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Litchfield County CT Luxury Homes

Search the latest luxury 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 more!

Contact us for more information and to schedule a showing for any real estate below. Save your favorite listings when you create an account with us, and you can get email updates when similar properties are posted.

115 Lower Church Hill, Washington, CT 06794

MLS Number 170127550

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 9
  • Acreage 8.23

Absolutely private estate with unsurpassed views. Exquisitely reimagined with the most discerning eye, this home has established the new luxury standard in Litchfield County. This masterpiece combines an A+ location, the most awe-inspiring views, and a no-expense spared renovation which encompassed a new wood shake roof, all new wood shingle siding, all new windows and doors, new mechanicals, new hardwood flooring throughout the house, brand new kitchen and 9 completely re-designed Waterworks bathrooms. Top of the line mechanical suite. Garage space for 5 cars. Huge main floor master suite with dressing room and expansive master bath. The 4 remaining bedrooms are all spacious and contain new ensuite baths. All main rooms and bedrooms incorporate the hypnotic views which include hundreds of acres of protected land. 3 fireplaces. Huge open concept kitchen with family room and informal dining area. Formal living and dining rooms. Intimate library with fireplace and wet bar. Gunite pool with cabana. Extensive stonework and gardens. Guest/in-law/caretaker suite above the attached garage. Fully finished lower level with enormous wine cellar. This one rivals the finest south of the highway Hamptons homes at a fraction of the price. 90 min to NYC.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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385 Deercliff, Avon, CT 06001

Price$2,950,000

Est. Mortgage: $/month

MLS Number 170122722

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 7
  • Acreage 4

Introducing this absolutely stunning Jack Kemper designed home located on four acres of prime real estate in Avon, CT. Complete with breathtaking valley views, this is a rare opportunity to own one of the finest homes in the greater Hartford area. Since its completion in 2006, a tremendous amount of interior upgrades along with landscape additions have added to what is a no expense spared property. Landscape Designer Regina Neal took the original yard and embarked on a design that ultimately led to the fabulous land and hardscapes that provide a private, resort-like grounds that are perfect for entertaining and as your own private retreat. Interior designer Janice Weinstein took the new construction home and transformed the interior into welcoming spaces rich with a depth and scope of design that you only find in the finest of homes. Finished with such tasteful, warm, and sophisticated design the interior flows gracefully from one distinct room to the next. The home additionally features a stand-by generator; salt water, heated, gunite pool with spa; Maverick-Crestron home technology integration system; gas cooking; fire suppression and security systems; as well as extensive landscape lighting and irrigation systems. There are countless reasons returning home to this property is sure to be the highlight of your day.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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210 Terryville, Harwinton, CT 06791

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170120797

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 4
  • Acreage 11.8

Equestrian facility available offering owner financing! Some people call this a fabulous updated country get-away cause it is, some call it the perfect breeding facility cause it was! Here is a list: **Heated** (7 Stall barn, Foaling stall, 60X60 indoor, wash stall, brick paver isle-way, tack room & feed room), Unheated is only the hay storage facility which hold 800 bales. Equipped with fire-department alarm, 75X75 out-door arena, white maintenance free fencing, 4 paddocks offering 3 sheds with water, 50' round pen, clay tennis court, gorgeous stone barn (perfect for trailer or toys), in-ground heated gunite pool, small home for the barn-keeper located by the barn & then a carriage house offers-2 car garage, heated 2nd floor, full bath, central air, oil heat & kitchenette which is located by the main house. **THE HOUSE** is stunning 3000 Sq Ft 6 bedroom, 3 1/2 bath Georgian Colonial filled w/period details but the house was completely updated/remodeled: sub-zero frig, wolf range, granite, all new mechanicals, 6 zone, security system w/alarm sensors, 4 Fireplaces, beautiful basement, exposed beams and lush grounds.

Listing Courtesy of William Raveis Real Estate

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%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 Litchfield, Norfolk, CT 06058

Price$1,500,000

Est. Mortgage: $/month

MLS Number 170123929

  • Single Family
  • Property Style Other
  • Bedrooms 6
  • Bathroom 6
  • Acreage 43.8

"HILLSIDE" Alfredo Taylor's most spectacular home sited on over 43 acres. The "1909 Tudor Revival" was designed for Remington Arms Heiress Helen Hartley Jenkins and is sited on a lush hillside providing expansive views which evoke an ethereal solitude. The estate is approached by a long private drive through forest and fields passing a charming old barn and a two bedroom guest house with bath. It offers up to 6 spacious bedrooms and 5 1/2 baths, expansive enclosed porches, a country kitchen with pantry, a massive solarium and an orchestra balcony above the great hall that is currently used as a sitting area. The home is filled with period architecture and detailing affording a plethora of options for decorating. Sitting in a world of its own the estate offers lush gardens and grounds, room for horses and walking trails. There is a pool for refurbishing or replacement and room for tennis courts. There are endless possibilities for a variety of lifestyle choices.

