luxury real estate for sale Lakeville, United States

Meet Daphne - an 1865 farmhouse brimming with old-world charm on the exterior, yet step inside and it's clear that great care was taken to weave in modern touches throughout. The mudroom offers a lovely, tidy landing spot - complete with a door to close off when you'd rather hide the mess - perfect for dropping outdoor gear, with custom moulding details that make it beautiful enough to welcome guests, too. The first floor provides plenty of gathering space: a dining room with custom mouldings, and a library with built-in bookshelves - an excellent spot to connect with company when they pop through town. But the great room is where the wow factor lives. A thoughtful combination of living room and kitchen, this is the true heart of the home. Soaring ceilings, a wood-burning fireplace, and ample windows flood the space with natural light. The oversized kitchen island offers eat-in counter seating and generous storage. Also on the first floor: an en-suite primary bedroom with vaulted ceilings, whitewashed walls, and a large custom-built walk-in closet. Upstairs, three additional bedrooms and a spacious full bath - featuring both a soaking tub and a glass-enclosed shower - offer plenty of room for guests. Outside, the backyard is a sweet retreat: a bluestone patio, stone walls, and a fully fenced area for furry friends. A garden bed invites you to try your hand at growing your own vegetables, and just up the hill, the perfect firepit spot awaits for star-filled summer evenin The location will leave you feeling spoiled. You're just two minutes from the heart of Lakeville and Salisbury. The beloved rail trail has an access point right across the street - a local favorite for walking, running, and biking. Only minutes from Lakeville Lake and Twin Lakes for swimming, boating, and community gatherings. In winter, head to the hills - Catamount, Butternut, and Mohawk are just 20 minutes away. And enjoy easy access to nearby private schools: Salisbury, Millbrook, IMS, and Hotchkiss.

The Art of Salisbury Living There is a timeless rhythm to life in Salisbury-where historic beauty meets a relaxed, sophisticated countryside pace. This property puts you at the very center of it all. Set well back from the road on an expansive village lot, this classic 3-bedroom Cape offers a rare combination of secluded privacy and walkable town convenience. The home has been thoughtfully reimagined for modern life, featuring a recently renovated kitchen and beautifully updated bathrooms, all framed by full air conditioning for year-round comfort. Spend your mornings sipping coffee on the deep front porch as the mist lifts off the Litchfield Hills, or stroll directly across the street to the iconic White Hart Inn. In the evenings, retreat indoors to unwind by the cozy living room fireplace, or host dinner on the private rear patio. Complete with ample parking and a sprawling lawn, this property represents the very best of elegant, small-town New England living.

This is one of the most stunning medium-sized land parcels in NW Connecticut. It's primarily an open field, part of a horse farm, with a tree lined entrance and a 180 degree view of the Taconic mountain range from south to north. Set well off the main road, the building site is relatively flat, with an attractive fence at the perimeters. It's a blank canvas waiting for the right buyer with vision and a sense of pride in the surroundings. Plenty of space for a pool and/or tennis courts, barns, other outbuildings - whatever may be desired, and no tree clearing is necessary. Imagine having this view every day, especially with the colorful fall foliage!

This beautifully maintained 2-bedroom, 2.5-bath Lion's Head condominium offers comfort, style, and convenience. The inviting living room features custom shelving, a propane fireplace, and sliders opening to a private deck overlooking a peaceful wooded setting with southern exposure. The updated kitchen is equipped with stone countertops, a prep island, and high-end Bosch appliances, including a range and microwave/convection oven. A dining area with vaulted ceiling and skylight adds to the bright, airy feel. Upstairs, both bedrooms feature vaulted ceilings, including a spacious primary bedroom with ensuite bath and generous closet space. Laundry area is conveniently located on the upper level. Additional highlights include central air, engineered wood flooring, and attached one-car garage. Community amenities elevate the lifestyle with a pool and tennis court, and the central location allows for easy access to town. Recently paved roads and driveways throughout the complex reflect pride of ownership in this well-maintained and highly desirable association. Located near private schools, lakes, the Scoville Library, skiing, hiking, shops, restaurants, and Metro-North service at Wassaic.

