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18 Koger Rd, Trumbull
$725,000
4 Beds ⋅ 2 Baths ⋅ 24211483 MLS
Move right in and enjoy this beautifully updated four-bedroom expanded Cape, set in one of Trumbull's wonderful established neighborhoods. Situated on a light-filled corner lot, 18 Koger Drive offers a fresh, inviting interior designed for easy everyday living. The open kitchen creates a natural gathering space and flows seamlessly into the main living areas, while the sunroom provides additional flexible space with exciting potential to make it your own. Thoughtful recent improvements include a freshly painted interior, new roof in 2026, new front portico, refreshed landscaping and newer mechanicals for added peace of mind. A large basement offers excellent potential for a future family room, home gym, office, playroom or additional living space. Conveniently located near shopping, restaurants and the Merritt Parkway, this turnkey home combines a welcoming neighborhood setting with easy access to Trumbull and surrounding towns. Fresh, bright and beautifully updated-simply unpack and move in.

18 Koger Rd, Trumbull

109 Woolsley Ave, Trumbull
$485,000
3 Beds ⋅ 1 Baths ⋅ 24210851 MLS
Welcome to 109 Woolsey Avenue, a well-maintained three-bedroom, one-and-a-half-bath brick ranch offering comfortable one-level living and plenty of potential! Step inside to a bright, open floor plan featuring hardwood floors, abundant natural light, and a beautiful centrally located fireplace that adds warmth and character to the kitchen, dining, and living areas. All three bedrooms feature hardwood flooring, while the spacious full bath is finished with tile. Downstairs, the expansive basement provides excellent storage and exciting possibilities for future finished living space. Outside, enjoy a cleared, open backyard along a quiet neighborhood road. Conveniently located near shopping, restaurants, parks, medical facilities, and major commuting routes including the Merritt Parkway and Route 8. The home has been well cared for and offers a wonderful opportunity to update and personalize over time. With its classic brick construction, desirable layout, convenient Trumbull location, and attractive price point, 109 Woolsey Avenue is ready for its next chapter. Schedule your showing today!

109 Woolsley Ave, Trumbull

280 Plattsville Rd, Trumbull
$619,000
3 Beds ⋅ 2 Baths ⋅ 24210345 MLS
Get ready for the turnkey, updated home you've been waiting for! A feel-good home from the moment you walk in. This 3 bedroom, 1.5 bath home is filled with natural light throughout the day and features a renovated kitchen, refinished hardwood floors, fresh interior and exterior paint, new front and back doors, new bluestone front steps, newer roof, updated light fixtures/ceiling fans, new heat and central air. The propane fueled Viessmann boiler/on-demand water heater combo provides efficient heat and endless hot water! The kitchen features white shaker cabinets, quartz counters, newer stainless appliances, and an island that makes entertaining easy, all open to the living and dining areas. Double glass doors flood the home with morning light and offer sweeping views of the back yard. The upper level offers 3 generously sized bedrooms and a spacious full bath. The lower level has a family room, half bath, and direct access to the garage and back yard. The partially finished basement includes laundry, extra storage and room for a home gym or office. The 2 car garage has been refinished with a moisture barrier and epoxy floor, providing clean, ample storage and parking. The back yard is a true highlight: half an acre with a covered patio for dining, an open patio for sun seekers, and a private, natural setting framed by stone walls and mature landscaping. Minutes to Sacred Heart University, the Merritt Parkway, the Westfield Trumbull mall, and local shopping and restaurants.

280 Plattsville Rd, Trumbull

143 Governor Trumbull Way Unit 143, Trumbull
$469,000
2 Beds ⋅ 3 Baths ⋅ 24209441 MLS ⋅ Governor's Ridge BLDG.
Welcome to 143 Governor Trumbull Way! This coveted end-unit is light-filled and airy, offering a spacious open floor plan, hardwood floors throughout, a private driveway, and an attached two car garage with added storage space. The light-filled living room features a wood-burning fireplace and high ceilings, providing a generous space for gatherings. The kitchen offers abundant cabinet and counter space and opens seamlessly to the dining area, with easy access to the private deck with wooded views, perfect for relaxing or entertaining. Upstairs, two generously sized bedrooms continue the bright and airy feel this home exudes. The spacious primary bedroom features a walk-in closet and private, full bath. The second bedroom is equally impressive, with large windows that fill the room with natural light. A second full bath with tub and shower; linen closet and conveniently located laundry closet complete the upper level. Garage provides space for two cars plus expansive additional unfinished storage space. Complex offers stunning grounds, quiet surroundings and is beautifully landscaped, with two ponds, in-ground salt water pool and clubhouse, lots of guest parking, in walking distance to Trumbull's most popular dining spots. Recently completed capital improvements include new roofs, gutters, downspouts, chimney caps, skylights, tree work, painting, front pond dredging, all covered by $222.05 monthly special assessment (8 years remaining). Close to all major highways.

