Vermont charm blends with modern comfort in this private, updated, 4-bedroom, 2-bathroom chalet with more than 1,600 square feet of living space on 1.2 acres in Sunderland, Vt. Its classic chalet design with soaring windows fill the space with natural light and showcase the surrounding landscape. The first floor includes three bedrooms, a full bathroom, and a versatile bonus space ideal for an office or additional living area, with easy access to the outdoor hot tub and firepit. The main level is warm and inviting, anchored by a cozy wood-burning fireplace and open living spaces that flow to the large outdoor deck that overlooks the yard, which combine for an excellent gathering and entertaining space. The fourth bedroom and another full bathroom are located on the second level. Outside, enjoy evenings around the firepit or soak in the hot tub under the stars. It's conveniently located just 12 minutes from Manchester's shopping and dining, 15 minutes to Bromley Mountain Ski Resort, and access to endless outdoor recreation. Being sold mostly furnished and rental history and financials available.
Listed by Kim Meeker of Southern Vermont Realty Group
Nestled in the scenic hills of Readsboro, Vermont, this beautiful log home offers the perfect blend of rustic charm and modern comfort. Featuring 3 spacious bedrooms and 2 full bathrooms, the home showcases warm wood finishes throughout, creating an inviting and timeless atmosphere. A finished basement adds valuable flexible space, ideal for a family room, home office, or recreational retreat. Outdoor enthusiasts will appreciate the property's prime location, just minutes from the VASA and VAST trail systems, making it an excellent base for snowmobiling, ATV riding, and year-round adventure. Plus, you're only about 30 minutes from Mount Snow, offering convenient access to some of Southern Vermont's best skiing and four-season recreation. Step outside to enjoy the newly constructed pavilion, perfect for entertaining or relaxing while taking in the peaceful surroundings. Set on a private 1-acre lot, the property provides both tranquility and room to enjoy the outdoors. As an added opportunity, the seller also owns an adjacent 1-acre parcel and would consider selling it, offering potential for expansion, investment, or enhanced privacy. Whether you're seeking a full-time residence or a Vermont getaway, this property delivers character, comfort, and exceptional access to outdoor recreation in a picturesque setting.
Listed by Colt Hazell of Flex Realty, Flex Realty Group of Flex Realty
A Sanctuary for Every Season: Picture the moment you turn off the main road and onto tree-lined Aspen Lane. The frantic pace of the week instantly drops away as you pull into your driveway. Tucked into a lush, wooded lot, this four-bedroom chalet is designed for those who live for the outdoors. Whether you're here to chase the morning light on the slopes of nearby Stratton Resort or to spend a slow summer afternoon exploring the local swimming holes, this home serves as the perfect basecamp for your Green Mountain adventures. Inside, the vibe is cozy. On crisp autumn evenings, the pellet stove becomes the heart of the home, casting a steady warmth that invites long conversations and board game marathons. When the Vermont summer hits its peak, you'll stay perfectly cool thanks to the modern mini-split system-a rare and welcome comfort in a mountain retreat. The expansive deck is your private outdoor dining room, ideal for long weekend brunches or stargazing after a day of hiking. With four bedrooms and 2.5 baths, there is plenty of space for everyone to find their own corner of peace without feeling crowded. A dedicated storage shed means your paddleboards, skis, canoes, and fishing gear are always organized and ready for the next excursion. You can feel the care that has gone into this property. It has been kept in peak condition so that your only job upon arrival is to drop your bags and head outside. From the gear storage to the effortless climate control, every detail has been managed to make your mountain getaways seamless. The mountains are calling, and this chalet is the perfect place to answer. Contact us today to see this Winhall gem in person and start planning your first weekend away.
Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty
Freshly Updated Vermont Home with Mountain Views & Battenkill River Access Move right in and enjoy the many recent upgrades, including a brand-new roof, mini-splits for AC and heat, fresh interior paint, new stainless steel appliances, and a beautifully renovated first-floor bathroom with radiant heated floors. This warm and welcoming 4-bedroom, 2-bath home offers comfortable living spaces with plenty of room to gather, relax, and entertain. The fresh updates give the home a bright, clean feel while still keeping its Vermont charm. Whether you're hosting family and friends or enjoying a quiet weekend away, the layout works beautifully for everyday living. The spacious insulated basement and attached two-car garage adds convenience and extra storage for all your gear. Step outside and take in the mountain views, peaceful setting, and easy access to the Battenkill River. This stretch of the river is known for being one of the widest and deepest nearby-perfect for fishing, kayaking, swimming, or simply unwinding by the water. The screened-in porch, grilling deck, and fenced yard make it easy to enjoy the outdoors in every season. The home is set on a quiet paved cul-de-sac, and residents share 8 acres of riverfront land that offers both privacy and beautiful open space. A low HOA fee covers mowing, plowing, water, sewer, and trash removal, making this an easy property to enjoy year-round or as a weekend getaway. Located just minutes from Manchester's shops and restaurants, about 10 minutes from Arlington-home of famed artist Norman Rockwell-and less than 30 minutes to Bromley Mountain, with several other ski resorts within an hour. Come experience the kind of Vermont living people dream about-mountain views, river access, and a home that's ready to enjoy.
