Refine Search
Sort by
112 W Lake Rd Unit 112, Woodbury
$1,495,000
2 Beds ⋅ 2 Baths ⋅ 24185479 MLS ⋅ Woodlake BLDG.
Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake Quassapaug is a private lake with no public access & a 10-mph speed limit, creating an ideal setting for boating, fishing, swimming & year-round recreation. Private beach & dock provide direct water access, while the renovated lakeside cabana offers flexible space for a home office, fitness studio or retreat. Outdoor KIT, BBQ area & multiple patios, including a waterfront terrace, are perfect for entertaining. Renovated in 2020, the home features a beautifully appointed gourmet KIT with premium finishes & seamless flow to inviting living spaces. One of only a select few lakefront homes in Woodbury, it benefits from the town's favorable tax structure while being minutes to historic Main St, acclaimed restaurants & antique shops. Town of Woodbury recognizes 112 West Lake Road and a few other neighboring properties as condominium units. All other homes on the Lake are in Middlebury CT. Rare opportunity to own a fully renovated waterfront home with exceptional privacy, spectacular views & an unparalleled lake lifestyle.

112 W Lake Rd Unit 112, Woodbury

33 Gorham Rd, Kent
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 24167076 MLS
Stunning Contemporary Home in South Kent, just a year old checks all the boxes and offers quiet luxury living on 5 acres with southern exposure and a spring fed pond. The interior light and lofty features vaulted ceilings, wood floors throughout, a fireplace that is gas fired but also easily can be changed to wood burning, 4 bedrooms 3.5 baths with the primary suite on the first floor, a serious cook's kitchen with an attached separate laundry and pantry room. All kitchen appliances are GE Monogram and WiFi enable. Custom made cabinets are found in the kitchen, laundry and bar area as well as in the primary bath. There is also a den perfect for reading, extra guests, or watching movies. Entertaining is a joy thanks to the open floor plan and a lovely screened porch off the dining room and with deck access from the living room the entire length of the house that faces the pond. Beautiful stone walls, a traditional big red barn for 3 cars and tons of storage completes the property. The house has a number of state of the art monitoring systems and the basement with high ceilings is ready to finish should one wish more space. There is room for a pool. This quiet location is close to the Villages of Kent, Warren and Washington and is a quick drive to Lake Waramaug as well as public and private schools. Come turn the keys and escape "busy" and relax in this beautiful home with no worries for a very long time!

33 Gorham Rd, Kent

208 E Hyerdale Dr, Goshen
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 24190133 MLS
Exceptional waterfront opportunity on the highly sought-after east side of Woodridge Lake. Set on a beautiful 0.81-acre lot with direct water frontage, this rare offering captures long lake views from a private 180 sq. ft. deck at the water's edge-an ideal setting for morning coffee, entertaining, or enjoying spectacular sunsets. The property features a 1,522 sq. ft. raised ranch built in 1985, a detached two-car garage, an expansive 928 sq. ft. deck overlooking the lake, and a 264 sq. ft. stone patio, creating exceptional outdoor living spaces. Whether you're looking to renovate and personalize the existing home or envision creating a spectacular custom waterfront residence, this property offers an increasingly rare opportunity in one of Litchfield County's private lake communities. The true value lies in the irreplaceable waterfront setting, desirable east-side location, and the ability to create a legacy property for generations to come. Enjoy all that Woodridge Lake has to offer, including a private clubhouse, marina, four sandy beaches, pool, fitness center, tennis and pickleball courts, and an active year-round community. A rare chance to secure one of Woodridge Lake's premier waterfront locations where the setting is timeless, and the possibilities are extraordinary.

208 E Hyerdale Dr, Goshen

129 E Lake St, Winchester
$1,475,000
3 Beds ⋅ 4 Baths ⋅ 24166368 MLS
A true vacation retreat on the shore of Highland Lake! Rare offering in exceptional condition ready for summer enjoyment. Central AC/heat with an open floorplan offering spacious family and entertaining opportunity. Folding glass doors to large lakefront deck with panoramic views of the water. Original house completely renovated inside and out in 2016, with recent stone patio and fire pit added and lakefront hot tub. Boathouse with full size refrigerator, granite countertop and ample storage at the shore front as well as sandy inlet for swimming and launching. Finished lower level for guests with bath walks out to the lake. Attic level with additional finished private office / rec room. Tucked off a private drive with expansive paved parking / boat storage area, this is the epitome of lake house living.

