Homes for Sale near Housatonic Valley Regional High School

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  /38

  $455,000

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  89 Route 7 S, Falls Village, CT 06031

  Beautifully maintained home sits above the road with nicely landscaped, private yard, paved driveway and two car garage with an additional car port. Currently set up with an Eat-in Kitchen, Living Room (this could also be used as a formal dining room), Full Bath, Office & Den (could be a dining room or living room) on the first floor. Upstairs are three generously sized bedrooms and another

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 530-2734

  89 Route 7 S, Falls Village, CT 06031
• 

  Explore Housatonic Valley Regional High School

• 

  

  

  /35

  $750,000

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

  100 Belden St, Falls Village, CT 06031

  Set high on a hill and privately tucked back from the road, this custom-built Post & Beam home is a rare blend of craftsmanship, comfort, and sustainability. Constructed with Murus Structural Insulated Panels (SIPs), the home offers a high-performance, tightly sealed envelope-three to five times more efficient than standard construction. This advanced building method enhances energy efficiency

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 744-5966

  100 Belden St, Falls Village, CT 06031
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  /36

  $825,000 Open Sat 10AM - 12PM

  • 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 one-level home with room for expansion, 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

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 792-5920

  48 Preston Ln, Salisbury, CT 06068
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  /25

  $300,000

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

  182 Church St, Canaan, CT 06018

  Welcome to this classic 3-bedroom Colonial, ideally situated on the outskirts of town yet just a short stroll to the sidewalk district. This home blends timeless charm with functional living spaces, perfect for families or anyone looking for a comfortable setting with easy access to town amenities. Step inside to discover hardwood floors that flow throughout the home, adding warmth and character

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 295-3073

  182 Church St, Canaan, CT 06018
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  /39

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 4,025 Sq Ft

  354 Route 7 N, Falls Village, CT 06031

  Seeking a serene, beautifully appointed home where you can live, work, and unwind surrounded by the natural beauty of Litchfield County? Look no further. Set on 6.29 acres of landscaped grounds, this meticulously restored 4,025 sq ft home-built in 1790-offers 4 spacious bedrooms and 3 full bathrooms. Thoughtfully renovated and expanded, the residence seamlessly blends modern comfort with

  

  Ann Stettner

  Neil Charles Real Estate

  (860) 909-8037

  354 Route 7 N, Falls Village, CT 06031
• 

  

  /34

  $550,000

  • 5 Beds
  • 3 Baths
  • 3,040 Sq Ft

  16 Route 63, Falls Village, CT 06031

  This listing features two beautifully maintained antique homes, both situated on separate parcels, with both properties included in the sale. The front house is a classic Greek Revival Colonial, originally constructed as a storefront in 1803 and later expanded into a home in 1848. Currently, it functions as a two-family home but can easily be converted back to a single-family residence. Over the

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 506-5764

  16 Route 63, Falls Village, CT 06031
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  /16

  $89,000

  • Land
  • 0.51 Acre
  • $174,510 per Acre

  294 Lime Rock Rd, Lakeville, CT 06039

  Discover the hidden potential of 294 Lime Rock Road, Salisbury, CT! Situated on a generous 22,215 square foot lot, this unique property is ready for you to build your dream home. Currently featuring an antique garage, the lot is a blank canvas awaiting your creative vision. The Town has approved both the existing well and seller's septic plan. It's the perfect start for building a home that suits

  

  Michael Marsden

  Compass Connecticut, LLC

  (860) 553-9689

  294 Lime Rock Rd, Lakeville, CT 06039
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  /16

  $315,000

  • 1 Bed
  • 1 Bath
  • 1,042 Sq Ft

  174 Bunker Hill Rd, West Cornwall, CT 06796

  NEW UPDATES!! This charming one-bedroom bungalow is set back from the main road in a peaceful and private location near the Cornwall/Goshen line, making it ideal for a full-time residence or a weekend getaway. The home features classic wood paneling throughout and includes a generously sized bedroom, a cozy living room with a wood stove and vaulted ceiling, a full kitchen, a dining area, and a

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 300-2185

  174 Bunker Hill Rd, West Cornwall, CT 06796
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  /33

  $550,000

  • 5 Beds
  • 3 Baths
  • 3,040 Sq Ft

  16 Route 63, Falls Village, CT 06031

  This listing features two beautifully maintained antique homes, both situated on separate parcels, with both properties included in the sale. The front house is a classic Greek Revival Colonial, originally constructed as a storefront in 1803 and later expanded into a home in 1848. Currently, it functions as a two-family home but can easily be converted back to a single-family residence. Over the

