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

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 24194104 MLS

Nestled directly across from the peaceful, tree-lined shores of Canoe Brook Lake, this exceptional home offers over 4,000 square feet of luxurious, light-filled living with lovely water views from multiple vantage points.The main floor features an expansive, flowing open-concept kitchen, dining, and living area designed for effortless entertaining and everyday enjoyment. Soaring windows and generous skylights in the kitchen flood the space with abundant natural sunlight, while travertine floors and a massive brick-and-marble double-sided fireplace create a warm, inviting ambiance that serves as the heart of the home. A convenient first-floor bedroom suite provides ideal guest quarters or flexible living options. Upstairs, the primary suite is a true retreat, boasting rich hardwood floors and a spa-like bath featuring elegant Italian marble. A second bedroom suite and an optional office or fourth bedroom complete the upper level-all three upper-level spaces feature private balconies overlooking the lake. These elevated sanctuaries offer serene spots to unwind, sip morning coffee, or simply soak in the tranquil water views. With its multiple private outdoor spaces all oriented toward the lake, this home delivers a rare blend of spacious elegance and peaceful lakeside living. Perfect for those seeking both comfort and connection to nature. (Field card reflects 3 bedrooms)

34 Canoe Brook Rd, Trumbull

$324,900

3 Beds ⋅ 2 Baths ⋅ 24193921 MLS

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

$599,000

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 beautifully updated bathrooms, gleaming hardwood floors, and detailed moldings. 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 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

$609,000

4 Beds ⋅ 2 Baths ⋅ 24189234 MLS

Welcome to 163 Fernwood Rd, a beautifully maintained 4-bedroom Cape Cod situated on a spacious corner lot in one of Trumbull's most desirable neighborhoods. The sun-filled living room features a cozy fireplace and large windows that fill the space with natural light. The kitchen flows seamlessly into the dining area and offers granite countertops, ample cabinetry, and newer appliances, including the oven and dishwasher (2025). The home features two bedrooms and a full bathroom on the main level, with two additional bedrooms and a second full bathroom upstairs, offering a functional layout for a variety of lifestyles. The enclosed porch is a true highlight, providing the perfect place to relax while overlooking the beautifully landscaped, tropical-inspired backyard. Major updates include a 5-year-old roof, 4-year-old hot water heater, newer wood siding, new gutters, and all new windows installed approximately 3 years ago. Located in a highly sought-after Trumbull neighborhood known for its award-winning schools and welcoming community, neighbors look out for one another and host one of the area's favorite Halloween trick-or-treat traditions each year. Conveniently located near parks, shopping, restaurants, and major commuter routes, this move-in-ready home is one you won't want to miss!

163 Fernwood Rd, Trumbull

$741,000

4 Beds ⋅ 5 Baths ⋅ 24187407 MLS

Multiple offers , highest and best: Thursday 07/16, by Noon. Some homes are built. This one was thoughtfully designed by HIA award winning model architect Nicholas Panettieri, as his family home and enjoyed for many years. Contemporary custom-built ranch using the highest quality materials with space for everyone and their individual hobbies. The result is a home "ahead of its time" in functionality: well-proportioned rooms, an intelligently angled bedroom wing, 3,174 square feet that live larger than the number suggests. The gracious fireplaced living room with authentic brass accents opens to a sunny vaulted conversation area and also an ample great room with piano. You'll fall in love with the sleek stylings of the mid-century modern kitchen, so many clever built-in's & amenities! Four bedrooms, THREE en-suite each with their own personality round out the main level. An upper- level bnus area is a crafter's dream. Lower level ultimate recreation great room is just the beginning of your entertaining dreams, as it features indoor summer kitchen & walks out to outdoor grilling and chilling area with in-ground pool & pool house (ready for your restoration ideas). Lower level could easily accommodate multi-generational living, or generous guest space. Workshop area- a tinkerer's fantasy for all your projects. It's so easy to be organized with all this storage space. Roof done approx 2013 w/ copper flash

142 Williams Rd, Trumbull

$549,900

3 Beds ⋅ 3 Baths ⋅ 24185293 MLS

Opportunity knocks! Bring your vision and unlock the potential of this handyman special located in one of Trumbull's most sought-after neighborhoods. Situated on a deep, level lot, this property offers endless possibilities for investors, contractors, flippers, or buyers looking to create their dream home. Nestled within the highly regarded Trumbull school district, the home enjoys a convenient location close to shopping, parks, restaurants, and major commuter routes. With solid bones, a desirable setting, and plenty of room for improvement, this property is ready for its next chapter. Sold as-is. Don't miss this exceptional value-add opportunity-properties with this much potential don't last long! This is an estate property-already approved by probate for sale

46 Sherman Ave, Trumbull

$634,900

3 Beds ⋅ 3 Baths ⋅ 24183579 MLS

This well-maintained 3-bedroom, 2.5-bath ranch offers one level living and is tucked away on a quiet cul-de-sac with gorgeous views of the Pequonnock River Valley. This home offers generous storage throughout, a 2-car garage, garden shed, cedar closet, and flexible space with in-law potential on lower level. Freshly painted rooms and an oversized composite deck with tempered glass panels that enhance the view. A wonderful opportunity in a peaceful setting. This home is located in one of Trumbull's most desirable walking neighborhoods. Trumbull offers an excellent school system, many parks, 2 pools, sports facilities and more. The nearby Pequonnock River Valley offers a perfect connection with nature, including biking and walking trails. Centrally located - just minutes from the town center, shopping, restaurants, and convenient access to both the Merritt Pkwy and I-95. Experience the best of Trumbull living in this special home! Please note: Per tax record, 2 bedrooms, which is incorrect, it is a 3 bedroom home. Home is being sold as is.

