Homes for Sale near Kent School

/26
$94,999
- 2 Beds
- 1.5 Baths
- 1,150 Sq Ft
198 Sinpatch Rd Unit 16, Wassaic, NY 12592

1982 double-wide manufactured home at Castle Gate Park in Wassaic. Two bedrooms and two bathrooms, about 1,150 square feet. The kitchen is equipped with newer appliances, including a dishwasher. Washer and dryer are in an interior laundry space. Both bedrooms offer usable room sizes, and the primary bedroom has an attached half bath. A detached shed provides additional outdoor storage.Setting

Milton Hyatt

KFortuna All Aspects Realty

198 Sinpatch Rd Unit 16, Wassaic, NY 12592
Explore Kent School
/17
$299,900

$15K PRICE DROP
- 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
/40
$5,250,000
- Land
- 70.64 Acres
- $74,324 per Acre
Unlisted Address

The rarest luxury is seldom the land itself. It is the time already devoted to revealing its full potential. Set amidst protected land along the coveted Kent-Sharon border, RockOak offers the uncommon advantage of beginning years ahead on the construction of a legacy estate. The completed retreat allows the property to be enjoyed immediately, while the future estate evolves. Overlooking the

Pels Matthews W. Raveis Lifestyles Realty

Unlisted Address
/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
/13
$339,000

Pre-Foreclosure
- 3 Beds
- 1 Bath
- 960 Sq Ft
152 S Kent Rd, Gaylordsville, CT 06755

Welcome to 152 S Kent Rd! Turnkey and completely refreshed, this charming 3-bedroom home offers modern updates and effortless main-level living in beautiful New Milford. Step inside to find gleaming hardwood floors, fresh interior paint throughout, and bright, airy spaces filled with natural light. The brand-new kitchen boasts stylish new cabinetry and updated appliances, making meal prep a

Wilmer Duran Marinablue Realty

152 S Kent Rd, Gaylordsville, CT 06755
/28
$315,000
- 3 Beds
- 1 Bath
- 952 Sq Ft
39 N Farm Dr, Dover Plains, NY 12522

Welcome to 39 N Farm Rd!Choices, choices, choices! Whether you're looking for the ease of single-level living, a private home for your family, or a property with plenty of room to make it your own, this charming 3-bedroom, 1-bath home offers it all.Beautiful hardwood floors flow throughout the main living areas, creating a warm and inviting atmosphere. The eat-in kitchen features ample

Regan Andrews Coldwell Banker Realty

39 N Farm Dr, Dover Plains, NY 12522
/17
$2,350,000
- Land
- 138 Acres
- $17,029 per Acre
0 Spooner Hill Rd Unit 24202149, Kent, CT 06785

138 +/- acres of open pasture, mature forest, and rare privacy in South Kent. The land offers multiple potential building sites for a country getaway, along a scenic road with sweeping, seemingly infinite views. A shared driveway crosses the lower portion of the property, providing access to Hatch Pond, great for fishing or kayaking. The upper section features an open 8-acre pasture, with an

Steve Pener William Pitt Sotheby's Int'l

0 Spooner Hill Rd Unit 24202149, Kent, CT 06785
/40
$5,500,000

$3M 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
/40
$1,375,000
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
91 Muller Rd, Kent, CT 06757

Welcome to Hawksview, an extraordinary private sanctuary nestled amongst the trees with a warm and woodsy feel. Located on a private country road in the prestigious estate section of Kent, this stunning retreat offers low taxes with 26.7 acres of land in forestry (Forestry 490). Prepare to be captivated by amazing views from almost every angle of this home, which features soaring ceilings

Phil Fox William Pitt Sotheby's Int'l

91 Muller Rd, Kent, CT 06757
/38
$475,000
- 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
/31
$795,000

Pre-Foreclosure
- 3 Beds
- 2.5 Baths
- 3,043 Sq Ft
12 Woodin Rd, Kent, CT 06757

This house is really stunning on so many levels. 8.54 totally private acres at the end of a private road in Kent. Soaring ceilings in every main-floor room, and a first-floor primary with a full bath. There is a see-through, large wood-burning fireplace connecting the living room and kitchen. Spacious sun room with 3 walls of windows just off the kitchen, and a skylight in the kitchen, living,

Deborah Bain Bain Real Estate

12 Woodin Rd, Kent, CT 06757
/9
$229,000
- Land
- 5.54 Acres
- $41,336 per Acre
Lot #1 Jerry Ln, Wassaic, NY 12592

Discover 5.54 acres of peaceful, lightly wooded land tucked off a private road in Eastern Dutchess County--an area celebrated for its natural beauty and quiet charm. Enjoy privacy without isolation, with the Wassaic and Ten Mile River Train Stations just minutes away and Sharon and Kent, CT within easy reach. Underground conduit is already in place from the road to the property; well and septic

Larry Havens Havens Real Estate

Lot #1 Jerry Ln, Wassaic, NY 12592
/28
$489,000
- 2 Beds
- 2 Baths
- 1,225 Sq Ft
80 N Main St Unit 4A1, Kent, CT 06757

A rare opportunity in the heart of Kent's Village Center, this completely renovated two-bedroom end unit offers the ease of single-floor living just steps from the shops and restaurants that make Kent special. The bright, updated kitchen opens directly to a private covered porch, ideal for morning coffee or evening dinners outdoors. Inside, the light-filled dining room flows into the living room,

