luxury houses for sale Naugatuck Valley Planning Region, United States

Just minutes from Main Street, shopping, restaurants, state parks, I-84, and everyday conveniences, this 5BR home is tucked away at the end of a private road on 2.9 beautiful wooded acres. Located approximately 85 miles from New York City, the property offers privacy, and plenty of room to explore, garden, entertain, or simply enjoy the peaceful natural setting. A covered front porch welcomes you into a spacious foyer where hardwood flooring extends throughout much of the home. The sun-filled living room features oversized windows, built-in bookshelves, and a wood stove, creating a warm and comfortable gathering space. A highlight of the floor plan is the three bedrooms on the main level, including the primary bedroom, offering flexibility for single-level living, guests, a home office, or multigenerational needs. The main level also includes an eat-in kitchen with a large pantry, a dining room, a full bath, and a bright four-season room with large sliders overlooking the wooded landscape. Upstairs are two additional bedrooms and a half bath with potential for future expansion. The unfinished lower level offers workshop space, laundry and mechanical areas, a storage room suitable for a wine or root cellar, and access to the two-car tandem garage. Outside, enjoy the inground pool, garden paths, open grassy areas for recreation or play, scenic stone walls, multiple outbuildings and woodsheds (conveyed as is), and ample parking. Significant improvements have already been completed, including a new roof (2023), furnace (2023), well pump, tank, and cap (2024), pool liner, pump, and filter (2024), and a new septic tank with two distribution boxes (2026). A whole-house Generac generator and newer gutters provide additional peace of mind. The property may offer subdivision potential, subject to municipal approvals. Buyers should perform their own due diligence regarding any development possibilities. Surrounded by nature, this home is ready for its next owner to make it their own.

Magazine-ready and meticulously maintained, this exceptional home is privately nestled on 1.81 acres of serene, natural beauty. Filled with natural light from oversized windows and soaring ceilings, the thoughtfully designed interior showcases timeless finishes, rich hardwood floors, and inviting living spaces anchored by two fireplaces. Offering four bedroom and 3.5 baths, the home also features a private walk-out lower-level suite with its own entrance an outdoor living area - ideal for multigenerational living, guests, a teenager, or income-producing Airbnb potential. A rare combination of privacy, versatility and timeless appeal.

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.

Make your home in one of Fairfield County's most desirable communities with this lovingly maintained ranch located in the prominent and historic Huntington section of Shelton.Designed for comfortable one-floor living, this unique home sits on a beautifully landscaped acre that truly steals the show. A newly built deck overlooks the expansive property and provides the perfect setting for morning coffee, entertaining, or enjoying spectacular sunrises. The spacious, quiet backyard offers plenty of room for a pool, outdoor recreation, gardening, or simply enjoying your own private retreat. The main level features a private hallway leading to three bedrooms. The sun-drenched, open living and dining room overlooks the property and features beautiful hardwood floors and a fireplace. The kitchen features new laminate flooring and flows naturally toward the porch and patio, creating a seamless indoor-outdoor living experience. The finished basement adds tremendous flexibility and valuable additional living space. It includes a bathroom with a toilet and shower, a dedicated laundry room, three generously sized rooms, and a kitchenette. The basement opens directly to another patio, providing convenient access to the yard and making indoor-outdoor entertaining effortless. This versatile space could be ideal for an in-law suite, guest quarters, home office, recreation area, or potential accessory dwelling unit. Seller is motivated. House is move-in ready. Meticulously maintained.

Set on 3.29 picturesque acres bordering conservation land, this beautifully maintained and thoughtfully remodeled country Cape is filled with character, custom craftsmanship and modern amenities. The estate-like grounds and versatile floor plan offer privacy, comfort and functionality, including options for multigenerational living. At the heart of the home, the custom country kitchen features granite countertops, a farmhouse sink, stainless steel appliances and handcrafted cabinetry, opening to a sun-filled sitting/living room with a propane fireplace/stove. The generously sized dining room has its own fireplace, distinctive checkerboard wood floors and a bay window, with the versatility to serve as another living area if desired. The main level includes a primary bedroom with private full bath, a second bedroom, remodeled powder room and separate office or craft room. At the rear, the mudroom incorporates laundry and antique chestnut cabinetry, one of the many details that give this home its individual character. Upstairs are two spacious bedrooms, an updated full bath, built-in storage and a large walk-in attic with the potential for future finished space. The walk-out finished lower level adds another dimension to the home, with a fireplace and antique reclaimed pine cupboards and built-ins. This comfortable area lends itself to recreation, a home office or simply relaxing. A substantial unfinished basement provides abundant storage. The grounds are equally impressive. with established flowering gardens, mature trees and plantings throughout the level yard. Currently used as a flower farm, the property offers plenty of opportunity for gardening and agricultural pursuits, with potential for horses as well. Several outdoor areas provide inviting spots for dining or enjoying the peaceful surroundings. An outdoor shower blends naturally into the landscape and complements the relaxed country lifestyle. A separate workshop with electric, water and its own front porch is ideal for hobbies, projects or studio use. The detached three-car garage/barn includes a large unfinished loft with further possibilities. Lovingly cared for over the years, recent improvements include exterior paint-house and barn, new boiler-2021 and a new asphalt shingle roof on house-2024. A truly wonderful home in a private country setting.

