The Matthews Team

William Raveis Lifestyles Realty

5 Bedroom Homes in Connecticut

Browse listings for homes with 5 bedrooms in Litchfield County. 

CT Houses for Sale with 5 Bedrooms

Contact the William Raveis Lifestyles Team at 860-868-0511 or online with any questions or to schedule a private tour. Our team has the knowledge and expertise to help you find the right property.

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145 5 1/2 Mile Road Goshen CT 06756

MLS Number 170549142

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 12,760
  • Acreage 1086

A remarkable ca.1,086-acre estate with outstanding views, lush meadows, mature forest and an impressive Andrea Palladio inspired 15 room home (5 bedroom, 4 full & 3 half baths) of ca. 12,000 square feet. Set amid one of the largest privately owned tracts of land in Litchfield County in the towns of Cornwall & Goshen, this stunning residence offers absolute privacy and is accessed by a gated driveway that winds its way past a gorgeous barn with horse stables and loft, white birch grove, meadows, and forest. Upon arrival through the magnificent copper beech lined granite cobble stone courtyard, the first glimpse one gets is of its absolutely stunning limestone and stucco fa├žade with exquisite Palladian inspired fenestration and architectural detailing. Once inside the entry hall with French marble fireplace, one is greeted by an awe inspiring 2 story atrium with double circular floating staircases leading to a light filled galleria with sitting area and an arched ceiling. The main level includes an expansive chef's country kitchen with granite topped center island, commercial grade appliances, stone floors, 2 butler's pantries and a cathedral wood beamed ceiling. More description in Addendum

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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Washington CT 06777

Washington, CT, New Preston

Price$7,500,000

Est. Mortgage: $/month

MLS Number 170497262

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 9,000
  • Acreage 21.65

Rarely does such a front row center seat become available! Perched high atop Gunn Hill in New Preston, this extraordinary 22 acre estate has panoramic views of Lake Waramaug & the Hills of Kent and Warren. Its commanding position captures breathtaking sunrises, sunsets, and starry nights. Recently built and lightly used, the classic shingle style residence is spacious indeed - 9,000 sq ft of living space accessing 1700 sq ft of mahogany deck & blue stone terraces. The park-like grounds are magical, featuring gardens, a 40'x20' heated swimming pool, rolling manicured hills with meandering pathways by ancient stone walls, birch tree forests and remains of an old quarry. A Portico leads to a spacious foyer with a Powder Room and Coat Room nearby and a formal Dining Room featuring a lighted hip ceiling and corner Club door to a butler's pantry with standing bar-sink. The foyer and exquisite stairway open to the spacious Living Room with coffered ceiling, FP, custom cabinetry with window seat. Glass doors open to the enormous terrace. The Primary Bedroom Suite also has a door to the terrace, a seating area, dual dressing rooms and a luxurious spa bathroom with radiant heated marble tile floors. The Cherry paneled Library w/FP and the family Dining/open plan Kitchen have many windows and access to the terrace. The kitchen is a dream with walls of cabinets and windows, a breakfast bar, an island with prep-sink and Sub-Zero and Wolf appliances. SEE ADDENDUM

Listed by Elyse Harney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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130 Taconic Road Salisbury CT 06068

MLS Number 170487337

  • Single Family
  • Bedrooms 5
  • Bathroom 11
  • Square Feet 11,224
  • Acreage 41

Exceptional Estate with Western Views, Pool, and Pond - An outstanding Twin Lakes area home privately sited on one of the premiere roads in Salisbury, CT with a legacy property designed by the World-Renowned Landscape Architect Dan Kiley. Gorgeous Main House suited for entertaining with 5 Bedrooms, 6 Full Baths and 3 Half Baths, soaring Living Room ceiling, formal Dining Room, Library, Eat-in Kitchen, Family Room, Playroom with Kitchen, Gym, Indoor Pool, central air conditioning, generator, Pond with dock, Har-tru Tennis Court, Basketball Half-Court - all facing magnificent western Views. On +/-41 gorgeous acres. Additionally featured is a beautiful, newly renovated 2-Bedroom 2-Full Bath Guest House with central air and a private stone Terrace and Garden, and a Gate House with a spectacular Office with fireplace, a multi-car Garage, and one-Bedroom Apartment. A magnificent Estate in the Northwest Corner of Connecticut just minutes from The White Hart Inn, and the lakes, hiking, restaurants, and shopping of Salisbury, CT, Millerton, NY, and the Southern Berkshires. Spectacular! Property being offered on +/-41 acres. Adjusted Assessment and Taxes TBD

