Lakeville Real Estate

Welcome to the charming neighborhood of Lakeville, nestled in the heart of Salisbury, Litchfield County, Connecticut. Lakeville is a picturesque and serene community known for its natural beauty, historic charm, and vibrant local culture.

Located in the scenic northwest corner of Connecticut, Lakeville offers a peaceful retreat from the hustle and bustle of city life. The area is surrounded by lush forests, rolling hills, and crystal-clear lakes, making it a haven for outdoor enthusiasts and nature lovers. Residents can enjoy a wide range of recreational activities, including hiking, biking, fishing, and boating, all within easy reach of their doorstep.

In addition to its natural attractions, Lakeville boasts a rich history and a close-knit community spirit. The town is home to a variety of quaint shops, cozy cafes, and art galleries, where locals and visitors alike can explore and connect. With its historic architecture and small-town charm, Lakeville offers a unique blend of old-world character and modern convenience.

Whether you're looking for a peaceful retreat, a vibrant community, or a mix of both, Lakeville has something to offer everyone. Come and discover the beauty and charm of this hidden gem in Litchfield County, Connecticut.

Newest Listings in Lakeville

$595,000

3 Beds ⋅ 2 Baths ⋅ 24178308 MLS

Introducing: Blair. Sweet like sunshine, Blair sits perched on a hillside in highly desirable Lakeville. You don't even have to make it inside the front door to know this home has been deeply cared for. Greeting you in the drive is a hedge of bouncy, white-flowering viburnum. Walk down the bluestone path and the thoughtful gardening welcomes you: hydrangeas, boxwoods, peonies. The home seems to have just enough of everything. A Goldilocks of sorts, not too big, not too small, with all living space on one level. The living room features a wood burning fireplace flanked by built-in bookshelves. The blended space is large enough to accommodate a dining table for eight. The kitchen brings an air of ease and elevation, tasteful cabinets with ample storage, a propane range, and a separate bar area with a built-in wine fridge make for effortless meal prep and entertaining. The kitchen connects to a bluestone patio framed by a custom stone wall. Back inside, just off the kitchen, you'll find a half bath, laundry, mudroom, and attached garage. Blair offers a comfortable space to enjoy, just moments from the centers of Lakeville, Salisbury, and Millerton. Each with ample restaurant and shopping choices. Close to the area's beloved lakes, downhill and cross country skiing, hiking the Appalachian Trail, and private schools: Indian Mountain, Millbrook, Salisbury School, and Berkshire. Closing must be after October 15th, 2026

5 Apple Way, Salisbury

$2,650,000

5 Beds ⋅ 4 Baths ⋅ 24194898 MLS

Among the romantic stretch of New England homes, this fully renovated Colonial rests on 1 horizontal acre in the middle of Salisbury flanked by a discreet road and meadow to the back. Newly and completely renovated it features a chef's kitchen, dining and living rooms banked by windows and French doors that 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 plumbed for water is used as a garage and storage. Nearby is the town library, grocery, bakery, pharmacy, rail trail so convenience is a abundant. Located Just 20 minutes to the train to NYC and a short distance to historical homes, Tanglewood and a multitude of cultural treasures, this property is heaven on earth.

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

$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

$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

$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

$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

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