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.

107 Kent Cornwall Road, Kent, CT 06757

Price$1,195,000

Est. Mortgage: $/month

InternalID L10231471

  • Residential
  • Bedrooms 7
  • Bathroom 9
  • Acres 2
  • SqFt 3991

Located in the Flanders Historic District of Kent. It is one of 10 architecturally significant houses, built between 1740-1840. This house, circa 1740, is one of the two oldest houses. The original house has been expanded and updated but the authentic charm and many details have endured. Significantly when purchased in 2002, the house received a major renovation: new electrical and plumbing systems, insulation, new roof & storm windows, kitchen & baths redone, the mostly chestnut floors re-finished. Main Level: beamed living room w/fplc, dining room, kitchen w/marble & butcher block counters, DCS cooktop, double oven, butler's pantry, laundry room, study w/bookshelves & fplc., an entertainment room w/vaulted ceiling & fplc that opens to a screened-in porch overlooking the pool. Main floor MBR suite. Second Level: 5 en suite bedrooms. Third level is finished w/bath. It can be a 7th BR, office, game room. Numerous details - Paneled walls, built-in book shelves, wainscoting, exposed beam ceilings, indoor paneled window shutters, wide width floor boards - make this spectacularly maintained home so special. In 2010, a guest house was added on the other side of the 2-car garage. It is 1370 sq. ft. and has a living room with fplc, kitchen, exercise room, screened-in porch, and 1/2 bath. Upstairs bedroom w/bath. Manicured 2-acres with gardens, pool, poolhouse. A special use permit allows this property to operate as a 6-BR Bed & Breakfast. Owner/agent

Listing Courtesy of William Pitt Sotheby's Int'l Realty

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: 3.95% last updated on Apr 27, 2017
* 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 Road, Kent, CT 06785

Price$2,395,000

Est. Mortgage: $/month

CMLS 99185845

  • Residential
  • Bedrooms 5
  • Acreage 7.4
  • Square Feet 3818

Contemporary Elegance Found In This Impeccable Home Tucked Away On 7 Scenic & Private Acres In South Kent.the Dramatic Location Begins On The Approach Passing Protected Farm Fields, Ponds, Barns, Stone Walls To A Pristine View Of Rolling Connecticut Hills The House Faces To The South. Inside Is A Charming Blend Of Style And Quiet Luxury With Many Large Windows That Take Advantage Of The Stunning Setting. Well Designed With An Eye To Entertaining And Comfortable Family Living The Lay Out Of Two Separate Wings With The Kitchen As The Heart Of The House Is Brilliant. Features Formal Living Room & Dining Room. Two Fireplaces, Library/great Room. Views From Every Window. 5 Bedrooms 4.5 Baths. Heated Gunite Pool. Magical Premium Location .

Listing Courtesy of William Pitt Sotheby's

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: 3.95% last updated on Apr 27, 2017
* 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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40 Spectacle Ridge Road, Kent, CT 06785

InternalID L10221487

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Acres 7.64
  • SqFt 4718

This Shingle Style house was custom built and designed specifically for the site which enjoys spectacular panoramic views over Lake Waramaug and the Litchfield Hills. Large windows frame the glorious views from most rooms. The living room features a fireplace, window seat and a library alcove. The superbly equipped kitchen with an eat-in area opens to the family room with a fireplace. There is a separate pantry, mudroom and access to a terrific screened-in porch. The open deck is accessed from the formal dining room. On the second level are 4 bedrooms. The master bedroom has a fireplace and a luxurious bath with soaking tub and oversized shower. Two bedrooms share a bath; another has a bath en suite. At one end of the upper hallway is a cozy reading nook. The room above the 3-car garage is currently an office but could be a 5th bedroom. The walk-out, finished lower level has gym and game room. The mostly open grounds have been professionally landscaped with gardens and natural stone walkways, and an infinity-edged pool. A post-and-beam red barn is sited in the large open meadow north of the house. The property is part of the Spectacle Ridge Association which has access to private South Spectacle Lake, a pristine 100-acre lake with tennis courts, boat and club houses.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

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: 3.95% last updated on Apr 27, 2017
* 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 Rd, Kent, CT 06785

Price$2,395,000

Est. Mortgage: $/month

InternalID L10221273

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Acres 7.4
  • SqFt 3818

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 Realty

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: 3.95% last updated on Apr 27, 2017
* 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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18 Kenmont Rd, Kent, CT 06785

