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63 Chatfield Dr, Trumbull
$599,000
3 Beds ⋅ 2 Baths ⋅ 24214733 MLS
Pristine and lovingly cared for, this bright, comfortable 1,960 square foot home is ready for you. A welcoming covered front porch opens to an open main level floor plan with dining room, living room, kitchen and three bedrooms. Gleaming hardwood floors flow throughout, while the kitchen features granite counters, stainless appliances, and tiled flooring. The lower level offers a generous family room with a classic stone fireplace, plus an office with built-ins (ideal as a bedroom or game room), a full bath, and flexible multigenerational/in-law options. A 2-car attached garage is great for off street parking or extra storage. Fit with an automatic generator, this home is ready with electric power at all times. The professionally landscaped grounds include open space for vegetable and flower gardens and boasts beautiful views from the multi-tiered decks. Set in a quiet neighborhood perfect for walks, this Trumbull location is near highways, restaurants, and shopping, bordering Easton, Fairfield, and Bridgeport, and just minutes from Metro North making an easy commute to New York City. This is one you don't want to miss!

63 Chatfield Dr, Trumbull

35 Columbine Dr, Trumbull
$489,900
3 Beds ⋅ 1 Baths ⋅ 24215442 MLS
A rare opportunity to own this beautifully renovated 3-4 bedroom home, ideally situated in the highly desirable Nichols section of Trumbull. Offered for the very 1st time, this charming home has been completely transformed from top to bottom w/ exceptional attention to detail, quality materials, & thoughtful craftsmanship throughout. Nearly every aspect of the home has been updated, including a new roof, new siding, new windows, new sewer connection, & beautifully finished interior spaces. All renovations were completed w/ permits & a Certificate of Occupancy issued by the Town of Trumbull, providing added peace of mind for the next owner. Offering approximately 1,180 sq ft of beautifully updated living space, the home features 4 bedrooms, office is the 4th bedroom, and a full bath. The unfinished lower level offers excellent storage & exciting possibilities for future expansion. An attached 2-car gar provides additional conv, while the spacious backyard offers plenty of room for outdoor entertaining, gardening, & relaxation. Ideally located in the sought-after Nichols neighborhood, this property enjoys close proximity to schools, parks, shopping, restaurants, & major commuter routes, including Route 8 & the Merritt Parkway. Combining the charm of an established neighborhood w/ the comfort & conv of extensive modern renovations, this exceptional, truly move-in-ready home is a rare find in today's market. Simply unpack and enjoy!

35 Columbine Dr, Trumbull

11 Rosellen Dr, Trumbull
$575,000
3 Beds ⋅ 3 Baths ⋅ 24214702 MLS
Located in the desirable Tashua section of Trumbull, this lovingly maintained home sits on 1.08 acres at the end of a quiet dead-end street. Enjoy the convenience of being within walking distance of Madison Middle School and Kaechele Farm Park and Field. Cherished by the same family for several decades, this home offers a wonderful opportunity for its next owners to make it their own. The upper level features a spacious living room with a bay window and fireplace, flowing seamlessly into the dining room. The kitchen offers ample space and direct access to the expansive rear yard. The upper level also includes a primary bedroom with a partial bath, two additional bedrooms, and a full hall bathroom. The lower level provides additional living space with a large family room featuring a fireplace, bar, and sliding glass doors leading to a seasonal sun porch. A laundry area, half bath, and access to the two-car garage complete this level. Outside, the expansive rear yard offers endless possibilities for outdoor enjoyment, entertaining, and recreation, while new side fencing adds appeal. The home is currently serviced by a septic system and the new owners will have to connect to the public sewer in the street which has a lead to the property. With its desirable location, generous acreage, and flexible living space, 11 Rosellen Drive is ready for its next chapter. Bring your vision, make it your own, and create new memories for years to come!

