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Kent, CT Homes for Sale

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  • /40

    $2,395,000

    • 4 Beds
    • 2.5 Baths
    • 3,392 Sq Ft

    14 Straight Rd, Kent, CT 06757

    AAA location in Kent Hollow just west of Lake Waramaug. Extremely private 15+ acres at end of Straight Road with 3-4 bedroom, 2.5 bath main residence and 2 bedroom, 2 bath guesthouse. Primary house sits high on the property down a long driveway with views of Kent Hollow ridgelines. The 1950's modern style guesthouse is discretely located half way along the driveway. Features of the house include

    Pels Matthews W. Raveis Lifestyles Realty

    14 Straight Rd, Kent, CT 06757
  • /40

    $1,850,000

    • 4 Beds
    • 4.5 Baths
    • 3,790 Sq Ft

    168 Cobble Rd, Kent, CT 06757

    Welcome to 168 Cobble Rd! Better than new 4 bedroom custom colonial on 14.45 private acres with breathtaking mountain views. Enjoy your morning coffee and dramatic sunsets on your full length deck or private balcony. Open layout features chef's kitchen, soaring ceilings, beams, skylights, and lots of windows. The kitchen is fully equipped with Wolf gas range and Bosch refrigerator and dishwasher.

    Joe Chemero Coldwell Banker Realty

    168 Cobble Rd, Kent, CT 06757
  • /37

    $1,285,000

    • 1 Bed
    • 2 Baths
    • 1,056 Sq Ft

    178 Carter Rd, Kent, CT 06757

    Incredible opportunity in Kent featuring breathtaking westerly views and over 50 acres of land. The property offers a charming cottage with an open-concept living and kitchen area that leads out to an elevated deck, perfect for taking in the stunning mountain scenery. You can either expand the existing cottage or use it as a guest house while building your dream country home. Additionally,

    Steve Pener William Pitt Sotheby's Int'l

    178 Carter Rd, Kent, CT 06757
  • /21

    $1,295,000

    • 2 Beds
    • 2 Baths
    • 1,933 Sq Ft

    39 Treasure Hill Rd, South Kent, CT 06785

    Dream retreat in South Kent on nearly 25 high acres with potential to create views of rolling hills to the west. Private and quiet on one of Kent's most prestigious and scenic roads, This quaint cottage style contemporary is nestled well off the road yet is only minutes to the vibrant New England Village of Kent and around the corner to Lake Waramaug for golf, tennis, swimming, hiking trails,

    Karen Casey William Pitt Sotheby's Int'l

    39 Treasure Hill Rd, South Kent, CT 06785
  • /26

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,272 Sq Ft

    278A Kent Cornwall Rd, Kent, CT 06757

    Utterly Magical Kent Compound with Pool. c1850 2-3 Bedroom, 3 Bath Main House with High Ceilings, 3 Fireplaces & Wonderful Period Details. Separate Grand Antique Party Barn/Guest House with 1 Bedroom & 2 Full Baths; High Ceilings; Beams & Views. Central Gunite Pool with Cabana & 2-Car Garage. Less than 5 Min to the Center of Kent CT & 20 Min to Metro North Train.

    Graham Klemm Klemm Real Estate Inc

    278A Kent Cornwall Rd, Kent, CT 06757
  • /37

    $1,500,000

    • 4 Beds
    • 3.5 Baths
    • 6,000 Sq Ft

    13 Cobble Heights Rd, Kent, CT 06757

    Nestled on 8 private acres with a pond, on a private road, this house is in the picturesque town of Kent, CT. The home has 10 rooms including 4 bedrooms, 3 full bathrooms and 2 half baths. A large guest wing with a separate entrance includes a sitting/living room, 1 bedroom and a full bathroom. There are 3 beautiful stone fireplaces that provide warmth and ambiance to the living room, kitchen and

    Janet Nelson William Pitt Sotheby's Int'l

    13 Cobble Heights Rd, Kent, CT 06757
  • /29

    $595,000

    • 3 Beds
    • 1.5 Baths
    • 1,548 Sq Ft

    311 Kent Rd, Kent, CT 06757

    Set on 3.5 scenic acres overlooking the Housatonic River, this beautifully updated Colonial offers the perfect blend of charm, comfort, and modern living. The property features sweeping mountain views and an in-ground pool, creating an ideal retreat for both relaxation and entertaining. Inside, the sleek, renovated kitchen boasts a center island and opens to a gracious formal dining room, as well

    Steve Pener William Pitt Sotheby's Int'l

    311 Kent Rd, Kent, CT 06757
  • /40

    $8,000,000

    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    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

