454 houses for sale in Berkshire, Newtown town Fairfield County Connecticut

Rare opportunity to own one of Oxford's finest two-family homes! Custom built by the original owners, this unique property was thoughtfully designed to give each residence its own private entrance, full basement, and attached garage while providing comfortable, independent living. The main home features a welcoming sitting room, private office, guest powder room, formal dining room with pocket and french doors, along with a spacious kitchen centered around an impressive 3' x 9' island. The kitchen opens to a great room with a fireplace, French doors leading to a beautiful outdoor entertaining area. Upstairs, you'll find a convenient laundry room with a utility sink, built-in ironing board, and access to a walk-in attic. The spacious primary suite includes a walk-in closet and a beautifully appointed bath. Three additional bedrooms and a full bathroom complete the second floor. The attached second residence offers an open-concept layout with two bedrooms, a full bathroom, in-unit washer

Picture Perfect! This 4 Bedroom Cape Cod is sparkling clean and move in ready! Original Owners have lovingly and meticulously cared for this beautiful home. Freshly painted! All new flooring! New Appliances! Updated Mechanicals. Main level showcases open concept with spacious kitchen, dining and family room with gas fireplace. Versatile floor plan offers a living room and a bedroom on the main level that has been used as office or guest space, and there is a first floor full bath. Walk out to the spacious deck and enjoy the peace and tranquility of this park like property with lots of privacy. Additional 3 bedrooms upstairs, featuring an oversized primary bedroom with lots of closet space! The 2nd level bathroom has double sink vanity too! Clean and dry basement has a two car garage, laundry and utility area, and plenty of room for storage or future finishing complete with large window and sliding doors to the back yard. Pastoral acre property with level back yard is lush with a feelin

Charming 1712 antique salt box home, ideally located just a few minutes from center of town and offering easy access to RT 25 and I-84, This 25 acre working hobby farm is a piece of Newtown history. Only two families have ever owned this property. The land was originally deeded to the Wheelers, one of the first families to settle in Newtown. The current owners (The Sedors) purchased the farm in 1910 and are 5th generation farm owners. The main home captures the charm of yester year along with some modern conveniences. The original oak floors, the hand hewn beams, and four fireplaces with a Dutch oven remain like a time capsule to the era. There are two updated bathrooms and an updated kitchen with cathedral ceiling. Additional improvements include high efficiency heating system and new insulation in the attic in 2015. Main level bedroom and washer dryer with walk in closet with lots of storage. Large stone patio with hot tub overlooks the amazing property filled with stone walkways, st

Nestled in a prime Newtown Borough location, this spacious home offers the convenience of public sewer, town water, and natural gas while being just moments from shopping, dining, parks, and all the charm of the Borough. The heart of the home is the oversized kitchen featuring cherry cabinetry, honed granite countertops, a gas cooktop, an extra-large sink, and abundant workspace for cooking and entertaining. Beautiful hardwood floors flow throughout both the main and upper levels. (Hardwood under carpet in bedrooms.) Designed for comfortable everyday living and entertaining, the home boasts oversized rooms throughout, including a formal living room, formal dining room, inviting family room with fireplace, and a bonus recreation room on the main level. A large first-floor office with extensive built-ins provides the perfect work-from-home space. One of the home's standout features is the impressive 300-square-foot three-season sunroom with vaulted ceiling and walls of windows, creating

Rare opportunity to own a well maintained home with a fully equipped in law apartment, with sweeping scenic views. This 5 bedroom home, is located on a quiet cul-de-sac just minutes from town and Exit 9 off of I-84 in Newtown. The upper level features 3 bedrooms, two full baths an updated kitchen with stainless appliances, and other inviting living spaces designed for comfortable everyday living. A year round sunroom showcases incredible panoramic views and provides a great place to relax in every season. The in law on the lower level and a walk out offers its own kitchen, living room with fireplace, 2 bedrooms and a full bath with a shared laundry area. Additional highlights of the home include, two fireplaces, two spacious decks for outdoor entertaining, a lower level room for a home office playroom or gym, a storage shed and wonderful yard to enjoy the outdoors. Unbeatable location close to shopping, restaurants, and commuter routes

