Properties Near 165 Chittenden Road Chittenden, VT

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Set on a peaceful country road in the desirable town of Chittenden--known for its highly regarded elementary school and high school choice--this 4-bedroom, 2.5 bath home offers the perfect balance of privacy, functionality, and potential. The home sits on a 1.30-acre lot featuring a sunny, level front yard framed by stonewalls, a partially wooded backyard, and plenty of outdoor space to enjoy Vermont's natural beauty. Inside, a bright and sunny layout welcomes you with an easy flow. The heart of the home is the spacious kitchen, complete with ample cabinetry, generous counter space, counter seating and a cozy breakfast nook. The open-concept area includes a woodstove and direct access to the deck and backyard, making it perfect for gatherings in any season. A formal dining room adds a classic touch for special meals or holidays. With four bedrooms, there’s room for everyone. The primary bedroom features two closets and an attached bath. The full basement offers expansion potential, with a double-door walkout room that gets natural light—ideal for finishing into additional living space, plus there is a separate workroom for projects or storage. Additional features include a must-have attached two-car garage—perfect for Vermont winters—a newer roof, and a recently paved driveway. Three sheds provide ample storage for tools, toys, or hobbies. While some exterior maintenance is needed, the home is solid and ready for your personal touches. Don't miss this opportunity.
Enjoy this beautifully maintained 4-bedroom, 2 full-bath, and 1 three-quarter bath home, offering comfortable one-level living with a versatile loft space. The spacious interior features soaring cathedral ceilings that open into the main living area, creating an airy and inviting atmosphere. Situated in a private, wooded setting, this home provides a peaceful retreat close to outdoor recreation. It’s conveniently located just a short drive from Pico and Killington ski resorts, with close proximity to the Chittenden Reservoir for summer and winter activities. Plus, nearby snowmobile trails offer additional outdoor adventure options. Shopping for the basic essentials is also easily accessible. A perfect blend of nature, convenience, and comfortable living!
Welcome to this beautifully updated two-bedroom, two-bathroom Cape-style home, perfectly set on nearly ¾ of an acre in lovely Pittsford, Vermont. From the moment you arrive, you’ll appreciate the charm and functionality this property offers. Step inside to find gorgeous hardwood floors, a spacious living room with a large brick fireplace, and three heat pumps to keep you comfortable year-round. The main floor bonus room adds versatility—perfect for a home office, guest room, or play area. The kitchen and dining areas flow seamlessly, with a slider leading to the backyard for easy indoor-outdoor living. The inviting covered front porch is the perfect spot to sit, relax and admire the genuine beauty of the changing seasons that Vermont is well known for! Upstairs and down, you’ll enjoy an abundance of closet space, while the basement is ready for your finishing touches—ideal for a game room, home office, or additional living area. The detached two-car garage was thoughtfully renovated in 2023 including a 50 amp outlet, perfect for car charging, an air compressor or a welder! With a newer roof, updated plumbing and electrical this home is ready to go with minimal maintenance! This property truly captures the Vermont lifestyle—comfortable, stylish, and set in a beautiful natural setting. Centrally located between Killington/Pico and Middlebury ski areas! Don’t miss your chance to make this one yours!
One of Chittenden's best kept secrets is this extremely private cabin that resides on 55 acres. The property has 540 feet of road frontage, views of Pico, pond, all filtered with wildlife and beautiful Vermont scenery. The property offers a couple of outbuildings, one big enough for vehicles or toys, and the cabin is being sold mostly furnished with the exception of the two woodstoves in kitchen, fryolator, and a few personal items. The water comes from the pond but if somebody desired could drill their own well. The cabin has an inverter with numerous batteries, small solar panel for electricity. When you are at the property a magical sense comes over you that is just hard to explain. Lets go to the cabin. Priceless Sweet Vermont!
This charming, well maintained, 4-bedroom cape with attached garage in Proctor is a must see! Main level has two bedrooms, two bathrooms, a laundry room, an eat-in kitchen with breakfast bar, living room and den. There are lots of built-in cabinets, closet space, and storage areas. The upper floor has 2 bedrooms, perfect for office or craft space, household members or guests. The basement is partially finished with a large entertaining room with a fireplace and bar area perfect for social gatherings. There is also an unfinished area that walks up to the garage which makes for a great workshop and/or storage area. Large western facing deck with hot tub area is perfect to enjoy BBQ’s and sunsets. The spacious manicured yard with mature trees and shrubs has a shed for storing your yard tools and games. Proctor has a swimming pond and ice-skating rink. This home is close to hiking and mountain biking trails and Pico and Killington is just a short drive away.
The sellers work, ski, bike and everything Vermont launch pad for 37+ years now for sale. Great location. 226 sq ft and 64 sq ft outside decks, fenced in back yard great for your dog(s). New 2024 furnace. 2018 new windows. garage and mudroom reroofed in 2021. Concrete septic tank and drywell. 7.4 miles to Pico, 13 miles to Killington Snowshed lots,4.8 miles to Home Depot, 30.3 miles to Okemo Jackson Gore, 10 miles to Chittenden Reservoir Dam. Barstow School District. Seller is a real estate professional.
