Chittenden Real Estate

Welcome to the charming city of Chittenden, nestled in the heart of Rutland County, Vermont. Known for its picturesque landscapes and tight-knit community, Chittenden offers a peaceful retreat from the hustle and bustle of city life.

With a population of just over 1,200 residents, Chittenden maintains a small-town feel while still providing convenient access to nearby amenities. The city is surrounded by lush forests, pristine lakes, and rolling hills, making it a paradise for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply taking in the natural beauty, Chittenden has something for everyone.

In addition to its natural wonders, Chittenden boasts a rich history and a vibrant local culture. The city is home to historic landmarks, charming shops, and cozy cafes where you can relax and unwind. Residents take pride in their community and come together for various events and festivals throughout the year.

For those looking to make Chittenden their home, the real estate market offers a variety of options, from cozy cottages to spacious family homes. Whether you're seeking a quiet retreat or a place to raise a family, Chittenden has something to offer every buyer.

Come discover the beauty and tranquility of Chittenden – a hidden gem in the heart of Vermont's Rutland County.

Newest Listings in Chittenden

$199,000

3 Beds ⋅ 2 Baths ⋅ 5108922 MLS

Opportunity awaits at 118 Powerhouse Road! Set on 3.18 wooded acres, this three-bedroom, two-bath manufactured home offers one-level living in a country setting, while remaining just a short drive from Rutland City for work, shopping, dining and everyday conveniences. Inside, you'll find a spacious living room with gas fireplace, a functional kitchen with center island and ample cabinetry, an adjoining dining area, and three bedrooms, including a primary bedroom with its own private bath. The home has been well lived in and is ready for updates and repairs, including flooring, paint and general updating. For a buyer willing to put in the work, the basic ingredients are here to create a comfortable and affordable home of their own. Outside, the mostly wooded acreage provides room to explore, hike, hunt or simply enjoy having your own piece of Vermont. A small fenced yard offers a manageable outdoor space, two storage sheds provide room for tools and equipment, and the existing parking area offers potential for expansion. This isn't a move-in-ready property, but it does offer something increasingly difficult to find: a three-bedroom, two-bath home on more than three acres at an affordable price. Bring some effort, imagination and a willingness to make improvements, and there's plenty of potential here. Offered at $199,000, 118 Powerhouse Road could be a great opportunity for a first-time buyer, someone looking for one-level country living, or anyone who sees the value in improving a property and making it their own.

118 Powerhouse Rd, Chittenden

$399,000

3 Beds ⋅ 2 Baths ⋅ 5106488 MLS

YOUR VERMONT ADVENTURE BEGINS AT YOUR DOORSTEP! Since 2002, this charming custom-built FURNISHED home has been the setting for countless memories, and now it is ready for its next chapter. Tucked away in a private Chittenden setting with direct access to the VAST Trail, this delightful three-bedroom, two-bath, one-level home is the perfect size for a year-round residence or Vermont getaway. Snowmobile for miles along groomed trails, explore wonderful walking and hiking paths, or spend your days kayaking and swimming at the nearby Chittenden Reservoir. After a day of adventure, relax on the deck overlooking the fire pit and Green Mountains, or unwind on the welcoming front porch. Situated on 2.88 acres among other attractive private homes, this well-maintained property offers comfort, convenience, and easy access to everything outdoor enthusiasts love about Vermont. The renowned Mountain Top Inn and Resort is just minutes away, offering fine dining on the patio overlooking the reservoir, horseback riding, and cross-country skiing. Chittenden is also home to Barstow Memorial School and offers high school choice, an attractive benefit for many families. Killington Resort, known as the Beast of the East, is within easy reach, while nearby Rutland provides farmers' markets, restaurants, shopping, and everyday conveniences. Custom-built and lovingly enjoyed by the current owners, this special home is ready for someone new to create lasting memories. Simply arrive, settle in, and start enjoying the Vermont lifestyle.

