Trumbull Homes under $500,000

Welcome to Trumbull, Connecticut—a charming suburban gem nestled in the heart of Fairfield County. Known for its picturesque landscapes and family-friendly atmosphere, Trumbull offers a delightful blend of small-town charm and modern conveniences. With its lush parks, excellent schools, and vibrant community spirit, it’s no wonder that Trumbull is a sought-after destination for families and professionals alike.

Trumbull boasts a variety of homes that cater to diverse lifestyles, and for those seeking affordability without compromising on quality, the market has plenty to offer. Homes priced under $500,000 present an incredible opportunity for first-time buyers, growing families, or anyone looking to invest in a thriving community. These properties often feature spacious layouts, beautiful yards, and access to local amenities, making them ideal for creating lasting memories.

Residents of Trumbull enjoy a wealth of recreational options, including the scenic Pequonnock River Valley State Park and numerous hiking trails, perfect for outdoor enthusiasts. The town also hosts a variety of community events and festivals throughout the year, fostering a strong sense of belonging among its residents.

With easy access to major highways and public transportation, Trumbull is conveniently located just a short drive from the bustling cities of Bridgeport and New Haven, offering a perfect balance of suburban tranquility and urban accessibility. Whether you are looking for a starter home or a place to settle down, Trumbull's real estate market under $500,000 is brimming with potential. Come and discover your dream home in this wonderful community today!

Newest Trumbull Homes under $500,000

$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

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

$409,900

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

$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

$329,900

2 Beds ⋅ 2 Baths ⋅ 24198911 MLS ⋅ Tashua Terrace BLDG.

Welcome to this Exceptionally well maintained ranch style Condo in the desirable 55+ Community of Tashua Terrace. You will fall in love at first sight with this move in ready home that truly shows Pride of Ownership throughout. The spacious living room features beautiful laminate flooring and opens directly to a private balcony percent spot to enjoy your morning coffee or relax at the end of the day. The immaculate kitchen offers plenty of cabinets and counter space with new range, dishwasher and microwave. The Primary bedroom offers a spacious walk in closet and a full bath a second Bedroom provides additional space for guests an office or whatever suits your need. New laminate flooring continues throughout the living room and bedrooms while the kitchen and bathrooms feature tile flooring. The property also includes one car garage a private storage room providing convenient additional storage. Residents can also enjoy access to the community room a wonderful space to gather socialize and enjoy time with neighbors. The home features a wireless thermostat providing convenient control of your heating and cooling. Located in a friendly and welcoming neighborhood this beautiful condo is move in ready. Come see all that this wonderful home has to offer!

21227 Arganese Pl Unit 211, Trumbull

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