129 E Lake St, Winchester

8 Tokone Hills Rd, Salisbury
$1,461,000
3 Beds ⋅ 3 Baths ⋅ 24138635 MLS
A MAJOR PRICE REDUCTION, way below build cost. Use the savings to re-do the interior to your desired level. A wonderfully built home, privately tucked away on 5 acres, with sensational Southwestern sunset views. All on one floor, it was superbly built, with premium quality materials and mechanicals. It has a new roof, along with new flooring in many rooms, other interior decorative touches. It has an excellent living design, all on one floor, with wide hallways and doorways. There is a lot of invisible and perhaps overbuilt quality in the structure of the home, from a concrete-based foundation and, main level under-flooring, to the interior, from the basement to the roof. The site and home are sun filled, being built, and designed, with large windows and ceiling skylights, both to 'capture' the sun in the cold months, and 'deflect' it in the warm months. Every room has individual heating controls for the radiant heating that exists on both levels of the home. The home is fully airconditioned, and it is outfitted with business grade (by Comcast), whole house communication equipment, enabling excellent connectivity in every room. The land has a suitable location for a pool, if desired, but is otherwise easy to maintain in its current state. More land is available. The 3000 sqft. basement is ideal for storage, a home theatre, or other uses. Rooms, hallways, and doors are all sized for easy movement throughout the home. Adnl info in public remarks addendum below

8 Tokone Hills Rd, Salisbury

8 Mudgetown Rd, Sharon
$1,450,000
4 Beds ⋅ 5 Baths ⋅ 24071689 MLS
1st Time on Market in 40+ Years. Truly Wonderful 4 Bedroom, 4.5 Bath Totally Chic Period Home with Additions. Property is 12+ Acres & Encompasses Both Sides of a Lesser-Known Coveted Town Road. Less than 1-Minute to Mudge Pond Lake & the Town Beach. The Famous "Twin Oaks" Sharon Land Trust Field is Just Down the Street. Lots to be Discovered here including a Jaw-Dropping Great Room with Fireplace & 20' Ceilings. Main Level Primary Suite includes: Dressing Room, Office, Closeting & Screened Porch. Inviting Library with Fireplace & Antique Beams. Large Dining Room with Fireplace Speaks to an Eat-in Kitchen Bathed in Light. Separate 600 Square Foot 1-bedroom Guest Quarters Above 2-Car Garage. Was $2.495.000 NOW $1.750.000.

8 Mudgetown Rd, Sharon

160 Dugway Rd, Salisbury
$1,435,000
3 Beds ⋅ 3 Baths ⋅ 24174454 MLS
The cheerful chirping of birds, the gentle sounds of the river, and the lush wooded surroundings, all adjacent to protected land and the nearby Appalachian Trail; nature is right at your doorstep. This residence is the latest gem from Lemon Properties, a true work of art that beautifully combines modern sophistication and luxury with its natural environment. Expansive windows allow sunlight to pour into every room, creating a seamless flow between indoor and outdoor living. The main floor features a kitchen with a prep island that opens up to the dining and living areas, complete with a cozy fireplace. A bedroom and a full bath on the first floor are tucked away at the back of the house for added privacy. Upstairs, you'll find the primary suite, which boasts a separate shower and a soaking tub in the bathroom, along with a dressing room. An attached 2-bay garage joins the home through a gorgeous mudroom with natural wood on the walls, further complementing this home with its surroundings.

160 Dugway Rd, Salisbury

18 Curtis Rd, Washington
$1,430,000
2 Beds ⋅ 2 Baths ⋅ 24170610 MLS
Quintessential Country Cottage, a perfect blend of form and forest. Privately tucked away on four acres of natural Connecticut landscape, this custom-built, two-bedroom shingle-style residence is a rare marriage of rugged post-and-beam soul and refined modern luxury. Ringed by ancient stone walls and shielded by a soaring canopy of mature oak, maple, and pine, the home serves as a secluded sanctuary. Following extensive renovation and enhancement by the master craftsmen at West Mountain Builders, every inch of the nearly 2,000-square-foot above grade interior reflects exquisite attention to detail. A studio apartment over the detached garage complete with kitchenette & full bath is ideal for guests or a private workspace. Washington is known for its charming village center, rolling hills, and vibrant cultural scene. Take advantage of nearby destinations, including the shops of New Preston, Lake Waramaug (residents have beach rights), the hiking trails of Steep Rock Preserve, and the renowned Mayflower Inn & Spa. Ideally located near top-rated schools, this home can serve as a full-time residence or a quiet weekend retreat.

