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$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

$799,900
3 Beds 2 Baths 24199047 MLS
Welcome to this beautifully maintained Colonial in the desirable Tashua neighborhood, offering 3 large bedrooms, 1.5 baths, and 1,988 square feet of inviting living space. Freshly painted and full of charm, this home blends classic character with comfortable everyday living, featuring gleaming hardwood floors that add warmth and appeal throughout. The large eat-in kitchen is adjacent to the bright and versatile four-season room with a woodburning stove-perfect for relaxing throughout the year. The finished walk-out lower level offers even more living space, additional kitchen cabinetry, and great potential for an in-law suite or flexible living arrangement. A storage/workshop area provides excellent flexible space, ideal for exercise equipment, a workbench area, hobbies, or additional storage. Outdoors, enjoy a built-in pool, a versatile garden shed and beautifully landscaped grounds with room to grow your own garden. Step outside to the front of the house to a fenced-in sitting area with a serene water feature, perfect for relaxing with a cup of coffee. Heated with natural gas for added efficiency and potential cost savings, this Colonial combines warm interior spaces, appealing outdoor amenities, and a must-see setting. With something for everyone in the family to enjoy, this is a wonderful opportunity you won't want to miss.

27 Brittany Ave, Trumbull

$799,900
4 Beds 3 Baths 24190353 MLS
Timeless Colonial charm meets modern comfort in this beautifully maintained 4-bedroom, 2.5-bath home set on a picturesque 1-acre lot in Trumbull's highly desirable Tashua neighborhood. Offering approximately 2,472 square feet of living space, this home combines timeless appeal with thoughtful updates and a flexible floor plan. The main level features hardwood floors, a front Flex Room perfect for a home office or den, and a comfortable Living Room with a gas fireplace and ceiling fan. The Kitchen is designed for both everyday living and entertaining, featuring quartz countertops, a cooktop, wall oven, warming oven, and an expansive Butler's Pantry/Laundry Room with extensive cabinetry, an additional refrigerator, and a peninsula that provides exceptional prep space and storage. Upstairs you'll find four bedrooms, including a spacious Primary Suite with its own private bath. Oak flooring lies beneath the carpet in all bedrooms, offering the opportunity to reveal a timeless feature. Step outside to enjoy the composite patio with a retractable shade, creating the perfect space for relaxing or entertaining. Additional highlights include central air, radiant heat, a heated 2-car garage, cedar impression siding, septic system, and an above-ground oil tank located in the basement. Thoughtfully maintained and offering a wonderful blend of classic character, functional living space, and modern conveniences, this home is ready for its next owners to enjoy.

16 Mallett Dr, Trumbull

$799,000
5 Beds 3 Baths 24204657 MLS
Welcome to 124 Sturbridge Lane in Trumbull! This fabulous, well-maintained, 5 bedroom, 2 1/2 bath Colonial sits on 1.13 acres in a quiet Tashua neighborhood. The covered front porch opens into a bright and large tiled foyer (with a coat closet on each side of the front door) which leads into a bright, spacious living room with gas fireplace to the right and a large dining room to the left. Both rooms feature oversized bay windows which overlook a scenic front yard with beautiful sunset views in the fall and winter. The sunny, tiled eat-in kitchen offers a dining area as well as custom granite countertops with a bar, plenty of storage and sliding doors to the deck. The adjacent family room features a wood burning fireplace and a home entertainment system with French doors leading to a three-season sunroom with panoramic windows. On the main level, there is a half-bathroom, pantry closet, coat closet, separate laundry, access to the oversized two car garage and access to a stairwell leading down to a partially finished, well lit, tiled basement. There is a separate unfinished portion of the basement which contains home mechanical equipment and allows access to the Bilco door. Enjoy morning coffee or candlelit evening meals on the oversized deck which overlooks a large, tranquil backyard surrounded by tall trees. The backyard is great for entertaining and recreational activities! (See Addendum for more)

