Chittenden County Homes under $500,000

Chittenden County Homes under $500,000

Welcome to Chittenden County, Vermont—a captivating blend of natural beauty, vibrant communities, and rich history. Nestled in the heart of the Green Mountain State, Chittenden County is home to the bustling city of Burlington, the largest city in Vermont, where you can enjoy an eclectic mix of shops, restaurants, and cultural attractions. The county is renowned for its stunning landscapes, including picturesque lakes and rolling hills, making it a haven for outdoor enthusiasts and nature lovers alike.

For those seeking a place to call home, Chittenden County offers a diverse array of real estate options, including charming properties priced under $500,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a variety of homes that cater to your needs. From cozy single-family residences to modern townhouses, the housing market here is as varied as the communities themselves.

Living in Chittenden County means embracing a lifestyle rich in outdoor activities, with access to hiking trails, skiing, and the scenic beauty of Lake Champlain. The area is also known for its strong sense of community, excellent schools, and a commitment to sustainability. With a thriving local economy and a welcoming atmosphere, Chittenden County is not just a place to live; it's a place to thrive.

Explore the charm of Chittenden County and discover your dream home today—all without breaking the bank! With homes under $500,000 available, your ideal Vermont lifestyle awaits.

Newest Chittenden County Homes under $500,000

267 Eastview Cir, Williston
$379,900
2 Beds ⋅ 2 Baths ⋅ 5112838 MLS
This end unit townhouse enjoys a wooded and meadow backdrop on the outer edge of the neighborhood with extensive updates, and an easy lifestyle. Just minutes from Essex Junction’s Five Corners and Williston’s Taft Corners, the location puts shopping, dining, and entertainment within easy reach, with convenient access to the Burlington International Airport and Interstate 89 at Exit 12. This unit stands out from others for its attached garage and first floor den tucked away on the back of the home, which makes an ideal home office for the remote worker, or a quiet den. Recent updates in 2022 include LVP (luxury vinyl plank) flooring throughout the first floor and second floor hall and bath, new carpet in both bedrooms, and all new vinyl windows. A new mini-split was installed in 2023 adding air conditioning and efficient first-floor heat, which works in conjunction with the gas fireplace in winter months. The spacious kitchen offers generous counter space, and recent appliances including microwave 2025, dishwasher 2025, refrigerator 2024, and glass top electric range 2019. Southern exposure brings the sunken living room to life with sunshine, as well as the adjoining den/office. Upstairs, conveniently located laundry serves both bedrooms, with a washer and dryer purchased within the past three to four years. The primary bedroom features double closets, and private access to the full bath via adjoining alcove with vanity and sink, adding convenience. The attached garage with an automatic door and direct entry makes coming and going easy and secure in every season. Above the garage, approximately 30-by-8 feet of attic space provides generous storage, with easy access off the second floor hallway. With its private backdrop, versatile layout, and substantial updates, this home offers comfortable townhouse living close to everyday essentials.

267 Eastview Cir, Williston

41 Manseau St, Winooski
$419,000
3 Beds ⋅ 1 Baths ⋅ 5112648 MLS
Classic, sophisticated, and right in the heart of Winooski, this is a house with some serious charm. Start on the enclosed front porch, where a full bank of windows creates a bright, welcoming space to settle in and watch the neighborhood go by. Through the front door, the main level opens up with warm wood floors, beautiful original trim and casings, coffered ceiling details, and a pellet stove anchoring the living area. There's character here, the kind that’s hard to replicate and even harder to find. The kitchen offers plenty of cabinet and work space, while the bright dining room is made for everything from weeknight dinners to lingering evenings around a full table of friends. Upstairs, three spacious, light-filled bedrooms continue the original wood floors, while the full bath brings even more vintage personality with a claw-foot tub and built-in storage. One more flight leads to an unfinished attic for additional storage. Downstairs, the basement provides laundry and more room for the practical stuff. But out back is where this house really shows off. An enormous screened porch steals the show, creating an outdoor living room you'll want to use every chance you get. Beyond it, an adorable backyard offers just enough green space, with a detached one-car garage tucked at the back. And then there's the location. Downtown Winooski and its seriously good food scene are just a 10-minute walk away, while I-89 is barely a minute from home when you're headed farther afield. With its original character, inviting spaces, and great bones already in place, this home is ready for its next owner to bring their own ideas and take it to the next level. The hard-to-find stuff is already here. Now it's ready for what comes next.

41 Manseau St, Winooski

936 Industrial Ave, Williston
$419,000
3 Beds ⋅ 1 Baths ⋅ 5112597 MLS
Here’s your opportunity to build equity while making this sweet home your own! This lovingly cared for 3-bed, 1-bath raised ranch is move-in ready with plenty of potential to add value over time through cosmetic updates and personal touches! Rest easy; many of the important behind the scenes improvements have already been taken care of, including a brand-new furnace installed in February 2026 and newer roof from 2019. The windows, slider, front door, and garage door have also been upgraded, along with low maintenance Trex decking and bathroom updates. With money already invested in many of the home’s major systems and functional improvements, you can focus your energy and budget on the fun part: refreshing finishes and updating the style to suit your taste! Inside, hardwood flooring adds warmth to the main living areas and stairs, while the semi-open main level offers easy everyday flow, with bedrooms and bath down the hall. The lower-level den provides flexible overflow space with a fireplace and room for a second living area, game room, entertaining, or combination of uses! The attached one car garage and workroom add everyday convenience, storage, and space for projects. Outside, enjoy the beautiful south facing yard with plenty of room for a garden, thoughtful low maintenance landscaping, a raised deck, basketball hoop, and storage shed. The home has been well loved and is ready for its next chapter! Whether you tackle projects gradually or jump right into a cosmetic refresh, this is the kind of home where a little sweat equity can go a long way. Conveniently located near Williston shopping, dining, amenities, and services. I-89 is just 2 miles away, Burlington International Airport 3 miles away, and UVM Medical Center under 5 miles from the home. A practical location for everyday life, shopping, commuting, travel, and easy access to both the Burlington area and greater Vermont adventures! Come see the possibilities for yourself; motivated sellers!