A lovely, mature perennial garden greets you as you enter this beautifully designed 3-bedroom, 3-full-bath condominium situated in the most private area of the Lion's Head complex. At almost 2,000 square feet, this unit is one of only 3 units that offer this amount of luxurious space. Spanning two thoughtfully planned levels, this home features glowing engineered wood flooring paired with 3 zones of cozy radiant in-floor heating. The dramatic living room boasts a soaring cathedral ceiling, bookshelves, custom built-ins, and wood-burning fireplace with a beautiful stone surround and hearth. A glass door leads out to a private deck- perfect for effortless entertaining. Nearby, the sunny, spacious kitchen comes with a vaulted ceiling, durable Corian countertops, custom built-ins, and large dining area. Tucked away on the main floor for maximum convenience is the primary bedroom featuring two generous walk-in closets and a full bathroom complete with a jacuzzi tub and separate shower. Also on the main level is the second bedroom which can be used as a den or guest area with a full bathroom nearby. Upstairs, a sky-lit loft creates an ideal setting for a home office or exercise space. The upper level also houses a third bedroom and ensuite full bath.

From the moment you turn down the long, meandering driveway, you can sense you are approaching something truly special. Arriving at Water's Edge, on 13 private acres, the home with its classic barn, charming outbuilding, and circular drive initially presents a modest front, but an incredible surprise awaits. The true gravitas of this property reveals itself the moment you step outside. The home is perfectly oriented to draw your eye to the magnificent backyard, where the pristine waters of Lake Wononpakook serve as your direct backdrop. Here, a private dock stretches out into the water as kayakers gently float past. Transitioning inside from the water, a beautifully rounded, private stone patio leads into a quintessential screened porch, the exact spot where, let's be honest, you'll be spending most of your evenings. Inside the main residence, the exceptional level of care and detail that went into its construction is immediately apparent. Built just 30 years ago, which we affectionately refer to as a "new build" here in Litchfield County, the interior offers a highly flexible floor plan. The main level features light filled common spaces, including a dining room and a living room, both oriented to frame the lake views and anchored by a cozy wood-burning fireplace. The kitchen is a natural gathering hub, complete with ample counter space for meal prep and a generous breakfast bar for entertaining. Just beyond, a thoughtful back pantry area offers additional built-in cabinetry storage alongside a full laundry and mudroom space. The front foyer makes a dramatic first impression with soaring ceilings and expansive walls designed to showcase artwork of great scale. To one side sits a bright home office featuring built-in desks and large windows that flood the room with natural light. A grand staircase invites you to the upper level, where you'll find a truly showstopping family room or library. Defined by soaring ceilings, a propane fireplace, and custom built-in bookshelves, the space immediately tempts you to grab a book and stay awhile. The main floor also thoughtfully hosts a second lake facing office, a comfortable guest bedroom, and a full bath. Accessible via a separate staircase for ultimate privacy, the primary en-suite bedroom is both functional and charming. It features a wood-burning fireplace, built-in storage, and some of the most captivating elevated lake views in the entire house. The large en-suite bath is beautifully appointed with dual pedestal sinks and a soaking tub. Two additional unique bedrooms round out the second-floor accommodations, each boasting integrated built-in desks and storage. Outside, a level, manicured lawn wraps around the residence. The classic barn provides excellent storage while effortlessly checking the "I have a house in the country, so I need a barn" box. Directly adjacent, a private sport court stands ready for the basketball enthusiast in your life. Completing this exceptional compound is a secondary detached outbuilding. Fully equipped with both heating and air conditioning, it offers the ultimate flexible escape-ideal for a private fitness studio, a workspace, or simply a place to hide when the entire extended family decides to visit your spectacular new lake house.

