luxury houses for sale Roxbury, United States

Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The interior living space consists of a main floor primary bedroom and bath, second level with 2 bedrooms and shared bath and a third level bedroom with it's own bath. The spaces transition beautifully to a 24 x 18 screened porch with slate flooring, opening onto a bluestone terrace. Perfect for entertaining, the terrace overlooks the pool and captures western exposures. The property is further enhanced by a two-story barn, providing ample space for storage or workshop. This is a unique opportunity to own a quintessential New England retreat in a premier location.

Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional preservation and character, having been featured in Early American Life magazine and Historic Homes magazine-an honor that speaks to its authenticity and enduring appeal. This stately five bedroom home showcases original architectural details that collectors and history enthusiasts dream about. Seven fireplaces anchor the home's character across its generous 4,800+ square feet. Five beautifully paneled rooms reveal the craftsmanship of a bygone era, while antique wide-board flooring runs throughout, whispering stories of centuries past beneath every footstep. While honoring its historic character, the home has also benefited from over $300,000 in thoughtful improvements that enhance comfort and preservation without compromising authenticity. Notable upgrades include the installation of central air conditioning for modern year-round comfort and elegant copper gutters that complement the home's historic architecture while providing lasting durability. These investments ensure the property is as functional as it is beautiful, blending 18th-century craftsmanship with the conveniences expected today. Beyond the historical significance, this home offers genuine livability with four full bathrooms, one half bath, and spacious rooms designed for both elegant entertaining and comfortable everyday living. The residential zoning ensures a peaceful setting that honors the home's timeless nature. The location is equally enchanting. Situated near Hollow Park in Woodbury - a town Reader's Digest once described as simply charming - you'll enjoy walkable access to local restaurants, unique shops, and the vibrant heart of this beloved New England community. Opportunities to own a property of this caliber, significance, and authenticity come along once in a lifetime. Don't let this extraordinary piece of American history pass you by. Schedule your private showing today.

Historic Elegance Meets Modern Luxury. Quintessential Bridgewater charm meets historic provenance in this extraordinary 1829 residence. Originally the historic Mallet District Schoolhouse, the home was masterfully restored and expanded in 2006, seamlessly merging centuries-old character with sophisticated contemporary luxury. Set on a coveted, level one-acre lot framed by iconic New England stone walls, the estate unfolds across sweeping, park-like lawns and serene outdoor living spaces. Inside, period architectural craftsmanship shines through wide-plank oak floors, bespoke millwork, and five fireplaces that bring warmth, scale, and sensational natural light to every room. Main-level formal living and dining rooms-each anchored by a striking brick fireplace-flow effortlessly into a sunlit, paneled family room with a rustic fieldstone fireplace. At the heart of the home sits a chef-grade kitchen outfitted with an eleven-foot center island, classic farmhouse sink, premium appliances, and a sunlit breakfast area opening directly to a peaceful bluestone patio. The main floor honors its heritage with a private bedroom suite in the original schoolhouse wing, complete with its own dedicated sitting room and sleek marble bath. Upstairs, the primary retreat offers a tranquil escape featuring a wood-burning fireplace, expansive walk-in closet, and a spa-like marble bath centered around a timeless clawfoot tub. Two additional light-infused guest bedrooms, a marble-appointed hall bath, and a upper-level laundry room complete this masterpiece. Additional Amenities: 2 Bay Barn/Garage with storage above, A full basement with two areas, 39x31 and 26x20, walk up attic for storage and potential further use, lighting dimmers in each.

