Homes for Sale near South Kent School

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  /46

  $815,000

  • 4 Beds
  • 4 Baths
  • 2,234 Sq Ft

  360 Old State Route 22, Dover Plains, NY 12522

  Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

  

  Judith 'Judy' Albert

  BHHS Hudson Valley Properties

  (845) 412-9430

  360 Old State Route 22, Dover Plains, NY 12522
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  Explore South Kent School

• 

  

  

  /34

  $3,900,000

  • 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

  (860) 936-9247

  6 Hoyt Rd, Sherman, CT 06784
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  /27

  $1,124,900

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  159 Merryall Rd, New Milford, CT 06776

  Escape the noise of the city... Located in the scenic Merryall section of New Milford, this fully renovated riverfront estate offers a rare opportunity to own a private retreat where luxury, nature, and lifestyle converge. Set on 6 acres with the West Aspetuck River flowing through the property, this home delivers the kind of tranquility and privacy that's increasingly sought after-yet just a

  

  Arian Hoxha

  Serhant Connecticut, LLC

  (860) 288-3424

  159 Merryall Rd, New Milford, CT 06776
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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

  (860) 752-1571

  34 Front of the Mountain Rd, New Milford, CT 06776
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  /40

  $1,463,000

  Open Sun 12PM - 2PM $26K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,884 Sq Ft

  27 Smoke Ridge Dr, Sherman, CT 06784

  A rare opportunity to own a private 3.70-acre retreat in Sherman-set back from the road down a scenic driveway, offering you seclusion. The stand out one-of-a-kind oversized six car garage easily adapts for, car collections, workspace, or recreational needs. Sherman is known for its low taxes, located just 90 minutes from NYC, this property delivers the ideal balance of privacy and convenience. A

  Ginny Gordon-O’Neill William Raveis Real Estate

  27 Smoke Ridge Dr, Sherman, CT 06784
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  /40

  $2,595,000

  • 4 Beds
  • 6 Baths
  • 5,345 Sq Ft

  100 N Main St, Kent, CT 06757

  Set in the heart of historic Kent village, this exceptional circa-1800 New England Greek Revival Farmhouse marries small-town walkability with eleven-plus acres of true country privacy. This property underwent a meticulous, top-to-bottom restoration from 2016 through 2018, preserving the home's original character while quietly engineering it for modern life - new wall insulation throughout,

  Jeff Phillips William Pitt Sotheby's Int'l

  100 N Main St, Kent, CT 06757
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  /40

  $1,745,000

  $50K 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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  /40

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,261 Sq Ft

  84 Squash Hollow Rd, New Milford, CT 06776

  Beautifully updated 4-bedroom, 2-bath Cape on 3.5 picturesque acres offers the perfect blend of comfort, privacy and natural beauty within a well-established neighborhood.This lovely retreat overlooks a spring fed pond providing water views and a gorgeous setting. The heart of the home centers around a newly renovated kitchen, featuring granite countertops, custom cabinetry, a 5-burner gas stove,

  Barbara Snyder Coldwell Banker Realty

  84 Squash Hollow Rd, New Milford, CT 06776
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  /30

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,337 Sq Ft

  23 Twin Oaks Unit 23, New Milford, CT 06776

  Welcome to the desirable Twin Oaks community, where this townhouse offers a peaceful, country-like setting just off Route 7-combining convenience with quiet surroundings. With 1,337 square feet plus a 600-square-foot unfinished walkout basement, this home provides great flexibility for living, working, and entertaining. The main level features a bright living room with vaulted ceilings, a

  Dawn Hough Coldwell Banker Realty

  23 Twin Oaks Unit 23, New Milford, CT 06776
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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

  $365,000

  • 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

  $1,299,000

  • 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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  /11

  $239,000

  • Land
  • 2.4 Acres
  • $99,583 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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  /39

  $599,900

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

  52 S Kent Rd, Gaylordsville, CT 06755

  Glorious in Gaylordsville! Don't miss this oversized and spacious Cape in the quiet and historic hamlet of Gaylordsville, CT. 3 bedrooms, 2.5 baths, with nearly 2,000 square feet of finished living space. Set on 1.74 level acres, this very clean and well-cared-for home has all you need to move right in and start enjoying your new digs! Hardwood flooring throughout the main and upper levels, with

  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

  Unlisted Address

  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

  Unlisted Address
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  /40

  $2,495,000

  • 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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  /33

  $619,000

  • 4 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  28 Colonial Ridge Dr, Gaylordsville, CT 06755

  Perfect for leaf-peeping season! This exceptional 4-BR Colonial offers panoramic views of the rolling Litchfield Hills right from your front door. Set back on nearly one picturesque acre, the property combines privacy, beauty, and convenience in an established, welcoming neighborhood. The home is as impressive as its surroundings, with major updates already completed for peace of mind, including

  Lisa Briscoe William Raveis Real Estate

  28 Colonial Ridge Dr, Gaylordsville, CT 06755
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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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  /36