124 Sturbridge Ln, Trumbull

$775,000
5 Beds 3 Baths 24203750 MLS
Welcome to 17 Little Plain Rd, offering a rare combination in Trumbull - beautiful property, a great neighborhood, in-law potential, surprising walkability & an incredibly convenient location. Set above the road with terrific street presence, the home sits on .76 acres with established landscaping & plenty of lawn to enjoy. Inside is an impressive amount of living space and a versatile floor plan. H/W floors run throughout much of the home, w/ generous living areas, an open kitchen and dining space, separate office and updated full bath with a jetted tub & glass shower. The home offers 5 bedrooms, including the spacious primary and an additional bedroom on the main level. Upstairs are 3 more bedrooms, a large central landing, full bath with double vanity and an 11' x 15' bonus room offering additional flexible space. The walk-out lower level features a large recreation room with a stone fireplace, second kitchen and full bath, creating tremendous flexibility and in-law potential. It's a layout designed to accommodate changing needs for years to come. Outside, the large covered deck is ideal for relaxing, entertaining & enjoying the grounds. Walk to Trumbull Center restaurants, Twin Brooks Park & Pequonnock River Valley trailhead while enjoying a residential neighborhood setting. Convenient to commuting routes and Metro-North. Natural gas / city sewer. Offering a little bit of everything in the heart of Trumbull, this home has been well maintained & cared for - Welcome Home

17 Little Plain Rd, Trumbull

$769,000
4 Beds 4 Baths 24195499 MLS
Welcome to 735 Daniels Farm Road, a spacious 4/5 bedroom, 3.5-bath Colonial offering over 3600 square feet of versatile living space in Trumbull's highly desirable Daniels Farm neighborhood! The generously sized eat-in kitchen with stainless steel appliances flows seamlessly into the formal dining room and inviting family room featuring a wood-burning fireplace, ideal for both everyday living and entertaining. Just off the family room, you'll find a heated sunroom with a beamed cathedral ceiling, providing the perfect place to relax while overlooking the large, level, private backyard. The main level also features a welcoming living room, private office, half bath, laundry area, and mudroom/breezeway with access to the attached two-car garage. Upstairs offers 4 generously sized bedrooms, including a spacious primary suite with a walk-in closet and private full bath with a stall shower. A second full bath with a tub serves the additional bedrooms. The finished lower level adds approximately 940 square feet of flexible living space complete with a full bathroom, making it ideal for a recreation room, home theater, fitness area, guest accommodations, or potential 5th bedroom. Perfectly situated within walking distance to Daniels Farm Elementary School and just moments from the beloved Plasko's Farm, where you can enjoy coffee at the cafe or delicious ice cream at their very popular creamery. A great opportunity to own a terrific home in Trumbull, CT!

735 Daniels Farm Rd, Trumbull

$759,000
4 Beds 3 Baths 24202608 MLS
Welcome to 22 Sabina Road, a 4-bedroom, 2.5-bath Colonial tucked into Trumbull's desirable Tashua neighborhood. Meandering roads, mature trees, and a beautiful natural setting welcome you home, offering a peaceful sense of privacy and tranquility. Inside, you'll find a comfortable, easy-living layout designed for both everyday life and gathering with friends. A welcoming entry leads to a spacious living room, where an oversized picture window frames peaceful views of the surrounding trees. The adjoining dining room offers plenty of space for larger gatherings, while classic picture-frame paneling elevates and brings architectural character to both rooms. At the heart of the home is the eat-in kitchen, featuring a neutral palette, backyard views, and an easy connection to the family room and living spaces. The inviting family room, with its vaulted ceiling and fireplace, is a natural place to gather and especially cozy on winter days. Just beyond the kitchen is one of the home's most loved spaces-the covered, screened-in porch. Enjoy morning coffee, relaxed dinners, or time with friends while overlooking the backyard. During the warmer months, it becomes a true extension of the home and a wonderful place to enjoy the outdoors while staying comfortably protected from the elements.

