20

Kent, CT Homes for Sale

Section Image
  • 168 Cobble Rd, Kent, CT 06757
    168 Cobble Rd, Kent, CT 06757
    168 Cobble Rd, Kent, CT 06757
    /40

    $1,995,000

    • 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
  • 19 Old Paddock Ln, South Kent, CT 06785
    19 Old Paddock Ln, South Kent, CT 06785
    19 Old Paddock Ln, South Kent, CT 06785
    /33

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,421 Sq Ft

    19 Old Paddock Ln, South Kent, CT 06785

    Welcome to Slot Canyon featuring unparalleled luxury in this new construction, modern contemporary home, perfectly situated in the prestigious neighborhood of St. John's Peak. One of Kent's most sought-after neighborhoods, with proximity to top-tier schools, gourmet restaurants, and unique shopping experiences. At 19 Old Paddock Lane, state-of-the-art design meets eco-conscious living, creating

    Phil Fox William Pitt Sotheby's Int'l

    19 Old Paddock Ln, South Kent, CT 06785
  • 221 Fuller Mountain Rd, Kent, CT 06757
    221 Fuller Mountain Rd, Kent, CT 06757
    221 Fuller Mountain Rd, Kent, CT 06757
    /37

    $2,300,000

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

    221 Fuller Mountain Rd, Kent, CT 06757

    As you approach this radiant modern homestead, a gracefully winding driveway crosses the picturesque Jack brook on a newly restored wood trestle bridge, framed by specimen trees and meticulously crafted stonework, creating a breathtaking entrance. The home's expansive design seamlessly blends indoor and outdoor living, offering a harmonious flow throughout. At its heart, a striking stone

    Holly Leibrock Elyse Harney Real Estate

    221 Fuller Mountain Rd, Kent, CT 06757
  • 278A Kent Cornwall Rd, Kent, CT 06757
    278A Kent Cornwall Rd, Kent, CT 06757
    278A Kent Cornwall 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. 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
  • 178 Carter Rd, Kent, CT 06757
    178 Carter Rd, Kent, CT 06757
    178 Carter 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
  • 310 S Kent Rd, South Kent, CT 06785
    310 S Kent Rd, South Kent, CT 06785
    310 S Kent Rd, South Kent, CT 06785
    /32

    $595,000

    • 5 Beds
    • 3 Baths
    • 2,596 Sq Ft

    310 S Kent Rd, South Kent, CT 06785

    This captivating antique property, located in South Kent, is a treasure trove of history, set against the backdrop of Kent's rolling hills. The residence, rich in character, features original details that tell a story of craftsmanship and care. Some of the details that offer a unique nod to the past, include hand-hewn beams, repurposed from a local barn and heart pine hardwood floors that have

    Phil Fox William Pitt Sotheby's Int'l

    310 S Kent Rd, South Kent, CT 06785
  • 39 Treasure Hill Rd, South Kent, CT 06785
    39 Treasure Hill Rd, South Kent, CT 06785
    39 Treasure Hill Rd, South Kent, CT 06785
    /18

    $1,395,000

    • 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
  • 00 Old Homestead Ln, Kent, CT 06757
    00 Old Homestead Ln, Kent, CT 06757
    00 Old Homestead Ln, Kent, CT 06757
    /4

    $350,000

    • Land
    • 12 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
  • 128 S Kent Rd, South Kent, CT 06785
    128 S Kent Rd, South Kent, CT 06785
    128 S Kent Rd, South Kent, CT 06785
    /19

    $475,000

    • 2 Beds
    • 2 Baths
    • 2,480 Sq Ft

    128 S Kent Rd, South Kent, CT 06785

    Chic Contemporary Cottage in South Kent is in perfect turn key condition and loaded with Style! The cottage interior features an open floor plan with vaulted ceilings and gleaming wood floors. The Great Room section of the Cottage comprises of Living room with Fireplace, Dining room and a high end kitchen designed by a chef with stainless steel appliances and a center island with seating. Access

    Dave Fairty Regency Real Estate, LLC

    128 S Kent Rd, South Kent, CT 06785
  • 0 Stonewall Unit 39, Kent, CT 06757
    0 Stonewall Unit 39, Kent, CT 06757
    0 Stonewall Unit 39, Kent, CT 06757
    /9

