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

Not your average split-level. This beautifully renovated contemporary home offers a distinctive multi-level layout with character, flexibility, and living options rarely found in a traditional floor plan. Set on a quiet cul-de-sac in Monroe's desirable Stepney neighborhood, the home features 4 bedrooms, 2 full baths, hardwood floors, abundant natural light, and thoughtful updates throughout. The bright, open main level includes an updated kitchen flowing into the spacious living area, with sliders to an expansive deck overlooking the landscaped yard. Upstairs are three generously sized bedrooms and a renovated spa-inspired bath with a tiled walk-in shower and soaking tub. The primary bedroom features a unique walk-down closet accessed by a spiral staircase. The lower level offers a family room with wood-burning stove, fourth bedroom, and full bath-ideal for guests, multigenerational living, a home office, gym, or media room. Outside, enjoy a stone patio with built-in fire pit, newer sh

This is the house you have been waiting for! This stunning classic Colonial offers an incredible layout with 2 primary suites, 2 additional bedrooms with a hallway bath, plus a main-level bedroom with a full bath - perfect for large families or multi-generational living. Designed with both comfort and entertaining in mind, the home features 2 staircases, custom built ins, a spacious Great Room with surround sound theater speakers, a propane fireplace, and access to an oversized deck. A beautiful main-level office is ideal for working from home. The oversized family room offers a cozy pellet stove, beautiful wood beams, a half bath, and pantry closet. A large formal dining room with a wood-burning fireplace provides the perfect setting for gatherings. The gourmet chefs eat-in kitchen is truly impressive, featuring 2 paneled dishwashers, a Sub-Zero refrigerator, a Sub-Zero freezer, a six-burner cooktop, double ovens, and granite countertops. The finished lower level includes a home gym a

LOCATION! LOCATION! LOCATION! Welcome to 14 Philo Curtis Road, a well-located 3-bedroom, 2.5-bath colonial just minutes from I-84, downtown Sandy Hook Village, the center of Newtown, and Treadwell town park just down the road. Enjoy easy access to Sandy Hook Village's charming, walkable downtown, with a wonderful selection of restaurants, shops, and local amenities. Inside, hardwood floors flow throughout the home. The eat-in kitchen offers plenty of cabinet space, a gas range, and a walk-in pantry, while the family room fireplace creates a cozy ambiance on chilly nights. All three bedrooms are generously sized and feature walk-in closets. The spacious primary suite includes a private bath with a jetted tub and separate private water closet with standalone shower. Outside, the oversized, level lot offers exceptional privacy and plenty of room for a future pool, recreation, gardening, or outdoor entertaining. The deck with recently replaced decking provides an inviting place to relax, d

PRICE REDUCED! Welcome to Heritage Village Enjoy all the Amenities that Heritage Village has to offer. This New Englander Town House. Features an updated energy efficient Dual Ducted split- Heating and Air conditioning unit. Fully updated kitchen with granite countertops, newer appliances, pantry with lots of storage. Living/ Dining room combined with Fireplace, Slider door to Patio overlooking a private rear yard. 2 Bedrooms on the upper level. Main Bedroom has 2 large closets, with Slider door to a private Deck, Full Bath with shower and bathtub. Cable and internet are included with your monthly association cost. Heritage Village is surrounded by natural ponds, rivers, and walking trails, offers swimming pools, tennis courts, variety of clubs and many more amenities. For more information about living at Heritage Village go to their website.55+Heritage Village Community. Easy access to Major Highways, Restaurants and Shopping Centers. MOTIVATED SELLER

Welcome to a truly one-of-a-kind opportunity at 60 Rowledge Pond-custom built, meticulously maintained, and offered for the very first time. Nestled within the highly sought-after private Rowledge Pond community, this exceptional property offers exclusive access to the private beach, hatchery, and a lifestyle that is simply unmatched. Set on a beautifully private lot, you're welcomed home by a newly paved wraparound driveway and a charming front porch overlooking peaceful surroundings. Inside, a spacious foyer opens to a thoughtfully designed floor plan featuring a formal Living Room with fireplace, elegant Dining Room, and a well-appointed eat-in Kitchen with quality cabinetry. The stunning Family Room is the heart of the home, showcasing soaring vaulted ceilings, a beautiful fireplace, and abundant natural light. The desirable main-level Primary Suite offers a walk-in closet and private bath, while main-level laundry and direct access to the attached two-car garage provide everyday c

