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$978,000
4 Beds 4 Baths 24175370 MLS
Situated on Cranbury Drive in the highly sought-after Hillandale area of Trumbull. This sprawling residence offers approximately 5,176 sq ft of living space on two main levels and rests on a peaceful and private 2.38-acre lot. Blending scale, flexibility, and opportunity, this home features 4+ over sized bedrooms including two primary suites each with its own private en-suite bath, providing ideal separation for multi-generational living or guest privacy. In total, the residence includes 4+ bathrooms. A standout feature is the lower-level accessory apartment with a walk-out and private entrance, ideal for an in-law suite, au pair quarters, or extended guest accommodations. The home offers generous room sizes and a versatile layout suited to a wide range of lifestyles. The expansive, level rear yard provides a rare opportunity for outdoor enjoyment, entertaining, recreation, barbecues, and gatherings in a serene and private natural setting surrounded by mature landscaping. Many new improvements that also include a brand new septic tank (May 2026). Come experience why Trumbull is celebrated for its award-winning school system and why Realtor.com recently highlighted Trumbull, CT, as a top-tier housing market, ranking it on their "Hottest ZIP Codes" list due to high demand, a "family-focused" appeal, and strong commuter access. *Home is being sold as-is.

89 Cranbury Dr, Trumbull

$625,000
3 Beds 2 Baths 24174801 MLS
Welcome Home to Chatfield Drive! As you walk up to Number 12, you're greeted by the well-cared-for grounds and inviting entryway. Walking in is a comfortable living room with hardwood floors and fireplace with wood insert. Through to the kitchen, you'll find granite counters and ample counter space for prep as well as eating. Past the kitchen is a dining area and access to the back deck. Back through the living room, you'll find two bedrooms and a full bath. Upstairs is a primary bedroom suite with a walk-in closet and bathroom. There is also access to a large storage area on this level. You can head down to the finished basement which would be a perfect location for a playroom, office or another entertainment area. Walking outside from the kitchen/dining area, there is a deck, beautiful stone patio with wall, and gravel pad for hanging out. This also leads to the backyard lawn. The large detached two-car garage is perfect for storage of vehicles or workshop. Only minutes to shopping, restaurants and highway access for commuting. There is 200 amp service and a 5 year old roof on the home. Schedule your showing today!

12 Chatfield Dr, Trumbull

$575,000
4 Beds 3 Baths 24162802 MLS
BUYER COULD NOT OBTAIN FINANCING SO THIS well-appointed 4-bedroom, 3-bath Colonial Cottage offering 2,369 square feet of thoughtfully designed living space, complete with a two-car garage and a prime location just steps from Trumbull Center, IS READY FOR YOU! The interior welcomes you with a functional foyer featuring a walk in closet. The main level showcases hardwood flooring, a refined living room with a fireplace, and a formal dining room. The kitchen is equipped with a center island, pantry, and a discreetly placed laundry room. The spacious 16' x 15' primary bedroom has vaulted ceilings, private balcony access, a full en-suite bath, and a walk-in closet with a professionally designed organization system. The partially finished lower level, included in the total square footage, offers some additional flexible living space. Residents will appreciate access to Trumbull's many amenities, including public pools, a golf course, a dog park, highly regarded schools, convenient highway access, diverse dining options, and close proximity to the scenic Pequonnock Valley-Housatonic Rail Trail. Broken garage door sold as is.

12 Sunset Ave, Trumbull

$650,000
3 Beds 2 Baths 24172293 MLS
Experience unrivaled luxury in this custom-designed, sprawling ranch, perfectly positioned with views of Twin Brooks Park. The open-concept design is tailored for effortless entertaining, featuring a massive chef's kitchen with a vaulted white pine ceiling, radiant tile floors, and a cozy gas fireplace. A grand, light-filled great room awaits, boasting stone detailing, vaulted ceilings, and long casement windows. Entertain in elegance in the formal dining room, showcasing intricate custom millwork and bow windows. With two main-level bedrooms plus a finished lower level with an extra room/playroom, this home offers versatile luxury. The exterior is a private oasis with manicured gardens, a side deck, and a circular driveway. Modernized with a 2017 HVAC system, 2019 Anderson doors, Celtex roof, this rare offering is not to be missed.

