Kent, CT Homes

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  $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
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  /40

  $6,500 total monthly price

  • 5 Beds
  • 2.5 Baths
  • 3,586 Sq Ft
  • House for Rent

  110 Geer Mountain Rd, South Kent, CT 06785

  FURNISHED RENTAL AVAILABLE for academic term or annual @ $6,500k/month. Modern Country home filled with stylish designer furniture and art. Fabulous AAA South Kent location with expansive lawn and western exposures. 4-5 bedrooms, fabulous outdoor entertainment areas, pond and brook. Close to Lake Waramaug, Appalachian Trail, Mohawk Mtn skiing, Kent and New Preston. Not far from NYC metro north

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (860) 845-6883

  110 Geer Mountain Rd, South Kent, CT 06785
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  $577,000 Sold Oct 21, 2025

  • 1,548 Sq Ft
  • $373/SF
  • 31 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1947

  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
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  Est $1,469,299 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,492 Sq Ft

  123 Kent Hollow Rd, Kent, CT 06757

  123 Kent Hollow Rd, Kent, CT 06757
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  $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
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  /33

  $15,000 total monthly price

  • 6 Beds
  • 4 Baths
  • 9,396 Sq Ft
  • House for Rent

  141 Geer Mountain Rd, South Kent, CT 06785

  SKI SEASON IS ALMOST HERE! Enjoy country living in this stunning location with spectacular views and total privacy. Close to Mohawk Mountain and Butternut Basin. The Berkshires are less than 90 minutes away. Explore the homes 142 acres on cross country skis.Plenty of room for family and friends. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full

  Sharon McGuire William Pitt Sotheby's Int'l

  141 Geer Mountain Rd, South Kent, CT 06785
• 

  $540,000 Sold Oct 21, 2025

  • 2,596 Sq Ft
  • $208/SF
  • 153 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1900

  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
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  Est $434,876 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  80 N Main St Unit 28, Kent, CT 06757

  80 N Main St Unit 28, Kent, CT 06757
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  $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
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  /21

  $4,500 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,715 Sq Ft
  • House for Rent

  52B Fuller Mountain Rd, Kent, CT 06757

  Charming Kent Ranch with Mountain Views - Macedonia Location. Nestled in the scenic Macedonia section of Kent, this inviting three-bedroom, one-and-a-half-bath ranch offers comfort, privacy, and beautiful mountain views. The single-level layout is bright and airy, with large windows framing the natural beauty that surrounds the property. A spacious living area flows into a well-appointed kitchen

  Dave Fairty Regency Real Estate, LLC

  52B Fuller Mountain Rd, Kent, CT 06757
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  $439,000 Sold Oct 17, 2025

  • 1,252 Sq Ft
  • $351/SF
  • 40 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1974

  80 N Main St Unit 5B5, Kent, CT 06757

  An exceptional opportunity in the heart of Kent's vibrant village center, just steps from shops and restaurants. This beautifully maintained two-bedroom Kent Hills condo has been thoughtfully updated with numerous recent improvements. The sun-filled kitchen is stylishly appointed and flows seamlessly into the open living and dining area, anchored by a handsome fireplace. Both spaces extend to a

  Steve Pener William Pitt Sotheby's Int'l

  80 N Main St Unit 5B5, Kent, CT 06757
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  Est $1,199,356 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 5,100 Sq Ft

  11 Stone Fences Ln, Kent, CT 06785

  11 Stone Fences Ln, Kent, CT 06785
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  $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
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  $2,700 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,253 Sq Ft
  • House for Rent

  13 Kent Cornwall Rd Unit A, Kent, CT 06757

  Experience comfort and convenience in this bright and welcoming 3-bedroom, 2-bath residence located in the heart of Kent Village. This well-maintained home offers an eat-in kitchen, in-unit laundry, and a front deck ideal for relaxing or enjoying your morning coffee-just minutes from the shops, restaurants, and charm of downtown Kent. Recent updates include freshly painted first-floor interiors,

  Samantha Behm William Pitt Sotheby's Int'l

  13 Kent Cornwall Rd Unit A, Kent, CT 06757
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  $381,000 Sold Oct 17, 2025

  • 718 Sq Ft
  • $531/SF
  • 37 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  73 Kent Cornwall Rd, Kent, CT 06757

  Just outside the charming Village of Kent, this adorable Cape Cod home is ready for a new owner's vision! Since 2019, the property has seen numerous upgrades, including a new roof, a completely renovated kitchen, a revamped bathroom, and a newly installed well. As you pull into the driveway, you'll notice a wood post fence (built in 2023) featuring five gates, with two wide enough for trucks or

  Shannon Tully McGrath Realty Inc.