143 Governor Trumbull Way Unit 143, Trumbull

35 Greenwood Dr, Trumbull
$625,000
3 Beds ⋅ 2 Baths ⋅ 24209941 MLS
Requesting Highest and Best Offers by Monday 5:00 pm. A Peaceful Waterfront Retreat with Unmatched Convenience! Nestled in a serene waterfront setting on a quiet cul-de-sac, this property provides a rare combination of tranquility and accessibility. Enjoy the beauty and peacefulness of waterfront living while remaining within walking distance of dining and shopping. Convenient access to the Merritt Parkway and a short ride to the train station. A wonderful opportunity to enjoy a relaxed lifestyle without sacrificing convenience. This exceptional location offers the tranquility of a private residential setting with the convenience of everything you need close at hand. Step inside to a beautifully renovated interior featuring an open, inviting layout designed for both everyday living and memorable gatherings. Warm hardwood flooring flows throughout the main living space creating a welcoming atmosphere. The renovated kitchen offers stylish granite countertops and an ideal setting for preparing meals while staying connected with family and guests. The spacious living room provides a cozy focal point with a fireplace, perfect for relaxing on cooler evenings. A slider opens directly to a large deck, where you can enjoy peaceful water views and outdoor living. Whether hosting friends, celebrating family gatherings, or simply enjoying a quiet evening overlooking the water, this home offers a comfortable and versatile setting for the way you li

35 Greenwood Dr, Trumbull

105 Old Dike Rd, Trumbull
$900,000
4 Beds ⋅ 2 Baths ⋅ 24209849 MLS
If you've been waiting for a completely renovated, move-in-ready home in the highly sought-after Pinewood Lake community, this is the one. Located in the heart of historic Nichols, 105 Old Dike Road offers deeded Pinewood Lake rights and beautiful lake views just across the street, combined with the rare advantage of a thoughtfully renovated home where virtually everything has already been done. Renovated in 2022 with quality finishes throughout, the home features a stunning modern kitchen with custom cabinetry, quartz countertops, oversized center island, designer tile, and Thermador Professional Series appliances. The open living area is highlighted by a dramatic cathedral shiplap ceiling, antique white oak beam, hardwood floors and fireplace. Four bedrooms are complemented by a main-level office that can serve as a fifth bedroom, two beautifully renovated full baths, including a spacious primary bath with soaking tub and separate glass-enclosed shower, and convenient main-level laundry. Major improvements include newer roof, central air, windows, plumbing, electrical, 200-amp underground service, heating system, siding and driveway. Outside, enjoy a private backyard, deck, natural stone walls and a peaceful wooded setting adjoining 330-acre Beach Memorial Park. City water and sewer. Convenient to schools, parks, restaurants and commuter routes while offering the lifestyle that makes Pinewood Lake one of Trumbull's most desirable neighborhoods. Lake views & lake rights!

105 Old Dike Rd, Trumbull

218 Stonehouse Rd, Trumbull
$879,000
4 Beds ⋅ 3 Baths ⋅ 24209345 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial offering approximately 2,850 square feet of comfortable living space in one of Trumbull's most sought-after neighborhoods. Thoughtfully updated and impeccably cared for, this home combines timeless charm with modern amenities designed for today's lifestyle. The spacious and sun-filled floor plan features inviting living and dining areas, a cozy family room highlighted by a gas fireplace, and an updated kitchen complete with a gas stove, perfect for everyday cooking and entertaining. Updated bathrooms throughout the home add a fresh, modern touch, while the generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. Enjoy added peace of mind with a tankless hot water heater, underground utilities that help minimize power outages during storms, and an in-ground sprinkler system to keep the lawn looking its best all season long. Outside, the beautifully landscaped property offers ample space for outdoor gatherings, recreation, and relaxation. Conveniently located near top-rated schools, parks, shopping, restaurants, and major commuter routes, this exceptional home offers the best of Trumbull living. Don't miss the opportunity to own this move-in ready Colonial featuring thoughtful updates, modern conveniences, and an unbeatable location.