11 Rosellen Dr, Trumbull

8 Woodfield Dr, Trumbull
$599,000
3 Beds ⋅ 2 Baths ⋅ 24214141 MLS
Lovingly cared for by the same owner for decades, this meticulously maintained ranch sits on a quiet street in Trumbull's Tashua Elementary School district, surrounded by low-traffic streets ideal for walking and bike riding. The home offers easy single-level living, w/ a minimal-step entry and a main-level garage just steps into the house. A bluestone walkway leads to the front entry & a bright living room with a stone, wood-burning fireplace and a large picture window. The formal dining room has built-in corner cabinets and opens to a comfortable family room with sliders to the deck. The updated kitchen features dovetail cabinetry, stone countertops, and double wall ovens. Three bedrooms & 2 full baths are all on the main level. The finished walkout lower level adds about 600 sf of flexible space with new flooring, recessed lighting, and sliders to the yard & works well as a rec room or home office. An unfinished utility area provides plenty of storage. Outside, a spacious deck overlooks a private half-acre backyard framed by mature trees. The deep tandem garage, about 40' long, fits two cars w/ room left for storage or a workshop. A Generac whole-house generator adds peace of mind, along with natural gas, city sewer, irrigation system & quality windows / sliders, all close to a town park, golf course, tennis courts, the town pool, and commuter routes. Quality updates where they matter most, in a setting that's hard to find, ready for its next owner to make it their own!

8 Woodfield Dr, Trumbull

12 Plumb Rd, Trumbull
$699,000
3 Beds ⋅ 2 Baths ⋅ 24213267 MLS
HIGHEST & BEST OFFERS DUE by Tues, October 20th, at 11am..A beautiful stone wall and steps create a striking first impression at this home, one that blends thoughtful updates with comfortable, well-designed living spaces. Inside, the living room is filled with natural light; a wood-burning fireplace adds character. The renovated kitchen features white shaker cabinets, an island with seating, SS Thermador appliances, and a showstopping indigo 48-inch AGA dual-fuel gas range, bringing a high-end touch to the heart of the home. One step down, the dining area is finished with bamboo wood flooring, and is open to the family room - the perfect backdrop for cozy movie nights, vibrant game days, and hosting pool parties, with sliders that open to the side yard and pool. A full bath completes this side of the home. 3 bedrooms (all freshly painted) offer a sense of separation from the main living spaces. The updated full bath features a six-foot vanity, dual sinks, contemporary finishes & a walk-in shower. The lower level and one car attached garage offer an abundance of storage space. Outside, the side yard becomes an extension of the living space, with a beautiful in-ground plaster pool framed by mature landscaping and partially fenced yard. Whether enjoying an afternoon poolside, having a get-together, or enjoying the sunset, the setting offers privacy and room to unwind. Plumb Rd is a picture-perfect tree-lined street near schools, parks, trails, I-95, Route 25 and the Merritt.

12 Plumb Rd, Trumbull

30 Chalon Rd, Trumbull
$548,000
3 Beds ⋅ 2 Baths ⋅ 24212736 MLS
Attention investors, handy homeowners, and buyers with vision! Here is your chance to transform a home in one of Trumbull's most desirable locations into something truly special! Situated on a wonderful street in the highly sought-after Daniels Farm neighborhood, this ranch-style home offers an exceptional opportunity for those who recognize the value of location, land, and potential. Set on a beautiful, nearly one-acre, level property, the possibilities are endless! Whether you're looking to renovate, expand, or completely reimagine the existing home, this property provides an outstanding setting to bring your vision to life. The spacious yard offers plenty of room for outdoor entertaining, recreation, gardening, or simply enjoying the privacy and beauty of the surroundings. The home requires extensive updating and renovation, but the opportunity is undeniable. Located in a neighborhood known for its attractive homes, beautiful surroundings, and access to Trumbull's highly regarded school system, this is the kind of property that rarely becomes available at an approachable price point. Bring your imagination, your contractor, and your vision! Create the home you've always wanted in a location you'll appreciate for years to come. An exceptional opportunity to invest in a fantastic property in the heart of Daniels Farm. Property to be sold as-is. Highest & best by 12PM 10/20/26!