Price$1,600,000

Est. Mortgage: $/month

InternalID L10221421

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acres 16.5
  • SqFt 2900

An exceptional 16.5 acres on North Spectacle Lake is a rare opportunity. Beyond the 500' of lake frontage with a private dock the land has acres of professionally landscaped grounds, and woodlands. North Spectacle Lake is only accessible to the residents who own property on the lake. This limited access enables it to be one of the cleanest and most coveted lakes in the state. The residence, set close to the lake, is very private and serene. It is a custom Lindal cedar prow home and has been perfectly sited to take advantage of the gorgeous lake views and hills beyond. The post-and-beam construction provides huge panoramic windows, soaring vaulted ceilings and an open floor plan. On the main level are living room with 2-story fireplace, kitchen and dining area, and a wonderful sun room with glass walls and ceiling. The second level master bedroom has a cathedral ceiling, full bath and balcony. The views from there are breathtaking. There are 2 other bedrooms and a full bath on this level. There are about 1200 square feet of open decking. The lower level is partially finished. The large family room has doors to a patio facing the lake. A bonus room could be a 4th bedroom or home office. A cabana near the dock is a handy changing room and provides storage space for water sports equipment.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

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: 3.95% last updated on Apr 27, 2017
* 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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59 Kenico Rd, Kent, CT 06785

Price$1,650,000

Est. Mortgage: $/month

InternalID L10217680

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Acres 5.97
  • SqFt 1296

Idyllic Orvis-type lakefront property abutting 300 acres of State Forest. Thoughts of work and other stresses just melt away here. Dangle your feet off the dock in the spring fed water. Tarzan off the rope swing, swim the lake and explore Blueberry Island or the extensive shoreline and coves. Hike the woods or rest on the deck watching the sunrise and sunset. Living room sliders to the deck and lake below. The living room and kitchen both center on the 1930's native stone fireplace. The house was completely renovated in 2007 with new bathrooms and country kitchen. This is an incredible property. Central air conditioning. Large oak trees. Outdoor fireplace on the wrap-around deck. Level lakefront with sandy bottom. Open private yard with room for soccer or frisbie. Great fishing or nature watching.

Listing Courtesy of Bain Real Estate

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: 3.95% last updated on Apr 27, 2017
* 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 Road, Kent, CT 06757

Price$1,695,000

Est. Mortgage: $/month

CMLS 99182668

  • Residential
  • Bedrooms 4
  • Acreage 23.92
  • Square Feet 4082

One Of The Most Desirable Properties In Kent! Located Close To Lake Waramaug This 11 Room Home With Attached Enclosed Heated 30' Pool Is Perfectly Sited On 23 Private Acres Taking Full Advantage Of The Views Of Meadows, Pond, & Mountains. Originally Built For Author Illustrator William Steig Generous Windows Fill The Home With Light. The Great Room Features A Wood Burning Fireplace, Built-ins, & Opens To A Screened-in Porch. This 4 Bedroom Home Includes An Office, Sitting Room, 1st Floor Master Bedroom, & Spacious Family Room. With Acres Of Meadows & Pond This Sensational Property Is Perfectly Suited For Horses. The Open Floor Plan, Porch, Deck, & Pool Are Perfect For Entertaining Or Simply Relaxing & Enjoying The Tranquil Views & Privacy

Listing Courtesy of William Pitt Sotheby's

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: 3.95% last updated on Apr 27, 2017
* 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

108 Anderson Rd, Kent, CT 06757

Price$1,695,000

Est. Mortgage: $/month

InternalID L10214978

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Acres 23.92
  • SqFt 4082

One of the most desirable properties in Kent! Located close to Lake Waramaug this 11 room home with attached enclosed 30' heated pool is perfectly sited on 23 private acres taking full advantage of the views of meadows, pond, and mountains. The property is enhanced by perennial plantings, evergreens, berry bushes, and flowering shrubs and trees. Generous windows fill the spacious rooms with light and enhance the beauty of the wood floors. The great room features a wood burning fireplace with built-in cabinets and bookshelves on each side and is open to the dining area. A deck overlooks the pond and the great room opens to a screened-in porch. The master bedroom with a full bathroom and walk-in closet is conveniently located on the first floor. Originally built for author, cartoonist, sculptor and illustrator William Steig this 4 bedroom home also includes an office, delightful sitting room, and spacious family room that opens to the patio. With acres of meadows and the pond this sensational property is perfectly suited for horses. Whether walking the meadows, sitting or fishing at the pond stocked with sunfish and small mouth bass, or playing lawn games you'll relax at this exceptional property. The open floor plan, screened porch, deck, and enclosed heated pool are perfect for entertaining or simply enjoying the tranquil views and privacy.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