Listed by Margretta Fischer of Wohler Realty Group
This is quite possibly the in-town Manchester home that you have been looking for. Offering convenient one level living and move-in ready condition with two bedrooms and two baths, hardwood floors, living room with woodstove, kitchen and sunroom. The finished basement offers additional living space with large family room, office, additional 3/4 bath and laundry. Don't forget about the attached one car garage. You'll enjoy the nice neighborhood location and quick access to Manchester's shops and restaurants. Come take a look, we don't expect this one to last long.
Listed by David Citron and Julie Citron of RE/MAX Four Seasons
Perched like a storybook retreat and affectionately known as “the treehouse,” this one-of-a-kind home rises from it's owner-built frame, nestled atop a natural rock outcrop with sweeping views of the Taconic Range. Inside, the home unfolds with a sense of wonder. Sunlight dances beneath a dramatic 20-foot ceiling, softly illuminated from above, while a living rock outcrop emerges through the heart of the great room-an organic centerpiece surrounds the fireplace. A vertical live-edge pine feature stretches upward like a tree within the home, complemented by built-in library shelving and two striking pentagonal windows that frame the surrounding Vermont woods like living art. The kitchen and dining area invite both gathering and quiet moments, with warm cherry floors underfoot, a cozy wood stove, and thoughtfully crafted details including reclaimed wood cabinetry and soapstone countertops. Rustic charm meets modern ease. The primary bedroom feels like a peaceful aerie, complete with an ensuite half-bath, walk-in closet, and tranquil views over the Pownal Valley. A separate guest suite offers comfort and privacy, while the main bath provides a spa-like escape inspired by Japanese design-featuring a whirlpool tub set beside a soaring window that gazes out to natural stone, and a sauna spacious enough for six. A partially finished loft adds a touch of versatility, perfect for a reading nook, creative studio, or tucked-away sleeping space. Throughout, the home blurs the boundary between indoors and out, weaving natural materials and architectural artistry into its surroundings-creating a truly magical Vermont retreat that feels both grounded in the earth and lifted among the trees.
Listed by Lindsey Martin of Maple Leaf Real Estate
Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4 additional bedrooms, 3 1/2 baths, a formal dining room, large living room as well as front parlor. The large kitchen with a center island, 6 burner gas range opens to a deck patio on one side and the large garage on the other. Most of the wood floors are Brazilian cherry, combined with antique maple upstairs, and pale bamboo in the primary suite. There is a feel of the rambling farmhouse in this home, artfully combined with the contemporary elements and comforts. Just a short distance to Manchester, this large , yet cozy home would make the perfect place for a growing family, or to develop into multiplex housing with a few units, as there is already the footprint of a duplex here with two kitchen hook-ups, basements, and furnaces. Recent zoning changes will make this home “mixed-use residential”, opening up a host of creative possibilities for small business as well as housing. Great location & excellent school choice. Worth the trip!
Listed by Dana Harvey Kingsley of Josiah Allen Real Estate, Inc.
A must-see! Nestled in a quiet neighborhood just minutes from downtown dining and shopping, this beautifully maintained home offers comfort, flexibility, and thoughtful upgrades throughout. Completely renovated approximately 10 years ago, the home features a well-designed gourmet kitchen with granite countertops, a copper sink, soft-close cabinetry, and a custom built-in wine rack. French doors lead to a charming screened porch, perfect for relaxing or entertaining. The upper level offers three bedrooms, including a spacious primary suite with a private ensuite bath, as well as an additional full bathroom. A separate first-floor bedroom w/living space is currently being used as an in-law suite with its own private feel, offering excellent potential for guest accommodations, multigenerational living, or possible Airbnb/rental income. Sliding doors open to a stone patio and a semi-wooded backyard offering privacy and seclusion. Additional highlights include a large attached two-car garage, a semi-finished basement with ample storage space, a newer roof and gutters, paved driveway with drainage system, newer garage door, and updated furnace. The major improvements have already been taken care of - simply move in and enjoy. Schedule your showing today!
Have you dreamed of a home on a quiet cul-de-sac with over an acre of land and seasonal mountain views? Look no further! Situated on a wooded lot in a very desirable neighborhood, this spacious home has all you need. Flooded with natural light, the large living room includes a gas fireplace, cozy reading nook, and cute sunroom that is perfect for plants. It leads to a wraparound deck, also accessible from the formal dining room. The kitchen has plenty of counter and storage space. Some rooms have hand-painted touches done by a local artist - adding to the uniqueness and charm of the home. A dedicated laundry room with double closets is convenient. Rounding out the first floor are two bedrooms, including a primary with ample closet space and a massive en suite bathroom complete with a bidet and whirlpool tub. Upstairs you will find an additional bedroom with enough space to convert to two separate rooms. A deep heated garage with entrance to the huge dry basement (with high enough ceilings to finish off for even more living space) rounds out this great property. Equidistant to Manchester and Bennington - that means skiing, outdoor recreation, shopping, dining, museums, and more is all at your fingertips! Don't miss out on this special spot.
Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 9, 2026 6:23 PM EDT
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