherry Wheeler of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 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.

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