Story Book Setting and the house to match. Come see this beautiful home and you will not want to leave. Approach from a long gravel driveway, past willow trees and apple trees, over the brook into your private world. Custom built in 1934 and modernized to include central air, new windows, new bathrooms, and newer eat-in kitchen. The spacious living room has high ceilings, and a fireplace. The library/den has a fireplace and really cozy on cold winter days. The Florida Room brings the outdoors indoors and enjoyable most of the year. There are five bedrooms, three & half baths and plenty of closet space. The spacious primary suite has a dressing room and great closet space. This home is incredible in so many ways. Come see for yourself.

Turn-key elevated ranch with in-ground pool, and immaculate grounds. Set on 1.6+ park-like acres, this modern ranch includes 3 bed/3 full baths, a 3-season screened porch, and a heated 20x40 pool with an oversized concrete patio. The living areas and recently renovated eat-in chef's kitchen shine with custom island, top-of-the-line appliances, and a dedicated butler's pantry with sink, wine fridge, and shelving. From the kitchen, enter the dedicated dining room with custom built-ins which open to the vaulted great room with floor-to-ceiling stone fireplace and locally sourced reclaimed mantle. Doors open out to a new composite deck overlooking the private, professionally landscaped grounds with overflowing hydrangeas, Japanese maples, and fruit trees. The primary suite features a custom cedar walk-in closet and en-suite bath. Two additional bedrooms and updated full bath provide comfortable living for family and guests. A secondary sunlit living room with an efficient pellet stove adds cozy warmth which opens out to a 3-season porch. The finished lower level includes a full bath and versatile space - perfect for a gym, media room, or flex space. Outside, enjoy true resort-style living around the fully fenced pool complex. Additional exterior highlights include a horseshoe pea gravel driveway, 4 y.o. architectural roof, new pool pump/filter and two storage sheds. Located just minutes to Woodbury's historic town center, fine dining, and boutique shopping!

Situated on a stretch of Putting Green Lane, this stand-alone Laurel model offers a refined approach to living within the 55+ community of Oxford Greens. Carefully maintained by its original owners, the three-bedroom, two-and-a-half-bath residence features nine-foot ceilings and rich hardwood flooring throughout the primary gathering spaces. The kitchen is appointed with granite countertops, stainless steel appliances, and a bright breakfast nook. Flowing seamlessly from the kitchen, the family room is anchored by a gas fireplace beneath a vaulted ceiling, creating an understated elegance for daily living or entertaining. The architecture thoughtfully embraces its natural surroundings. Two separate decks provide generous outdoor living space, offering tranquil views of the private, wooded setting directly behind the house. Additionally, a large, unfinished walk-out lower level presents expansive potential for future customization, tailored storage, or a dedicated studio space. The Oxford Greens lifestyle is defined by its golf course ambiance and comprehensive resort-style amenities, all maintained with notably low common charges. Situated adjacent to the acclaimed 18-hole golf course, the neighborhood offers a sophisticated country club atmosphere. A 17,000-square-foot clubhouse serves as the focal point of the community, featuring a fully equipped fitness center, indoor and outdoor swimming pools, and a relaxing hot tub. The grounds also include meticulously maintained courts for tennis, paddle tennis, pickleball, and bocce. This property presents a rare balance of private, wooded serenity and premier recreational facilities.

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.

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.

Steeped in 18th-century charm, this rare 1747 Saltbox estate seamlessly marries historic integrity with modern luxury. Tucked away on a peaceful country lane, the main home boasts original wide-plank wood floors, dual fireplaces, twin staircases, authentic built-ins, and freshly renovated baths. At its heart is the kitchen featuring Viking appliances and granite counters that open to garden views. Step through the screened stone-and-timber breezeway to a newly expanded patio and custom firepit crafted directly from native fieldstone, all beneath a classic wood-shingle and copper roof. The surrounding grounds function as a true New England compound. A separate two-bedroom carriage house offers built-in guest quarters with a covered porch and an oversized 2.5-car garage. Nearby, a newer two-story 40'x28' barn provides flexible space for a creative studio, vehicle storage, or livestock, complemented by two additional storage sheds. Recent improvements include, but are not limited to, a new cedar-shingle roof with copper downspouts (2025), new A/C, fresh interior paint throughout (2026), and refinished flooring. It is an unmistakable rural sanctuary with abundant room for hosting friends and extended family.

