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The Matthews Team

Homes with a Pool - Litchfield County CT

CT Homes with a Swimming PoolFind every home and property available in Litchfield County with a pool. 

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57 Mount Tom Road Salisbury CT 06068

MLS Number 170352914

  • Single Family
  • Square Feet 22,282
  • Bedrooms 9
  • Bathroom 14
  • Year Built 2002

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.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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
  • Square Feet 18,000
  • Year Built 1992
  • Property Style Other
  • Bathroom 15

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.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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$11,950,000

Est. Mortgage: $/month

MLS Number 170391895

  • Single Family
  • Square Feet 18,811
  • Bathroom 11
  • Property Style Contemporary, Modern
  • Bedrooms 5

Designed by architectural firm Gray Organschi - 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 106+ acres of Il Poggio 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 spa inspired baths in the main house - four with a wood burning fireplace. 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.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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132 Curtiss Road Warren CT 06777

Warren, CT132 Curtiss Road

Price$11,200,000

Est. Mortgage: $/month

Coming Soon

MLS Number 170460856

  • Single Family
  • Square Feet 3,372
  • Bathroom 4
  • Year Built 1820
  • Bedrooms 3

Incredible opportunity to own the iconic Lost Acre Farm. - located on a quiet dead end country road, on one of the highest elevations in Warren, CT overlooking Lake Waramaug. The unencumbered property includes a Rambling Farmhouse c.1820, which is the primary residence; as well as two Guest Cottages, Pool House, detached four bay garage with attached apartment. The equestrian facilities are stunning with a 12 stall barn with ample storage for hay and shavings, carriages and an attached two bay shed for equipment as well as an apartment. Enjoy hiking and equestrian trails which wind through the property, multiple stone terraces, cutting gardens and a variety of fruit trees. Some of the most prestigious private schools, fishing, skiing, shopping, antiquing and dining in one of the many farm to table restaurants in the nearby villages including Warren,New Preston, Litchfield ,Bantam, Washington, Kent, Cornwall and Sharon. ***** Close proximity to NYC & Boston**** *****Must see to realize the vast incredible views and 114 acres. Take your four wheel utility vehicle for a ride over the property enjoying the natural surroundings or perhaps pack a lunch and enjoy the views whilst dining alfresco in one of the open fields.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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46 Senff Road Washington CT 06793

Washington, CT46 Senff Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 170406828

  • Single Family
  • Square Feet 18,811
  • Bedrooms 5
  • Bathroom 11
  • Year Built 2002

Designed by architectural firm Gray Organschi - 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 70 acres of Il Poggio 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 spa inspired baths in the main house - four with a wood burning fireplace. 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.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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

40/42 Nettleton Hollow Road Washington CT 06793

MLS Number 170402818

  • Single Family
  • Square Feet 11,776
  • Year Built 2017
  • Bathroom 8
  • Bedrooms 5

"Stone Bridge." The Ultimate Country Estate. Impeccable new Shingle and Stone home, set on 31+ private bucolic acres with add'l approved lot, in highly desirable Nettleton Hollow area in Washington. 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 cars 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 professionally planned grounds with mature plantings and stonework include an irrigation system and 1,000 ft of road frontage. Magnificent!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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

42 Nettleton Hollow Road Washington CT 06793

MLS Number 170382809

  • Single Family
  • Square Feet 9,800
  • Year Built 2017
  • Bedrooms 5
  • Bathroom 8

"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!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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

184 Fern Avenue Litchfield CT 06759

Litchfield, CT184 Fern Avenue

Price$5,900,000

Est. Mortgage: $/month

MLS Number 170361462

  • Single Family
  • Square Feet 12,016
  • Bedrooms 8
  • Bathroom 13
  • Year Built 1992

One of Litchfield's largest estates, on almost thirty acres, this 12,000sf Center Hall Colonial is perched on your own sprawling park w/stonewalls, heated saltwater Gunite pool, bluestone patios and decks. This estate boasts an oversized two bedroom guest house, renovated greenhouse. Land backs up to Topsmead State Forest & Land Trust for more seclusion. Inside find high ceilings, a two-story balcony, grand foyer, cascading staircase. Eat-in gourmet kitchen w/ x-large island. Treat guests to the inviting formal dining room bathed in sunlight and a fireplace, also in the heart of the home a big bright family room, a private library with custom built-ins, a private 3 rm suite, giant mudroom, 13 baths, 8+ bedrms, a master suite w/FP, sitting area, sunrm & luxurious spa retreat, a delight for any couple. Fully finished third floor plus fin walkout LL w/exercise-rm, wine cellar, 2-½ baths, steam spa shower, small kitchen and family room with a perfectly rustic grand stone wood fireplace. Come in after star gazing in your top of the line hot tub! For the enthusiast, a 6-car heated garage w/room for 12cars w/a lift. 7 zones, private gym, separate residence, new whole house generator. Two hours to NYC, live in Litchfield, one of Connecticut's hottest destinations in the country you crave only moments into town. Come explore life in Litchfield County w/vineyards, shops, parks, dining + more. Add a helipad for convenient and safe travel. Seller added substantial acreage this past year.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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93 Amenia Union Road Sharon CT 06069

