Lakeville Real Estate

Welcome to Lakeville, a picturesque gem nestled in the heart of Salisbury, Connecticut, within the enchanting Litchfield County. Known for its stunning landscapes and rich history, Lakeville offers a unique blend of rustic charm and modern convenience, making it an ideal place to call home.

Surrounded by the breathtaking beauty of the Berkshire Mountains and the serene waters of Lake Wononscopomuc, Lakeville is a haven for outdoor enthusiasts. Residents enjoy a plethora of recreational activities, from kayaking and paddleboarding in the summer to hiking and skiing in the winter. The area boasts an array of scenic trails and parks, providing ample opportunities for family picnics, leisurely strolls, or invigorating hikes.

Lakeville’s vibrant community is characterized by its warm, welcoming atmosphere. The charming downtown area features a delightful mix of local shops, cozy cafes, and artisanal eateries, creating a perfect setting for socializing and enjoying the local culture. The community is also home to the renowned Hotchkiss School, a prestigious preparatory institution that draws families seeking quality education.

Cultural enthusiasts will appreciate the nearby art galleries and theaters, showcasing local talent and hosting various events throughout the year. The annual Lakeville Arts and Crafts Festival is a highlight, bringing together artisans and visitors for a celebration of creativity and community spirit.

With its idyllic setting, strong sense of community, and abundance of recreational opportunities, Lakeville is more than just a place to live; it’s a lifestyle. Discover the charm of Lakeville and experience the perfect blend of tranquility and vibrancy that this enchanting neighborhood has to offer.

Newest Listings in Lakeville

$915,000

4 Beds ⋅ 3 Baths ⋅ 24203167 MLS

Introducing: Penelope. This home unlocks a new tier of Lakeville living. Set in one of the town's most coveted, close to everything neighborhoods, it places the lake, town parades, bike path, and local dining right at your fingertips. The location is almost secondary to the house itself: this might just be the best-maintained home we've ever seen, with no detail too small to be thoughtfully reimagined. Inside, natural light floods the oversized living room, framing garden views where you can lounge on the couch and watch hummingbirds flit between flowers. The adjacent dining room provides a flexible space, accommodating a boisterous dinner parties just as easily as tea for two. In the kitchen, fresh paint, updated appliances, and pearl hexagon backsplash offer ample workspace for your resident chef. If your chef has unexpectedly retired, dinner at Fern or White Hart are just moments away. Updated floors and fresh paint enhance the main floor, anchored by a primary suite featuring generous closets. Attached is an elegantly designed bath with charming black and white penny tile. Two additional main floor bedrooms and full bath easily give you flexibility as guest quarters or a quiet home office. Downstairs is where you will likely gasp, "There's more?" Positioned right off a heated two-car garage that makes cold New England mornings officially a thing of the past, the laundry room is so cheery you'll actually volunteer for an extra load.

30 East St, Salisbury

$4,275,000

4 Beds ⋅ 5 Baths ⋅ 24200461 MLS

Set on 7.06 acres in a premier Salisbury location, this custom-built modern farmhouse, completed in 2022, captures sweeping western mountain views across a beautiful pastoral landscape. Designed for exceptional one-floor living, the home is filled with natural light and thoughtfully oriented to take full advantage of its remarkable setting. At the heart of the home, a dramatic vaulted great room with exposed beams, a propane fireplace, and expansive walls of glass opens to the dining area and kitchen, creating a bright, inviting space with mountain views always in sight. The spacious kitchen features a large center island and adjoining butler's pantry, ideal for both everyday living and entertaining. The home offers four bedrooms, including a private primary suite with spectacular views and a light-filled, spa-like bath with a freestanding soaking tub and marble shower. Additional bedrooms also enjoy abundant natural light and views of the surrounding landscape. A dedicated fitness area provides additional space for recreation and wellness in the lower level. The lower level can be finished to accommodate more living space. Outside, professionally landscaped grounds surround the home, with broad lawns, open meadow, a heated gunite 16 x 50 pool and spa, and multiple areas for outdoor living-all set against an extraordinary mountain backdrop. House includes an auto-testing generator.

360 Taconic Rd, Salisbury

$1,950,000

5 Beds ⋅ 4 Baths ⋅ 24194898 MLS

Welcome to The Parsonage, the Colonial style house that was built for the Salisbury Episcopal Church pastor in 1964. It sits among a beautiful and desired stretch of New England homes on Main St. and has been very recently gut renovated both inside and out including mint 3 zone HVAC system, heated salt water pool, plumbed Carriage House to the back with Belgian Block driveway. Sitting on 1 horizontal acre, it has gorgeous forest and mountain views. The expansive chef's kitchen has all Bosch appliances.The dining and living rooms are banked by windows and French doors open to the flagstone and stone terrace large enough for dining and sitting areas. A wood burning fireplace anchors the generously proportioned living room which includes built in shelves making it warm and cozy during the winter months. The ample foyer stretches back to an office with shelving, a full bath and downstairs bedroom. Linking it all is a dry bar which connects with the kitchen, pantry/mud room and 2 car garage to the back. Upstairs is the primary bedroom with a full bath and walk in closet, another en-suite bedroom and two other bedrooms that share a full bath. For greater convenience is a laundry room situated on the 2nd floor. Outside is a broad yard punctuated by a beautiful heated, salt water, gunite pool with an automated cover and a charming out building used as a garage and storage. Just 20 minutes to the train to NYC and a short distance to Tanglewood and a multitude of cultural treasures.

