Litchfield County CT Homes for Sale with Pool

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  /36

  $799,000

  • 2 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  48 Preston Ln, Salisbury, CT 06068

  Lake Access, 3+ acres, Inground Pool, and room for expansion! Tucked away on a private road with shared lake access to the serene waters of Lake Washinee, this custom two-level home, offers the perfect blend of natural beauty, thoughtful design, and modern comfort. Set on just over three wooded acres with a tranquil stream, the property offers privacy and peaceful surroundings in every direction.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 792-5920

  48 Preston Ln, Salisbury, CT 06068
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  /40

  $535,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  5 Plungis Rd, Watertown, CT 06795

  Set on just over 4.5 beautiful acres, this updated 4 bedroom, 2.5 bath home offers a wonderful blend of comfortable living and outdoor enjoyment. The home features an updated kitchen, along with newer windows throughout the home and a newer boiler, providing both style and efficiency. Sliders lead out to a spacious deck, ideal for relaxing or entertaining while enjoying views of the expansive

  

  Doreen Gagnon

  Coldwell Banker Realty

  (860) 590-8257

  5 Plungis Rd, Watertown, CT 06795
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  /32

  $379,900 Open Sat 11:30AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft

  99 Cannon Ridge Dr Unit 99, Watertown, CT 06795

  "Coming Soon" Completely renovated and move-in ready, this exceptional 3-bedroom residence at 99 Cannon Ridge Drive offers refined living across three thoughtfully designed levels. The main level showcases a beautifully remodeled eat-in kitchen, seamlessly flowing into an expansive living and dining area anchored by a fireplace creating a warm yet sophisticated space for both everyday living and

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 467-7430

  99 Cannon Ridge Dr Unit 99, Watertown, CT 06795
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  /40

  $1,675,000

  • 5 Beds
  • 3.5 Baths
  • 5,890 Sq Ft

  16 Westmount Rd, Salisbury, CT 06068

  Set on 10 private acres just five minutes from downtown Salisbury, this spacious 4-bedroom, 3 full, 2 half bath home offers over 5,000 square feet of elegant living space. Perfect for entertaining, it features a formal living room with fireplace, an oversized kitchen with walk-in pantry, and a flexible layout including a primary suite with en-suite bath and walk-in closet. A highlight is the

  Tracy Macgowan Elyse Harney Real Estate

  16 Westmount Rd, Salisbury, CT 06068
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  /31

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 2,453 Sq Ft

  197 Skyline Ridge Rd, Bridgewater, CT 06752

  Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The

  Kathryn Clair William Pitt Sotheby's Int'l

  197 Skyline Ridge Rd, Bridgewater, CT 06752
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  /40

  $3,325,000

  • 5 Beds
  • 5.5 Baths
  • 4,916 Sq Ft

  299 Main St, Salisbury, CT 06068

  This 18th century American Georgian stands as one of Lakeville's finest historic properties, gracing over 5 pristine acres alongside Burton Brook. The distinguished residence perfectly balances preserved period authenticity with thoughtful modern updates, earning recognition in Luxe magazine and The Friends of the American Georgian Group-NYC tour. Original doorways, decorative trim, and historic

  Thomas Callahan Elyse Harney Real Estate

  299 Main St, Salisbury, CT 06068
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  /38

  $585,000

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft

  609 Long Mountain Rd, New Milford, CT 06776

  Welcome Home to this private and scenic property in the beautiful town of Gaylordsville!! As you enter the mudroom, take your shoes off and get cozy because this house is filled with so much charm. Kitchen with concrete counters, tile floor and seated island, perfect for entertaining. Plenty of storage space in the well thought out pantry. As you enter the living area you will see hardwood floors

  Joe Chemero Coldwell Banker Realty

  609 Long Mountain Rd, New Milford, CT 06776
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  /24

  $319,000

  • 2 Beds
  • 3 Baths
  • 1,059 Sq Ft

  3 Tamarack Ln Unit 3, Woodbury, CT 06798

  Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

  Stephen Mele Houlihan Lawrence

  3 Tamarack Ln Unit 3, Woodbury, CT 06798
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  /40

  $545,000

  • 4 Beds
  • 2.5 Baths
  • 3,170 Sq Ft

  125 Eagle Ridge, Torrington, CT 06790

  Welcome to this classic 4-bedroom Colonial. The kitchen and family room offer a comfortable, open concept layout that serves as the heart of the home. The kitchen's design offers plenty of cabinet space and functionality. The family/living room is highlighted by the cozy fireplace perfect for those chilly evenings. The natural flow of these rooms is ideal for both daily living and entertaining.

