Homes for Sale near Housatonic Valley Regional High School

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  /7

  $500,000

  • Land
  • 9 Acres
  • $54,466 per Acre

  10 Red Mountain Rd, Salisbury, CT 06039

  Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your

  John Harney William Pitt Sotheby's Int'l

  10 Red Mountain Rd, Salisbury, CT 06039
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  /21

  $315,500

  • 3 Beds
  • 3 Baths
  • 1,456 Sq Ft

  7 Lawrence Ave, Canaan, CT 06018

  Welcome to this beautifully maintained 3-bedroom, 1 full bathroom, 2 half baths home located in a well-established "Green Acres" neighborhood just minutes from town. With a freshly painted exterior, this home boasts great curb appeal and a warm, inviting presence. Newly painted exterior, new furnace installed in 2024, tons to offer. Additional room in the basement, which includes a 1/2 bath. 19

  Nicole Blass Raynard & Peirce Realty,LLC

  7 Lawrence Ave, Canaan, CT 06018
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  /21

  $2,750,000

  • 3 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  278 and 282 Farnum Rd, Salisbury, CT 06039

  SALMON KILL VALLEY - 147 ACRES Rarely does such a versatile and visually stunning property come to market. Located in a prime agricultural area with a history of productive use, this land offers a unique blend of farmland, open pastures, and wooded sections, all enriched by the Salmon Kill, a year-round stream. Spanning 147 acres of breathtaking terrain, this rare offering creates the perfect

  Elvia Gignoux William Pitt Sotheby's Int'l

  278 and 282 Farnum Rd, Salisbury, CT 06039
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  /22

  $2,275,000

  • 4 Beds
  • 3.5 Baths
  • 3,105 Sq Ft

  200 Sharon Mountain Rd, Sharon, CT 06069

  Set on 7 private acres directly across from protected conservation land, this beautifully renovated home offers peaceful wooded views, exceptional privacy, and modern comfort in a prime Sharon location. Completed in 2024, the full-scale renovation brought new life and elegance to the property-earning it a recent feature in Litchfield County Magazine for its thoughtful craftsmanship and refined

  Elyse Morris Elyse Harney Real Estate

  200 Sharon Mountain Rd, Sharon, CT 06069
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  /27

  $425,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 1 Bath
  • 994 Sq Ft

  47 E Main St, Salisbury, CT 06068

  The key to this Hidden Charm is location, privately tucked away in a cozy area with in town access and bike path access, you have the option to venture to all the amenities offered close at hand. A cozy single level 2 bed, 1 bath, home on .67 acres has much for the owner with a vision. See the upside potential, resale value, and or rental value. Nestled in a desirable area of Salisbury, Ct. enjoy

  Roberta Green Elyse Harney Real Estate

  47 E Main St, Salisbury, CT 06068
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  /14

  $427,500

  • Land
  • 10 Acres
  • $41,545 per Acre

  77 Belgo Rd, Salisbury, CT 06039

  Tranquil 10.29-Acre Shovel-Ready Building Site in the Heart of Lakeville. Discover a rarely available, serene parcel of wooded, subdividable land. Tucked away in a picturesque setting on Upper Farm Road, this gently sloping property offers the ideal canvas for your dream home-whether it's a charming cabin in the woods or a cutting-edge, energy-efficient Passive House. This private land parcel

  DeWayne A. Powell William Pitt Sotheby's Int'l

  77 Belgo Rd, Salisbury, CT 06039
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  /40

  $3,345,000

  • 3 Beds
  • 3 Baths
  • 2,632 Sq Ft

  20 Kirk Rd, West Cornwall, CT 06796

  Welcome to "River Bend," a private oasis nestled along the picturesque Housatonic River. This fully renovated property provides a perfect blend of comfort, luxury, and natural beauty. Rebuilt from the ground up with meticulous attention to detail, the home showcases oak flooring, updated fixtures, and vaulted or elevated ceilings in every room, creating a warm and spacious atmosphere throughout.

  Tracy Macgowan Elyse Harney Real Estate

  20 Kirk Rd, West Cornwall, CT 06796
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  /23

  $425,000

  • 2 Beds
  • 2.5 Baths
  • 1,387 Sq Ft

  87 Canaan Rd Unit 2F, Salisbury, CT 06068

  Introducing: Florence. Welcome to the sought-after Lion's Head complex, where ease and elegance come together. As you enter this thoughtfully designed unit, a central staircase defines the space. To the left, the cozy living room features a wood-burning fireplace and custom built-ins-perfect for curling up on cool evenings. The kitchen is practical and open, connecting seamlessly to the living