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 750-9881

  16 Route 63, Falls Village, CT 06031
• 

  

  /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
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  /34

  $2,750,000

  • 5 Beds
  • 5 Baths
  • 4,659 Sq Ft

  91 Main St, Salisbury, CT 06068

  This meticulously renovated historic home in downtown Salisbury presents 5 bedrooms and 5 bathrooms, combining timeless charm with modern luxury. Featured in multiple publications, this distinguished Litchfield County residence delivers high ceilings throughout and sophisticated living spaces designed for entertaining. The gracious interior showcases three wood-burning fireplaces warming the

  Elyse Morris Elyse Harney Real Estate

  91 Main St, Salisbury, CT 06068
• 

  

  /40

  $2,295,000

  • 4 Beds
  • 4 Baths
  • 3,114 Sq Ft

  110 Sharon Rd, Lakeville, CT 06039

  Modern Lakeside Retreat with Guest Cottage and Rooftop Terrace. Where modern European design meets the soul of New England living - welcome to this stunning, fully renovated lakeside property, composed of a sophisticated main residence, a stylish guest cottage, and a three-car garage with a rooftop garden terrace ideal for entertaining. Designed by a visionary European team, the main house

  Claire Maestroni W. Raveis Lifestyles Realty

  110 Sharon Rd, Lakeville, CT 06039
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  /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
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  /37

  $2,345,000

  • 4 Beds
  • 3.5 Baths
  • 3,058 Sq Ft

  50 Main St, Salisbury, CT 06068

  This 1807 New England home stands prominently in Salisbury's Historic District, gracing 1.4 pristine acres. The main residence exemplifies timeless architecture with five working fireplaces and seamless updates that honor its historic integrity, including a newly renovated kitchen with custom cabinetry and sleek countertops. A comprehensive heating and cooling system ensures year-round comfort,

  Elyse Morris Elyse Harney Real Estate

  50 Main St, Salisbury, CT 06068
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  /29

  $1,350,000

  • 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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  /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
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  /40

  $1,550,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 5,057 Sq Ft

  164 East St, Sharon, CT 06069

  Welcome to 164 East St. This scenic family compound is a true Litchfield County gem. This special retreat offers a rare blend of character, privacy, and versatility, perfect for a family compound or an income-generating venture by transforming some outbuildings into guest amenities. Anchoring the property is a striking, renovated 5,000 sq ft barn-style home with four bedrooms and three baths,

  Elisa Waysenson Bain Real Estate

  164 East St, Sharon, CT 06069
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  /33

  $1,285,000

  • 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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  /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
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  /29

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 1,968 Sq Ft

  331 Calkinstown Rd, Sharon, CT 06069

  Renovated Sharon Home with Guest Apartment - Situated on 1.52 beautifully landscaped acres, this adaptable 3-bedroom, 2.5-bath residence also features a private one-bedroom apartment complete with its own full kitchen. The main house provides single-level living with bright living areas, including a luxurious primary suite. The well-equipped primary bathroom offers an elegant design with double

  Thomas Callahan Elyse Harney Real Estate

  331 Calkinstown Rd, Sharon, CT 06069
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  /8

  $1,200,000

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  400 Gay St, Sharon, CT 06069

  Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

  John Harney William Pitt Sotheby's Int'l

  400 Gay St, Sharon, CT 06069
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  /31

  $1,495,000

  • 3 Beds
  • 3.5 Baths
  • 2,573 Sq Ft

  323 Wells Hill Rd, Lakeville, CT 06039

  Discover modern country living in this exquisitely remodeled contemporary 3 bedroom, 3.5 bath farmhouse, nestled on a .93-acre open lot with distant views of rolling hills. Spanning 2,573 square feet of thoughtfully designed living space, this home features new windows, new roof and beautiful oak hardwood floors as part of the extensive renovation. Step inside to find a great room with soaring

  Laurie Dunham William Pitt Sotheby's Int'l

  323 Wells Hill Rd, Lakeville, CT 06039
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  /33

  $1,300,000

  • 6 Beds
  • 3.5 Baths
  • 5,526 Sq Ft

  12 W Mountain Rd, Sharon, CT 06069

  Fabulous modern country home designed with classic sensibilities and touches of artistic license. The property is alluringly welcoming yet the home is furtively reserved. Trimmed in stone walls and under a 5 acre canopy of dappled shade and sunshine, the grounds and flora have 30 years of maturity. Formal details adorn with large trim, sweeping porches and classic columns. Anything but stuffy

  Chris Garrity Bain Real Estate

  12 W Mountain Rd, Sharon, CT 06069
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  /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
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  /4

  $150,000

  • Land
  • 2.05 Acres
  • $73,171 per Acre

  5 Prospect Mountain Rd, Salisbury, CT 06068

  Salisbury Building Lot 2+/- acres just east of the Village of Salisbury with potential for Western views. The septic plans for a 3-Bedroom home have been drawn. Abuts Town of Salisbury forest land which connects to USA land. Close to the Village of Salisbury, CT, the private schools, and Twin Lakes and just minutes to Sheffield and Great Barrington, MA, in the Berkshires.

