luxury properties for sale Litchfield County, United States (page 2)

Newly renovated Litchfield Riverfront Oasis with pool, four bedrooms and a designer's eye throughout. This thoughtfully reimagined 4-bedroom Colonial sits on 2.85 park-like acres that lead directly to frontage on the Bantam River. At the heart of the home is a true Chef's Kitchen -showcasing Dekton countertops (the preference of culinary legend Thomas Keller), a Bertazzoni range + hood and an expansive appliance garage. The open-concept main level flows seamlessly from the formal living room with gas fireplace to a sun-drenched sunroom with French doors, leading to a composite deck and heated in-ground pool. Every inch has been refined, from the refinished hardwoods and designer lighting to the newly epoxy-floored home gym/garage. The upper level features a spacious Primary Suite with newly renovated bathroom and walk-in closet (with custom built-ins). Along with three additional guest bedrooms with hardwood flooring. The partially finished lower level includes a full bath and abundant storage. Enjoy mature Japanese Maples, stunning cherry tree and raised garden beds in a quiet country setting just minutes from Litchfield Green, Morris, and Washington. Whether a weekend retreat or full-time residence, your riverfront oasis awaits.

Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-bedroom residence blends comfort, sophistication, and functionality. The home's chef-inspired kitchen features dual workstations, radiant heated floors and opens seamlessly to a cozy sitting area that extends outdoors to the pool and entertaining space. Here, you'll find a charming pool house, built-in grill, and bluestone patio-ideal for gatherings or quiet evenings under the stars. Inside, the great room impresses with walls of glass that flood the space with natural light and a fireplace that anchors the room with warmth and style. The main-floor primary suite offers a spa-like retreat with a soaking tub, steam shower, heated radiant floors, and dual walk-in closets. The main level also includes a formal dining room, a private office, and the convenience of a residential elevator providing easy access to all levels. Upstairs, there is an ensuite bedroom and two additional bedrooms that share a well-appointed bath. The finished lower level expands the living space with a full bath, laundry area, and flexible rooms perfect for a media room, gym, or recreation area. Set on a private 10+ acres featuring a picturesque pond and a detached barn ideal for a car enthusiast or hobbyist, this home offers the perfect balance of elegance, privacy, and modern living.

Nestled in Bear Run Estates of Woodbury, CT, lies a stunning 4-bedroom, 2.5-bath Colonial home at 54 Bear Run. Proudly maintained by its original owners, this residence exudes charm and elegance. A high-efficiency propane furnace, central A/C, and whole-house Generac generator ensure modern comfort and convenience. Step inside to a welcoming 2-story foyer leading to a gourmet eat-in kitchen with granite countertops, stainless steel appliances, and a breakfast bar. The open floor plan seamlessly flows into the cozy family room with a propane fireplace, perfect for relaxing evenings. A private office, formal dining room, living room, and powder room with laundry complete the main level, all adorned with beautiful hardwood floors. Upstairs, the primary bedroom suite boasts exposed beams, a walk-in closet, and a luxurious bath with a soaking tub, tiled shower, and heated floors. Three additional spacious bedrooms share a full bath. The walk-out lower level offers flexible finished space for recreation or relaxation, with potential for expansion. Outside, the professionally landscaped grounds feature a storage shed and a maintenance-free Trex deck, ideal for outdoor entertaining.

Tucked away in one of Roxbury's most desirable neighborhoods, this 4-bedroom, 2.5-bath Colonial sits at the end of a quiet dead-end road, offering exceptional privacy and a peaceful setting, with the Natalie White Preserve just down the road. This beautifully updated Post & Beam home blends timeless craftsmanship with modern amenities, featuring warm architectural details, exposed white oak beams, and a dramatic living room with soaring 27-foot ceilings, along with thoughtfully designed living spaces. The flexible layout includes a private in-law or studio space, ideal for guests, extended family, or a home office. Set on a serene, wooded 3-acre lot with mature landscaping, the property provides a tranquil retreat perfect for relaxing or entertaining. Despite its secluded feel, it's a short 15 minutes drive from fine-dining, shopping, and easy access to I-84, and ideally located just over 90 minutes to NYC and approximately 2 hours 20 minutes to Boston, offering both convenience and comfort in a truly special location.

