Located on Cranbury Drive in the highly sought-after Hillandale section of Trumbull. This expansive residence offers approximately 5,176 sq ft of living space on two main levels and is situated 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 -one conveniently located on the main level and a second on the upper bedroom level, 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.
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!
Thoughtfully designed and beautifully maintained, this better than new home in Trumbull's sought-after Nichols neighborhood offers the perfect blend of modern living and everyday comfort. Set on a private, level lot, this 4-bedroom, 2.5-bath Expanded Cape features a bright, open layout with flexible living spaces to suit today's lifestyle. The sun-filled kitchen is the heart of the home, complete with white shaker cabinetry, quartz countertops, and a spacious island, seamlessly flowing into the living and dining area. The inviting family room features a gas fireplace and opens to a deck overlooking the peaceful natural surroundings-ideal for both relaxing and entertaining. The main level also offers a mudroom, large walk-in pantry, and powder room for added convenience. Upstairs, the primary suite provides a private retreat with a large walk in closet and spa like bathroom. There are three additional generously sized bedrooms, one full bath, and a laundry room with ample workspace. The walk-out lower level offers incredible potential, already prepped for a full bath-perfect for future guest space, a home office, or recreation area. Complete with city water, city sewer, and efficient propane heat for lower utility costs, this home offers both convenience and peace of mind. With everything just 5 years young, it truly lives like a practically new home.
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.
Nestled directly across from the peaceful, tree-lined shores of Canoe Brook Lake, this exceptional home offers nearly 5,000 square feet of luxurious, light-filled living with lovely water views from multiple vantage points.The main floor features an expansive, flowing open-concept kitchen, dining, and living area designed for effortless entertaining and everyday enjoyment. Soaring windows and generous skylights in the kitchen flood the space with abundant natural sunlight, while travertine floors and a massive brick-and-marble double-sided fireplace create a warm, inviting ambiance that serves as the heart of the home. A convenient first-floor bedroom suite provides ideal guest quarters or flexible living options. Upstairs, the primary suite is a true retreat, boasting rich hardwood floors and a spa-like bath featuring elegant Italian marble. A second bedroom suite and an optional office or fourth bedroom complete the upper level-all three upper-level spaces feature private balconies overlooking the lake. These elevated sanctuaries offer serene spots to unwind, sip morning coffee, or simply soak in the tranquil water views. With its multiple private outdoor spaces all oriented toward the lake, this home delivers a rare blend of spacious elegance and peaceful lakeside living. Perfect for those seeking both comfort and connection to nature.
Welcome to 103 Haviland Drive, a beautifully maintained home nestled in one of Trumbull's most desirable neighborhoods. This inviting residence offers a perfect balance of comfort and style, featuring bright, open living spaces, a thoughtfully designed kitchen, and generously sized bedrooms. Enjoy seamless indoor-outdoor living with a private backyard ideal for entertaining or relaxing. Located just minutes from top-rated schools, parks, shopping, and commuter routes, this home delivers both convenience and charm. A wonderful opportunity to enjoy suburban living at its finest in a peaceful, well-established community.
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.
Thoughtfully appointed,this home offers a perfect blend of everyday comfort and standout features in a sought-after private cul-de-sac location.Main Level is enhanced by stylish pod lighting creating warm & inviting atmosphere throughout.Oversized LR s features cozy fireplace & illuminated tray ceiling that adds architectural interest. The Formal DR is highlighted by a large picture window that fills the space with natural light.The expansive kitchen offers abundant cabinetry & workspace,along with dedicated dining area and convenient slider access to the private Trex deck-perfect for seamless indoor/outdoor living. A closeted washer/dryer and additional coat closet add to the home's everyday functionality.The Primary Bedroom Suite is a true retreat,complete with comfortable sitting area,generous walk-in closets,sliders leading to a private Trex deck.The en-suite bath features a shower w/skylight, bringing in beautiful natural light.The upper level offers 2 BR, including one with an ante room ideal for hobbies, office space, or a sitting area, plus a smaller third with the potential to be finished into a full bath-offering excellent expansion opportunities.Additional highlights include 3-zone heating for efficiency and comfort and rare Oversized Heated Garage with space for four cars-incredible feature for car enthusiasts,hobbyists or tradespeople seeking a functional workspace.Large level private yard for outdoor entertaining or peaceful relaxation!
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.
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.
