Homes for Sale near South Kent School

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  /34

  $3,200,000

  $700K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,933 Sq Ft

  6 Hoyt Rd, Sherman, CT 06784

  Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a

  

  Eric Bergers

  William Raveis Real Estate

  6 Hoyt Rd, Sherman, CT 06784
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  Explore South Kent School

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  /8

  $169,900

  $20K PRICE DROP

  • Land
  • 3.04 Acres
  • $55,888 per Acre

  34 Front of the Mountain Rd, New Milford, CT 06776

  34 Front of The Mountain Road in New Milford is a premier parcel where you can enjoy the tranquility of Litchfield County. This scenic location offers a peaceful setting with stunning views, serving up a perfect blend of natural beauty and New England charm. Situated in New Milford, Front of the Mountain Road has a rural feel while still providing easy access to the amenities in town and nearby

  

  Sharon Watson Stokland

  List N Show LLC

  34 Front of the Mountain Rd, New Milford, CT 06776
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  /12

  $314,900

  • 2 Beds
  • 1 Bath
  • 1,378 Sq Ft

  122 Weil Rd, Wingdale, NY 12594

  Two bedroom, one bath cottage on an amazing pastoral setting on a 6.16 acre lot in the town of Dover. Great place for a weekend retreat or year-round home. Bring your imagination and renovate this home to your needs. Amazing setting! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by a pre-qualification letter; cash offers with proof

  Brian Smith River Realty Services, Inc.

  122 Weil Rd, Wingdale, NY 12594
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  /40

  $1,650,000

  $145K PRICE DROP

  • 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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  /43

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,686 Sq Ft

  73 Lake Ellis Rd, Wingdale, NY 12594

  A rare opportunity for the dedicated equestrian, this beautiful gentleman’s farm is set on nearly 9 acres of gently rolling countryside, offering the ideal balance of privacy, usability and convenience. Whether you’re an active competitor, trail rider or simply seeking a peaceful horse property, this special offering provides the setting to pursue your passion.Perfect as a full-time residence

  Lonnie Lum Coldwell Banker Realty

  73 Lake Ellis Rd, Wingdale, NY 12594
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  /2

  $1,195,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,675 Sq Ft

  60 Long River Rd, Sherman, CT 06784

  River Oaks Golf Course New Construction!! Sherman's best value. New construction 4 bedroom 4.5 bath colonial with open floorplan and 2 primary bedrooms. (main level and upper) Propane heat and Central Air. Composite decking. 9 Ft ceilings on the main level. 3 car attached garage. Hardwood floors throughout. Center island kitchen with large pantry and granite/quartz counters. All bedrooms have

  Joe Chemero Coldwell Banker Realty

  60 Long River Rd, Sherman, CT 06784
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  /40

  $1,139,000

  • 4 Beds
  • 4 Baths
  • 4,442 Sq Ft

  11 Stone Fences Ln, Kent, CT 06785

  This exquisitely appointed Colonial estate has the WOW factor! At its heart lies an opulant living room, where soaring cathedral ceilings meet a wall of grand windows, inviting the outdoors in, while a bespoke fireplace serves as a luminous anchor of comfort. The expansive, double height windows provide dramatic light to the open plan living/ dining/ kitchen. Miele and Bosch appliances are

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

  11 Stone Fences Ln, Kent, CT 06785
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  /14

  $335,000

  $30K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,622 Sq Ft

  Unlisted Address

  Close to Kent's village shops and restaurants, this well-appointed townhouse offers the ease of in-town living with the feel of a private retreat. The main level centers on a light-filled living room with fireplace that opens to a spacious deck - a natural gathering spot with long sunset views. The formal dining room connects to a separate back deck, quiet and shaded, ideal for morning coffee.

  Steve Pener William Pitt Sotheby's Int'l

  Unlisted Address
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  /45

  $1,250,000

  $49K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,770 Sq Ft

  110 Hillside Ave, Wingdale, NY 12594

  Set on four beautiful acres with sweeping long range views of the foothills and ridges around Litchfield Hills and The Taconic Mountains, this thoughtfully designed contemporary home offers exceptional privacy, tranquility, and quality throughout. Built by the owners for their own use, no expense was spared, with high end materials and meticulous attention to detail. Incredible natural light

  Janet Myer Houlihan Lawrence Inc.

