and narrow your search. If you have fewer than 200 results, you can save your search.

Litchfield County CT Waterfront Homes

Search the latest waterfront homes for sale in Litchfield County, CT. The Matthews Group 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 Matthews Group at 860-868-0511 or online with any questions or to schedule a private tour.

Time Saving Tip: Create a free account to save your favorite listings and get notified when new properties match your criteria.

400 5 1/2 Mile Cornwall CT 06756

Cornwall, CT400 5 1/2 Mile Road

Price$11,950,000

Est. Mortgage: $/month

MLS Number L150478

  • Single Family
  • Property Style Georgian Colonial
  • Bedrooms 10
  • Bathroom 15
  • Acreage 100

This exquisite Georgian Federal was built by the highly noted Amerian Architect, Allan Greenberg; one of the leading classical architects of the twenty-first century, also known as New Classical Architecture. Behind the elegant gated entrance sits stunning Hillhouse, located on 100 acres, the drive is tree-lined and meanders by meadows, pastures, and all just 10 minutes from Litchfield Center and under 2 hours from NYC. **see additional remarks** There is a regulation custom gymnasium on the lower level with basketball court, tennis court, play court all leading to the outdoor pool and cabana. Overlooking the mature gardens you'll find a luxurious & sunny indoor gunite pool with a hand-painted mural of the property and surrounding hillside; located off the exercise room, complete with steam rooms, dressing rooms, water fountain & elevator. State of the art security system can be found extensively throughout the home, 12-foot custom French doors accessing the gardens throughout the first floor. Wide oak plank floors, custom molding and raised paneling in the trophy room, library, and dining rooms. You'll find top of the line appliances in the kitchen, an elegant foyer with reception room, a beautiful loggia, a custom wide staircase leading to upper foyer and bedrooms. The 3 car garage is located off the circular front drive and porte-cochere. Additional garaging for 3 cars, an office & kennel are located in this area. All stone manor house overlooks the Connecticut foothills.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

46 Senff Washington CT 06793

Washington, CT46 Senff Road

Price$8,750,000

Est. Mortgage: $/month

MLS Number L10157391

  • Single Family
  • Property Style Other
  • Bedrooms 5
  • Bathroom 11
  • Acreage 56.06

Just 90 minutes from NY and minutes to both Washington Depot and Bantam for great dining and shopping, this magnificent modern home designed by Architects Gray and Organschi offers a private and serene setting and is one of the most significant properties in Litchfield County. The award-winning buildings which dot the 56+ acres takes advantage of the gentle hills and 5-acre spring fed swimmable pond. It is an architectural tour de force-- constructed of granite, limestone and Alaskan cedar. The 15,000+ sf Modern home offers 5 bedrooms, 4 full and 5 half baths with an unprecedented amenities of an indoor pool with his and hers changing rooms, squash court, screening room, wine & exercise rooms with swedish sauna. The materials, craftsmanship and fixtures are extraordinary: arched birch slat ceilings, custom mill work, teak window frames, plaster walls, marble baths, sandstone floors, 12 fireplaces and a lead-coated copper roof. A full lighted tennis court with viewing room and guest quarters grace the landscape. The architectural folly with it's 50-seat amphitheater give the highest panoramic views in the area which are some of the best in Litchfield County! A Gate house/Guest house with three bedrooms, kitchen and Living Room greet you at the entry of the property. Gorgeous meadows of indigenous plants, light woods with walking trails, perennial gardens and stone walls grace the 70.7 acres. All within minutes to Washington Depot.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 Road

Price$7,750,000

Est. Mortgage: $/month

MLS Number 170097161

  • Single Family
  • Property Style Georgian Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 95.72

Mole's Hill Farm. Minutes from bucolic Sharon, Ct. this English-style estate is a true retreat from today's fast-paced world. Centered by a Manor House filled with understated elegance and a sweeping flair of British style, the estate captures the imagination. Detailed pediments, carved fireplaces, custom millwork and cabinetry are appointed throughout every light-filled room, all perfect for entertaining. The grounds by famed English garden designer Penelope Hobhouse and British architect Sir Anthony Denny combine Edwardian symmetry and style in a hillside setting to breathtaking results. Centered by an obelisk folly, framed by a double allee of zelkovas trees, it is flanked by two formal gardens. One features a walled English garden designed with perennial beds and espaliered fruit trees and a greenhouse. The other features a hornbeam hedged garden surrounding a lap pool and a double pavilion with cabana and guest studio. A Russian dacha is tucked in the woodlands. A tennis court, large barn and three bedroom guest house complete the offering. Additional land available.