22 Larkspur Dr, Trumbull

$1,895,000
5 Beds 6 Baths 24170897 MLS
Nestled in the heart of Connecticut's highly acclaimed Trumbull school district, in the sought-after Tashua neighborhood resting on 5 acres is pure elegance. A grand foyer welcomes you with soaring 17 ft ceilings, exquisite marble inlay flooring and a sweeping circular staircase creating a dramatic and sophisticated entrance. The gourmet kitchen, thoughtfully designed for the most discerning chef and effortless entertaining. This extraordinary culinary space features a vast center island, Wolf appliances, three dishwashers, a wet bar/wine chiller, and a walk-in pantry. Step outside to your own private luxury resort where every detail has been curated for year-round enjoyment. The exterior showcases a spectacular heated saltwater pool and waterslide, a relaxing hot tub, expansive stone patio & fire-pit. Three super-duty exterior lights ensure the fun continues well into the evening. Designed with both luxury and efficiency in mind, this energy-conscious home offers exceptional modern conveniences, including owned active solar panels and a whole-house natural gas generator. Radiant heated baths, luxurious primary suite with steam shower and soaking tub adjacent to the 135 sqft walk in closet. Perfectly suited for multi-generational living, longterm guests or an au pair suite, the main-level bedroom retreat offers exceptional flexibility. With Tashua Knolls Golf & Banquet within walking distance, the location could not be more desirable. Welcome to your next oasis!

63 Coventry Ln, Trumbull

$1,699,000
4 Beds 4 Baths 24167112 MLS
A rare waterfront estate in prestigious Canoe Brook Lake, this exceptional property offers the ultimate luxury living with its own private island, charming footbridge, and sandy beach, perfect for swimming, boating, and unforgettable moments. Fully renovated and designed for effortless one-level living, the home features a seamless open concept layout ideal for both everyday comfort and entertaining. At the heart of the home, a custom chef's kitchen showcases Carrera marble countertops, a heated center island, premium Thermador appliances, and extensive custom cabinetry. The space flows into a sunlit family room with a wood-burning stone fireplace and walls of glass opening to a lakeside balcony with serene water views. A spacious dining area accommodates large gatherings, while a sunken living/music room with gas fireplace and classic Morgan-style mantle adds timeless charm. The private bedroom wing includes a generous primary suite and three additional bedrooms, one with built-ins for a home office. The lower level offers a guest or au-pair suite, recreation space, full bath, and third fireplace. Outdoors, enjoy a covered patio, level lawns, and a gentle path to the beach, boat launch, and your own island with gazebo, an extraordinary setting for relaxation and entertaining. Just 75 minutes from NYC, near Metro North and I-95.

170 Driftwood Ln, Trumbull

$699,000
6 Beds 4 Baths 24165858 MLS
Magnificent opportunity to embrace historic charm. This spacious Victorian home is filled with character and timeless architectural details while offering the comfort of modern updates. A beautifully updated kitchen with a massive island that blends classic charm with modern convenience. The home's signature wrap-around porch provides the perfect spot to relax and enjoy the outdoors. Inside, the generous formal dining room is ideal for hosting family gatherings and holiday celebrations. Designed with entertaining in mind, the home offers a wonderful flow between indoor and outdoor living spaces. Flexible room layouts allow the home to easily adapt to a variety of needs. With five to six bedrooms, there is plenty of space for a large household, or rooms can be transformed into home offices, guest suites, a gym, or creative studios. Rich in history, the property was originally owned by individuals involved in the early development of the Town of Trumbull, adding a unique story to this special home. Make sure to check out the attic and the "hidden" room. Fully fenced flat yard set back from the street. A gorgeous home you don't want to miss.

5385 Main St, Trumbull

$995,000
5 Beds 4 Baths 24165397 MLS
Welcome to this multi-generational dream home featuring a private in-law suite with separate entrance, set on a peaceful 0.85-acre lot in one of Trumbull's most desirable neighborhoods. This exceptional ranch-style residence offers approximately 4,016 sq ft of versatile living space. The main level includes 4 bedrooms and 2 full bathrooms, a beautifully designed kitchen, and an inviting family room with brick fireplace and built-ins creating a warm gathering space. The walk-out lower-level in-law suite offers its own kitchen, 1 bedroom, 1 full and 1 half bathroom, private entrance, and patio overlooking the backyard-ideal for extended family or guests. Outdoor amenities create a true backyard retreat featuring lush landscaping, a tranquil koi pond, babbling brook, outdoor kitchen, stone fire pit, and an above-ground pool with surrounding deck. An outdoor theater setup provides entertainment day or night. Seasonal gardens showcase peonies, azaleas, tulips, daffodils, hydrangeas, lilacs, hyacinths, spiderwort, orange day lilies, Asian bleeding hearts, and a striking flaming pink Love Tree in the front yard. Energy-efficient upgrades include new solar panels, Tesla battery backup, and EV charger for off-grid capability. Designed for relaxation and entertaining, this unique property blends comfort, flexibility, and resort-style living. Seller relocating-priced to sell quickly.