  110 Hillside Ave, Wingdale, NY 12594
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  /32

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,561 Sq Ft

  8 Deer Woods Dr, New Milford, CT 06776

  Stunning 4 bedroom, 3.5 baths Colonial Farmhouse with covered porch. Walk straight into the kitchen from 2 step garage. The home nestled on 1.04 acre of land with inground, free-form heated gunite pool! The main level offers a beautiful gourmet eat-in kitchen with granite counters, stainless appliances, gas cooking, breakfast bar and butlers pantry. Family room with wood burning fireplace and

  Donna Getman William Raveis Real Estate

  8 Deer Woods Dr, New Milford, CT 06776
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  /11

  $199,000

  $40K PRICE DROP

  • Land
  • 2.4 Acres
  • $82,917 per Acre

  0 Route 22 Unit KEY976107, Dover, NY 12594

  Just north of the Town of Pawling border, you will find this 2.4 acre parcel. Convenient location is close to schools, town library, Thomas Boyce Park, Wingdale Metro-North train station. This is a residential parcel, zoned RU.

  Lisa Liffland McGrath Realty Inc

  0 Route 22 Unit KEY976107, Dover, NY 12594
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  /32

  $475,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft

  39 Johnson Rd, Kent, CT 06757

  Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while

  Rebecca Ward William Pitt Sotheby's Int'l

  39 Johnson Rd, Kent, CT 06757
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  /40

  $568,000

  $32K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  52 S Kent Rd, Gaylordsville, CT 06755

  Glorious in Gaylordsville! Don't miss this oversized Cape in the quiet, historic hamlet of Gaylordsville. 3 bedrooms, 2.5 baths, and nearly 2,000 sq ft of finished living space on 1.74 level acres - clean, well-cared-for, and ready for you to move right in! Hardwood flooring runs throughout the main and upper levels. The large family room features a gas log fireplace, the sunroom is light-filled

  Todd Sargent Coldwell Banker Realty

  52 S Kent Rd, Gaylordsville, CT 06755
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  /40

  $915,000

  • 4 Beds
  • 3 Baths
  • 2,380 Sq Ft

  221 Segar Mountain Rd, Kent, CT 06757

  Beautifully renovated antique colonial on 4.5 private acres with a tumbling brook. Hardwood floors and original beams throughout, two wood- burning fireplaces, custom lighting, original wide-plank floors in some rooms, and a gorgeous, country kitchen with built-in appliances, including a warming drawer. The formal dining room anchors the heart of the home, with a small private study for multiple

  Deborah Bain Bain Real Estate

  221 Segar Mountain Rd, Kent, CT 06757
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  /40

  $2,395,000

  $100K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 6,368 Sq Ft

  2 Pond View Ln, Sherman, CT 06784

  Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning newer-construction residence offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home

  Joe Chemero Coldwell Banker Realty

  2 Pond View Ln, Sherman, CT 06784
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  /15

  $349,000

  • Land
  • 9.61 Acres
  • $36,316 per Acre

  4,10,12 River Oaks Ln, Sherman, CT 06784

  Exceptional opportunity to purchase a three-lot package totaling 9.62 acres in the gated community of The Club at River Oaks in Sherman, CT. The offering includes 4 River Oaks Lane (3.12 acres), 10 River Oaks Lane (3.07 acres), and 12 River Oaks Lane (3.42 acres), all bordering the 9th green of the community's 18-hole, par-70 golf course. Lot 12 includes a 4-bedroom septic design and offers

  David Landau RE/MAX Right Choice

  4,10,12 River Oaks Ln, Sherman, CT 06784
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  /2

