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

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

10.22 acres charming equine farm located right on Newtown bridle lane trail system. House, barn, art studio, running brook, pond, private and secluded with many farm assets included. 1956 very well built 2600 sq.ft cape style home, with 10 rooms, 2 bathrooms, 2 car garage, basement with a bomb shelter. Large 50x50 barn with 5 matted stalls, concrete barn isle, large roof overhang for additional shelter, tack room with sink and many frost free hydrants. Barn loft for hay storage, loft hangout room with pastures overlook, 3 additional walk in stalls, feed room, 6 frost free hydrants. 3 fenced in outdoor paddocks and 2 large fenced pastures. Direct access from property to NBLA horse trail system! Beautiful art studio shack. Large outdoor deck with aluminum gazebo, RV carport pavilion, fenced vegetable garden, pond and a running brook for farm irrigation

Welcome to 60 Old Field Road! This light-filled Contemporary Cape style home blends timeless charm with modern updates. Featuring hardwood and ceramic tile flooring, beautiful wood trim, solid wood doors, and fully renovated kitchen with granite countertops, recessed lighting, crown molding and ceiling fan. The upstairs bath offers both a Jacuzzi and separate shower. Whole house security system with 2 hard wired outside cameras. Situated on a private, tree-lined.46 ac lot with a fire pit, spacious deck with hot tub. Enjoy the convenience of a short walk to main street, also an ideal commuter location. An added plus there is just one owner of the home, he also built it! In keeping with efficiency the owners designed the home so that the ceiling fans work to circulate the air in the home (both upstairs and down stairs) Warm air when using wood stove and cool air when using the to built in a/c units. 74 Old Field lot also MLS# 24200531

Welcome Home to 7 Jet Brook Road! This stunning, light-filled with an open layout 4-BR, 3.5-BA home built in 2017 is beautifully situated on a private 2.12 acre lot in desirable Newtown. This meticulously maintained residence boasts gleaming hardwood floors and offers a thoughtful floor plan featuring a formal dining room with coffered ceilings, a separate living room, first floor home office or guest room and a large bright and inviting family room with recessed lighting and a beautiful gas fireplace. The chef's kitchen is perfect for entertaining as it has an expansive granite island, stainless steel appliances, tons of storage, includes a pantry and walks out to the back deck with a gas-grill hookup for effortless entertaining. First floor laundry room adds to the many conveniences in this home. Upstairs highlights include a primary suite with a tray ceiling adding to it's architectural drama, a walk-in closet, large en suite bathroom with tile shower, granite counters and a soaking

Hermitswood is a gracious French Norman-style country estate set on eight spectacular acres, features a natural swimming pool, extensive gardens, and two-bedroom guest suite. Originally renovated by renowned architect Theo Muller, the home has been reimagined by Charles Hilton Architects, transforming it into an exceptional country retreat offering 6,321 square feet of elegant living space. The award-winning landscape design is spectacular, with beautifully curated gardens, patios, terraces, a lily pond, and two sweeping grass stairways leading to the breathtaking 30' x 95' chemical-free swimming pool. The interior is highlighted by the award-winning chef's kitchen, featuring a 48 Sub-Zero, a Lacanche range with custom hood and limestone backsplash, Waterstone fixtures, and two impressive 11' islands topped with Calacatta marble. Exceptional craftsmanship is evident throughout, including custom millwork and moldings, hardwood floors with brass inlays, a 17th-century French fireplace, a

Custom-built by its current owner, a professional builder, and meticulously maintained since 1988, this exceptional ranch reflects a level of craftsmanship and structural integrity rarely found today. Substantial construction, thoughtful proportions, and enduring materials speak to a home designed with longevity in mind. Framed by beautiful stone walls and impeccably maintained landscaping, the property is bordered by two town trails, creating a remarkable sense of privacy and tranquility. Inside, the open floor plan features vaulted ceilings, refinished hardwood floors, new windows, and a dramatic floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. Abundant natural light fills the home, while a tiled front room offers a peaceful escape for reading, or relaxing. Three generously sized bedrooms offer ample closet space, including a primary bedroom w/ double sinks and a tiled stall shower. A sprawling new deck wraps along the back and side of the home, ov

10.22 acres charming equine farm located right on Newtown bridle lane trail system. House, barn, art studio, running brook, pond, private and secluded with many farm assets included. 1956 very well built 2600 sq.ft cape style home, with 10 rooms, 2 bathrooms, 2 car garage, basement with a bomb shelter. Large 50x50 barn with 5 matted stalls, concrete barn isle, large roof overhang for additional shelter, tack room with sink and many frost free hydrants. Barn loft for hay storage, loft hangout room with pastures overlook, 3 additional walk in stalls, feed room, 6 frost free hydrants. 3 fenced in outdoor paddocks and 2 large fenced pastures. Direct access from property to NBLA horse trail system! Beautiful art studio shack. Large outdoor deck with aluminum gazebo, RV carport pavilion, fenced vegetable garden, pond and a running brook for farm irrigation