Nestled in the picturesque Upper Grassy Hill community of Woodbury, CT, this stunning Colonial residence at 557 Upper Grassy Hill Road offers a harmonious blend of timeless elegance and modern comfort. Boasting 3784 square feet of thoughtfully designed living space, this home welcomes you with a grand two-story foyer adorned with gleaming marble floors. The main level features a formal living and dining room, a private home office, and a sun-drenched kitchen equipped with granite countertops, stainless steel appliances, and a skylight. Flowing seamlessly from the kitchen is the spacious family room with a vaulted ceiling and a cozy pellet stove, leading out to an expansive deck offering privacy and distant views, creating your own outdoor sanctuary. Upstairs, discover three generous bedrooms, including a luxurious primary suite with hardwood floors, trey ceiling, dual walk-in closets, and a beautifully remodeled spa bath. A dressing room/sitting room adds a touch of serenity to this retreat. The fully finished walk-out lower level is an exceptional in-law or au pair suite, featuring hardwood floors, a kitchen area with granite counters, a bedroom with built-ins and a Murphy bed, a spa-like marble bath with a steam shower, and a spacious great room with built-in seating. French doors open to a stunning bluestone patio with a plunge pool/spa, perfect for relaxation or entertainment. Additional highlights include surround sound, a Belgium block-lined driveway, stone walls, irrigation system, and a generator, ensuring convenience and luxury at every turn. Located just 90 minutes from NYC, this home is part of the self-managed Cardinal Hill HOA ($100/year) and backs up to designated open space for added privacy and tranquility. This property transcends beyond a mere residence; it offers a lifestyle of comfort, sophistication, and relaxation. Please note the interior and exterior security cameras for 24/7 monitoring. Welcome to Upper Grassy Hill Living

Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet, including a recently appointed lower level. Accommodations are lavish, with seven principal bedrooms, each distinguished by its own fireplace and six & a half sumptuous baths. Inside, discover character-filled living spaces designed for grand entertaining and intimate repose. A spacious open plan kitchen / dining / family room flows into the formal Dining Room with custom millwork adjoining the elegant Living Room and screened porch. Luxury amenities abound, including an elevator to all 4 levels, a serene spa, dedicated billiards room and a timeless wood-paneled library/study. The second floor hosts dual primary suites and four supplementary bedrooms, while the third floor is home to a dedicated bunk room and a state-of-the-art home theater. The finished lower level is an entertainer's dream, offering a spacious recreation room, climate-controlled wine cellar, wet bar, two additional fireplaces, gym area and a half bath. The estate's auxiliary structures elevate the property to a luxurious, multifaceted estate and gathering complex. Comprising a generous two-bedroom guest house, private one-bedroom caretaker's cottage, an ample five-bay heated garage, separate tractor garage and two dedicated greenhouses. Further amenities include a Lit Tennis Court, heated gunite pool incorporating a spa, private tranquil pond, an extensive network of secluded walking trails and meticulously manicured, professionally landscaped grounds. All while remaining supremely convenient-just five minutes from the center of Litchfield for shopping and fine dining. This extraordinary Butternut Brook estate presents a rare opportunity to acquire a premier Litchfield County retreat, serving as the ultimate elegant full-time residence or a peerless luxury weekend escape.

Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

This Charming Antique Cottage sits around the corner from Hopkins Inn and Hopkins Vineyard which both overlook Lake Waramaug. It is in need of some renovation which makes it a great opportunity to make it your own and well worth the effort. It is located in an area of scenic beauty and great estates. In the main level is a generous sized kitchen with a farm sink, an island and stainless appliances. Adjacent is a sweet dining room. A living room with a charming stone fireplace leads to a large sun room. A small reading room and half bath finish the main level. The upper level includes 3 bedrooms, a full bath and the laundry area. There is also a small barn that could be used for a potting shed, art studio or workshop. Enjoy the town beach on Lake Waramaug. The area has many hiking trails and outdoor activities. Enjoy the local farmers markets, restaurants, and boutiques. There are art galleries, local theatre and summer fairs to enjoy. (Will not qualify for FHA mortgage)

