164 houses for sale in Rocky Glen, Newtown town Fairfield County Connecticut

Down a quiet stretch of Boggs Hill, framed by open land and historic stone walls, this 5-bedroom, 3,200+ sq ft country retreat is a rare blend of privacy, space, and view. A grand two-story foyer opens into a light-filled living and dining room, flowing easily into an eat-in kitchen overlooking the yard and a cozy family room with access to the stone patio. A sun porch wrapped in windows on nearly every side makes for the perfect morning-coffee or golden-hour spot. The main level offers a peaceful primary suite plus a second bedroom or office with oversized windows, ideal for one-level living, guests, or remote work. Upstairs, three generously sized bedrooms share a full bath, joined by a secret bonus space (playroom, studio, storage - your call) and an unfinished attic with soaring ceilings, ready to become whatever you need next. Hardwood floors in most of the house, central air, and stone walls throughout give this home timeless country character. And the setting doesn't stop at the

Nestled on over 2 private, park-like acres in a serene natural setting on one of Newtown's most prestigious streets, this property offers timeless charm, character, exceptional living spaces, and beautiful gardens that create a peaceful escape. Classic Italian marble floors welcome you in the entry foyer and continue into the formal dining room, creating a sophisticated first impression. A stunning living room serves as the heart of the home, featuring rich wood paneling and a striking fireplace that adds warmth and elegance. The spacious eat-in kitchen is designed for both everyday living and entertaining, complete with its own fireplace, generous pantry, and abundant workspace. A spectacular sunroom is flooded with natural light and features a soaring vaulted ceiling, French doors, terracotta tile floors, passive solar heating, and a wood-burning stove - relax while enjoying views of the surrounding landscape in every season. The floor plan includes 4 bedrooms, along with 2 full bath

Sunny Southbury Gem - Cul-de-Sac Serenity Tucked away on a quiet cul-de-sac, this impeccably maintained luxury townhouse-style condo is a rare find. Step inside to an open-concept living space where soaring ceilings, a cozy fireplace, and rich hardwood floors set the tone for effortless elegance. Oversized windows flood the home with natural light by day and frame breathtaking sunset views by evening - a daily reminder of why you chose to live here. Entertain in style on the expansive wrap-around deck, or unwind in the spacious primary suite, complete with a generous walk-in closet and a spa-like granite vanity. The second bedroom offers privacy and comfort with its own beautifully updated en-suite bath, while the fully renovated powder room adds a polished touch for guests. The kitchen shines with a brand-new range and microwave, ready for your next culinary adventure. Downstairs, the finished, heated and cooled lower level - featuring the same gorgeous hardwood floors - offers even m

This wonderful 4-bedroom Colonial is situated in the desirable Pierces Colonial Acres neighborhood. The home features a beautifully remodeled quality, custom kitchen by Southbury Kitchens. The formal living and dining rooms boast hardwood floors, with the living room also offering a bay window, double French doors, and a fireplace. The family room provides a cozy atmosphere with a wood stove, ceiling fan and triple sliders that open to a deck and a private backyard. Wood stoves can offer efficient heating, reduce energy costs, and provide warmth, along with a comforting ambiance. The laundry room/mud room is very convenient on the first floor and is close to the back door for easy access to the backyard. Upstairs, there are four spacious bedrooms, all with hardwood floors, and remodeled bathrooms, both featuring dual sinks for your convenience. Additional features include central air with a newer compressor and central vacuum. The house also benefits from a full walkout basement and a

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

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

The Aaron Bronson home is a mid-to-late 18th century Cape built in the Federal style. For many years, the property was associated with the locally prominent Bronson family, early colonial settlers of this region. Aaron was a successful cordwainer (shoemaker) and buttonmaker. The home sits on 2.6 private acres with a rear meadow abutting the Larkin State Bridle Trail. A red multi-level barn serves as a two car garage with an EV charger and storage. In the past, horses and chickens were kept on the grounds in an additional barn. Electricity has been run to both barns. A 19th-century ell extends to the rear and is where the large eat-in kitchen with wood burning fireplace is located. Charm abounds here with exposed hand hewn beams on the ceiling and antique 12 over 8 windows. A second, more modern ell was added in 1987 housing the stunning primary bedroom suite with cathedral ceilings and a wall of French doors opening to a stone terrace overlooking the grounds. Skylights, two walk-in clo

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, flourishing vegetable garden