  Dawn Sanderson Northwest CT Realty

  125 Eagle Ridge, Torrington, CT 06790
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  /34

  $499,000

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

  6 Weekeepeemee Rd, Woodbury, CT 06798

  Step back in time as you enter this enchanting 1846 cottage, where history and modern comfort blend seamlessly. Wide-board wood floors and exposed hand-hewn beams welcome you the moment you arrive, guiding you through rooms filled with character and warmth. The open-concept kitchen features a stainless steel gas stove and dishwasher, charming display cabinets, a farmhouse sink, and a delightful

  Dawn Hough Coldwell Banker Realty

  6 Weekeepeemee Rd, Woodbury, CT 06798
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  /40

  $895,000 Open House 4/12

  • 4 Beds
  • 3.5 Baths
  • 3,784 Sq Ft

  557 Upper Grassy Hill Rd, Woodbury, CT 06798

  Welcome to Upper Grassy Hill Living!

  Susan Corleto William Pitt Sotheby's Int'l

  557 Upper Grassy Hill Rd, Woodbury, CT 06798
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  /39

  $3,395,000

  • 7 Beds
  • 9 Baths
  • 7,002 Sq Ft

  10 Sunny Ridge Rd, Washington, CT 06793

  Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and

  Peter Klemm Klemm Real Estate Inc

  10 Sunny Ridge Rd, Washington, CT 06793
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  /39

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  11 Old Creamery Rd, Colebrook, CT 06021

  FULLY RENOVATED! In addition this home is fully insulated, energy-efficient, and enhanced with solar panels for low utility costs. The open floor plan and cozy fireplace create the perfect space for gatherings, while multiple decks, an above-ground pool, and serene natural surroundings provide a tranquil retreat-ideal for year-round living or a weekend getaway. Located perfectly on a beautiful

  Rodrigo Aguiar William Raveis Real Estate

  11 Old Creamery Rd, Colebrook, CT 06021
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  /29

  $1,099,000

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  18 Tunnel Rd, Roxbury, CT 06783

  MUST SEE! New Nantucket white cedar shingle siding, window trim, new interior doors and hardware and heated, year-round Spa Pool -- all on the best rural Roxbury scenic dirt road with walking area along the Shepaug River and nearby historic farmhouses and land preserve. All minutes to The Mayflower. Pristine renovated private country home with 3 bedrooms/2.5 baths and an ample home office. Open

  Peter Klemm Klemm Real Estate Inc

  18 Tunnel Rd, Roxbury, CT 06783
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  /27

  $1,649,000

  • 4 Beds
  • 3.5 Baths
  • 2,716 Sq Ft

  33 Sentry Hill Rd, Roxbury, CT 06783

  Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River and just down the road from Land Trust with trails. Heated Gunite Pool surrounded by endless summer hydrangea and 3 acres of level lawn bordered by the Moosehorn Brook. Magnificent design, 4 wood-burning fireplaces, beautiful wide-board softwood floors, over-sized living room,

  Peter Klemm Klemm Real Estate Inc

  33 Sentry Hill Rd, Roxbury, CT 06783
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  /27

  $395,000

  • 5 Beds
  • 4 Baths
  • 2,253 Sq Ft

  302 Cliffside Dr Unit + Garage G82, Torrington, CT 06790

  A rare offering at Lakeridge. One of only eight ranch models has come on the market. This end unit model has 5 bedrooms and 4 baths. The living room has a vaulted ceiling with skylights, corner field stone fireplace & a separate pellet stove. The dining room has a slider to the main level deck, perfect for outdoor dining and stairs to the lower deck. Two bedrooms and two baths complete the main

  MARY CLANCEY William Pitt Sotheby's Int'l

  302 Cliffside Dr Unit + Garage G82, Torrington, CT 06790
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  /22

  $215,000

  • Land
  • 1.01 Acres
  • $212,871 per Acre

  0 Ashley Dr, Goshen, CT 06756

  One of the last lots on Woodridge Lake and one of the last lots on Ashley Drive. Full survey with topo and wetlands located. It's ready for your dream home.