Listing Courtesy of Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

1 Glen Brook Farm Sherman CT 06784

MLS Number 170279944

  • Single Family
  • Property Style Contemporary
  • Bedrooms 6
  • Bathroom 7
  • Acreage 75

75 acres of verdant fields and woods with breathtaking views, Sherman CT, Additional acres available upon request @ $8.5M asking. THE RESIDENCE: Perched atop the sprawling grounds is a newly constructed, modern loft farm residence whose exterior and interior architecture marry elegantly a sophisticated home and the surrounding pastorale outdoors. Soaring cathedral ceilings, floor to ceiling picture windows that perfectly frame the sublime country vista outside, and the abundance of natural stone, wood and steel finishes throughout the interior lend this 7,000 sq. ft.mansion its bucolic atmosphere, airiness and warmth. The home consists of six luxurious bedrooms, seven sumptuous full marble baths, a recreation/family room, and a theater room. The open floor plan allows unencumbered flow between the double-height living room, the spacious dining, and a handsome, modern, gourmet kitchen with custom walnut millwork, Miele appliances, exquisite yellow marble peninsula and granite countertop. The 7” wide-floors and trim are made of white oak. Enormous sliding glass walls in the great room and main level bedroom open onto the Grand Terrace on the main level, while the glass walls of two bedrooms &the recreation room on the lower level provide access to a lower level terrace. All overlook the grand lawn with breathtaking open countryside views, and the resplendent stable and quaint modular staff quarters in the periphery. Taxes roughly $20,000 annually

Listing Courtesy of Classiques Modernes Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 Avon CT 06001

Avon, CT333 Montevideo Road

Price$5,900,000

Est. Mortgage: $/month

MLS Number 170287728

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Acreage 116
  • Square Feet 7,964

Most Unique Safe Harbor Property for Nature lovers! Abington Estates is a family compound which sits on 116 acres with 4 homes, 3 barns, a 12 acre swimming and fishing pond, boathouse, dock, and raft. All homes are very well maintained and occupied. The main house (#333) is understated elegance built in 1991 in a contemporary brick and steel Adirondack style. It has 7964 sq ft with 10 rooms, 4BR/4 full/2 halfbaths/ 500 sq ft creative space studio, 5 fireplaces, partly finished basement with sauna, 3 car garage. Sitting on a grassy knoll it enjoys glorious sunset views to the west and serene water views to the east. The 3 cottages, #221, #295 and #379 are all located on the ridge and are rented and support 70% of the property tax. #221, The Parsonage is located directly across from the 3 Victorian Barns has 1350 sq ft with 4 br/2ba. Stone House, #295 built in 1900 in art deco style is 2888 sq ft with 2-3 br /2 ba, updated stainless kitchen, 4 fireplaces. The North Cottage is 1002 sq ft with 3 br/2 baths. All appliances convey with the properties. Most of the acreage has been classified forest land for over 10 years. Land abuts Heublein Tower park and MDC property. Wild life abounds! Tenants have been long term. See attachments for floor plans. Ask agent for floor plans and about development opportunities. 2 hours to Boston or NY, 10 min to shops and restaurants. A country setting yet close to town for home deliveries, too!

