Kent CT Luxury Homes for Sale

Find the latest luxury homes for sale in Kent, CT. Search through a variety of residential listings to find your new property. Save your favorite listings when you register with us, and you can receive email notifications when new properties match your criteria. Contact us for more information and to schedule a showing.

52 Treasure Hill, Kent, CT 06785

MLS Number 170093880

  • Single Family
  • Property Style Contemporary, Barn
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.72

A TREASURE ON TREASURE HILL IN KENT......A totally modern home built on the frame of a 200 year old apple barn. Expanded significantly and completely renovated and rebuilt by the new owners. A jewel with the most extraordinary perennial gardens up on a hill in the most wonderful part of Kent CT, one of the best loved small towns in CT. Gorgeous stone walls built and completely relandscaped. A fully enclosed, private and beautifully gardened pool area with pool house. A separate workshop or small barn building. A vegetable garden. Wonderful stone steps added. A magnificent rock garden and herb garden. Only 1.5 hours from midtown Manhattan. Includes an unbelievably beautiful master bedroom that is 20 x 30 with a huge fireplace, renovated master bath, and unbelievable 200 yr old barn beams. A great hall connects the bedrooms and the guest wing/studio and provides a comfy evening view of the garden from large, new, windows. A new roof was added in 2016, and the house fully repainted. A new furnace and central air conditioning was installed in 2016. All electric was recently upgraded and new wood flooring was installed throughout the house. The house includes a studio/guest wing with full bath, 2 guest rooms that share a marble guest bath, renovated master bath, pool house, workshop, two car garage, complete privacy, lovely views and lots of sun. Magnificent!

Listing Courtesy of Best & Cavallaro

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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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151 Treasure Hill, Kent, CT 06785

MLS Number 170083757

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 3
  • Acreage 16

Complete privacy with remarkable distant views from this immaculate South Kent property on 16+/- acres. 3 bedroom main house plus 1-2 bedroom guest house. Incredible long views from open Living Room-Dining Room-Kitchen with stainless steel cabinets and appliances. Fabulous stone fireplace in Living Room. Gunite heated pool directly off house. Just minutes to Kent, New Preston, Lake Waramaug and Bulls Bridge Golf Club. Surrounded by estates in one of South Kent's prettiest locations. Also available for rent Summer 2018.

Listing Courtesy of William Raveis Real Estate

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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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97 Flat Rock, Kent, CT 06785

Price$1,285,000

Est. Mortgage: $/month

MLS Number 170063912

  • Single Family
  • Property Style Contemporary, Other
  • Bedrooms 6
  • Bathroom 7
  • Acreage 7

In a most desirable South Kent location, a meandering, tree lined drive leads to this private, sprawling estate with unique features such as a two story silo with office and top floor sitting room and an in ground pool, surrounded by four walls of the house. This area also lends itself well to being a garden area viewed from first floor rooms, evoking a Frank Llyoyd Wright like setting "bringing the outdoors in".A lovely, bright and spacious room with glass doors accesses this outdoor area. The renovated, eat in kitchen flows well into the sun filled family room and intimate, circular brick walled dining area. The impressive foyer with fireplace could comfortably fit a grand piano while the attached formal living room commands dramatic interest with stone fireplace, cathedral ceiling, French doors to the patio and enough space to share with a formal dining room. Two master suites and three more bedrooms en suite along with a one bedroom apartment (accessed from kitchen and garage) provides ample sleeping quarters. The third floor playroom completes the nearly 7,000 square feet of living space. A sound infrastructure and loving care in an A+ location provide the foundation to build upon your own dream space. Acreage includes separate contiguous acreage...endless possibilities!

Listing Courtesy of Berkshire Hathaway NE Prop.

{$office->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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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77 Segar Mountain, Kent, CT 06757

Price$2,950,000

Est. Mortgage: $/month

MLS Number 170060546

  • Single Family
  • Property Style Other
  • Bedrooms 4
  • Bathroom 5
  • Acreage 132.49

Cloudhill: an estate property of 130+ acs with a main house, guest house & tennis court. The main house is sited to capture the unspoiled SW views via large windows & French doors. The great room features a soaring ceiling w/exposed beams & fpl. The dining room opens to the patio. The eat-in kitchen has an island with gas cooktop, granite counters, built-in desk and French doors to the patio. A BR with en suite bath is on this level. On the upper level is a spacious MBR. The master bath has twin vanities, shower and soaking tub. An office with fplc and a private balcony adjoins the library which overlooks the great room. There are 2 more BRs and full bath. The lower level features a family room with a wood-burning stove and French doors that open to a patio. The house was designed with a subtle nod to Japanese architecture. The abundant use of natural wood: beams, cabinet accents, window frames, book shelves, window seats. The elevated patio. Most significantly recognizing the importance of natural light and views to enjoy the change of seasons. The design yields to the philosophy that understanding the natural world is a source of spiritual insight. Also there is an antique (1900) 4-BR/2 bath house with fplc and screened-in porch. Tennis Court. Separate garage with a 1 BR apt with kitchen that would make a wonderful caretaker cottage. Storage barn. Adirondack hut. The privacy and the connection with nature provide a sense of sanctuary and peace. Sublime.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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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12 Stonewall, Kent, CT 06785

Price$1,675,000

Est. Mortgage: $/month

MLS Number 170056763

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 11.72

Fabulously western mountain styled home translated to the hills of Connecticut. Sited on nearly 12 acres of woods and meadows. This post and beam was crafted from trees grown and felled in Montana. Graciously appointed with creative touches make this a comfortable country home. Featuring 5 fireplaces, the great room hosts a 30 foot native stone expanse. Stellar kitchen, intricate flooring, incredible treehouse porch, octagonal solarium, elegant horse barn, additional car barn, riding ring and turnout. The association fees are $1000 annually.