This exceptional four-bedroom, four-full-bath Colonial offers an extraordinary combination of space, privacy, and resort-style outdoor living, set on more than two acres in Southbury's prestigious Cedar Grove neighborhood. A Belgium block-lined circular driveway and beautiful landscaping create an impressive arrival, complemented by a two-car attached garage and a detached 19-by-14-foot barn that provides a third garage, workshop, or flexible storage space. The backyard is truly the showstopper, designed for year-round enjoyment with an in-ground spa-like pool, fire pit, multiple levels of decking, covered awning, barbecue patio, and pool house. The pool house offers excellent storage and the potential for a future pool bar, changing area, or additional recreational space. Inside, the updated open floor plan blends timeless character with modern amenities. The gourmet kitchen features quartz countertops, a wet bar, skylights, exposed beams, gleaming hardwood floors, a deck walkout, and beautiful views of the pool and surrounding grounds. At the heart of the home, the spacious family room showcases a dramatic floor-to-ceiling stone fireplace, custom built-ins, a charming window seat, and wide-plank flooring. The sun-filled sunken living and dining rooms provide an inviting setting for entertaining, highlighted by a second fireplace and French doors leading directly to the patio. A dedicated home office, laundry room, and half bath complete the main level. Upstairs, the luxurious primary suite offers a beautifully appointed bath, while three additional generously sized bedrooms provide ample space. A remarkable bonus and recreation room with its own full bath and private side staircase adds exceptional flexibility for a variety of uses. Additional highlights include a full unfinished basement, generator-ready electrical setup, newly paved circular driveway, DeGiorgio roof, Azek decking, and replacement windows and doors. With its impressive interior spaces, expansive grounds, resort-style pool area, and exceptional versatility, this remarkable property offers a rare opportunity to enjoy the best of comfortable living and sophisticated entertaining in one extraordinary setting. A must-see to fully appreciate all this special property has to offer.

Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are designed for both intimacy and entertaining. A cozy sitting room and a dedicated office/library-complete with a classic fireplace-offer quiet retreats. For larger gatherings, the front-to-back living room, with windows on three sides, is bathed in natural light. At the heart of the home is the remodeled kitchen, which opens to the dining room centered around the original refurbished center core fireplace. Upstairs, four bedrooms await. The primary bedroom offers a new ensuite bath detailed with custom tile. The three additional bedrooms share a fully renovated bathroom with a soaking tub/shower combo. Thoughtfully curated, professionally designed interior furniture and fixtures are available upon request. The property has benefited from extensive renovations that include new bathrooms and kitchen, floor refinishing, a new well, upgraded septic, and more; a substantial list is available upon request. The exterior is as enchanting as the interior, offering a large heritage red brick patio that provides the perfect vantage point to overlook the acreage, which gently slopes down to a babbling brook at the property's edge. The outbuilding includes a charming potter's shed equipped with electricity, ideal for gardening, while the barn with original hand-hewn beams, lower-level stalls, and running water is ready for equestrian use or a premier hobby space. Bacon Pond House isn't just a home; it's a piece of history, updated for the way you live today. A 90-minute drive from the bustle of NYC, this property is moments away from the quaint shops, parks, and eateries of historic Woodbury.

Timeless Elegance & Immaculate Detail. Welcome to The Naramore House, a piece of living history. Lovingly preserved since 1898, this pristine colonial home seamlessly blends grand historic character with immaculate, turnkey maintenance. A classic wraparound front porch invites you through a charming dutch door into a formal, stately foyer featuring high ceilings and original pocket doors. The massive living room serves as the heart of the home, offering incredible square footage for multiple seating arrangements, media setups, and a cozy fireplace. Host effortlessly in the grand formal dining room and eat-in kitchen, complete with a generous pantry, a charming secondary rear staircase, and screened in sun porch. A luxurious primary retreat featuring a fireplace, private en-suite bath and massive 10x7 foot closet/dressing room. Three additional bright and spacious bedrooms include a versatile room-ideal for a dedicated home office, nursery, or library. The home has a huge attic with potential for expansion. A private patio, stunning formal garden with pagoda and mature trees offer the perfect setting for outdoor enjoyment. A recently renovated barn includes new structural beans and flooring. This lovely home offers in town conveniences like walking to restaurants, shops and local parades while set off of Main Street. Enjoy the beautiful historic architecture with the peace of mind that comes from a property that has been meticulously cared for inside and out.