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

85 Davis Kent CT 06785

Kent, CT85 Davis Road, South Kent

Price$5,900,000

Est. Mortgage: $/month

MLS Number 170307657

  • Single Family
  • Property Style Chateau, European
  • Bedrooms 4
  • Bathroom 5
  • Acreage 13.25

Elegant, contemporary, private compound Designed by renowned architect and interior designer, Robert Couturier, "Dover House" is set against the stunning backdrop of North Spectacle Lake in South Kent. A picturesque driveway leads to a magnificent 1710 guesthouse. The Extensive, formal, published gardens designed by Miranda Brooks beautifully offsets the Gunite pool house and the two square pavilion main house with a pyramid-style roof. The formal dining room is featured in The Finest Rooms in America by Thomas Jayne. Each room enjoys remarkable style and detail with either views of the lake or gardens. From the library steps to the water's edge. A unique two-car garage completes this private setting. Dover House is a true escape to beauty and nature. 14+/- acres abutting land trust and views of this pristine lake.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

Lot 3 and 4 Milton Rd Goshen CT 06756

MLS Number 170325448

  • Single Family
  • Property Style Farm House, Modern
  • Bedrooms 6
  • Bathroom 8
  • Acreage 6

Set between open pastures & wooded privacy, dawns a brand new Litchfield County classic. Beautifully situated on the largest plot of land overlooking the prestigious and private Woodridge Lake, this “to be built” estate from an award winning builder will feature exceptional detail and gorgeous waterfront views from every room! The property is just over 6 ac. with nearly 500 ft of private direct water frontage. This 7,800 sfs mart-home features stunning high-end finishes, multiple fireplaces, interiors with dramatic shiplap paneling, sleek trim work, and built-ins throughout. The home will have 11 rooms, 6BR, 6 full baths, 2 half baths, and a spacious 1st floor master bedroom suite w/ walk in closets, and a spa like bath all with high end finishes. A state-of-the-art kitchen with inset furniture grade cabinetry and built-in kitchen banquette will flow into a grand vaulted family room with walls of glass facing the water. Covered wrap around porches lead to a stunning patio w/ inground gunite pool overlooking the lake. Exterior finishes include James Hardie fiber cement siding, custom PVC exterior trim, gorgeous red cedar porch ceilings, and lead coated copper gutters. Color scheme for windows and siding will be determined with buyer as well as many of the exemplary finishes in the house. LOT CAN ALSO BE PURCHASED SEPARATELY FOR $1,800,000.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

91-93-95 Interlaken Salisbury CT 06039

Salisbury, CT91-93-95 Interlaken Road

Price$5,375,000

Est. Mortgage: $/month

MLS Number 170335639

  • Single Family
  • Property Style Other
  • Bedrooms 4
  • Bathroom 5
  • Acreage 5.06

Lake Wononscopomuc Family Compound - The elegant gated driveway leading down to the stunningly renovated shingle style home designed by the noted architect Ralph Twitchell in 1930 sits majestically on 333 feet of water frontage on Lake Wononscopomuc. This country retreat on 5 acres features a main house, guest house, caretaker's cottage, and storage sheds are the idyllic family compound. The main house has a magnificent great room with 14-foot ceiling and picture window overlooking the lake and views of Mt. Riga & the Taconic Range, a serene heated screened-in porch, dining room, and den or first-floor bedroom also overlooking the lake. The fully renovated kitchen is a chef's delight with all high-end appliances. Completing the first floor is the library with wood burning fireplace and built-in bookcases. The second floor has 4 additional ensuite bedrooms. Escape to this Salisbury paradise. Close to Millerton, MetroNorth, Hotchkiss, Lakeville, and Sharon.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

124 Lake New Fairfield CT 06812

New Fairfield, CT124 Lake Drive South

Price$4,995,000

Est. Mortgage: $/month

MLS Number 170290388

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 6
  • Acreage 0.64

"Artreehoose" Premier Candlewood Isle Waterfront Modern. This Ultra chic home was designed by renowned architectural firm, Della Valle Bernheimer using only the finest materials including Monumental sliding glass panels which wrap the 20 ft high living room space and opens to a covered patio, bringing the feeling of the outside, to the interior spaces. Phantom screening for media viewing creates a luxurious outdoor entertaining space, insect-free, to enjoy the views of the lake or open air dining. The magnificent Schiffini kitchen with walnut veneer and stainless steel center island overlooks the gorgeous sweeping views of Candlewood Lake and western sunsets. Walk out to the outdoor entertaining space equipped with outdoor kitchen with built-in grill, pizza oven and storage and enjoy all there is to offer in the lake lifestyle with sandy beach and magnificent stone hot tub. A Grand Living room is the heart of the home with soaring ceiling and two floating staircases which lead to the second story master suite, two additional en suite bedrooms and a state of the art media room with additional half bath and wet bar. Additional features included Flamed bluestone floors with radiant heating throughout, State of the art home automation system allowing control of music, lighting, security and temp from one location. The Candlewood Isle Clubhouse offers tennis courts, marina, basketball, bocce, children's and social. This is Lake living at it's best!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