Nantucket inspired design, in-town location with a peaceful setting continue to make Old Field Hill one of the most desirable, non-age-restricted communities in Southbury. Beautiful pool with club house are just the start of what's available for social gatherings in addition to reading clubs, holiday cookie exchange, community newsletter and Thursday night meet-ups. The home has great natural light which promotes good energy, an updated kitchen and is absolutely turn-key!

Welcome Home to 7 Jet Brook Road! This stunning, light-filled with an open layout 4-BR, 3.5-BA home built in 2017 is beautifully situated on a private 2.12 acre lot in desirable Newtown. This meticulously maintained residence boasts gleaming hardwood floors and offers a thoughtful floor plan featuring a formal dining room with coffered ceilings, a separate living room, first floor home office or guest room and a large bright and inviting family room with recessed lighting and a beautiful gas fireplace. The chef's kitchen is perfect for entertaining as it has an expansive granite island, stainless steel appliances, tons of storage, includes a pantry and walks out to the back deck with a gas-grill hookup for effortless entertaining. First floor laundry room adds to the many conveniences in this home. Upstairs highlights include a primary suite with a tray ceiling adding to it's architectural drama, a walk-in closet, large en suite bathroom with tile shower, granite counters and a soaking

Welcome to this beautifully updated four-bedroom Colonial, set well back from the road on 2.21 picturesque acres, offering a wonderful combination of privacy, space and modern updates. A welcoming front porch sets the tone before stepping inside, where a classic, comfortable layout has been enhanced by thoughtful improvements. The beautifully renovated kitchen serves as the heart of the home, featuring soft gray cabinetry, stone countertops, stainless steel appliances and a center island. The kitchen flows naturally into the formal dining room, while lots of new flooring and custom millwork add character throughout. The inviting family room is centered around the fireplace, and a convenient main-level laundry room adds everyday functionality. Upstairs, the spacious primary suite features a vaulted ceiling, private full bath and generous walk-in closet with a custom closet system, accompanied by three additional bedrooms. Outside, the setting truly shines. The home sits privately back f

Nantucket inspired design, in-town location with a peaceful setting continue to make Old Field Hill one of the most desirable, non-age-restricted communities in Southbury. Beautiful pool with club house are just the start of what's available for social gatherings in addition to reading clubs, holiday cookie exchange, community newsletter and Thursday night meet-ups. The home has great natural light which promotes good energy, an updated kitchen and is absolutely turn-key!

Enjoy the ease of main-level living at Regency at Newtown, a 55+ community, without giving up the space you still want. This 2,352-square-foot townhouse-style condo offers hardwood floors throughout most of the main level. The kitchen opens directly to the family room, where a vaulted ceiling, two skylights and a gas fireplace create a bright and inviting gathering space. Step from the family room onto the deck for an easy connection to the outdoors. The main-level primary suite features a walk-in closet and newer bath with double vanity and curbless shower. The second main-level bedroom has direct access to the full hallway bath. A separate dining room with a tray ceiling and decorative moldings provides a more finished setting for holidays and dinners with family and friends. The main-level laundry room includes a utility sink for added convenience. Upstairs, the 672-square-foot carpeted loft provides flexible living space along with additional storage. And if you're wondering where

HIGHEST and BEST OFFER BY 5 PM WEDNESDAY 9/2/26* Beautifully maintained Raised Ranch nestled on a quiet cul-de-sac with plenty of privacy and the perfect, professionally landscaped, level yard for outdoor enjoyment. This pristine home is in a fantastic commuter location and just minutes away from parks, schools, shopping, restaurants and more. Just move in and relax because this home comes with many updates: a new roof, refrigerator, range/stove, family room wall to wall carpeting, new central air motor, newly stained hardwood flooring, complete interior painting w/beautiful crown molding, newer boiler and gutters. Also, peace of mind comes with a generator hookup in the garage and being close to the fire department and medical facilities. This desirable, 3 bedroom, 1 1/2 bath Raised Ranch has charm inside and out hosting central air for those hot summer days and the comfort of snuggling up around the living room gas fireplace. Windows and garage doors are double paned and insulated. E