57 Gray Rock Rd, Trumbull

$199,900
24164265 MLS
Approved Building Lot, Approved Zoning, Approved Wetlands! Town water, sewer, and natural gas access! Deeded lake rights! Approved for each floor to be up to ~ 2,000sf, with upper floors maximizing sunset lake views. Larger lot. Originally owned for over 80 years by a founding family of the private community of Pinewood Lake, Lot 4 is one of only two remaining unbuilt level/rolling & conforming parcels with deeded lake rights. Low impact site/planting plans and bridge design highlight the babbling brook and harmonize the home with the land's natural features. Walkable community, award-winning schools. Skip the five year wait for coveted Pinewood Lake Association membership! Join immediately and enjoy all this ideal recreational enclave has to offer: swim, sail, kayak, hike, bike, fish, ice skate, or relax at the beach, clubhouse and canteen.

4 W Mischa Rd, Trumbull

$859,900
4 Beds 4 Baths 24163140 MLS
Step into a piece of Trumbull's history with this enchanting, updated Craftsman Cape loc in the highly sought-after Daniels Farm section, close to top-rated schools, parks, shopping, restaurants, & major highways. Originally built by Col. William C. Weeks when Daniels Farm Rd was a rural farm district, this unique home, known as "Kobble Cot," blends historic charm w/ modern comfort & has long been a place where generations gathered & created lasting memories. From the moment you arrive, you'll feel the warmth-relax on the expansive stone front porch, perfect for morning coffee or evening gatherings, then enter through double doors into a grand Great Room featuring exposed beams & a striking stone FP. The formal DR w/ built-in glass shelving flows seamlessly into the living space & opens via French doors to a bright Sunroom overlooking the in-ground pool & patio. The updated Kitchen offers SS appliances, center island, & access to a spacious deck overlooking the landscaped yard. The main level includes a BR, Den, & full Bath, ideal for guests or home office. Upstairs features a Primary Suite w/remodeled bath, 2 add'l BRs, & updated bath w/wood slider door, along w/ charming cottage windows & cedar closet. The fin LL includes a game rm, laundry, 1/2 bath, & walk-out to pool area. The property, once filled w/apple trees where children played and made memories, now offers a spacious yard, in-ground pool, large patio, built-in BBQ, & 2 sheds. Circular drive provides ample parking.

1209 Daniels Farm Rd, Trumbull

$1,249,000
4 Beds 5 Baths 24149038 MLS
This exceptional home offers a two-story entryway and over $300K in recent upgrades and a rare opportunity to enjoy resort-style living. Located in a neighborhood of spacious, high-end homes, this property offers a peaceful, low-traffic setting with multiple cul-de-sacs. The outdoor setting is a standout, featuring a stunning pool, year-round spa, built-in grill, stone walls, expansive patio, and multiple entertaining areas, all designed for effortless indoor-outdoor living. Car enthusiasts will appreciate the 3-car garage, fully remodeled and enhanced with a premium epoxy flooring, along with all-new garage doors. The spacious kitchen features abundant cabinetry, granite counters, Sub-Zero, gas cooktop, double wall ovens, and a pantry-all overlooking the private backyard oasis. A casual dining area opens directly to the deck with a retractable awning. Elegant formal living with gas fireplace and dining room provide refined gathering places while the family room offers a wet bar and second gas fireplace for relaxed evenings. The impressive two-story foyer leads to a fully remodeled office, updated powder room, and generous closet space. Upstairs, a gorgeous balcony overlooks the foyer and leads to the primary suite with cathedral ceilings, dual walk-in closets, and a beautifully updated bath.

3 Crescent Ln, Trumbull

$1,790,000
4 Beds 6 Baths 24155322 MLS
Magnificent 2026 New Construction in Private Porters Hill Enclave. Tucked within one of Trumbull's most desirable new subdivisions, this exquisite 5-bedroom, 5.5-bathroom residence offers the perfect combination of architectural drama and modern comfort. Spanning over 5,170 square feet of meticulously crafted living space, the home greets you with a grand covered front porch and a soaring two-story foyer that sets the tone for the impeccable finishes within. Wide-plank hardwood flooring flows seamlessly through the sun-drenched family room, formal dining area, and expansive eat-in kitchen. The chef's kitchen is a true centerpiece, anchored by an oversized quartz island, custom inset cabinetry, and a generous walk-in pantry. Large windows flood the main level with natural light, while a versatile first-floor office/guest suite, custom mudroom, and powder room add thoughtful functionality for a modern lifestyle. The Primary Bedroom Suite is a private sanctuary, featuring dual walk-in closets and a spa-like bath with a soaking tub, walk-in shower, and elegant dual vanities. Three additional generously sized bedrooms and a convenient laundry room complete the upper level. The walk-out lower level is a standout feature, fully finished with high ceilings, a full bathroom, and massive open space for a media room or home gym.