18 Curtis Rd, Washington

56 Goldmine Rd, Roxbury
$1,425,000
3 Beds ⋅ 3 Baths ⋅ 24171072 MLS
This cross gabled farmhouse was built in 2006 by its artisan craftsman owner, expanding upon the original foundation of a dwelling previously occupied by the caretaker of Arthur Miller's residence. The home was designed to leverage distant views east that stretch across thousands of acres of forested land to ridgelines in the towns of Woodbury and Bethlehem. The owner harvested and milled trees found locally to construct the flooring, stairs, cabinetry, interior doors and most of the finish moldings, creating exceptional detail and character rarely found at this price point. No less impressive is the handsome and considerable stonemasonry he crafted, surrounding the house and connecting its points of entry to exterior living spaces. All three bedrooms have windows facing the long views with both the primary suite and open kitchen/dining space featuring french doors to the outdoor stone terrace extending toward the panoramic scenery. Magnificent living room with granite framed wood burning fireplace and a flat screen TV cabinet above the mantle that is flanked by built-in bookshelves. Large main level den/office and dedicated pantry with sink, wine fridge and game freezer. Second floor office could also be used for overflow guests. Savor the secret lifestyle sauce located in Roxbury's coveted southeast hill country that has drawn luminaries past and present, including Miller, Monroe, Widmark, Matthau, Calder, McCourt, Hoffman, Rayburn, Reed, Bushnell, Leoni & Ecklund.

56 Goldmine Rd, Roxbury

32 Ferris Estates Rd, New Milford
$1,417,000
3 Beds ⋅ 4 Baths ⋅ 24151073 MLS
Nestled along the shores of Candlewood Lake, this masterpiece of mid-century modern design, blends timeless elegance with waterfront living. The home is a sanctuary of light and space, featuring clean lines, expansive windows, and an open floor plan that invites the outdoors in. Step inside to discover a sunlit open floor plan with warm wood finishes, and panoramic western views of the lake. Beyond, the expansive three season great room blends the inside with the outside, and has direct access to a private front deck. The kitchen is tucked back and, flows seamlessly into the dining area, making it perfect for everything from quiet breakfasts to lively dinner parties. The primary suite, encompassing the second, floor offers a tranquil retreat with the feel of a private tower overlooking the water. The lower level boast a third bedroom, full bath and lakeside access. Outside, your private oasis awaits. Lounge on the spacious deck, or take the steps down to your own dock and enjoy boating, kayaking, or simply soaking in the lake's beauty. The naturally landscaped grounds enhance the home's architectural charm, creating an idyllic setting for relaxation or entertaining. Located in the coveted Ferris Estates community, this property combines privacy with convenience, offering easy access to New Milford's charming downtown, and easy commute to NYC. Whether you're seeking a weekend getaway or a year-round residence, this home captures the essence of lake living.

32 Ferris Estates Rd, New Milford

48 Coach Light Dr, Woodbury
$1,400,000
4 Beds ⋅ 5 Baths ⋅ 24168051 MLS
Gloriously Peaceful, Private, Magnificent views...This exceptional residence among similar spectacular homes welcomes you with a dramatic two-story entry - designed for both refined entertaining and comfortable living. The heart of the home is a beautifully appointed chef's kitchen featuring porcelain countertops with waterfall island and slab backsplash. New 48' Sub-Zero refrigerator & a Sub-Zero 136-bottle wine fridge. Plus built-in professional expresso machine, a coffee-lover's dream! All Wolf appliance suite including a 6-burner gas cooktop, double ovens and microwave. The sun-filled breakfast nook flows effortlessly into the comfortable, inviting family room, where a striking marble fireplace and expansive bay window frame picturesque views of the property and distant hills. A set of sliders open to a large lawn-level deck for summer enjoyment and entertaining. The second floor is highlighted by an extraordinary primary suite designed as a private retreat. Luxurious space features a fireplace, an elegant sitting room, a spa-inspired bathroom with soaking tub, his & hers walk-in closets. Three additional bedrooms with en-suite bathrooms and a large Flex room complete upstairs. Dramatically transformed and enhanced to include all new 7" hardwood radiant floors. The spacious flat, fully fenced yard hosts a beautiful Gunite, heated, salt-water pool and hot-tub waterfall while enjoying the beautiful distant views. Extraordinary - Must See.