  Elvia Gignoux William Pitt Sotheby's Int'l

  87 Canaan Rd Unit 2F, Salisbury, CT 06068
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  /39

  $1,725,000

  • 4 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  99 Sharon Mountain Rd, Sharon, CT 06069

  A rare historic opportunity in Sharon, Connecticut: this exquisitely restored 1759 saltbox farmhouse sits on 32.5 pastoral acres complete with a picturesque stream-fed pond and classic barn with silo. This exceptional Litchfield County property combines authentic 18th-century character with sophisticated modern amenities throughout its thoughtfully renovated 4-bedroom, 3.5-bath interior. The

  William Melnick Elyse Harney Real Estate

  99 Sharon Mountain Rd, Sharon, CT 06069
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  /27

  $1,625,000

  • 4 Beds
  • 2.5 Baths
  • 2,730 Sq Ft

  21 Sharon Canaan Rd, Salisbury, CT 06068

  Set on 13 tranquil acres with privileged access to the Housatonic River, this gracious Salisbury property offers an exceptional country retreat in the heart of Connecticut's Litchfield Hills. The beautifully renovated 4-bedroom, 2-bath Colonial residence showcases bright, thoughtfully designed living spaces that complement the natural landscape surrounding the home. The welcoming interior

  Holly Leibrock Elyse Harney Real Estate

  21 Sharon Canaan Rd, Salisbury, CT 06068
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  /32

  $649,000

  • 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
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  /27

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft

  433 Kent Cornwall Rd Unit 14, Kent, CT 06757

  Discover comfort and convenience in this beautifully maintained three-bedroom Brookwoods unit. The main floor welcomes you with a bright and inviting living room featuring built-in shelving and a cozy fireplace, a dedicated dining area, and a well-equipped kitchen. Step into the sunroom, which opens directly to a private back patio-perfect for relaxing or entertaining guests. Also on the main

  Steve Pener William Pitt Sotheby's Int'l

  433 Kent Cornwall Rd Unit 14, Kent, CT 06757
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  /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
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  /40

  $3,999,000

  • 8 Beds
  • 9 Baths
  • 8,072 Sq Ft

  1 Great Elm Dr, Sharon, CT 06069

  Enjoy estate living with the convenience and ease of a shared community. Amenities include a 70ft heated pool, tennis and separate paddle/pickle courts. Owned by a noteworthy family for over 100 years, this is a rare opportunity to reside in one of Sharon's most treasured properties. The home encompasses the majority of the original mansion and was thoroughly renovated in 2013 with tasteful

  Pels Matthews W. Raveis Lifestyles Realty

  1 Great Elm Dr, Sharon, CT 06069
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  /3

  $275,000

  • Land
  • 20 Acres
  • $13,966 per Acre

  0 Aspen Hill Dr, Falls Village, CT 06031

  Rare Dual Parcel Offering With Pond Views, Mountain Vistas & Estate Potential - An exceptional opportunity to own two adjoining parcels in Litchfield County, combining privacy, natural beauty, and development flexibility. Lot 10 features a former logging road, easily reopened to create a driveway to a scenic home site overlooking a peaceful pond and the surrounding mountain views. Lot 9 offers

  William Melnick Elyse Harney Real Estate

  0 Aspen Hill Dr, Falls Village, CT 06031
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  /32

  $985,000

  • 3 Beds
  • 2 Baths
  • 2,409 Sq Ft

  185 Route 63, Falls Village, CT 06031

  Enchanting Riverside Retreat in Falls Village Nestled along the banks of the Hollenbeck River, this contemporary home at 185 Route 63 offers a serene sanctuary where nature and architecture become one. With approximately a quarter-mile of river frontage, a large pond and extensive walking trails that meander through fields and woodlands this 18-acre property is a haven for tranquility and outdoor

  John Harney William Pitt Sotheby's Int'l

  185 Route 63, Falls Village, CT 06031
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  /3

  $350,000

  • Land
  • 24 Acres
  • $14,391 per Acre

  45 Aspen Hill Dr, Canaan, CT 06031

  Sunset Views - A partially cleared 24-acre parcel with a designated driveway area and a defined building envelope that captures western views of the valley and surrounding mountain range. With additional clearing, expansive views are possible. Utilities, including Eversource and cable/internet, are available at the road. The property is approved for a 5-bedroom septic system. Offering exceptional

  William Melnick Elyse Harney Real Estate

  45 Aspen Hill Dr, Canaan, CT 06031
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  /40

  $899,000

  • 5 Beds
  • 3 Baths
  • 2,859 Sq Ft

  2 Surdan Mountain Rd, Sharon, CT 06069

  Great opportunity to own this expansive New England farm/horse property situated on 70+ acres with great views of the CT Litchfield Hills! This is an estate sized parcel adjacent to National Audubon Society owned land and features multiple homes, barns/garages and paddock. The main farmhouse was built in 1780 and has been added to over the years including a post and beam addition with first floor