936 Industrial Ave, Williston

105 Bonanza Park, Colchester
$460,000
3 Beds ⋅ 2 Baths ⋅ 5112570 MLS
Welcome home to this inviting Colchester ranch offering comfortable one-level living in a convenient location. From the large front porch, step inside to a bright living room centered around a cozy gas fireplace. The nicely updated kitchen features newer cabinetry (2025), quartz countertops (2025), stainless steel appliances, and an easy connection to the adjoining dining area, creating a functional layout for both everyday living and entertaining. Off the dining space, enjoy a spacious enclosed porch with easy access to the backyard and new flooring in 2024. Hard-surface flooring continues down the hall to the primary bedroom, which offers a walk-in closet and attached half bathroom for added convenience. Two additional bedrooms and a full bathroom complete the main level. Downstairs, the partially finished lower level offers a large recreation room, bonus room, workshop, and additional storage, providing plenty of flexibility for a variety of uses. Outside, enjoy a level, landscaped 0.42-acre corner lot with a fully fenced yard, garden space, natural shade, and a storage shed. An attached one-car garage with direct entry, paved driveway, and mini-split cooling adds everyday convenience. Additional updates include a newer hot water tank (2024), and fresh paint throughout in 2025. Set in an established Colchester neighborhood near schools and shopping, with easy access to recreation including the Causeway, Colchester Bike Path, Thayer Beach, Leddy Beach, and more. Burlington is also just 10 minutes away, putting downtown dining, shopping, the waterfront, UVM, and the greater Burlington area within easy reach. With neighborhood living, nearby recreation, thoughtful updates, and convenient access to both Colchester and Burlington, this home offers an ideal combination of comfort, functionality, and location. See features sheet for complete list of improvements.

105 Bonanza Park, Colchester

9042 Williston Rd, Williston
$449,000
3 Beds ⋅ 1 Baths ⋅ 5112475 MLS
Set back from the road in a tucked-away spot in Williston, this is not your ordinary ranch. It's got style. Well-maintained, unexpectedly cool, and full of personality, this three-bedroom home proves that one-level living doesn't have to be predictable. Come in through the enclosed porch and step into a well-appointed kitchen with newer appliances, including a gas range. From there, the house opens up. A bright and spacious dining area flows into the generous living room, where a big bay window pulls in tons of natural light and gives the space a little extra architectural punch. The updated full bath skips the standard setup with a separate soaking tub and shower, plus a new vanity and toilet. Each of the three bedrooms has a personality of its own, including one currently doing double duty as a home office. Downstairs, a full unfinished basement handles the practical stuff (laundry, storage, gear), and leaves plenty of room to imagine what else it could become. A new washer, dryer, and hot water heater are already in place, taking a few big-ticket items off the list. Outside, a deck overlooks an enormous front yard with plenty of room to garden, play, or entertain. Set well back from the road and surrounded by green, the property has a sense of privacy that's increasingly hard to come by. Best of all, tucked away doesn't mean out of the way. Williston's shops, restaurants, recreation, and everyday conveniences are just a few short minutes from the door. Easy to live in, a little unexpected, and definitely not cookie-cutter.

9042 Williston Rd, Williston

59 Elm St, Winooski
$475,000
4 Beds ⋅ 2 Baths ⋅ 5112474 MLS
Welcome to 59 Elm Street, a charming, beautifully updated single-family home located right in the vibrant heart of Winooski, VT! Offering 4 spacious bedrooms, 2 full bathrooms, and 1,344 finished square feet of thoughtfully designed living space, this turnkey residence perfectly blends modern functionality with classic New England character. At the center of the home is a stunning, updated chef’s kitchen equipped for everything from quick weeknight meals to festive weekend gatherings. Significant capital improvements bring complete peace of mind, including a reliable new boiler (2016), fresh vinyl siding (2024), and high-efficiency windows installed throughout in 2025 (with full egress windows in all four bedrooms for maximum safety and natural light). Out front, custom raised garden beds invite you to grow your own fresh herbs, vegetables, and flowers, adding immediate curb appeal and home-grown charm. Step outside to enjoy Winooski’s lively downtown scene, featuring top-tier dining, local breweries, scenic riverfront trails, and community parks—all just minutes from your front door, with seamless access to Burlington, UVM, and the medical center. Whether you're looking for extra space to grow, a dedicated home office setup, or a worry-free property where all the big-ticket maintenance items have already been checked off, 59 Elm Street is ready to welcome you home. Schedule your private showing today before this gem is gone!

59 Elm St, Winooski

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