Listing Courtesy of Elyse Harney Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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50 Ferris Estates, New Milford, CT 06776

MLS Number 170125750

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.29

Dramatic waterfront new construction. Kitchen and greatroom with wall of glass overlooking lake. Kitchen features Viking appliances, quartz counter tops and custom counter and stove backsplash. First floor master suite with just beautiful water views, master bath with soaking tub and separate shower with glass surround. Large lower level familyroom with walkout to waterfront. Also large lower level bonus room could be media room, office, hobbyroom etc. Total 3 full baths, 1 for master 1 (jack and Jill) for guest bedrooms 1 on lower level. Also 1/2 bath on main level next to front entry. Please note.. stated tax amount does not include new construction, not yet assessed by town

Listing Courtesy of Advanced Real Estate LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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274 Indian Mountain, Salisbury, CT 06039

MLS Number 170124879

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 7
  • Acreage 38.54

This dramatic, custom built contemporary is perfectly situated on over 38 acres with open sky views overlooking a private pond. Soaring ceiling heights, numerous tall windows, skylights, expansive wall spaces perfectly suited for art and an open floor plan make this property truly special. A stunning two-story reception hall with a floating metal staircase introduces you to over 5000 square feet of sophisticated interiors filled with natural light. This 4-Bedroom and 6-full Bath home has a spring fed pond, tennis court in a private location convenient to the amenities that Salisbury and Lakeville have to offer. A Poggenpohl kitchen serves both the Dining Room and outdoor Screened Patio. Stunning Master Bedroom Suite with double Dressing Rooms, bathing areas, sauna, and walk-in closets. There is a 3-car attached Garage. A separate driveway leads to the Guest House with 2 Bedrooms and full Kitchen overlooking rolling hills with a detached 2-car Garage.

Listing Courtesy of Elyse Harney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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

Price$2,999,000

Est. Mortgage: $/month

MLS Number 170080538

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 4
  • Bathroom 4
  • Acreage 8.2

LAKE WARAMAUG COMPOUND, A BEAUTIFUL 8 ACRE parcel abuting Steep Rock Pinnacle. The main house is tastefully appointed & recently renovated including dual pane windows on the main level, hardwood flooring as well as a painted cork floor in the kitchen. The open floor plan on the main level includes a gourmet chef's kitchen with a breakfast bar, tranquil dining room, original stone fireplaces in the living room. A total of 4 bedrooms in the main house with the master bedroom suite boasting a vaulted ceiling, built-in bookshelf & includes aloft as a designated exercise room & office space with electric skylights. A meticulously maintained boathouse positioned at the best swimming & water skiing location on the lake. Walk down the steps to the water's edge with landscape lighting for your evening swim. The boathouse includes a kitchen, living area & docking for two boats. Spend the day on the lake & retreat to the main house for dinner on a beautiful stone terrace canopied by mature trees overlooking the lake; complete with a custom chic gas fire pit. AMENITIES AT THE LAKE WARAMAUG COMPOUND • Heated Indoor Pool • Screened Summer Room • Lavish Outdoor Entertainment Space • Two Story Guest House with Kitchenette, Gas Fireplace & Extra Storage

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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28 Aspen Hill, Canaan, CT 06031

MLS Number 170123014

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 5
  • Acreage 7.96

Nestled 1,200 feet above the Berkshire Mountain foothills, this 8 acre oasis offers 4,000 square feet of 4 bedrooms with their own bathroom, 3 fireplaces, and an extraordinary kitchen with granite countertops and custom cherry cabinets. This private home is located minutes from the train, scenic bike trails, skiing, fly-fishing, local farm markets and Gordon Hall at Music Mountain. The property abuts state land with an additional 12 acre parcel available. Whether exploring the area or enjoying the view from every room, you'll feel at home on Aspen Hill.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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263 Wells Hill, Salisbury, CT 06039

