40

Homes for Sale near Kent School

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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
  • /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
  • /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
  • /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
  • /10

    $525,000

    • Land
    • 8.22 Acres
    • $63,869 per Acre

    0 Mount Mauwee Rd, Kent, CT 06757

    8.22 acre parcel in private and exclusive St. John's Peak subdivision of Kent! Take the winding road through this peaceful and secluded area to find your future home site! With road frontage of 75 feet, the topography of this lot is mostly level, and it gently slopes down from the approved home site to the Mauwee Brook. 2004 Perc/Soil tests on file with the health district, was previously

    Katherine Parlato Drakeley Real Estate, Inc.

    0 Mount Mauwee Rd, Kent, CT 06757
  • /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
  • /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
  • /35

    $7,500,000

    $500K PRICE DROP
    • 6 Beds
    • 8 Baths
    • 8,933 Sq Ft

    00 Bog Hollow Rd, Wassaic, NY 12592

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Joseph Lorino Brown Harris Stevens HV LLC

    00 Bog Hollow Rd, Wassaic, NY 12592
  • /23

    $450,000

    $49K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 805 Sq Ft

    105 Sand Hill Rd, Dover Plains, NY 12522

    The Geosphere is a convergence of visionary design, tactical investment and natural sanctuary. Set on 7.18 secluded acres in the heart of Dover Plains, this fully legal, architect-designed geodesic residence and studio building give you something unmistakably distinctive: a home that feels like art, and a property that can perform like an asset. Inside, the striking residence is fully winterized,

    Sheneur Menaker Hudson Modern

    105 Sand Hill Rd, Dover Plains, NY 12522
  • /40

    $3,750,000

    • 7 Beds
    • 7 Baths
    • 6,138 Sq Ft

    151 Benson Hill Rd, Dover Plains, NY 12522

    Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty-three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for

    Andrew Gates Houlihan Lawrence

    151 Benson Hill Rd, Dover Plains, NY 12522
  • /40

    $6,500,000

    $2M PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 5,400 Sq Ft

    23 Mauwee Brook Rd, Kent, CT 06757

    "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

    Kathryn Clair William Pitt Sotheby's Int'l

    23 Mauwee Brook Rd, Kent, CT 06757
  • /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
  • /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
  • /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
  • /40

    $7,500,000

    $500K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • /7

    $399,900

    • Land
    • 7.14 Acres
    • $56,008 per Acre

    11 Old Paddock Ln, Kent, CT 06757

    Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot offers a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

    Jency Rojas William Raveis Real Estate

    11 Old Paddock Ln, Kent, CT 06757
  • /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
  • /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
  • /5

    $340,000

    $10K PRICE DROP
    • Land
    • 5.5 Acres
    • $61,818 per Acre

    00 Upper Kent Hollow Rd, Kent, CT 06757

    Approximately 5.5 acres in south Kent. This is a top location abutting major estates and just minutes to the state beach at Lake Waramaug and the Lake Waramaug County Club (beach, tennis, golf, clubhouse dining). This property is equi-distant between the charming villages of Kent, New Preston and Washington. Bring your architect and build your dream. 1 hour 45 minutes to NYC. Offer is subject to

    Stacey Matthews W. Raveis Lifestyles Realty

    00 Upper Kent Hollow Rd, Kent, CT 06757
  • /28

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,541 Sq Ft

    9 Old Paddock Ln, South Kent, CT 06785

    Set on 14+ private acres abutting Connecticut State land, this chic three-bedroom farmhouse offers the kind of quiet that's increasingly hard to find - and interiors that make you want to stay. The main floor is built around an open, light-filled plan that flows naturally from a chef's kitchen, featuring shaker-style cabinetry, butcher block counters, a farmhouse sink, and a professional range,

    Steve Pener William Pitt Sotheby's Int'l

    9 Old Paddock Ln, South Kent, CT 06785
  • /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
  • /9

    $175,000

    • Land
    • 2.3 Acres
    • $76,087 per Acre

    00 Kent Cornwall Rd, Kent, CT 06757

    Just one mile north of Kent's charming village center, this 2.3-acre parcel offers a rare opportunity to build the home you've always envisioned. Gently wooded and mostly level, the land provides a natural, private setting - with a scenic stream meandering through the back of the property. Nestled in the heart of the Litchfield Hills, you'll have world-class hiking, biking, fishing, and skiing

    Steve Pener William Pitt Sotheby's Int'l

    00 Kent Cornwall Rd, Kent, CT 06757
  • /25

    $70,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    198 Sinpatch Rd Unit Lot 42, Wassaic, NY 12592

    Welcome home to this inviting two bedroom, two bath residence offering a comfortable layout and several valuable updates. Awaiting its new owners, this move-in ready home is complete with added home furnishings if desired. The primary bedroom with a king size bed features a large private en-suite bathroom with a walk-in shower, creating a relaxing and convenient retreat. The eat-in kitchen

    Evelyn Heady BHHS Hudson Valley Properties

    198 Sinpatch Rd Unit Lot 42, Wassaic, NY 12592
  • /26

    $595,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,409 Sq Ft

    20 Craig Ln, Dover Plains, NY 12522

    A European Inspired Oasis in Dover Plains!This meticulously cared for custom built home is being offered by the original owners for the first time.The impressive front entrance is where the grace and style begins. This 2,409 square foot home has too many custom features to list-making it a MUST SEE!In the primary residence you will find a primary bedroom, 2 additional bedroom, 2 full

    CAROL LYNNE PENTA K. Fortuna Realty, Inc.