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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42 Nettleton Hollow Road Washington CT 06793

MLS Number 170382809

  • Single Family
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 10,106
  • Acreage 24.88

"Stone Bridge." The Ultimate Classic Country Estate with Modern Amenities. Impeccable Stone and Shingle home, set on 24.9+ private bucolic acres in the highly desirable Nettleton Hollow area in Washington, CT. Elevator to all Floors. Architect-designed and built by HOBI Award Winning, Corbo Associates, this 7000+ sq ft, with additional finished 3100 ft on the lower level is graced with 5 bedroom suites, including first and second floor master suites, state of the art easy care systems and heated gunite pool. The public spaces open on to terrace and covered patio space to bring the outdoors in. Garaging for 3 cars via porte cochere to a second garage. Privately set off the the road with a meandering driveway which overlooks a nearby pond, the elegant and comfortable spaces throughout flow from house to patio and pool. Soaring ceilings and glass bring the outdoors into every room. Sprawling spaces for entertaining with 7 fireplaces, elevator, library, home theater, game room, wine cellar and tasting room, sound dampened walls, generator, central vacuum, home technology system with security system. A top of the line kitchen is the center of the home with an additional butler's kitchen for entertaining. Top rated construction and energy efficiency, using state of the art geothermal heating and cooling system and Cat 6 audio wiring for sound, data and internet. The manicured grounds with mature plantings and stonework include an irrigation system. A Magnificent Country Estate!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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235 Farnum Road Salisbury CT 06039

MLS Number 170523270

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 8,067
  • Acreage 9.7

As you make your way up the long private driveway, the natural beauty surrounding you sets the stage for the luxury that awaits. Nestled in the picturesque Litchfield Hills, this magnificent Shingle-style home offers the perfect blend of privacy and luxury. In a park-like setting with open-level lawns, stone walls, and a woodland backdrop for complete seclusion. A perfect blend of traditional architecture and modern design, high-end finishes, expansive windows, and cherry flooring enhance the open-concept floor plan. The natural light that floods the home creates a warm and inviting atmosphere. The formal living room, with its fireplace and French doors that lead to a bluestone patio, is the perfect place to entertain guests. The chef's kitchen, equipped with top-of-the-line Subzero and Thermador appliances, makes hosting dinner parties a breeze and is connected to a large sunroom for informal entertaining. The primary suite is a true retreat with high ceilings, a private outdoor patio, and a spa-like bathroom. The lower level offers a versatile space, with a gym, playroom with fireplace, bedroom, and full bathroom, perfect for guests or as a rental. The 3-car garage is connected to an apartment by an outdoor breezeway. The home also offers a heated inground gunite pool and party barn with an additional 3-car storage space. The party barn, with ample space for guests and plenty of parking, is perfect for hosting events and gatherings.

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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55 Falls Mountain Road Salisbury CT 06031

MLS Number 170552226

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,652
  • Acreage 56.03

Experience the best of the Salisbury lifestyle in this exciting new custom masterpiece set on over 56 +/- acres with natural springs, waterfalls, and hiking trails. A long driveway leads you to this striking residence nestled in your own private forest. This extraordinary home offers custom craftsmanship, combining luxury with a totally modern mix of materials and architectural details. This 5 Bedroom home has an unrivaled open floor plan beginning with the 60' main gallery hall which unfolds to a 2-story ultra-modern spacious kitchen that opens to the dining, family, and living rooms with a wall of windows overlooking Falls Mountain. Relax in the luxurious primary wing with a bath and walk-in closet. Two en-suite bedrooms are also located on the main level. Lower level complete with media room, study, and gym area. A detached barn/garage with heating and cooling on the 2nd floor is steps away from the home's entrance. Enjoy summer afternoons by your heated in-ground gunite pool and entertaining in your private pool house. Agent/Owner.

