Trumbull Real Estate

Welcome to Trumbull, Connecticut – a charming town nestled in the heart of Fairfield County. Known for its picturesque landscapes and vibrant community spirit, Trumbull offers a perfect blend of suburban tranquility and urban convenience. With a population of approximately 36,000 residents, this welcoming town is ideal for families, young professionals, and retirees alike.

Trumbull boasts an impressive array of amenities that cater to every lifestyle. Enjoy a day outdoors at one of the town’s beautiful parks, such as the expansive Twin Brooks Park, where you can explore scenic trails, picnic areas, and sports facilities. For those who appreciate the arts, the Trumbull Arts Festival showcases local talent and creativity, fostering a strong sense of community pride.

Education is a top priority in Trumbull, with a highly-rated school system that consistently ranks among the best in the state. Parents can rest easy knowing their children are receiving a quality education in a supportive environment.

Conveniently located just a short drive from major highways and the bustling cities of Bridgeport and Stamford, Trumbull offers easy access to a wealth of shopping, dining, and entertainment options. Whether you’re enjoying a meal at one of the local eateries or exploring the nearby shopping centers, there’s always something to do.

Trumbull is not just a place to live; it’s a place to thrive. With its friendly atmosphere, excellent schools, and beautiful surroundings, it’s no wonder that so many choose to call this delightful town home. Discover the charm of Trumbull and find your perfect slice of Connecticut living today!

Newest Listings in Trumbull

$725,000

4 Beds ⋅ 4 Baths ⋅ 24204437 MLS

Welcome to Pinewood Lake! Rare waterfront opportunity awaits with 110 feet of direct lake frontage. Perfect for builders, investors, or buyers dreaming of creating a custom lakefront retreat updated with today's modern amenities. Cherished by the same family for generations, this Cape Cod home is filled with years of love and memories, and is ready for its next chapter. Offering 2,538 sq ft, this 4-bedroom, 3.5-bath home is set down a circular driveway on a picturesque 1.38-acre lot and includes an additional 1,622 sq ft of unfinished basement space offer possibilities for expansion. City water, sewer, and oil heat. You'll be amazed by the stunning great room featuring a floor-to-ceiling stone fireplace, custom woodworking, slate floors, and walls of glass with sliders to a spacious deck overlooking the backyard and lake. It is the perfect setting for entertaining and family gatherings. Deeded lake rights and optional membership in the Pinewood Lake Association ($905 annually) provide access to a clubhouse, beach, seasonal canteen, year-round social events, concerts, swimming, fishing, boating, and ice skating. Enjoy award-winning schools, nearby parks, hiking/biking trails and town pool. Commuters will appreciate the convenient access to all major highways, with the train station just 15 minutes away and NYC a little over an hour. Located in Trumbull's historic Nichols neighborhood come see for yourself! Pinewood Lake is more than a neighborhood... it's a lifestyle!

128 Old Dike Rd, Trumbull

$550,000

3 Beds ⋅ 2 Baths ⋅ 24201957 MLS

Welcome to Pinewood Lake, Trumbull's best-kept secret! You'll love the location of this ranch, nestled on .39 acres on a quiet cul-de-sac minutes from the lake. Perfect for downsizing, first-time homebuyers, or even a vacation retreat. Offering 1,243 sq ft, this home features 3 bedrooms, 2 full baths, a partially finished walk-out basement with 632 sq ft, providing plenty of room for guests, rec room and more. A sun-filled office/bedroom and open floor plan with a wood-fireplace provide many options for entertaining. Step outside to the expansive deck overlooking a private tree-lined backyard, great for gatherings. The picturesque, landscaped front yard features a mixed border of shrubs and perennials. Utilities are city water, sewer, oil heat, vinyl siding, and central A/C. Deeded lake rights and optional membership in the private Pinewood Lake Association ($905.00 annually) provides access to the clubhouse, beach, seasonal canteen, year-round social events, concerts, swimming, fishing, boating, and ice skating. Enjoy award-winning schools, nearby parks, hiking and biking trails, town pool, and more. Commuters will appreciate convenient access to major highways, with the train station just 15 minutes away and NYC a little over an hour away. Located in Trumbull's historic Nichols district, this is your chance to create lasting memories in one of the town's most desirable lake communities. Come see for yourself. Pinewood Lake is more than a neighborhood...it's a lifestyle!!!