  Peter Carbutti Carbutti & Co., Realtors

  2 Surdan Mountain Rd, Sharon, CT 06069
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  /40

  $3,700,000

  • 4 Beds
  • 4.5 Baths
  • 5,287 Sq Ft

  34 Knibloe Hill Rd, Sharon, CT 06069

  Set on 60 pristine acres of rolling farmland, forest, and dramatic rock outcroppings, this exceptional property captures the essence of refined country living. Offering sweeping west-, north- and south-facing vistas and unparalleled privacy, this property stands as one of the Northwest Corner's most exceptional offerings. With its seamless blend of natural beauty and modern luxury, it is an

  Chris Garrity Bain Real Estate

  34 Knibloe Hill Rd, Sharon, CT 06069
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  /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
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  /30

  $795,000

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  17 Rhynus Rd, Sharon, CT 06069

  This well kept Sharon, CT home is one for the ages! From the stylish interior to the beautiful grounds, this property will grow on you and never disappoint. It's the perfect blend of tranquility and convenience - nestled in a serene setting and offering a peaceful retreat with the ease of being a short stroll from the local town amenities - shops, groceries, restaurants, even hiking. The

  David Mallison William Pitt Sotheby's Int'l

  17 Rhynus Rd, Sharon, CT 06069
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  /28

  $424,900

  • 2 Beds
  • 3 Baths
  • 2,246 Sq Ft

  43 Greene Ave, Canaan, CT 06018

  Assumable Mortgage available 2.875 percent available to qualified buyers. This 1987 spacious Saltbox features a wraparound deck, hardwood floors, .96 acre parcel, recent updates include kitchen appliances, bathroom vanities and fixtures, new propane furnace, washer/dryer, hot water heater, water filtration system and home generator. The generous sized living room is light and bright and has

  David Hurlburt William Pitt Sotheby's Int'l

  43 Greene Ave, Canaan, CT 06018
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  /7

  $199,000

  • Land
  • 11 Acres
  • $18,791 per Acre

  0 Railroad St, Cornwall, CT 06796

  Discover the perfect canvas for your dream home in the heart of West Cornwall. This exceptional 10-acre parcel of land presents a rare opportunity to create a personalized retreat amidst the natural beauty of Connecticut. The property includes a designated building site and an approved septic plan, setting the stage for a seamless transition from vision to reality. Nestled against conserved land,

  David Hurlburt William Pitt Sotheby's Int'l

  0 Railroad St, Cornwall, CT 06796
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  /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
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  /35

  $799,000

  • 3 Beds
  • 3 Baths
  • 3,252 Sq Ft

  265 Housatonic River Rd, Salisbury, CT 06068

  Introducing: Clara.The meandering river road sets the stage for this stunning vintage country farmhouse.The drive to the house is almost as special as the house itself, the epitome of country living, the gravel road is speckled with daffodils, lovely farmhouses, views of the river and hills peeking out from the other side of the Housatonic. Once the main residence of the grand Longmeadow Farm,

  Lenore Mallett William Pitt Sotheby's Int'l

  265 Housatonic River Rd, Salisbury, CT 06068
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  /36

  $3,275,000

  • 4 Beds
  • 2.5 Baths
  • 4,320 Sq Ft

  120 Lime Rock Rd, Salisbury, CT 06039

  Meticulously designed modern farmhouse set on 10.70 acres along one of Litchfield County's picaresque roads, featuring stunning views over protected land. This 2,880 sq ft light-filled home showcases natural materials and timeless architecture with an open floor plan organized around a commanding two-sided granite curbstone fireplace that unites the living room and chef's kitchen. The residence

  Tracy Macgowan Elyse Harney Real Estate

  120 Lime Rock Rd, Salisbury, CT 06039
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  /34

  $590,000

  • 4 Beds
  • 2 Baths
  • 2,666 Sq Ft

  87 Gay St, Sharon, CT 06069

  Just steps from Sharon's village center on a farm-like one acre setting, this surprisingly spacious charming home has the best of both worlds. The classic New England one level design seen from the road belies the amazing space, size and comfort that this country home offers. The property features 2666SF of living space, including a 480SF finished den on the lower level.There are 10 rooms

  Chris Garrity Bain Real Estate

  87 Gay St, Sharon, CT 06069
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  /5

  $259,998

  • 2 Beds
  • 1 Bath
  • 1,679 Sq Ft

  343 Millerton Rd, Lakeville, CT 06039

  OH 4/5-4/6 Saturday and Sunday 12-3pm

  Dillon Cass eRealty Advisors, Inc.