Set on just under six acres along one of Salisbury's most scenic roads, The Bunker Hill House is a true one-of-a-kind property. A seasonal haven for accomplished artists since its construction in the late 1970s, the three-bedroom, two-bathroom home is defined by imaginative architecture and thoughtful design. Originally constructed using repurposed metal Agway barns, the home itself is an expression of creativity. At its center, a light-filled entry way connects the home's two wings. Skylights overhead fill the space with natural light, while French doors open to a private dining porch nestled among seasonal gardens. The south facing wing is split between two levels. Downstairs, a welcoming living room features a custom bow window, wall-to-wall bookshelves, and a wood-burning fireplace. Upstairs, the primary suite offers its own fireplace and an ensuite full bathroom. The northern wing centers around a bright kitchen with high ceilings, an eat-in dining area, and a window bench. Beyond, the library is one of the home's defining spaces, with custom floor-to-ceiling bookshelves lining three walls and a large picture window overlooking the front gardens. Across the hall, an octagonal bedroom opens onto a private porch, while an adjoining office leads to the home's third bedroom. Rising above it all is the octagonal viewing tower, where expansive windows frame sweeping views of the gardens, surrounding hills, and distant mountain ranges. Outside, the landscape has been carefully cultivated over decades. A fenced-in garden with raised garden beds, fruit trees, fern groves, and established perennial gardens makes the property both beautiful and functional throughout the seasons. As a final expression of the property's playful and creative spirit, a staircase climbs to the summit of The Big Rock, revealing a new point of view- in many ways, perhaps. Offering exceptional privacy just minutes from the center of Salisbury, the property is within walking distance of the Lion's Head Trail and provides easy access to the area's celebrated lakes, dining, and shopping. Equal parts home, retreat, and creative sanctuary, The Bunker Hill House is a special home in a special part of the world. Offered As-Is.

Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your custom home perched to take advantage of the serene surroundings-a place to unwind, reflect, and reconnect with nature. Ideally located near some of the Northeast's most prestigious schools, including The Hotchkiss School, Indian Mountain School, and Salisbury School, the property offers both a peaceful lifestyle and educational excellence. Outdoor enthusiasts will find themselves minutes from the Appalachian Trail and the Housatonic River, a destination prized by fly-fishing aficionados. Despite its tranquil setting, the property is conveniently located just two hours from New York City and only 25 minutes from the Metro-North station in Wassaic, NY. Your private escape awaits in the heart of Litchfield County.

Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary tailored to your lifestyle. Property Highlights: * Historic Brick House: Built with care by the original owner, this home offers a solid foundation for restoration and customization. * Expansive Acreage: Over 20 acres of diverse landscapes, featuring open meadows and partially wooded areas with nature trails, perfect for outdoor enthusiasts. * Breathtaking Views: Enjoy serene long views of Mudge Pond, complemented by the enchanting spectacle of sunsets. * Privacy Meets Convenience: Positioned adjacent to protected lands, ensuring tranquility, yet conveniently close to the charming village of Sharon and the esteemed Hotchkiss School. * Additional Structures: Several outbuildings present on the property offer a multitude of uses, from workshops to storage or a number of garage bays. Whether you're drawn to the allure of a restoration project or the appeal of the land's natural beauty, 400 Gay Street is a canvas for your imagination.

Tucked away on five private, professionally landscaped acres, this reimagined charcoal A-frame blends dramatic architectural style with refined modern living. Completely transformed from top to bottom, the residence features crisp new windows that flood the open interior with natural light, brand-new flooring throughout, and a brand-new kitchen designed for effortless comfort. The home's open layout flows seamlessly onto an expansive deck, perfect for outdoor dining or taking in the peaceful, scenic outdoors. Practical amenities abound with a spacious circle driveway for ample guest parking, plus a massive 1,200+ square foot detached 3-car garage with dedicated shop space-ideal for creators, hobbyists, or extra storage. Just two minutes from historic Falls Village-one of Connecticut's most charming small towns-offering cozy local eateries, immediate access to the Appalachian Trail, and the natural beauty of Great Falls. All the while, less than 30 minutes from Metro North train station!