48 Coach Light Dr, Woodbury

315 North St, Roxbury
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24163465 MLS
Situated in Roxbury near the Washington border, this quintessential 1960's four bedroom Cape Cod with heated pool, serves as a private sanctuary, harmonizing classic New England architecture with modern refinements. The exterior is characterized by a handsome cedar wood shingle roof and landscape defined by mature trees, rock outcroppings, and vibrant perennial gardens. Outdoor living is central to the property's allure, featuring an inground pool, sprawling 19 x 22 raised deck and screened porch providing a serene, airy environment for three-season relaxation - a natural extension of the interior living space. The heart of the home is the kitchen, a chef's delight featuring high-end Sub-Zero refrigeration and finishes that overlook the lush grounds. The interior is defined by freshly painted walls and gleaming hardwood floors that lead to a coveted primary suite conveniently located on the main level. With a total of two full and two half baths, the home is thoughtfully configured for both privacy and guest convenience. Additional versatility is found in the finished lower level, which currently hosts a private gym and a spacious recreation room complete with its own half bath. This level provides the flexible space necessary for contemporary living, whether used for fitness, media, or a home office.

315 North St, Roxbury

9 Hut Hill Rd, Bridgewater
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24162544 MLS
The Ultimate Turn-Key Bridgewater Village Estate. Experience a masterfully updated turn of the century Colonial that perfectly blends historic charm with modern amenities. Located less than a mile from the Bridgewater Village Store and Town Park, this 4BR/3BA retreat offers a rare "in-town" lifestyle that is also a private sanctuary. Highlighted by over 300 linear feet of new and updated artisanal stone walls, the grounds feature Japanese-inspired plantings, privacy plantings and curated walking paths. The heated gunite pool has been fully updated and refinished, complemented by a new deck and expansive stone patio - creating a resort-level outdoor entertaining suite. The interior boasts a gourmet kitchen, main floor primary option, oversized family room, formal living room and two classic fireplaces. Upstairs you will find three bedrooms, including a second floor primary option and two ample bedrooms. Significant infrastructure upgrades include the addition of central air, extensive exterior work and land leveling along with thoughtful gardens - designed to bloom throughout the warmer seasons. A detached barn features a 600 sq. ft. finished space, providing the ideal footprint for a sophisticated home office, or future potential guest space. Rarely does a property combine this level of historic charm with such extensive, high-end site improvements. A true turn-key 'Classic Connecticut' home in a coveted setting.

9 Hut Hill Rd, Bridgewater

19 Hollenbeck Rd, Cornwall
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24164037 MLS
Escape to a world of absolute privacy and breathtaking natural beauty. Nestled on nearly 60 acres of pristine terrain, this 4-bedroom, 3-bathroom cottage-chalet is more than just a home - it's a self-sustaining lifestyle retreat. Boasting sweeping views, southern exposure, and a perfect mix of open sun-drenched fields and private forest, this estate offers the ultimate country sanctuary. Originally built with a classic chalet character, the home underwent a major addition in 2006, more than doubling its utility. The interior is defined by the organic warmth of wood and tile floors, all kept cozy by a propane-fueled radiant floor heating system. Note the cozy LR with a stone fireplace, the beautiful kitchen with the wood breakfast bar, stone countertops, and a large propane stove. Note the dining area with the wall of windows and a secondary prep area included. With 2,578 square feet of finished space, the home feels both expansive and intimate. Stone patios lead out to meticulously maintained gardens and lawns, all oriented to soak up the southern sun. A dedicated garden area (formerly used for growing hops) is supported by a high-producing additional well nearby, offering incredible potential for a massive vegetable, wildflower, and/or cutting flower garden. Explore your own kingdom on extensive private trails perfect for walking, hiking, and mountain biking through a lush forested canopy, a nearby pond, and rolling fields.