A rare opportunity to own a piece of Southbury history while enjoying a home that lives comfortably for today. The Aaron Bronson House is a beautifully maintained 18th-century Cape set on 2.6 private acres, where character, natural light and a thoughtful floor plan come together. The home flows naturally from room to room, with large windows offering plenty of light and beautiful views of the gardens and backyard. The home features a spacious eat-in kitchen with a wood-burning fireplace, exposed hand-hewn beams and antique windows. Four formal rooms each feature a fireplace, while wideboard floors and original details add warmth throughout. A modern addition provides a main-level living option with cathedral ceilings, skylights, two walk-in closets, a home office and a wall of French doors overlooking the backyard. A stone terrace extends the living space outdoors. Upstairs, another bedroom suite and additional bedroom share a well-appointed full bath. Outside, enjoy established garden

Spacious 3-BR, 2.5 bath Colonial home offering a wonderful opportunity to add your personal touches and build equity. The L-shaped Living and Dining Rooms include light hardwood flooring. The inviting Family Room features vaulted ceiling and a floor to ceiling brick fireplace creating the perfect gathering place. There is also access to the huge covered rear porch overlooking a wall of greenery in the back. The Kitchen includes oak cabinets, a good size breakfast area and conveniently located main level laundry area. Upstairs the bright Primary BR suite also includes vaulted ceilings extending into the full bath and also has a large walk-in closet. Two Bedrooms and Hall bath with vaulted ceilings round out the upper level. The upper level also features light hardwood floors. Additonally there is 286SF in the walk-out lower level playroom. With a functional floor plan, generous room sizes and good bones, this home is ready for it's next chapter. A little paint, some cosmetic updates and

Set on a quiet cul-de-sac in Monroe's Great Oak Farm community, 5 Pequot Ct offers the space of a traditional Colonial with even more room to spread out in the finished lower level. The two-story foyer makes a welcoming first impression and opens to a comfortable main level designed for everyday living. The eat-in kitchen connects easily to the attached two-car garage, while the nearby dining area opens directly to the deck and fully fenced backyard. A spacious living room provides another place to gather and unwind. Upstairs are three bedrooms, including a generous primary suite with a vaulted ceiling and two closets, one of which is a walk-in. The private primary bath includes double sinks, a soaking tub and a separate walk-in shower. The huge finished lower level adds valuable space for a family room, home office, gym, playroom or any combination that works for you. Additional highlights include a generator, new driveway and new central air condenser installed in 2025. All of this i

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

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

A rare opportunity awaits in one of Newtown's most highly desirable neighborhoods. This newly rebuilt, light-filled estate seamlessly blends modern luxury with nature. The main level features open and inviting living space warmed with radiant heated hardwood floors and a custom gas fireplace. Elaborate kitchen and dining: Oversized quartz island paired with a dedicated dining room wet bar. Work and convenience with private main-floor office with backyard views, alongside a flexible utility room equipped with a custom pet or utility wash station. The upper level serves as a private sanctuary. Primary Oasis: Spa-like en-suite featuring a deep soaking tub, walk-in shower, elegant dual vanities, and a spacious walk-in closet. Additional Bedrooms: Three more versatile rooms-including one with its own private en-suite-and a second dedicated office space. Upper Laundry is conveniently located near the bedrooms for ease of use. Outdoor living is elevated by an oversized entertaining patio, com

Opportunity knocks for owner occupant or investor. Rare find a duplex in Southbury! Perfect for multi-generational living, owner with a tenant or rent them both. Bucolic setting on over 3 acres both units boast 2 BR 1 1/2 bath and lower level laundry. Primary unit has a gorgeous additional great room bringing total square footage to 3,600 sq ft. A fully owned Tesla solar package for each unit installed in 2022 and pellet stoves in each unit as well make living very offodable and responsible. The options are endless, this will not last

Welcome to 130 Alpine Drive, a classic Colonial nestled in the heart of Sandy Hook. Walking distance to the lake, complete with optional ROZLA membership for beach and pavilion access all season long. Inside, you're greeted by a welcoming foyer. The refreshed kitchen is ready for everyday living, and the family room impresses with vaulted ceilings and a cozy wood-burning fireplace creating the perfect gathering spot. A spacious bright living room and dining room round out the main level. Upstairs, the primary suite offers a private en suite bath, while two additional bedrooms share a well-appointed hall bath. Step outside to a deck and patio combo, complete with a canopy, ideal for entertaining or simply unwinding after a day at the lake. A full unfinished basement for all your storage needs, an attached two car garage and a new roof which means peace of mind for years to come. Sandy Hook itself is a charming slice of Newtown, known for its historic character, tight-knit community feel