30 Chalon Rd, Trumbull

227 Mayfield Dr Unit 227, Trumbull
$540,000
2 Beds ⋅ 2 Baths ⋅ 24213949 MLS ⋅ Trumbull Town Commons BLDG.
Welcome to 227 Mayfield Drive, a beautifully appointed end unit in Trumbull Town Commons, nestled in a picturesque Long Hill neighborhood. Privately situated amid lush foliage and beautifully maintained grounds, this inviting home offers a peaceful retreat just a short walk from shopping and the town library. Inside, an open, flowing layout is enhanced by abundant natural light, custom built-ins, and charming architectural details. The well-appointed kitchen features engineered hardwood flooring, granite countertops, stainless steel appliances, generous cabinetry, open soffits, and flows seamlessly into the dining area, ideal for everyday living and entertaining. The spacious primary bedroom offers a walk-in closet and private full bath, while the second bedroom also features its own bathroom. A versatile den or home office off the kitchen provides additional flexible living space. Step onto the private deck and enjoy peaceful views of nature, perfect for morning coffee or unwinding at the day's end. Additional highlights include an intercom system, automatic door latch, ample closet space, custom window blinds, laundry area with utility sink, new hot water tank, two-car garage, and separate storage unit. Select furnishings available for purchase. Residents enjoy beautifully landscaped grounds and a heated community pool. A wonderful opportunity to enjoy privacy, comfort, and low-maintenance living in a convenient Trumbull location.

227 Mayfield Dr Unit 227, Trumbull

18 Maple St, Trumbull
$719,000
4 Beds ⋅ 3 Baths ⋅ 24213771 MLS
Beautifully renovated Cape offering 4 spacious bedrooms and 3 full bathrooms, including a primary suite with its own private bath. The brand-new kitchen features stylish cabinetry, quartz countertops, and stainless steel appliances, complemented by hardwood floors throughout. Additional highlights include central air, propane for heating and cooking, an attached garage, mudroom, and a permitted finished basement providing valuable additional living space. Enjoy the private backyard with a new fence, newer retaining wall, and a stunning new bluestone patio, perfect for relaxing or entertaining with added privacy. Updated mechanical systems and a dehumidification system provide additional peace of mind. Conveniently located near the Merritt Parkway, making commuting and everyday travel a breeze. This beautifully updated home is ready for its new owners to enjoy!

18 Maple St, Trumbull

5 Arden Rd, Trumbull
$650,000
3 Beds ⋅ 2 Baths ⋅ 24213480 MLS
Your Private Backyard Oasis Awaits at 5 Arden Road, Trumbull! Experience the perfect combination of comfort, charm, and resort-style living in this spacious 3-bedroom, 1-bath ranch, nestled in one of Trumbull's most desirable neighborhoods! This beautifully maintained home features hardwood floors, two fireplaces, and an attached two-car garage. The eat-in kitchen boasts granite countertops, stainless steel appliances, a stylish backsplash, a skylight, and a generous dining space. The inviting living room features a wood-burning fireplace, charming built-ins, and picturesque views of the backyard pool. A versatile family room with vaulted ceilings, skylight, and private entrance opens to a spacious deck overlooking your very own backyard retreat. Step outside and enjoy a fully fenced, beautifully landscaped yard featuring a heated in-ground pool with a brand-new 2026 liner, patio, and plenty of space for entertaining, summer barbecues, or simply relaxing in complete privacy. The finished walkout lower level offers a second fireplace and a flexible space ideal for a third bedroom, home office, gym, or recreation room. Additional highlights include a possible in-law set up. Conveniently located near Trumbull Mall, Indian Ledge Park, shopping, restaurants, and approximately one mile from the Merritt Parkway and Route 25, with access to Trumbull's highly regarded schools. Why vacation when you can staycation?