19 Hollenbeck Rd, Cornwall

Candlewood Mountain Road, New Milford
$1,400,000
24138000 MLS
Discover an unparalleled opportunity on an elevated unspoiled lot on Candlewood Mountain Rd, New Milford, CT, where sophistication meets tranquility. For sale for the first time in recent history, this expansive 98 acre lot offers a canvas of possibilities. Envision your dream home or a family compound nestled amidst a gentle rolling landscape that seamlessly blends lush fields with open woods. This exquisite property is ideal for those seeking privacy and tranquility, as it abuts a serene horse farm and utility-controlled land. With direct waterfront access (1,200 ft of frontage) on a private pond, your home will be a sanctuary for relaxation and reflection. Enjoy the privilege of a private pond, providing endless opportunities for waterfront recreation. The enchanting water views add a touch of elegance to this remarkable setting. With the potential to subdivide and over a mile of frontage on two roads, the property adapts to suit your vision. Embrace this rare chance to create an estate that embodies both luxury and nature, set in an idyllic location that promises peace and prestige.

Candlewood Mountain Road, New Milford

75 Buckingham Rd, New Milford
$1,400,000
3 Beds ⋅ 4 Baths ⋅ 24104289 MLS
A Tranquil Hideaway. Exquisitely renovated & re-imagined 3 bed/3.5 bath home on a lush west facing gently sloping hillside surrounded by towering trees and conservation land w/terraces overlooking the verdant lawn & picturesque pond. Heated pool sited by a brook. Mature specimen trees & established perennial gardens dot the landscape. Inside this chic residence are 4 fireplaces, wide-board pinewood floors, plaster ceilings & intricate mouldings creating a timeless elegance w/walls of windows providing light-filled spaces. Gracious entry foyer leads to a fabulous living room w/vaulted ceiling, a wall of windows & WBF w/an airy, pool-side screened porch beyond. Completely renovated eat-in kitchen w/high-end appliances & newly added butler's pantry opens through a Dutch door to a private terrace w/sunset view. Stately dining room w/large marble WBF, exquisite mouldings, & a large bow window along one wall. Just added, 1st floor- ensuite bedroom & chic powder room. Cozy den w/WBF. A breezeway outfitted as a library leads to a sunroom/artist's studio & 2-car garage. Up a handsome staircase, a spacious landing serves as a sitting area. Primary bedroom w/ abundant closets & gorgeous en suite bath w/radiant floor heat. 3rd en suite bedroom/office w/radiant floor heat in new full bathroom. A private enclave yet minutes to the chic shops of New Preston & conveniences of charming Washington Depot and New Milford. Under 2 hours to NYC. Must see this triple mint sanctuary!

75 Buckingham Rd, New Milford

30 Hickory Ln, Roxbury
$1,400,000
4 Beds ⋅ 6 Baths ⋅ 24110540 MLS
This stunning property has undergone an extensive, down-to-the-studs renovation, creating a home that feels brand new. The redesigned layout features a spacious, open-concept great room, complemented by an elegant living room/sunroom with a striking stone fireplace that walks out to the back deck. The chef's kitchen is a showstopper, designed to impress even the most discerning culinary enthusiasts. The main level is home to a luxurious primary suite with a walk-in closet, offering a private retreat. Upstairs, two generously sized bedrooms each come with their own en-suite baths for convenience and comfort. The fully finished lower level offers versatile living space, including a fourth bedroom with its own en-suite bath, a game/media room, a kitchenette, and an addl spa-inspired bathroom for use from the pool. This level could easily serve as a private in-law suite. The beautifully finished barn adds even more appeal, featuring a three-car garage and a studio space above, perfect for creative projects, exercise room or as a private office. Studio is an additional 561+/- sq feet.

30 Hickory Ln, Roxbury

402 Bantam Lake Rd, Morris
$1,385,000
5 Beds ⋅ 3 Baths ⋅ 24114745 MLS
Welcome to 402 Bantam Lake Rd., a one-of-a-kind and majestic waterfront gem located in the private Breezy Knoll Community on Bantam Lake, CT's largest natural lake. This home is particularly special, offering 120 feet of direct lake frontage, an exceptional find in this community where homes are rarely available, making this an extraordinary opportunity. Built in 1945 by the Founders of Breezy Knoll, this grand Greek Revival-style residence stands out as the only home in the community with its own lake frontage and is situated on the largest lot. From the moment you step through the elegant and inviting Columned Portico, you'll notice that the rooms have been designed to maximize the stunning lake views and eastern sunlight. This home beautifully blends delightful 1950s nostalgia with modern updates, offering a truly unique living experience. This spacious home provides 5 bedrooms and 3 bathrooms, promising charm and delight for generations. The main level includes a well-appointed 1950s-style kitchen, a dining room, a den, and a two-story great room with a stone fireplace and double staircases. Additionally, the main level offers two bedrooms and a full bath, providing plenty of room for loved ones and guests. On the second floor, one staircase leads to a large primary suite with a full bath, while the other staircase leads to two additional bedrooms and another full bath. This property is perfect for entertaining, boasting an expansive deck and a light-fil

