Long Hill Homes under $750,000

Welcome to Long Hill, a picturesque neighborhood nestled in the heart of Connecticut, where suburban charm meets modern convenience. Known for its friendly community atmosphere and stunning natural landscapes, Long Hill is the perfect place for families, young professionals, and retirees alike. With its tree-lined streets, well-maintained parks, and a strong sense of community, this neighborhood offers a serene escape while still being close to urban amenities.

One of the highlights of Long Hill is its diverse selection of homes, many of which are available for under $750,000. Whether you’re searching for a cozy single-family home, a stylish townhouse, or a spacious condo, you’ll find a variety of options that cater to different lifestyles and budgets. Many of these homes boast charming architectural details, updated interiors, and beautiful outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars.

Long Hill is also conveniently located near top-rated schools, shopping centers, and recreational facilities. Residents can enjoy a wealth of local parks and trails, ideal for hiking, biking, or simply soaking in the beauty of nature. With easy access to major highways, commuting to nearby cities is a breeze, making it an ideal location for those who work in the greater Hartford area or beyond.

In Long Hill, you’ll not only find a beautiful home but also a welcoming community that truly feels like family. Experience the best of Connecticut living in this charming neighborhood, where your dream home awaits!

Newest Long Hill Homes under $750,000

$700,000

3 Beds ⋅ 2 Baths ⋅ 24208422 MLS

Conveniently located in the Tashua section of town close to schools, parks, shopping, restaurants, and highways. Newly renovated EIK offering hardwood floors, custom wood cabinetry with ample granite counterspace, stainless steel appliances, and tiled backsplashes. This sun filled home offers great living areas, hardwood floors, replacement vinyl windows, and central air throughout. Step down into the private office with sliders to the rear stone patio. Three generously sized bedrooms, and two remodeled full baths. Large unfinished basement adds great storage space.

70 Stonehouse Rd, 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 see the home you've been waiting for! There's still time to make your move and settle in before the holidays where space, natural light and comfortable living come together in a desired and welcoming holiday festive neighborhood. A great value in Trumbull for this family home set on a well manicured .51acre 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

$679,900

3 Beds ⋅ 3 Baths ⋅ 24202698 MLS

There's a warmth and character that simply can't be recreated in newer construction, and 12 Edgewood has it from the moment you arrive. Set on nearly .2 acres along a quiet, peaceful street, this classic Colonial pairs timeless craftsmanship with today's comforts, including central air, a primary suite and effortless indoor-outdoor living. Step inside from the bluestone entry to rich red oak floors, crown molding and detailed millwork flowing throughout much of the first floor. Tucked at the rear, the eat in kitchen features natural wood cabinetry, granite counters, stainless steel appliances, an island and generous storage. It opens to a sun-filled breakfast nook with bay and picture windows overlooking the private backyard. The formal dining room sits on the opposite side of the kitchen, with French doors opening directly to a sizeable patio, creating seamless flow for entertaining. A generous family room offers abundant natural light and a brick wood-burning fireplace framed by detailed molding. Upstairs are 3 well-sized bedrooms and 2 full baths, including a spacious primary suite with an impressive walk-in closet, jetted tub, separate glass-enclosed shower and bay window overlooking the tree-lined yard. Outside, lush landscaping and a fully fenced backyard create your own private retreat, while the peaceful neighborhood invites morning dog walks and evening strolls, all just minutes from Trumbull's everyday conveniences and major commuting routes.

12 Edgewood Ave, Trumbull

$609,999

3 Beds ⋅ 2 Baths ⋅ 24205430 MLS

Nestled on a quiet corner lot, this adorable Cape has been lovingly cared for by the same family for nearly 36 years. Filled with charm and character, the light and bright interior features hardwood floors, built-ins, and a versatile layout with plenty of space for today's lifestyle. The main level boasts a spacious living room with a cozy wood-burning fireplace, open to a flexible room perfect for a playroom / home office. An additional room can serve as a den, family room, or potential 4th bedroom. The inviting dining room is ideal for hosting and offers a walkout to the back deck. The large eat-in kitchen is perfect for cooking and entertaining, featuring granite countertops, stainless steel appliances, and plenty of workspace. Upstairs are 3 generously sized bedrooms, while a partially finished "walk in" attic provides excellent storage and the potential for an additional office, playroom, or hobby space. The partially finished lower level offers even more flexibility along with additional storage. Enjoy your morning coffee on the back deck overlooking the beautiful professionally landscaped yard, filled with colorful annuals and established perennials. A detached one-car garage adds convenience and storage. Located in a desirable neighborhood close to stores, shops, Trumbull Center, parks, and major highways, this charming home offers a wonderful combination of character, space, privacy, and convenience. A special home for its next chapter! *See agent remarks*

32 Crown St, 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

$689,000

4 Beds ⋅ 2 Baths ⋅ 24196779 MLS

Updated Ranch which features 5 bedrooms and 2 full bath. Legal 2 bedroom apartment in lower level with separate driveway and entrance. Updated kitchen and bathrooms. Heated sunroom was used as family room. Many updates include crown moldings, gazebo and recessed lights. Private fully fenced rear yard. Conveniently located.

4 Ascolese Rd, Trumbull

$699,900

5 Beds ⋅ 4 Baths ⋅ 24198021 MLS

Need space, flexibility, and a backyard built for summer? This one delivers. The main home offers 3 bedrooms, 2.5 baths, hardwood floors, a gas fireplace, an eat-in kitchen, first-floor laundry, and a spacious primary suite. A separate 2-bedroom in-law living area with its own full bath and plumbing already roughed in for a future kitchen creates incredible flexibility for extended family, guests, or multigenerational living. Outside, enjoy a propane-heated in-ground pool with solar cover, fully fenced yard, screened porch, and expansive deck made for entertaining. Major updates include a 3-year-old roof, a new oil tank, and a new hot water heater. Add in a garage, lower-level recreation space, and multiple living areas, and this is a home that truly offers more than meets the eye. Interior photos coming soon!

36 Clinton 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

$689,000

4 Beds ⋅ 2 Baths ⋅ 24196739 MLS

4 Ascolese Rd, 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

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