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • /21

    $450,000

    • 2 Beds
    • 1.5 Baths
    • 1,201 Sq Ft

    80 N Main St Unit 10, Kent, CT 06757

    This two-bedroom, main floor Condo has been lovingly renovated to reflect all the comforts of home. The kitchen was totally redone from the bottom up, including new flooring, granite countertops, custom cabinetry with lighting, sink, faucet and new appliances. The combination living room/dining room has hardwood flooring, a fireplace (decorative only), crown moldings and new slider to the

    Sharon Hartwick William Pitt Sotheby's Int'l

    80 N Main St Unit 10, Kent, CT 06757
  • /35

    $1,275,000

    • 3 Beds
    • 3.5 Baths
    • 2,736 Sq Ft

    30 Studio Hill Cir, Kent, CT 06757

    This home offers the best of the Litchfield Hills lifestyle - spacious acreage, historic New England charm, and proximity to both New York City and Boston. Beautiful contemporary on 3.3 private acres surrounded on three sides by protected Open Space, providing exceptional privacy and views of pastures and hills, but a quick drive to downtown Kent. The great room (living room/ dining room) has an

    Deborah Bain Bain Real Estate

    30 Studio Hill Cir, Kent, CT 06757
  • /18

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    441 Segar Mountain Rd, South Kent, CT 06785

    This spacious ranch style house has a new roof, new vinyl siding, some new windows and new deck plus covered front porch. Remodeled eat in kitchen has white shaker style cabinets with granite counter tops, hardwood flooring and stainless steel appliances. Living room has bay window, hardwood floors and fireplace. Two good size bedrooms plus two fully remodeled bathrooms. Formal dining room. There

    Barry Mackiewicz A-Gold Action Realty

    441 Segar Mountain Rd, South Kent, CT 06785
  • /10

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,225 Sq Ft

    80 N Main St Unit 4A1, Kent, CT 06757

    Wonderful first floor, corner condo in downtown Kent. This unit comes with two separate garages right next to the unit with 2 extra parking spaces that no other unit has and creating very easy access to unit. North side looks out to pastures of butting properties. Exceptional setting.

    David Bain Bain Real Estate

    80 N Main St Unit 4A1, Kent, CT 06757
  • /25

    $630,000

    • 4 Beds
    • 2.5 Baths
    • 2,469 Sq Ft

    132 S Kent Rd, South Kent, CT 06785

    Don't miss this exceptional opportunity in desirable South Kent. This four-bedroom Colonial offers beautiful views and a spacious, light-filled layout. The main level features an inviting kitchen with an island, seamlessly connected to the living and dining room anchored by a cozy fireplace. Two sets of French doors lead to a sunroom addition, perfect for relaxing or entertaining. The main level

    Steve Pener William Pitt Sotheby's Int'l

    132 S Kent Rd, South Kent, CT 06785
  • /4

    $350,000

    • Land
    • 12.18 Acres
    • $28,736 per Acre

    00 Old Homestead Ln, Kent, CT 06757

    Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and

    Jaime Richichi William Pitt Sotheby's Int'l

    00 Old Homestead Ln, Kent, CT 06757
  • /9

    $399,999

    • Land
    • 20.15 Acres
    • $19,851 per Acre

    0 Stonewall Unit 39, Kent, CT 06757

    Desirable acreage within the scenic St Johns Peak in Kent! Under ground utilities, private road located at the end of culdesac

    Diane Carroll The Washington Agency

    0 Stonewall Unit 39, Kent, CT 06757
  • /18

    $895,000

    • Land
    • 40.16 Acres
    • $22,286 per Acre

    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785

    Beautiful land! Discover a rare opportunity to own over 40 acres of pristine land in the picturesque Litchfield Hills, just waiting for your vision. This expansive property features beautiful old stone walls, lush woodlands, and a combination of level and gently rolling terrain-perfect for a variety of uses. Imagine building your dream estate, starting a gentleman's farm, or creating an

    Patricia Guarantano William Pitt Sotheby's Int'l

    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
  • /5

    $340,000

    • Land
    • 5.5 Acres
    • $61,818 per Acre

    00 Upper Kent Hollow Rd, Kent, CT 06757

    Approximately 5.5 acres in south Kent. This is a top location abutting major estates and just minutes to the state beach at Lake Waramaug and the Lake Waramaug County Club (beach, tennis, golf, clubhouse dining). This property is equi-distant between the charming villages of Kent, New Preston and Washington. Bring your architect and build your dream. 1 hour 45 minutes to NYC. Offer is subject to