  $599,000

  $200K PRICE INCREASE

  • Land
  • 8 Acres
  • $74,875 per Acre

  0 Route 22 Unit ONEH6222664, Dover, NY 12594

  Raw Land - Located on Route 22 in Wingdale/Dover Plains. Approximately 8 acres. The Town of Dover is progressing with a comprehensive rezoning initiative to allow multifamily dwellings to be built OR commercial use buildings IE shopping centers or other uses. Available is survey, and several documents limited topo, tax map, ariels etc. Proposal of a large box store drawings available but not

  Lydia Nioras Commerce Properties

  0 Route 22 Unit ONEH6222664, Dover, NY 12594
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  /34

  $695,000

  $200K PRICE DROP

  • 6 Baths
  • 5,952 Sq Ft

  685 Kent Rd, Gaylordsville, CT 06755

  Church for sale! Available to be used as a new denomination, or converted to a residence. Beautiful sanctuary complete with pews with more in balcony. It has several large meeting/class rooms and an office, with two restrooms. Could be converted into a very cool house! There is also a 2931 sf 3BR antique rectory house on the property, part of which has been rented as a residence and part of which

  Richard Pomerantz William Pitt Sotheby's Int'l

  685 Kent Rd, Gaylordsville, CT 06755
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  /32

  $450,000

  • 3 Beds
  • 3 Baths
  • 1,733 Sq Ft

  6 Hemlock Ln, Wingdale, NY 12594

  Welcome to the sought-after Wood Winds subdivision in the heart of Wingdale! This beautifully maintained 3-bedroom, 3-full bath home offers over 1,700 square feet of comfortable living space. Luxury vinyl plank flooring flows throughout, while the spacious kitchen features stainless steel appliances, granite countertops, and abundant cabinet space. The dining room opens through sliding glass

  Justin LaFalce KW MidHudson

  6 Hemlock Ln, Wingdale, NY 12594
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  /27

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 1,658 Sq Ft

  60 Muller Rd, Kent, CT 06757

  Architect designed renovation, this wonderful house, situated back from the road on 10 private acres, is special. Wrap- around deck, floor -to -ceiling windows, and an active, babbling brook below the house that you can hear when the weather permits. Large primary suite with private balcony overlooking the brook, an ensuite bath , and private office. Modern, wood- burning stove in the bedroom

  Deborah Bain Bain Real Estate

  60 Muller Rd, Kent, CT 06757
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  /34

  $699,000

  $176K PRICE DROP

  • 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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  /2

  $45,000

  • Land
  • 27,878 Sq Ft
  • $70,312 per Acre

  0 Aldrich Rd, Wingdale, NY 12594

  This 0.64-acre parcel on Aldrich Road in Wingdale, NY is offered at $45,000. This property presents a unique opportunity for an investor or a visionary builder looking to create a custom residence in a quiet, rural setting.Property HighlightsAcreage: 0.64 acres of land in a serene, off-the-beaten-path location.Price: Competitive entry-point pricing at $45,000, reflecting the current

  Mark Snyder eXp Realty

  0 Aldrich Rd, Wingdale, NY 12594
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  /10

  $369,000

  • Land
  • 7.4 Acres
  • $49,865 per Acre

  8A Taber Rd, Sherman, CT 06784

  TABER ACRES-last lot in 3 lot subdivision. This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 400 AMP ELECTRIC SERVICE INSTALLED. 7.4 ACRES means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both

  Kathleen Harrison Coldwell Banker Realty

  8A Taber Rd, Sherman, CT 06784
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  /37

  $945,000

  • 2 Beds
  • 2 Baths
  • 1,632 Sq Ft

  23 Front of the Mountain Rd, New Milford, CT 06776

  Discover the perfect balance of architectural distinction, modern sophistication and serene nature at this stunning, custom-built retreat. The concept was brought to life in 2020 by a renowned local Architect & Designer team. Expertly crafted with high-quality construction, the home features a sleek shiplap exterior and a design that prioritizes both aesthetics and performance. This house is