First time offered in over 40 years! Meticulously maintained by the same owners since 1985, this move-in-ready raised ranch offers over 2,000 square feet of finished living space on more than an acre in a private setting just minutes from Main Street Southbury and Woodbury. The main level features 3 bedrooms, 2 full baths, hardwood floors, an updated kitchen with granite countertops and quality appliances, upgraded baths, and a bright living room with a large picture window and fireplace. The primary bedroom includes a private full bath. A standout feature is the 352-square-foot four-season sunroom overlooking the backyard, complete with an efficient heat pump split system for year-round comfort and direct access to a deck-perfect for relaxing or entertaining. The finished walkout lower level offers additional living space with a second fireplace, half bath, and direct backyard access, ideal for a family room, home office, gym, or guest space. Nature lovers will appreciate the property

Versatility, and multi-generational living opportunities available with this exceptionally beautiful colonial offering endless living possibilities with its ample space! Located on a secluded cul-de-sac. The main house boasts three spacious bedrooms, complemented by a separate, two-bedroom, two-level in-law suite. Beautiful professionally landscaped grounds, featuring a paved driveway and a three-car garage. The outdoor amenities are exceptional, including a heated in-ground saltwater pool with pool house, a wooded walking trail, storage shed and firepit. Entire perimeter of the property is fenced. The main primary kitchen is masterfully designed to accommodate sizeable gatherings, equipped with dual Frigidaire Gallery refrigerators, a gas cooktop, double wall ovens, luxurious granite countertops, and a large center island. Windows frame picturesque views of the private backyard and pool, providing access to an expansive deck. Adjacent to the kitchen is the formal dining room. The uppe

The spacious layout includes three full bathrooms, generously sized bedrooms, and a partially finished basement perfect for a recreation room, home office, gym, or additional living space. A dedicated laundry room and abundant storage add convenience to the home's functional design. Major updates have already been completed, including a roof, HVAC system, well pump, and pressure tank, all replaced within the last six years. Enjoy efficient whole-house propane heating, central air conditioning, and modern mechanicals that make homeownership worry-free. Outside, the beautifully landscaped grounds create a private retreat with endless opportunities for outdoor enjoyment. A two-car garage and two separate driveways provide ample parking and flexibility. Nature lovers will appreciate the scenic bridal trail located directly across the street, offering easy access to walking, hiking, and outdoor recreation. Rarely does a property offer this combination of privacy, acreage, updates, and locat

Under construction with planned 2026 completion. Photos represent a comparable home built with the same floor plan. This 4-bedroom Colonial offers approximately 3,134 sq ft on a 2-acre lot, designed with an open, well-proportioned layout and thoughtful details throughout. Hardwood and tile floors span the home. A spacious great room featuring a fireplace, coffered ceilings, and built-in dry bar with shelving opens seamlessly to the kitchen. The eat-in kitchen is appointed with quartz countertops, a large center island, and tile backsplash. A dining room or home office, powder room, and mudroom with built-ins complete the main level. Upstairs, the primary suite offers a room-sized walk-in closet and a refined bath with double vanity, soaking tub, tile flooring, a curbless shower, and frameless glass surround. Three additional generously sized bedrooms, a full bath, and an upper level laundry room provide comfort and convenience. Additional features include a deck, covered front porch, c

Under construction with anticipated August 2026 completion. Photos show a comparable home with the same floor plan. This 4-bedroom Colonial offers approximately 3,286 square feet on a 1.5-acre lot with an open, functional layout and durable finishes throughout. Hardwood and tile flooring span the home. The main level features a great room with a fireplace, a built-in dry bar, and opens directly to the eat-in kitchen with quartz countertops, a large center island, and tile backsplash. A dining room, home office, and powder room complete the first floor. Upstairs includes a primary suite with a room-sized walk-in closet and full bath with double vanity, soaking tub, tile floor, and curb-less shower with frameless glass. Three additional bedrooms, a full bath, and a laundry room complete the second level. Additional features include a deck, covered front porch, central air, propane heat, hybrid high-efficiency hot water heater, and a two-car garage. Located in a desirable setting, this ho

On Top of the World. Unparalleled Estate with complete privacy and breathtaking panoramic views overlooking Lake Lillinonah and distant hills in premier Bridgewater location. Newly constructed state-of-the-art 5-bedroom Main House, 2-bedroom Guest House, Pool and Pool Cabana. Long paved driveway winds through magnificent grounds with extraordinary mature landscaping curated with pristine specimen trees and bushes and beautifully designed gardens. Sunlit from dawn until dusk, this Georgian colonial was masterfully crafted with the highest quality materials featuring high ceilings, expansive walls of windows and exquisite architectural symmetry. A captivating Living Room with central fireplace, a formal Dining Room and a Sunroom are oriented due west with floor-to ceiling windows capturing exquisite sunset views. Chef's Kitchen with spacious Butler's Pantry. Inviting entrance gallery designed to showcase works of art. Two first-floor primary-bedroom suites with 3 exquisite full baths, cu