18 Falls Roxbury CT 06783

Roxbury, CT18 Falls Road

Price$4,300,000

Est. Mortgage: $/month

MLS Number 170216895

  • Single Family
  • Property Style Colonial
  • Bedrooms 6
  • Bathroom 7
  • Acreage 9.64

Turn key, with total privacy and available for quick closing is this stunning compound with 200 +/- feet of Shepaug River frontage. This property simply has it all for working, schooling and entertaining at home, what ever your needs. Long gated driveway & flat open land. Only minutes from the villages of Roxbury or Bridgewater. 10 minutes to the Mayflower Inn & Spa in Washington. Fish from your own back yard! 5-6 bedroom main house w/ gourmet eat-in kitchen opening to vaulted family room w/ cupola. Main & 2nd floor master bedrooms, finished lower level with gym, sauna, and meticulous storage areas. Attached in-law apartment with full kitchen. Large covered porch, French doors from every room leading to multiple terraces & professionally landacaped gardens. 2 car attached garage. Gunite Pool & Jacuzzi with oversized blue stone terrace. Glorious fully outfitted Pool/Guest House with full kitchen, bath, changing rooms, pergola & outdoor fireplace. Uber chic Party Barn/game room w/ guest room, 1.5 baths, full kitchen, vaulted ceiling, double sided stone fireplace & 1 car garage. Generator. Completely Luxurious Perfection!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

847 & 849 North Goshen CT 06756

Goshen, CT847 & 849 North Street

Price$3,950,000

Est. Mortgage: $/month

MLS Number 170277455

  • Single Family
  • Property Style Other
  • Bedrooms 5
  • Bathroom 7
  • Acreage 69

Stunning country home designed by and built for owner reminiscent of Utah ski lodge. Impeccable appointments and features on very private 70 acres with crystal clear pond, stream and waterfall. Two bedroom guesthouse and "party barn". Very private and manicured grounds with long driveway entry offering extreme privacy. Reclaimed antique flooring and timbers, extensive stone work interior and exterior. Spectacular master bedroom suite on main level with fireplace, french doors to patio, dressing areas, walk-in closets, spacious master bath. All guest bedrooms oversized and en-suite. Lower level media room theatre quality with wet bar, fabulous wine cellar, fitness room, sauna and game area. Expertly designed, built, and located on one of the most beautiful parcels of land in Litchfield County. A definite "must-see".

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

110 & 114 Town Line Roxbury CT 06783

Roxbury, CT110 & 114 Town Line Road

Price$3,900,000

Est. Mortgage: $/month

MLS Number 170316596

  • Single Family
  • Property Style Colonial, Farm House
  • Bedrooms 7
  • Bathroom 1
  • Acreage 78

78± unencumbered acres* comprising antique Dickinson Dairy House, sheds, and Greyledge Flag Barn. The land offers rare potential either as a renovation opportunity or as a multiple new build site given the dramatic vistas of the Shepaug River Valley afforded by the elevation and 240-degree views. The Dickinson Dairy House (aka the Seruphas Ward House c. 1845) is a vernacular farmhouse influenced by the Greek Revival style. It is composed of an early 19th-century center hall building and a recessed kitchen wing to the south with a full English basement at the rear. The Dairy House provides an interesting perspective on how country builders at this time integrated both colonial and Greek Revival styles in Litchfield County. The home has not been occupied since the current owner purchased the property and it requires extensive renovation. Located to the south of the house is the Greyledge Barn -- constructed in 1996 and built of weathered siding from a barn in Indiana to replicate the look and aesthetic of a calving barn of similar size that used to occupy the rocky promontory that defines Greyledge Farm and the Estate. The barn is now used primarily for vehicle and equipment storage; however, it can be easily repurposed as it has a poured concrete floor, excellent natural light, and the structural integrity of a new building. Additional land may be available

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.