    Stacey Matthews W. Raveis Lifestyles Realty

    00 Upper Kent Hollow Rd, Kent, CT 06757
  • /12

    $425,000

    • Land
    • 14.87 Acres
    • $28,581 per Acre

    0 W Woods Rd Unit 1 24061899, Kent, CT 06757

    This nearly 15 acres of quiet woods, nestled between National Audubon lands to the north and NW Land Conservancy to the south, assures ultimate privacy while only minutes from the center of Sharon, CT. Located on a quiet gravel town road, a gently sloping driveway winds its way to a lovely, flat clearing with stonewalls, large native trees offering a natural building site. Sloping easily to the

    Chris Garrity Bain Real Estate

    0 W Woods Rd Unit 1 24061899, Kent, CT 06757
  • /31

    $1,895,000

    • Land
    • 17.94 Acres
    • $105,630 per Acre

    73 Upper Kent Hollow Rd, Kent, CT 06757

    The most exquisite building lot in Litchfield County! Stunning 300 degree views of seemingly endless rolling mountains in every direction. Enjoy both Sunrise and Sunsets on this completely private 18+/- acres. The rough driveway is installed and it's easy to traverse. The site is full cleared, blasted, scraped and flattened with retaining walls installed to make it ready to start building.

    Stacey Matthews W. Raveis Lifestyles Realty

    73 Upper Kent Hollow Rd, Kent, CT 06757
  • /40

    $8,000,000

    • 4 Beds
    • 5.5 Baths
    • 5,400 Sq Ft

    23 Mauwee Brook Rd, Kent, CT 06757

    "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

    Kathryn Clair William Pitt Sotheby's Int'l

    23 Mauwee Brook Rd, Kent, CT 06757
  • /2

    $395,000

    • Land
    • 13.79 Acres
    • $28,644 per Acre

    1 W Woods Rd, Kent, CT 06757

    Desirable West Woods location for this 13.975 acres, bordering Sharon Land Trust property. Lightly wooded, with a gentle stream crossing near the northern boundary of the parcel. The high ground at the southern end of the lot provides an ideal building site with potential western views. Minutes to town and Wassaic train service to NYC.

    David Taylor Elyse Harney Real Estate

    1 W Woods Rd, Kent, CT 06757

Why Live in Kent

Kent, CT, is a rural community in Litchfield County known for its scenic woods, mountains, and rolling hills. This area is popular among weekenders from the New York metro area, drawn by its thousands of acres of land trust open spaces and state parks. The local real estate market features historic and modern homes, with properties ranging from the 1700s to the 2000s. However, availability is limited, and homes tend to sell quickly. Kent's natural attractions include the Housatonic River, Kent Falls State Park, Macedonia Brook State Park, and an entry point to the Appalachian Trail. The village center, lined with century-old Colonial and Victorian-style homes, hosts local shops, restaurants, and art galleries. Dining options include Kingsley Tavern, Villager Restaurant, and Fife ‘n Drum, while Davis IGA offers organic produce. Kent Center School and Housatonic Valley Regional High School are highly rated, along with boarding schools Kent School, South Kent School, and Marvelwood School. Community events such as Kent Sidewalk Sale Days, the Kent Pumpkin Run, and holiday celebrations add to the town's charm. Kent is approximately two hours from New York City by car or train, with New Haven and Hartford about 90 minutes away.

Frequently Asked Questions

What is the average home price in Kent, CT?
Homes for sale in Kent, CT have an average home price of $1,260,200.
Are home prices dropping in Kent?
Yes, home prices in Kent are down 15% in the last 12 months.
How many homes have sold over the last 12 months in Kent, CT?
29 homes have sold in Kent, CT over the last 12 months.
What are the most popular zip codes in Kent, CT?
The most popular zip codes in Kent, CT include 06757, 06785, 06754, 12592 and 06777.
How much do you need to make to afford a house in Kent?
The median home price in Kent is $499,000. If you put a 20% down payment of $99,800 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $2,480 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $106K a year to afford the median home price in Kent.
How are the schools in Kent, CT?
Kent, CT has highly rated public and private schools. Some of the best schools in Kent based on Niche Grades are Kent School, South Kent School and Marvelwood School. Browse all the schools in Kent, CT to learn more.

Home Trends in Kent, CT

Housing Trends

Median Sale Price
$440,000
Median Single Family Sale Price
$570,000
Median 2 Bedroom Sale Price
$445,000
Average Price Per Sq Ft
$422
Number of Homes for Sale
11
Last 12 months Home Sales
29
Months of Supply
4.60
Median List Price
$499,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-50%
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