Welcome to 94 Moosup Trail, a beautifully reimagined 4-bedroom, 2-bath home in highly sought-after Monroe, where quality homes and available inventory are hard to come by. Completely renovated from top to bottom, this turnkey property combines fresh, modern finishes with major high-cost improvements already taken care of, including a brand-new $36,000 septic system and a new furnace-offering peace of mind for years to come. Step inside to a light, bright, and airy interior featuring spacious one-floor living, a warm and inviting fireplace, and thoughtfully selected high-end finishes throughout. The flexible 4-bedroom layout provides plenty of room for everyday living, guests, or a home office, while both the attic and basement offer valuable additional storage. Outside, enjoy a private backyard with a charming creek that creates a peaceful, natural setting. Current flood insurance is just $278 per year. The property offers a wonderful sense of privacy while still being conveniently loc

Set on just over 2 acres, 341 Old Zoar Road offers a comfortable Colonial layout with generous living space, thoughtful updates and plenty of flexibility. With approximately 2,400 square feet, four bedrooms and two and a half baths, the home blends traditional spaces with an oversized family room that serves as a natural gathering point on the main level. Vaulted ceilings, hardwood floors and a fireplace give the room character, while direct access to the deck creates an easy connection to the outdoor space. The updated kitchen and bathrooms add meaningful improvements while still leaving room for a new owner to make the home their own. The first floor offers flexible space that can be used as a dining room, home office or additional living area depending on your needs. Upstairs, four generously sized bedrooms provide comfortable separation from the main living areas. The walkout basement adds another layer of potential, with the opportunity to create additional finished living space i

Welcome to this beautifully updated four-bedroom Colonial, set well back from the road on 2.21 picturesque acres, offering a wonderful combination of privacy, space and modern updates. A welcoming front porch sets the tone before stepping inside, where a classic, comfortable layout has been enhanced by thoughtful improvements. The beautifully renovated kitchen serves as the heart of the home, featuring soft gray cabinetry, stone countertops, stainless steel appliances and a center island. The kitchen flows naturally into the formal dining room, while lots of new flooring and custom millwork add character throughout. The inviting family room is centered around the fireplace, and a convenient main-level laundry room adds everyday functionality. Upstairs, the spacious primary suite features a vaulted ceiling, private full bath and generous walk-in closet with a custom closet system, accompanied by three additional bedrooms. Outside, the setting truly shines. The home sits privately back f

Welcome to 10 Pearl Street, a spacious and beautifully refreshed Colonial tucked into a desirable Newtown neighborhood just moments from the shops, restaurants and community charm of Sandy Hook Village. Fresh interior paint, new carpeting, updated lighting and new hardware create a bright, polished feel throughout. The main level offers an inviting two-story foyer, two private offices and a comfortable family room centered around a wood-burning fireplace. The kitchen features new appliances, a propane gas range, center island and pantry, with easy access to the deck for outdoor dining and entertaining. A refreshed powder room and laundry room complete the first floor. Upstairs, the spacious primary suite includes a walk-in closet and private bath with double sinks and a tiled shower. Three additional bedrooms, two with Elfa closet systems-share a generously sized hallway bathroom with double sinks. The finished lower level adds valuable flexibility with tile flooring, a freshly painted

Spacious 4,148 sq.ft. Colonial, custom built with open floor plan 4 BR, 4 baths, 3 car garage and full farmer's porch, set on 3.74 acres. Stunning first impression with large two-story foyer and french doors to LR and DR. Gourmet kitchen offers cherrywood cabinets, Corian counters, a large breakfast island, double wall ovens, cooktop, and dishwasher, plus a sunlit dining area with bay window and built-in kitchen hutch. The adjoining formal DR has a tray ceiling with inlay lighting. Step-down into the family room with vaulted ceiling, ceiling fan, magnificent floor to ceiling masonry fireplace and french doors that open to the back deck. The office on the first floor has second staircase leading to a large bonus-room with full bath, skylights, large second story window, gas FP with granite surround and granite countertop bar with sink. The primary BR has a vaulted ceiling with ceiling fan, a walk-in closet, and bathroom with skylight, Jacuzzi tub, separate shower, his and her sinks and

This Lovely 3-bedroom, 2 Full Bath comes with 2,164 sq.ft. of Living Space. Gently nestled on a Beautifully Landscaped lot, this Ranch Style Home is perfect for your whole family. A separate Large Office space makes your commute just a few steps away if you work from home. Inside features a large open space concept with Terra Cotta Tile flowing throughout, a Sunny Living Room adjoining your stunning dining room, and Spacious Kitchen. A Large Family Room on the 2nd floor features a Giant Faux Stone Fireplace, with Beautifully Vaulted ceilings, Large Sprawling Beams above and Big Bright Windows make this a Great Space for an Entertainment Room. The Spacious Master Suite and Walk-In Closet with large Dressing Room is just Perfect. Two additional bedrooms are off the formal living room with walk through sliders to your own Private Deck. A Two-car attached garage for easy access into your home, plus one extra detached garage. This home also has two nice sized sheds for any storage needs. Wi