MLS Number 170122945

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 3
  • Acreage 7

This 3-Bedroom, 2.5 Bath Wells Hill home combines a modern flair accentuated by the warmth of traditional detailing throughout - vintage fir flooring, extensive built-ins & millwork, period windows, and classic hardware exude country elegance. A thoughtful east-west floorplan affords abundant southern light and windows on three sides in the main living spaces. An updated Chef's Kitchen with Breakfast Area and Dining Room seamlessly merge with the outdoors to a Dining Terrace with wisteria covered pergola and rustic granite fieldstone patio. Stonewalls frame the outdoor Dining Patio and adjacent Master Patio spaces. The Master Suite overlooks the backyard, private Pond, and beautiful landscaping. The Upper Level offers two additional Bedrooms and a Full Bath. The finished basement is ideal bonus space for an office, den or play area. A Guest Apartment above the two-bay Garage and Barn provide space for everyone. Descending from the patios the lawn rolls out and down to a spruce forest and rustic destination pond. Nut trees and fruit trees (4 apples & 3 pears) flank the west lawn and south; old lilacs are plentiful. The fenced vegetable garden is ready to be planted. The grapes may need some taming, but they do make great jam! The drive is bordered by hornbeam and yew hedging which frames creating privacy for the house, patio areas, and beyond. Further afield a new hornbeam hedge has been planted to frame the property from the road and further define the landscape spaces.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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54 Falcon Crest, Middlebury, CT 06762

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170104202

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 7
  • Acreage 5.19

Custom built single-owner home set on private 5.19 acres in premiere Middlebury neighborhood. High Quality construction throughout. Unmatched 1st Floor Master Suite feels like a luxury retreat with built-ins, crown molding, trey ceilings, bay window, oversized attached full bath with travertine marble floors and vanities, jetted tub, walk-in shower, and 2 walk-in closets. 3 additional Bedroom Suites upstairs, all with their own private attached full baths and walk-in closets. 2 of these bedrooms have access to an outdoor balcony. The 3rd bedroom has a sitting area attached. Formal Living Room with Fireplace, built-in shelving and desk, high end trim, and French doors. Large Formal Dining Room perfect for Holidays. Open Floorplan between Eat-in-Kitchen and Oversized Family Room. Full length windows drench these rooms with natural light. Large Finished Walk-out basement with separate access to large patio. 2nd Kitchen perfect for entertaining or guests, large family room, more sleeping quarters, and another full bath. All of the bells and whistles. Quiet neighborhood only minutes from I-84. 1hr 45min from Manhattan. 15 min from Oxford Airport. 1hr from Bradley International Airport. 1hr 35 min from Laguardia Int'l Airport.

Listing Courtesy of Showcase Realty, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 Stillman Hill, Colebrook, CT 06021

Price$1,145,000

Est. Mortgage: $/month

MLS Number 170122164

  • Single Family
  • Property Style Farm House
  • Bedrooms 4
  • Bathroom 3
  • Acreage 140

Stillman Hill Farm, an iconic Colebrook home, has been meticulously restored and is now for sale. It is historically and architecturally significant on 140 acres located on 2 sides of a scenic road. It is one of the most beautiful and well-appointed properties in area. The main house, constructed in 1780 with 4 bedrooms, 3 fireplaces, and a chef's kitchen also boasts of porches on 3 sides of the house that are well sighted to provide the ultimate viewing of the farm's natural beauty as well as spectacular sunrises and sunsets. The newly constructed pickled stained barn is complete with a pool changing room, 3 car garage, storage room, large workroom with utility door and upstairs unfinished 2 bedroom guest suite. The property closest to the house contains lush perennial gardens, an apple orchard and lawns hydrated by a 28 zone sprinkler system, rock walls, a small vineyard, wisteria arbor and a unique shaped heated gunite pool with architecturally set rocks. All of this surrounded by meadows that are hayed by local farmers. The land includes 44 acres in an agricultural conservation easement to Colebrook Land Conservancy and an additional 96 acres of meadows and woodlands containing an extensive trail system cleared by a local forester, well suited for horseback riding, ATV's and hiking. Stillman Hill Farm is a beautiful and peaceful country retreat.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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10 Liz, Sharon, CT 06069

Price$3,100,000

Est. Mortgage: $/month

MLS Number 170120350

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 6
  • Acreage 59.87

A private Sharon, CT retreat on nearly 60 acres with breathtaking Northwest views. This 4-Bedroom, 3 Full Bath, 3 Half Bath, home blends modern architecture with natural materials, creating warmth and timeless sophistication. The central Living Room with exposed beams and natural pine throughout features cathedral ceilings with a substantial stone Fireplace. A full bar with brick wall backdrop and French Doors from the Living Room transition to the back Patio which also joins the Open concept Kitchen, Family Room with Fireplace, and Dining Area - seamlessly commingling the indoor and outdoor entertaining spaces. A First Floor Master Suite with private Foyer, and Spa Bath also enjoys the warmth of a stone fireplace and French Doors to the back Patio. An open-balcony Upper Landing joins the Upper Level Master Suite, a Guest Bedroom, Office, and Seating Area. An attached 3-car Garage with Guest Apartment above offers space for everyone. A true gathering place - Enjoy year round views of the Litchfield Hills from the Back Patio and Heated Gunite pool. Let tranquility of starry nights under the big sky surround from this idyllic country escape.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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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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.