Spacious and Welcoming Cape on a Cul-de-Sac! Nestled perfectly in a private cul-de-sac and located in close proximity to the scenic Ledges Nature Preserve, this well maintained sprawling 4-bedroom Cape offers a wonderful blend of timeless charm, modern updates, and fantastic spaces for everyday living. The layout features a sought-after first-level primary bedroom. You will find beautiful hardwood floors spanning the living areas and tile in the foyer, mudroom kitchen and bathrooms. The kitchen space allow for hosting, featuring classic Corian countertops, and island, plenty of cabinet storage, and direct access from the garage for easy grocery unloading. Transition seamlessly from indoor to outdoor living with a heated sunroom for year-round enjoyment and a lovely screened-in porch perfect for bug-free relaxation. Major peace-of-mind upgrades are already done, featuring updated bathrooms and a new roof. The layout includes four bedrooms two and half bathrooms and a finished walk-out basement. This lower level provides plenty of storage space alongside a large, workroom for projects and hobbies. Outside, enjoy your private backyard retreat centered around a sparkling pool, complete with a solar cover to keep the water warm. Practical features round out this property, including tilt windows for easy cleaning, a dedicated generator plug for power backup and a large storage shed fully equipped with electricity. Bring your personal touches to make this house yours!

Welcome to this magnificent Custom Contemporary in a beautiful Brookfield location. A long, private circular drive leads to this stunningly landscaped 3/4 bedroom, 3.5-bath home with a 2-car garage. Welcome into the breathtaking open floor plan featuring vaulted ceilings, skylights, gleaming hardwood floors, and sun-drenched rooms. Perfect for entertaining, the living room boasts a cathedral ceiling and a double-sided fireplace with a marble hearth and mantle, opening to a formal dining room with elegant grasscloth wallpaper. The family room shares the double-sided fireplace with a brick face and French doors lead to a sprawling composite deck overlooking the private wooded backyard.The ultimate gourmet eat-in kitchen includes a center island with a wine rack, breakfast bar, stainless appliances, custom mirror finishes and a sophisticated casual dining area. The main level also hosts a quiet office with built-ins, a designer powder room with gold tone accents, a large laundry room, and a luxury primary suite complete with a walk-in closet, updated full bath enhanced with luxurious walls. Upstairs, a balcony overlooks the main level, leading to two generous guest bedrooms and an updated full bath. The finished, walk-out lower level offers excellent in-law potential, featuring a large living and dining area, a separate den (used as a 4th bedroom), a full bath, and sliders to a private patio. Central AC, efficient oil heat, full alarm system, and a Generac Generator.

For those who enjoy entertaining and privacy, this 4.3-acre waterfront estate on the shores of Lake Lillinonah is an idyllic retreat. The land directly across from the property is protected open space, ensuring no future development. A private dock and remote-controlled boat lift provide direct lake access, while a hot tub, sauna, fire pit, screened porch, and multi-tiered deck offer a variety of inviting outdoor settings. The 5,400-square-foot residence makes an immediate impression with a two-story foyer and a main level that balances openness with well-defined, functional spaces. The dining room, butler's pantry, and expansive family room connect seamlessly, while a formal living room, private office, and oversized kitchen complete the layout. Upstairs, four bedrooms include a standout primary suite with two walk-in closets, a sitting room, full bath, private deck, and oversized windows overlooking the lake. An additional great room offers flexibility as a fifth bedroom, media room, or playroom. The finished walk-out lower level is designed to serve as its own destination, featuring a spacious game room, large bar area with sink, full bath, flexible bedroom or office, and abundant storage. Direct access to the backyard creates an effortless indoor-outdoor lifestyle. Lake Lillinonah offers the best of both worlds: a relaxed, vacation-inspired lake lifestyle set against a backdrop of large, private parcels and peaceful natural views. *Property is served by a four-bedroom septic system; however, the home functions as a five-plus-bedroom residence.