A rare blend of historic New England character, sophisticated style and exceptional outdoor living, 24 Old Good Hill Road is anything but ordinary. Dating to 1829 and set on approximately 2.55 beautifully landscaped acres, this distinctive home has been thoughtfully updated while preserving the warmth and architectural details that give it its soul. Inside, the feeling is timeless and collected-reminiscent of a Ralph Lauren country house-with rich character, built-in bookcases, two impressive stone fireplaces, including one with a built-in wood stove, and inviting spaces designed to be lived in and enjoyed. Outside, decades of established landscaping create a private retreat of mature trees, perennial gardens and multiple patios for dining, entertaining and relaxing. A built-in swimming pool becomes the centerpiece of summer living, surrounded by the privacy and beauty of the grounds. A former barn site also presents an intriguing opportunity for a future garage or accessory structure,

Welcome to 37 Tunnel Road, a truly special 4-bedroom, 2.5-bath Colonial offering nearly 3000 sqft. of beautifully maintained living space on 2.46 private acres in Newtown! Thoughtfully improved over the years, this home is loaded with quality and functionality throughout. Remodeled kitchen features granite countertops, Thermador and Sub-Zero appliances, Bosch dishwasher, and Thermador commercial gas range and hood. Custom millwork, built-ins, engineered hardwood flooring, new bedroom and stair carpeting, and an oversized sunroom/rec room add warmth and versatility. Upstairs, the spacious primary suite offers dual walk-in closets and a full walk-up attic provides exceptional storage and future potential. Outside is where this property truly shines: a heated saltwater pool, expansive patio, metal pergola, pool house with electricity, fire pit, gardens, mature fruit trees, and a wooded brook backdrop create an incredible private retreat. An oversized garage/workshop with epoxy flooring an

Make your dream estate a reality with this rare chance to own a significant piece of the Newtown landscape. Enter the property via a winding, private driveway lined with expertly maintained trees creating an immediate sense of arrival. With incredible views of Hattertown Pond and exquisite privacy on 18 pristine acres, enjoy everything this lovingly maintained, 5,000 square foot, ranch home has to offer. Nestled upon a rolling, cleared lawn complete with in-ground pool and surrounded by Newtown Forest Association Land, this oasis awaits your dreams and provides a legacy opportunity for generations to come!

Welcome to 48 Winton Farm Road, a spacious 5-BR Colonial set on approx. 2.49 private acres in Newtown. Offering approx. 4,181 sq ft above grade, this home combines generous room sizes, high and vaulted ceilings, abundant natural light and a flexible floor plan designed for comfortable everyday living and entertaining. Two fireplaces add warmth and character to the main living areas, while the well-appointed kitchen features a cooktop, wall oven, ample cabinetry, generous prep space and plenty of room for gathering. The home offers 5 BRs, 4 full baths and 2 half baths, providing excellent flexibility for everyone, guests, working from home and a variety of lifestyle needs. The primary suite serves as a comfortable private retreat with a walk-in closet and spacious bath. Multiple living areas allow for both formal and casual use, while the home's scale provides room to spread out without sacrificing a welcoming feel. Outside, enjoy a peaceful setting with mature surroundings, a patio for

Gambrel colonial offering lots of privacy and 4 garages in The Purchase section of town. This 3 bedroom 2 bath home is sited on a 3.16 acre interior lot. The house is not visible from the road. Off the formal living room is a truly stunning sun room with large windows and sliders on three sides. This comfortable space includes exposed beams and an LP gas fireplace. on the other side of the center hall is a formal dining room with hardwood floors. The kitchen includes white cabinets and a center island while being open to the family room with a word burning fireplace. There is a full bathroom just off the kitchen. Three bedroom including the primary are upstairs where another full bath has a soaking tub/shower. The basement is partially finished and makes an excellent hobby or recreation room. In addition to a 2 car attached garage the property includes a 2 car detached garage on the other side of the circular driveway. The back of the home features a spacious wrap around deck, lawn and