55 Old Sawmill Rd, Trumbull

$550,000

2 Beds ⋅ 2 Baths ⋅ 24206471 MLS

Welcome to this beautifully maintained classic 1938 Ranch located in the heart of the Center District. This home offers single level living space with hardwood floors throughout. The inviting living room is highlighted with a beautiful stone fireplace, custom built-ins and a soaring ceiling. The kitchen boasts granite countertops, tile flooring, gas for cooking, plenty of cabinetry and a bright skylight that fills the space with natural light. A mud room is conveniently located off the kitchen. Both bedrooms are on the main level, including a huge primary bedroom, with an oversized double closet and a private en suite bath. The second bedroom has custom built-ins with plenty of storage along with a walk-in closet. This property sits on a spacious, level, park-like lot bordered by a classic stone wall. You will also find a massive stone patio, perfect for outdoor dining or entertaining. Other conveniences include central air conditioning, public sewer and water, and an attached 2 car garage. There is a massive walk-up attic for future use to create additional living space. You'll also find a cedar closet and plenty of additional storage. Don't miss this opportunity for a great house, with a massive lot, with plenty of room to expand, and plenty of room for a swimming pool. This home is in the perfect location for commuting, whether you need to catch the train, get to the Merritt Parkway, Route 8, or I95,

464 Church Hill Rd, Trumbull

$850,000

4 Beds ⋅ 3 Baths ⋅ 24206170 MLS

Set on a prominent corner lot on one of Tashua's most sought-after neighborhood streets, this updated Colonial offers true move-in condition. Bay windows, detailed exterior accents, low-maintenance vinyl siding and beautifully appointed paver walkways give the home a distinctive presence. Mallett Drive is a level, welcoming street ideal for walks and bike rides, with a strong sense of community and a convenient location within the Tashua School District. Inside, the home is bright and beautifully maintained with recently refinished hardwood flooring throughout (no carpet!). The updated kitchen features light-colored cabinetry, granite countertops and stainless steel appliances. Just off the kitchen, the spacious family room is a standout w/ its vaulted ceiling, fireplace and abundant natural light. A dedicated main-level home office can easily serve as a playroom, while additional living and dining spaces provide a comfortable, versatile floor plan. Upstairs, the primary bedroom features a private bath & walk-in closet, along with well-proportioned additional bedrooms. Outdoor living is another highlight, with a large Trex deck overlooking the level, fully fenced backyard-an ideal setup for entertaining & everyday enjoyment. Enjoy nearby golf, tennis, the town pool & parks, along w/ an excellent commuter location. Meticulously cared for, thoughtfully updated & completely move-in ready, this is a terrific opportunity to enjoy the Tashua lifestyle from day one. Welcome Home!

52 Mallett Dr, Trumbull

$679,900

3 Beds ⋅ 3 Baths ⋅ 24202698 MLS

There's a warmth and character that simply can't be recreated in newer construction, and 12 Edgewood has it from the moment you arrive. Set on nearly .2 acres along a quiet, peaceful street, this classic Colonial pairs timeless craftsmanship with today's comforts, including central air, a primary suite and effortless indoor-outdoor living. Step inside from the bluestone entry to rich red oak floors, crown molding and detailed millwork flowing throughout much of the first floor. Tucked at the rear, the eat in kitchen features natural wood cabinetry, granite counters, stainless steel appliances, an island and generous storage. It opens to a sun-filled breakfast nook with bay and picture windows overlooking the private backyard. The formal dining room sits on the opposite side of the kitchen, with French doors opening directly to a sizeable patio, creating seamless flow for entertaining. A generous family room offers abundant natural light and a brick wood-burning fireplace framed by detailed molding. Upstairs are 3 well-sized bedrooms and 2 full baths, including a spacious primary suite with an impressive walk-in closet, jetted tub, separate glass-enclosed shower and bay window overlooking the tree-lined yard. Outside, lush landscaping and a fully fenced backyard create your own private retreat, while the peaceful neighborhood invites morning dog walks and evening strolls, all just minutes from Trumbull's everyday conveniences and major commuting routes.