Build your dream home on this 9.33-acre parcel in the highly sought-after town of Salisbury, CT. Set on a scenic country road in the picturesque Northwest Hills, the site features completed engineering for a 3-bedroom residence, with the potential for a larger home. This property offers a quintessential New England lifestyle just minutes from prestigious private schools and bucolic villages. Enjoy the perfect balance of rural tranquility and premier access to the area's rich cultural heritage, lakes, outdoor recreation and world-class motorsport events at the historic Lime Rock Park. A perfect, blank canvas awaits your architectural vision.

This 1850 Antique home has been proudly cherished and meticulously cared for by the same family for 59 years. It is ready to be passed on to the next owner to enjoy all the beauty, cultural activities & outdoor recreation the coveted NW corner of Litchfield County provides. Proximity to the renowned Lime Rock Park Racetrack is sure to please automotive enthusiasts. Nearby prestigious private schools make this an ideal primary dwelling, or a weekend escape to rest & recharge. Upon entering the large living room, one immediately feels the warmth with wall to wall carpeting and a fireplace. An additional den/sitting room w/fireplace compliments the living area. A country styled, eat-in kitchen w/pantry area, tile floor, ample cabinets & large picture window is inviting. For more lively family gatherings, there is a formal DR w/french doors leading to a spectacular sun porch with walls of windows creating a tranquil, relaxing ambiance, flooded with natural sunlight. The upper floor has a primary bedroom with large, built in closets, a full bathroom with tub and a 2nd bedroom. The concrete floor basement has a full bathroom w/shower stall, utility sink & laundry with entrance to a one car attached garage. Oil steam boiler recently rebuilt & serviced regularly, chimneys repointed, heightened & capped, new water tank 2024. There is an outdoor storage shed on the property. Come see for yourself this special property & all it has to offer!

In the heart of Millerton, where charm, history, and community come together, this distinctive 1870 residence offers approximately 2,888 square feet of warm and gracious living space. Thoughtfully expanded in 2008, the home features four bedrooms, two full baths, and a conveniently located half bathroom on the first floor, blending original character with spaces designed for modern living. The addition introduces a beautifully scaled, light-filled living room with hardwood floors, multiple windows, and a wood-burning brick fireplace. Generous yet welcoming, it is a natural gathering place for quiet evenings at home, time with family and friends, and effortless entertaining. The primary bedroom is a retreat of its own, distinguished by high ceilings, beautiful proportions, and a second wood-burning brick fireplace. Three additional bedrooms provide space for family, guests, a home office, or creative pursuits, while the finished basement adds valuable extra living space for recreation, work, or relaxation. Outside, a covered front porch welcomes you home, while the rear deck, private backyard, and bluestone patio with a third brick fireplace create inviting spaces for morning coffee, outdoor dining, and relaxed evenings beneath the trees. Millerton’s cafés, restaurants, shops, The Moviehouse, village park, and the Harlem Valley Rail Trail are all within walking distance. Rich in character and thoughtfully expanded, this special home offers historic beauty, modern comfort, and the ease of life in a close-knit village community.

A Premier Estate Parcel Ready for Immediate Construction This exceptional 33.9 acre property on Beaver Dam Road-one of the most scenic addresses in Salisbury-offers a rare opportunity to create a private estate of lasting beauty and value. Surrounded on two sides by protected land, the property enjoys a remarkable sense of privacy and quiet, while being just minutes from the town center. The land itself is a harmonious blend of open hayfields and mature trees, highlighted by a historic copse originally commissioned over a century ago by Frederick Law Olmsted, the renowned landscape architect of Central Park. The setting is both pastoral and refined, with long views, curated plantings, and a serene natural character that evolves beautifully through the seasons. Over the past two years, the current owners have undertaken an extensive series of improvements. A private homesite has been carefully positioned deep within the property, far from the road, offering the ideal location for a one- or two-story residence. A foundation has already been poured, and all the essential infrastructure is in place-underground electric, a high-yield well, approved septic systems for both the main house and a separate carriage house, propane tanks, and whole-house generators-allowing for immediate construction. A stucco carriage house, thoughtfully designed to complement neighboring architecture, stands near the entrance to the property. It's perfectly suited for use as a guesthouse, caretaker's quarters, or rental. A professionally cleared and graded driveway winds nearly a mile through the woods, where foresters have preserved and pruned a remarkable collection of native trees including oaks, maples, cherries, basswood, and pines. New landscaping adds visual interest and seasonal color, with plantings such as scarlet oaks, hornbeam, crabapples, hydrangeas, and roses. A hoop house on the property allows for year-round gardening and plant overwintering. With ample space and infrastructure to support additional structures-whether a swimming pool, tennis court or barns,-this property offers unmatched potential. The hard work is done and it is ready for you to build your dream estate. This is a rare offering in one of Litchfield County's most desirable locations-a chance to realize your vision immediately on a property that's already prepared to welcome it.