  Ted Murphy E.J. Murphy Realty

  0 Ashley Dr, Goshen, CT 06756
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  /40

  $7,900,000

  • 7 Beds
  • 8 Baths
  • 13,056 Sq Ft

  19 Seherr Thoss Dr, Litchfield, CT 06759

  Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet,

  Alan O'Doherty William Pitt Sotheby's Int'l

  19 Seherr Thoss Dr, Litchfield, CT 06759
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  /38

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 2,109 Sq Ft

  243 Milton Rd, Goshen, CT 06756

  Just in time to dive into a summer of fun at Woodridge Lake where endless recreational opportunities await. Come with us on a journey to view this warm, contemporary, light-filled home on an unprecedented two generous acres in Woodridge Lake. The home has been pristinely maintained, with hardwood floors throughout, central air, radiant heat on the entire second floor, an updated primary bath with

  Heather Turri E.J. Murphy Realty

  243 Milton Rd, Goshen, CT 06756
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  /37

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  421 E Hyerdale Dr, Goshen, CT 06756

  Set on a desirable second-tier lot within the Woodridge Lake community, this four-bedroom, two-and-a-half-bath residence offers peaceful lake views and a private wooded backdrop. The home's main level is thoughtfully designed for comfortable living and effortless entertaining, featuring a spacious primary suite with a walk-in closet and ensuite bath. The light-filled living room is the

  Samantha Behm William Pitt Sotheby's Int'l

  421 E Hyerdale Dr, Goshen, CT 06756
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  /49

  $1,600,000

  • 4 Beds
  • 4.5 Baths
  • 6,444 Sq Ft

  380 Southbury Rd, Roxbury, CT 06783

  Imagine turning onto a quiet country road in beautiful Roxbury, Connecticut, passing classic stone walls and mature trees before arriving at a private drive that gently curves you home. Set back on nearly seven acres of peaceful countryside, 380 Southbury Road offers a rare blend of privacy, elegance, and timeless New England charm. From the moment you step through the arched front entry, the

  Nancy Young BHHS Hudson Valley Properties

  380 Southbury Rd, Roxbury, CT 06783
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  /28

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,046 Sq Ft

  32 Wykeham Rd, Washington, CT 06793

  Tastefully Updated c.1850 Colonial with Pool. Privately Set Back from a Quiet Secondary Town Road, this charming Home Offers 3 Bedrooms & 2.5 Updated Baths. Heated Gunite Pool with Integrated Spa. Eat-in Kitchen with High-end Appliances. Inviting Living Room with Fireplace. Beautiful Stone Terracing and Low-Maintenance Grounds. Ideally Located Moments from Washington Green, Washington Depot, and

  Graham Klemm Klemm Real Estate Inc

  32 Wykeham Rd, Washington, CT 06793
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  /26

  $569,000

  • 3 Beds
  • 2 Baths
  • 1,942 Sq Ft

  76 Shafer Rd, New Hartford, CT 06057

  "Open the door to this charming Cape-style home offering 3 bedrooms and 2 full baths. The stylishly remodeled kitchen features granite countertops, stainless steel appliances, a generously sized island, and gleaming hardwood floors-just steps from the family room and dining room, ideal for everyday living and entertaining. The main level includes a flexible space, perfect for a home office,

  Linda Ganem Borla & Associates Real Estate

  76 Shafer Rd, New Hartford, CT 06057
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  /36

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  5 Great Elm Rd Unit 3, Sharon, CT 06069

  Luxurious Great Elm Condo - Luxurious & private, beautifully renovated from the old carriage barn of the Great Elm Estate in Sharon, CT. Vaulted ceilings, amazing natural light, 3 bedrooms, 2.5 baths. Private porch off the living room and primary bedroom. Attached is a one-car garage. Newly renovated heated gunite pool, tennis court, and paddle court/pickleball. Great Elm is known for its

  Liza Reiss Elyse Harney Real Estate

  5 Great Elm Rd Unit 3, Sharon, CT 06069
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  /26

  $569,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 3 Baths
  • 1,785 Sq Ft

