Long Hill Homes under $600,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Long Hill and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Long Hill Homes under $600,000

$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

$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

$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

$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

$500,000

3 Beds ⋅ 2 Baths ⋅ 24150068 MLS

Welcome to this bright and inviting 3/4 bedroom, 2 full bath ranch style home offering the ease and comfort of TRUE single-level living! Sunlight fills the open kitchen, which overlooks the family room with a fireplace and soaring vaulted ceilings, an inviting space designed for both relaxed everyday moments and meaningful time together. The kitchen flows seamlessly into a spacious living room with another vaulted ceiling, creating an ideal layout for entertaining, hosting celebrations, and making lasting memories. French doors lead from the living room to a large sunroom, offering exceptional versatility and potential as a fourth bedroom, home office, or den, complete with its own private exterior entrance. The primary bedroom features a full bath, sliders to the backyard, and a convenient mudroom that connects directly to the garage. Two additional well-proportioned bedrooms and a second full bathroom complete the main level. Ideally situated in an adorable sought after neighborhood within walking distance to Jane Ryan Elementary School, approximately 50 miles from New York City, this home is conveniently located near playgrounds, popular restaurants, shopping areas, highways and a 15 minute drive to the Metro North Train Station. As a Trumbull resident, you have access to 2 community pools, a golf course and the fantastic Pequonnock River biking/walking trail. Don't miss this the opportunity to own a wonderful home in one of Trumbull's most desitrable locations!

40 Rose Ter, 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 Homes under $600,000

Newest Long Hill Homes under $600,000

How much is your home worth?

How much is your home worth?