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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36 Whitford Road Sharon CT 06069

Sharon, CT36 Whitford Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170506671

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,070
  • Acreage 11.65

This magnificent estate in Sharon, Connecticut, offers the ultimate in privacy and luxury. Set on 11+ acres of beautifully landscaped land, the property features a heated saltwater gunite pool, outdoor kitchen, and attached guest house, providing the perfect spaces for relaxation and entertaining. The main home boasts a Chef's Kitchen designed for the most discerning of home chefs, with top-of-the-line appliances, a marble-topped center island, and multiple dining options. The first floor includes a cozy living room with a stone fireplace, a library/office, and a main-floor bedroom with a shared bath. The second floor is dedicated to the primary suite, complete with a walk-in closet and full bath, two spacious bedrooms, and a Jack and Jill shared bath. The lower level of the home is perfect for hosting events, with a mini-kitchen, wine storage, gathering space, large bedroom, changing rooms, and full bath. The attached guest house provides a covered breezy way, gym/studio, full bath, bedroom, and private entrance, making it the perfect space for guests or in-laws. This exceptional property also features a gated entry, pond with fountain, and cascading water feature, and is conveniently located just 5 minutes from town and 15 minutes from the Wassaic train station to NYC.

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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11 Oak Point Club New Milford CT 06776

New Milford, CT11 Oak Point Club

Price$3,350,000

Est. Mortgage: $/month

MLS Number 170529364

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 4,578
  • Acreage 0.27

One of a kind SPECTACULAR setting for this STUNNING mid-century contemporary home located 1.5 hours from mid-town NYC. Set on a peninsula surrounded by water on 3 sides with breathtaking lake views from every room, the property boasts 2 sandy beaches, 1 facing east, the other west. This is a fabulous entertainment venue for relaxed casual weekends, intimate parties, and large formal tented gatherings. The home features 4 bedrooms and 1 den/bedroom, each with its own full bath. Restorations include a new gourmet kitchen, updated bathrooms, and a new master bath. Enjoy beautiful sunsets from the dramatic two-story solarium or the lakeside patio. The property is beautifully landscaped with perennial gardens surrounding the house and stately oaks which complement the expansive lawn. Enjoy lake activities in all seasons, including swimming, boating, fishing, water skiing, skating, cross-country skiing, snowmobiling; or just enjoy the views from in front of the wood-burning fireplace. The area features many fine restaurants and art galleries, country fairs, and more.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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417 Milton Road Goshen CT 06756

MLS Number 170508713

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,222
  • Acreage 3.31

WATERFRONT: This lake house plan gives you loads of outdoor spaces to enjoy luxury waterfront living on large private lake in the Litchfield hills. The exterior has a combination of shake siding, wood beams, and large windows giving it great curb appeal. Two 2-car garage connected to the house by a massive covered deck that wraps all the way around the rear of the house. Just inside the home, you'll walk into a large entry with a soaring cathedral ceiling that flows into the great room. The great room is warmed by a fireplace with built-in bookshelves. The kitchen and dining room are open to the great room. The kitchen includes a large walk-in pantry and a large island with a snack bar. Behind the kitchen, you will find a wonderful pocket office with a desk. On the left side of the home, you'll find 2 bedrooms. The primary bedroom includes a large bathroom with dual vanities, a wet room, an enclosed toilet, and a huge walk-in closet. Bedroom 2 has access to its own bathroom as well. Lower level offers 2,072 square feet including theater room with a raised seating platform, a rec area, 3 additional bedrooms, an additional family room, and a mudroom with a bathroom that allows you to shower on your way in from the water. A lake bar on the backside of the garage opens up to the waterfront for your outdoor entertainment. Take a boat from your private dock - waterski, fish, or motor down to the clubhouse facilities to play tennis or get lunch on the beach.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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69 Beaver Dam Road Salisbury CT 06068
Active With Contract