Set back from the road with a sweeping front lawn, this stately Sharon home provides country elegance and privacy in an ideal location. Steps from the historic Sharon Green and within the prestigious Great Elm community, this distinguished residence totaling over 6,000 sq. ft. offers a rare blend of sophisticated design and the serene, pastoral charm for which Litchfield County is known. The heart of the home is a breathtaking open-concept kitchen and dining area, characterized by wood beams and soaring cathedral ceiling. A stone fireplace anchors the room, creating an atmosphere of rustic warmth. French doors off the kitchen lead to the expansive blue stone terrace, shaded in part by a classic pergola-perfect for al fresco dining. For more refined entertaining there is a grand living room featuring a wood burning fireplace, French doors, wood beams and a wall of bookcases, designed for either intimate evenings or a perfect spot for larger gatherings. The sunny main level primary bedroom features a spacious ensuite bath with walk in shower and jacuzzi tub. Upstairs are 3 lovely bedrooms and 3 full baths. The Silo addition is accessed through an indoor garden to a winding staircase at the back of the home. With its circular footprint and dramatic lines, it serves as the ultimate media room, library, or private study. The finished lower level offers a gym, expansive wine cellar, pantry area with a Subzero, and cedar closet. On 3.74 level acres, the property is defined by its meticulous landscaping and western exposure. The heated 2 car garage, brick mud room, and level pea stone driveway lined with fruit trees complete this impressive property. On 50 park-like acres, Great Elm Association residents enjoy the heated gunite Junior Olympic-sized pool, pool house, tennis and paddle/pickle ball courts. Near many private schools including Hotchkiss, Indian Mountain, Millbrook and Salisbury School. Only 2 hours to Manhattan. A true gem!

Oh, My Darling: Clementine. This 1752 Georgian Colonial is the missing piece in your New England dream. Lovingly and thoughtfully renovated by its current steward, no detail has been overlooked yet the home's original character remains beautifully intact: hand forged hardware, hand hewn beams, and wide plank floors. Enter through the gracious mudroom, which opens into the living room, where exposed beams immediately draw the eye. Lime plastered walls and floors refreshed with a soft white finish create a space that feels both historic and quietly modern, the perfect room for welcoming guests. The dining room offers generous proportions, easily accommodating a large table for gatherings with family and friends. Just beyond, a cozy first floor office provides a convenient and secluded workspace. The kitchen is bathed in natural light from abundant windows. Tasteful updates, including new appliances and quartz countertops, lend a clean, modern serenity while remaining true to the home's character. A full bath is tucked just off the kitchen for added ease. At the front of the house, an additional living room features built-in bookcases, hand hewn beams, and ample space to settle in with a good book. Upstairs, four bedrooms are thoughtfully arranged across two staircases. One wing holds the primary bedroom, gracious in scale and filled with natural light, a true country retreat along with another bedroom and a full bath. The opposite wing, accessed by the staircase off the kitchen, offers two additional bedrooms and a classically updated full bathroom. Throughout, paint colors, hardware and fixtures have been painstakingly and thoughtfully selected. Outside, the lawn is expansive and flat, ideal for summer croquet or leisurely afternoons. In warmer months, hydrangeas and boxwoods thoughtfully frame the house, while a small porch offers a quiet place to unwind. A two car garage sits discreetly back from the home, with its own driveway entrance from Honey Hill. Set in North Canaan, this lovely home is just one mile from the town center home to a beloved yoga studio, coffee shop, theater, and restaurants and two miles from Salisbury. Spend winter days skiing in Great Barrington or Cornwall, summer evenings at Tanglewood, and quiet mornings fly fishing on the Housatonic. You've found the sweet spot of New England.

This 3,100 sq. ft. Stunning property is a 6 BDRM, 4 BATH Center Hall Colonial with a Grand 2-story entry featuring a Swarovski crystal chandelier. The 1st floor offers a formal dining room and a gourmet kitchen equipped with top-of-the- line stainless steel appliances, custom cabinets and granite Countertops. The living room includes a gas fireplace, there is also a bedroom and family room on this level. Moving to the 2nd Floor, you'll find a master suite with Fireplace, Bathroom w/jacuzzi tub and walk in closet. Additionally, there are 3 more bedrooms, FBATH and Laundry room. The fully finished walkout basement features a multi-use room/family room with Dry Sauna another Bedroom and 1 a full bathroom. The back and side yards are nicely Landscaped and perfect for entertaining. This property is a MUST SEE with luxurious features throughout!