  343 Millerton Rd, Lakeville, CT 06039
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  /6

  $185,000

  • Land
  • 6 Acres
  • $29,319 per Acre

  4 Westwoods Road 2 Rd, Sharon, CT 06069

  A charming brook tumbles through this easy and slightly elevated wooded parcel with considerable road frontage in the quiet Westwoods Neighborhood. Located across from a large beaver pond to which the property's brook flows and where wildlife abounds, the setting is perfect to build one's dream house and enjoy all of what nature has in store in the North West Corner of Connecticut. This parcel

  Chris Garrity Bain Real Estate

  4 Westwoods Road 2 Rd, Sharon, CT 06069
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  /39

  $4,321,000

  • 5 Beds
  • 8 Baths
  • 5,005 Sq Ft

  65 Hammertown Rd, Salisbury, CT 06068

  The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great

  Elyse Morris Elyse Harney Real Estate

  65 Hammertown Rd, Salisbury, CT 06068
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  /19

  $436,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  15 Echo St, Salisbury, CT 06068

  Introducing: Milly. Understated yet evokes a simple elegance. Tucked on a quiet in-town side street in sought after Salisbury, just moments from the White Hart. Completely updated and one story living makes it easy to say yes to this sweet abode. When you step into the living room you notice how this home has been meticulously maintained. Fresh, crisp white paint adorns the walls, the floors also

  Lenore Mallett William Pitt Sotheby's Int'l

  15 Echo St, Salisbury, CT 06068
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  /36

  $2,695,000

  • 4 Beds
  • 4.5 Baths
  • 2,810 Sq Ft

  9 Overlook Dr, Lakeville, CT 06039

  This exceptional modern home was originally built in 1982, but in 2021 underwent the stunning transformation you see now. The major renovation touched every surface and system with the highest quality and level of taste. Upon entering you are greeted by the soaring 2 story ceiling and walls of windows open to the stunning southwestern view of distant hills. Beautiful wide, white oak floors run

  Laurie Dunham William Pitt Sotheby's Int'l

  9 Overlook Dr, Lakeville, CT 06039
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  /25

  $925,000

  • Land
  • 56 Acres
  • $16,568 per Acre

  15 Caray Hill Rd, Sharon, CT 06069

  Stunning estate property consisting of 3 parcels to total 55.83 acres with multiple building sites. Perfect for a family compound. Gently rolling hills with two plateaus offering stone walls and sweeping 330 degree forest and mountain views facing The Taconic Mountain Range to the North and The Berkshires to the East. Access roads cleared and ready for you and your architect to imagine the many

  Katherine Bennett William Pitt Sotheby's Int'l

  15 Caray Hill Rd, Sharon, CT 06069
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  /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
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  /36

  $272,000

  • 4 Beds
  • 2 Baths
  • 1,266 Sq Ft

  79 Gay St, Sharon, CT 06069

  Step into New England history with this timeless eyebrow Colonial, circa 1870, nestled just minutes from Sharon's picturesque village center. This beautiful antique gem reflects the enduring charm of a bygone era, when horse-drawn buggies traveled the quiet roads of Litchfield County and life moved at a gentler pace. Rich in antique details, the home features wide-board pine floors, a built-in

  Ryan Marconi The Washington Agency

  79 Gay St, Sharon, CT 06069
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  /32

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft

  1 Skiff Mountain Rd, Sharon, CT 06069

  Nestled in the heart of Sharon, this historic 1799-built property is an incredible opportunity for those seeking a rural restoration project. Situated on 7.44 acres of picturesque land, this estate features four buildings: a main house, two barns, and a once-impressive pool house. The property exudes character and potential but is in need of extensive rehabilitation. The main house, rich in

  Jolanta Rojek eXp Realty

  1 Skiff Mountain Rd, Sharon, CT 06069
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  /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
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  /32

  $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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  /12

  $2,150,000

  • Land
  • 58 Acres
  • $37,159 per Acre

  0 Under Mountain Rd, Salisbury, CT 06068

  'The Secret Field' - High Open Pasture with Views Set Way Back From Road. Property is a Mix of Light Woods & Open Grassland with Wonderful Eastern & Southern Views. Small Stream. 5 Min to the Village of Salisbury CT. Abuts Major Estates & Larger Parcels.

  Graham Klemm Klemm Real Estate Inc

  0 Under Mountain Rd, Salisbury, CT 06068
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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 and 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, and exquisite craftsmanship. This home is a testament to

  David Mallison William Pitt Sotheby's Int'l

  102 S Shore Rd, Salisbury, CT 06068

Showing Results 41 - 80, Page 2 of 4