Long Hill Homes under $600,000

Welcome to Long Hill, Connecticut – a charming neighborhood that perfectly blends suburban tranquility with vibrant community spirit. Nestled in the heart of the state, Long Hill offers residents a serene escape while still being conveniently close to the hustle and bustle of nearby cities. With its picturesque tree-lined streets, friendly neighbors, and a strong sense of community, Long Hill is a place where you can truly feel at home.

One of the standout features of this delightful neighborhood is its diverse range of homes, many of which are available for under $600,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Long Hill has something to offer everyone. From cozy single-family homes to charming townhouses, you’ll find properties that boast character, modern amenities, and ample outdoor space for relaxation and recreation.

Long Hill is also known for its excellent schools, making it an ideal choice for families. Residents enjoy access to beautiful parks, walking trails, and recreational facilities, fostering an active lifestyle and a strong connection to nature. The neighborhood is well-connected to local shops, restaurants, and cultural attractions, ensuring that you’ll never be far from the conveniences of daily life.

With its welcoming atmosphere and affordable housing options, Long Hill is more than just a place to live; it’s a community where you can create lasting memories. Come discover the charm of Long Hill, where your dream home awaits!

Newest Long Hill Homes under $600,000

$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

$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

$495,000

3 Beds ⋅ 2 Baths ⋅ 24203787 MLS

Welcome to "The Grid", a coveted section of Trumbull, close to everything - highways, shopping, schools and all amenities. Friendly, walkable neighborhood. Lovely Ranch style home with welcoming front deck. Offering 3 Bedrooms and 1 Full Bath. Primary Bedroom features two closets, including a large cedar closet. Lower Level laundry room. Hardwood Flooring throughout the main level. Wood burning fireplace in Living Room, with large picture window. Open floor plan between the Dining Room and Living Room, allowing for an easy flow throughout. Eat-in-Kitchen features granite counters and stainless steel appliances. Spacious with custom built cabinetry and ample kitchen storage. The "Bonus Room" or "Family Room" off of the Living Room, allows for additional living space, with a separate heat zone and custom built-ins. The finished Walk Out Lower Level is heated (radiator) offering an additional 1,000+ square feet. Oversized level lot with.35 acres. Central Air/Oil Heat. Two zones heat - one in main home and one in bonus room/family room. Bluestone patio overlooking large, level back yard.

86 Crown St, Trumbull

$495,000

3 Beds ⋅ 2 Baths ⋅ 24196862 MLS

Timeless charm exudes from this delightful vintage colonial bungalow in desirable, idyllic Long Hill neighborhood. Featuring sweet covered front porch, hardwood floors and solid craftsmanship. Welcoming entry sitting area and living room provides solid wood staircase and brick fireplace. Spacious formal dining room. Sun drenched eat-in kitchen features white painted cabinets, granite counters and a stylish backsplash. Convenient walk-in pantry and half bath. The kitchen steps out to lovely deck overlooking beautifully landscaped property boasting new patio. This wonderful outdoor retreat is a pleasure for entertaining or comfortable respite appointed with hammock and built-in TV! The upper-level features three light-filled bedrooms all provide large closets and share newly painted hall bathroom. The bonus continues to the lower-level providing a finished area for recreation or gym. Ample storage and laundry area. Detached 2 car garage with new garage doors. Recent updates include roof, furnace, washer dryer and patio. Classic architecture, functional living spaces, room to expand, and the opportunity to add your own personal choices in a quiet and quaint neighborhood. Exceptional value= Home Sweet Home in Trumbull!

48 John St, Trumbull

$324,900

3 Beds ⋅ 2 Baths ⋅ 24193921 MLS

Requesting Highest and best By Sunday @ 12pm.Welcome to 231 Long Hill Road, Waterbury, CT! This beautifully updated raised ranch offers approximately 2,256 square feet of comfortable living space, featuring 3 spacious bedrooms and 2 full bathrooms. The finished lower level provides additional versatile living space, perfect for a family room, home office, recreation area, or guest suite. Recent improvements include a new furnace, new flooring, fresh interior paint, a new driveway, a new garage door opener, and numerous additional updates throughout the home. The bright and functional floor plan is ideal for everyday living and entertaining, offering both comfort and flexibility. Conveniently located near shopping, restaurants, schools, parks, and major highways, this move-in-ready home is an excellent opportunity for buyers seeking a well-maintained property with modern updates. Schedule your private showing today!