110 Porters Hill Rd, Trumbull

$500,000
3 Beds 2 Baths 24150068 MLS
Welcome to this bright and inviting 3/4 bedroom, 2 full bath ranch style home offering the ease and comfort of TRUE single-level living! Sunlight fills the open kitchen, which overlooks the family room with a fireplace and soaring vaulted ceilings, an inviting space designed for both relaxed everyday moments and meaningful time together. The kitchen flows seamlessly into a spacious living room with another vaulted ceiling, creating an ideal layout for entertaining, hosting celebrations, and making lasting memories. French doors lead from the living room to a large sunroom, offering exceptional versatility and potential as a fourth bedroom, home office, or den, complete with its own private exterior entrance. The primary bedroom features a full bath, sliders to the backyard, and a convenient mudroom that connects directly to the garage. Two additional well-proportioned bedrooms and a second full bathroom complete the main level. Ideally situated in an adorable sought after neighborhood within walking distance to Jane Ryan Elementary School, approximately 50 miles from New York City, this home is conveniently located near playgrounds, popular restaurants, shopping areas, highways and a 15 minute drive to the Metro North Train Station. As a Trumbull resident, you have access to 2 community pools, a golf course and the fantastic Pequonnock River biking/walking trail. Don't miss this the opportunity to own a wonderful home in one of Trumbull's most desitrable locations!

40 Rose Ter, Trumbull

$399,900
1 Beds 1 Baths 24137312 MLS Trumbull Town Commons BLDG.
Welcome to 253 Mayfield Drive, a gorgeous, fully remodeled, one bedroom, ranch style, end unit, in the highly sought after Trumbull Town Commons. The kitchen features Bosch, stainless Steele appliances and Granite countertops. Custom walk in pantry. Maple hardwood floors throughout. Epoxy style garage floor with custom shelving. Electric car charger. Combination high efficiency boiler and tank less water heater. All new hot and cold water lines to a manifold for consistent water pressure. Front loader washer and dryer. Custom moldings throughout. Custom wine fridge with cabinet above. The entire interior was painted two years ago. Custom walk-in closet. Salt water heated pool. Walk to the library, Bank, Grocery store and Town Hall. Carefree living at its best! Subject to seller finding suitable housing.

253 Mayfield Dr Unit 253, Trumbull

$659,900
3 Beds 2 Baths 24125028 MLS
This tranquil 3 bedroom 2 bath cape is located in an ideal Daniels Farm location. Driving through the stone piers to the circular drive you will feel home. The grounds are manicured and offer plenty of quiet time in nature. The brand new roof, new landscaping, new paint, and so much more make this home one to see. Walk up the front porch that has your matching rocking chairs as you sit and listen to the birds chirp and enjoy your favorite hot/cold beverage. Enter into a large living room as the fire hypnotizes you into forgetting every deadline. The kitchen is updated with white cabinets and granite counter tops. The playroom ( pool table & hot Tub can stay ) is huge with ceiling to floor views of the outside yard. The first floor offers a versatile floor plan for work and play.....be "home " for the holidays. The oversized primary bedroom offers endless possibilities. The charm of the butterfly stairway offers privacy from the two other bedrooms. The level backyard offers a gazebo and detached garage. Let's get you HOME for the holidays!

121 Lewis Rd, Trumbull

$649,900
1 Baths 24126716 MLS
Discover this custom-designed 1,995 SF corner office condominium, now available for sale in the prestigious Trumbull Professional Center. This spacious unit offers exceptional versatility, with an open office area featuring a plumbing line beneath brand-new flooring-perfect for medical or dental use. For those without plumbing needs, the flexible layout easily accommodates a wide range of professional uses. A private exam room is equipped with a sink and cabinetry, while an open lab area connects seamlessly to a compact kitchen with a refrigerator and wall-mounted cabinets. The unit also includes a private office with built-in cabinetry, a designated file area, and is pre-wired for a sound system. Guests are welcomed by a comfortable waiting room and an open reception area highlighted by granite countertops, cabinetry, and modern track lighting. This office is one of the few in the building to feature its own private lavatory with a new toilet. Additional highlights include LED lighting throughout, solid wood doors, a sprinkler system, and central air conditioning. Ideally situated just minutes from the Route 25 Expressway and Route 111, this property offers both convenience and visibility making it an outstanding opportunity for medical, dental, or professional office use.**Also available for lease**

115 Technology Dr Unit A205, Trumbull

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