The Matthews Team

William Raveis Lifestyles Realty

Kent CT Real Estate

Kent CT Real Estate for Sale

Waterfall in Kent ConnecticutKent, a rural community in Litchfield County, has a rich history as a farming community and thriving iron ore producer. Today, it is home to about 3,000 residents and is known for the stunning Kent Falls located in the scenic northwest corner of the town. With a lively mix of rural life, education, and the arts, Kent offers a unique experience for visitors.


While primarily residential with some small industry and farms, Kent's downtown area has become a popular day trip destination. The obelisk Civil War Soldiers Monument at the intersection serves as a dramatic assurance that you have arrived in downtown Kent. This monument is located in the center of town at the intersection of State Route 7 (a major north-south road) and Route 341 (an east-west road). In addition to residential homes, downtown Kent features shops, art galleries, and restaurants - most of which are owner-operated. Take some time to stop by and chat with the owners about this charming town!

Properties In Kent

Contact the William Raveis Lifestyles Team at 860-868-0511 with any questions or to schedule a private tour.

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76 South Kent Road Kent CT 06757

MLS Number 170556621

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,056
  • Acreage 2.6

This delightful home is located on 2.6 sloping acres and only 1.4 miles from the center of Kent. The 3 bedroom home has hardwood floors, built-ins, and a wood burning fireplace. A screened-in porch is located off the living room and is a perfect place to relax in warm weather. You'll enjoy mountain views and views of Leonard Pond too! Potential exercise or playroom on the lower level. The paved driveway leads to the one car garage, and a Generator provides peace of mind in the event of a power outage. Windows have been replaced, the furnace blower and hot water heater were recently replaced; the roof was re-shingled with water and ice shield in 2016, and a new septic system was installed in June 2017.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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49 Highland Road Kent CT 06785
Pending Continue to Show

MLS Number 170551327

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,894
  • Acreage 1.35

This 1993 South Kent light-filled contemporary home is just waiting to be updated and made into your own special place! Located in Spooner Hill Estates, a tranquil neighborhood near several schools, this home faces south and features seasonal ridgeline views from a large multi-level deck that's perfect for outdoor entertaining. Inside, the expansive skylit great room features a cathedral ceiling and a stone-hearthed woodburning fireplace. The adjacent kitchen includes stainless steel appliances and a breakfast bar. First floor primary bedroom with ensuite bathroom, two separate walk-in closets and its own private enclosed three-season sunroom. Two additional second-floor bedrooms plus full bath. One-car garage conveniently located off the foyer, plus a full walkout basement with an additional two-car garage, perfect for storing kayaks, bicycles and other sports equipment! Additional basement space currently used as a workshop. Enjoy the charming town of Kent, just minutes away, with its great restaurants and shops, as well as hiking the nearby Appalachian Trail and water sports on the nearby lakes and Housatonic River, plus all that scenic northwest CT has to offer! Close to MetroNorth rail service for a 2 hour journey to/from Manhattan. Come see this perfect spot for either weekend or full-time living!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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333 Kent Road Kent CT 06785

Kent, CT333 Kent Road

Price$799,000

Est. Mortgage: $/month

MLS Number 170555229

  • Multi Family Multi-Family For Sale
  • Square Feet 7,642
  • Acreage 5.42

Welcome to 333 Kent Rd. This is a wonderful opportunity to own a mixed-use property in Kent featuring two fully rented units and a commercial space downstairs. The possibilities are endless. Bring your imagination. This property has been wonderfully maintained by the current owner. Maybe renovate into a bed-and-breakfast, or possibly an Airbnb. Located across the street from Bulls Bridge, a well-known covered bridge, as well the Appalachian Trail. Hiking, biking, and nature, just across the street! Located just south of the center of Kent, boasting high-end stores, restaurants, and boutiques. Let your imagination run wild with all the possibilities!

