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 a charming 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 space ready for your vision. Behind the main home sits The Cottage, a fully renovated, thoughtfully designed building featuring two separate apartments; A 2-bedroom, 1-bath unit on the ground level and a 1-bedroom, 1-bath unit above. The Cottage has shared laundry and a two car garage. Across the driveway, The Barn has been transformed into a stunning 1-bedroom next-gen space with soaring ceilings, abundant character, and stylish finishes. Below the barn is an oversized workshop. Excess acreage has reduced taxes per PA-490. New owner will have to reapply.
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$949,900 (USD)
Tashua Area Single Family Home
Active
394 Tashua Road Trumbull, CT 06611
5 Bed
4 Baths
3078 sqft
MLS# 24203434
Wonderful and unique opportunity at this 1820s colonial with an inground pool and multiple outbuildings. The 5 bedroom home has modern additions to the floor plan including a first level primary bedroom suite with spacious full bath and walk-in closet. On the other side of the house a modern eat-in kitchen has been added with lots of counter and cabinet space, antique beams and granite counters. The kitchen is open to a great room with cathedral ceilings, skylights and French doors. The dining room is expansive with room for a 14 seat table. A formal living room and office round out the ground level. Upstairs are four additional bedrooms and another full bath. Behind the home is a 3 bay garage with a finished room above. At the rear of the lot is a large L-shaped red barn. All this in a lovely setting just across the street from the Tashua Knolls golf course.
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$900,000 (USD)
Southbury Area Land
Active
1145 West Purchase Road Southbury, CT 06488
Bed
0 Baths
0 sqft
MLS# 24190257
Rare opportunity to build your dream home on beautiful Lake Lillinonah! This exceptional waterfront lot offers 135 feet of direct waterfront with valuable improvements already in place, including a stunning stone entrance, shoreline stone retaining wall, electricity on the property, roughed-in driveway and selective tree clearing has opened the property while preserving its natural beauty. Enjoy lovely water views and unmatched privacy with a state park across the lake, ensuring a protected natural setting with no future homes to obstruct your views. Whether you're seeking a year-round residence or a weekend retreat, this peaceful setting offers the perfect backdrop for boating, fishing, kayaking, swimming or simply relaxing while taking in spectacular sunsets and true lakefront living. Buyers to perform all due diligence regarding building, zoning, wetlands, permits and approvals.
Desiree Darby
Mobile
(802) 323-8704
Listing Courtesy of SMART MLS / Listed By: Desiree Darby, Century 21 Bette Real Estate
$689,900 (USD)
The Purchase Area Single Family Home
Active
1167 Purchase Brook Road Southbury, CT 06488
3 Bed
2 Baths
2162 sqft
MLS# 24198217
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 wooded privacy. The home sits nearly adjacent to 250+ acres of open space.
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$579,900 (USD)
Heritage Village Area Condo
Active
191 Heritage Village A Southbury, CT 06488
3 Bed
2 Baths
1716 sqft
MLS# 24188677
Incredible, unique opportunity at 55+ Heritage Village! This rare 3 bedroom Berkshire model condo includes an attached two car garage and direct frontage and views of the 11th hole of Silo Point golf course. The interior is stunning and features a warm luxury plank floor and cool neutral colors through out. A gorgeous kitchen with white cabinets and counters is open to the living and dining rooms. Attention to detail can be found everywhere-The choices of tiles and lighting, crown moldings, sliding doors in the primary suite and more. The windows and sliders have been upgraded to Anderson and a new Bosch heat pump has been installed for better energy efficiency. A large deck runs the side of the home and includes sliders to living room and the dining room. The 2 car garage is plus sized with room for a worjk shop. An EV charger has already been installed and the epoxy floor is gorgeous! Lots of guest parking and no stairs from guest parking to front door. As the sun goes down, enjoy sitting on the expanded deck as the lights of downtown Southbury twinkle in the distance. There is nothing else like it the Village!
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$550,000 (USD)
Southbury Area Single Family Home
Active
60 Old Field Road Southbury, CT 06488
2 Bed
2 Baths
2646 sqft
MLS# 24193617
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.
