The Matthews Team

William Raveis Lifestyles Realty

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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View Homes for Sale with Pool in CT

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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 William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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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 Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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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 Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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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 Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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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 Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33A Nodine Pasture Road Kent CT 06757

Kent, CT33A Nodine Pasture Road

Price$6,900,000

Est. Mortgage: $/month

MLS Number 170508649

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

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

Listed by Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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130 Taconic Road Salisbury CT 06068

MLS Number 170487337

  • Single Family
  • Bedrooms 5
  • Bathroom 11
  • Square Feet 11,224
  • Acreage 41

Exceptional Estate with Western Views, Pool, and Pond - An outstanding Twin Lakes area home privately sited on one of the premiere roads in Salisbury, CT with a legacy property designed by the World-Renowned Landscape Architect Dan Kiley. Gorgeous Main House suited for entertaining with 5 Bedrooms, 6 Full Baths and 3 Half Baths, soaring Living Room ceiling, formal Dining Room, Library, Eat-in Kitchen, Family Room, Playroom with Kitchen, Gym, Indoor Pool, central air conditioning, generator, Pond with dock, Har-tru Tennis Court, Basketball Half-Court - all facing magnificent western Views. On +/-41 gorgeous acres. Additionally featured is a beautiful, newly renovated 2-Bedroom 2-Full Bath Guest House with central air and a private stone Terrace and Garden, and a Gate House with a spectacular Office with fireplace, a multi-car Garage, and one-Bedroom Apartment. A magnificent Estate in the Northwest Corner of Connecticut just minutes from The White Hart Inn, and the lakes, hiking, restaurants, and shopping of Salisbury, CT, Millerton, NY, and the Southern Berkshires. Spectacular! Property being offered on +/-41 acres. Adjusted Assessment and Taxes TBD

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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42 Nettleton Hollow Road Washington CT 06793

MLS Number 170382809

  • Single Family
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 10,106
  • Acreage 24.88

"Stone Bridge." The Ultimate Classic Country Estate with Modern Amenities. Impeccable Stone and Shingle home, set on 24.9+ private bucolic acres in the highly desirable Nettleton Hollow area in Washington, CT. Elevator to all Floors. Architect-designed and built by HOBI Award Winning, Corbo Associates, this 7000+ sq ft, with additional finished 3100 ft on the lower level is graced with 5 bedroom suites, including first and second floor master suites, state of the art easy care systems and heated gunite pool. The public spaces open on to terrace and covered 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 which overlooks a nearby pond, the elegant and comfortable spaces throughout flow from house to patio and pool. Soaring ceilings and glass bring the outdoors into every room. Sprawling spaces for 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 with mature plantings and stonework include an irrigation system. A Magnificent Country Estate!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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310 Wells Hill Road Salisbury CT 06039

MLS Number 170548008

  • Single Family
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 8,484
  • Acreage 17.71

Centennial Oaks - From the idyllic country road to the elegant winding drive through open meadows among ancient oak trees, arriving at the site of this sophisticated country retreat is restorative on its own. The perfect country home: this pristine 6-bedroom, 5-full-bath house features generous sun-filled spaces and high ceilings throughout. Located in a quiet estate area of Lakeville/Salisbury, this architecturally designed, 8,400+ square feet home on four floors was built in 2010 and renovated in 2012. Appointed with beautiful oak plank floors, handcrafted cabinetry, antique doors, hardware, and mantels, the beautiful, sun-lit interiors include a perfectly proportioned living room with a fireplace; a dining room for family-style gatherings with a wall of cabinetry and fireplace; and an inviting great room with full bar and cabinetry. Perfect for entertaining indoors and out: the sunset porch and broad slate terrace offer space for al fresco dining, complete with an outdoor kitchen, and a raised hearth fireplace. Take in the magical setting from the pool and pool pavilion. Escape to your country's paradise in Salisbury. Close to Millerton, Metro North, Hotchkiss, Lakeville, and Salisbury.

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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62/64 Calhoun Street Washington CT 06794

Washington, CT62/64 Calhoun Street

Price$4,950,000

Est. Mortgage: $/month

MLS Number 170518546

  • Single Family
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 7,357
  • Acreage 27

Impeccable country estate on 27± acres offering total privacy. Kitchen with breakfast room, butler's pantry and dumbwaiter. Dining room with gas fireplace. Great room with bar and wood burning fireplace. Living room with gas fireplace. Master suite with his/her dressing room, his/her baths and two gas fireplaces. Wine tasting room with wood burning fireplace. Exercise room with bath, sauna and steam shower. Full property generators. The exterior features of the property include guesthouse, pool, two ponds and stonewalls. This is one of Washington's finest properties.

Listed by Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

235 Farnum Road Salisbury CT 06039

MLS Number 170523270

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 8,067
  • Acreage 9.7

As you make your way up the long private driveway, the natural beauty surrounding you sets the stage for the luxury that awaits. Nestled in the picturesque Litchfield Hills, this magnificent Shingle-style home offers the perfect blend of privacy and luxury. In a park-like setting with open-level lawns, stone walls, and a woodland backdrop for complete seclusion. A perfect blend of traditional architecture and modern design, high-end finishes, expansive windows, and cherry flooring enhance the open-concept floor plan. The natural light that floods the home creates a warm and inviting atmosphere. The formal living room, with its fireplace and French doors that lead to a bluestone patio, is the perfect place to entertain guests. The chef's kitchen, equipped with top-of-the-line Subzero and Thermador appliances, makes hosting dinner parties a breeze and is connected to a large sunroom for informal entertaining. The primary suite is a true retreat with high ceilings, a private outdoor patio, and a spa-like bathroom. The lower level offers a versatile space, with a gym, playroom with fireplace, bedroom, and full bathroom, perfect for guests or as a rental. The 3-car garage is connected to an apartment by an outdoor breezeway. The home also offers a heated inground gunite pool and party barn with an additional 3-car storage space. The party barn, with ample space for guests and plenty of parking, is perfect for hosting events and gatherings.

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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55 Falls Mountain Road Salisbury CT 06031

MLS Number 170552226

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,652
  • Acreage 56.03

Experience the best of the Salisbury lifestyle in this exciting new custom masterpiece set on over 56 +/- acres with natural springs, waterfalls, and hiking trails. A long driveway leads you to this striking residence nestled in your own private forest. This extraordinary home offers custom craftsmanship, combining luxury with a totally modern mix of materials and architectural details. This 5 Bedroom home has an unrivaled open floor plan beginning with the 60' main gallery hall which unfolds to a 2-story ultra-modern spacious kitchen that opens to the dining, family, and living rooms with a wall of windows overlooking Falls Mountain. Relax in the luxurious primary wing with a bath and walk-in closet. Two en-suite bedrooms are also located on the main level. Lower level complete with media room, study, and gym area. A detached barn/garage with heating and cooling on the 2nd floor is steps away from the home's entrance. Enjoy summer afternoons by your heated in-ground gunite pool and entertaining in your private pool house. Agent/Owner.

Listed by Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2023 SmartMLS, Inc.