SELLER OFFERING $10,000 CLOSING CREDIT! Opportunity awaits at this versatile Oxford property, with home, barn and cleared lot! A three bedroom split level style home offers multiple levels of living and entertaining. The ground level has a large living room with fireplace, a side room for an office or additional bedroom, and a half bath. Up just a few steps to the dining room, kitchen and access to the deck. The next level a few steps up, you'll find three bedrooms, including a primary with private full bath, and there is a common full bath in the hall. The large cleared and private yard has a barn accessed from multiple ground levels and a swimming pool. The barn is approximately 24'x30', two stalls currently on the lower level and a large second floor/loft above. The lower level can be accessed from an additional driveway. The second floor can be accessed at the upper driveway/house grade and lends itself well for a workshop, recreation room, or potential for future finished space. A

SELLER OFFERING $10,000 CLOSING CREDIT! Opportunity awaits at this versatile Oxford property, with home, barn and cleared lot! A three bedroom split level style home offers multiple levels of living and entertaining. The ground level has a large living room with fireplace, a side room for an office or additional bedroom, and a half bath. Up just a few steps to the dining room, kitchen and access to the deck. The next level a few steps up, you'll find three bedrooms, including a primary with private full bath, and there is a common full bath in the hall. The large cleared and private yard has a barn accessed from multiple ground levels and a swimming pool. The barn is approximately 24'x30', two stalls currently on the lower level and a large second floor/loft above. The lower level can be accessed from an additional driveway. The second floor can be accessed at the upper driveway/house grade and lends itself well for a workshop, recreation room, or potential for future finished space. A

This true ranch-style home, nestled on over six acres in the scenic town of Southbury, Connecticut, offers a blend of comfort and extensive amenities. The residence features three bedrooms and two and a half bathrooms, with hardwood floors gracing the entirety of the main living areas. The remodeled kitchen is a focal point, boasting elegant quartz countertops. Beyond the three bedrooms, an additional versatile room provides space for an office, craft room, or exercise area. The primary suite is a private retreat, complete with a walk-in closet, a luxurious Jacuzzi tub, and a separate walk-in shower. The main floor encompasses over 2600 square feet of living space, complemented by an additional 2600 square feet in the basement, which benefits from heated floors. Further expansion potential exists in the attic. Environmentally conscious features include solar panels, while a whole-house generator ensures uninterrupted comfort. Outdoor living is enhanced by a new saltwater pool accompani

Welcome to this charming and surprisingly spacious split-level home, ideally located in one of Monroe's most desirable neighborhoods. This well-maintained home features an open-concept layout with beautiful hardwood floors, recessed lighting, and a welcoming living room with a cozy fireplace. The dining room flows seamlessly into a well-designed kitchen with access to a deck, making it perfect for everyday living and entertaining. The upper level offers three comfortable bedrooms and a full bathroom. On the lower level, you'll find a spacious family room, along with a dry bar that's ideal for hosting family gatherings and special occasions. The finished basement provides even more versatile living space, including bonus rooms, a guest bedroom with a private bathroom, a gym, and a combined laundry and mechanical room. The home has been lovingly cared for and updated throughout the years. Outside, enjoy beautifully landscaped grounds featuring a bluestone patio, gazebo, hot tub, and a lo

Location, location, location! Welcome to 64 Georges Lane, a beautifully updated 4-bedroom, 21/2-bath home nestled on a quiet cul-de-sac in one of Monroe's most desirable neighborhoods. Set on a gorgeous 1-acre landscaped lot, this property offers the perfect blend of privacy, comfort, and convenience, with easy access to I-84, Route 15, Route 8, and Route 25. Step inside to find gleaming hardwood floors and an inviting, open-feeling layout designed for both everyday living and entertaining. The spacious family room features soaring cathedral ceilings and a cozy fireplace. A formal living room and dining room provide elegant spaces for entertaining guests and hosting holiday gatherings. The brand-new eat-in kitchen is sure to impress, featuring stainless steel appliances, quartz countertops, and plenty of workspace. Just off the kitchen, a bright and airy three-season porch leads to an expansive Trex deck. Enjoy summer days in the heated inground pool, gather around the fire pit, or sim

