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

$1,725,000

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

$2,195,000

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

$895,000

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

$615,000

4 Beds ⋅ 3 Baths ⋅ 24181062 MLS

Nestled in the heart of the village, this delightful 4-bedroom, 2-bath Cape-style home offers comfort, convenience, and timeless charm. Designed for easy living, the main level features two bedrooms and a full bath, providing excellent flexibility for guests, home office space, or single-level living. A bright and inviting living room with a wood-burning fireplace flows seamlessly into a generously sized dining room, where doors open to a garden patio and the soothing seasonal sounds of a nearby brook. The well-appointed kitchen is equipped with updated stainless-steel appliances and enjoys convenient access to the breezeway and attached one-car garage. Upstairs, a hallway lined with built-in storage leads to a sun-filled bedroom and a spacious primary suite. The en-suite bath is thoughtfully finished with elegant marble details and a relaxing soaking tub. Enjoy easy access to the lake, village shops, and a nearby walking trail, all just moments from your doorstep. This inviting home combines village convenience with peaceful natural surroundings, creating an ideal place to call home

22 Walton St, Salisbury

$1,750,000

5 Baths ⋅ 24177393 MLS

Prime Commercial Opportunity in the heart of Lakeville. Discover a rare blend of historic character and modern functionality in this stunning 16,587 square foot commercial industrial property. Featuring classic brick industrial architecture seamlessly integrated with contemporary upgrades-including a new, durable metal roof-this facility is engineered to inspire. Whether you are envisioning an innovative corporate headquarters, a creative production hub, an upscale event venue, or a high-end flex space, the architectural layout offers endless possibilities to bring your vision to life. The property's brilliant design utilizes a striking, sunlit glass breezeway that fluidly connects the two primary wings of the facility, offering a perfect separation of operations and administration. The main hub centers around a dramatic, elevated loft that serves as a perfect creative studio or open collaborative space, sitting directly above four private offices. Flowing seamlessly from the workspace are robust employee facilities, featuring dual full bathrooms with their own shower and locker room. Step through the glass breezeway into a private suite Designed specifically for client meetings, and quiet administrative focus. Properties with this caliber of architectural character, extensive paved yard space, and structural integrity rarely hit the market. Schedule your private walkthrough today to explore the endless potential of this premier facility.

29 Brook St, Salisbury

$1,275,000

3 Beds ⋅ 3 Baths ⋅ 24177485 MLS

Set in the heart of Connecticut's Litchfield Hills, this beautifully renovated 3-bedroom, 3-bath home offers the perfect balance of comfort, nature, and adventure. Thoughtfully updated and surrounded by established gardens, the property features inviting indoor and outdoor living spaces, including two private patios ideal for entertaining or quiet mornings overlooking the landscape. A detached two-car garage adds convenience and charm. What truly sets this property apart is its extraordinary location. Directly across the street, the Housatonic River flows past the iconic Great Falls, one of the region's most breathtaking natural landmarks. A public paddling and boat launch is just steps away, making kayaking, canoeing, and fly fishing part of everyday life. The Appalachian Trail is within walking distance, offering immediate access to miles of scenic hiking through protected woodlands and ridgeline vistas. A rare opportunity to enjoy refined country living immersed in the natural beauty and recreational treasures of Salisbury.

329 Housatonic River Rd, Salisbury

$599,000

2 Beds ⋅ 2 Baths ⋅ 24173902 MLS

*PRICE IMPROVEMENT* Tucked away on 1.07 private acres in one of the most desirable areas of Lakeville, this beautifully top to bottom remodeled 2 bedroom home offers the perfect blend of privacy, comfort, and convenience. Thoughtfully updated within the past three years throughout the entire property with unique, artistic touches offering both charm & functionality. The home features hardwood floors, a cozy LR fireplace, an inviting eat-in kitchen with all new appliances, a pantry annex, laundry in lower level 1/2 bath. Designed for easy, carefree living with many improvements - NEW: septic, well pump, pressure tank, water heater, electric panel, asphalt roof & accented metal roof's, Anderson window & doors, mini splits for A/C, driveway regraded, frenchdrain, gutters & too many upgrades to include. Must see to appreciate. Enjoy quiet mornings on the front porch and relaxing evenings on the back porch overlooking the private setting. A spacious garage with oversized door to accommodate an RV or boat which also includes an electric car charger, & workbench area/cabinets. Buried electric lines and a generator provide added peace of mind. Two additional outbuildings for storage. Ideally located to the Town Lake, gourmet restaurants, nearby Appalachian Trail, prestigious private schools, MetroNorth train, and easy access to The Berkshires, this special property offers country living with exceptional accessibility. A rare opportunity in one of the area's most sought-after location

203 Belgo 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

$535,000

4 Beds ⋅ 2 Baths ⋅ 24159845 MLS

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

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