5 Arden Rd, Trumbull

35 Beardsley Pkwy, Trumbull
$620,000
3 Beds ⋅ 2 Baths ⋅ 24212982 MLS
Welcome home to this picture-perfect, move-in ready Colonial nestled in the heart of one of Trumbull's most sought-after neighborhoods. Meticulously maintained and thoughtfully updated, this 3-bedroom, 1.5-bathroom home seamlessly blends classic New England charm with the modern comforts today's buyers demand. From the moment you arrive, true pride of ownership radiates through every inch of this property. The main level invites you in with neutral tones, a warm atmosphere, and a living room centered around a cozy gas fireplace. The updated kitchen boasts modern finishes and connects to the dining and living areas for seamless family meals and gatherings. A convenient powder room makes hosting a breeze, while the enclosed porch adds valuable square footage and serves as a perfect transition from the outdoors. Upstairs, you will find three bedrooms and an updated full bath with a walk-in closet, great for storage. Situated on a deep lot, the professionally landscaped grounds are spectacular, featuring a fully fenced-in backyard. The detached one-car garage provides extra storage at the end of a long, private driveway. The neighborhood is renowned for its quiet, suburban calm while remaining incredibly connected. You are just minutes away from Route 8, the Merritt Parkway, local cafes, and Trumbull Center's shopping. This home is turn-key and waiting for its next chapter. Pack your things, your dream home awaits!

35 Beardsley Pkwy, Trumbull

18 Southgate Rd, Trumbull
$500,000
3 Beds ⋅ 1 Baths ⋅ 24212788 MLS
Set just a few houses from Pinewood Lake in Trumbull's Nichols neighborhood, this 3 bedroom ranch offers one-level living with the opportunity to make it your own. Hardwood floors extend throughout the main level, which includes a living room, kitchen with quartz countertops and stainless steel appliances, three bedrooms, and an updated full bath. Sliding glass doors lead to a spacious deck and fenced backyard with room for outdoor dining, gardening, or relaxing. A detached 2 car garage and full unfinished basement offer additional storage and room for hobbies. Town water & sewer services. Pinewood Lake rights are available, with shopping, restaurants, town parks, and major commuter routes conveniently nearby!

18 Southgate Rd, Trumbull

49 Sunrise Ave, Trumbull
$850,000
4 Beds ⋅ 3 Baths ⋅ 24212240 MLS
Situated on a Cul-de-sac in Trumbull's desirable Long Hill neighborhood, this professionally renovated 4 bedroom ranch combines single level living with the versatility of a legal accessory dwelling unit (ADU) and an expansive, fully fenced backyard that includes an in ground swimming pool. The light filled main level features a completely renovated kitchen/dining area with an abundance of new cabinetry, center island, quartz countertops, stainless steel appliances and hardwood floors throughout. A slider leads directly to new bluestone patios and the pool, creating an inviting indoor outdoor living experience. The generously sized living room features a large picture window and fireplace. The primary bedroom includes a fully renovated ensuite bath, while 2 additional bedrooms share a second renovated full bath. The spacious ADU features a brand new kitchen with abundant cabinetry, quartz countertops and stainless steel appliances, plus a living room, bedroom and full bath. Ideal for extended family, adult children, an au pair, caregiver, guests or home office. A 2 car attached garage and large unfinished basement provide additional space and flexibility. Enjoy all that Trumbull has to offer, including its highly regarded schools, extensive parks and recreation, plus convenient access to shopping, dining and highways. Professional photos coming soon.