9 Birch Hill Rd, Chittenden

$475,000

3 Beds ⋅ 2 Baths ⋅ 5101538 MLS

Welcome to your ideal Vermont retreat at 224 Holden Road! Nestled on 3 private, mostly flat wooded acres in popular Chittenden, this beautifully maintained classic Cape offers the perfect blend of peaceful seclusion and convenient accessibility. Step inside to find an inviting open floor plan designed for effortless entertaining and quality time. The main level delivers the convenience of true first-floor living, featuring a bedroom, full bathroom, and laundry. Upstairs, two additional generously sized bedrooms and a second full bath provide plenty of space for everyone. The basement offers versatile bonus rooms, perfect for a home office, gym, or game room. Relax on the expansive western view back deck and take in breathtaking sunset views over a neighboring horse pasture, serene ponds, and the majestic mountains. The open yard is ideal for recreation and comes complete with its own unique, fully powered custom treehouse! A detached two-car garage provides excellent shelter and extra storage for outdoor gear. Located in a community that is served by Barstow Elementary and Middle schools, and offers coveted high school choice, this location is an outdoor enthusiast’s paradise. You are just 10 minutes from the Chittenden Reservoir, 20 minutes from the Paramount Theatre in Rutland, and under 30 minutes from world-class skiing at Killington Resort. Perfect as a full-time residence or a quintessential Vermont getaway!

224 Holden Rd, Chittenden

$399,000

5099939 MLS

READY to BUILD! WATER and SEPTIC DONE! UNDERGROUND POWER DONE! NO ZONING! 24.6 acres of land off Middle Road in north Chittenden Vermont. This land is composed of 2 contiguous separately deeded lots. The 6 acre lot is ready to build with a drilled well, a 3 bedroom septic system, underground power and a driveway all in place! The 18.6 acre lot is about 75% wooded and 25% cleared land with a nice trail system in place! The larger parcel has numerous potential home sites but would need to go through the normal permiting process. This is a great property for someone looking for privacy and possible future development.

Nuthatch Rd, Chittenden

$579,000

4 Beds ⋅ 2 Baths ⋅ 5095441 MLS

Must see, new price! Welcome to 275 Chittenden Road, a classic Vermont Farmhouse fully refinished set on 1.2 level acres with frontage along East Creek. Offering 4 bedrooms, 2 full baths, and 2,532 finished square feet, this 1850 home blends historic charm with warm, updated living spaces and flexible options for today’s lifestyle. This fully remodeled home from the studs must be seen in person to fully enjoy. Featuring exposed beams, refinished wide plank wood flooring, tiling in the kitchen and all baths no detail was missed. The additional rec room with vaulted ceilings offers the space for all of your entertaining needs. The kitchen is well appointed with marble countertops and attached dining. Step onto the screened in seasonal porch to enjoy the sound of the East Creek rolling by. Enjoy single level living with a bedroom, bath and laundry on the main floor. The property also includes a versatile accessory unit with one bedroom, its own kitchen, and a living room, offering excellent flexibility for guests, extended household needs, a private work-from-home setup, or other uses subject to local approvals. Outdoor living is just as inviting, with a covered porch, screened porch, open yard space, and the sights and sounds of the creek. Located in scenic Chittenden, Vermont, this Rutland County setting is known for its peaceful rural character and access to year-round recreation. Enjoy proximity to hiking, fishing, snowshoeing, within 30 minutes of skiing, Chittenden Reservoir, Chittenden Brook, and the broader Green Mountain region, while still having local conveniences and nearby Rutland-area amenities within reach. This home has it all, nice finishes, low maintenance with heating systems and electrical all updated, beautiful landscaping, porches and decks to enjoy, a beautiful flowing creek in the back yard and flexibility in living accommodations. The property is offered fully furnished less a few personal items. This is a must see to fully appreciate!

275 Chittenden Rd, Chittenden

$140,000

5089215 MLS

Discover the possibilities on this beautiful 6-acre parcel located on quiet Middle Road in scenic Chittenden, Vermont. Set in a peaceful country location, this wooded and sloping lot offers a mix of recreational, agricultural, and residential potential, with mountain views and a private setting surrounded by Vermont’s natural beauty. The property features dead-end, dirt/gravel road access via shared easement and is located in a residential zoning district. With a septic design being finalized and on-site septic needed, this parcel is ready for your vision—whether you are looking to build a year-round home, seasonal getaway or simply invest in a sizable piece of Vermont land. Enjoy the privacy of an interior wooded lot while still being within reach of Route 7, local schools, outdoor recreation, and the greater Rutland area. Located in the Rutland Northeast School District, with Barstow Memorial School serving elementary and middle school students.

220 Middle Rd, Chittenden

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