Long Hill Homes under $750,000

Welcome to Long Hill, Connecticut – a hidden gem nestled in the heart of picturesque New England. This charming neighborhood perfectly blends suburban tranquility with convenient access to urban amenities, making it an ideal place for families, professionals, and retirees alike.

Long Hill is characterized by its lush greenery, winding roads, and friendly community vibe. Residents enjoy the beauty of well-maintained parks and scenic walking trails, perfect for leisurely strolls or energetic runs. The area also boasts a strong sense of community, with local events and gatherings that bring neighbors together throughout the year.

For those considering a move to Long Hill, the housing market offers an impressive array of options. Homes in this delightful neighborhood can be found for under $750,000, providing an excellent opportunity for first-time buyers and those looking to upgrade their living situation without breaking the bank. From charming single-family homes with spacious yards to modern townhouses that offer low-maintenance living, there’s something for everyone in Long Hill.

Families will appreciate the highly-rated schools in the area, which are known for their commitment to academic excellence and community involvement. Shopping, dining, and entertainment options are just a short drive away, ensuring that residents have everything they need within easy reach.

With its inviting atmosphere and affordable housing options, Long Hill is more than just a place to live; it’s a community where you can truly thrive. Come discover the charm of Long Hill, where your dream home awaits!

Newest Long Hill Homes under $750,000

$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

$649,900

4 Beds ⋅ 3 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 (1,952 above grade plus 1102 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. The house has been completely repainted for the new owners, 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

$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

$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

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