MLS Number 170403476

  • Single Family
  • Square Feet 12,759
  • Bedrooms 9
  • Bathroom 14
  • Year Built 1983

The Ultimate Country Retreat sited on 23+/- park-like acres with stunning western views on a coveted country road. This exceptional property (main house circa mid-1800s) was transformed into a magnificent estate combining old world charm with modern amenities and stunning selection of newer buildings and barns. The main residence reflects the grandeur of its original vintage, with a collection of gracious rooms, period details and 7 fireplaces. A circular drive leads to a gracious entry with fireplace. Impressive living room with fireplace and large windows. Formal dining room showcases an elegant marble fireplace and French doors, leading to an enclosed east facing sunporch. Spacious kitchen and breakfast room with large hearth, antique beams and flooring. Elegant wood paneled study with fireplace and bar connects to adjoining guest and entertainment building. 5 BDRs and 9 Baths in the main house (primary with fireplace). 3 BDRs and 2 kitchens in the adjoining residence featuring cathedral wood-beam ceilings, large fieldstone fireplace, indoor pool & spa with enclosed terrace. Wine cellar, gym, sauna, and pistol range on lower levels. 8 stall horse barn, second barn with car lift, and 3rd antique barn with many possibilities. Guest House above 7 car garage, greenhouse, tennis court, orchards, gardens and riding paths. Stately and magical setting just minutes to town and under 2 hours to NYC. Private schools, Sharon Playhouse and Lime Rock Park just up the road.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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

94 Salmon Kill Road Salisbury CT 06039

MLS Number 170459728

  • Single Family
  • Square Feet 3,732
  • Bedrooms 3
  • Property Style Colonial, European
  • Year Built 1986

DEER RUN - A Prominent Salisbury Oasis! - This stately Neo-Palladian 3,732 sq ft main house is perfectly sited on 28 acres surrounded by 300+/- acres of conserved land. It is an idyllic country setting on Salmon Kill Road, only one mile from the village of Salisbury. The property has a unique and important conifer collection of over 80 cone-bearing trees from around the world and has a creek rimming the property. The graceful Estate has spectacular 360-degree pastoral and mountain views. It features a converted 18th Century Vermont Barn Pool house and landscaped pool, a 2 bedroom Guesthouse, and a restored 1803 Summer Kitchen brought from Pennsylvania, a stocked pond, beautiful perennial gardens, and a gated stone entrance across meadows. Nearby amenities include Twin Lakes, Lakeville Lake, Catamount Ski Resort & Aerial Park, Butternut Ski Area, Hotchkiss School, Indian Mountain School, Salisbury School, and Berkshire School.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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

30 Laddie Lane Salisbury CT 06039

Salisbury, CT30 Laddie Lane, Lakeville

Price$4,995,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170462772

  • Single Family
  • Square Feet 7,195
  • Bathroom 6
  • Bedrooms 5
  • Property Style Colonial

Georgian Colonial on Private Lane - This dramatic home is located within minutes to town yet, affords dramatic open northwest views of the Taconic Range. A long private driveway leads you to this custom-built home on over 22 acres. Luxury finishes, detailed moldings are noted as you enter the 20ft. high foyer which connects all three levels. The first floor has formal rooms, three wood-burning fireplaces, a gourmet kitchen, pantry, a paneled library, a sunny family room, and a first-floor bedroom suite. The second floor has the master suite with a sitting room, office, walk-in closets, and a double sink bathroom. Three bedrooms and two bathrooms, a laundry room complete the second floor. The lower level is an impressive setting with a media room, full gym, wine room and a guest suite is located above the barn style attached garage. A separate party barn and heated gunite pool complete this wonderful estate.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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

10 Evans Passway Morris CT 06763

Morris, CT10 Evans Passway, Lakeside

Price$4,500,000

Est. Mortgage: $/month

MLS Number 170398186

  • Single Family
  • Square Feet 8,700
  • Bedrooms 4
  • Bathroom 7
  • Year Built 2003

Stunning waterfront residence on Connecticut's largest natural lake, Bantam. This 8700 SF, 16 room stone and shingle home boasts views from every room as well as the rooftop bar, multiple balconies and terraces. This home is perfect for entertaining with a full kitchen outside with DCS appliances, pizza oven, dining on stone patio or upper level balcony, lounging area with TV, Gunite infinity hot tub/pool, terrace with fire pit, dock & beach area. The main living space has an open floor plan with endless lake views, chef's kitchen with top of the line appliances, butler's pantry, dining area with access to balcony, formal dining room with fireplace and sitting area with fireplace. There are two master suites, one on the main level and one upstairs. Both have fireplaces and sitting areas (one with a Japanese shower room). There are two additional en suite bedrooms and beautiful murals hand painted throughout. This one of a kind home has it all with a movie theater with high def projector, cigar and wine room, spacious rec room with pool table/games, bar & great room with retro kitchen, spa with steam shower & sauna and easy elevator access to every floor. More features include Sonos sound system, irrigation system, waterfall in entrance, generator, propane radiant heat, central air, central vac, electric car powering station, two outbuildings/garages, laundry on each floor, dry cleaner, security system, and more! A MUST SEE! Just 90 miles from NYC. Shown by private appt.

Listing Courtesy of Brown Harris Stevens

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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

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.