Welcome to 33 Jerusalem Hill Road in Trumbull, a charming 4-bedroom, 2 full bathroom home located in a highly sought-after neighborhood. Featuring exposed beams and an open flow from the kitchen to the sitting area and dining room, this home offers a warm and inviting layout perfect for everyday living and entertaining. The sitting area includes a cozy wood-burning stove, while the living room boasts a fireplace for added comfort. Enjoy a level yard ideal for outdoor activities, all conveniently located close to major highways. Make your appointment today, don't miss out !!
PRICE REDUCTION! THE APPRAISAL CAME IN AT $740,000! Welcome to this beautifully renovated home, thoughtfully updated from top to bottom for modern, comfortable living and offered at under $262 per square foot. Everything has been done for you, including brand-new windows, doors, roof, central air conditioning and heating, a new water heater, new plumbing throughout, and a Bosch central heating and cooling system, giving you peace of mind for years to come. Inside, you'll find brand new hardwood floors throughout, fresh paint, updated lighting, and elegant trim details. The living areas are warm and inviting, complete with a cozy fireplace perfect for relaxing evenings. The kitchen, designed by Wren Kitchens, is both stylish and practical, featuring stainless steel appliances and quartz countertops. The open layout combines the living room, dining room, and sunroom (or playroom), offering plenty of space for family gatherings, activities, or a home office. The sunroom fills the space with natural light, creating a bright and cheerful atmosphere. All three bathrooms have been fully remodeled with modern, fresh finishes. Upstairs, the spacious primary suite is a private retreat, featuring two walk-in closets, a large bathroom, and a balcony to relax and unwind. This home perfectly blends thoughtful updates, functional space, and everyday comfort, making it completely move-in ready.
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.
Tucked away on a private, oversized lot (2.8 acres) in the highly sought-after Nichols neighborhood, this hidden gem offers over 2000 square feet of bright and inviting living space. Set back from the street and surrounded by mature trees, the home provides a peaceful, "in-the-woods" feel while still being conveniently located near schools, shopping, parks, library and all major routes. Inside, you'll find a sun-filled, open layout featuring a vaulted wood ceiling living room with custom built-ins and a stunning stone fireplace-perfect for cozy gatherings. The spacious eat-in kitchen offers plenty of room for everyday living and entertaining, while three generously sized bedrooms and an oversized full bath provide comfort and flexibility. The lower level expands your living options with a large family room and second fireplace, easily convertible into a fourth bedroom, guest space, or ideal in-law suite. The beautifully updated full Bath adds a touch of luxury with a tiled walk in shower, Shipplap walls and radiant heated floors. Additional highlights include a new furnace (2024), hardwood floors throughout an oversized garage, and a large yard overlooking a serene brook with an in-ground pool (being sold as-is), offering great potential for outdoor enjoyment. A rare opportunity to make this home your own private retreat in a prime location!
Back on the market due to buyer's failure to secure financing! Hurry to see this beautiful and sophisticated colonial with pool in sought-after Tashua. 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.
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.
Welcome to 100 Tashua Road, a beautifully crafted 4-bedroom, 2.5-bath home perfectly situated on a private, tree-lined lot in one of Trumbull's most desirable areas. Offering comfort, space, and exceptional privacy, this property is ideal for those seeking a peaceful setting without sacrificing convenience. This home has been completely renovated by a well respected builder in town and the pride in craftsmanship shows throughout. Hardwood floors grace the entire home and provide a warm, bright feel while the large custom kitchen is perfect for entertaining. Upstairs you will find an oversized primary suite with vaulted ceilings, an ensuite bath and walk in closest. Three additional bedrooms, another full bath and laundry complete the second floor. An unfinished basement is ready for your personal touch! Relax on your front porch overlooking the wooded lot, or enjoy the sun on your private patio. On a rainy day, drive right into the oversized garage and enter your home through the large mudroom. Tashua golf course with a pool, pickleball and tennis are just a short walk from home. A new septic system has been installed.
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.

Trumbull is located in Connecticut. Trumbull, Connecticut has a population of 36,830. Trumbull is more family-centric than the surrounding county with 43.23% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Trumbull, Connecticut is $138,801. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Trumbull is 42.3 years.
The average high temperature in July is 83.2 degrees, with an average low temperature in January of 20.6 degrees. The average rainfall is approximately 50.1 inches per year, with 34.5 inches of snow per year.