2,080 properties for sale in Trumbull town

Don't miss this pristine one-bedroom Carriage House ideally located on Poverty Road within walking distance of Activity buildings and shopping-perfect for the active lifestyle. The kitchen opens seamlessly into the dining area and features granite countertops, stainless steel appliances and premium cabinetry. Engineered wood flooring runs continuously throughout the home with no raised transitions (carpet in bedroom) and the popcorn ceilings have been removed for a clean, modern look. Year-round comfort is provided by an efficient heat pump with A/C, complemented by baseboard electric heat. Beautifully updated and meticulously maintained, this home is truly move-in ready; just unpack and begin enjoying Spring at Heritage Village

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

Tucked away on a private and spacious 1 acre lot, this well maintained 3 bedroom, 2 full bath home offers the perfect blend of comfort, charm, and convenience. Lovingly owned by the same family since 1995, pride of ownership is evident throughout. The main level features hardwood floors and a bright, functional layout with direct access from the dining room to a large deck overlooking the peaceful backyard and garden. Enjoy cozy evenings with two fireplaces, including a wood burning stove in the basement and a pellet stove on the main level. Plenty of parking with a 2 car garage and expansive driveway. Recent updates include a brand new roof in 2026, all interior rooms freshly painted in 2026, updated secondary bathroom in 2026, and even more improvements over the years. Conveniently located close to town, shopping, and major highways, making commuting easy. A truly special opportunity to own a home that has been exceptionally cared for and thoughtfully updated.Reference: 36112 HHT2752

Perfectly situated within the coziness of a quiet neighborhood and just minutes to Bethel center. Welcome to 5 Winthrop Rd, where the possibilities are endless. With nearly an acre lot and an in-ground pool, entertaining friends or having quiet get togethers with family is a breeze. Inside, enjoy the warmth of the pellet stove during those chilly Connecticut winters. With an open floor plan on the Main level, holidays will be magical. Downstairs, find a fully finished lower level with a walkout to the backyard. A home office AND a rec/media room are possible - PLENTY of space for both! Four generously sized bedrooms, including a Primary with its own full bath, complete the upper level. Visit today - this will NOT last!

1928 antique single family on a 0.60-acre lot in an established Bethel neighborhood, minutes from downtown. Hardwood floors throughout, central air, crown molding, wood stove, and a kitchen with stainless appliances, granite counters, porcelain tile and recessed lighting. Enclosed three-season porch, plus a large detached garage in the backyard. Mature trees, gravel drive, and plenty of outdoor space. One of the few single family opportunities in Bethel under $500K. In a market where updated homes are routinely trading above that threshold, this is your chance to get into a desirable neighborhood, add value on your own terms, and build equity from day one. Sold as-is

This first-floor, 2BR, 2-bath unit is in a quiet Southport complex with in-ground pool. Just a short walk to the grocery store, shopping, train, public bus line, bank, and more. The updated unit features a living room with vinyl plank flooring, ceiling fan, wood-burning fireplace with raised marble hearth, plus attractive millwork. Sliding glass doors open to a covered porch with lawn space for gardening and grilling. Dining area has space for a table for 6 or 8. This unit features a full-sized washer and dryer (new in 2017), newer gas HVAC, and water heater in 2022, remodeled hall bath (2019), ample storage, and central air. Updated, fully-applianced eat-in kitchen with tile floor. If you are looking for a place to call home that is warm, inviting, tidy, with neutral paint colors, and ready to just move in- you have found it. Lots of visitor spaces near the unit. Pretty, well maintained grounds as well

Tucked away on a private and spacious 1 acre lot, this well maintained 3 bedroom, 2 full bath home offers the perfect blend of comfort, charm, and convenience. Lovingly owned by the same family since 1995, pride of ownership is evident throughout. The main level features hardwood floors and a bright, functional layout with direct access from the dining room to a large deck overlooking the peaceful backyard and garden. Enjoy cozy evenings with two fireplaces, including a wood burning stove in the basement and a pellet stove on the main level. Plenty of parking with a 2 car garage and expansive driveway. Recent updates include a brand new roof in 2026, all interior rooms freshly painted in 2026, updated secondary bathroom in 2026, and even more improvements over the years. Conveniently located close to town, shopping, and major highways, making commuting easy. A truly special opportunity to own a home that has been exceptionally cared for and thoughtfully updated.Reference: 36112 HHT2752

Set in the desirable Purchase area of Southbury is this charming 3 bedroom, 2.5 bath Colonial. The first floor boasts 9 ft ceilings, hardwood floors throughout, and plenty of natural light. The eat-in kitchen with a breakfast bar is ideal for entertaining as it opens up to the living room which includes a cozy gas fireplace. Off of the eat-in kitchen is a deck that overlooks a private, level yard with sunset views. A formal dining room and den complete this level of the home. Upstairs, the spacious primary suite includes two closets (one a large walk-in) and a sizable bathroom with a jetted tub and separate shower. There are also two additional bedrooms, a full bath, and a convenient second-floor laundry room. An additional 500 sq ft of unfinished basement space can be utilized for storage, a home gym, mudroom, etc. Central air and an attached two car garage ensure that this property checks all of the boxes. An excellent location for commuters conveniently located between exits 10 and