Nestled in the well-established Sherman Hill neighborhood, this five-bedroom home offers a generous footprint to put your personal touches on. Boasting wood flooring and newer windows throughout, the main level features a fluid layout designed for effortless living: a spacious living room, formal dining room, an eat-in kitchen, a cozy family room with a fireplace, a private home office, and a convenient full bath. Upstairs, you'll find five sizable bedrooms, including a primary suite complete with two walk-in closets and a private full bath. The remaining four bedrooms share a large full bathroom equipped with a double vanity. The expansive walk-out lower level adds incredible value with over 1,000 square feet of finished, heated living space. Create a game room with the provided pool table and a den area with a second fireplace, or utilize it as a potential in-law suite as light streams through a large picture window with views of the backyard. Outside, a stately circular driveway frames the property amidst mature, private landscaping, while the back deck is primed for summer grilling. Complete with an oversized two-car garage featuring a dedicated work area and abundant storage closets, this home is ready for you to bring your design ideas and unlock its full potential! Walking distance to Trolley Bed Preserve and Whittemore Sanctuary is nearby as well as all the shops, cafe's and restaurants of Woodbury.

Welcome to Arundel, unlike anything else in Connecticut, this extraordinary private estate was envisioned by acclaimed playwright Joseph Hayes, and his passion for medieval theatre inspired one of the areas most distinctive residences. Set on nearly six acres, the property is a world of its own, with sweeping lawns, shimmering ponds and fountains, a private putting green, charming guest cottage, and an impressive six-car tandem garage. Designed for both grand entertaining and everyday living, the main residence is anchored by a breathtaking gathering room where soaring ceilings and a dramatic sunken stone fireplace create an unforgettable centerpiece. Elegant dining spaces, a thoughtfully designed chef's kitchen, and walls of windows overlooking the grounds make every room feel connected to the estate's remarkable setting. A rare and highly desirable feature, the home offers two main-level primary suites. The principal suite includes a gracious private foyer, spa-inspired bath, walk-in closets, and a secluded deck overlooking the pond. The second suite features its own full bath and beautiful stone fireplace, making it ideal for guests, multigenerational living, or anyone seeking the convenience of a main-level bedroom. Upstairs are three additional bedrooms, two with private balconies, along with a full bath and laundry room. The walk-out lower level was designed for recreation and entertaining, offering gaming and billiards rooms...a home gym, and a comfortable lounge that opens directly to the patio and hot tub. Equally impressive, the separate guest cottage includes a kitchen and bath, providing exceptional flexibility for extended guests, an au pair, or home office. Completing the estate are the expansive circular driveway and six-car tandem garage, a dream for car enthusiasts, collectors, or those needing extraordinary storage. Rich in character and exceptional in design, Arundel offers a lifestyle rarely found and even more rarely available.

Set on exquisitely landscaped grounds in the Beautiful Barkwood Falls lake community, this grand Colonial offers refined living with a seamless indoor-outdoor flow. A light filled foyer and sweeping staircase lead to elegant living and dining spaces with hardwood floors and intricate millwork. The chef's kitchen features granite countertops, custom cabinetry, premium stainless steel appliances, and a spacious center island, opening to a bright dining area and family room with fireplace and built ins. Sliders extend the living space to the deck and resort style pool. First floor amenities include a mudroom with built ins, laundry room, and two designer powder rooms. Upstairs, the serene primary suite offers a spa like bath with marble tile, double vanity, jacuzzi tub, and glass shower. Three additional bedrooms a full bath, and professionally installed closet organizers complete this level. A vaulted bonus room above the garage provides versatile space, currently used as a fitness room. The well designed garage features custom storage, wall-mounted racks, overhead shelving, and a professional-grade four-post lift. Outdoors, enjoy a saltwater pool, stone patio, and multiple seating areas. With privacy and access to exclusive lake amenities, this luxurious home delivers an unparalleled lifestyle.