  120 Sullivan Farm, New Milford, CT 06776

  Welcome to Sullivan Farm! This much sought after community is like nonother. Sullivan Farm consists of 123 Units and is situated on approximately 120 acres. You will not find another private community with a layout like this. 120 Sullivan Farm is a free standing single family home with tons of privacy. Step in the front door and you will see the cathedral ceiling in the dining room and living

  Chris Egan William Raveis Real Estate

  120 Sullivan Farm, New Milford, CT 06776
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  /30

  $315,000

  • 1 Bed
  • 1 Bath
  • 1,012 Sq Ft

  32 Union St, Terryville, CT 06786

  This Unique Cape has a Rustic Flare with it's exposed beams and barn wood planking. Enjoy the open floor plan. Kitchen, Dinning Area, Living Room and Full Bath are located on the First Floor and one Large Bedroom on the Second Floor that can be made into two bedrooms. The Backyard Oasis is a perfect place to be during warmer months with it's large In-ground pool, Gazebo and Custom Stone Patio

  Catherine DuPont Stone Crest Realty LLC

  32 Union St, Terryville, CT 06786
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  /33

  $1,235,000

  • 3 Beds
  • 3 Baths
  • 2,460 Sq Ft

  35 Emmons Ln, Canaan, CT 06018

  CANAAN VALLEY LUXURY - FULLY FURNISHED - TURNKEY LIVING - The total renovation of this beautifully located single level home, rebuilt from the foundation up in 2024, has been done with unparalleled taste and style. Set just above the Whiting River and overlooking preserved land in an area of estate level properties, the serenity and timeless appeal of Canaan Valley surround you. The result is a

  David Taylor Elyse Harney Real Estate

  35 Emmons Ln, Canaan, CT 06018
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  /29

  $315,000

  • 4 Beds
  • 3.5 Baths
  • 2,073 Sq Ft

  330 Ledge Dr, Torrington, CT 06790

  Four bedroom in excellent condition. The entryway has slate flooring and built-ins for storage. The kitchen has been remodeled with corian counters, upgraded appliances and redesigned to accommodate the laundry. The dining room has built in storage and has sliders to the large expanded deck. The living room has a field stone fireplace, built-in bookcases and storage. The primary bedroom is

  MARY CLANCEY William Pitt Sotheby's Int'l

  330 Ledge Dr, Torrington, CT 06790
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  /40

  $915,000

  • 4 Beds
  • 4.5 Baths
  • 4,783 Sq Ft

  427 Long Mountain Rd, New Milford, CT 06776

  Welcome home to this beautiful colonial, in the Merryall section of New Milford. Just 8 minutes from downtown and 15 minutes to metro north, for all the New York bound buyers. This elegant 4-bedroom, 4.5 bath Colonial offers nearly 4,848 Sq.ft of living space between the 2 main levels and finished basement. With a beautiful open concept kitchen and living room, for all your entertainment desires.

  Joe Chemero Coldwell Banker Realty

  427 Long Mountain Rd, New Milford, CT 06776
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  /40

  $269,000

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  473 Evergreen Rd, Torrington, CT 06790

  Central air Hearthstone model in excellent condition. Gleaming hardwood flooring throughout. Main level has the living room with propane fireplace, dining room with sliders to large expanded deck and the remodelled kitchen with granite counters. A powder room completes this level. This level has recessed lighting in each area. The primary bedroom has a full bathroom with stall shower. Two other

  MARY CLANCEY William Pitt Sotheby's Int'l

  473 Evergreen Rd, Torrington, CT 06790
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  /23

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  373 Trailsend Dr, Torrington, CT 06790

  3-bedroom Woodhaven model in excellent condition. Bedroom and full bath on main level. Living room has a pellet stove insert and a split system for heat & a/c. It also has a half-vaulted ceiling with a ceiling fan & skylight. Engineered hardwood throughout the main level. Sliders from dining room to a large expanded deck. Upstairs you have the primary bedroom with vaulted ceiling and another

  MARY CLANCEY William Pitt Sotheby's Int'l

  373 Trailsend Dr, Torrington, CT 06790
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  /21

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  55 Cannon Ridge Dr, Watertown, CT 06795