Welcome to 4 Bishop Rd, a custom-built colonial on a quiet cul-de-sac in beautiful Oxford, CT. Enjoy area amenities while surrounded by a peace and privacy. A gorgeous stone walkway leads to the dramatic main entrance with a bright two-story foyer, welcoming you and your guests to this exquisite living space. One side of the foyer is a flexible space that can serve as an office or guest suite and includes a full bathroom. Opposite is the formal dining room with inlayed hardwood floors and a tray ceiling to accentuate the space. Next, you move through a small hallway into the open kitchen and main living area. The centerpiece of the living room is a wood burning fireplace to bring warmth while surrounding yourself with friends and family. The kitchen is a chef's dream with a Subzero refrigerator and Wolf range. The granite center island and eat-in nook will be an epicenter of activity for holidays, parties, and daily life. Rounding out the first floor is a dedicated office space near th

Move right into this beautifully updated home in one of Sandy Hook's most desirable neighborhoods! With soaring ceilings on the first floor, this home features a stunning remodeled kitchen with quartzite countertops, brand-new stainless steel appliances, a hand-painted Portuguese tile backsplash, and beautifully painted cherry-finished wood cabinetry. The sun-filled living room boasts vaulted ceilings, new engineered hardwood flooring (with a refinishable 3mm wear layer), and a high-efficiency wood stove insert that efficiently heats the first floor to help with heating costs! Additional upgrades include a fully renovated powder room, brand-new carpeting throughout the upper level, an updated upstairs bathroom vanity, a new bluestone front walkway and a newer septic pump. Meticulously maintained and truly move-in ready, this home offers the perfect combination of timeless style, modern comfort, and exceptional quality

Nestled on sprawling 3.80 acres, this luxurious colonial home boasts an impressive 6,700 sq ft of exquisite living space. With 5 spacious bedrooms and 4.5 baths, every corner of this residence exudes elegance and sophistication. Step inside to find stunning hardwood floors that flow seamlessly throughout the 3 levels, creating a warm and inviting atmosphere. The gourmet Kitchen is a chef's dream, featuring upscale appliances, including a Sub-Zero fridge, expansive workspace and an oversized island with counter seating - perfect for casual dining or entertaining guests. A wet bar adds to the home's allure, while skylights bath the space in natural light. A french door opens to a spacious trex deck, ideal for al fresco dining. The Great Room, with its beautiful vaulted ceilings and striking beams, is anchored by a cozy wood-burning fireplace. a great room to relax in. A slider leads to the deck, extending the living space outdoors. The Formal Living Room, accessed through elegant French

Commandingly sited above the Aspetuck River, this exceptional 9,600+ sq ft cut stone manor offers sweeping views of a 40 acre horse farm and an estate setting rarely available. A long, stately driveway sets a grand first impression, opening to a large courtyard framed by manicured boxwoods. As you enter the home, a grand hall and great room with a dramatic view of the outdoor waterfall establishes the scale and craftsmanship found throughout. The custom kitchen blends beauty and function with a SubZero armoire style refrigerator and freezer, double Viking gas range, and dual Fisher and Paykel dishwashers. A separate full caterer's kitchen-with additional refrigeration, dishwasher, and oven-supports effortless entertaining. Sun filled formal rooms, a richly detailed library, and a stunning river view sunroom showcase the home's craftsmanship. Wide plank cherry floors, solid cherry doors, and a custom wet bar with soapstone counters, built-in entertainment center, and tin ceiling add war

Welcome to 1 Brookwood Drive, a beautifully renovated home designed for today's lifestyle with a fresh, contemporary feel. The heart of the home is the expansive great room featuring vaulted ceilings, an open dining area, and a custom kitchen renovated in 2022 with inset cabinetry, high-end appliances, and an oversized island ideal for gathering and entertaining. French doors lead to a spacious Trex deck with cable railings, creating the perfect setting for summer dining and relaxation. The main level offers three generously sized bedrooms and a fully renovated bathroom. The finished lower level provides exceptional flexibility with a recreation room that may also serve as a guest area, a second full bathroom, gym, mudroom, and laundry room conveniently located off the garage. The true showstopper is the private, level, fully fenced backyard featuring a newer heated saltwater pool with a stunning surround, covered patio, firepit, raised garden beds, and plenty of room to entertain or u