Vacation at home and live your best life in this meticulously maintained, energy efficient waterfront cottage. Tucked away on a rustic private road on the scenic shores of Lake Zoar, this light filled home offers a rare opportunity to embrace a peaceful lakeside lifestyle as either a year round residence, or an enchanting weekend getaway. Imagine feeling a million miles away from the fast pace of the world while remaining just minutes away from local shopping, dining, and highway access - all while being less than 90 minutes away from Manhattan. Stepping inside, the open concept main level offers seamless indoor/outdoor living and exceptional craftsmanship with carefully curated features throughout the entire house. The home features designer inspired lighting throughout that uses only 10% of traditional energy consumption. In the cozy living room, fully wired for surround sound, enjoy energy independence with a high efficiency wood stove insert in your fully operational fireplace. Fre

Set on a generous lot in an established Oxford neighborhood, this 3-bedroom, 2.5-bath home offers approximately 2,500 square feet of living space and endless possibilities. Built in 1987, it's an excellent opportunity for buyers who want to personalize a home while creating a space that reflects their own taste and lifestyle. Oxford offers the perfect blend of rural beauty and everyday convenience. Commuters will appreciate the easy access to Routes 8 and 34, while local amenities are just minutes away. Spend summer days at Jackson Cove with its public beach and boat launch, explore the shops, restaurants, grocery store, and medical offices at Quarry Walk, or enjoy the town's many parks and scenic walking and hiking trails. If you're looking for a welcoming community with a relaxed pace and convenient amenities, Oxford is a wonderful place to call home. Come see, fall in love and make an offer!

Set on just over 2 acres, 341 Old Zoar Road offers a comfortable Colonial layout with generous living space, thoughtful updates and plenty of flexibility. With approximately 2,400 square feet, four bedrooms and two and a half baths, the home blends traditional spaces with an oversized family room that serves as a natural gathering point on the main level. Vaulted ceilings, hardwood floors and a fireplace give the room character, while direct access to the deck creates an easy connection to the outdoor space. The updated kitchen and bathrooms add meaningful improvements while still leaving room for a new owner to make the home their own. The first floor offers flexible space that can be used as a dining room, home office or additional living area depending on your needs. Upstairs, four generously sized bedrooms provide comfortable separation from the main living areas. The walkout basement adds another layer of potential, with the opportunity to create additional finished living space i

This Lovely 3-bedroom, 2 Full Bath comes with 2,164 sq.ft. of Living Space. Gently nestled on a Beautifully Landscaped lot, this Ranch Style Home is perfect for your whole family. A separate Large Office space makes your commute just a few steps away if you work from home. Inside features a large open space concept with Terra Cotta Tile flowing throughout, a Sunny Living Room adjoining your stunning dining room, and Spacious Kitchen. A Large Family Room on the 2nd floor features a Giant Faux Stone Fireplace, with Beautifully Vaulted ceilings, Large Sprawling Beams above and Big Bright Windows make this a Great Space for an Entertainment Room. The Spacious Master Suite and Walk-In Closet with large Dressing Room is just Perfect. Two additional bedrooms are off the formal living room with walk through sliders to your own Private Deck. A Two-car attached garage for easy access into your home, plus one extra detached garage. This home also has two nice sized sheds for any storage needs. Wi

Exquisite 4-Bedroom Colonial on a Private Lot* Welcome to your dream home-a stunning 4-bedroom colonial nestled on an interior lot with a 3-car garage, offering both privacy and luxury. Professionally landscaped with elegant landscape lighting, security lighting, and motion detection, this home is a true gem. As you enter through the grand 2-story foyer adorned with a new chandelier, you'll be greeted by gleaming hardwood floors that flow throughout the main level. The formal dining room is a masterpiece, featuring a tray ceiling, crown molding, medallion, built-in speakers, and fixtures and mirrors from Drexel Heritage. The adjacent butler's pantry, complete with a wine rack and raised panel cabinetry, adds a touch of convenience and sophistication. The living room boasts hardwood floors, integrated speakers, 2-piece crown molding, and a stylish half bath with tile flooring. A dedicated office space, equipped with built-ins, a closet, and recessed lighting, provides the perfect enviro