Steve Pener William Pitt Sotheby's Int'l

80 N Main St Unit 4A1, 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
/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
/40
$1,200,000
- 4 Beds
- 4 Baths
- 4,200 Sq Ft
391 Kent Cornwall Rd, Kent, CT 06757

A Kent Landmark, Reimagined - This historic converted dairy barn offers 3,600 sq ft of flexible living space on over 14 private acres, with direct Housatonic River frontage and protected land trust borders. Hand-hewn beams, cathedral ceilings, and skylights carry the property's history throughout; while a converted silo houses a home office, art studio and gym. The sunny modern kitchen, renovated

Vanessa Henderson William Pitt Sotheby's Int'l

391 Kent Cornwall Rd, Kent, CT 06757
/26
$395,000

$4K PRICE DROP
- 3 Beds
- 1 Bath
- 1,791 Sq Ft
124 S Kent Rd, South Kent, CT 06785

SELLER FINANCING AVAILABLE AT 5% I/O (Full details at bottom of listing) Perched on 4.39 private acres, this serene 3 bedroom, 1 bath contemporary invites you to slow down. Mountain and forest views fill every room, and cool summer breezes drift in from a screened porch that opens off nearly every space in the house. Set well back from the road, the home offers complete seclusion, yet downtown

Clinton Botway

124 S Kent Rd, South Kent, CT 06785
/28
$599,000
- 4 Beds
- 2.5 Baths
- 2,198 Sq Ft
46 Craig Ln, Dover Plains, NY 12522

Welcome to your ultimate private riverfront oasis! Perfectly nestled on 1.8 meticulously landscaped acres in the scenic heart of Dover Plains, this breathtaking custom Contemporary Colonial offers an exceptional blend of modern sophistication, premium upgrades, and endless outdoor adventure. Whether you are seeking a serene, year-round residence or a spectacular weekend country getaway, this

Nicholas Khan Park Assets Real Estate Corp

46 Craig Ln, Dover Plains, NY 12522
/36
$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
$1,100,000

$100K PRICE DROP
- 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
/18
$455,000
- 2 Beds
- 1.5 Baths
- 1,252 Sq Ft
80 N Main St Unit 5B5, Kent, CT 06757

A premier opportunity awaits in the center of Kent's lively village, merely steps away from local dining and shopping. This pristine two-bedroom Kent Hills condominium features a bright kitchen that opens directly into a spacious living and dining area centered around a cozy fireplace. Each of these rooms leads out to a deck - perfect for unwinding or hosting guests. The primary bedroom provides

Megan Garguilo William Pitt Sotheby's Int'l

80 N Main St Unit 5B5, Kent, CT 06757
/40
$549,900

Open Sat 12PM - 3PM
- 3 Beds
- 2.5 Baths
- 1,988 Sq Ft
10 Strid Ln, Gaylordsville, CT 06755

Peace, privacy, & classic New England charm! This beautifully maintained Colonial sits on over three acres of private, wooded land in a serene, park-like setting at the end of a forest-lined road. The main level features a spacious family room with cathedral ceilings, exposed wood beams, hardwood flooring, & a brick fireplace with a raised hearth & mantel. Dark accent walls & modern lighting add

Jessica Boswell LPT Realty

10 Strid Ln, Gaylordsville, CT 06755
/39
$7,400,000
- 6 Beds
- 8 Baths
- 10,549 Sq Ft
33 Nodine Pasture Rd, Kent, CT 06757

Set on a plateau with panoramic, protected views, West Wind Hill is a masterfully crafted estate spanning 391 acres that straddles the Connecticut and New York border. Reached by a private, gated drive that winds past old stonewalls, open meadow, and a serene pond, the property offers a level of privacy rarely found within two hours of New York City. The stone-and-shingle residence was built with

Steve Pener William Pitt Sotheby's Int'l

33 Nodine Pasture Rd, Kent, CT 06757
/16
$59,900
- 2 Beds
- 2 Baths
- 924 Sq Ft
100 Park Dr, Dover Plains, NY 12522

This is a 55 and over community.

Richard Rennia Richard A. Rennia

100 Park Dr, Dover Plains, NY 12522
/25
$299,000
- Land
- 5.46 Acres
- $54,762 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
/38
$1,435,000
- 4 Beds
- 2 Baths
- 2,714 Sq Ft
39 Gorham Rd, Kent, CT 06757

Experience the ease of single-level living in this Hobie award-winning custom home in St. John's Peak - where luxury homes are beautifully set in the hills of Kent, CT. This modern farmhouse built in 2022 offers the perfect balance of sophisticated design and low-maintenance functionality on over five private acres. An open floor plan with 9' ceilings and oversized windows is bathed in natural

Phil Fox William Pitt Sotheby's Int'l

39 Gorham Rd, Kent, CT 06757
/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
/40
$2,795,000
- 3 Beds
- 3.5 Baths
- 3,615 Sq Ft
81-B Geer Mountain Rd, South Kent, CT 06785

Tucked on a hilltop in sought-after South Kent, this handsome Colonial offers the kind of privacy and view that rarely comes to market - 14+ acres of quiet woodland framing breathtaking sunset vistas over the Litchfield Hills. Inside, chic interiors balance classic New England character with a modern sensibility. The heart of the home is a true chef's kitchen with soapstone counters, an oversized

Steve Pener William Pitt Sotheby's Int'l

81-B Geer Mountain Rd, South Kent, CT 06785
/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
/40
$1,195,000

$100K PRICE DROP
- 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
/36
$950,000

$100K 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

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