22 Sabina Rd, Trumbull

$741,000
4 Beds 5 Baths 24187407 MLS
Multiple offers , highest and best: Thursday 07/16, by Noon. Some homes are built. This one was thoughtfully designed by HIA award winning model architect Nicholas Panettieri, as his family home and enjoyed for many years. Contemporary custom-built ranch using the highest quality materials with space for everyone and their individual hobbies. The result is a home "ahead of its time" in functionality: well-proportioned rooms, an intelligently angled bedroom wing, 3,174 square feet that live larger than the number suggests. The gracious fireplaced living room with authentic brass accents opens to a sunny vaulted conversation area and also an ample great room with piano. You'll fall in love with the sleek stylings of the mid-century modern kitchen, so many clever built-in's & amenities! Four bedrooms, THREE en-suite each with their own personality round out the main level. An upper- level bnus area is a crafter's dream. Lower level ultimate recreation great room is just the beginning of your entertaining dreams, as it features indoor summer kitchen & walks out to outdoor grilling and chilling area with in-ground pool & pool house (ready for your restoration ideas). Lower level could easily accommodate multi-generational living, or generous guest space. Workshop area- a tinkerer's fantasy for all your projects. It's so easy to be organized with all this storage space. Roof done approx 2013 w/ copper flash

142 Williams Rd, Trumbull

$739,000
6 Beds 4 Baths 24186148 MLS
Welcome to 64 Russ Road, a rare opportunity to own a classic 1956 Colonial that has been cherished by only two families. Nestled on a quiet cul-de-sac, this spacious 6-7 bedroom, 4-bath home sits on .62 acres and features a picturesque pond, creating a peaceful setting just minutes from Sacred Heart University, the Merritt Parkway, and downtown Trumbull. Inside, you'll find hardwood floors throughout, generously sized rooms, and a flexible floor plan designed to accommodate a variety of lifestyles. The eat-in kitchen opens to the backyard through sliding glass doors, creating an easy flow for outdoor enjoyment and entertaining. Just off the kitchen is a large dining room, ideal for gatherings of all sizes. The home also features a spacious living room with a fireplace, as well as a comfortable family room with its own fireplace, offering multiple spaces for relaxing and entertaining. With both first- and second-floor primary bedroom options and potential for an in-law setup, the possibilities are endless for multi-generational living, extended family, guests, or home office space. Filled with decades of memories and ready for its next chapter, this well-built Colonial offers timeless character, abundant space, and incredible potential. Bring your vision and imagination to update and transform this unique property into the home of your dreams.

64 Russ Rd, 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

$719,000
2 Beds 3 Baths 24176294 MLS Regency Meadows BLDG.
Welcome to Regency Meadows, one of Trumbull's most desirable condominium communities. This 55 and over community offers comfortable low maintenance living in a convenient location close to shopping, restaurants, parks, and major commuting routes. Featuring a bright and functional layout, this home offers spacious living areas, abundant natural light, and a private setting within the complex. The sought after first floor primary bedroom suite provides convenience and flexibility, perfect for easy one level living. The kitchen flows seamlessly into the main living space, while generously sized rooms and ample storage add to the home's appeal. The unit also has an unfinished third bedroom on second level that is equipped with plumbing and electric, a fantastic opportunity to customize and add value to the property.

108 Imperial Ct Unit 108, Trumbull

$709,000
4 Beds 3 Baths 24198886 MLS
Welcome to 5228 Madison Ave, a Colonial offering an exciting opportunity in Trumbull's sought-after Tashua neighborhood. Set on 1.88 beautiful acres along the quieter upper section of Madison Ave, the property's standout feature is its expansive, level backyard-a vast amount of usable outdoor space w/ plenty of room to enjoy, entertain or simply take in the peaceful setting. The location offers a true neighborhood feel w/ nearby side streets ideal for walking, while Tashua Knolls Golf Course, tennis courts, town pool & park are all just minutes away. Inside, the home offers a spacious layout ready for its next owner's vision. The kitchen features several modern touches, stainless steel appliances, stone countertops, backsplash & a oversized window overlooking the backyard. The main level offers multiple living spaces, a fireplace, conveniently located laundry & direct entry from the garage-an added convenience. Upstairs are four bedrooms plus a bonus room that provides excellent flexibility as a potential 5th bedroom, home office, playroom or additional living space. The home does need updating, but offers tremendous potential for a buyer looking to create something of their own in Trumbull. Vinyl siding, a rear deck and an exceptional piece of property add to the opportunity. Located in the coveted Tashua School district, 5228 Madison Ave. combines location, land, space and potential-a combination that is increasingly hard to find in this part of town.

5228 Madison Ave, Trumbull

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