Tucked away on a peaceful cul-de-sac within Southbury's award-winning Region 15 school district, this thoughtfully designed Colonial offers timeless appeal, exceptional privacy, and everyday comfort. The spacious kitchen is appointed with granite countertops, Viking double wall ovens, a Viking gas cooktop with warming drawer, oversized pantry and a Bosch dishwasher, perfectly suited for daily living and entertaining. Rich hardwood floors extend throughout the main level, where the sun-filled family room features soaring vaulted ceilings, a ceiling fan, and a charming wood-burning stove. Upstairs, the spacious primary suite offers a walk-in closet and spa-like bath with jetted tub and separate shower, accompanied by three additional bedrooms and a convenient second-floor laundry room. The unfinished lower level with epoxy-coated floor and additional electrical service provides outstanding workshop or future finishing potential. Outside, enjoy a private deck, garden, peach and pear trees, and a beautifully private setting. Conveniently located to shopping, dining, multiple parks and everyday amenities. Roof and deck 6 years old; AC 3 years old, Hot water heater 3 years old, new windows upstairs 2023.

Nestled on a private, beautifully landscaped lot in the Barkwood Falls community, this charming four-bedroom, two full and one-half bath Colonial offers the perfect blend of comfort, style, and lake community living. The inviting main level features a spacious eat-in kitchen with granite countertops and tile flooring, a formal dining room, a cozy family room with a fireplace, and a sun-filled sunroom with pellet stove and vaulted ceilings that brings the outdoors in. Upstairs, you'll find a spacious primary suite along with three additional bedrooms, providing plenty of room for family and guests. Outside, the grounds have been lovingly cultivated using many native species, creating a spectacular perennial display of color and texture throughout the seasons. Just steps from your door, enjoy Barkwood Falls' private sandy beach, picnic area, playground, and boat launch. Dock slips are available by waitlist for just $25 per foot, while kayak or canoe storage is only $175 per space annually. The low annual association dues of just $200 makes it easy to enjoy all the amenities this wonderful lake community has to offer. Conveniently located close to shopping, downtown, and major highways, this exceptional home offers the perfect balance of privacy, convenience, and year-round recreation.

Surrounded by natural beauty, the property offers room to explore, garden, entertain, or simply enjoy a peaceful setting while remaining close to everyday conveniences. A covered porch welcomes you inside where hardwood flooring runs through much of the home. The living room features built in bookshelves, a wood stove, and large windows that bring in natural light. A notable advantage of the home's layout is the presence of three bedrooms on the main level, offering flexibility for single level living, guests, home office space, or multigenerational needs. The main level also includes an eat in kitchen with a large pantry, dining room, full bath, and a four season room overlooking the wooded surroundings. Upstairs are two additional bedrooms and a half bath with space that may accommodate future expansion to a full bath or laundry area. Ample closet space is found throughout. The unfinished lower level provides additional flexibility with workshop space, laundry and mechanical areas, a storage room suitable for a wine or root cellar, and a two car tandem garage. Outside, you'll find an inground pool with a new liner (2024), multiple outbuildings and wood sheds (conveyed as is), and abundant parking. Major updates have already been completed, including a new roof (2023) with a transferable warranty, furnace (2023), well equipment including pump, tank and well cap (2023), and newer gutters. A new septic tank and distribution box installed (August 2026). For added peace of mind, the home is equipped with a whole house Generac generator. Set at the end of a private road on 2.9 wooded acres, this 5BR home presents a rare combination of privacy, character, and potential. Ready for its next owner to bring their vision and personal touches. Conveniently located just minutes from Exit 15, shopping, restaurants, Main Street, nearby lakes, and the movie theater.