First time on the market! This gracious and well-maintained colonial offers timeless curb appeal paired with thoughtful updates throughout, including a new roof and new AC. The first floor features a handsome library with an adjacent full bath and closet, providing an ideal option for a first floor bedroom or guest suite. A beautiful sunroom showcases the park like back yard. The kitchen is appointed with rich custom cabinetry and opens to warm, inviting living spaces. Both the living room and family room feature fireplaces, creating a welcoming atmosphere for everyday living and entertaining. A generous laundry - mud room is conveniently located off the kitchen. Upstairs, the home offers four spacious bedrooms, including a large primary suite with flue for third FP, an ensuite bedroom, and an additional pair connected by a Jack and Jill bath-a highly functional layout. A bonus room is perfect for casual fun or serious study. Outdoor living shines with a beautiful, expansive deck, pati

Tucked away on over 5 private acres, this charming A-frame retreat offers the perfect blend of seclusion, character, and lifestyle. Surrounded by nature, the setting feels like your own personal escape while still being within close proximity to everything you need. Inside, the open floor plan creates an inviting and effortless flow, anchored by a warm and welcoming family room with a charming fireplace - perfect for cozy evenings or relaxed gatherings. The home features 3 bedrooms and 2 full baths, offering flexibility for everyday living guests, or a weekend getaway. Step outside to a sprawling composite deck designed for entertaining, dining under the stars, or simply enjoying the peaceful surroundings. Whether you're hosting or unwinding, this outdoor space is a true extension of the home. For those who love life on the water you'll appreciate the close proximity to a nearby marina at Lake Zoar - making it easy to incorporate boating and water days into your routine. A rare opportu

The seller at 437 Georges Hill has received multiple offers on the property and is respectfully requesting all interested parties submit their Highest and Best Offers by 5pm on Weds May 13th. Set on a picturesque 11-acre parcel featuring expansive lawns, a tranquil pond, and beautiful hiking trails, 437 George's Hill presents a rare opportunity for multi-generational living, investment income, or a private compound. With 3 separate structures, the main residence is acharming Cape-style home offering 3+ bedrooms and 2 full baths, with a garage under and additional space ready for expansion. The main level showcases an open-concept layout where the kitchen, dining, and living areas flow seamlessly together. A bright sunroom just off the living room provides the perfect space for a home office, studio, fitness room or playroom. The primary bedroom and a beautifully updated full bath complete the first floor. Upstairs, you'll find two additional bedrooms, another full bath, and a large spa

Welcome to 955 Georges Hill Road, a distinctive contemporary colonial nestled on 2.04 private acres. Offering over 4,100 square feet of living space, this expansive home features 6 bedrooms and 4.5 bathrooms, blending character, functionality, and flexibility for today's lifestyle. The heart of the home is the open-concept main living area, where soaring vaulted ceilings, skylights, and a stone fireplace create a bright and inviting atmosphere. A private one-bedroom in-law apartment with its own entrance and deck offers exceptional versatility for multi-generational living, guests, or rental potential. An Additional guest area (in-law) has 2 floors, 2 full baths, laundry area, convenience counters with sink and cabinets and its own entrance. For hobbyists, car enthusiasts, contractors, or anyone in need of substantial workspace, the detached two-story barn/garage is truly exceptional. Offering approximately 2,400 square feet of space, including 900 heated square feet, this impressive s

A rare find in Southbury! 1100+ sq ft ranch in excellent, move in condition. Central Air, oil warm air heat, lovely.52 acre open and level lot (Great Garden space, entertaining. New roof! Thermal pane windows, Cement patio for entertaining. Propane heated Detached two car gar. with a car lift! (great for the handy person). Additional 1 car detached gar. Let's go inside. Eat in Kitchen w granite counters, Combo Living / Dining Space, with fireplace, bay window, freshly painted pine paneling. 3 bedrooms, 1 nicely appointed bath. Full heated unfinished basement, awaiting your finishing touches or a great work shop. Move In condition!