Wonderful 3BR, 2BTH Cape located on the Naugatuck-Waterbury line in a neighborhood setting. Lovingly cared for by its current owners for nearly 40 years, this inviting home is ready for its next chapter and a new owner's personal touches. The front door opens to a spacious living room featuring a fireplace and large picture window, along with a formal dining room with a built-in hutch. The oversized kitchen overlooks the backyard and offers abundant cabinetry and a dining area. A main-level bedroom with two closets provides flexibility for guests or one-level living, while the heated breezeway/den offers access to the deck and backyard. Upstairs are two additional spacious bedrooms with ceiling fans and generous closet space. The finished lower level provides flexible space for a recreation room, home office, or both, along with a bar area, large walk-in closet, cedar-lined closet, and additional storage. The level, fenced yard is well suited for relaxing and entertaining, complete with a heated above-ground pool and deck, patio area, and a tree-lined rear yard for added privacy. Additional features include central air, installed in 2020, and central vacuum. A large driveway provides ample parking and leads to the attached heated two-car garage with an additional carport/shed for storage or yard equipment. With its functional layout, outdoor space, and convenient location close to nearby amenities, this is a wonderful opportunity to make a well-loved home your own.

Welcome to 300 Hilltop Road in Oakville - an expansive ranch-style home offering comfort, space, and easy one-level living. This 3-bedroom, 3-bath home features an inviting open floor plan, creating a seamless flow between the main living areas and making it ideal for both everyday living and entertaining. A beautiful dual-sided fireplace between the living rooms adds warmth, character, and a cozy focal point to the home. Each bedroom is generously sized, including a spacious primary bedroom with its own private bathroom. A slider in the living room leads out to the backyard patio, creating an easy connection between indoor and outdoor living. Outside, enjoy a flat, private yard complete with a firepit - the perfect setting for relaxing evenings and outdoor gatherings. The finished basement adds valuable additional living space, perfect for a family room, home office, gym, guest area, or recreation space. Conveniently located near Route 8 and I-84, this home offers easy commuter access to Waterbury, Hartford, Danbury, and surrounding towns while still providing the privacy and comfort of a neighborhood setting. Spacious, versatile, and move-in ready, this Oakville ranch is ready to welcome its next owner.

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.

A rare offering that exudes sophistication and sanctuary, this striking contemporary estate-originally built in 1984 and thoughtfully reimagined for modern living-spans over 5,526 square feet of refined yet inviting space. Privately nestled within a tranquil suburban setting, this property delivers a true escape while remaining moments from premier shopping, dining, and everyday conveniences, an ideal retreat for those craving a seamless blend of country calm and cosmopolitan accessibility. Designed with both scale and comfort in mind, this home features an abundance of expansive living spaces, where architectural intrigue meets livable luxury. Each room unfolds with intention - grand in proportion yet intimate in feel, creating a series of elegant retreats throughout the home. Recent upgrades elevate both form and function, including newly installed flooring, a high-efficiency HVAC system, and whole-house generator system ensuring comfort and peace of mind year-round. Storage is exceptional, with generous closet space rarely found in homes of this era. The outdoor experience is equally compelling. Set against a serene backdrop, the property boasts a private, resort-style in-ground pool and whirlpool spa along with a full-size tennis court-perfect for both entertaining and quiet relaxation. A unique indoor hot tub adds an additional layer of year-round indulgence. This is more than a home - it's a destination.

Broadview Estate - A masterpiece in colonial revival design -Perched gracefully on the gentle hilltops of Middlebury! The Cameron Clark design is well preserved and displays a high quality of workmanship and materials, as well as the gracious proportions and classically inspired details inherent of the colonial revival. This residence is one of the finest examples of this style. Together the house and related garden cottages, grounds and surrounding landscapes of fields and woodlands, drape across the gentle hilltops of Middlebury with magnificent vistas east, west and north. It constitutes one of the most beautiful and historically significant properties in the area. The estate encompasses the seventeen room main house and three guest cottages: converted stables with unique industrial accents, classic cape, and pool side studio. The main home features magnificently scaled formal and informal settings, exquisite millwork, hardwood floors. Chefs' quality kitchen with sensational marble, large butler's pantry, breakfast nook, informal dining room, 800 bottle temperature controlled wine room complete this area. This opens to the library and raised paneled great room with vaulted ceilings and stone fireplace. Pass by the sweeping free-standing staircase which leads to the second level and enter the formal dining room and living room both with fireplaces adjacent to a mahogany paneled office. The wonderful conservatory overlooking the beautiful gardens, sauna room, two half baths