Listed by Scalzo Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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80 North Main Street Kent CT 06757

Kent, CT80 North Main Street

Price$295,000

Est. Mortgage: $/month

MLS Number 170553582

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,225

Love, Love, Love the views & location from this beautiful updated 2 bedroom condo. Enter into a warm foyer up to this second floor into this well appointed condo. Hardwood floors throughout giving a nice vibe & sparkle to the space. Living/Dining room Combination offers fireplace, views of neighboring meadows and sunlight coming through several windows inviting warmth and natural landscapes. Kitchen is clean, fully updated with corian counters, stainless steel appliances and balcony perfect for morning coffee or evening cocktail. Primary bedroom is spacious, updated with sensitivity to style and offers a full bath with jetted tub. Second bedroom is also a good size and could be used as is or another sitting area to give more common space. Unit comes with detached garage and limited storage space in basement. Get in town living with no hassles, close to all shops, restaurants and schools. Could work for full or part time living.

Listed by Bain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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104 Geer Mountain Road Kent CT 06785
Active With Contract

MLS Number 170551102

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,302
  • Acreage 3.83

Dramatically designed 3-bedroom modern home sits on a high meadow in desirable South Kent. With 3,300 sq. ft, this contemporary has 3.83 acres of open fields, stone walls and views to enjoy in all seasons. An early adopter of environmentally sensitive construction, the house's first floor tile is warmed by a passive solar bank of windows. The living room's raised hearth fireplace and formal dining room's wood stove radiate heat throughout the home via the two-story brick chimney. The spacious open floor concept main level also includes a sitting area, foyer, powder room, wine closet, kitchen and walk-in pantry. The cook can enjoy the Jenn-Air cooktop, custom cabinetry, top-line appliances and breakfast bar finished in granite countertops along with their guests. Upstairs the primary suite offers a sizable private bathroom, three huge closets, wood beams and wood flooring. The elegant book-lined family room is a retreat and has doors out to the upper yard and gardens. There are two additional bedrooms-one with a woodstove-that share a full bath with a Japanese style soaking tub. Closets galore with one a walk-in cedar for winter/summer storage. Plus a 3-car garage with workbenches and ample storage space. Outside is nature's best. Sit and enjoy the amazing campestral views on the mahogany deck around the native stone fire-pit and patio constructed within the past 5 years. Nature abounds with amazing sunsets, wildlife sightings, star filled night-sky and peace and quiet.

Listed by Bain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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21 Upper Kent Hollow Road Kent CT 06757
Pending Continue to Show

MLS Number 170551040

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,896
  • Acreage 1.52

Kent Hollow Contemporary - Modern three bedroom situated on 1.5 acres in a desirable location. The home features an open floor plan anchored by the spacious kitchen, with center island and breakfast area, which flows into the the living and dining areas. A grouping of oversized windows helps create a lovely light-filled living space. The main level of also incorporates a large foyer that opens to the back deck, two well-sized bedrooms (one currently used as a home office) that share a full bath, a large walk-in pantry, as well as a full bath. One finds the spacious primary bedroom up a level. The walk-out lower level of the home has been semi-finished complete with a pellet stove and laundry area which would be converted into another bathroom if desired. The home includes a one car garage, central A/C, and a backup generator. Located minutes from Lake Waramaug, Kent Land Trust's East Kent Hamlet Preserve, and the village of New Preston, this is a wonderful country escape.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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36 Dolldorf Road Kent CT 06757

MLS Number 170547944

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,870
  • Acreage 4.33

Remote full time, weekend, downsize? This could be the perfect home for you. Nine minutes from the quaint village of Kent, this home is set back from the road & nestled at the top of Skiff Mountain. Thoughtfully planned out and built by its current owner, this home was wonderfully positioned to have amazing natural light and natural solar warmth in the fall/winter months through the gorgeous oversized windows. Home includes 2 nicely sized bedrooms & 1 full bath on the first floor, office/study and cathedral ceilings with open concept living around a cozy fireplace. Primary bedroom includes stunning wide plank ship-lap flooring, walk in closet & large bathroom with beautiful clawfoot tub on the second floor. Bring your imagination and finish off the large walkout basement with high ceilings: games room, theater, den? Level lot with a great balance of lawn to wooded space, multiple decks with fire pit & hot tub rounds out a perfect secluded retreat. 2 hours to NYC. Minutes to local shopping, dining & an abundance of private schools. 25 minutes to Mohawk Ski Mountain. What more do you need?