Location, location, location! Welcome to 64 Georges Lane, a beautifully updated 4-bedroom, 21/2-bath home nestled on a quiet cul-de-sac in one of Monroe's most desirable neighborhoods. Set on a gorgeous 1-acre landscaped lot, this property offers the perfect blend of privacy, comfort, and convenience, with easy access to I-84, Route 15, Route 8, and Route 25. Step inside to find gleaming hardwood floors and an inviting, open-feeling layout designed for both everyday living and entertaining. The spacious family room features soaring cathedral ceilings and a cozy fireplace. A formal living room and dining room provide elegant spaces for entertaining guests and hosting holiday gatherings. The brand-new eat-in kitchen is sure to impress, featuring stainless steel appliances, quartz countertops, and plenty of workspace. Just off the kitchen, a bright and airy three-season porch leads to an expansive Trex deck. Enjoy summer days in the heated inground pool, gather around the fire pit, or sim

There's much more to this charming and distinctive home than first meets the eye! Originally built in 1927 and thoughtfully expanded in 2007, it blends timeless character, modern updates and an unexpectedly spacious floor plan. Set on.86 level acres framed by mature trees and perennial gardens, the home feels warm and inviting from the moment you arrive. Hardwood floors flow throughout the light-filled main level. The recently updated kitchen features white cabinetry w/crown molding, quartz counters, stainless appliances, gas range, new refrigerator and breakfast bar, opening to both the living and dining rooms for an easy, everyday living and entertaining. French doors from the dining room lead to deck and side yard. A private office, full bath and mudroom/laundry complete this level. Upstairs are 3 generously sized bedrooms, including a spacious primary w/nook and double closets, plus an updated full bath. The partially finished walk-out lower level offers flexible living space and s

Welcome to Northbrook, one of Monroe's most desirable condominium communities. This exceptionally well-maintained, move-in ready townhouse offers a spacious open floor plan with vaulted ceilings, beautiful hardwood floors, and an updated kitchen. The inviting living room features a cozy fireplace and nearly floor-to-ceiling windows that showcase peaceful views of the pond and stream beyond. The adjacent screened porch provides another comfortable space to relax while enjoying the same scenic setting. The main-level primary bedroom suite offers convenience and privacy with a full bath, while the upper level features a second bedroom suite with its own full bathroom, making it ideal for guests or additional living space. The partially finished lower level provides flexible space for recreation, a home office, fitness area, or hobbies, along with a spacious storage room, utility room, and an attached one-car garage. Northbrook offers a park-like setting with beautifully maintained grounds

This beautifully maintained, move-in-ready home offers a thoughtful layout with plenty of room to live, work, and unwind. The main level features an inviting eat-in kitchen with stainless steel appliances. The living room is the true heart of the home, with a dramatic vaulted ceiling, two skylights with remote-control shades, a ceiling fan, and a brick gas fireplace that creates a warm and welcoming focal point. Sliding doors lead to the deck overlooking a private, wooded backyard-the perfect setting for morning coffee, outdoor dining, or relaxing at the end of the day. The primary bedroom offers a walk-in closet and private full bath with convenient linen storage. Just outside, a versatile loft currently used as an extra bedroom adds valuable bonus space and can easily adapt as a home office, nursery, reading nook, or additional guest sleeping area. The finished lower level, currently used as an office, provides even more room to spread out, along with additional storage, a separate l

There's much more to this charming and distinctive home than first meets the eye! Originally built in 1927 and thoughtfully expanded in 2007, it blends timeless character, modern updates and an unexpectedly spacious floor plan. Set on.86 level acres framed by mature trees and perennial gardens, the home feels warm and inviting from the moment you arrive. Hardwood floors flow throughout the light-filled main level. The recently updated kitchen features white cabinetry w/crown molding, quartz counters, stainless appliances, gas range, new refrigerator and breakfast bar, opening to both the living and dining rooms for an easy, everyday living and entertaining. French doors from the dining room lead to deck and side yard. A private office, full bath and mudroom/laundry complete this level. Upstairs are 3 generously sized bedrooms, including a spacious primary w/nook and double closets, plus an updated full bath. The partially finished walk-out lower level offers flexible living space and s

Rare opportunity to own the largest model in the highly desirable Northbrook community. This spacious 2-3 bedroom, 2 1/2 bath offers the perfect combination of comfort, style, and convenience. The floorplan features a desirable main-level primary bedroom suite, main level laundry, and a bright open living area with a fireplace. The upper level offers a bedroom with a full bath, an office and a loft. The lower level provides additional space for fitness area or recreation room. Enjoy all that Northbrook has to offer, including scenic walking trails, a clubhouse, a pool and tennis/pickleball courts. This is a rare opportunity to enjoy easy maintenance free living with plenty of parking for guests