231 Long Hill Rd, Waterbury

$579,000

3 Beds ⋅ 2 Baths ⋅ 24084758 MLS

Welcome to 6162 Main Street. This spacious home is located in a desirable neighborhood. It has been meticulously maintained. Featuring a beautifully updated bathroom, gleaming hardwood floors, and detailed moldings. It has a new roof, new gutters, new compositive decks, new shed, new PVC. fences and gates. The basement was recently remodeled with a large tv room, office room and new bathroom. This home exudes charm and sophistication. The open-concept design seamlessly connects the kitchen and living room, creating a bright and inviting space that is perfect for both everyday living and entertaining. The large backyard offers an above swimming pool, and endless possibilities for outdoor activities. Don't miss out on this rare find in an unbeatable location. Schedule a showing today.

Trumbull

$539,900

3 Beds ⋅ 1 Baths ⋅ 24190893 MLS

Charming Split-Level nestled on gorgeous, level .6-acre lot on quiet cul-de-sac. This 3-BR, 1-BA home offers the perfect blend of updated mechanicals plus a blank canvas ready for your personal touches.The Big Ticket Items Are Done! New Roof, New C/A, New Furnace, New Oil Tank (in basement), & updated 200 amp electrical service. Step inside to find a layout brimming with endless possibilities. You will find hardwood floors running throughout the main level (except the kitchen). The inviting family room features a beautiful, statement-making stone fireplace perfect for cozy evenings. Transition outside to the lovely screened porch, an ideal spot for morning coffee or dining alfresco while overlooking your park-like backyard. Convenience is right at your doorstep. The home is just a stone's throw from sought-after Jane Ryan Elementary School & only a half-mile to town offices, public library, ocal shopping, & fantastic dining options. Bring your design ideas, paint swatches, & vision! This home is a rare find for contractors, investors, or savvy buyers looking to build sweat equity in a phenomenal neighborhood. This is an estate sale & is being sold strictly As-Is. The attractive listing price has already been intentionally adjusted to reflect the need for cosmetic updates, offering you an incredible value proposition to move right in and update at your own pace. Don't miss the chance to unlock the full potential of this wonderful propert

16 Floral Ln, Trumbull

$299,900

3 Beds ⋅ 2 Baths ⋅ 24171090 MLS

Room to spread out, a backyard to enjoy, and a price under $300,000! Welcome to 51 Cushman Street, where this charming Cape offers 3 bedrooms, 2 full baths, and nearly 1,500 square feet on a generous 0.46-acre corner lot. The kitchen features stainless steel appliances and modern cabinetry, opening into a welcoming living room with hardwood floors. A main-level bedroom and full bathroom add everyday convenience, while an additional main-floor room gives you options for a home office, den, or hobby space. Two upstairs bedrooms and a second full bathroom complete the layout. Outside, picture weekend cookouts, your own garden, or a relaxing evening on the rear porch. The spacious backyard gives you room to bring those plans to life! Central air keeps you comfortable, and the full walk-out basement provides valuable storage and room to explore future possibilities. With shopping, restaurants, parks, and recreation nearby, this home brings together indoor flexibility and outdoor space for $299,900. Come see how it fits your next chapter-schedule your private showing today!

51 Cushman St, Waterbury

$500,000

3 Beds ⋅ 2 Baths ⋅ 24150068 MLS

Welcome to this bright and inviting 3/4 bedroom, 2 full bath ranch style home offering the ease and comfort of TRUE single-level living! Sunlight fills the open kitchen, which overlooks the family room with a fireplace and soaring vaulted ceilings, an inviting space designed for both relaxed everyday moments and meaningful time together. The kitchen flows seamlessly into a spacious living room with another vaulted ceiling, creating an ideal layout for entertaining, hosting celebrations, and making lasting memories. French doors lead from the living room to a large sunroom, offering exceptional versatility and potential as a fourth bedroom, home office, or den, complete with its own private exterior entrance. The primary bedroom features a full bath, sliders to the backyard, and a convenient mudroom that connects directly to the garage. Two additional well-proportioned bedrooms and a second full bathroom complete the main level. Ideally situated in an adorable sought after neighborhood within walking distance to Jane Ryan Elementary School, approximately 50 miles from New York City, this home is conveniently located near playgrounds, popular restaurants, shopping areas, highways and a 15 minute drive to the Metro North Train Station. As a Trumbull resident, you have access to 2 community pools, a golf course and the fantastic Pequonnock River biking/walking trail. Don't miss this the opportunity to own a wonderful home in one of Trumbull's most desitrable locations!

40 Rose Ter, Trumbull

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