Welcome home to this charming 3-bedroom, 1.5-bath raised ranch, ideally situated on a level lot along a quiet road perfect for bike rides, evening strolls, and enjoying the peaceful surroundings. Nature lovers will appreciate the convenient access to nearby hiking destinations, including the Bridle Trail and Phillips-Lovdal Farm Preserve, both just a short walk away. Inside, you'll find a comfortable and inviting layout with plenty of space for everyday living. The finished lower level features a cozy wood stove, creating the perfect gathering spot to stay warm on chilly New England evenings. Whether you're relaxing at home, exploring the nearby trails, or enjoying the spacious yard, this property offers the perfect blend of comfort, convenience, and outdoor recreation

Wonderful spotless move-in home on a lovely level acre with a heated in-ground pool! Offering an abundance of living area w/ open LR and DR entertaining space w/french doors leading to a fantastic outdoor oversized no maintenance deck and swimming pool area! Updated spacious kitchen with cherry cabinets, stainless steel appliances, granite countertops, modern vent hood and double ovens. New fridge(1/26), new pool liner(7/26) dishwasher(8/25), cooktop(3/25). There are two marble full bathrooms. Gleaming hardwood floors through out the main floor. Portuguese limestone floor in lower level. Two gas fpls. Gutter Leaf Guards. Interlock generator hook up. Hard and soft sheds. Central Air/OHWBB heat. 200 AMP service. 2250 sq. ft. includes LL

Sophisticated and exceptionally well executed, this stunning home offers a rare combination of high-end finishes and an ideal floor plan. White oak flooring runs throughout, complemented by a striking Camaru hardwood front porch and an open, flowing layout designed for everyday living and entertaining. At the heart of the home is a spectacular gourmet kitchen featuring a large center island, custom hardwood cabinetry, and abundant workspace, opening seamlessly to the expansive family room. Floor-to-ceiling windows and doors provide beautiful views of the level rear yard and bring the outdoors in. A casual yet refined dining room features custom built-ins and a convenient dry bar. The main level offers tremendous flexibility with a guest or primary bedroom suite option, complete with a stunning full bath, walk-in closet, and direct access to the rear patio. A beautifully appointed main-level office provides an ideal work-from-home space. Upstairs, the exceptional primary suite is truly

Exceptional space, craftsmanship and privacy come together in this custom Colonial, beautifully positioned on a desirable cul de sac. Offering 6,549 square feet, 5 bedrooms and 5.1 baths, the home features custom millwork, hardwood floors and thoughtful architectural detail throughout. A dramatic two story foyer opens to a gracious dining room, sun filled living room and richly finished library. The spacious kitchen features white cabinetry, granite countertops and an oversized center island, opening seamlessly to the family room with a striking floor to ceiling fireplace. An expansive deck with pergola extends the living space outdoors, offering multiple areas for relaxing, dining and entertaining while enjoying peaceful wooded and seasonal views. The naturally sloped backyard creates privacy, a sense of elevation and a scenic wooded setting. Upstairs, the primary suite includes a sitting room, fireplace and spacious bath, while a second primary suite provides added flexibility. Three

Exceptional space, craftsmanship and privacy come together in this custom Colonial, beautifully positioned on a desirable cul de sac. Offering 6,549 square feet, 5 bedrooms and 5.1 baths, the home features custom millwork, hardwood floors and thoughtful architectural detail throughout. A dramatic two story foyer opens to a gracious dining room, sun filled living room and richly finished library. The spacious kitchen features white cabinetry, granite countertops and an oversized center island, opening seamlessly to the family room with a striking floor to ceiling fireplace. An expansive deck with pergola extends the living space outdoors, offering multiple areas for relaxing, dining and entertaining while enjoying peaceful wooded and seasonal views. The naturally sloped backyard creates privacy, a sense of elevation and a scenic wooded setting. Upstairs, the primary suite includes a sitting room, fireplace and spacious bath, while a second primary suite provides added flexibility. Three