  Juliet Moore Elyse Harney Real Estate

  5 Prospect Mountain Rd, Salisbury, CT 06068
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  /17

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 2,603 Sq Ft

  10 College Hill Rd, Canaan, CT 06018

  Privacy and Winter Views - This is a sweet Cape at the end of a private road. Features include a large Great Room with Living Room, Dining Area, and Kitchen, plus Mudroom with half Bath. The Primary Bedroom is on the Main Floor with Full Bath and walk-in closet, and 2 additional Bedrooms and a Full Bath are on the Second Floor. A large finished Family Room on the Lower Level with a Full Bath /

  Juliet Moore Elyse Harney Real Estate

  10 College Hill Rd, Canaan, CT 06018
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  /40

  $889,000

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft

  143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754

  Toad Hall Offered for the first time in over forty-five years, Toad Hall is an utterly delightful 18th Century gem set on 11.6 acres in the heart of Cornwall Bridge, one of the most coveted areas in Litchfield County. This enchanting property features two barns, including a spacious main barn that has served as the studio of a renowned local artist. With its soaring space and rustic charm, it

  Janet Myer Houlihan Lawrence

  143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754
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  /40

  $5,875,000

  • 4 Beds
  • 6.5 Baths
  • 6,100 Sq Ft

  102 S Shore Rd, Salisbury, CT 06068

  Seize the best value on Twin Lakes! Compare this stunning Salisbury estate to the recently sold 29 Morgan Lane & discover unparalleled luxury at an extraordinary price. Nestled on the tranquil shores of East Twin Lake, this masterpiece blends Adirondack charm with modern elegance, offering breathtaking views, grand living spaces, & exquisite craftsmanship. This home is a testament to visionary

  David Mallison William Pitt Sotheby's Int'l

  102 S Shore Rd, Salisbury, CT 06068
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  /13

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  36 Furnace Brook Rd, Cornwall Bridge, CT 06754

  At the edge of Cornwall Village set on 4 acres, this stylish ranch has an open floor plan, 3 bedrooms, 2 full baths and an attached 2 car garage. It's a builder's own home. A nice mix of open landscaped yard and woods. Great deck off dining room and kitchen. Full, dry basement waiting for expansion or a great workshop. Perfect as a first home or retirement home, and the advantage of being a part

  David Bain Bain Real Estate

  36 Furnace Brook Rd, Cornwall Bridge, CT 06754
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  /12

  $330,000

  • Land
  • 3.52 Acres
  • $93,750 per Acre

  000 Under Mountain Rd, Salisbury, CT 06068

  This incredible 3.5 acre parcel sits 6 minutes north of town at the base of the Taconic Range. Rt 41 (Undermountain Road) is known for its bucolic settings - fields, farms, forests, and beautiful homes. This lot has a gorgeous old stone wall running along the front, and the land slopes up gently to a large flat spot that's perfect for a home with a yard, garage, pool, guest house, etc. Build your

  David Mallison William Pitt Sotheby's Int'l

  000 Under Mountain Rd, Salisbury, CT 06068
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  /14

  $299,900 Open Sun 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  338 Salisbury Rd, Canaan, CT 06018

  Welcome to this beautifully maintained three-bedroom home located on the peaceful outskirts of town. Step inside to discover a stunning remodeled kitchen featuring granite countertops, stainless steel appliances, and a premium Viking 4-burner propane stove. French doors lead out to an inviting patio complete with a pergola - perfect for relaxing or entertaining guests. The impeccably landscaped

  Daniel Smith Raynard & Peirce Realty,LLC

  338 Salisbury Rd, Canaan, CT 06018
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  /40

  $1,585,000

  • 5 Beds
  • 6 Baths
  • 2,062 Sq Ft

  11 Day Rd, Cornwall Bridge, CT 06754

  Cornwall Bridge - A Truly One-of-a-Kind Private Estate in Litchfield County. "Distinctive Architecture meets Wellness Living" Escape to one of Cornwall's most unique and captivating properties. This remarkable estate offers a seamless blend of architectural distinction and tranquil living. Designed for privacy, comfort and wellness, the home features five bedrooms and 4.1 bathrooms, living room