Mary Monagan
Mobile
(203) 233-7444
Listing Courtesy of SMART MLS / Listed By: Mary Monagan, Century 21 Bette Real Estate
$550,000 (USD)
Seymour Area Single Family Home
Active
53 Holbrook Road Seymour, CT 06483
4 Bed
3 Baths
3120 sqft
MLS# 24187240
Wonderful opportunity at this 4 bedroom 3 full bathroom Cape located on the southern end of Seymour. From the foyer, the formal living and dining rooms are spacious and offer gleaming hardwood floors. The interior of the home has just been refreshed with new paint and carpets. The kitchen includes lots of cabinet and work space as well new quartz counter tops. The kitchen is open to the huge great room with vaulted ceilings wood burning fireplace and a slider to the deck. The main level also includes a full bath and the 4th bedroom/office. Upstairs is a primary bedroom suite with full bath that has a brand new vanity with stone top. Down the hall two more bedrooms and a third full bath. The basement is large and has high ceilings, offering additional finished space potential. All of this spread over 3100 sq/ft and a private backyard!
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$529,900 (USD)
Woodbury Area Townhouse
Active
17 Woodbury Hill 17 Woodbury, CT 06798
2 Bed
3 Baths
1673 sqft
MLS# 24179262
The finest condo complex in one of Litchfield Counties most charming towns! Woodbury Hill is a lovely community of townhouse style homes in a very attractive setting and features a saltwater pool and tennis/pickleball courts. #17 has seen many upgrades over the past dozen years including new windows, renovated kitchen and baths, upgraded heat pump HVAC and water heater, as well as recent paint inside. This end unit also offers an expanded deck with retractable awning and lovely backyard. Full, unfinished basement, convenient one car attached garage and abundant guest parking too. All this near Woodbury's downtown shops and restaurants!
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$505,000 (USD)
Southbury Area Multi-Family Home
Pending
896 Old Waterbury Road Southbury, CT 06488
4 Bed
2 Baths
2240 sqft
MLS# 24203100
Rare multi-family opportunity in Southbury! This side by side duplex sits on a very private 3+ acre interior lot. Each apartment includes an eat-in kitchen, living room and half bath on the ground floor as well as two bedrooms and a full bathroom upstairs. The home is on a public water line and each apartment has a separate meter for water and electricity.
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$499,900 (USD)
Country Club Area Single Family Home
Pending
174 Southwest Road Waterbury, CT 06708
4 Bed
3 Baths
2938 sqft
MLS# 24165008
An incredible opportunity awaits near the end of a cul-de-sac overlooking the Country Club of Waterbury. Loved by the same family for decades, this Cape is larger than it appears with nearly 3000 sq.ft above grade an another 900 sq/ft in the walk out basement. From the spacious foyer, glance into the kitchen which offers a seating area in front of a wood-burning fireplace. The living room offers a vaulted ceiling and wide-board wood floors. The adjacent formal dining room includes a char rail and shadow boxes. The primary suite has a full bath with oversize shower and his/hers closets. Across the hall are two more bedrooms on the main level. Upstairs is the 4th bedroom and a walk-in attic that is unfinished but offers potential to expand the square footage. The lower level includes a bar, a second wood burning fireplace, a half bath and copious storage. Walk out to a blue stone patio and enjoy the private, quiet backyard. 2 car attached garage. New roof in 2025.
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$399,900 (USD)
Berkshire Estates Area Single Family Home
Pending
42 Berkshire Road Southbury, CT 06488
3 Bed
2 Baths
956 sqft
MLS# 24203069
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.
Deborah Bette
Mobile
(203) 565-8301
Listing Courtesy of SMART MLS / Listed By: Deborah Bette, Century 21 Bette Real Estate
$395,000 (USD)
Heritage Village Area Condo
Active
783 Heritage Village A Southbury, CT 06488
2 Bed
2 Baths
1432 sqft
MLS# 24202257
This "Sherman" style condo in 55+ Heritage Village has a unique floorplan thanks to a complete renovation some years back. The kitchen offers lots of fabulous features including a built-in breakfast nook with custom cushions, an arched opening to the LR/DR and a center island. Custom cabinets, Corian counters and stainless-steel appliances too! The living room is focused on the fireplace which includes a gas log insert. The adjacent dining area looks out through an upgraded French door to the patio and lawns. The primary suite has been re-imagined to offer a larger vanity, custom closets and a laundry closet. The guest bedroom sits near the hall bathroom which has also been remodeled. The extended bluestone patio looks over lush, level, lawn with peaks of the Hilltop pond in the distance. Short Level walk from garage. Excellent Hilltop location in walking distance to pool and pickleball courts.