Privately set on 3 hilltop acres with sweeping views and open skies, this meticulously maintained custom classic ranch presents a rare opportunity to enjoy refined country living with everyday ease. Thoughtfully designed for comfort, privacy, and effortless entertaining, the home offers an inviting single-level layout enhanced by quality craftsmanship and timeless appeal. A generous covered front porch welcomes outdoor dining, relaxed seating, and quiet moments overlooking the landscape, while the heated 26-foot pool-5 feet at its deepest, with a liner replaced last year-creates a resort-inspired setting for summer afternoons and memorable gatherings. Inside, warm hardwood floors, sun-filled living areas, and a living room anchored by a brick fireplace with glass doors and a cast iron fireback create an atmosphere of understated elegance. The serene primary bedroom features two walk-in closets and a private en suite bath, while the full basement and oversized walk-in attic-accessed fro

Tucked away in a peaceful, private setting, this beautifully located 3BR, 2Ba condo offers the perfect blend of comfort and tranquility. Enjoy a short, level walk with no stairs from the end-unit garage directly to your front door-ideal for convenient, everyday living. Inside and out, this home is designed for relaxation and connection. A hidden, zen-inspired garden creates a serene retreat just outside, while the oversized rear deck provides the perfect space to take in spectacular sunrises or host intimate dinner gatherings with family and friends. The eat in kitchen offers plenty of storage and beautiful tile backsplash and granite countertops where great meals can be created. The living room features a cozy wood burning fireplace and custom built ins for displaying treasured items. Newer slider patio doors from both the living room and dining rooms make for easy entertaining on the attached oversized deck. The spacious primary bedroom suite has 3 sets of closets and an attached bat

Pride of Ownership abounds in this Cromwell unit located in Pond Spring Village! Main level offers open flow in floorplan offering kitchen appointed with an abundance of cabinetry, granite counter tops, center island, pantry closet and stainless appliances, living room boasting vaulted ceiling heights, gas fireplace and ceiling fan, dining room with sliding glass doors to private deck, primary bedroom offering full bath, walk in closet and ceiling fan, second bedroom with ceiling fan and access to full bath and laundry/mudroom complete this level. Additional amenities include central air conditioning, natural gas heat, full basement, 2 car garage and nestled on lovely lot abuttting open space!

Welcome to 216 Main Street N centrally located within the Historic district in the quaint town of Southbury. This home was rebuilt and brought back to life. Not only are you within walking distance from the Southbury Plaza but also conveniently located to I-84 with New York only being 40 minutes away! This home has a massive two car detached garage along with over 1.25 acres of flat land. Schedule your private showing today to get a taste of Southbury living!

This property needs rehabilitation. It is being sold AS IS! All offers should be CASH with proof of funds or a rehab loan. No utilities will be activated for inspections. The removal of personal property will remain on the property. Agents and buyers should bring a mask and use caution when touring the property

Experience upscale living in this beautifully appointed 3BR/3.5BA townhouse in the highly desirable Toll Brothers community of Bethel Meadows. The sun-filled eat-in kitchen features custom cabinetry, a center island, pantry, breakfast nook, vaulted ceiling, skylight, and direct access to a private deck-perfect for morning coffee or outdoor dining. Entertain with ease in the elegant dining room with tray ceiling or relax by the gas fireplace in the inviting living room. Hardwood floors enhance the main level. Upstairs, the spacious primary suite offers a vaulted ceiling, walk-in closet, and spa-inspired bath. Two additional bedrooms with vaulted ceilings, a full bath, and convenient upper-level laundry complete the second floor. The finished walkout lower level (520 sq ft) provides exceptional flex space for a family room, home office, gym, or guest area, along with abundant storage and a two-car garage. A new furnace adds peace of mind. Lots of visitor parking across the street. Enjoy

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

Nestled in a picturesque and private 4-acre setting in the heart of Southbury, 94 Fox Run Drive offers the perfect blend of space, comfort, and natural beauty. This charming residence features approximately 3,360 square feet of living space with 3 bedrooms and 3.5 baths, providing room for both everyday living and entertaining. Enjoy peaceful wooded surroundings, expansive outdoor space, and the tranquility of a sought-after neighborhood while remaining conveniently close to shopping, dining, parks, and major commuter routes. Whether you're relaxing at home or hosting guests, this property presents a rare opportunity to enjoy privacy, versatility, and timeless New England charm in one exceptional location