    20 Craig Ln, Dover Plains, NY 12522
  • /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
  • /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
  • /35

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft

    35 Benton Rd, Wassaic, NY 12592

    Bring your imagination and vision to Old Benton House, this four-bedroom antique home, privately set amid mature trees, perennial gardens, and peaceful country surroundings. The home is located in the Ten Mile River Valley which is bordered by mountain ridges on both sides, with views of the Taconic Mountains. Rich in historic character, the home showcases original pine and elm hardwood floors,

    Janet Myer Houlihan Lawrence Inc.

    35 Benton Rd, Wassaic, NY 12592
  • /9

    $339,900

    $60K PRICE DROP
    • Land
    • 20.15 Acres
    • $16,868 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
  • /39

    $1,095,000

    • 5 Beds
    • 3.5 Baths
    • 2,502 Sq Ft

    321 Kent Cornwall Rd, Kent, CT 06757

    Built in 1830 and set on 3.5 private acres abutting hundreds of acres of Connecticut State land, this five-bedroom Colonial is a rare find, a property where history, privacy, and natural beauty converge. Jaw-dropping sunset views set the tone from the moment you arrive. Inside, a recently updated kitchen anchors the main level, opening to a well-proportioned dining room made for long dinners with

    Steve Pener William Pitt Sotheby's Int'l

    321 Kent Cornwall Rd, Kent, CT 06757
  • /33

    $378,000

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

    433 Kent Cornwall Rd Unit 22, Kent, CT 06757

    Brookwoods, a neighborhood of 30 early colonial style inspired homes detailed with modern amenities, offers village living in a country setting! Settled in 1986, this well run planned unit development still retains its cutting edge design. This home has an open layout feel, large windows, vaulted ceilings, sunroom, skylights and a private backyard deck. The convenient main floor bedroom has a

    Chris Garrity Bain Real Estate

    433 Kent Cornwall Rd Unit 22, Kent, CT 06757
  • /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
  • /20

    $110,000

    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    198 Sinpatch Rd Unit 16, Wassaic, NY 12592

    This double-wide manufactured home is available and ready for its new owners. Kitchen has all almost- new appliances complete with dishwasher. A conveniently-locatefd inside laundry area features washer and dryer. Bedrooms are good-sized with one-half bath featured in primary bedroom. Added to this is an outside shed for gardening tools and other items needing storage. Commuter friendly being

    Evelyn Heady BHHS Hudson Valley Properties

    198 Sinpatch Rd Unit 16, Wassaic, NY 12592
  • /36

    $975,000

    $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
  • /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
  • /4

    $275,000

    $75K PRICE DROP
    • Land
    • 12.18 Acres
    • $22,578 per Acre

    17 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

    17 Old Homestead Ln, Kent, CT 06757
  • /8

    $375,000

    • Land
    • 8.56 Acres
    • $43,808 per Acre

    22 Old Paddock Ln, South Kent, CT 06785

    Wonderful opportunity to build your dream home in the Litchfield Hills. Privately situated 8.5 acre parcel at the end of a quiet country road, with a roughed-in driveway leading to a partially cleared house site surrounded by forestland. A prior engineered site plan and septic design for a five-bedroom home were completed in in 2020, providing a useful starting point for your own planning. Close

    Steve Pener William Pitt Sotheby's Int'l

    22 Old Paddock Ln, South Kent, CT 06785
  • /30

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,777 Sq Ft

    33 Stone Fences Ln, South Kent, CT 06785

    A welcoming front porch is the perfect 'rocking chair' spot...to take a breath of fresh air and gaze out over the serene, protected pasture stretching across the road. With freshly painted spaces, this classic farmhouse seamlessly blends New England charm with modern comfort, offering incredible value in the heart of Kent. Inside, newly refinished hardwood floors gleam under natural light,

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

    33 Stone Fences Ln, South Kent, CT 06785
  • /32

    $2,195,000

    $155K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 4,465 Sq Ft

    14 Straight Rd, Kent, CT 06757

    Two Houses, Long Views, and 15.66 Private Acres-- A rare Litchfield County offering in the exclusive Kent Estate area of South Kent: two distinct homes on 15.66 secluded acres with views over Kent Hollow, a brook running through the property, and privacy that's nearly impossible to find today. The main house is a 3,400 sq ft contemporary built for light and landscape - walls of glass frame long

    Jeff Phillips William Pitt Sotheby's Int'l

    14 Straight Rd, Kent, CT 06757
  • /40

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 2,832 Sq Ft

    14 Flanders Ln, Kent, CT 06757

    First time ever on the market: this custom Contemporary abuts hundreds of acres of conserved land owned by the State of Connecticut, offering sweeping pastoral views and exceptional privacy less than five minutes from Kent Village Center. Inside the ~2,800 sq ft main house, an open floor plan blends with sophisticated country character. The main level kitchen is light-filled with breakfast bar

    Steve Pener William Pitt Sotheby's Int'l

    14 Flanders Ln, Kent, CT 06757
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