72 Main St, Salisbury

$1,645,000

4 Beds ⋅ 3 Baths ⋅ 24190420 MLS

Timeless New England Charm on Coveted Wells Hill Road Dating to circa 1850, this beautifully preserved country home is a quintessential Lakeville retreat, blending historic character with the relaxed elegance of Litchfield County living. Set on two open, level acres and bordered by protected land, the property enjoys exceptional privacy, pastoral views, and a peaceful sense of permanence. Inside, the home offers four bedrooms and three baths, with warm, inviting spaces that celebrate its historic roots while accommodating modern living. Original architectural details, generous rooms, and abundant natural light create an atmosphere that is both welcoming and timeless. Outdoors, the property is designed for making the most of every season. An in-ground swimming pool anchors the landscape, while a charming gazebo provides the perfect setting for afternoon gatherings, evening cocktails, or quiet moments overlooking the expansive grounds. With protected acreage as your backdrop, the setting feels remarkably private and serene. Ideally located on one of Lakeville's most desirable country roads, 461 Wells Hill Road is just minutes from the village centers of Lakeville and Salisbury, Lake Wononscopomuc, hiking and biking trails, acclaimed private schools, and the vibrant cultural and culinary offerings of the Northwest Corner. Whether as a full-time residence or a weekend escape, this is a rare opportunity to own a classic Connecticut country property in an extraordinary setting.

461 Wells Hill Rd, Salisbury

$1,975,000

4 Beds ⋅ 4 Baths ⋅ 24185847 MLS

Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal dining room and onward to the welcoming living room, where a wood-burning fireplace and French doors open to the outdoor patio. A generous covered porch provides the perfect setting for relaxing summer afternoons while overlooking the thoughtfully landscaped grounds. The backyard is a true highlight, featuring a heated saltwater pool surrounded by mature plantings, creating a private retreat for swimming, entertaining, or simply enjoying the peaceful surroundings. An attached two-car garage and oversized mudroom add everyday convenience and practicality. Although tucked away in a serene setting, this exceptional property is just minutes from the charming villages of Lakeville and Salisbury, offering easy access to local shops, dining, recreation, and cultural attractions. Enjoy the perfect balance of privacy, comfort, and Litchfield County charm.

243 Wells Hill Rd, Salisbury

$795,000

2 Beds ⋅ 2 Baths ⋅ 24181900 MLS

Bright & Accessible One-Floor Living with Year-Round Sunporch - Just Minutes from Town! Welcome to effortless, sun-drenched living in this pristine single-story home. Designed for comfort and convenience, featuring a radiant living room bathed in natural light and cozy wood burning fireplace, perfect for relaxing or entertaining. Seamlessly connected is a formal dining room that sets the stage for memorable gatherings.The heart of the home extends into a spectacular, heated year-round sunporch and outdoor summer terrace. This versatile space offers a tranquil retreat to enjoy your morning coffee or unwind with a book, no matter the season. A separate, cozy den provides the ideal footprint for a quiet home office, media room, or library. The thoughtful floor plan boasts two spacious bedrooms and two full baths, including a primary suite designed for ultimate privacy with door to backyard and endless closet space. Zero stairs to navigate, every corner of this home maximizes accessibility without compromising on style. The convenience of an attached garage leading directly into the kitchen for easy access. Situated in a highly desirable neighborhood on the edge of the village of Lakeville, you will enjoy easy access to the villages of Salisbury, Sharon and Millerton, NY.

33 Wells Hill Rd, Salisbury

$795,000

4 Beds ⋅ 2 Baths ⋅ 24182169 MLS

Nestled on 1.13 picturesque acres between Salisbury and Sharon, this exceptional circa-1850 residence blends timeless New England character with modern comfort. Offering 4-5 bedrooms and 2+ full baths, the home features classic architectural details, two inviting wood-burning fireplaces, a newly installed propane-fired heating system, double-pane insulated windows, and a generator for added peace of mind. Designed for both relaxation and entertainment, the property boasts a spectacular 48-foot screened porch, a spacious second-floor bonus room, and an attached two-bay garage. Outside, a beautiful level lawn extends to approximately 378 feet of frontage along Salmon Kill Creek, complete with a private swimming hole. Ideally located just minutes from the shops and restaurants of Salisbury and Sharon, as well as Sharon Hospital, this historic and highly desirable area offers year-round recreational opportunities, including hiking, skiing, golfing, and access to Lakeville Lake. The property is also conveniently situated near several renowned private schools. Automotive enthusiasts will love the proximity to Lime Rock Park. A rare opportunity to own a classic country home in one of the Northwest Corner's most sought-after locations.