Located on a desirable cul de sac in one of Monroe's most sought after neighborhoods, this exceptional Colonial is set on two beautifully usable acres and offers an impressive blend of scale, sophistication, and versatility. Thoughtfully designed for today's lifestyle, the residence features five spacious bedrooms and four full and one half baths, delivering both comfort and refined living in a premier setting. A full main level in law apartment provides private, self contained living ideal for multigenerational households, extended guests, or long term flexibility without compromise. The main level is enhanced by gleaming hardwood flooring throughout and offers a seamless flow between formal and informal spaces, creating an inviting environment for both everyday living and elegant entertaining. Upstairs, the primary suite serves as a true retreat. The brand new primary bath has been beautifully renovated with elevated finishes and a sophisticated, spa inspired design. Three additional

Rare opportunity to own the largest model in the highly desirable Northbrook community. This spacious 2-3 bedroom, 2 1/2 bath offers the perfect combination of comfort, style, and convenience. The floorplan features a desirable main-level primary bedroom suite, main level laundry, and a bright open living area with a fireplace. The upper level offers a bedroom with a full bath, an office and a loft. The lower level provides additional space for fitness area or recreation room. Enjoy all that Northbrook has to offer, including scenic walking trails, a clubhouse, a pool and tennis/pickleball courts. This is a rare opportunity to enjoy easy maintenance free living with plenty of parking for guests

This impeccably stunning townhouse offers a combination of modern, convenience and exceptional comfort. Experience the ease of move-in ready living in this beautiful home, situated on the highly desirable and peaceful park-like complex of Northbrook, which meets super tranquility. The house is freshly painted w/new dishwasher, C/A, 4yr old furnace and hot water heater. This three-story residence is thoughtfully designed to deliver spacious living areas, everyday functionality, timeless marvelous views. The main floor features a beautifully designed open-concept layout, highlighted by an eat in kitchen with granite countertops and abundant cabinetry. The adjacent dining area flows seamlessly into a generously sized living room, enhanced by the sliders opening to a spacious wood deck and level backyard. The upper floor features a spacious primary bedroom, complete with double walk-in closets plus a large Jack and Jill bathroom with double vanities, a tub with shower. An additional genero

Rare opportunity to own an exceptional 5.45-acre country retreat featuring a beautifully updated home and pool set on 2.02 acres, plus an adjacent 3.43-acre lot offering added privacy and exciting possibilities for the future. Across the road, a picturesque pond feels like your own-great for fishing and skating. At the heart of the home is a modern chef's kitchen with a large island and Sub-Zero, Wolf and Miele appliances, opening to a spacious informal dining room. Two sets of sliders lead to the wraparound deck overlooking rolling lawns and the pool-the perfect setting for al fresco dining and sunset views. The fantastic family room, with vaulted beamed ceiling and fireplace, is an inviting place to gather for movie nights or relaxed weekends at home. Outside, summer living takes center stage with a 20x40 saltwater pool and cabana complete with kitchenette and bathroom-perfect for effortless entertaining and long afternoons by the pool. And if that's not enough, Lake Zoar just two mi

Experience comfort, space and style in a great family neighborhood. 4700 SF of total living area includes spacious primary suite and 3 additional bedrooms with second full bath upstairs. First floor bedroom / study with closet and bath, great room with fireplace, large bright living room, private dining room with glass doors and fully appointed kitchen on main level. Hardwood throughout main floor, granite counters in kitchen and most baths. Additional guest bedrooms and play areas in attractively finished basement with full bath. 3 car garage and breezeway with closet. Recently paved driveway with front circle and wonderfully landscaped, level property make for great curb appeal. Full attic with huge storage potential. Furnace, AC, Garage Doors and Roof all recently replaced

Welcome to 68 E Village Road, a private Monroe retreat on approximately 5.36 acres offering space, privacy, versatility and future potential. Built in 1999, this spacious Colonial features 4 bedrooms, multiple baths, hardwood floors and generous living areas. The main level offers a bright kitchen with breakfast area and deck access, living room with fireplace, and heated enclosed breezeway/atrium with skylights connecting to the oversized 3-car garage. A finished lower level provides flexible office, recreation or guest space, while a walk-up attic offers additional storage. Above the garage is approximately 900+ sq ft of unfinished studio/in-law space with full bath, electrical, plumbing, washer/dryer hookups and kitchen rough-ins in place. The 5.36 acres are a standout feature. Located in a farm-zoned area, the property offers potential for agricultural, hobby, storage, workshop and accessory-building uses, subject to town approvals. Preliminary plans were started for an oversized b