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

  23 Front of the Mountain Rd, New Milford, CT 06776
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  /39

  $550,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,305 Sq Ft

  25 Bald Hill Rd, South Kent, CT 06785

  Kent Retreat - Amazing Value with $50K Price Reduction Owner's Good Faith Gesture: $50,000 Price Drop The owner demonstrates good faith by acknowledging roof and siding repairs needed and has dropped the price $50,000 to reflect these costs and market shifts. This represents amazing value for a discerning buyer. Important note: No active history of roof leaks. Cost estimates in hand with a

  Bonnie Bevans BRealEstate.net

  25 Bald Hill Rd, South Kent, CT 06785
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  /40

  $5,245,000

  • 4 Beds
  • 5 Baths
  • 6,236 Sq Ft

  57 Indian Trail Rd, New Milford, CT 06776

  "Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The

  Elyse Morris Elyse Harney Real Estate

  57 Indian Trail Rd, New Milford, CT 06776
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  /20

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  Unlisted Address

  Great opportunity to remodel a home in Kent. situated on a private road just North of Town. Built in 1991 this 3BR, 2 bath Ranch home is being sold "AS IS". Seller will make no repairs. Full basement with walk-out. Reports available: Radon, Septic and Home Inspection.

  William Downes Gooseboro Realty

  Unlisted Address
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  /40

  $865,000

  • 4 Beds
  • 3 Baths
  • 3,700 Sq Ft

  14 Wood Creek Rd, New Milford, CT 06776

  This stately retreat in the highly coveted Merryall Woods is designed for gathering, living, and making lasting memories. Set on 2.53 serene acres backing up to a land preserve, this ~3,700 sq ft home offers the kind of privacy that's increasingly hard to find. A dramatic two-story foyer and dual staircases set the tone for the home's expansive, thoughtfully designed living spaces, including a

  Kellie Martone William Pitt Sotheby's Int'l

  14 Wood Creek Rd, New Milford, CT 06776
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  /5

  $1,350,000

  • Land
  • 110 Acres
  • $12,273 per Acre

  00 Anderson Rd, Sherman, CT 06784

  A rare 110-acre offering in Sherman, CT, where open skies and eastern-facing views create a truly peaceful setting. Whether you're envisioning a private estate, family compound, or future development, this property offers endless potential. Ideally located close to town and just a short drive to NYC, it strikes the perfect balance between seclusion and accessibility. With subdivision potential

  Carolyn Morrison William Pitt Sotheby's Int'l

  00 Anderson Rd, Sherman, CT 06784
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  /12

  $462,000

  • 3 Beds
  • 2.5 Baths
  • 1,366 Sq Ft

  24 Cedar Hill Rd, Gaylordsville, CT 06755

  Built in 1977, this raised ranch home offers approximately 1366 finished square feet, three bedrooms, two full and one half bath, fireplace, full finished basement, rear deck and built-in two car garage. This home sits on an approximate 89734 sqft lot. Seller WILL NOT ACTIVATE UTILITIES. View home, inspect and confirm all listing information prior to making offer. Seller will NOT allow water

  Sherry Price Realhome Services & Solutions

  24 Cedar Hill Rd, Gaylordsville, CT 06755
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  /34

  $539,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  28 Meetinghouse Terrace, New Milford, CT 06776

  Beautifully renovated one-level retreat in a highly desirable neighborhood, offering the perfect blend of modern comfort and timeless New England charm. Thoughtfully updated throughout, this exceptional home features a stunning updated kitchen with granite countertops, stainless steel appliances, custom cabinetry and abundant storage. The open-concept layout creates an effortless flow between the

  Sandra Schmidt Coldwell Banker Realty

  28 Meetinghouse Terrace, New Milford, CT 06776
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  /37

  $1,100,000

  $95K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 2,400 Sq Ft

  131 Route 39 N, Sherman, CT 06784

  Instantly inviting this pristine circa 1940 's classic Connecticut cottage also known as Little Fox Farm is brimming with character and jewel like qualities on nearly 3 acres a wonderful mixture of meadows, light woods, and mature trees as well as stunning perennial flower gardens developed over 30 years by its owner a designer. Set back on the property the house is in mint condition with

  Karen Casey William Pitt Sotheby's Int'l

  131 Route 39 N, Sherman, CT 06784
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  /40

  $899,000

  $16K PRICE DROP

  • 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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  /25