Welcome to 289 E Heritage Village, a beautifully inviting Ranch Style condominium offering the ease of one-level living in one of Southbury's most desirable 55+ communities. Set in a peaceful location overlooking the golf course, this home captures a clean country feel with a warm, comfortable layout and a scenic backdrop that makes everyday living feel relaxed and special. Inside, the home offers generous living space, quality cabinetry, and a well-appointed kitchen designed with both function and style in mind. The kitchen flows nicely into the main living and dining areas, creating an easy setting for casual mornings, quiet evenings, and effortless entertaining. Large windows invite natural light throughout the home while drawing your eye toward the beautiful outdoor views. This model is known for its spacious ranch-style design, offering comfortable bedrooms, practical storage, and a layout that feels open yet defined. Whether enjoying coffee with golf course views, hosting guests,

Gracious Southport Village/Southport Harbor 3Bedroom, 2 1/2Bath Colonial Home, with Water and Harbor views. Enjoy the convenience of walking to all that Southport Village has to offer; Shops, Markets, Restaurants, Pharmacy, Post Office, and Southport Train Station. View and stroll the beautiful streets and homes all overlooking the picturesque Southport Harbor, Long Island Sound and Southport Beaches!

Welcome to Heritage Village. This well-proportioned, meticulously maintained one-bedroom end unit is ideally situated at the end of a quiet cul-de-sac, offering easy, no-stair living. Enjoy the peaceful setting from the lovely bench beneath the tree just outside your front door. Thoughtfully updated throughout, the home features luxury vinyl plank flooring which provides a clean, modern look throughout the living areas. Fresh interior paint completed approximately two years ago which adds a bright look to the home. And a newly installed bathroom vanity and fixtures that enhance the bedroom, laundry, and bath areas. The kitchen includes newer stainless steel appliances, including a refrigerator and stove. Comfort and efficiency are assured with a newer, energy-efficient maximum LG heat pump with inverter technology, providing year-round heating and cooling while helping reduce energy costs. A private side deck offers the perfect space for growing flowers or herbs, enjoying your morning

Embrace the quiet of nature in this 3 Bedroom, 2 Bath, 1596 SF Open Concept Ranch Style Home, offering the perfect blend of one- level living, outdoor entertainment and ultimate convenience. The centerpiece of this property is the private inground pool with new pump and beautiful stonework surrounding the pool area. Despite the suburban peace, this home is uniquely positioned close to shopping and restaurants. Also, an ideal commuting location. The combination of single story convenience and staycation pool lifestyle, as well as it's prime location, makes this home incredibly versatile. Some features include a Living Room with Bay Window and a Fireplace, Hardwood Flooring in most of the home, Central Air, Central Vac, a Primary Suite with Full Bath, Newly Painted Sunroom with lots of windows, and a Newly Painted Den in the lower level that could be used as a home office. This home is not just a piece of real estate. It is a missing piece of your puzzle

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

THANK YOU FOR YOUR INTEREST IN 280 MILL HILL ROAD. SELLER IS REQUESTING HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TODAY, MONDAY MAY 11TH AT 5PM. Picture perfect 1920s Colonial in the location we all covet. Welcome to 280 Mill Hill Road, a beautiful center hall colonial that blends timeless character with modern updates-all in an exceptional in-town location. Just a short stroll to Southport Village, this home offers the perfect balance of charm, convenience, and lifestyle. Inside, sun-filled living spaces showcase classic architectural details and a warm, inviting flow ideal. The newly renovated kitchen features stylish finishes and modern functionality, seamlessly complementing the home's historic appeal. The flexible layout includes a finished third floor, perfect as a fourth bedroom, home office, gym or flexible space to suit your needs. Step outside to enjoy an expansive patio overlooking the expansive fenced backyard, surrounded by mature landscaping-an ideal setting for outdoor

Great location at this Country House model in 55+ Heritage Village. It's just a short walk from the garage to the front door. Located on the edge of the community, this condo offers a backyard that is private and wooded while offering a peek of a distant meadow. Thoughtful upgrades are found thru-out the interior including a remodeled kitchen, upgraded showers in both bathrooms and much more. This Hilltop location is not far from the pool and pickleball courts. Lots of guest parking nearby too!

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

End-unit Heritage Village condo in Southbury CT offering scenic Pomperaug River views. This desirable 2 bedroom condo in Southbury CT is a Unit C model featuring single-level living, an in-unit washer and dryer, and the added privacy of an end unit location with abundant natural light. The living room includes a fireplace, creating a warm focal point, while the private deck provides outdoor space to relax and enjoy peaceful river views and the surrounding natural landscape. A detached 1-car garage offers convenient parking and additional storage. The home offers a solid, well-cared-for interior with the opportunity to make thoughtful updates over time, allowing the next owner to personalize the space while enjoying comfortable, low-maintenance condo living from day one. Heritage Village spans approximately 1,000 acres and offers extensive amenities including an 18-hole golf course, additional 9-hole and par-3 courses, four swimming pools, tennis and pickleball courts, clubhouse spaces,