MLS Number 170545367

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,006
  • Acreage 3.93

This 1929 European-style country home is a rare gem, nestled in the prestigious Taconic section of Salisbury. On nearly 4 acres of lush, beautifully landscaped land, it boasts breathtaking views, specimen trees, and a tranquil ambiance that will enchant you. An idyllic cobblestone courtyard and lush greenery frame this magnificent property. Step inside and experience the epitome of luxury living. This meticulously maintained 5 bedroom, 5 bathroom home has undergone a tasteful renovation to preserve its rich architectural heritage while incorporating modern amenities and luxurious touches. The primary wing is a true haven, featuring a sitting room with a wood-burning fireplace and a private terrace overlooking the serene gardens. The formal living room is equally impressive, with its fireplace and elegant decor. A bright and modern gourmet kitchen and a garden room that offers stunning views of the gunite pool. The dining room and multi-purpose room off the kitchen are perfect for entertaining guests. The lower level features a separate apartment with its own entrance, making it the perfect accommodation for guests. The carriage barn/guest house is connected by the courtyards and includes a 1-bedroom apartment and a 3-bay garage. This extraordinary home is a short distance from Twin Lakes and the Appalachian Trail. It offers the ultimate blend of history, luxury, and natural beauty, making it a must-see for a truly unique living experience.

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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247 Roxbury Road Washington CT 06793

Washington, CT247 Roxbury Road

Price$2,649,900

Est. Mortgage: $/month

MLS Number 170479646

  • Single Family
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 8,145
  • Acreage 15.93

What a country estate should be!! Great privacy and quiet with good westerly outlook and sunsets in an area of other wonderful properties on the Roxbury / Washington border. Potential for au pair apartment on second floor separated from rest of living area. In-law apartment with its own walk-out entrance can easily be created in lower level. Agents acting for themselves should see comments in "Confidential Agent Only Remarks" section. Attractive inground pool and outdoor entertainment area. In-home theater, exercise room, wine cellar and tasting room. Fine paneling, highest quality hardwood floors, exceptional details throughout the entire home.

Listed by Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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293 Lake Road Warren CT 06777

Warren, CT293 Lake Road

Price$2,645,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170495122

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,697
  • Acreage 16.25

Up the long, meandering driveway, you'll find long & clear views of Lake Waramaug & Hopkins Vineyard from this beautiful Colonial home set atop the hillside. This picturesque property includes 16 useable acres (subdividable) with fruit trees, stone walls, mature boxwood garden & perennials. The large chefs kitchen includes a 6 burner dual fuel range & 4 burner gas cooktop in the island, double wall oven, ice maker, wine cooler, large sub zero, dishwasher, 2 garbage disposals, compactor & oversized walk-in pantry w/ built-ins. The Butler's pantry is equipped w/ a dishwasher, sink, custom cabinets & disposal. A beautiful, large screened-in porch & deck is accessible from the DR & kitchen. The FR has 2 story windows on 2 sides, allows you to take in the incredible views. On the opposite wall, there is a paneled FP between built-in bookcases. Flanking the vast foyer is a living room & cozy custom cherry paneled wall & ceiling library accessed through pocket doors. The room is complete w/ a FP & cherry bookcases on either side. The hall leads you to the 3 car attached garage, there you can find a mudroom, laundry room & back staircase leading to the 2nd floor which features 4 bedrooms, 1 of which is quite large & currently used as a studio. The LL features a very large rec. room, family room w/ FP, 1 & 1/2 baths off 2 add'l bedrooms. There is also 10x10 alarmed cement safe room. Mechanicals & ample storage space complete the LL. Close enough to walk the beach. A true must see!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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 2023 SmartMLS, Inc.