  $675,000

  • 2 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  104 Cherniske Rd, New Milford, CT 06776

  Property located in the beautiful Upper Merryall section of New Milford, Ct. This residence offers a ranch style home with approximately 1230+ square feet of living area. Consisting of open kitchen area to living room with wood floors plus a stone crafted stone fireplace and a Fujitsu A/C system. A quaint offices area. Main bedroom with walk in closet plus a generous size full bath offering

  John Sniffen William Pitt Sotheby's Int'l

  104 Cherniske Rd, New Milford, CT 06776
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  /34

  $375,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,012 Sq Ft

  113 Dog Tail Corners Rd, Wingdale, NY 12594

  Located on 1.54 acres of scenic land, this charming overbuilt home has a perfect blend of comfort, privacy, and natural beauty. Enjoy open field views across the street from your living room, creating a peaceful backdrop for everyday living and relaxing evenings. The home features a warm and inviting layout, in the living room and kitchen, walls are tongue and groove knotty pine from ceiling to

  Tela Cook McGrath Realty Inc

  113 Dog Tail Corners Rd, Wingdale, NY 12594
• 

  

  /40

  $1,295,000

  • 4 Beds
  • 2.5 Baths
  • 4,869 Sq Ft

  67 N Main St, Kent, CT 06757

  Steeped in history and radiating timeless elegance, this 1870 Victorian masterpiece stands as one of Kent's most grand and storied residences. Boasting a striking architectural facade, this magnificent home welcomes you into its grand entrance, featuring soaring ceilings and beautiful woodwork that flows throughout the entire property. Throughout its rich past, this versatile estate has been

  Phil Fox William Pitt Sotheby's Int'l

  67 N Main St, Kent, CT 06757
• 

  

  /25

  $279,000

  • Land
  • 5.46 Acres
  • $51,099 per Acre

  41 Long River Rd, Sherman, CT 06784

  This exceptional 5.46-acre parcel, perfectly positioned on Long River Road, is the largest homesite in the private community of River Oaks Country Club. The lightly wooded setting offers privacy and a natural backdrop for your custom residence with potential for sweeping long views that capture the beauty of the Berkshire foothills. Club River Oaks provides access to world-class amenities,

  Donna Kennedy Compass Connecticut, LLC

  41 Long River Rd, Sherman, CT 06784
• 

  

  /36

  $975,000

  Open Sun 11AM - 1PM $75K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,472 Sq Ft

  15 Studio Hill Cir, Kent, CT 06757

  An exquisite three-bedroom Cape-style residence, this property is poised upon four pristine acres on Studio Hill. Constructed in 1990 and meticulously enhanced by an expansive great room addition in 1993, this move-in ready home offers a sophisticated blend of classic design and modern amenity. The sun-drenched, open concept floor plan commences with a welcoming living room, anchored by a

  Kim D'Andrea William Pitt Sotheby's Int'l

  15 Studio Hill Cir, Kent, CT 06757
• 

  

  /35

  $375,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft

  11 Clearview Dr, New Milford, CT 06776

  Welcome to this charming 3-bedroom ranch offering a great opportunity for homeowners and investors alike. LISTED BELOW APPRAISED VALUE, this property presents excellent potential in today's market. The home features a functional single-level layout with three comfortable bedrooms and a full bathroom. An unfinished basement provides additional space for storage or future customization. Situated on

  Dina Batista RE/MAX Town & Country

  11 Clearview Dr, New Milford, CT 06776
• 

  

  /24

  $1,999,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 5,900 Sq Ft

  40 Long River Rd, Sherman, CT 06784

  Craft your dream home from the ground up with this luxury built-to-suit offering set on a sprawling 5.46 acre lot on Long River Rd in River Oaks Country Club, a private gated community in Sherman, CT. This 4 bd / 3.5 bath / 3500 SF open-concept residence with main level primary suite seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace.

  Donna Kennedy Compass Connecticut, LLC

  40 Long River Rd, Sherman, CT 06784

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