    $399,999

    • Land
    • 20 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
  • 12 Spectacle Ridge Rd, South Kent, CT 06785
    12 Spectacle Ridge Rd, South Kent, CT 06785
    12 Spectacle Ridge Rd, South Kent, CT 06785
    /26

    $1,149,000

    • 3 Beds
    • 2.5 Baths
    • 1,992 Sq Ft

    12 Spectacle Ridge Rd, South Kent, CT 06785

    "Best In Class" Lake Property just 10 minutes from the vibrant center of Kent, CT. Rare opportunity to purchase a property with access to South Spectacle Lake which is a pristine Crystal Clear 85-acre, spring-fed lake perfect for fishing, swimming and boating. This property is located within an enclave of approximately 20 homes that have use of a community private beach, recreation area,

    Peter Klemm Klemm Real Estate Inc

    12 Spectacle Ridge Rd, South Kent, CT 06785
  • 0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
    /18

    $895,000

    • Land
    • 40 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, 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 equestrian paradise.

    Patricia Guarantano William Pitt Sotheby's Int'l

    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
  • 00 Upper Kent Hollow Rd, Kent, CT 06757
    00 Upper Kent Hollow Rd, Kent, CT 06757
    00 Upper Kent Hollow Rd, Kent, CT 06757
    /5

    $340,000

    • Land
    • 6 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
  • 11 Old Paddock Ln, Kent, CT 06757
    11 Old Paddock Ln, Kent, CT 06757
    11 Old Paddock Ln, Kent, CT 06757
    /6

    $399,000

    • Land
    • 7 Acres
    • $55,882 per Acre

    11 Old Paddock Ln, Kent, CT 06757

    Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot sits on a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

    Jency Rojas William Raveis Real Estate

    11 Old Paddock Ln, Kent, CT 06757
  • 33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture 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
  • 0 W Woods Rd Unit 1 24061899, Kent, CT 06757
    0 W Woods Rd Unit 1 24061899, Kent, CT 06757
    0 W Woods Rd Unit 1 24061899, Kent, CT 06757
    /12

    $425,000

    • Land
    • 15 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
  • 73 Upper Kent Hollow Rd, Kent, CT 06757
    73 Upper Kent Hollow Rd, Kent, CT 06757
    73 Upper Kent Hollow Rd, Kent, CT 06757
    /31

    $1,895,000

    • Land
    • 18 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
  • 23 Mauwee Brook Rd, Kent, CT 06757
    23 Mauwee Brook Rd, Kent, CT 06757
    23 Mauwee Brook 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
  • 5 Weantinogue Ln, Kent, CT 06785
    5 Weantinogue Ln, Kent, CT 06785
    5 Weantinogue Ln, Kent, CT 06785
    /30

    $189,000

    • Land
    • 6 Acres
    • $30,984 per Acre

    5 Weantinogue Ln, Kent, CT 06785

    Imagine your dream home on this bucolic and gently-sloped, mostly level 6.1 acre lot in the upscale private community of St. John's Peak, with home plans and percolation tests included! If you're looking to escape the fast-paced city of Manhattan within 2 hours, you can find yourself worlds away in this peaceful, picturesque, private, and secluded lot in the in the beautiful town of Kent. This

    Phil Fox William Pitt Sotheby's Int'l

    5 Weantinogue Ln, Kent, CT 06785
  • 1 W Woods Rd, Kent, CT 06757
    1 W Woods Rd, Kent, CT 06757
    /2

    $395,000

    • Land
    • 14 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
Connecticut Kent

Real Estate & Homes for Sale in Kent, CT

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.
Learn more about living in Kent

Frequently Asked Questions

What is the average home price in Kent, CT?
Homes for sale in Kent, CT have an average home price of $594,444.
Are home prices dropping in Kent?
Yes, home prices in Kent are down 55% in the last 12 months.
How many homes have sold over the last 12 months in Kent, CT?
16 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 $450,000. If you put a 20% down payment of $90,000 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $2,330 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $100K 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

On average, homes in Kent, CT sell after 64 days on the market compared to the national average of 70 days. The median sale price for homes in Kent, CT over the last 12 months is $395,000, down 55% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$395,000
Median Single Family Sale Price
$1,750,000
Average Price Per Sq Ft
$302
Number of Homes for Sale
1
Last 12 months Home Sales
16
Months of Supply
0.80
Median List Price
$450,000
Median Change From 1st List Price
12%
Median Home Sale Price YoY Change
-55%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group