Long Hill Homes for Sale

Welcome to Long Hill, Connecticut – a charming neighborhood that beautifully blends suburban tranquility with vibrant community spirit. Nestled within the picturesque landscape of Fairfield County, Long Hill offers residents a serene retreat while being just a stone’s throw away from the bustling energy of nearby towns. With its tree-lined streets, well-maintained parks, and friendly atmosphere, this neighborhood is perfect for families, young professionals, and retirees alike.

Long Hill is known for its diverse array of homes, catering to various tastes and lifestyles. From cozy single-family residences to spacious modern homes, there’s something for everyone in this welcoming community. Many properties feature stunning architectural details, expansive yards, and proximity to local amenities. Whether you’re seeking a charming colonial or a contemporary masterpiece, you’ll find an impressive selection of homes for sale that suit your needs.

In addition to its beautiful homes, Long Hill boasts excellent schools, making it an ideal choice for families. The community is also home to numerous recreational opportunities, including parks, walking trails, and sports facilities, ensuring that residents can enjoy an active lifestyle. Local shops, cafes, and restaurants add to the neighborhood’s charm, providing a perfect backdrop for community gatherings and friendly encounters.

If you’re considering a move to Long Hill, you’ll not only find a home but also a warm and welcoming community that celebrates the joys of life in Connecticut. Explore the available homes for sale today and discover the perfect place to create lasting memories in this lovely neighborhood!

Newest Long Hill Homes for Sale

$649,900

4 Beds ⋅ 4 Baths ⋅ 24209884 MLS

MOVE-IN READY STUNNING COLONIAL IN PLEASANT VALLEY SCHOOL DISTRICT! This brick-front colonial, in one of the most desired neighborhoods in South Windsor, was taken down to the studs in 2021 and rebuilt with new plumbing, electrical, HVAC, central air, walls, ceilings, floors, windows, exterior doors, and trim. Add in a 2018 roof, insulated attic, and a fully owned 39-panel solar array that conveys with the home for energy effecient living. This home features 4 bedrooms, 3 full and 1 half baths, and 3,054 sq ft of finished living space (2,302 above grade plus 752 in the finished lower level). The kitchen showcases modern fabuwood cabinetry with glass-front uppers, granite counters, a tile backsplash, a large island with seating, a pantry, and stainless steel appliances. Hardwood floors run through the dining room, the living room, and a den with custom built-in shelving and desk space. A half bath completes the main level. Upstairs, the primary bedroom has a private full bath with a glass-enclosed tiled shower, joined by 3 additional bedrooms and a full hall bath. The finished lower level is complete with a rec room, a media room, a flex room suited to an office or guest space, and a full bath with an oversized glass walk-in shower. Outside you'll find a deck, 6' tall vinyl privacy fence, large storage shed, and 2-car garage with openers, all updated in 2021 or after. NOTHING TO DO BUT UNPACK!

11 Dawn Dr, South Windsor

$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

$700,000

3 Beds ⋅ 1 Baths ⋅ 24204570 MLS

Tucked away on a quiet cul-de-sac, this beautifully maintained ranch offers easy one-level living with a bright, open and inviting floor plan. The heart of the home is the spacious kitchen featuring white cabinetry, stainless steel appliances and a large center island, opening seamlessly to the dining and living areas. Hardwood floors, recessed lighting and a striking stone fireplace create a warm and welcoming space for everyday living and entertaining. A bright, inviting space with a vaulted ceiling and skylight provides a wonderful transition to the backyard and pool, while the finished lower level offers additional flexible space for a family room, home office, gym or playroom. Step outside to your own private backyard retreat, surrounded by mature landscaping and a tree-lined backdrop, with an in-ground pool and expansive patio perfect for summer entertaining, relaxing and enjoying time with family and friends. With comfortable one-level living, an attached two-car garage and a wonderful combination of style, function and convenience, this is one you won't want to miss.

56 Sunrise Ave, Trumbull

$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

$949,000

3 Beds ⋅ 3 Baths ⋅ 24206188 MLS

Mid-Century Modern Lakefront Opportunity on Canoe Brook. A rare opportunity to restore and reimagine a distinctive mid-century modern ranch on desirable Canoe Brook Lake in Trumbull. Set directly along the water, this special property offers expansive lake views, a private beach, generous living space, and architectural character rarely found today. The 2,404-square-foot main level features a spacious foyer, lake-facing living room, and dramatic floor-to-ceiling stone fireplace wall separating the living and family rooms. The eat-in kitchen enjoys water views, while the dining room opens to a deck overlooking the lake. Three bedrooms are located on the main level, all with water views. The primary suite includes an en-suite bath and sliders to the lake-facing deck. A second full bath completes the level. The lower level adds substantial living and entertaining space, including a family room with expansive water views and a fireplace framed by the continuation of the distinctive stone wall. A recreation room with built-in bookcases offers flexibility as a home office, media room, or gathering space. A versatile additional room, full bath, abundant storage, and outdoor access complete the lower level. A two-car garage and private beach add to the appeal. The home requires updating and renovation, presenting an exceptional opportunity to restore its mid-century modern character and create a truly remarkable lakefront residence.

154 Driftwood Ln, Trumbull

$649,000

4 Beds ⋅ 2 Baths ⋅ 24197252 MLS

Welcome to 94 Ascolese Road, where space, natural light and comfortable living come together in a welcoming, walkable tree lined neighborhood. Set on a well manicured .51acre property, this inviting 1,888-square-foot home 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 truly 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 family room features a dramatic cathedral ceiling, skylights, and double windows overlooking the private backyard. Sliding doors open to the back deck and yard, creating an easy flow for morning coffee, outdoor entertaining, summer gatherings, or simply relaxing in your own peaceful surroundings The bright, functional kitchen offers modern white cabinetry, under cabinet lighting, ample counter space, engineered flooring, appliances, and a convenient pantry

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

$875,000

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

$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

$639,000

4 Beds ⋅ 2 Baths ⋅ 24195939 MLS

Welcome Home to 16 Sunrise Ave! This beautifully maintained, 1,998 sf single-family home is perfectly situated in the desirable Long Hill neighborhood in Trumbull, CT. The inviting interior features four spacious bedrooms, two of the bedrooms are on the first floor with a full bath on each floor, an updated eat-in kitchen with Quartz countertops and sliding doors that open seamlessly to the deck, while a large formal living room features the first of two cozy fireplaces. The heart of the home is an expanded, light & bright family room, complete with a vaulted ceiling, additional sliding doors and a second coveted fireplace. Step outside to find a fantastic outdoor setup perfect for entertaining, featuring a patio and a deck equipped with a retractable awning overlooking the beautiful yard as well as a separate two car garage great for parking & extra storage making a total of three garages! Additional high-value amenities include newer windows that flood the home with natural light, a full home generator for absolute peace of mind. Enjoy all the amenities of Trumbull living and the award winning Trumbull School System! Move right in!

16 Sunrise Ave, Trumbull

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