Listing Courtesy of Bain Real Estate

{$office->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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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108 Anderson, Kent, CT 06757

Price$1,000,000

Est. Mortgage: $/month

MLS Number 170044587

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 4
  • Acreage 23.92

Built on a slight rise amid 24 tranquil, private acres to enjoy pristine, unspoiled views of open meadows, a pond, and the mountains beyond. The serenity is intoxicating. The open floor plan on the main level encompasses the great room, dining area and kitchen. The great room has a beamed vaulted ceiling, and a large brick fireplace which is flanked by bookshelves. It opens to the screened-in porch and French doors from the dining area access the large open deck which overlooks the pond. Also on the main level are an office and the master bedroom with a private bath and walk-in closet. The upper level has 3 additional bedrooms. On the lower level is a large family room that opens to a covered patio. The 30' pool is enclosed for year round enjoyment. A third floor loft in the cupola has three-sides of windows and boasts the best views. The acreage is adorned with perennial plantings and flowering fruit trees. The pond has been stocked with sunfish and smallmouth bass. The property is located in an area of fine estates and close to the villages of Kent and New Preston. Lake Waramaug, golf, tennis and hiking trails are all nearby. The original owner was William Steig, illustrator, cartoonist and author of beloved children's books, notably Shrek. This property is the antithesis of Shrek's swamp, rather more like the Land of Far, Far Away where everyone lives happily ever after.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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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107 Kent Cornwall, Kent, CT 06757

Price$1,100,000

Est. Mortgage: $/month

MLS Number 170041798

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 6
  • Bathroom 7
  • Acreage 2

This is one of the Great Antiques of Litchfield County and is located in the Flanders Historic District of Kent, built between 1738-1740. The original house has been expanded and updated while preserving the authentic charm and many details. A top to bottom restoration when purchased in 2002: new electrical and plumbing systems, insulation, roof & storm windows, kitchen & baths redone, the rich chestnut floors re-stored. Main Level: beamed living room with fireplace, beautifully proportioned square dining room, kitchen with marble and butcher block counters, DCS 6-burner cook top, Bosch double oven, butler's pantry, and laundry room, study with fireplace. An entertainment room with a vaulted ceiling & fireplace opens to a screened-in porch overlooking the pool. The main floor Master Bedroom features a sitting area, decorative fireplace, en suite bath w/shower & claw foot tub. Second Level: 5 en suite bedrooms. Third level is finished with full bath and used an an entertainment room, study or bedroom. In 2010, a guest house was added. It is 1370 sq. ft. and has a living room with fireplace, kitchen, exercise room, screened-in porch, and 1/2 bath on the main level. On the second level there is a master suite with luxurious bathroom featuring six foot soaking tub and large walk in shower. Oak floors throughout. Manicured 2-acres with gardens, pool, pool house. This property offers the potential for significant rental income. Owner/agent

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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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221 Fuller Mountain, Kent, CT 06757

Price$1,800,000

Est. Mortgage: $/month

MLS Number 170019139

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 5
  • Acreage 22.5

This one is all about both location and quality of construction., A 1200' driveway curves gently across a brook and up to a hillside site where a few acres of landscaped grounds surround the 12 room 5500 sq.ft. home. Rooms are large and ceilings high, while windows and decks (open and roofed) bring the outside in. There is a 5 car heated garage and separate studio that could become an additional bedroom. 8 zone radiant heat in all floors and central AC throughout the house. There is also a whole house generator! There is a touch of the orient in this contemporary design.

Listing Courtesy of Bain Real Estate

{$office->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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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152 Ore Hill, Kent, CT 06785

Price$2,150,000

Est. Mortgage: $/month

MLS Number L10221273

  • Single Family
  • Property Style Contemporary
  • Bedrooms 5
  • Bathroom 5
  • Acreage 7.4

Contemporary Elegance is found in this impeccable home tucked away on 7 scenic and private acres in South Kent. The dramatic site begins on the approach passing protected farm fields, ponds, rock walls to a pristine view of rolling Connecticut Hills the house faces. Inside a charming blend of style and quiet luxury with many large windows that take advantage of the stunning setting. Designed with two wings with kitchen family area as the heart of this house - perfect for entertaining. At one end a lovely formal Living room large windows, a FPL, wood floor, combined with a Formal Dining Room with access to a screened porch and gardens. Above on the second level is the Master Suite accessed by it's own stair case with two dressing rooms and his /her baths. The focus of other wing of the house is a warm Library /Great room with vaulted ceiling, wood beams, Fireplace, bookcases, two story windows to admire the views. Near by a comfortable, casual, bonus room perfect as playroom, gym, or media room. Above this area on the upper level are 3 Guest bedrooms and an office. Every window has a pretty view! Dotted on the property is a heated gunite pool and many gardens to admire as well as a garden shed . There is a two car detached garage with loft area. The drive to this property is magical and completely world class from any direction. This home is for those seeking complete privacy and a romantic country home in superb condition allowing one to simply slow down and recharge.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 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.

Save FavoriteSchedule A VisitAsk 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.