28 White Hollow Rd, Salisbury

$285,000

24173451 MLS

Build Your Dream Home on Red Mountain Road Embrace the opportunity to own a magnificent 2-acre building lot nestled amidst the pastoral beauty of Red Mountain Road. This prime parcel of land is surrounded by high-end properties, offering a canvas for your architectural aspirations with sweeping views of the Taconic Range and Canaan Mountain. Imagine waking up to breathtaking sunrises and winding down to stunning sunsets, with nature's grandeur as your daily backdrop. The property presents multiple potential building sites, each promising a unique perspective of the surrounding landscape. Preliminary designs for various house configurations are available to inspire your vision. Significant site work has been completed to pave the way for your future residence, including clearing, demolition of a derelict house, and the installation of a driveway featuring a Town-approved wetland crossing. Access to underground utilities is readily available, ensuring a seamless transition into your new home. This lot is not just a piece of land; it's a promise of a lifestyle enveloped in serenity and luxury. Don't miss the chance to build your custom retreat in a location that offers both privacy and prestige. Close to our local schools, both private and public.

14 Red Mountain Rd, Salisbury

$2,785,000

4 Beds ⋅ 4 Baths ⋅ 24167844 MLS

Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning fireplace anchors the open living and dining areas. The main level centers around a new primary bedroom suite with an oversized walk-in closet and luxurious ensuite bath featuring a soaking tub and glass enclosed shower. A second bedroom and full bath complete the first floor's thoughtful layout. Upstairs, two additional bedrooms, a full bath, and an alcove provide flexible space perfect for an office or lounging area. The four-bedroom layout maximizes both privacy and functionality throughout. Outdoor living includes a screened porch, dining terrace, and wood deck with amazing lake views. Set in a private community with direct lake access and shared beach on Lakeville Lake, this Northwest Connecticut retreat sits minutes from Indian Mountain School, Hotchkiss, and the towns of Lakeville, Salisbury, and Millerton.

40 Canterbury Ln, Salisbury

$499,912

4 Beds ⋅ 2 Baths ⋅ 24159845 MLS

Seller says brings offers!! Conveniently located, this beautifully maintained four bedroom home with two full baths located on the corner of Perry Street and Farnum Road, just a short distance to Lake Wononscopomuc and downtown Lakeville. First floor offers a spacious country kitchen with great counter and cabinet space & laundry, large dining area with bright living space and woodstove, an additional living room space, two large bedrooms with double closets, office and a full bath. Upstairs are two more bedrooms and a full bath with a claw foot tub. Very nice hardwood floors throughout this home. Walkout basement with storage and a one car garage. This home has private parking on both Perry Street and Farnum Road. Relax outside on the slate patio. Nestled in the Northwest Corner, this home is just a short distance from Lakeville Lake, downtown Lakeville, Salisbury and Millerton. All room sizes are approximate.

2 Perry St, Salisbury

$1,650,000

2 Beds ⋅ 3 Baths ⋅ 24158676 MLS

31 Belgo Road offers a beautifully designed 2-bedroom, 2.5-bath main residence and a separate 1-bedroom, loft-style apartment above the garage, all set against spectacular views of Lakeville Lake. A new septic system was installed in 2024, which affords this home bedroom expansion capabilities. This upgrade is a significant value-add for potential logistics and future planning. Blending contemporary design with the charm of a classic New England home, this Litchfield County property embodies casual country living. The light-filled, open floor plan creates a seamless flow throughout the main living spaces. At the heart of the home is a state-of-the-art chef's kitchen with top-of-the-line appliances, opening effortlessly to a sunroom ideal for dining and gathering. The adjacent family room features soaring 13-foot ceilings, while the formal living room is highlighted by a striking floating staircase leading to the upper-level ensuite bedroom. The first-floor primary suite serves as a private sanctuary, complete with an ensuite bath, walk-in closet, and multiple windows overlooking beautifully terraced stone gardens. The second ensuite bedroom, accessed by the dramatic floating staircase, provides a comfortable and private space for guests or family. Outdoor living is equally impressive, with a bluestone patio designed for entertaining and featuring a wood-burning fireplace.

31 Belgo Rd, Salisbury

$350,000

24145139 MLS

Secure your business presence in a highly strategic location. "The E.F. Green Building" is perfectly positioned on the vital Rt 44 thoroughfare connecting the prestigious communities of Salisbury and Lakeville, guaranteeing maximum visibility and effortless client access. This commercial property offers a flexible layout, currently featuring seven dedicated office spaces across two levels with separate entrances-ideal for establishing departmental separation or implementing a partial leaseback strategy. The main floor boasts three professional offices, a welcoming reception area, and main-level deck access for employee breaks. The separate upper level offers four additional offices and a half bath. Enhance operational efficiency with abundant parking, a convenient single-car garage/storage bay, and substantial storage capacity available in the full basement and large attic. For executives commuting or dealing with city-based clients, the property offers unparalleled access: just 20 minutes to the Wassaic Train Station and a straight shot to NYC in under two hours. This is more than an office; it's a professional platform ready to elevate your brand, and the asking price is WELL below the municipality's appraised value. Due to the presence of tenants, showings only allowed on weekends or before 9AM or after 5PM weekdays.

184 Main St, Salisbury

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