218 Stonehouse Rd, Trumbull

40 Stonehouse Rd, Trumbull
$667,900
4 Beds ⋅ 2 Baths ⋅ 24208182 MLS
Tashua School BEST BUYER OPPORTUNITY. This impeccable home showcases pride of ownership and is in excellent condition. With four bedrooms and two full bathrooms, there is ample space for everyone. This is a value you will cherish and call home for years to come! The spacious eat-in kitchen includes a breakfast island, plus plenty of cabinetry & counter space. Convenient access to the dining room comes through a pass-through, saving steps & time. You'll also love the added convenience of the 1st-floor laundry area. Don't forget the spacious & sunny living room and your 1st-floor primary bedroom location! Each floor has its own full bathroom & all 4 bedrooms are bright & airy, with beautiful hardwood floors. The full basement has 600+ sq ft of finished family area. PLUS there's tons of storage too. From your large deck, you can enjoy morning or evening coffee while taking in the beauty of the beautifully planted & manicured level yard. This should be on your must-see list, and it should be your priority among sensibly priced homes to own!

40 Stonehouse Rd, Trumbull

93 Woolsley Ave, Trumbull
$600,000
3 Beds ⋅ 2 Baths ⋅ 24206749 MLS
OPEN HOUSE CANCELLED SUNDAY DUE TO FALLEN BRANCHES. Welcome to 93 Woolsley Avenue nestled in a beautiful Trumbull neighborhood that offers just what you envision when searching for a place to call home! Featuring 3 bedrooms and 2 full baths, this home combines classic character with a warm and welcoming interior. The updated kitchen includes white cabinetry, sleek stainless steel appliances and opens to a family room highlighted by a vaulted ceiling, sliders leading to the exterior and access to a 2 car attached garage. From the kitchen, easily transition into the formal dining room, while the living room offers a fireplace and classic picture window, creating an inviting gathering space. A first-floor primary bedroom and full bath provide the convenience of main-level living. Upstairs, you'll find two generously sized bedrooms along with a second full bathroom. Outside, a deck overlooks the private, level, fully fenced backyard, with plenty of room for outdoor entertaining, gardening, play time, or simply relaxing. This home provides plenty of potential to update and personalize to suit your style. Approximately 50 miles from New York City, and just .5 mile from the fabulous Pequonnock River biking/walking trail. Conveniently located near, playgrounds, popular restaurants, shopping areas and highways. As a Trumbull resident, you have access to 2 community pools, a golf course and top-rated schools. Truly, an incredible opportunity to make this home your own!

93 Woolsley Ave, Trumbull

10 Crown St, Trumbull
$595,000
3 Beds ⋅ 2 Baths ⋅ 24203074 MLS
Welcome to 10 Crown Street! A classic home steeped with New England charm while settling comfortably into the highly desirable Fairfield County. This very Charming Vintage Colonial has 3 bedrooms & 1.5 baths. It is situated on a perfectly level corner lot. Features include: An updated Kitchen with granite countertops. A separate Breakast Room. Living Room has a brick fireplace, built-ins, & 2 lovely stained glass decorative windows. Formal Dining Room. Family Room is carpeted & has a vaulted ceiling, skylight, built-ins, & ceiling fan. Hardwood Floors throughout. You will love the Sunroom with French doors & sliders to a wrap around deck. The upper level has 3 bedrooms & an updated tiled full bath. A partially finished lower level office/recreation room. Many recent brand new 2025-2026 updates include: New Central Air, New Furnace, New Hot Water Heater, New Roof, New Driveway, New Vinyl Replacement Windows, New Sliders, New Tiled Bathroom. Step outside & enjoy outdoor entertaining on a stone patio with fire pit. The home is vinyl sided & has an oversized two car garage with plenty of storage. This wonderful and very well maintained home is located in Trumbull, a town renowned for its excellent parks and Top-tier public school system. Crown Street offers a seamless access to Merritt Parkway, Route 8 & Highway Connector. Perfect commuter location. Close by to parks, schools & shopping. Ready to move in today!