Once in a lifetime opportunity to build your dream home on a beautiful private lot in prestigious Oak Ridge Estates. This exceptional CORBO signature home offers a thoughtfully designed floor plan, quality craftsmanship, and modern amenities, with the opportunity to personalize the home to suit your lifestyle.The four bedroom home features an open concept design with spacious, light filled rooms and an easy flow throughout. The chef's kitchen will feature high end appliances, a generous center island, and an open connection to the family and dining areas, ideal for everyday living and entertaining.The first floor primary suite provides a private retreat with generous walk in closets and a spa inspired bath. Three additional bedrooms are located on the second floor, offering comfortable space for family and guests.The private lot provides ample space for a future pool and outdoor living area. A wonderful opportunity to create a custom CORBO home in a desirable New England setting. This

Straight out of the pages of a design magazine, this exceptional three-bedroom ranch is a rare blend of style, character, and comfort. Whether you're seeking a year-round residence or the perfect weekend escape, this one-of-a-kind home offers a wonderful floor plan designed for everyday living and entertaining. The beautifully updated kitchen showcases high-end finishes and thoughtful use of space, while the spectacular oversized family room features authentic reclaimed barn wood and one of two fireplaces, creating warmth and character that simply cannot be replicated. A charming sunporch provides the perfect place to relax and enjoy the surrounding beauty throughout the seasons. The spacious primary suite is a true retreat, featuring sliders that open directly to the slate patio, a full bath, walk-in closet, and a cozy window seat perfect for reading or enjoying the views. The finished lower level adds valuable living space for recreation, guests, or a home office, while the attached

Perched above the water with breathtaking lake views and your own private dock, this stunning contemporary retreat feels like a vacation you'll never want to leave. Built in 2019, this fully furnished, Airbnb ready home showcases soaring vaulted ceilings, walls of windows, and a bright open layout that brings the beauty of the outdoors into every room. The spectacular living room is the heart of the home, where panoramic water views create a picture perfect backdrop, while the beautifully appointed kitchen features a spacious island, breakfast bar, and seamless flow for entertaining. Wake up to tranquil lake views from the bedrooms, unwind in the spa inspired baths, or climb the charming loft for the perfect reading nook, home office, or additional guest space. The walk out lower level offers even more flexible living space with a bright family room that opens to outdoor entertaining areas. Spend your days kayaking, boating, fishing, or relaxing from your private dock and enjoy access

Nestled on a private, fenced.94-acre lot in one of Southbury's desirable neighborhoods,this beautifully updated New England Cape offers warmth, character, and thoughtfully designed living spaces throughout.The main level features a spacious living room centered around a cozy pellet stove, creating a warm and welcoming gathering space.The updated kitchen offers quartz countertops, center island, and newer appliances. A spacious dining room provides the perfect setting for gatherings and everyday meals. A generously sized first-floor bedroom and full bath complete the main level. The mudroom with laundry area offers easy access from the garage and the rear deck.The upper level features two large bedrooms, each with walk-in closets, additional storage areas, and a Jack-and-Jill bath, providing both privacy and functionality.The finished walk-out lower level offers exceptional versatility with a full bath, second laundry area, abundant storage, with french door leading to the backyard pati

Once in a lifetime opportunity to build your dream home on this beautiful private lot in prestigious Oak Ridge Estates. Set within a charming New England setting, this exceptional CORBO signature home combines striking architecture, exceptional craftsmanship, and modern luxury, with the opportunity to personalize the home to your style and preferences.Designed for today's lifestyle, this impressive four bedroom, 2.5 bath residence features an open concept floor plan with spacious, light-filled rooms and an effortless flow between living spaces. The spectacular chef's kitchen will feature top of the line appliances, a generous center island, and seamless connection to the family and dining room, creating an ideal setting for both everyday living and entertaining. Upstairs, the expansive primary suite offers a luxurious private retreat with generous walk-in closets and a beautifully appointed spa inspired bath. Three additional bedrooms provide comfortable space for family and guests.The