12 Edgewood Ave, Trumbull

$799,900

4 Beds ⋅ 3 Baths ⋅ 24206168 MLS

Welcome to 31 Jackson Drive, a beautifully renovated, move-in-ready home in highly sought-after Trumbull! With limited inventory in town, opportunities like this don't come around often. This home has been thoughtfully updated from top to bottom, combining modern finishes with comfortable, functional living spaces. Step inside to a bright, inviting interior highlighted by a stunning high-end kitchen designed to be the heart of the home. Brand-new bathrooms feature fresh, modern finishes, while the spacious primary suite creates a private retreat you'll look forward to coming home to. Major improvements including a NEW roof and NEW windows provide additional peace of mind for years to come. The partially finished lower level offers plenty of flexibility for a home office, playroom, gym, media room, or additional recreational space. Outside, you'll find one of the property's standout features - a spacious and exceptionally private yard with room to entertain, relax, play, or simply enjoy your own outdoor escape. An oversized parking area provides plenty of room for multiple vehicles and even dedicated RV parking. Located in one of Fairfield County's most desirable towns, Trumbull is known for its highly rated schools, beautiful neighborhoods, and convenient location. Enjoy easy access to major highways, shopping, restaurants, parks, and everything the area has to offer. 31 Jackson Drive is truly move-in ready all that's left to do is unpack and make it yours!

31 Jackson Dr, Trumbull

$899,000

3 Beds ⋅ 3 Baths ⋅ 24206083 MLS

Welcome to 237 Strobel Road, a beautifully updated, sun-filled home where modern design meets effortless everyday living. Exceptionally bright from the moment you step inside, the home is filled with natural light through oversized windows, highlighting the beautiful oak hardwood floors that flow throughout. At the heart of the home, the kitchen pairs crisp white and natural wood cabinetry with ZLINE appliances for a warm, sophisticated look that feels both modern and timeless. The living room is a true showpiece, with soaring cathedral ceilings and dramatic double windows creating an open, airy setting for both entertaining and relaxing. The first-floor primary bedroom is equally impressive, featuring floor-to-ceiling windows that bring the outdoors in, while beautifully updated white-tiled bathrooms continue the home's clean, refined aesthetic. Outside, the property transforms into a private retreat. An expansive deck stretches along the home, offering incredible space for outdoor dining, entertaining, and summer nights, while the spacious, fully fenced backyard is surrounded by mature greenery, creating a private oasis of its own. Thoughtfully updated inside and out, 237 Strobel Road brings together natural light, beautiful finishes, privacy, and exceptional indoor-outdoor living in one unforgettable Trumbull home.

237 Strobel Rd, Trumbull

$875,000

5 Beds ⋅ 4 Baths ⋅ 24205381 MLS

Perched above the street on a private, landscaped lot, this exceptional custom ranch offers an impressive blend of space, comfort, and resort-style living. Extensive improvements throughout include new hardwood floors, a redesigned kitchen, renovated bathrooms, new lighting, and fresh interior and exterior paint. With over 4,100 sq ft of living space plus a partially finished lower level, the semi open-concept floor plan seamlessly connects the living, dining, and kitchen areas. Vaulted ceilings and skylights fill the home with natural light, creating an inviting setting for both everyday living and entertaining. The showpiece is a private, heated indoor pool housed in an impressive two-story, approximately 900 sq ft cedar room with a diving board and direct access to the patio and backyard. Five spacious bedrooms and 3.5 baths include a private primary suite with an en-suite bath and jetted tub. Additional highlights include a dedicated home gym, 4-car underground garage, solar panels, manicured landscaping, and updated pool equipment. With the major work already completed, this is a rare opportunity to enjoy a turnkey home with exceptional amenities and space for the whole family.

