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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.

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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 Pat Lahoud of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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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 Morris and William J Melnick of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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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 Morris and William J Melnick of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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141 5 1/2 Mile Road Cornwall CT 06753

MLS Number 170403678

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 12,373
  • Acreage 1000

Villa Catarina - A grand Tuscan-style estate spectacularly situated on 1,000+ acres in the heart of Litchfield County offers unparalleled privacy and security as well as magnificent tri-state views of MA, CT and NY. Approached by a long scenic driveway meandering through fields and forests, this unique country compound is introduced by a granite cobbled courtyard, framed by copper beech and fragrant linden trees. The exquisite limestone and stucco Palladian-inspired villa by award-winning architect Thomas Beeby offers superior, commercial grade construction with 5 bedrooms, 4.3 baths and 6 fireplaces. Opening from a dramatic 2-story foyer showcasing a double staircase, the main floor encompasses a formal living and dining room, reception rooms/galleries, a spacious kitchen, library, and study. Gorgeous reclaimed cherry wood floors with radiant heating and 9+ ft high ceilings provide distinctive details. Upstairs, 5 luxurious bedrooms each offer stunning views of the surrounding wooded hillsides. Inviting terraces and formal gardens with dramatic westerly views, along with a Har-Tru tennis court and 6-stall horse barn complete this enchanting property. Peace and tranquility abound with this rare and exceptional offering.

Listed by Joseph Barbieri and Diana Bisselle of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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187 Umpawaug Road Redding CT 06896

Redding, CT187 Umpawaug Road, Umpawaug

Price$11,000,000

Est. Mortgage: $/month

MLS Number 170537259

  • Single Family
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 9,720
  • Acreage 40.95

Impeccably designed for the modern sophisticate, the enchanting country estate at Maple Hill is a serenely private retreat on over 40 acres, just 1 hour from New York City. Fall in love with the exquisite manor home, offering contemporary flair and stunning natural beauty in nearly 10,000 square feet: luxurious first-floor master suite, chef's kitchen with prestigious appliances, 6 upper-level bedrooms surrounding a central family room, lower-level entertaining area plus attached cabana with shower/changing room as well as 3-car attached garage and detached 2- car garage with loft apartment. Outdoor living is sublime with in-ground pool, double-sided stone fireplace, built-in outdoor barbeque stations, stone patios, and alfresco dining area, plus tennis court, 3-acre pond with boathouse, horse stable, and riding rings/paddocks. Also included: antique 3-BR guest house and rustic-chic party barn with a double-height stone fireplace, salvaged wood bar, and loft with Murphy beds. Don't miss this unparalleled opportunity for refined living, entertaining, and recreation. Discover bucolic Redding, CT, with its rolling wooded acres, historic sites, state parks, hiking trails, rivers, ponds, streams and hundreds of acres of open space, conservation lands and rural character. The New York Times has referred to Redding as "An Upscale Town with Upcountry Style". Redding is the embodiment of the classic, unspoiled New England town.

Listed by Roni Agress and Lisa Pompeo of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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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 Juliet Moore and Elyse Harney Morris of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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Cornwall Hollow Road Cornwall CT 06753

MLS Number 170516051

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 12,373
  • Acreage 550

Villa Catarina - A grand Tuscan-style estate spectacularly situated on 550+ acres in the heart of Litchfield County offers unparalleled privacy and security as well as magnificent tri-state views of MA, CT and NY. Approached by a long scenic driveway, the exquisite limestone and stucco Palladian-inspired villa by award-winning architect Thomas Beeby offers superior, commercial grade construction with 5 bedrooms, 4.3 baths and 6 fireplaces. Inviting terraces and formal gardens with dramatic westerly views of the surrounding wooded hillsides, along with a Har-Tru tennis court complete this enchanting property. Peace and tranquility abound with this rare and exceptional offering. Additional acreage available: see listing for 141 5 1/2 Mile Rd, Cornwall.

Listed by Joseph Barbieri and Diana Bisselle of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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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 Joseph Lorino of Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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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 Stacy A Young of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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46C Senff Road Washington CT 06793

Washington, CT46C Senff Road

Price$8,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170496156

  • Single Family
  • Bedrooms 5
  • Bathroom 11
  • Square Feet 18,811
  • Acreage 106

$1,700,000 Price Adjustment with 106+/- Acres! Designed by Gray Organschi Architecture - Il Poggio delivers on a vision many desire, few will accomplish. As you enter from a quiet country road, a modernist form rises from the hillside as the promise of serene relaxation, active endeavours, intimate gatherings, and memorable events unfolds. Walls of glass enhanced by the natural beauty of wood and stone frame unobstructed views of the landscape from every room. One level down you'll find the indoor activity center with a saltwater pool, hot tub, sauna, showers, squash court, movie theatre, family room, and game room. Venture outdoors to clip herbs from the kitchen garden, start seedlings in the greenhouse, practice yoga on the balconies. Follow the custom crafted foot bridge to the private spring fed pond. Swim or paddle a canoe on the pond, play tennis on the lighted courts, or tinker in the hobby barn. Stroll to the edge of the hillside to “the folly” - reminiscent of a Roman amphitheatre where family and renowned musicians have performed. Explore before retiring with a glass of wine from the cellar in front of one of many fireplaces. Enjoy gatherings in the grand kitchen overlooking views of the pond or relax in one of five en-suite bedrooms with wood burning fireplaces and spa inspired baths. Along With a three bedroom guest house, and bunks for four in the grass-roofed tennis house there's room for many to stay in this enclave unlike any other in the Litchfield Hills.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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Salisbury CT 06068

Salisbury, CT, Twin Lakes

Price$7,875,000

Est. Mortgage: $/month

MLS Number 170517585

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

ONCE IN A LIFETIME TWIN LAKES ESTATE.....Reminiscent of the "Great Camps" of the Adirondacks, this amazing home sits on a double lot with 220 feet of sandy beach on Salisbury's coveted Twin Lakes. The sunset views over the lake to Bear Mountain are majestic and the quality of the construction is unparalleled. Artist designed and custom built by master craftsmen, the exquisite taste and quality of every finish is impeccable and the infrastructure is designed for ultimate comfort and security. The main floor features a stunning 50 x 29 foot Great Room with walnut flooring, oak paneling, 12 foot coffered ceilings, fireplace, dining area and gourmet kitchen all overlooking the lake. The second floor has a luxurious Primary suite and office plus 2 more beautiful ensuite bedrooms and a laundry room. The third floor is a large open space with mini-kitchen and full bath for playroom, guests, sleeping or office. The design has taken full advantage of the western views over the lake. The patio has a covered gazebo with fireplace and an infinity edge spa where you can enjoy the sunset. The slate roof, stone facade, state of the art systems and immaculate condition make this a rare find. The home is in close proximity to Hotchkiss, Indian Mountain and Berkshire schools. Also golf courses, Appalachian hiking trails, art galleries and top notch restaurants. Great Barrington MA and Millerton NY are minutes away. The Metro North Train Station within twenty minutes, 2 hrs to NYC.

Listed by Pat Best and Dave L Mallison of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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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 Roger Saucy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2022 SmartMLS, Inc.