The Matthews Team

William Raveis Lifestyles Realty

Litchfield County CT Luxury Homes

Search the latest luxury homes for sale in Litchfield County, CT. Discover a variety of beautiful luxury real estate listings.

Luxury Homes for Sale in CT

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.

View by Town
Bethlehem | Bridgewater | Cornwall | Goshen | Kent | Litchfield | Morris | New Milford | Roxbury | Sharon | Sherman | Warren | Washington | Woodbury

Warren CT 06777

Warren, CT

Price$16,000,000

Est. Mortgage: $/month

MLS Number 170517236

  • Single Family
  • Bedrooms 10
  • Bathroom 12
  • Square Feet 7,528
  • Acreage 231.85

A once in a lifetime opportunity to own over 230 acres overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering comprises six parcels of open fields and forest with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables, paddocks and trails have been home to thoroughbred race horses and generations of equestrians. This property includes two vintage main houses, a guest house, a guest cottage, an in-ground pool with pool house, and staff quarters attached to a twelve stall stable and carriage barn. Miles of footpaths and trails lead to natural springs, a seasonal pond and streams, and a rocky outcropping archaeologists believe was used as a shelter by native settlers. Located in the heart of Litchfield County, within two hours of Boston and Manhattan, this is the ideal opportunity for those that appreciate the history and grandeur of a property of this caliber.

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

400 5 1/2 Mile Road Cornwall CT 06753

Cornwall, CT400 5 1/2 Mile Road

Price$14,995,000

Est. Mortgage: $/month

MLS Number 170366275

  • Single Family
  • Bedrooms 10
  • Bathroom 15
  • Square Feet 18,000
  • Acreage 445.62

This extraordinary estate with a beautiful Georgian Federal-style home was designed by the American architect Allan Greenberg for world-renowned tennis legend Ivan Lendl. Ride through the gates passing horse paddocks, a barn, and up a long and meandering driveway to the impeccable stone house. Enter the first floor passing a grand staircase to a light-bathed main floor with virtually every room boasting French doors to beautiful gardens and patios. A wood-paneled library, spacious living room, formal dining room, and family room, all with fireplaces and wide plank oak floors, as well as a trophy room/office and an eat-in chef's kitchen with state-of-the-art appliances and butler's pantry complete the 1st level. The primary bedroom suite with 2 oversized walk-through closets, a sitting room, and a luxurious oversized bathroom accompanies an office with a paladin window, a children's library, and 3 additional ensuite bedrooms on the 2nd floor. The third floor has 5 en-suite bedrooms. Additional indoor amenities include an indoor pool adjoining two locker rooms, a sauna, a workout room, and a full-sized gymnasium. Outside there is a heated gunite pool with a cabana, tennis court, and play court. The attached 3 bay garage is complemented by a 3 bay detached garage with office space on the second floor. All of this, overlooking the Connecticut foothills.

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

57 Mount Tom Road Salisbury CT 06068

MLS Number 170352914

  • Single Family
  • Bedrooms 9
  • Bathroom 14
  • Square Feet 22,282
  • Acreage 474.14

Incomparable Country Estate - The country estate of legendary producers Thomas Miller and Robert Boyett is now available for sale in Salisbury Connecticut. Meticulously designed by Acheson Doyle Partners, beautifully landscaped and finished with the finest materials, the 9-bedroom main house is on more than 470 pristine acres and boasts unparalleled western views of the Berkshire Mountain Range. The entrance hall, with a grand staircase, opens to a dramatic 39-foot-long formal dining space with a soaring 32-foot-tall (3 stories) glass atrium ceiling. Several living spaces on the main floor including a light-filled 47-foot great room, a handsome library as well as a spacious living room compliment an exceptionally appointed designer quality chef's kitchen with a large butler's pantry and views of the formal gardens and orchard. There are two primary bedrooms, both with luxuriously appointed ensuite primary bathrooms, dressing rooms, and french doors to outdoor deck space with exceptional views. The Roof Deck surrounding the Atrium glass skylight has 360-degree views of Mt. Tom, Bear Mountain, and the Berkshire Mountain range. In addition to a 3-bedroom (1900 square foot) Caretaker's Cottage, the property also includes an Expansive Outdoor Pool, a Spa (seats 15), Tennis Court, a Barn with Property Office, a Warehouse, and Art Storage Building. Finally, a rustic log cabin on the highest point of the property has the best views of the Twin Lakes in the county.

