Long Hill Homes under $600,000

Welcome to Long Hill, Connecticut—a hidden gem that beautifully blends suburban charm with modern convenience. Nestled in the heart of Fairfield County, Long Hill boasts a welcoming community atmosphere, making it an ideal place for families, young professionals, and retirees alike. With its tree-lined streets, well-maintained parks, and vibrant local shops, this neighborhood offers a perfect backdrop for those seeking a tranquil yet engaging lifestyle.

One of the most appealing aspects of Long Hill is its diverse selection of homes, particularly for those looking for properties under $600,000. Here, you can find a variety of charming single-family homes, cozy townhouses, and inviting condos that cater to different tastes and budgets. Many of these residences feature spacious yards, updated interiors, and proximity to essential amenities, making them perfect for anyone looking to settle down in a friendly community.

Long Hill is also conveniently located near excellent schools, recreational facilities, and public transportation options, ensuring that residents enjoy both comfort and accessibility. The neighborhood is just a short drive from downtown Stamford, where an array of dining, shopping, and entertainment options await.

Whether you’re a first-time homebuyer or looking to downsize, Long Hill presents an exceptional opportunity to invest in a vibrant community without breaking the bank. With its perfect blend of suburban tranquility and urban convenience, Long Hill is more than just a place to live; it’s a place to thrive. Come discover your dream home in this enchanting neighborhood today!

Newest Long Hill Homes under $600,000

$550,000

2 Beds ⋅ 3 Baths ⋅ 24211902 MLS ⋅ Long Hill Village BLDG.

Here, a mint condition, true, 2 BDR, 2 Bath ranch unit (see floor plans and tax records), is now available in highly desirable "Long Hill Village"! This in-town setting is most convenient offering walkable access to nearby Quality Street Shopping, Town Hall services & the Main Branch Library. Step inside to freshly painted walls, new wall to wall carpets and refinished hardwood floors in the generously sized rooms. The front to back living room/dining room layout is sure to please and lends itself to comfortable family and guest entertaining. A double slider here opens out to the private TREX deck and sunny, deep, level, fenced rear border. The added bonus is the finished lower level with separate heat zone for energy efficiency, new hot water heater, walk-in cedar closet and adjacent half bath. Agents, please read "Agent Only" Remarks for additional property details.

36 Long Hill Pl, Trumbull

$550,000

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

$599,900

4 Beds ⋅ 2 Baths ⋅ 24197252 MLS

The calendar says October and FALL is the season so come FALL IN LOVE with the home you've been waiting for! Now is the time to make your move and settle in before the holidays where space, natural light and comfortable living come together in a desired, welcoming neighborhood. The best home value in Trumbull for this family home set on a well manicured .51 acre 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

$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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