Meticulously maintained custom-built Contemporary Colonial set back from the road, offering privacy, quality craftsmanship, and an exceptional open floor plan designed for both comfortable living and entertaining. Attention to detail is evident throughout, with custom moldings, built-ins, soaring two-story and tray ceilings, and abundant natural light from skylights and newer windows. The spacious first-floor primary suite provides convenience and luxury, featuring a walk-in closet with custom built-ins. The inviting living spaces include gleaming hardwood floors throughout the main level and a cozy gas fireplace as a focal point. The well-appointed kitchen and home systems have been thoughtfully updated with newer appliances and mechanicals for peace of mind. Additional highlights include excellent storage, an attached garage, central vacuum, security system, and a charming three-season porch that extends your living space and overlooks the surrounding property. A rare combination of

Spacious 4,148 sq.ft. Colonial, custom built with open floor plan 4 BR, 4 baths, 3 car garage and full farmer's porch, set on 3.74 acres. Stunning first impression with large two-story foyer and french doors to LR and DR. Gourmet kitchen offers cherrywood cabinets, Corian counters, a large breakfast island, double wall ovens, cooktop, and dishwasher, plus a sunlit dining area with bay window and built-in kitchen hutch. The adjoining formal DR has a tray ceiling with inlay lighting. Step-down into the family room with vaulted ceiling, ceiling fan, magnificent floor to ceiling masonry fireplace and french doors that open to the back deck. The office on the first floor has second staircase leading to a large bonus-room with full bath, skylights, large second story window, gas FP with granite surround and granite countertop bar with sink. The primary BR has a vaulted ceiling with ceiling fan, a walk-in closet, and bathroom with skylight, Jacuzzi tub, separate shower, his and her sinks and

Custom-built by its current owner, a professional builder, and meticulously maintained since 1988, this exceptional ranch reflects a level of craftsmanship and structural integrity rarely found today. Substantial construction, thoughtful proportions, and enduring materials speak to a home designed with longevity in mind. Framed by beautiful stone walls and impeccably maintained landscaping, the property is bordered by two town trails, creating a remarkable sense of privacy and tranquility. Inside, the open floor plan features vaulted ceilings, refinished hardwood floors, new windows, and a dramatic floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. Abundant natural light fills the home, while a tiled front room offers a peaceful escape for reading, or relaxing. Three generously sized bedrooms offer ample closet space, including a primary bedroom w/ double sinks and a tiled stall shower. A sprawling new deck wraps along the back and side of the home, ov

Meticulously maintained custom-built Contemporary Colonial set back from the road, offering privacy, quality craftsmanship, and an exceptional open floor plan designed for both comfortable living and entertaining. Attention to detail is evident throughout, with custom moldings, built-ins, soaring two-story and tray ceilings, and abundant natural light from skylights and newer windows. The spacious first-floor primary suite provides convenience and luxury, featuring a walk-in closet with custom built-ins. The inviting living spaces include gleaming hardwood floors throughout the main level and a cozy gas fireplace as a focal point. The well-appointed kitchen and home systems have been thoughtfully updated with newer appliances and mechanicals for peace of mind. Additional highlights include excellent storage, an attached garage, central vacuum, security system, and a charming three-season porch that extends your living space and overlooks the surrounding property. A rare combination of

Welcome to 42 Berkshire Road, a charming 3-bedroom, 2 bath ranch! The upper level has a large bright living room with a window seat framed by bookcases and a cozy fireplace to warm your winter nights. There are 2 bedrooms, a full bath, kitchen and dining area with French doors leading to a patio. Heading down the spiral staircase to the lower level you are welcomed into a large living/family room. This level has a full bath, kitchenette, bedroom and a slider to the deck for relaxing, barbeques, or gazing at the stars. Perhaps a primary suite or guest lodging, lots of possibilities. The shed is large enough to store your outside furniture and gardening tools. Convenient to I-84. An Absolute must see! Highest and Best by Tuesday, 9/8/2026 at 5:00pm

Welcome to this charming Raised Ranch nestled on a level, private lot with beautiful landscaping and your very own pond. Designed for both comfortable living and entertaining, this home offers an open and inviting floor plan that fits today's lifestyle. The main level features three spacious bedrooms and hardwood flooring throughout. The kitchen is equipped with granite countertops, a center island, and ample workspace, making it perfect for everyday living and gatherings. Sliding doors lead to a large deck where you can relax, enjoy nature, and overlook the tranquil pond. The lower level provides additional living space with a cozy fireplace and multiple flexible areas ideal for a home office, classroom, gym, or recreation room. From here, you'll also enjoy convenient access to the spacious two-car garage. Ideally located near I-84, shopping, restaurants, and everyday amenities, this home combines privacy, convenience, and natural beauty. Come see all that it has to offer!