  73 Kent Cornwall Rd, Kent, CT 06757
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  Not Listed For Sale

  5 Weantinoge Ln, Kent, CT 06757

  5 Weantinoge Ln, Kent, CT 06757
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  $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
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  $6,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 2,384 Sq Ft
  • House for Rent

  40 Camps Flat Rd, South Kent, CT 06785

  Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a

  Vanessa Henderson William Pitt Sotheby's Int'l

  40 Camps Flat Rd, South Kent, CT 06785
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  $1,125,000 Sold Oct 07, 2025

  • 1,992 Sq Ft
  • $565/SF
  • 189 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  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
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  Est $261,500 Not Listed For Sale

  23 Stonewall, Kent, CT 06785

  23 Stonewall, Kent, CT 06785
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  $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
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  /23

  $10,000 total monthly price

  • 5 Beds
  • 6 Baths
  • 5,029 Sq Ft
  • House for Rent

  36 Yuza Mini Ln, South Kent, CT 06785

  Your perfect winter getaway awaits in the heart of the Litchfield Hills! This modern masterpiece, set amid rolling hills, offers breathtaking sunset vistas that extend all the way to the Catskill Mountains. Step inside to a dramatic floating steel and glass staircase and a stunning living room with a soaring two-story wall of glass that frames the views. The sleek, contemporary kitchen with

  Steve Pener William Pitt Sotheby's Int'l

  36 Yuza Mini Ln, South Kent, CT 06785
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  $148,000 Sold Sep 29, 2025

  • Land
  • 2.71 Acres
  • $54,613 per Acre

  • 28 Days On Market

  0 S Kent Rd Unit 24121645, Kent, CT 06757

  Build your dream home on this approved 2.71 acre lot in South Kent. Very good perc rate, no septic fill required and will support a 6 bedroom home. Enjoy the beautiful town of Kent with wonderful restaurants, shops, art galleries, hiking trails and Kent Falls State Park. Enjoy fly fishing and boating on the Housatonic River. Metro North train nearby to get to NYC. Kent has consistently received

  Janet Nelson William Pitt Sotheby's Int'l

  0 S Kent Rd Unit 24121645, Kent, CT 06757
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  Est $481,890 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,095 Sq Ft

  80 Kent Hollow Rd, South Kent, CT 06785

  80 Kent Hollow Rd, South Kent, CT 06785
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  /21

  $1,295,000 Pending

  • 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
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  $1,350,000 Sold Sep 15, 2025

  • 3,000 Sq Ft
  • $450/SF
  • 83 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  15 Stonewall, Kent, CT 06757

  Tucked on a private and level 12+ acre lot flanked by stone walls in the St. John's Peak neighborhood of Kent is this brand new, custom-built home at 15 Stonewall Lane. Constructed with thoughtful design and high-end craftsmanship that is the hallmark of this builder and development team, the exterior is reminiscent of a modern English country home with dormers, glass doors, and a full-width

  Meo VELDHUIZEN Fieldhouse Country Properties, LLC

  15 Stonewall, Kent, CT 06757
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  Est $2,323,477 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,801 Sq Ft

  Unlisted Address

  Unlisted Address
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  /35

  $1,275,000 Under Contract

  • 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
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  $410,000 Sold Sep 15, 2025

  • 2,480 Sq Ft
  • $165/SF
  • 97 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1955

  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
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  Est $1,309,614 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  60 Cobble Rd, Kent, CT 06757

  60 Cobble Rd, Kent, CT 06757
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  /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
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  $300,000 Sold Sep 05, 2025

  • 1,560 Sq Ft
  • $192/SF
  • 56 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1981

  7 Pheasant Run Rd Unit 1, Kent, CT 06757

  Great opportunity to own in Kent with no HOA fee! This is a rare townhouse-style condo with zero HOA fees and only two units in the community. Very well-maintained home offering 3 bedrooms on the second floor along with a full bathroom, and a convenient half bath on the main level. The open floor plan connects the kitchen, dining area, and living room, creating a warm, inviting space! The

  Doug Hagen LPT Realty

  7 Pheasant Run Rd Unit 1, Kent, CT 06757
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  Est $1,300,381 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,866 Sq Ft

  51 Elizabeth St, Kent, CT 06757

  51 Elizabeth St, Kent, CT 06757
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  /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
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  $2,175,000 Sold Aug 28, 2025

  • 3,421 Sq Ft
  • $636/SF
  • 76 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  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
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  Est $1,194,198 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,236 Sq Ft

  2 Cobble Heights Rd, Kent, CT 06757

  2 Cobble Heights Rd, Kent, CT 06757
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  /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
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  $575,000 Sold Aug 13, 2025

  • 2,242 Sq Ft
  • $256/SF
  • 69 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  2 Tamshell Dr, Kent, CT 06757

  This well-maintained home, on a dead-end street, is perfectly situated on a picture postcard parcel. Kitchen has a unique country kitchen flair, and it open flows into a large versatile everything type gathering room, a focal point of the home, with double French doors that lead out to a private rear deck with electric Sunsetter awning. Set on nearly an acre of fully usable, fully landscaped

  Vince McGough McGough Realty Corp.

  2 Tamshell Dr, Kent, CT 06757
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  Est $329,768 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  16 Elizabeth St Unit 12, Kent, CT 06757

  16 Elizabeth St Unit 12, Kent, CT 06757
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  /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

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