Trumbull Homes under $600,000

Welcome to Trumbull, Connecticut – a charming town nestled in the heart of Fairfield County, where suburban tranquility meets vibrant community life. Known for its picturesque landscapes and friendly neighborhoods, Trumbull is an ideal place for families, young professionals, and retirees alike. With its excellent schools, abundant parks, and easy access to major highways, this town offers a perfect blend of convenience and comfort.

Trumbull boasts a diverse array of homes, with many options available for under $600,000. Whether you’re looking for a cozy single-family home, a spacious townhouse, or a charming ranch-style property, you’ll find an impressive selection that caters to various lifestyles and preferences. These homes often feature modern amenities, beautiful yards, and the warmth of community spirit that Trumbull is known for.

In addition to its appealing housing market, Trumbull is rich in recreational opportunities. Residents enjoy access to numerous parks, walking trails, and sports facilities, making it easy to embrace an active lifestyle. The town is also home to a variety of shopping and dining options, ensuring that everything you need is just a stone's throw away.

With a strong sense of community and a commitment to quality living, Trumbull invites you to explore its welcoming neighborhoods and discover the perfect home under $600,000. Embrace the charm of this delightful Connecticut town, where your dream home awaits!

Newest Trumbull Homes under $600,000

$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

$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

$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

$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

$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

$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

$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

$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

$399,900

2 Beds ⋅ 3 Baths ⋅ 24209205 MLS ⋅ Churchill South BLDG.

Welcome to 213 Algonquin Trail located in beautiful Churchill South. This inviting 2-bedroom, 2.5-bath townhouse offers 1,400 square feet in a desirable Trumbull community. The well-designed layout provides comfortable space for living, relaxing, and entertaining. Each bedroom features its own private bathroom and walk-in closet, with the convenience of a dedicated laundry area located upstairs. The oversized 2-car tandem garage offers excellent parking, storage, and potential for a workshop, home gym, or hobby area. Conveniently located and ready for personalization, this home is ready to welcome its next owner.

213 Algonquin Trl Unit 213, 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

$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

$499,900

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

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Trumbull Homes under $600,000

Newest Trumbull Homes under $600,000

How much is your home worth?

How much is your home worth?