  Joanne Donne The Washington Agency

  11 Day Rd, Cornwall Bridge, CT 06754
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  /28

  $1,025,000

  • 3 Beds
  • 3 Baths
  • 1,972 Sq Ft

  87 Canaan Rd Unit 6A, Salisbury, CT 06068

  Unparalleled in beauty, size and location, this truly elegant townhouse with lovely detail is a rare opportunity at Lion's Head, one of only three units its size. With 1,972 sq. ft., its sunny exposures and wonderful, spacious layout make this unit feel much more like a house than a condominium. Its circular flow and seamless indoor-outdoor access is ideal for both everyday living and

  Laurie Dunham William Pitt Sotheby's Int'l

  87 Canaan Rd Unit 6A, Salisbury, CT 06068
• 

  

  /40

  $289,000

  • 2 Beds
  • 1 Bath
  • 1,616 Sq Ft

  65 E Main St, Canaan, CT 06018

  Beautifully remodeled 2-bedroom Colonial in North Canaan! This 1,616 sq ft single-family home blends classic charm with modern updates. Set on a spacious 0.33-acre lot with a fenced yard and sloping landscape, the property offers 5 total rooms, 1 full bath, and an updated, bright interior featuring a cozy fireplace, fresh finishes, and contemporary touches throughout. Classic wood siding and a

  Alex King Lock and Key Realty, Inc

  65 E Main St, Canaan, CT 06018
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  /37

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft

  34 Jackson Hill Rd, Sharon, CT 06069

  Experience the convenience of playing golf at home on your .083 acre of land with views of the Connecticut and New York mountain ranges, surrounded by apple trees and away from city life. This ranch-style home features on the main floor: three bedrooms including a primary bedroom with full bathroom, powder room, laundry room, built-in 2-car garage, kitchen with designer 42-inch white cabinetry,

  Paul Fajardo eXp Realty

  34 Jackson Hill Rd, Sharon, CT 06069
• 

  

  /39

  $875,000

  • 3 Beds
  • 3 Baths
  • 2,756 Sq Ft

  76 Fairchild Rd, Sharon, CT 06069

  Discover this exceptional ranch offering both privacy and income potential on quiet Fairchild Road. The main home with three bedroom and two baths in addition features an approved 2-bedroom apartment, making it perfect for investors, multi-generational families, or those seeking additional income. Well maintained with beautiful hardwood floors, and an attached two car garage. Set on an open,

  John Harney William Pitt Sotheby's Int'l

  76 Fairchild Rd, Sharon, CT 06069
• 

  

  /18

  $299,000

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  42 Bartram Rd, Sharon, CT 06069

  Introducing Bea's Lakeside: A lake escape that feels like pure retreat without stretching your budget and only two hours to NYC. This single level cottage is as sweet as they come: compact, charming, and completely turnkey. Renovated in 2021, it's ready for you to arrive with nothing more than your weekend bag. Close proximity to the lake provides views of Mudge Pond from several rooms in the

  Lenore Mallett William Pitt Sotheby's Int'l

  42 Bartram Rd, Sharon, CT 06069
• 

  

  /6

  $162,000

  • Land
  • 2.41 Acres
  • $67,220 per Acre

  10 Guinea Rd, Sharon, CT 06069

  Grab your coffee and welcome the morning sun. A 2.41-acre private lot on Guinea Road in Sharon with beautiful mountain views on a cul de sac private road. Cleared lot surrounded by mature trees. A drilled well is already installed making it easier to start your build of a weekend or full time home. It's the perfect lot to enjoy privacy. Just a few miles to Sharon center or Cornwall bridge, Sharon

  David Hurlburt William Pitt Sotheby's Int'l

  10 Guinea Rd, Sharon, CT 06069
• 

  

  /15

  $345,000

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  4 Upper Main St Unit 3, Sharon, CT 06069

  Sharon, CT 2-Bedroom Condo Fabulous opportunity as a rental-income property or a terrifically comfortable full or part-time home. This very attractive ground-floor 2-Bedroom Condominium offers a large Living Room with wood-burning fireplace, a wall of bookshelves, and a wall of windows and door to the Screened-in Porch. The Kitchen has sliders to the Front Terrace and an over-sized Pantry with

  Juliet Moore Elyse Harney Real Estate

  4 Upper Main St Unit 3, Sharon, CT 06069
• 

  

  /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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