402 Bantam Lake Rd, Morris

13 Cobble Heights Rd, Kent
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 24037584 MLS
You'll find this Tudor and Stucco style home nestled on 8 private acres with a pond, on a private road in the picturesque town of Kent, CT. The home has 10 rooms including 4 bedrooms, 3 full bathrooms and 2 half baths. A large guest wing has a separate entrance and includes a large living area, a bedroom and full bathroom. There are 3 stunning stone fireplaces with custom designed mantels that provide warmth and ambiance to the living room, kitchen and primary bedroom. There is also a library with custom-built mahogany shelves and a stunning stained glass skylight. The lower level has a large party room with pool table, built in bar and a half bath. A large screened porch on the main level is a serene retreat for relaxing and entertaining. The primary bedroom suite upstairs has a fireplace, bathroom with soaking tub and shower, large studio/office space and a private deck. The second floor also includes 2 additional bedrooms, a full bath and laundry room. You can also access the library from the second floor. Kent has a variety of great eateries, galleries, library, private schools, hiking trails, and Metro North just a few miles away.

13 Cobble Heights Rd, Kent

17 Meadow Ln, New Milford
$1,370,000
3 Beds ⋅ 4 Baths ⋅ 24146856 MLS
Welcome to 17 Meadow Ln in Candlewood Lake Club! The location of this three bedroom, three and a half bath cape affords amazing, far-reaching views of Candlewood Lake. It is perched nicely at the end of Meadow Ln, looking over the clubhouse, with a short walk or golf cart ride down to the beach. Main floor primary bedroom suite with hardwood throughout the entire main floor. Vaulted living room with beautiful stone fireplace. Two Heat & Glo furnace-rated High-Efficiency Direct-Vent Gas Fireplaces. Plenty of natural light and views from the main living area and primary bedroom. Rec area on the lower level with sliders to patio. Two-car garage with workshop behind it. Whole house generator. The deck is a great entertaining space located on the side of the home to take advantage of the lake views. The property includes a mobility lift between the lower level and main level (10 stairs), which is a great option for buyers. This is the one you have been waiting for. Get ready to enjoy the Candlewood Lake Club lifestyle this year and for many years to come!

17 Meadow Ln, New Milford

3 Studio Hill Rd, Kent
$1,360,000
3 Beds ⋅ 3 Baths ⋅ 24165586 MLS
This exquisitely renovated historic saltbox 1741 home in Kent, CT offering 3 bedrooms and 2.5 baths seamlessly blends vintage charm with modern comfort. Original fireplaces, rich wood paneling, and custom built-ins reflect its heritage, while the home is beautifully sited on a gentle rise with a classic fieldstone foundation, surrounded by lush, flower-filled gardens. Designed for both everyday living and entertaining, the light-filled interior features an open kitchen and great room with soaring vaulted ceilings, a convenient first-floor bedroom, and a formal dining room anchored by a dramatic fieldstone fireplace with rare recessed Dutch ovens; an authentic nod to the home's heritage. Modern upgrades including central air and a whole-house generator ensure year-round ease, while multiple living spaces provide flexibility for gathering or a quiet retreat. Outdoor living is equally exceptional. A bluestone patio and expansive terrace create the perfect setting for entertaining, overlooking the private heated gunite pool. Completing the property is a reconstructed guest cottage featuring 1 bedroom, office, and 1 full bath, ideal for guests or extended stays, along with a detached two-car garage. Just minutes from the heart of Kent's vibrant village, this exceptional home offers timeless character with elevated country living.