  Welcome home to this wonderful updated end unit townhouse. Located in desirable Artillery Hill. Come an experience a comfortable life style you deserve for years to come. Enjoy cooking in this elegant kitchen with SS appliances, granite counter tops perfect for everyday living and entertaining. Inviting living room to relax by the cozy fireplace. Two Spacious bedroom each offers generous closet

  Delia Cianfagna William Raveis Real Estate

  55 Cannon Ridge Dr, Watertown, CT 06795
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  /40

  $5,450,000

  • 5 Beds
  • 7 Baths
  • 6,261 Sq Ft

  11 Valley Rd, Lakeville, CT 06039

  Discover this idyllic 5-bedroom, 7 bath, 6,261 sq. ft. Modern Shaker Main House with a 3-bedroom, 1,987 sq. ft. Guest House designed by renowned architect Alan Wanzenberg and landscaped by Susan Child. Located on 21+ acres in Lakeville, CT, this estate offers peaceful seclusion and convenient access to local amenities. The property features mature trees, orchards, stonewalls, and perennial

  Elyse Morris Elyse Harney Real Estate

  11 Valley Rd, Lakeville, CT 06039
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  /15

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  394 Trailsend Dr, Torrington, CT 06790

  Tanglewood model with many upgrades. Upgraded kitchen, flooring, large expanded deck, propane heating and split system for both heat and a/c. End unit, close to West Lodge for indoor swimming, tennis, pickle ball, pond and beach area.

  MARY CLANCEY William Pitt Sotheby's Int'l

  394 Trailsend Dr, Torrington, CT 06790
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  /40

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft

  483 Charles St, Torrington, CT 06790

  Not just updated - upgraded. This isn't your typical Cape. This 3-bedroom, 2-full-bath home has been thoughtfully renovated from top to bottom and is completely move-in ready. Fresh paint and newly refinished hardwood floors create a clean, modern feel the moment you walk in. The kitchen has been beautifully updated with brand-new granite countertops, stainless steel appliances, and a new sink -

  Christopher Valenzuela King Realty Group LLC

  483 Charles St, Torrington, CT 06790
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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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  /32

  $2,295,000

  • 4 Beds
  • 4.5 Baths
  • 3,566 Sq Ft

  176 Apple Ln, Roxbury, CT 06783

  Stunning modern shingle-style Colonial on over 4 manicured acres + gunnite pool in the heart of Roxbury - absolutely turnkey. No expense spared in this architect designed home blending elegant style with top-tier systems. Sun-filled open floor plan with custom oak accents, soaring ceilings, fieldstone fireplace, and picture windows that bring the outdoors in. Chef's kitchen with high-end

  Kathryn Bassett William Pitt Sotheby's Int'l

  176 Apple Ln, Roxbury, CT 06783
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  /29

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 2,766 Sq Ft

  233 Sharon-Goshen Turnpike, Cornwall, CT 06796

  Nestled out of sight with complete privacy is this West Cornwall home with a traditional wood exterior but with a light filled modern interior! Located off of a lovely long paved approach this home seamlessly blends it's sophisticated design with its stunning professional landscaped setting. With 3 levels of living space 4 bedrooms, 3 full and 1 half baths, this home encourages entertaining but

  Karen Casey William Pitt Sotheby's Int'l

  233 Sharon-Goshen Turnpike, Cornwall, CT 06796
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  /20

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  215 Ledge Dr, Torrington, CT 06790

  Welcome to effortless condo living in this 2 bedroom Tanglewood end unit with a one car detached garage! Inside offers a beautifully appointed eat in kitchen with Corian counters, a bright, spacious living room with gas fireplace, and a main-level bedroom with full bath. The upper-level primary bedroom suite overlooks peaceful natural surroundings, complemented by a loft perfect for a home office

  Tony Goia The Washington Agency

  215 Ledge Dr, Torrington, CT 06790
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  /40

  $650,000

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft

  197 Preston Rd, Terryville, CT 06786

  Set on nearly 3 private acres abutting the Bristol Water Company, this beautifully updated Colonial offers space, privacy, and over $300k in thoughtful upgrades. The level yard presents like a manicured field & creates an ideal backdrop for entertaining, recreation, or relaxing by the pool, fire pit, and deck. Inside, a grand foyer welcomes you to a refreshed interior highlighted by a kitchen

  Lorrie Maiorano Calcagni Real Estate

  197 Preston Rd, Terryville, CT 06786

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