49 Sunrise Ave, Trumbull

115 North St, Trumbull
$619,900
3 Beds ⋅ 3 Baths ⋅ 24209316 MLS
Welcome to this beautifully maintained & thoughtfully updated 3-bdrm ranch, ideally located in the desirable Nichols section of Trumbull. Sun-filled & inviting, the home features beautiful hdwd fls throughout & a spacious LR highlighted by a dramatic floor-to-ceiling wood-burning FP, large bay window & recessed lighting. The updated kitchen offers white cabinetry, subway tile backsplash, quartz countertops, stainless steel appls & a generous dining area perfect for everyday meals & entertaining. Just off the kitchen is a fully enclosed sunroom surrounded by walls of glass, currently being used as a bdrm, w/ sliders opening directly to the enormous rear deck. All 3 bdrms are generously sized w/ excellent closet space, while the updated bath features tile finishes & a quartz-top vanity. A walk-up attic provides abundant addl storage. The spacious finished lower level adds wonderful versatility w/ new laminate flooring, a 2nd floor-to-ceiling brick wood-burning FP, attractive bar area, pool table & plenty of room for a rec room, or entertaining space. Outside, an oversized Trex composite deck overlooks a beautifully level backyard ideal for gatherings, gardening, or future pool, plus a convenient fenced area for pets or little ones. An extra-wide driveway provides ample off-street parking for multiple vehicles. With C/A, abundant storage & a prime Nichols loc close to schools, parks, shopping, restaurants, Route 8 & the Merritt Parkway, this is a home you can move right into.

115 North St, Trumbull

5 Asbury Rd, Trumbull
$649,900
3 Beds ⋅ 3 Baths ⋅ 24212399 MLS
Mornings here start w/ birdsong from the mature trees &, on a good day, a fox or a few deer crossing the yard. Set on a one-acre corner lot framed by professional landscaping, this home offers privacy & calm, w/ Tashua School's playground & fields a short walk away. The exterior was rebuilt to last: Maibec cedar shake siding, Azek trim, 4" stone veneer & Andersen windows & doors. A brick walkway leads to the bluestone front porch, an easy spot for morning coffee or a quiet evening. Inside, natural light moves across hardwood floors through most of the main level. The living room is anchored by a large picture window, & a separate family room gives everyone a place to settle in. The kitchen offers white cabinetry, granite counters, stainless appliances, & a dining area. The mudroom opens to a private bluestone patio made for summer evenings & time w/ friends. Three well-sized bedrooms sit at the end of the hall, including a primary suite w/ its own full bath. A full hall bath serves the other bedrooms & guests. The finished lower level adds porcelain-tiled living space, a half bath, laundry, & access to the large two-car garage. Electrical upgrades & a newer water heater add peace of mind. A detached outbuilding finished in cedar shake & stone veneer, w/ water & electric, is ready to become an office, gym, or studio. Quiet roads for bike rides & walks, among the first cleared after a storm, complete a ranch-built w/ intention, on land that feels like your own retreat.

5 Asbury Rd, Trumbull

3 Crescent Ln, Trumbull
$1,249,900
4 Beds ⋅ 5 Baths ⋅ 24212073 MLS
Welcome home to 3 Crescent Lane, where every day feels like a getaway in one of Trumbull's most sought-after neighborhoods, Tashua. Set on a quiet lane among beautiful homes, this stunning 4-bedroom residence on just over 1 acre has been thoughtfully updated & is ready for its next chapter. The heart of the home is the newly remodeled kitchen, a true showpiece with gleaming quartz countertops, all-new stainless steel appliances including a gas cooktop, double ovens, abundant cabinetry, a pantry, and a skylight that fills the space with natural light. The casual dining area opens to the deck overlooking your private backyard oasis. Formal living and dining rooms, a family room with wet bar & gas fireplace, & home office complete the main level, with refinished hardwood floors. A dramatic two-story foyer lead to the serene primary suite, your own private retreat with cathedral ceilings and a walk-in closet with custom built-ins. The spa-like bath features double sinks & elegant finishes. A second bedroom offers its own new en- suite bath, & a renovated hall bath with double sinks and quartz counters serves the remaining two. The walk-out lower level with newer vinyl flooring and half bath offers flexible space for a gym, media or game room with direct pool access. Outside, enjoy a heated in-ground pool, year-round spa, built-in grill, pool house, expansive patio and professionally landscaped grounds. Minutes to Tashua Knolls golf, pool, pickleball, tennis, highways & Route 25!