Back on the market in time for Spring!! This is the house you have been waiting for! Immaculate 4 bedroom, 3.5 bath Colonial sited on 1.16 acres of beautiful lawns and professionally landscaped gardens on a quiet cul de sac located in southern New Milford on the Brookfield line, with easy access to major highways. The home is light and bright and has been beautifully maintained with fresh interior and refinished floors. A cathedral ceiling foyer welcomes you into the home, you will enjoy 9 foot ceilings and great room flow on the main level. The eat-in kitchen opens to a family room with fireplace, formal living room and dining room. The second floor has a primary ensuite bedroom with wonderful walk-in closet. Another full bathroom and three spacious bedrooms complete the second level. There is an additional area (ensuite) over the garage which is perfect for a home office. This is a dream home for entertaining with an eat in kitchen that opens to the oversized deck, which overlooks the fenced in private backyard with heated inground pool, patio, fireplace and greenhouse.

1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both worlds. Country living with complete privacy just steps from town.

Welcome to 14 Cook Street, a charming circa-1900 Victorian located in the heart of Washington Depot. Rich in history, this home was once known as Cook's Boarding House, a local inn that helped shape the character of this picturesque New England village. Offering approximately 1,800 square feet of living space, this 4-bedroom, 2-bath home features a traditional layout with a living room, dining room, den, and kitchen with pantry. Period details blend seamlessly with comfortable living, providing both character and functionality. Set on 1.3+ acres, the property offers a rare combination of in-town convenience and private outdoor space. The level lot is enhanced by mature landscaping and includes a fenced in-ground pool-ideal for summer entertaining or quiet relaxation. Located just steps from the village center, enjoy easy access to local shops, cafes, and everyday conveniences. Washington Depot is widely known for its scenic beauty, historic charm, and proximity to Lake Waramaug, Steep Rock Preserve, and numerous outdoor recreation opportunities. Ideally situated between New York City and Boston, this property is well-suited as a full-time residence or weekend retreat. A unique opportunity to own a historic home in one of Litchfield County's most desirable towns. Buyer backed out 1 week before closing for personal reasons! Brand new pool liner, ready to move in!

Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars, 9 wood burning fireplaces. Rotary dial phones, butler bells, & other period details capture the charm of the 1930s. Gourmet kitchen with fireplace custom cabinetry, a fish sink on the back porch for cleaning trout! Elegant sunny dining room & breakfast terrace with herb garden. Sun porch glass doors open to stone walled perennial gardens & pool. Dramatic arches & vaulted ceiling adorn the poolhouse with kitchenette, 1/2 bath, dressing rooms & outdoor shower. Custom oval gunite heated pool. Main bedroom with private sitting area, fireplace & steam shower, 3 large ensuite bedrooms with fireplaces, playroom and laundry on upper floor. Ensuite studio above heated garage. Ownership includes all benefits of hunting, fishing, boating, hiking in this private community on pristine lake & pond. Available caretaking service make maintaining this beautiful home stress free. Enjoy year round peaceful lake area living on unique private estate in gorgeous Doolittle Lake Woods located 2 1/2 hours from Boston or NY. Agent Owned.

Fresh, timeless and custom crafted. Build your dream home in the picturesque town of New Hartford. Beautiful, energy efficient 4 bedroom, 2 1/2 bath farmhouse Colonial on a private, serene 4.3 acre lot. This exquisitely appointed home boasts luxury, meticulous style and unparalleled craftsmanship in every detail. Spacious light filled kitchen with large center island opens to a lovely breakfast area and nice sized family room w gorgeous hardwood floors and gas log fireplace, perfect for hosting holiday events, family gatherings and more! Upstairs you will find the luxurious Primary bedroom suite w fabulous walk-in closet, luxe bath, double sinks and tile walk-in shower. There are also three good sized bedrooms and an additional media/game -anything you can imagine- room making this home a cut above the rest. CUSTOMIZE THE FLOOR PLAN! Construction has not yet started so there is plenty of time to make it your own. Whatever is on your wish list this sun filled, gorgeous 4.30 acre home site is your canvas. Country living at its best just minutes to Route 44 and the town center, where you will find boutique shops, great restaurants, the Farmington River. Just a stone's throw away from Ski Sundown and all kinds of outdoor recreation and fun. Live life to the fullest in the home of your dreams. Images are from renderings or photos of builder's previous homes, similar to what is planned. Still time to choose everything!