This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic. Drive-bys are welcomed, but please do not pull in the driveway without a confirmed appointment.

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Drive-bys are welcomed, but please do not pull in without a confirmed appointment.

This affordable 5 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south southwest to the south southeast. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or even a guest house. This lot has been subdivided from a larger parcel, and the assessed value and taxes are TBD because this is a new subdivision.

This affordable 5.03 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south to the south southwest. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or even a guest house. Hardly any clearing required. This lot has been subdivided from a larger parcel, and the assessed value and taxes are TBD because this is a new subdivision.

Luna Sloop Cottage. Tucked into the hillside, this enchanting 2 bedroom bungalow with water access is the perfect wooded sanctuary situated near Mudge Pond. From the moment you step inside, you are enveloped in warmth by the gorgeous wood features that stretch across both the floors and in the distinctive ceiling mouldings, showcasing classic New England craftsmanship. The heart of the home is a beautiful open living and dining area centered around a rustic fieldstone fireplace, creating an inviting, cozy atmosphere perfect for crisp autumn evenings or peaceful winter nights. Beyond the main living space, a large, heated enclosed porch expands your square footage and offers an incredibly versatile bonus area. Flooded with natural light and usable all year round, it serves as the perfect sunlit home office, art studio, or peaceful secondary lounge overlooking the trees. Just outside your door, the magic continues. This location is perfect for outdoor enthusiasts, where you can easily launch your canoe or kayak for a quiet morning paddle, fish, or simply soak in the lakeside tranquility. Melding secluded privacy with easy access to Sharon's historic town center, this very special property is a rare find and ready for its next chapter. Minutes to the Sharon Land Trust hiking trails, farm to table restaurants, and endless outdoor activities - biking, skiing and much more. Close to area private schools. 2 hours to NYC.

This newly constructed 4 bedroom 3.5 bath modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled with seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishings. Whether entertaining or the desire for quietude, there are spaces to accommodate everyones needs..an Adirondack room off the kitchen, an intimate patio setting, huge deck & a delightful entertainment room with walk-out to a large patio. The great room has a 28ft ceiling, stone surround wood-burning fireplace & a ton of ambiance. Paneled walls & a gas fireplace in the 1st flr bedroom/library add a level of comfort & warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony & absorb the feeling of "en plein air". Private & public schools, train, medical facilities, riding trails, shopping, all within minutes. Enjoy hiking and biking trails, kayak, play, fish in our many lakes, rivers & streams. Rich in culture, our beautiful Litchfield Hills, Berkshires & the Hudson Valley have ample farm markets, country fairs & restaurants serving farm-to-table fare...just some of the perks. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively

This stunning 29+ acre lot is part of a subdivision from a much larger parcel. It has a new access from the road. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you up to a secluded open meadow high on a hill with protected views to the west northwest. New perc tests have been completed and approved. This is a special site, with no clearing needed, and you don't have to hike to be amazed by the primary home location with the view. Most pictures are taken from ground level and only 15' up (the average height of a second floor). More photos available on request. Assessed value and taxes are TBD because this is a new subdivision.