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: 3.95% last updated on Apr 27, 2017
* 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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64 Howland Rd, Kent, CT 06785

Price$1,900,000

Est. Mortgage: $/month

InternalID L10199001

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Acres 18.13
  • SqFt 3074

Rarely does one get the opportunity to acquire such a perfect property. Perched atop Geer Mountain in South Kent, one can sit and stare out over the beauty of the Litchfield Hills. the mix of woods, stone walls, barn and pasture on this 18 acres of serenity only enhance the maintenance free 4611 sq.ft. Colonial. Numerous details feature hardwood floors, three fireplaces, extensive moldings, soapstone countertops. top-of-the-line appliances and spacious rooms.

Listing Courtesy of Bain Real Estate

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: 3.95% last updated on Apr 27, 2017
* 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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23 Kane Mountain Road, Kent, CT 06757

Price$2,750,000

Est. Mortgage: $/month

CMLS 99159743

  • Residential
  • Bedrooms 4
  • Acreage 85.56
  • Square Feet 3468

85 Private Acres. Accessed By Private Road, 3, 500 Sq/ft Home On High Plateau W/mountain Views. Fronted By Stone Walls & Freshwater Stream. Fully Renovated W/grand-scale Windows, 4-br 3.5-bath Boasts Bright, Open Living Space W Wide Plank Floors/beamed Ceilings/gourmet Kitchen/5 Stone Fps. High-end Details Incl Marvin Integrity Windows, Waterworks Studio, Miele App & Hamilton Sinkler Hardware. Add'l Updates:finished Basement W Full Bath/new Baseboard Heating/plumbing/electrical. Outdoor Amenities Incl Stone Loggia Overlooking View, Gunite Pool + Civil War-era Cabin That Is A Pool Cabana/guesthouse W Fp/kitchen/bath, Sleep Loft. Also Incl: Greenhouse/horse Barn/6-bay Garage. Potential Add'l Building Site Above South Spectacle Lake.

Listing Courtesy of William Pitt Sotheby's

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: 3.95% last updated on Apr 27, 2017
* 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

32 Spectacle Ridge Road, Kent, CT 06785

Price$3,500,000

Est. Mortgage: $/month

CMLS 99159183

  • Residential
  • Bedrooms 4
  • Acreage 7.38
  • Square Feet 5477

A Very Lovely Home With Spectacular Views From Most All Rooms Of The House. Open Floor Plan. Enjoy Clubhouse, Tennis, Hiking, Kayaking, Bird Watching, Biking, All The Enjoyments Of Country Living. A Remarkable Opportunity To Live In One Of The Most Sought After Areas In Connecticut.

Listing Courtesy of William Raveis Washington

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: 3.95% last updated on Apr 27, 2017
* 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 Ore Hill Road, Kent, CT 06785

Price$3,500,000

Est. Mortgage: $/month

CMLS 99150029

  • Residential
  • Bedrooms 6
  • Acreage 42.5
  • Square Feet 7202

The Best Value In Litchfield County . Uncompromised Construction Quality, A+ Location Among Farms And Estates, Long Protected Sw Views-- Totally Private Yet Close To Golf, Nyc Train And Town. Modern Main Floor Living Including Master Suite And Open Plan Kitchen Leading To A Family Room With Screened And Open Porches Aimed Directly At The Breathtaking Views. In Addition, On Two Levels, A Series Of Large, Classically Proportioned Rooms Infinitely Adaptable To Your Personal Or Professional Needs. See Addendum Remarks For More Detail

Listing Courtesy of William Pitt Sotheby's

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: 3.95% last updated on Apr 27, 2017
* 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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  © 2017 Greater Fairfield County CMLS, Inc. All rights reserved.

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the Greater Fairfield County CMLS, Inc. Real estate listings held by brokerage firms other than The Matthews Group are marked with either the “IDX Detail Logo” or the "IDX Thumbnail Logo” (a little black house surrounding the letters “IDX”) and detailed information about them includes the name of the listing broker.