72 Calhoun Ave, Trumbull

$569,000

3 Beds ⋅ 2 Baths ⋅ 24179003 MLS

Welcome to 46 Gibson Avenue, a 3-bedroom, 2 full bath home offering 1,936 square feet of comfortable living space on a private and level .55-acre lot in a desirable Trumbull neighborhood. The flexible floor plan offers generously sized rooms, natural light, and plenty of space for family gatherings, work-from-home needs, or hosting guests. A new roof and solar panel system, both installed in 2024, provide peace of mind, energy efficiency, and long-term savings for years to come. The current owners have not had an electric bill since activating the system. These significant upgrades enhance both the value and sustainability of the home. Outside, the expansive half-acre-plus property offers endless opportunities for outdoor enjoyment, whether relaxing, gardening, entertaining, or creating your own backyard retreat. Conveniently located near Trumbull's award-winning schools, parks, shopping, dining, and easy commuting. Don't miss this opportunity to own a well-cared-for home in one of Trumbull's most sought-after communities.

46 Gibson Ave, Trumbull

$799,000

5 Beds ⋅ 3 Baths ⋅ 24178703 MLS

Well maintained 5 bedroom Cape with a separate In-Law addition in a great neighborhood. Formal LR w/fireplace. Formal DR. Large eat-in kitchen with tile floor. Family room w/hardwood floors off of the kitchen. Primary BR and full bathroom on first floor with hardwood floor under carpeting. Three more bedrooms on level two and another full bathroom. Partially finished lower level and plenty of storage. The in-law addition features a Living room, full kitchen, bedroom, full bathroom, washer/dryer and a large room upstairs, perfect for a home office or guest bedroom. Separate entrance in both the front and back of apartment. Enjoy the summer in your 12 x 28 inground pool with a large, covered patio, well situated on a gorgeous, level .62 property. There is also a 421 sq foot barn which can house 2 cars as well as many other uses. Easy access to highways, restaurants, shopping, Indian Ledge and Beach Memorial Parks, Rails to Trails and Tashua Knolls Golf Course and Pool. This is the perfect house for the whole family and then some!

14 Peters Rd, Trumbull

$309,900

3 Beds ⋅ 2 Baths ⋅ 24171090 MLS

Welcome to the kind of home that feels tucked away, yet keeps you close to everything you love. Step inside and feel the warmth right away. The kitchen features stainless steel appliances, modern cabinetry, and an open flow into the living room, where gleaming hardwood floors create a bright and inviting space for gathering, relaxing, and making memories.The main level offers two comfortable bedrooms and a full bathroom, giving you flexible options for one-floor living, guests, a home office, or a playroom. Upstairs, you'll find two additional bedrooms and an updated bathroom, creating room for everyone to spread out. Outside, the large backyard is ready for summer cookouts, quiet mornings, pets, games, gardens, or simply enjoying your own peaceful corner of the neighborhood. A rear porch adds another perfect spot to unwind. With central air conditioning, nearly 1,500 square feet of living space, and approximately 850 additional square feet in the walk-out basement for storage, entertainment, or future finished space, this home offers comfort, flexibility, and opportunity. Set on an almost half-acre corner lot in a quiet neighborhood, this charming Cape is just down the street from parks, lakeside beaches, shopping, health clubs, restaurants, and everyday conveniences. Close to the fun, yet peacefully tucked away - this is the one buyers wait for. Schedule your showing before it's gone.

51 Cushman St, Waterbury

$1,699,000

4 Beds ⋅ 4 Baths ⋅ 24167112 MLS

A rare waterfront estate in prestigious Canoe Brook Lake, this exceptional property offers the ultimate luxury living with its own private island, charming footbridge, and sandy beach, perfect for swimming, boating, and unforgettable moments. Fully renovated and designed for effortless one-level living, the home features a seamless open concept layout ideal for both everyday comfort and entertaining. At the heart of the home, a custom chef's kitchen showcases Carrera marble countertops, a heated center island, premium Thermador appliances, and extensive custom cabinetry. The space flows into a sunlit family room with a wood-burning stone fireplace and walls of glass opening to a lakeside balcony with serene water views. A spacious dining area accommodates large gatherings, while a sunken living/music room with gas fireplace and classic Morgan-style mantle adds timeless charm. The private bedroom wing includes a generous primary suite and three additional bedrooms, one with built-ins for a home office. The lower level offers a guest or au-pair suite, recreation space, full bath, and third fireplace. Outdoors, enjoy a covered patio, level lawns, and a gentle path to the beach, boat launch, and your own island with gazebo, an extraordinary setting for relaxation and entertaining. Just 75 minutes from NYC, near Metro North and I-95.

170 Driftwood Ln, Trumbull

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