An exceptional opportunity has arrived at 110 Grey Rock Road, where timeless Colonial architecture, thoughtful updates, and a private setting come together in one of Southbury's most desirable locations. This updated Colonial offers over 3,550 square feet of thoughtfully designed living space on 1.48 private, level acres just minutes from shopping, dining, parks, and everyday conveniences. A gracious foyer welcomes you to an open-concept layout where the spacious kitchen flows seamlessly into the living room, creating an ideal space for everyday living and entertaining. Glass doors lead to an expansive deck overlooking the private backyard and a beautifully landscaped patio, perfect for outdoor gatherings or quiet relaxation. French doors open to a versatile den with custom built-ins, ideal for a home office or library. A convenient laundry room and powder room complete the main level. Upstairs, five spacious bedrooms provide flexibility for family, guests, or work-from-home needs. The

Experience refined, energy-efficient luxury in this meticulously maintained 4 Bed, 2.5 Bath, 2,791 sq ft home, built in 2004 for comfort, privacy, and sustainability. Enjoy zero electric bills with a fully owned 60-panel solar system-no lease, no payments-plus double Tesla Powerwalls for seamless backup power and energy independence, offering long-term value and peace of mind. A Tesla EV charger enhances the 3-car garage. Set against 20+ acres of protected Southbury Land Trust, this property offers exceptional privacy and natural beauty. Professionally landscaped grounds showcase 100,000+ flowering bulbs, fruit trees, berry plantings, a serene waterfall pond, and a charming cedar shed for additional storage. A large composite deck, bluestone walkway, and stone walls elevate outdoor living. Inside, the chef's kitchen features a DCS 5-burner range with griddle and double oven, Sub-Zero refrigerator, Miele dishwasher, granite counters, and cherry cabinetry. Hardwood floors flow throughout

Welcome to Traditions at Historic Southbury, a highly sought after community in Southbury, CT w/150 homes and community amenities, conveniently off I-84. This beautiful spacious home features 4 BR's and 3.5 baths and finished walk-out lower level. This home offers open concept living at it's finest including a formal LR and formal DR w/hardwood floors throughout the first level. Large FR w/cathedral ceiling and gas fireplace. Kitchen w/island and sliders to the deck w/nice wooded view where you can enjoy your morning coffee. There is a home office conveniently located on the main level, next to the 1/2 bath. Head upstairs to the bedroom level where the balcony overlooks the family room below. Oversized primary bedroom w/2 walk-in closets and full bath w/double sinks, a soaking tub and separate shower. 3 additional bedrooms and full bath complete the 2nd level. Lower level is partially finished with a walk-out to the back yard. It has a LR w/gas FP and an additional room (5th BR') w/dou

A rare opportunity to become part of the prestigious Willow Creek community. This extraordinary custom residence, to be built, beautifully blends timeless New England charm with sophisticated modern luxury in a breathtaking setting.Another signature home by CORBO, this exceptional 4bedroom residence will showcase dramatic architectural design, impeccable craftsmanship, and refined high-end finishes throughout.Designed for both elegant entertaining and everyday comfort, the thoughtfully crafted open floor plan features light-filled living spaces and a spectacular chef's kitchen with premium appliances, an oversized center island, and seamless flow into the family and dining area. The luxurious primary suite will offer a private retreat with walk-in closets and a expensive spa-inspired bath. An additional 800 square feet of finished lower-level space provides endless possibilities, while the property offers ample room for a future pool.Discover the opportunity to embrace a truly lavish l

Beautifully appointed and tastefully updated, this desirable 2-bedroom New Englander townhouse enjoys a prime Heritage Village location surrounded by lush landscaping and just a few flat steps from your garage bay. The inviting main level features new luxury vinyl plank flooring, an updated white kitchen with granite countertops, tiled backsplash, and ample cabinetry, along with a spacious living and dining room highlighted by a stylish yet cozy propane fireplace and a sliding glass door leading to a private deck overlooking beautifully landscaped grounds. The upper level offers two generously sized bedrooms with ceiling fans and newer carpeting, including a spacious primary bedroom with two closets and a private balcony. The recently renovated full bath showcases stylish finishes, while the second bedroom provides flexible space for guests, a home office, or den. A conveniently located full-size washer and dryer complete the second floor. Experience the exceptional lifestyle Heritage

Stunning Colonial in one of Southbury's most sought-after neighborhoods! Set on a private lot, this beautifully maintained home blends timeless elegance with modern updates and exceptional entertaining space. A dramatic two-story foyer welcomes you to a home office, formal living and dining rooms, and a convenient powder room. The gorgeous bright, kitchen features quartz countertops, stainless steel appliances, a walk-in pantry, and a dry bar, flowing seamlessly into the sunken family room with a cozy wood-burning fireplace. A separate staircase leads to the expansive bonus room over the garage-perfect for a media room, playroom, gym, or recreation space. French doors open to a stamped concrete patio overlooking the heated saltwater in-ground pool with a newer liner, creating the ultimate private backyard retreat. Upstairs, the luxurious Primary Suite offers a walk-in closet and updated spa-like bath with dual sinks, jetted tub, and walk-in shower. Three additional spacious bedrooms, a