223 Sterling Rd, Trumbull

$825,000

4 Beds ⋅ 3 Baths ⋅ 24204863 MLS

Perched majestically on a pristine .89-acre lot, this cherished residence comes to the MLS for the very first time ever, having been thoughtfully maintained by the same family for over 50 years. Zoned for the award-winning Daniels Farm Elementary-a CT School of Distinction-this property offers an unrivaled lifestyle in one of Trumbull's most sought-after communities. Crafted for grand living, the home features rich hardwood floors throughout the main level, encompassing a formal living room, formal dining room, and an inviting family room anchored by a gas fireplace. The light-filled gourmet kitchen, expanded by an esteemed local builder, boasts white shaker cabinetry, granite counters, stainless appliances, a butler's pantry with sink, a sunny breakfast nook, and French doors opening to an expansive composite deck and lower stone patio. The primary retreat showcases a generous 15.5' x 25' bedroom, two large closets, and an en-suite bath. Three additional bedrooms and a remodeled hall bath complete the upper levels. A main level mudroom provides direct garage access. Below, 650 square feet of finished, heated space offers a rec room, home office/guest suite, gym, and workshop. Modern comforts include central A/C, natural gas heat, and a full-house Generac generator. Residents will enjoy convenient access to Trumbull's 1,600+ acres of town parks, community pools, and the scenic Pequonnock Rail Trail. Trumbull boasts the highest amount of rec and open space per capita.

Trumbull

$609,999

3 Beds ⋅ 2 Baths ⋅ 24205430 MLS

Nestled on a quiet corner lot, this adorable Cape has been lovingly cared for by the same family for nearly 36 years. Filled with charm and character, the light and bright interior features hardwood floors, built-ins, and a versatile layout with plenty of space for today's lifestyle. The main level boasts a spacious living room with a cozy wood-burning fireplace, open to a flexible room perfect for a playroom / home office. An additional room can serve as a den, family room, or potential 4th bedroom. The inviting dining room is ideal for hosting and offers a walkout to the back deck. The large eat-in kitchen is perfect for cooking and entertaining, featuring granite countertops, stainless steel appliances, and plenty of workspace. Upstairs are 3 generously sized bedrooms, while a partially finished "walk in" attic provides excellent storage and the potential for an additional office, playroom, or hobby space. The partially finished lower level offers even more flexibility along with additional storage. Enjoy your morning coffee on the back deck overlooking the beautiful professionally landscaped yard, filled with colorful annuals and established perennials. A detached one-car garage adds convenience and storage. Located in a desirable neighborhood close to stores, shops, Trumbull Center, parks, and major highways, this charming home offers a wonderful combination of character, space, privacy, and convenience. A special home for its next chapter! *See agent remarks*

32 Crown St, Trumbull

$539,990

3 Beds ⋅ 1 Baths ⋅ 24205647 MLS

A rare find: this charming 3-bedroom, 1-bath home with a dedicated office is hitting the market for the very first time - and it's been completely reimagined from top to bottom. Almost nothing here is original except the great bones. Step inside 1,180 square feet of brand-new everything: new roof, new sewer connection, new siding, all-new interior finishes, and new windows throughout. It's a true turnkey opportunity - just move in and enjoy. The thoughtful layout includes a flexible office space, perfect for remote work or a quiet study. Downstairs, an unfinished basement offers exciting potential to expand your living space and add even more square footage down the road. Outside, you'll find an attached two-car garage for convenience and storage, plus a spacious backyard ideal for entertaining, gardening, or simply relaxing. Located in desirable Trumbull, this home combines the peace of mind of all-new construction with the character of an established neighborhood. First time on the market ever - don't miss your chance to make it yours!

35 Columbine Dr, Trumbull

$499,900

3 Beds ⋅ 1 Baths ⋅ 24205095 MLS

Completely reimagined, this 1920 charmer pairs century-old character with a brand-new 2026 renovation. A welcoming covered front porch opens to a sun-drenched living space with wide-plank waterproof laminate wood flooring, recessed lighting, sleek black triple-pane windows, and a stone-accented fireplace. The showstopper kitchen features custom sage green cabinetry with brushed gold hardware and glass-front uppers, quartz counters, gas cooktop with stainless hood, wall oven, built-in microwave, dishwasher, and a Samsung smart refrigerator - plus an oversized picture window frame above the sink. The spa-inspired full bath is wrapped in marble tile with a frameless glass shower. Three bedrooms include a main-level primary and two upstairs with charming angled ceilings; upper-level laundry adds convenience. Outside, nearly half an acre of level lawn surrounds the home, with a long private driveway, two-car detached garage, and a private backyard. Basement offers abundant storage City water, city sewer, and new furnace! Minutes to the Merritt Parkway, Sacred Heart University, Westfield Trumbull, and award-winning Trumbull schools, with an easy commute to New Haven and NYC. Move-in ready! Welcome home.

5167 Main St, Trumbull

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