10 Crown St, Trumbull

17 Regency Cir, Trumbull
$765,000
4 Beds ⋅ 4 Baths ⋅ 24207519 MLS ⋅ Regency Meadows BLDG.
Welcome to 17 Regency Circle, offering a spacious and versatile three-level layout in desirable Regency Meadows. The bright, open main level features generous living and dining areas, an inviting family room with fireplace, and a well-designed kitchen with breakfast area. Step outside to the deck and enjoy a truly special setting-the backyard backs to the Pequonnock River Trail and surrounding parkland, putting miles of scenic walking and biking trails right outside your door. Upstairs, the spacious primary suite features a private bath and two walk-in closets, complemented by two additional bedrooms and another full bath. The walk-out lower level provides an exceptional in-law setup, complete with a bedroom, full bath and large living room, plus an abundance of storage. With 4 bedrooms, 3.5 baths, multiple living spaces, an attached garage, deck, walk-out lower level and approximately 3,335 sq. ft. of finished living space across three levels, this home delivers the space and flexibility of a single-family home with the convenience of low-maintenance living. A rare combination of space, versatility and nature at your doorstep.

17 Regency Cir, Trumbull

56 Sunrise Ave, Trumbull
$649,900
3 Beds ⋅ 1 Baths ⋅ 24204570 MLS
Tucked away on a quiet cul-de-sac, this beautifully maintained ranch offers easy one-level living with a bright, open and inviting floor plan. The heart of the home is the spacious kitchen featuring white cabinetry, stainless steel appliances and a large center island, opening seamlessly to the dining and living areas. Hardwood floors, recessed lighting and a striking stone fireplace create a warm and welcoming space for everyday living and entertaining. A bright, inviting space with a vaulted ceiling and skylight provides a wonderful transition to the backyard and pool, while the finished lower level offers additional flexible space for a family room, home office, gym or playroom. Step outside to your own private backyard retreat, surrounded by mature landscaping and a tree-lined backdrop, with an in-ground pool and expansive patio perfect for summer entertaining, relaxing and enjoying time with family and friends. With comfortable one-level living, an attached two-car garage and a wonderful combination of style, function and convenience, this is one you won't want to miss.

56 Sunrise Ave, Trumbull

124 Chestnut Hill Rd, Trumbull
$699,000
5 Beds ⋅ 3 Baths ⋅ 24205007 MLS
A true diamond in the rough - and the price to prove it! Rarely does an opportunity like this come along: a spacious 5-bedroom, 3-full-bath home just waiting for someone with vision to unlock its full potential. Tucked into a highly desirable setting near the Merritt Parkway, the main level welcomes you with two generously sized bedrooms, a warm and inviting living room anchored by a cozy fireplace, and a fabulous sunroom that overlooks a backyard bursting with garden potential. Head upstairs to find three more well-sized bedrooms and a full bath - ideal for a growing family, guests, or multigenerational living. Gorgeous hardwood floors flow throughout, while elegant arched doorways whisper timeless charm at every turn. Downstairs, the partially finished basement is a blank canvas of bonus space, ready to become your dream family room, home office, home gym, or entertainment retreat. Add in a two-car garage for effortless parking and storage, and you've got a home that works as hard as you do. Unbeatable location with the Parkway just minutes away, convenience is built right in. This is a home with great bones, incredible space, and limitless possibilities - all it needs is you. Bring your vision, bring your dreams, and make this house the home you've always wanted!

124 Chestnut Hill Rd, Trumbull

4438 Madison Ave, Trumbull
$599,900
3 Beds ⋅ 3 Baths ⋅ 24205538 MLS
Set in a picturesque Trumbull setting just moments from Canoe Brook Lake, this 3-bedroom, 3-bath home offers a flexible layout, multiple living spaces, tremendous potential, and deeded lake rights to Canoe Brook Lake. The bright, updated kitchen features stainless-steel appliances, generous counter space, and an open pass-through connecting to the adjoining living area. Hardwood floors, oversized windows, and abundant natural light bring warmth and character throughout. The spacious lower level, highlighted by a stone fireplace, offers excellent flexibility with potential for an in-law setup, home office, recreation space, or additional living area. Outside, enjoy a private, peaceful setting surrounded by mature trees and landscaping, a deck for outdoor living, circular driveway, and detached two-car garage providing ample parking and storage. With deeded lake rights and Canoe Brook Lake just moments away, this property offers a rare combination of space, privacy, character, and convenience to Trumbull's schools, shopping, recreation, and commuter routes.