Barbara Walters
Mobile
(860) 866-7574
Listing Courtesy of SMART MLS / Listed By: Barbara Walters, Century 21 Bette Real Estate
$389,900 (USD)
Heritage Village Area Condo
Active
16 Heritage Village A Southbury, CT 06488
2 Bed
2 Baths
1432 sqft
MLS# 24191044
One of the finest pond views in Heritage Village! This "Sherman" model sits well above and looks down on a lovely pond with fountain. It's just a short walk to the pools, fitness center, dining and activities. Easy level access from the garage. Inside, the kitchen has been stylishly renovated with white cabinets, stone counters and subway tile backsplash. The living room is focused on a woodburning fireplace while the dining room includes a slider to the deck. The views from the LR/DR and the deck are sublime. In the primary bedroom suite, an extra window has been perfectly placed to bring the pond view in this space as well. A truly premier location and opportunity.
Cynthia "Cindy" Clark
Mobile
(203) 528-7480
Listing Courtesy of SMART MLS / Listed By: Cynthia "Cindy" Clark, Century 21 Bette Real Estate
$349,900 (USD)
Heritage Village Area Condo
Active
895 Heritage Village A Southbury, CT 06488
2 Bed
2 Baths
1398 sqft
MLS# 24191530
This well maintained "Country House" model is located in the Hilltop area of the much sought after 55+ Heritage Village community. This condo is not too far a distance from the pool and pickleball courts. It offers a lovely, private back yard with an expansive lawn area. Wood floors throughout and newer windows and sliders. Easy walk from garage and lots of guest parking.
Deborah Bette
Mobile
(203) 565-8301
Listing Courtesy of SMART MLS / Listed By: Deborah Bette, Century 21 Bette Real Estate
$315,000 (USD)
Heritage Village Area Condo
Pending
333 Heritage Village B Southbury, CT 06488
2 Bed
2 Baths
1432 sqft
MLS# 24183238
Enjoy the lovely and convenient location at this "Sherman" style condo on a quiet cul-de-sac in 55+ Heritage Village. Short level walk to the front door from nearby detached garage. Expanded bluestone patio with border fence for your furry friends! Upgraded stone countertops in the kitchen and both bathrooms. New carpet in the primary bedroom. Charming fireplace, lovely gardens and so much more!
Cynthia "Cindy" Clark
Mobile
(203) 528-7480
Listing Courtesy of SMART MLS / Listed By: Cynthia "Cindy" Clark, Century 21 Bette Real Estate
$249,900 (USD)
Heritage Village Area Condo
Active
254 Heritage Village D Southbury, CT 06488
2 Bed
2 Baths
1044 sqft
MLS# 24168240
What a view! Sited high above a beautiful pond with fountain. The interior of the home has been beautifully refreshed with fresh paint, new plank flooring and renovations to both baths with stylish vanities, tile and fixtures. Sunny living/dining area focused on a wood burning fireplace flanked by built-ins. Bright, off-white kitchen with cozy eat-in area looking at the pond. Primary bedroom suite includes a full bath with tub/shower combo. Guest bedroom makes great office or den. Nearby detached end stall garage. The walking paths around the ponds are lovely and will take one down to the golf course and restaurant too!
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$245,000 (USD)
Heritage Village Area Condo
Pending
1016 Heritage Village A Southbury, CT 06488
1 Bed
1 Baths
928 sqft
MLS# 24198857
Fabulous, fully remodeled "Carriage House" floor plan in 55+ Heritage Village. The bright, open-concept kitchen offers white cabinets, quartz counters and marble tile backsplash. The L-shaped living and dining areas include a wood burning fireplace and slider to the deck. The bathroom has been re-imagined with dual vanity and a walk-in shower with frameless glass doors. The bedroom includes a charming window seat and extra wide closet doors. Heat pump HVAC installed in 2021. The deck area is shaded, private and quiet. Just move-in!