3 Crescent Ln, Trumbull

17 Regency Cir Unit 17, Trumbull
$765,000
3 Beds ⋅ 4 Baths ⋅ 24212282 MLS
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 Unit 17, Trumbull

10 Merrill Rd, Trumbull
$674,900
3 Beds ⋅ 2 Baths ⋅ 24211846 MLS
HIGHEST & BEST OFFER SITUATION. PLEASE SUBMIT ALL OFFERS BY THURSDAY 10/15/26 AT 12:00 PM. Beautiful curb appeal and an inviting covered front porch welcomes you to this spacious, well-maintained, 3-bedroom, 2-bathroom ranch in a lovely Trumbull neighborhood. The updated eat-in kitchen features stainless steel appliances and granite countertops, while the formal dining room and living room with fireplace and hardwood floors, offer welcoming spaces for gatherings. A standout feature is the large sun-filled and airy family room or bonus room with vaulted ceiling, recessed lighting and crown molding. A laundry room, a full bath and access to the outdoor deck and backyard add to everyday convenience. Three generously sized bedrooms and a second full bath complete the main level. The unfinished walkout lower level offers access to the two car garage, a workshop, plenty of storage and the tremendous potential for additional living space. It features a fireplace and plumbing for future bathroom. A newer water heater, windows and gutters add to the updates. Conveniently located close to the Merritt Parkway, highly rated schools, parks, restaurants and shopping. Come discover all that this beautiful home has to offer!

10 Merrill Rd, Trumbull

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

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

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
$519,900
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
3 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

31 Old Barn Rd, Trumbull
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 24207625 MLS
Welcome home to a distinct Craftsman Colonial defined by historical character, thoughtful detail, and an unbeatable double cul-de-sac setting in highly desirable Gunther Village. Approaching the one-acre property, you will immediately notice its cohesive, stately street presence, highlighted by cedar clapboard siding, a classic cedar shake roof, and a sweeping, level driveway framed by granite borders. The surrounding landscape offers a private retreat, complete with a lush vegetable garden, diverse native plantings, a side entrance patio, a well-built chicken coop, and a serene rear patio positioned to capture views of a quiet, running stream. Inside, the layout unfolds through unique, multi-level living spaces designed for both everyday function and effortless entertaining. Entry from the side patio leads directly into a dedicated playroom, ideal for games and creative recreation. Just a step down, the main dining area sets a cozy, historic atmosphere with raw wooden ceiling beams and an extraordinary wood-burning fireplace crafted from authentic Revolutionary War-era brick. This room flows directly into a well-appointed galley kitchen featuring rich butcher block countertops and a gas range. Stepping up from the kitchen brings you into expansive family and formal dining spaces, where custom built-in shelving, adjustable dimmer lighting, and a second wood-burning fireplace create a warm, inviting environment.

31 Old Barn Rd, Trumbull

124 Chestnut Hill Rd, Trumbull
$649,999
5 Beds ⋅ 3 Baths ⋅ 24205007 MLS
NEW PRICE - REDUCED $50,000! 5BR/3BA Home in Trumbull Near the Merritt Parkway Now $649,999! Space, character, and opportunity at a newly reduced price. This spacious 5-bedroom, 3-full-bath home offers a flexible layout with two bedrooms on the main level and three upstairs. Hardwood floors, charming arched doorways, and two cozy fireplaces add warmth and character, while a bright sunroom overlooks a backyard with plenty of possibilities for gardens, flowers, and outdoor enjoyment. A partially finished basement offers flexible space for a home office, recreation room, or gym, while the two-car garage provides additional storage and convenience. The Merritt Parkway is just minutes away. Full of character and ready for your personal touch, this home offers the opportunity to update at your own pace and make it truly yours. Come see the possibilities! Schedule your showing today.

124 Chestnut Hill Rd, Trumbull

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