3 Studio Hill Rd, Kent

060804b Upper Church Hill Rd, Washington
$1,350,000
24102134 MLS
PRIVATE PASTURE HOME. Lot 4: Upper Church Hill Rd (06-08-04C). 20+/- acre (subject to lot-line revision) APPROVED BUILDING SITE. Full site engineering complete for large primary house, garage, guest house and pool. Classic Connecticut farmland, exceptionally private pasture setting. Multiple pastures creating separate fields for buildings and landscape possibilities. WESTERN VIEWS available to New Milford hill ranges and sunset. Ample sunrise to sunset daily light. HOUSE DESIGN: Custom to the Owner. TIMELINE: Design to permitting, 3 months. Construction possible in less than 12 months due to on-site architecture and speed of high-performance home construction. Other Offering amenities include access to 119 acres of trail networks, meadows, woods and farmland. See attachments and photos for further details.

060804b Upper Church Hill Rd, Washington

325 Woodbury Rd, Watertown
$1,325,000
5 Beds ⋅ 6 Baths ⋅ 24101244 MLS
Own a grand architectural gem. This 1926 Georgian Revival slate-roofed brick mansion is impeccably restored to 21st century high standards with 3.33 professionally landscaped acres, a natural pond, specimen trees and gunite pool tucked into flourishing gardens having a hundred year's growth under the loving hands of avid gardeners, all breathtaking to behold. Known as The Lilley House, built for the son of CT Gov. George L. Lilley, the property is in the historic district of Taft School. Features: *Two 4-season porches embrace the home on each end. One accesses the awe-inspiring chef's kitchen complete with a spacious butler's pantry, half bath and office. Continuing through to either the formal dining room or library with fireplace (FP), cross the stately foyer to enter the massive living room with FP which accesses the 2nd porch through two sets of French doors. *The elegant 2nd floor encompasses the primary suite with fireplace, dressing room, luxurious bathroom fitted with steam and 3 bedrooms (1en suite, 2 with Jack and Jill bath, laundry room, walk-in linen closet. *remodeled 3rd floor with a bedroom, full bath, office, living room, kitchenette and large cedar closet. *The basement level boasts a climate-controlled wine cellar able to store 2,000+ bottles. Modern mechanicals: C/A, updated electric, city water and sewer, radiator natural gas heat. This piece of heaven embodies the "divine". Lilley House is a remarkable estate for the most discriminating buyers.

325 Woodbury Rd, Watertown

58 Main St, Salisbury
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 24168328 MLS
Introducing: Charlotte. This lovely 1834 Antique Colonial is perfectly framed in the center of town by a classic New England stone wall. Pristine exterior details, including copper gutters, and a new architectural shingle roof, immediately hint at the exceptional level of care this home has received. Step beyond that wall, and the true magic begins. The impeccably landscaped grounds are a horticultural masterpiece, featuring mature specimen trees, striking Japanese Maples, and a masterfully espaliered evergreen, all set against a lush blanket of blooming purple vinca. It is easy to imagine summer weekends gathered around the generously sized, saltwater gunite pool. Ample patio space makes hosting effortless, inviting friends and family to relax in your own private backyard oasis. Inside, the home will delight any true antique lover. The living room is seemingly built for quiet, cozy evenings, anchored by a warm wood burning fireplace and custom built-in bookshelves. An adjacent sitting room offers a light, bright atmosphere to gather, while a dedicated home office with generous shelving provides the ultimate retreat to finally settle in and write that novel that's been on the back burner for a decade. The formal dining room features beautiful built-in cabinetry for seamless storage, flowing naturally into a kitchen that perfectly balances historic charm with modern function.

58 Main St, Salisbury

566 Maple St, Litchfield
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24163053 MLS
A Vintage Revival! Circa 1756 Historic Saltbox on 7 acres of level, sunny, totally useable acres in the Litchfield CT is completely renovated top to bottom; this is a home that marries the best of both the past and the present for modern living. Preserving the antique details and charm with new baths, a new kitchen and four new out buildings to the property the result is a home that's simple, clean, cozy and encourages outdoor hobbies/activities and offers endless live/work possibilities in a quiet country setting. There are exposed beams, hardwood floors throughout, multiple fireplaces, Plaster walls. Off the side of the house a wonderful stone terrace for entertaining complete with a pergola and a wood burning pizza oven. Take in the views of the open meadow and star glaze at night. A two car garage with gym area above offers tons of storage. A large post and beam barn for equipment could become a studio or guest house. There is even a chicken coop, an Orchard with a variety of apple trees, peach, cherry, and pear trees as well as 600+ different varieties of Xmas trees, a greenhouse, a chicken coop and a pond. There is room for a pool. This is an all American Classic only better!

