Long Hill Homes for Sale

Welcome to Long Hill, a picturesque neighborhood nestled in the charming town of Trumbull, Connecticut, located in the heart of Fairfield County. Known for its serene suburban atmosphere, Long Hill offers a perfect blend of tranquility and convenience, making it an ideal place for families, young professionals, and retirees alike.

As you stroll through the tree-lined streets of Long Hill, you’ll be captivated by the community's friendly vibe and the well-maintained homes that reflect a variety of architectural styles. From classic colonials to contemporary designs, there is something for everyone in this inviting neighborhood. With homes for sale that cater to diverse tastes and budgets, you can find your dream home amidst the lush landscapes and vibrant community spirit.

Long Hill is not just about beautiful homes; it's also about a lifestyle enriched by local amenities. Residents enjoy easy access to excellent schools, parks, and recreational facilities, making it a great place for families to thrive. The nearby Long Hill Park offers a perfect spot for picnics, walking trails, and playgrounds, ensuring that outdoor adventures are just a stone's throw away.

Additionally, Long Hill is conveniently located near major highways, allowing for a quick commute to nearby cities and attractions. With shopping, dining, and entertainment options just minutes away, you’ll never run out of things to do.

If you’re looking for a welcoming community with a strong sense of belonging, explore the homes for sale in Long Hill today and discover the perfect place to call home in Trumbull, CT!

Newest Long Hill Homes for Sale

$325,000

3 Beds ⋅ 2 Baths ⋅ 24217137 MLS

CHARMING RANCH IN WATERBURY'S DESIRABLE LONG HILL NEIGHBORHOOD! Offering 1,148 SF of comfortable main-level living space, this well-maintained home features 3 bedrooms, 1 full bath and an inviting floor plan with a natural flow between the living, dining and kitchen areas. Interior highlights include beautiful hardwood floors, updated kitchen with new appliances and updated bathrooms. BONUS LIVING SPACE! The finished lower level offers a versatile in-law setup complete with its own kitchen, full bathroom and living area, providing additional flexibility for extended family, guests or recreational use. The finished basement is not included in the stated square footage. Conveniently located near schools, shopping, restaurants, parks and major highways, this property combines comfortable single-level living with valuable additional finished space. Can be purchased as part of a larger portfolio.

24 Birch St, Waterbury

$850,000

4 Beds ⋅ 3 Baths ⋅ 24212240 MLS

Situated on a Cul-de-sac in Trumbull's desirable Long Hill neighborhood, this professionally renovated 4 bedroom ranch combines single level living with the versatility of a legal accessory dwelling unit (ADU) and an expansive, fully fenced backyard that includes an in ground swimming pool. The light filled main level features a completely renovated kitchen/dining area with an abundance of new cabinetry, center island, quartz countertops, stainless steel appliances and hardwood floors throughout. A slider leads directly to new bluestone patios and the pool, creating an inviting indoor outdoor living experience. The generously sized living room features a large picture window and fireplace. The primary bedroom includes a fully renovated ensuite bath, while 2 additional bedrooms share a second renovated full bath. The spacious ADU features a brand new kitchen with abundant cabinetry, quartz countertops and stainless steel appliances, plus a living room, bedroom and full bath. Ideal for extended family, adult children, an au pair, caregiver, guests or home office. A 2 car attached garage and large unfinished basement provide additional space and flexibility. Enjoy all that Trumbull has to offer, including its highly regarded schools, extensive parks and recreation, plus convenient access to shopping, dining and highways. Professional photos coming soon.

49 Sunrise Ave, Trumbull

$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

$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

$849,000

5 Beds ⋅ 4 Baths ⋅ 24205381 MLS

Perched above the street on a private, landscaped lot, this exceptional custom ranch offers an impressive blend of space, comfort, and resort-style living. Extensive improvements throughout include new hardwood floors, a redesigned kitchen, renovated bathrooms, new lighting, and fresh interior and exterior paint. With over 4,100 sq ft of living space plus a partially finished lower level, the semi open-concept floor plan seamlessly connects the living, dining, and kitchen areas. Vaulted ceilings and skylights fill the home with natural light, creating an inviting setting for both everyday living and entertaining. The showpiece is a private, heated indoor pool housed in an impressive two-story, approximately 900 sq ft cedar room with a diving board and direct access to the patio and backyard. Five spacious bedrooms and 3.5 baths include a private primary suite with an en-suite bath and jetted tub. Additional highlights include a dedicated home gym, 4-car underground garage, solar panels, manicured landscaping, and updated pool equipment. With the major work already completed, this is a rare opportunity to enjoy a turnkey home with exceptional amenities and space for the whole family.

223 Sterling Rd, 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

$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

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

$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

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Long Hill Homes for Sale

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