The Matthews Team

William Raveis Lifestyles Realty

Litchfield County CT Waterfront Homes

Search the latest waterfront homes for sale in Litchfield County, CT. The Matthews Team has the knowledge and expertise to help you find the right property. Discover a variety of listings in towns including Washington, Kent, Woodbury & more!

Find Waterfront 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.

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187 Umpawaug Road Redding CT 06896

MLS Number 170292028

  • Single Family
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 9,720
  • Acreage 47.16

Maple Hill Farm, tucked away on nearly 50 acres in rural Redding, CT is a Gentleman's Farm unlike any other. This unique country estate is a luxurious retreat and is one of the town's most coveted and intriguing properties. Sited to embrace stunning panoramic views is the main residence, a European-styled country manor w/contemporary leanings and unrivaled amenities. Natural elements of wood, marble and locally sourced stone add to the homes singular and understated beauty. This exceptional property features a 4-stall horse barn, paddocks, 3 antique guest homes, a state-of-the-art private recording studio & performing arts venue, a working barn, boat house, an orchard, expansive fields, old stone walls and a 300-ft stream with waterfalls cascading into a stocked 3-acre pond. Additional amenities include a pig & chicken coop, tennis court, training ring, ball field and acres of riding and hiking trails that traverse the property's woods and open space. In a nod to Winnie-the-Pooh a local chainsaw artist added a whimsical component to the trails by creating wood carvings of A.A. Milne's beloved characters. Maple Hill Farm epitomizes a refined way of life with an unparalleled array of living, farming, entertaining and recreational opportunities. Only 65 miles from the hustle and bustle of city life. Escape to Maple Hill Farm… your home for a weekend, your home for a lifetime.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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: 5.22% last updated on Aug 11, 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: 5.22% last updated on Aug 11, 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: 5.22% last updated on Aug 11, 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: 5.22% last updated on Aug 11, 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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130 Taconic Road Salisbury CT 06068

MLS Number 170487337

  • Single Family
  • Bedrooms 5
  • Bathroom 9
  • 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 - pending sub-division approval. Adjusted Assessment and Taxes TBD

Listed by Juliet Moore and Elyse Harney Morris of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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

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: 5.22% last updated on Aug 11, 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.

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 Joseph Lorino of Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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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 Paula F Ostop and Ellyn M Marshall of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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42 Nettleton Hollow Road Washington CT 06793

MLS Number 170382809

  • Single Family
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 9,800
  • Acreage 24.88

"Stone Bridge." The Ultimate Country Estate. Impeccable new construction Shingle and Stone home, set on 22+ private bucolic acres in the highly desirable Nettleton Hollow area in Washington, CT. Architect-designed and built by HOBI Award Winning, Corbo Associates, this 8300+ sq ft, with additional finished 1350 ft on the lower level is graced with 5 bedroom suites including first and second floor master suites and state of the art easy care systems, heated gunite pool and pond. The public spaces open on to terrace and patio space to bring the outdoors in. Garaging for 3 car via porte cochere to a second garage. Privately set off the the road with a meandering driveway and overlooking a nearby pond, the elegant and comfortable spaces throughout flow from house to patio and pool. Soaring ceilings and glass bring the outside into every room. Sprawling spaces for easy 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, mature plantings and stonework were professionally planned and include an irrigation system. Additional land available. Magnificent!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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27 Scofield Hill Road Washington CT 06794

MLS Number 170506044

  • Single Family
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 8,309
  • Acreage 42.32

Barn style estate offered for the first time. Complete privacy with long driveway on 42 acres with expansive views to north and west. Located between Washington Depot and Lake Waramaug close to the village of New Preston. Constructed to highest standard by Jim Churchill, the barn was brought from Canada and connected to 4 car climate controlled garage by incredible covered breezeway/pergola complete with firepit and seating. Radiant heat on most of main level. First floor office, guest room with magnificent great room, dinning and kitchen. Second level primary suite and oversized office meant to be 2 bedrooms. Currently configured as 2 bedrooms but easily converted to 4. Septic already in place. Multiple locations for pool/tennis/guesthouse if desired. Stone meditation folly in field. Possible conservation easements with frontage on 2 roads. Extremely rare and special offering. Appointments required cameras in place.

Listed by of W. Raveis Lifestyles Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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36 Whitford Road Sharon CT 06069

Sharon, CT36 Whitford Road

Price$4,995,000

Est. Mortgage: $/month

MLS Number 170506671

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

Exceptional home on 11.65 private acres with breathtaking western views. Large windows take full advantage of the view in the living room and kitchen. Enjoy the Chef's Kitchen with sophisticated design, a Marble-topped center island, stainless steel appliances, both gas and induction cooktops, an extra-wide sink, double ovens, and dishwashers for easy cleanup. Enjoy multiple dining options, al fresco on the deck, casual in the kitchen, or formal in the main dining room, each with its own appeal. Next to the kitchen, is a rustic and casual living space with a wood plank vaulted ceiling, stone hearth, and chimney. Other first-floor rooms include a library/office with built-in bookcases and a main floor bedroom with a shared full-sized bath. On the second floor, you'll find the primary suite with large windows, a walk-in closet, and a full bath. The lower level has great entertaining space with a mini-kitchen, wine storage, gathering space, large bedroom, changing rooms, and full bath. A french door provides quick access to the lounge area and pool. The attached guest house has a covered breezy-way and includes a gym/studio, full bath, bedroom, and private entrance. Professionally landscaped this property is truly special with beautiful plantings and specimen Pear trees. The heated gunite pool has a lovely grass surround and a pool house with an outdoor kitchen. Other features include a gated entry, a pond with a fountain, and cascading water feature.

Listed by Elyse Harney Morris and Tracy Macgowan of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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