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.

Time Saving Tip: Create a free account to save your favorite listings and get notified when new properties match your criteria. You may also be interested in viewing homes with 6 bedrooms.

145 5 1/2 Mile Goshen CT 06756

Goshen, CT145 5 1/2 Mile, West Goshen

Price$11,300,000

Est. Mortgage: $/month

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?ade 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: 6.79% last updated on Jun 1, 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

130 Taconic Salisbury CT 06068

Salisbury, CT130 Taconic, Twin Lakes

Price$6,750,000

Est. Mortgage: $/month

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: 6.79% last updated on Jun 1, 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

42 Nettleton Hollow Washington CT 06793

MLS Number 170382809

  • Single Family
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 10,106
  • Acreage 25

"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: 6.79% last updated on Jun 1, 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

201 Millerton Sharon CT 06069

Sharon, CT201 Millerton

Price$5,800,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170569589

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,835
  • Acreage 29

Introducing Moles Hill Farm, a truly remarkable English-style estate nestled on 28+ pristine acres of countryside. This exquisite property is located just minutes away from the charming Villages of Sharon, CT, and Millerton, NY, offering the perfect blend of peaceful seclusion and convenient access to local amenities. Boasting a wealth of period details throughout, this home exudes sophisticated elegance and is designed for both comfortable living and entertaining. Step into the well-proportioned living room, complete with custom cabinetry and a cozy fireplace. From there, the sun-filled drawing room with walls of windows and a second fireplace beckons, offering an ideal spot for relaxation or conversation. The inviting dining room boasts a bay window with stunning views of the sprawling grounds, while the wrap-around enclosed porch provides the perfect setting for outdoor entertaining and unforgettable views. The chef's kitchen is a dream come true, with ample space for meal prep and a lovely sunroom adjacent to it. Upstairs, the luxury master suite features a tray ceiling, fireplace, and dual-fitted dressing closets, providing a private oasis for relaxation. The large guest suite with a rear staircase and three additional ensuite bedrooms offers plenty of space for family and guests. Stroll through the walled gardens, take a dip in the sparkling pool witha cabana and garden, or practice your backhand on the tennis court.

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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

235 Farnum Salisbury CT 06039

Salisbury, CT235 Farnum, Lakeville

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170523270

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 8,067
  • Acreage 10

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: 6.79% last updated on Jun 1, 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

41 Bronson Mountain Roxbury CT 06783

Roxbury, CT41 Bronson Mountain

Price$3,295,000

Est. Mortgage: $/month

MLS Number 170571078

  • Single Family
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 8,367
  • Acreage 72

Overlooking distant foot hills in one of the most private settings in the idyllic town of Roxbury, this elegant Stone and Shingle style estate designed by Moisan Architects is perfectly situated on 72+ private acres with views and breathtaking sunrises and sunsets. The parklike grounds feature an apple orchard, open meadow, mature trees and plantings. Bright and spacious interiors with 10' ceiling and high end millwork and finishes, open with a grand foyer and open concept floor plan for seamless indoor/outdoor living with each room access to the gorgeous grounds. A fabulous gourmet with butler's pantry, 2-story ceiling, stone fireplace, matching granite islands flows into a family room with fireplace and a screened porch with stone fireplace. The first level primary wing is it's own special area with custom paneled library, office, gym and library and create a great space to live and work in ease. The second level offers four en-suite bedrooms and an additional private guest suite/Office/Studio. Unwind in luxury and enjoy an amazing lifestyle of casual, yet sophisticated living in quintessential Roxbury and only 90 minutes from NYC. *Note, tax amount includes the four parcels

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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

417 Milton Goshen CT 06756

Goshen, CT417 Milton, Woodridge Lake

Price$3,250,000

Est. Mortgage: $/month

MLS Number 170508713

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,222
  • Acreage 3

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: 6.79% last updated on Jun 1, 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

69 Beaver Dam Salisbury CT 06068

Salisbury, CT69 Beaver Dam, Lakeville

Price$3,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170545367

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

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: 6.79% last updated on Jun 1, 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

11 Oak Point New Milford CT 06776

New Milford, CT11 Oak Point

Price$3,000,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170572594

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

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: 6.79% last updated on Jun 1, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

164 Belden Canaan CT 06031

Canaan, CT164 Belden, Falls Village

Price$2,500,000

Est. Mortgage: $/month

MLS Number 170533268

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,541
  • Acreage 67

Welcome to Fox Hollow Farm. This timeless antique farmhouse sits on 67 acres that provides both privacy and a wonderland of activities right in your own back yard. The wide carved out path on the property extends to 1/2 mile each way and can be used year-round for hiking, snow shoeing, mountain biking, motocross and cross-country skiing. The "monument" that sits on top of a hill overlooking the pond is a peaceful place to take in the stunning views, birdwatch or meditate. This home is the perfect gathering place for friends and family with plenty of space and full of character. You can feel the history of the home and the warmth of the space as you walk from room to room. A large two story screened in porch is an added bonus of extended outdoor space along with two second story decks overlooking the fruit trees and ponds. The true gem on this property is the spectacular two-story barn. In this amazing and unique multi-use space, you may imagine hosting a candlelight harvest dinner for friends and family, an inspiring and quiet spot for pursuing creative passions or a space to hold educational workshops. Local attractions all 10 minutes away include Lime Rock racetrack, the annual "Jumpfest" ski jumping competition and swimming, sailing, canoeing, fishing and paddle tennis at Lake Wononscopomuc. Day trip to Saratoga Springs to the racetrack for a day of fun and the Saratoga Performing Arts Center for a concert, Jazz Festival and New York City Ballet to name a few!

Listed by Douglas Elliman of Connecticut

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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

42 Ives Goshen CT 06756

Goshen, CT42 Ives, Woodridge Lake

Price$2,500,000

Est. Mortgage: $/month

MLS Number 170571478

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,750
  • Acreage 25

A unique Gentleman's Estate in the heart of Litchfield County and a short jaunt from NYC. Opportunities as a private lake getaway, family compound, future residential development and much more. Formerly an award-winning vineyard closed in 2022, this offering comprises 3 separately deeded, adjacent, buildable parcels: 22.1 acres, 2.5 acres, .93 acre Woodridge Lake lot opposite the club house grants membership to the private resort community. The massive modern colonial manor house is approximately 5,000SF finished / 5,000 unfinished, brimming with inspiration. The 1st floor contains the primary suite, private patio, walk-ins & spa bath with soaking tub and views of the lake, soaring 18' ceilings, herringbone hardwood, stone fireplace & 4 gas fireplaces. A flowing open layout connects the great room to the formal dining room & massive kitchen. 3 sets of French doors lead to 2 blue stone patios featuring dramatic views. A parlor & large private office rounds out the floor. The 2nd floor contains the guest rooms, access to the walk-up attic & enormous game room. Additionally, an oversized 3-car garage offers generous storage, the 2,700SF unfinished basement w/French doors opens to ground level. Geothermal heating & cooling. 17KW Generator. Adjacent to the home is a detached 5,000 sf barn w/4 bays, a workshop and massive unfinished upper level for unlimited uses. Separate 2,800SF building with potential to be a guest house, a care takers house or subdivided from the property.

Listed by Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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

247 Roxbury Washington CT 06793

Washington, CT247 Roxbury

Price$2,495,000

Est. Mortgage: $/month

MLS Number 170574214

  • Single Family
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 8,145
  • Acreage 16

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: 6.79% last updated on Jun 1, 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.