Long Hill Real Estate

Welcome to Long Hill, a picturesque neighborhood nestled in the heart of Connecticut! Known for its charming suburban atmosphere and strong sense of community, Long Hill is the perfect place for families, young professionals, and retirees alike. With its tree-lined streets and well-maintained homes, this area offers a serene escape from the hustle and bustle of city life while still providing easy access to urban amenities.

One of the standout features of Long Hill is its commitment to outdoor living. Residents can enjoy a variety of parks and recreational facilities, perfect for weekend picnics, leisurely strolls, and family gatherings. The nearby Long Hill Park offers playgrounds, sports fields, and walking trails, making it a favorite spot for families to unwind and connect with nature.

Education is a top priority in Long Hill, with several highly-rated schools serving the area. Families can feel confident that their children will receive a quality education, supported by an engaged and active community.

Long Hill is also conveniently located near major highways, allowing for easy commutes to nearby cities such as Stamford and New Haven. Local shopping, dining, and entertainment options abound, ensuring that residents have everything they need right at their fingertips.

In addition to its beautiful surroundings and rich community spirit, Long Hill is known for its friendly neighbors and welcoming atmosphere. Whether you’re enjoying a summer block party or a quiet evening stroll, you’ll quickly feel at home in this delightful Connecticut neighborhood. Explore Long Hill today and discover the perfect blend of suburban charm and modern convenience!

Newest Listings in Long Hill

$595,000

1 Beds ⋅ 3 Baths ⋅ 24220003 MLS ⋅ Long Hill Village BLDG.

Better than new, this move-in-ready, first-floor luxury condominium has been beautifully updated and meticulously maintained. The main level features hardwood floors, abundant natural light, custom millwork and built-ins, an open floor plan, cathedral ceilings, and generous storage. The living room offers a cozy gas fireplace and sliders to a private Trex-style deck overlooking a grassy property framed by classic stone walls and mature trees. The brand-new, fully remodeled kitchen features new flooring, quartz countertops, a ceramic farmhouse sink, stainless steel appliances, a gas stove, high-end custom cabinetry, and pantry storage. A charming eat-in area with custom built-in bench seating creates a warm spot for casual meals and conversation. The main level also includes a spacious living and dining room combination, a library or home office with extensive built-ins, and a primary suite with a full bath featuring both a walk-in shower and a whirlpool tub, plus his-and-hers closets. Additional conveniences include a half bath, laundry area, and direct access to the garage. The finished lower level offers approximately 1,290 square feet, per tax records, with new luxury tile flooring, a large family room, a full bath, a cedar closet, and a walk-in closet. A rare set of Bilco doors provides direct exterior access, making it easy to move items in and out. The flexible lower-level space offers room for guests or personal use.

71 Cider Mill Ln, Trumbull

$565,000

4 Beds ⋅ 3 Baths ⋅ 24219960 MLS

A sight to see! This Beautiful colonial with a 2 car garage, absolutely flat land surrounded by privacy trees and a hop and skip away from major Highways, this one will just take your breath away. From the spacious and gorgeous kitchen to the living that walk out onto a huge deck. To the living room with a fireplace to just snuggle around with a cup of cocoa during the holidays to the basement with a additional sq ft.... Shhh! This 4 bedroom is also equipped with 3 full baths so there is absolutely no reason to have to fight for the bathroom during everyone's morning routine. The primary bed will just make your jaw drop with the cathedral ceilings with a walk-in closet and a private full bath but wait there's more French doors that open to a balcony that overlooks the backyard. Do I really need to say more? Don't wait place your showing now !

12 Sunset Ave, Trumbull

$538,000

4 Beds ⋅ 2 Baths ⋅ 24217074 MLS

Welcome to 12 Arrowhead Road, located in Trumbull's desirable Long Hill neighborhood. This 4-bedroom, 2-full-bath home offers a flexible layout with two bedrooms on the main level, along with an updated first-floor full bathroom. The living room features a wood-burning fireplace, while hardwood floors extend throughout all four bedrooms. Set on .43 acres, the property also includes a two-car garage and an unfinished basement offering excellent potential for future finished living space. A wonderful opportunity to make this home your own in a sought-after Trumbull neighborhood.

12 Arrowhead Rd, Trumbull

$525,000

2 Beds ⋅ 2 Baths ⋅ 24217556 MLS ⋅ Long Hill Village BLDG.

Welcome to Long Hill Village, a sought-after 55+ community in the heart of Trumbull offering carefree, low-maintenance living with amenities and conveniences just minutes away. This sun-filled end unit features 1,370 sq. ft., 2 bedrooms and 2 full baths, including a primary suite with tub/shower, and a second bath with walk-in shower and laundry area. The eat-in kitchen offers ample cabinetry and workspace, while the spacious living/dining room combination is perfect for everyday living and entertaining. Step outside to your private deck overlooking a peaceful grassy area, ideal for morning coffee, relaxing with a book, or gathering with friends. A full 1,370 sq. ft. unfinished lower level provides abundant storage and future expansion possibilities. Gas heat, city water & sewer. Nearby clubhouse offers activities, game nights, monthly luncheons and guest parking. Professional management includes grounds and roads maintenance, and snow removal. Improvements completed in 2025 include new roads, driveways, and roofs. Perfect for year-round residents or snowbirds seeking a lock-and-leave lifestyle. Conveniently located near Trumbull's Town Green, shopping, dining, post office, concerts and holiday events. Enjoy town amenities; parks, two pools, golf course, pickleball courts, hiking trails, and walking/biking paths. Major highways are close by for easy commuting. Don't miss this opportunity to enjoy one of Trumbull's most desirable active-adult communities!