  $3,750,000

  $245K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 4,751 Sq Ft

  270 Kent Hollow Rd, Kent, CT 06757

  The home of former Editor and Chief of Travel + Leisure and House & Garden is now available to you. A rare architectural offering, this distinctive home blends contemporary design with timeless elegance. Expansive walls of glass flood the interiors with natural light, creating a seamless connection to the surrounding landscape & an immersive sense of living in nature. Enter through the dramatic

  Stacey Matthews W. Raveis Lifestyles Realty

  270 Kent Hollow Rd, Kent, CT 06757
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  /34

  $750,000

  $125K 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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  /38

  $600,000

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

  25 Bald Hill Rd, South Kent, CT 06785

  Escape to tranquility on this remarkable 1.5-acre property nestled on a quiet dead-end road near charming Kent Village. This exceptional 4-bedroom, 3-bath contemporary home seamlessly blends rustic warmth with modern comfort, offering the privacy & natural beauty you've been seeking. Walk through cathedral ceilings & honey-colored wide wood floors into an inviting open-concept kitchen & dining

  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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  /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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  /40

  $339,000

  • 2 Beds
  • 1 Bath
  • 1,825 Sq Ft

  692 Kent Rd, Gaylordsville, CT 06755

  Charming and nicely maintained antique home featuring numerous recent upgrades, including a new roof, oven/range, dishwasher, clothes dryer and hot water heater. Rich in authenticity, this 1802 residence showcases distinctive architectural details, wide-plank hardwood floors throughout, and fireplace that enhance its historic character. Step outside to a serene and private backyard oasis,

  Deborah Snopkowski Coldwell Banker Realty

  692 Kent Rd, Gaylordsville, CT 06755
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  /31

  $565,000

  • 3 Beds
  • 3 Baths
  • 2,484 Sq Ft

  3 Riley Creek Trail, New Milford, CT 06776

  Thoughtfully designed and full of rustic charm, this three-bedroom home is tucked away on 2+ acres between New Preston and Kent and is close to everything, yet wonderfully removed. Fine craftsmanship is evident at every turn: exposed post-and-beam framing, wide-board floors that warm with age, handsome fieldstone stonework, and custom cabinetry throughout lend the home an authenticity that's hard

  Steve Pener William Pitt Sotheby's Int'l

  3 Riley Creek Trail, New Milford, CT 06776
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  /32

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  50 Meadowland Dr, Gaylordsville, CT 06755

  Nestled in the quiet community of Gaylordsville, with easy access to Route 7, this beautifully maintained 3-bedroom, 2.5-bath Colonial is set on a peaceful 2.77-acre lot at the end of a long driveway, offering exceptional privacy on a cul-de-sac street. The main level features a welcoming family room with a fireplace, dining area, and kitchen with an open, flowing layout that opens directly to

  Ann Gerschefski William Raveis Real Estate

  50 Meadowland Dr, Gaylordsville, CT 06755
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  /31

  $1,395,000

  • 4 Beds
  • 3.5 Baths
  • 3,247 Sq Ft

  73 Long River Rd, Sherman, CT 06784

  This elegant four-bedroom home, built in 2021, is perfectly sited on 1.8 acres of professionally landscaped, private grounds. Designed for effortless single-level living, it features an open-concept layout with a chef's kitchen and center island, a welcoming living room with fireplace, and a sunlit dining area that all flows seamlessly to a covered porch with views toward the Housatonic River.

  Steve Pener William Pitt Sotheby's Int'l

  73 Long River Rd, Sherman, CT 06784
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  /39

  $1,195,000

  • 2 Beds
  • 1.5 Baths
  • 1,150 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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  /35

  $690,000

  • 2 Beds
  • 2 Baths
  • 1,892 Sq Ft

  231 Kent Rd, Kent, CT 06757

  Tucked away in a peaceful, nature-filled setting just moments from the river, this one-of-a-kind home feels like a private retreat while still being conveniently located for everyday living. Surrounded by mature trees and beautiful scenery, the property offers the kind of setting that's hard to find and even harder to leave. This approximately 1,866 square foot home offers privacy, character, and

  Mark Mermelstein eXp Realty

  231 Kent Rd, Kent, CT 06757
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  /35

  $1,175,000

  $120K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,584 Sq Ft

  46 Spooner Hill Rd, South Kent, CT 06785

  Overlooking neighboring pastureland and set on 5+ private acres with a small pond, this three-bedroom cottage is rich in charm and character. A gracious foyer welcomes you into a sitting room with fireplace and built-ins, and an adjacent formal dining room framed by handsome casement windows. The spacious kitchen offers a center island and sunny breakfast area, opening seamlessly to an outdoor

  Steve Pener William Pitt Sotheby's Int'l

  46 Spooner Hill Rd, South Kent, CT 06785
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  /34

  $399,000

  $26K 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
• 

  

  /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
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  /36

  $1,050,000

  • 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
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  /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. Priced at its 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

  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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