4438 Madison Ave, Trumbull

154 Driftwood Ln, Trumbull
$899,000
3 Beds ⋅ 3 Baths ⋅ 24206188 MLS
Mid-Century Modern Lakefront Opportunity on Canoe Brook. A rare opportunity to restore and reimagine a distinctive mid-century modern ranch on desirable Canoe Brook Lake in Trumbull. Set directly along the water, this special property offers expansive lake views, a private beach, generous living space, and architectural character rarely found today. The 2,404-square-foot main level features a spacious foyer, lake-facing living room, and dramatic floor-to-ceiling stone fireplace wall separating the living and family rooms. The eat-in kitchen enjoys water views, while the dining room opens to a deck overlooking the lake. Three bedrooms are located on the main level, all with water views. The primary suite includes an en-suite bath and sliders to the lake-facing deck. A second full bath completes the level. The lower level adds substantial living and entertaining space, including a family room with expansive water views and a fireplace framed by the continuation of the distinctive stone wall. A recreation room with built-in bookcases offers flexibility as a home office, media room, or gathering space. A versatile additional room, full bath, abundant storage, and outdoor access complete the lower level. A two-car garage and private beach add to the appeal. The home requires updating and renovation, presenting an exceptional opportunity to restore its mid-century modern character and create a truly remarkable lakefront residence.

154 Driftwood Ln, Trumbull

94 Ascolese Rd, Trumbull
$649,000
4 Beds ⋅ 2 Baths ⋅ 24197252 MLS
The calendar says October and FALL is the season so come see the home you've been waiting for! There's still time to make your move and settle in before the holidays where space, natural light and comfortable living come together in a desired and welcoming holiday festive neighborhood. A great value in Trumbull for this family home set on a well manicured .51acre property, this inviting 1,888-square-foot home (2,482 square feet with heated basement) offers four bedrooms, two full baths, an open floor plan, attached two-car garage, and a private backyard setting that makes everyday living feel special The original owners are bringing this true family home to the Trumbull market as they have made thoughtful updates to this move in ready home yet plenty of opportunity to make it your own, the home welcomes you with a neatly tiled foyer leading to a bright main level living area with hardwood beneath the carpeting. The sun filled living and dining areas feature a wood burning fireplace creating a warm gathering space for family and friends. Main-level has two bedrooms with hardwood floors and a laundry area that adds to the everyday convenience. The true heart of the home is the gathering space in the large family room. The room features a dramatic cathedral ceiling, skylights, and double windows overlooking the private backyard. Sliding doors open to the Trex deck and private backyard, creating an easy flow for morning coffee, outdoor grilling, entertaining or simply relaxing.

94 Ascolese Rd, Trumbull

4280 Madison Ave, Trumbull
$640,000
3 Beds ⋅ 2 Baths ⋅ 24205611 MLS
Welcome to this spacious and well-maintained 3-bedroom, 2-bathroom split-level home on a large corner lot in Trumbull, CT. The main level features a large kitchen with ample cabinet and counter space, while the flexible layout provides comfortable living and entertaining areas. Enjoy three well-sized bedrooms, two full bathrooms, split-system A/C, a newer roof, and a 2-car attached garage. The finished basement offers approximately 300 additional square feet of versatile living space not included in the reported total square footage-perfect for a recreation room, home office, gym, or additional gathering space. Outside, the fenced-in yard provides privacy and plenty of room for entertaining, pets, gardening, or relaxing. LOCATION, LOCATION, LOCATION! Conveniently located minutes from Sacred Heart University, Trumbull Mall, the Merritt Parkway, major highways, shopping, restaurants, gas stations, and everyday conveniences. A great opportunity to enjoy space, comfort, and convenience in a desirable Trumbull location!

4280 Madison Ave, Trumbull

55 Old Sawmill Rd, Trumbull
$524,000
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

464 Church Hill Rd, Trumbull
$530,000
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

12 Edgewood Ave, 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

31 Jackson Dr, Trumbull
$799,800
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

237 Strobel Rd, 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

223 Sterling 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

35 Columbine Dr, Trumbull
$514,990
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

5167 Main St, 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

100 Flint St, Trumbull
$549,000
4 Beds ⋅ 2 Baths ⋅ 24204836 MLS
Welcome to 100 Flint Street. A storybook, four-bedroom, 2 bath Cape thoughtfully updated with neutral decor and hardwood flooring throughout. Impeccably maintained... so clean, in fact, it looks as if no one actually lives here... but they do. Living room with wood burning fireplace, formal dining room, a light and bright eat-in kitchen with white cabinetry, subway tile backsplash, granite counters and stainless appliances. Relax or enjoy dinner on the deck (Trex) overlooking the fenced-in back yard. Flexible floor plan with 2 bedrooms on the on the main level and a beautifully updated main hall bath with walk-in shower. Second level offers a spacious bedroom, guest bedroom and an additional main hall bath. Full basement, one-car garage, central air. Roof 10+/- yrs. Superb location - close to shopping, restaurants, library. Move in condition.

100 Flint St, Trumbull

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