36 Cider Mill Ln, Trumbull

$749,000

3 Beds ⋅ 2 Baths ⋅ 24219187 MLS

Welcome to this beautifully renovated Trumbull home featuring 3 bedrooms, 3 full bathrooms, and a fully finished basement with flexible space for a media room, home office, or gym. Hardwood floors flow through the living and dining rooms, while a fireplace adds warmth and charm. The brand-new kitchen features new appliances and updated lighting. Step outside onto the new deck, perfect for morning coffee or outdoor dining, and enjoy the spacious backyard with plenty of room for outdoor activities and entertaining. A two-car garage with an epoxy-coated floor adds convenience and a polished finish. Additional upgrades include new vinyl siding, a new driveway, a new air conditioning system, and a tankless water heater. The home also features propane gas, public water, and public sewer. Enjoy Trumbull's parks, trails, and two seasonal outdoor pools available to residents. Don't miss the opportunity to make this move-in-ready home yours!

77 Lorma Ave, Trumbull

$650,000

4 Beds ⋅ 2 Baths ⋅ 24218285 MLS

Welcome to 56 Ascolese Road, a charming four-bedroom, two-bath Cape in Trumbull's Long Hill neighborhood. Hardwood floors flow throughout the main level, complemented by crown molding and recessed lighting. The inviting living room features a bay window and a refreshed fireplace with a custom mantel, new flue and sealed flagstone base. The dining room includes crown molding, and a main-level wall unit provides added comfort. The kitchen offers white quartz countertops, an island, a new backsplash and new flooring, with direct access to the backyard. Two generously sized bedrooms on the main floor feature crown molding, ceiling fans and ample closet space. A full bath with a newer vanity and updated flooring completes this level. Upstairs, wall-to-wall carpeting adds comfort throughout. The primary bedroom includes a walk-in closet, split unit and built-in headboard and bed frame that will remain. The second upstairs bedroom also offers a walk-in closet and split unit. A full bath and hallway linen closet complete the upper level. The partially finished lower level provides flexible space for recreation or a home office, with built-ins, a desk and a wall unit. A new furnace installed in 2025 adds to the home's updates. Outside, enjoy a new paver patio with a covered area featuring columns, recessed lighting and a custom bench. A gazebo, shed and basketball setup complete the backyard, offering space to relax, entertain and enjoy outdoor activities.

56 Ascolese Rd, Trumbull

$639,000

3 Beds ⋅ 2 Baths ⋅ 24217810 MLS

Prime Trumbull Location! Welcome to this well-maintained 7-room, 3-bedroom, 2-bath home offering a wonderful opportunity to make it your own. Well cared for over the years, this property reflects pride of ownership throughout. While the interior features dated finishes, the home offers a great foundation for cosmetic updates and personal touches. Whether you're looking to move right in and update over time or bring your own vision to life, this property presents excellent potential. Conveniently located in the Long Hill section of Trumbull, with easy access to shopping, dining, schools, parks, and major commuting routes. Don't miss this opportunity to own a well-cared-for home in a sought-after location!

22 Hampton Rd, Trumbull

$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

$529,900

2 Beds ⋅ 2 Baths ⋅ 24213949 MLS ⋅ Trumbull Town Commons BLDG.

Welcome to 227 Mayfield Drive, a beautifully appointed end unit in Trumbull Town Commons, nestled in a picturesque Long Hill neighborhood. Privately situated amid lush foliage and beautifully maintained grounds, this inviting home offers a peaceful retreat just a short walk from shopping and the town library. Inside, an open, flowing layout is enhanced by abundant natural light, custom built-ins, and charming architectural details. The well-appointed kitchen features engineered hardwood flooring, granite countertops, stainless steel appliances, generous cabinetry, open soffits, and flows seamlessly into the dining area, ideal for everyday living and entertaining. The spacious primary bedroom offers a walk-in closet and private full bath, while the second bedroom also features its own bathroom. A versatile den or home office off the kitchen provides additional flexible living space. Step onto the private deck and enjoy peaceful views of nature, perfect for morning coffee or unwinding at the day's end. Additional highlights include an intercom system, automatic door latch, ample closet space, custom window blinds, laundry area with utility sink, new hot water tank, two-car garage, and separate storage unit. Select furnishings available for purchase. Residents enjoy beautifully landscaped grounds and a heated community pool. A wonderful opportunity to enjoy privacy, comfort, and low-maintenance living in a convenient Trumbull location.

227 Mayfield Dr Unit 227, Trumbull

$850,000

4 Beds ⋅ 3 Baths ⋅ 24212240 MLS

Looking for the perfect in-law setup or multigenerational living arrangement? This beautifully renovated 4-bedroom ranch features a spacious, legal accessory dwelling unit (ADU) with its own private living room, brand-new kitchen, bedroom and full bath! Ideal for extended family, adult children, an au pair, caregiver, guests or home office. Situated on a quiet cul-de-sac in Trumbull's desirable Long Hill neighborhood, this home combines comfortable single-level living with exceptional flexibility. The light-filled main residence features a completely renovated kitchen with abundant cabinetry, center island, quartz countertops, stainless steel appliances and hardwood floors throughout. A slider opens to new bluestone patios and an expansive, fully fenced backyard with an in-ground pool, perfect for outdoor entertaining. The generously sized living room features a large picture window and fireplace. The primary bedroom offers a beautifully renovated ensuite bath, while two additional bedrooms share a second updated full bath. The ADU also features its own beautifully appointed kitchen with quartz countertops and stainless steel appliances. An attached 2-car garage and large unfinished basement provide additional space and possibilities. Enjoy Trumbull's parks, recreation, highly rated schools, with easy access to shopping, dining and highways.

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

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Long Hill Real Estate

Newest Listings in Long Hill

How much is your home worth?

How much is your home worth?