566 Maple St, Litchfield

354 Rte 7 N, Canaan
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 24100253 MLS
A $2M property for $1.35M Rarely does a property offer such an exceptional combination of historic character, modern improvements, acreage, amenities, & VALUE. Set on 6.29 professionally landscaped acres bordering state and conservation land, this meticulously restored & thoughtfully expanded 1790 residence delivers the lifestyle & substance of a far more expensive property. Offering 4,025 square feet of beautifully renovated living space, the home seamlessly blends historic elegance with modern comfort. High ceilings, four spacious bedrooms, three full baths, six fireplaces, custom built-ins, detailed moldings, & original wide-plank floors-including some measuring an extraordinary 22 inches wide-create a home rich in character & architectural significance. Designed for both gracious entertaining & everyday living, the expansive floor plan includes a formal dining room, library, den, sun-filled great room, & fabulous family room. The main-level family room can easily serve as a first-floor primary suite, offering flexibility for changing needs & lifestyles. Outside, enjoy an inviting in-ground pool, 3-car garage, & the privacy and natural beauty afforded by neighboring protected land. Extensive recent improvements ensure effortless ownership, including a brand-new septic system, renovated kitchen & bathrooms, whole-house generator, spray foam insulation, a new driveway, lightning protection, LeafFilter gutters, chimney caps, a newer roof, substantial landscaping/hardscap

354 Rte 7 N, Canaan

68 South St, Litchfield
$1,300,000
3 Beds ⋅ 5 Baths ⋅ 24124922 MLS
In the heart of historic Litchfield CT, this 2004 colonial sits on a private 1-acre flag lot a short walk to the Green. 4,065sqft with an open, light-filled layout, 9ft ceilings, and wide-plank white oak floors. The great room with fireplace connects to the 2023 kitchen with granite counters, GE Cafe appliances, a Viking wine fridge, and a Miele steam oven. A library with a 16.5ft cathedral ceiling has radiant heat. A powder room with brick courtyard tile, a laundry with granite-effect tile and large sink, and a mudroom with a half bath complete the main level. Upstairs, the primary suite has a tray ceiling, Italian-tiled bath with radiant heat, and plumbing for a spa tub. 2 additional en-suite bedrooms have custom-tiled baths (1 with spa tub). A 400sqft bonus room with window seats sits over the 3-car garage.The 1,600sqft walkout basement (8ft ceilings, historic windows) suits a gym, office, or apartment. Exterior features include a columned entry with granite steps, red brick walkways, 46 Woodwright windows with custom trim/shutters, a paved 24ft driveway with turnaround, and a 3-car garage with 10ft bays, workshop, and masonry floor. A private deck, hot tub, landscaped gardens, evergreens, and fieldstone walls create a quiet in-town setting.Systems: 4-zone geothermal on the 1st floor; oil furnace with AC upstairs; rubberized basement walls; 20-gpm well; city sewer; 240V outlets; insulated attic;Recent updates: GAF roof (Oct 2024), , fresh Benjamin Moore exterior paint.

68 South St, Litchfield

337 Romford Rd, Washington
$1,280,000
3 Beds ⋅ 3 Baths ⋅ 24120706 MLS
A Storybook Stone Cottage with 2000+/- feet of frontage along the Shepaug River. Step into a fairy tale with this enchanting stone cottage, where timeless charm meets natural beauty. The welcoming front terrace with wood-burning fireplace sets the stage for outdoor gatherings, all while the soothing sound of the Shepaug River echoes in the background. Inside, the warmth continues with 2 additional stone fireplaces anchoring the Living and Dining rooms. The main-floor primary suite opens directly to a private back terrace-perfect for morning coffee. Upstairs, 2 additional bedrooms share a full bath and an office nook. Follow the extensive trail system to the handcrafted stone steps into your own private swimming/fishing hole in the river. This is a truly rare and magical retreat, located on an officially designated scenic road. The property in fronted by a 500 foot stone wall and offers direct access to miles of walking/mountain biking and borders Steeprock Land Trust. Just minutes from Lake Waramaug's beach access and the charming villages of New Preston, Washington Depot, Bantam, and Litchfield. Indoor tennis at Rumsey Hall School is just a short walk away, and the property's extensive trail network invites year-round exploration. Did I mention the outdoor pizza oven?

337 Romford Rd, Washington

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!