Welcome to 3277 US Route 7, Pittsford, VT. Fully renovated 3-bedroom, 2-bath home blending modern comfort with Vermont charm. About 1,209 sq ft of finished space and true turn-key living. Recent upgrades include new roof, electrical and plumbing, hot water heater, windows, doors and locks, fresh interior/exterior paint, new appliances, partial new flooring, plus a gorgeous wraparound porch and a spacious back deck for relaxing or entertaining. Public water; private septic recently pumped with new risers and baffles for a smooth handoff. Prime location near Rutland's shops, cafes, Paramount Theatre, year-round events and farmers markets, with outdoor access to Pine Hill Park trails, Chittenden Reservoir and Lake Bomoseen, and quick trips to Pico and Killington. Everyday needs are close by, including grocers, dining, and Rutland Regional Medical Center, with easy commuting on US-7. Seller will finish the exterior paint to match current color or repaint to buyer's choice. Investor note: Comprehensive renovations mean low near-term maintenance and immediate long-term or mid-term rental potential! Move-in ready with modern systems and timeless character. Schedule an appointment today!
OPEN HOUSE SATURDAY OCTOBER 18th from 10AM to 12PM. Step inside and feel right at home! This well-loved single-level home in the sought-after town of Chittenden offers comfort, charm, and a great layout that just makes sense. A warm paint palette and tasteful décor set the tone, while newer laminate flooring runs throughout for easy care and a clean look. The comfortable living room is perfect for relaxing, and the eat-in kitchen has plenty of space to gather around the table. Three nicely sized bedrooms make this home just the right fit. Stay cozy all winter long with the high-quality DS woodstove, complete with a new Class A chimney and handy woodshed. There’s also baseboard heat and a centrally located heat pump for an extra heating (and cooling!) option. The garage keeps your car out of the weather and adds extra convenience. Downstairs, the basement offers a workshop area, tons of storage, and room for hobbies or projects. Set on an acre, the property features a great yard with landscaping, a slate walkway, a deck out back, firepit area, and plenty of space to garden or play. A shed provides even more storage, and there’s ample parking for everyone. You’ll love the location—the village of Chittenden is home to a library and country market, and this home is just down the road from the Chittenden Reservoir, a popular local spot for swimming, boating, and fishing. Located in the highly regarded Barstow School District, and only 7 minutes to Rutland.
OPEN HOUSE SATURDAY OCT 4TH FROM 900AM-1100AM- Price Improvement- $299,000 as-is, where-is Come on in the Water is Fine!! Newly refurbished in-ground pool! This special corner-lot property offers .61 acres elevated from the road, complete with an in-ground pool, cabana with outdoor kitchen setup, with direct access to the Proctor Forest. Once the go-to spot for gatherings, celebrations, and summer entertaining, it’s ready to shine again. Listed with the town as 3 bedrooms and 2 baths and most rooms have original wood floors. A recent professional remediation of the lower level (undetected small pipe/water leak) provides peace of mind and the opportunity to double the home’s living space once refinished. One can change a home’s style, finishes, and décor, but you can’t recreate a setting like this one—and that’s what makes it truly special. So, roll up your sleeves and transform 31 Chatterton Park into the home of your dreams- you won't be sorry you did. Fabulous community and location!
Welcome to this beautifully renovated 4-bedroom, 2-bathroom home on a quiet dead-end street in the heart of Proctor. Sitting on just under a third of an acre, this property combines modern updates with classic character. Inside, you’ll find fresh paint and new flooring throughout, a main-level primary bedroom, three additional bedrooms upstairs with a full bath, and a bright heated sunroom at the front of the home. Built-in cabinetry in the dining room highlights the home’s original charm, while the thoughtful updates create a clean, inviting feel. Step outside to a backyard designed for both relaxation and recreation. A multi-level deck leads to the above-ground pool and a pergola-style gazebo, perfect for summer dining or lounging. The yard also features a fire pit, gardening space, and a unique root cellar tucked into the hillside. The one-car garage is ideal for a small vehicle, workshop, or extra storage. Living in Proctor means you’re never far from local treasures. Explore the Vermont Marble Museum, cool off at Proctor Pool, or enjoy year-round recreation with Lake Bomoseen and Killington Resort just a short drive away. Schedule your showing today!
Newly renovated two story home with a partially finished walkout basement sitting on 2-acres with a meadow view that's home to horses across the street. Move-in ready, single story living on the upper level with kitchen, living room, mudroom, laundry, 3-bedrooms, and 1 full bathroom. Expand your living space downstairs to gain almost double the square footage. The partially finished basement has an additional living room, bedroom, plus a large bathroom framed and ready for you to make it your own. The lower level could become an in-law suite or separate apartment as it has full-size windows and it's own entry. The 2-acres surrounding the property feature a mostly level yard, wooded perimeter, a fenced chicken coop and wooden playset. BRAND NEW PRIVATE DRILLED WELL to be installed early September. Whether you want to start your own homestead, or have a private setting but still be close to town, look no further. Schedule a showing and see it today!
Discover this beautifully maintained double-wide home nestled on just over an acre of scenic surroundings. Located on a peaceful private road, this property offers a perfect retreat with many desirable features. Enjoy the tranquil setting with East Creek flowing behind the property, complemented by a large, level front yard ideal for outdoor activities and gardening. The home features a convenient carport for parking and easy access. Enter into an inviting open-concept living room and kitchen, perfect for modern living and entertaining. The layout creates a warm, welcoming atmosphere, enhanced by updated kitchen flooring. Relax or entertain on the front and back decks, ideal for outdoor gatherings or simply soaking in the serene surroundings. The fenced-in area on one side provides a secure space. Additional amenities include a shed for storage, an on-demand generator that has recently been serviced for peace of mind, and a new roof installed five years ago. Inside, the primary bathroom has been updated, adding a modern touch to this already charming home. Don't miss the opportunity to own this move-in-ready property that combines comfort, privacy, and natural beauty. Schedule your viewing today!

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