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Kent, CT Homes for Sale

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  • /40

    $1,795,000

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

    168 Cobble Rd, Kent, CT 06757

    Escape to this mountaintop retreat with sweeping, unobstructed views located off one of the most desirable scenic roads in the Litchfield Hills. Set in complete privacy, this four-bedroom home offers a perfect blend of comfort and sophistication with an open-concept layout designed for both relaxation and entertaining. The chef's kitchen, featuring a central island, flows seamlessly into a cozy

    Steve Pener William Pitt Sotheby's Int'l

    168 Cobble Rd, Kent, CT 06757
  • /33

    $2,300,000

    • 4 Beds
    • 5 Baths
    • 5,512 Sq Ft

    221 Fuller Mountain Rd, Kent, CT 06757

    This extraordinary residence is a masterful blend of timeless architectural inspiration and modern luxury, offering a rare opportunity to own a home that is both a work of art and a private retreat. Designed in homage to the style of Frank Lloyd Wright, it features hipped roofs with wide eaves, long horizontal lines, and a seamless integration with the natural landscape. The house is set well

    Steve Pener William Pitt Sotheby's Int'l

    221 Fuller Mountain Rd, Kent, CT 06757
  • /40

    $2,395,000

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

    14 Straight Rd, Kent, CT 06757

    Private Estate with Panoramic Views in Coveted Kent Hollow. Tucked at the end of a quiet country lane, this rare 15+ acre estate offers stunning views, complete privacy, and timeless New England charm. Perfectly perched to overlook the beauty of Kent Hollow, the property blends refined living with the tranquility of nature. The 4-bedroom, 4 bath (2 Full, 2 Half) main residence is designed for

    Pels Matthews W. Raveis Lifestyles Realty

    14 Straight Rd, Kent, CT 06757
  • /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. A Truly Enchanting c1850 Country Retreat That Blends Timeless Character with Refined Comfort. 2-3 Bed, 3-Bath Main House Offers; Gracious Proportions, High Ceilings, 3 Fireplaces, and Exquisite Period Detailing Throughout. A Separate Grand Antique Converted Barn-Skillfully Transformed into a Dramatic Guest House & Entertaining Space-Boasts Soaring Beamed

    Graham Klemm Klemm Real Estate Inc

    278A Kent Cornwall Rd, Kent, CT 06757
  • /40

    $3,500,000

    • 2 Beds
    • 2.5 Baths
    • 4,420 Sq Ft

    217 Sawyer Hill Rd, New Milford, CT 06776

    Escape to your sunlight-filled, modern architectural retreat on a winding country road in Merryall, just minutes from Lake Waramaug Country Club, Bulls Bridge Golf Club, and the uber-chic villages of New Preston, Washington and Kent. Using the American barn as his inspiration, a well-known designer custom built this Litchfield County home for his own use. The house is sited in a large open field,

    Pels Matthews W. Raveis Lifestyles Realty

    217 Sawyer Hill Rd, New Milford, CT 06776
  • /37

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    103 Geer Mountain Rd, South Kent, CT 06785

    Set well back from the road across Bull Mountain Brook is this incredibly private brookside home on South Kent's lauded Geer Mountain Rd. Perched over the brook the house offers 1750 sq. ft. of wood floors, three fireplaces, open floorplan and plenty of windows for views and sunlight. There are three bedrooms with the primary on the main level for ease and comfort. The screened porch offers a

    Chris Garrity Bain Real Estate

    103 Geer Mountain Rd, South Kent, CT 06785
  • /27

    $425,000

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

    80 N Main St Unit 1A1, Kent, CT 06757

    This inviting 2-bedroom condo is just steps from shopping, restaurants, and Kent's charming sidewalks-perfect for an afternoon stroll through the village. As soon as you open the door, sunlight fills the living and dining area, highlighting the cozy wood-burning fireplace. The kitchen and two full baths have been tastefully updated with granite counters, modern cabinetry, and easy-care laminate

    Toni Soule Bain Real Estate

    80 N Main St Unit 1A1, 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
  • /18

    $449,900

    • 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
  • /26

    $597,500

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

    132 S Kent Rd, South Kent, CT 06785

    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 also includes a

    Steve Pener William Pitt Sotheby's Int'l

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

    $299,000

    • Land
    • 12.18 Acres
    • $24,548 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
  • /23

    $895,000

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

    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785

    Discover a rare opportunity to own over 40 acres of pristine land in the picturesque Litchfield Hills. 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 equestrian paradise. Located in Kent, a vibrant and

    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
  • /37

    $1,500,000

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

    13 Cobble Heights Rd, Kent, CT 06757

    You'll find this Tudor and Stucco style home nestled on 8 private acres with a pond, on a private road 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 has a separate entrance and includes a large living area, a bedroom and full bathroom. There are 3 stunning stone fireplaces with custom designed mantels that

    Janet Nelson William Pitt Sotheby's Int'l

    13 Cobble Heights 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 $1,348,967.
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 $575,000. If you put a 20% down payment of $115,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $2,810 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $120K 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
$462,000
Median Single Family Sale Price
$575,000
Median 2 Bedroom Sale Price
$439,000
Average Price Per Sq Ft
$440
Number of Homes for Sale
9
Last 12 months Home Sales
29
Months of Supply
3.70
Median List Price
$575,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-21%
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