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

564 Undermountain Road Salisbury CT 06068

Salisbury, CT564 Undermountain Road

Price$9,600,000

Est. Mortgage: $/month

MLS Number 170394617

  • Single Family
  • Bedrooms 11
  • Bathroom 6
  • Square Feet 5,850
  • Acreage 85

Manor House plus 11 Additional Buildings - This spectacular 85+/- acre property is a destination Educational Center. It offers a magnificent 1880 Manor House, with spectacular distant Views, a Pond, and 11 additional buildings which house an Auditorium, Group Meeting Areas, Breakout Private Offices, a Fitness Center, Pondside Cottage, huge Dining Hall with Commercial Kitchen, and accommodations in over 56 Guest Rooms. The land is made up of 70+/- acres in the Southern Berkshires and 15+/- abutting acres in Salisbury, CT - the entire CT side runs along Sage's Ravine. There are walking trails throughout the land and access to the Appalachian Trail. You will be smitten by this property and totally taken with the possibilities. Note: Details and taxes are only for the Main House which is on the Massachusetts side of the property. Please ask for details for all of the 12 buildings and the total property. Also listed 170459495

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

33 Nodine Pasture Road Kent CT 06757

Kent, CT33 Nodine Pasture Road

Price$8,995,000

Est. Mortgage: $/month

MLS Number 170508647

  • Single Family
  • Bedrooms 6
  • Bathroom 9
  • Square Feet 8,933
  • Acreage 389

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and master bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor master guest room with soaking tub and deck with views. Two bedroom suites with ensuite bathrooms, charming children's bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

229 Umpawaug Road Redding CT 06896

MLS Number 170494928

  • Single Family
  • Bedrooms 6
  • Bathroom 11
  • Square Feet 7,498
  • Acreage 6.46

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining kitchen, full bath and living room. Don't forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.

Listed by William Raveis 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

102 South Shore Road Salisbury CT 06068

MLS Number 170554013

  • Single Family
  • Bedrooms 3
  • Bathroom 7
  • Square Feet 5,124
  • Acreage 2.68

This one-of-a-kind luxury estate is an enchanting lake front oasis. The 220 foot soft sandy beach is the ultimate spot to enjoy majestic sunsets. The masterfully crafted home features custom stonework and exquisite millwork throughout. High ceilings and large windows fill the residence with natural light while showcasing the picturesque vistas of the lake and surrounding mountains. In addition to the second floor's three bedrooms, the third floor is fully finished and contains a full bath and kitchenette for ultimate family enjoyment. Activities for all seasons; including boating, fishing, neighboring golf courses, lake skating, Appalachian trails, and skiing in Great Barrington, MA. The double-lot property has potential to create a guest cottage. Approximately 1 hour from Albany and 2 hours from NYC. This timeless estate is your special opportunity to own a piece of the American North-East.

Listed by Jaclyn Walker,Broker

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/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

33A Nodine Pasture Road Kent CT 06757

Kent, CT33A Nodine Pasture Road

Price$6,900,000

Est. Mortgage: $/month

MLS Number 170508649

  • Single Family
  • Bedrooms 6
  • Bathroom 9
  • Square Feet 8,933
  • Acreage 66

West Wind Hill, a bespoke country estate sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and primary bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor master guest room with soaking tub and deck with views. Two bedroom suites with ensuite bathrooms, charming children's bedroom and an office. Lower level with a media room, half-bath, wine tasting room + wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawn & gardens plus additional garaging for any auto enthusiast. Additional acreage available.

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

333 Montevideo Road Avon CT 06001

Avon, CT333 Montevideo Road

Price$5,995,000

Est. Mortgage: $/month

MLS Number 170441863

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 6,964
  • Acreage 115

This historic 115-acre estate has a private 12-acre lake entirely on the property and sits on Talcott Mountain at the highest point in Avon CT. With sweeping majestic views of the Farmington Valley and the foothills of the Berkshire Mountains, Montevideo is simply magnificent! The main residence, rebuilt in 1991, is situated around mature trees and affords eastern views of the lake and western views of the valley. In addition to the 7900 square foot main residence, the property has three houses ranging in size from 1,000 - 2,000 square feet, three Victorian-era barns, a boathouse, a dock, and a floating wood raft. Originally established in the early 19th century, the property has been home to only three families since 1890. Daniel Wadsworth, a well-known arts patron, originally developed the property. Many historic figures have enjoyed Montevideo. Hudson River Valley School artist Thomas Cole created several paintings from the estate. Mark Twain enjoyed swimming in the property's lake. Teddy Roosevelt would stop by for visits on his way to nearby Hueblein Tower. Today the same beauty that attracted some of history's luminaries still exists. Montevideo easily could function as a personal vacation property, a corporate retreat, or a recreational compound with a private music and art studio.

Listed by William Raveis 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.

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.