Listed by Brown Harris Stevens

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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Stone Fences Lane Kent CT 06757

Kent, CTStone Fences Lane, Bromica

Price$125,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170540683

  • Land
  • Acreage 4.48
  • Zoning RR

Amazing offering is this 4.4 acre parcel in a quiet neighborhood. At the end of the road surrounded by large parcels this level and lightly wooded undeveloped lot is easy to build upon. There are large maples and native oaks on tis parcel ready to adorn the final yard scape. The property abuts a large privately held parcel and sits across from 20 acres of open space. This is the last lot available in this well planned 20 lot neighborhood. Neighborhood entails 10 acres of open field for neighbor's use and hiking trails throughout. This is the best building lot on the market in Kent. Located minutes from the center of Kent and 20 minutes from Metro North.

Listed by Bain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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 Camps Road Kent CT 06757

Kent, CT55 Camps Road

Price$1,485,000

Est. Mortgage: $/month

MLS Number 170539704

  • Single Family
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,332
  • Acreage 20.5

Amazing opportunity just around the corner from Lake Waramaug, Antique Home and Barns on 20+ acres with jaw dropping views. Originally built in 1860, this handsome stone farmhouse is situated on a private 9.6 acres and includes a detached barn and a scenic open pasture with westward facing mountain views. One could either renovate the existing structure or potentially build in the back. Across the street, there's an additional 10.9 acre parcel which includes another large barn. This parcel rises in elevation from the road and enjoys wonderful sunset views as well. Located minutes to Lake Waramaug Country Club and the village of New Preston, a rare offering with amazing possibilites. Sale subject to a property line adjustment with an abutting neighbor.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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105 Kent Hollow Road Kent CT 06757
Pending Continue to Show

MLS Number 170538757

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,892
  • Acreage 1.4

Enjoy the good life in this cheery & bright 4 bed/3 full bath raised ranch in South Kent.Minutes away from the Lake, and easy nearby access to golfing,winery,restaurants,fresh market and much more! Perfectly set on a glorious 1.40 acre lot with spectacular views of the ever changing New England landscape,beautiful manicured grounds w/gardens and stone patio for entertaining.It has a floor plan that can truly check ALL the boxes for what you want and need inside and out for today's easy living lifestyle. Bonus and office space on the main level and a primary bedroom suite with walk-in closets and large bath with double sinks and large soaking tub. A bath with tub/shower combo serves the other 3 bedrooms on the main level. It has great style, with gleaming hardwood floors, open design living, modern kitchen with stainless appliances. Vaulted ceilings in the Main living room and an inviting grand stone fireplace to keep you warm and cozy in the cold winter months. The lower level offers endless possibilities such as an in-law apartment, nanny suite, playroom or family room, home theatre or use as an air bnb with a separate entry door. Wonderful style and location … this one can't be beat!

Listed by Keller Williams Prestige Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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335 Kent Road Kent CT 06757

Kent, CT335 Kent Road, Bulls Bridge

Price$339,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170536702

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,304
  • Acreage 1

Very private location, tucked way back off rte 7. Fireplace in living room, kitchen/dining combo. Hardwood in living, dining & hallway. Master bedroom has an en suite bath and two closets. Two other bedrooms on main level. Two linen closets in hallway. There is a one bedroom in-law apartment in the basement with walk-out access. House needs some TLC.

Listed by Regency Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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432B Segar Mountain Road Kent CT 06785

MLS Number 170533239

  • Single Family
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 1,138
  • Acreage 5.05

Conveniently situated between North and South Spectacle Lakes - 8 minutes to downtown Kent shopping and restaurants and 10 minutes to Lake Waramaug/New Preston area * The existing cabin on the land was the original counselor's cabin that was part of the all-girls summer camp “Camp Po-ne-mah” 1914-1978. Cabin was used year round from the 1980s until the late 2000s and sometime in the 90s was upgraded with new sheet rocking of the inside walls, adding baseboard heat, new furnace and wiring - east wing is newly added post and beam (currently housing the kitchen and dining area), new concrete basement and foundation. Ground floor is approx 1100sq ft. * Septic field has been dug, tested and approved by Torrington Area Health * Full survey completed * Approx 5 acre lot * Great opportunity to renovate existing structure or build new on generous and well located land

Listed by Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 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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