Motivated seller upgraded flooring and stair carpeting and is willing to consider renting this perfectly situated condo with access to 2 of the 4 pools, the tennis courts, and most of the activity buildings without having to cross a road. Originally built as a 1.5 bath townhouse, the condo underwent extensive renovations, including new windows and Marvin doors, and the expansion of the main level 1/2 bath to a full bath w/ beautifully tiled shower. On the main level you'll find a gorgeous gourmet kitchen with easy care Caesarstone counters, dining area with a slider to a private slate patio, a breakfast bar, and a handy pantry/laundry room. The spacious great room where a top of the line Harmon pellet stove provides a cozy supplement to the economical heat pump can be easily configured to suit your lifestyle. Upstairs the 2 renovated bedrooms share the 2nd fully renovated full bath, complete w/ heated floors, and a deep soaking tub/shower combo. The 2nd bedroom was enclosed for added p

Bring your vision to this unique property nestled on almost 4 picturesque acres in desirable Monroe, CT. Set back from the road and surrounded by nature, this home offers a rare chance to create something truly special in a location that's increasingly hard to find. The existing house needs renovation but provides a solid footprint and endless potential whether you're looking to restore, expand, or reimagine entirely. The real star of the property is the land: rolling acreage, mature trees, and a serene private pond that creates a peaceful, storybook setting perfect for outdoor living, gardening, or simply enjoying the quiet beauty of the surroundings. With plenty of space for a dream home, workshop, or additional outdoor amenities, this property is ideal for contractors, investors, or buyers ready to customize a home to their exact taste. Enjoy the best of both worlds-privacy and nature, yet convenient access to Monroe's schools, town amenities, and commuter routes. Property selling a

Nestled on a private, fenced.94-acre lot in one of Southbury's desirable neighborhoods,this beautifully updated New England Cape offers warmth, character, and thoughtfully designed living spaces throughout.The main level features a spacious living room centered around a cozy pellet stove, creating a warm and welcoming gathering space.The updated kitchen offers quartz countertops, center island, and newer appliances. A spacious dining room provides the perfect setting for gatherings and everyday meals. A generously sized first-floor bedroom and full bath complete the main level. The mudroom with laundry area offers easy access from the garage and the rear deck.The upper level features two large bedrooms, each with walk-in closets, additional storage areas, and a Jack-and-Jill bath, providing both privacy and functionality.The finished walk-out lower level offers exceptional versatility with a full bath, second laundry area, abundant storage, with french door leading to the backyard pati

Welcome to 41 Grindstone Lane, an exceptional custom colonial offering nearly 6,000 sq ft of beautifully maintained living space, including a legal in-law apartment with private entrance and true single-level living. 6 bedrooms, 4 full and 2 half baths blend elegance, comfort, and flexibility. A grand two-story foyer welcomes you with exquisite millwork, wainscoting, and a dramatic staircase with catwalk. The sun-filled main level suits everyday living and entertaining. The updated kitchen features granite counters, stainless steel appliances, a center island, and pantry, opening to a spectacular family room with a stone fireplace and soaring 30-foot ceiling. French doors lead to an expansive deck over the private, landscaped backyard. Also on this level: a formal dining room with tray ceiling, private office, media room, half bath, and access to the oversized three-car garage. Upstairs, the impressive primary suite offers a walk-in closet and spa-like bath with separate shower, plus t

Experience exceptional luxury and privacy in this custom-built 4-bedroom, 4-full-bath home, ideally positioned at the end of a quiet cul-de-sac in one of Monroe's premier developments. Set at one of the town's highest elevations and surrounded by a beautiful natural setting, this remarkable residence offers exceptional privacy and tranquility. The open-concept interior showcases a gourmet kitchen with custom cabinetry, an oversized center island, Wolf Dual Fuel Range, and premium appliances. An integrated smart-home system provides centralized control of exterior cameras, whole-house indoor/outdoor speakers, lighting, thermostats, and an intercom system. The luxurious lower level, finished in luxury, features a custom bar, a billiard area, a gym, and an additional bath. Outdoor living is equally impressive, with beautiful professional landscaping, a covered, fully equipped outdoor kitchen, and an exterior fireplace, creating an exceptional entertaining space. Located in Monroe's award-