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$225,000 (USD)
Heritage Village Area Condo
Pending
441 Heritage Village C Southbury, CT 06488
2 Bed
2 Baths
1044 sqft
MLS# 24192045
Nothing to do but move-in to this nicely upgraded "Ethan Allen" in 55+ Heritage Village! Beautiful wood floors in most rooms, remodeled white kitchen and a charming window seat and fireplace too. Home can transfer fully furnished. Nice views of gardens and lawns from the private deck. This condo is conveniently located in walking distance to the River Gardens and the Wood & Metal Workshop. Upgraded 3 panel doors and trim, recessed lighting, heat pump HVAC, nearby garage and much more!
Cynthia "Cindy" Clark
Mobile
(203) 528-7480
Listing Courtesy of SMART MLS / Listed By: Cynthia "Cindy" Clark, Century 21 Bette Real Estate
$219,900 (USD)
Heritage Village Area Condo
Active
65 Heritage Village B Southbury, CT 06488
1 Bed
1 Baths
928 sqft
MLS# 24198765
Fantastic remodeling and upgrades at this conveniently located "Carriage House" in 55+ Heritage Village! Freshly painted interior and luxury vinyl plank in the living areas. Bright white kitchen with new quartz counters and subway tile backsplash. The living room is focused on a fireplace with a high-end wood pellet fireplace insert. A sunny window seat and gorgeous built-in shelving complete the space. The dining area includes a slider to the deck with retractable awning. The bedroom area offers multiple closets with new doors. The bathroom has been remodeled and features a tiled walk-in shower with glass doors and new vanity and countertop. Brand-new washer and dryer. A major upgrade is the ECOR high-efficiency heat pump HVAC system, providing efficient heating and central air conditioning and backed by a transferable parts-and-labor warranty with approximately nine years remaining. New front door and storm door too! Garage with separate lockable storage room. Short, level walk from guest parking. All this in a central location not far from activities, pools and more!
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$215,000 (USD)
Heritage Village Area Condo
Active
751 Heritage Village B Southbury, CT 06488
2 Bed
2 Baths
1000 sqft
MLS# 24207115
Fantastic opportunity at this rare "Hawthorne" model in 55+ Heritage Village! Just a short level walk to the front door from nearby end garage. The spacious living/dining area is focused on a fireplace with LP gas insert. The eat-in kitchen offers lots of storage and a newer stainless fridge. The bluestone patio looks out on complete wooded privacy as this home is sited on the edge of the community. The primary suite includes a full bathroom. The second bedroom is adjacent to a second full bath. All this in the Hilltop neighborhood not far from pool and pickleball.
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$3,800 / mo (USD)
The Purchase Area Rental Home
Coming Soon
555 West Purchase Road Southbury, CT 06488
2 Bed
3 Baths
2614 sqft
Absolutely incredible 2 bedroom cottage on a 30+ acre gentleman's farm in Southbury's "Purchase" area just a mile from Lake Lillinonah. Only 80 miles from NYC. Fully furnished with high-end finishes throughout the home. Open concept with the luxurious kitchen facing the great room. Kitchen includes granite counters and stainless-steel appliances. Incredible views of the pastures and woods are visible from every window. The master is very spacious and has direct access to the luxurious bath with walk-in shower and adjacent laundry closet. There are flat screen TVs in each bedroom and the great room. The great rooms furnishings also include a large sectional leather sofa. Across the street is a gorgeous Land Trust preserve with hiking trails. Landlord requests good credit history and two month security deposit from any applicants under the age of 62 (per state law). No pets allowed. Lease includes electricity, lawn care and snow removal.
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate
$2,750 / mo (USD)
The Purchase Area Rental Home
Active
122 Purchase Brook Road Southbury, CT 06488
3 Bed
2 Baths
4568 sqft
MLS# 24196123
Unique rental opportunity overlooking historic Mitchell's farm and Lake Zoar. 3 bedroom and 2 full bath dwelling with attached plus sized one car garage underneath. Elevator from garage to second floor living space. Kitchen open to LR/DR and also includes a large pantry. Plenty of parking and views of fields and the lake in the distance.
Justin Bette
0751232 CT
Mobile
(203) 217-5768
Listing Courtesy of SMART MLS / Listed By: Justin Bette, Century 21 Bette Real Estate