Under 500k

MLS Number 5069239

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 3
• Bathroom 1

Discover the charm of Vermont country life at 387 Wilmouth Hill Road, a welcoming 3-bedroom, 1-bath raised ranch set on 4.6 picturesque acres in the heart of Shrewsbury. Surrounded by rolling hills, mature trees, and fresh mountain air, this property offers the perfect blend of comfort, space, and natural beauty. The home features a bright and inviting layout with generous living areas and large windows that bring the outdoors in. The open kitchen and dining area flow nicely into the living room, ideal for relaxing evenings or casual entertaining. Three comfortable bedrooms and a full bath complete the main level, offering plenty of room for family, guests, or a home office. Step outside and enjoy the best of Vermont's four seasons. With over four acres of land, there's ample room for gardens, recreation, or simply unwinding in your own private retreat. The property's peaceful setting provides privacy, while still being just a short drive to Rutland's shops, dining, and conveniences. Outdoor enthusiasts will appreciate nearby ski resorts, hiking trails, and the Green Mountain National Forest, all just minutes away. Whether you're looking for a full-time residence or a weekend getaway, this Shrewsbury home offers an inviting slice of Vermont living with room to grow and make it your own.

Listed by Chris Williams and Flex Realty Group of Flex Realty

MLS Number 5075441

• Residential Single Family
• Full Bath 1
• Address 35 Ossie Road
• Construction Existing
• Bedrooms 3

Spacious East Middlebury Ranch on 1.20 Acres with Mountain Views Set on a generous 1.20-acre lot with a beautiful Green Mountain backdrop, this inviting ranch-style home offers comfort, flexibility, and room to grow. The property includes an attached two-car garage plus a separate detached building-perfect for hobbies, a workshop, or a small business-complete with its own power supply. Home has many new upgrades, new windows, new roof, new siding (concrete James hardy), new heating system VT GAS, new electrical and new deck! Inside, the bright and open living space features a sunny three-season sunroom that flows into the dining area and kitchen. The main level includes a full bathroom, while a convenient half bath is located on the finished lower level. The lower level provides excellent versatility for additional living space, whether you need room for guests, extended family, or recreation. Enjoy the ease of being close to East Middlebury amenities, including a bakery, convenience stores, the post office, and more. Outdoor enthusiasts will appreciate quick access to skiing, hiking, and snowmobiling trails. The expansive yard offers ample space for gardening, play areas, and pets. This spacious lot also offers the potential for subdivision to create an additional building lot, giving buyers even more opportunity. A wonderful chance to enjoy space, comfort, and flexibility in a desirable location.

Listed by Roxanna Emilo of Emilo Real Estate,LLC

MLS Number 5087175

• Residential Single Family
• Full Bath 1
• Address 64 Maple Street
• Construction Existing
• Bedrooms 3

Located in the village of Chester, this 4-bedroom, 3-bath property offers a rare amount of space and flexibility for an in-town setting. You'll enter through the heated attached two-car garage into a layout that's both functional and easy to live in, with room to spread out when you need it and gather when you want to. The kitchen features warm wood cabinetry, a breakfast bar, and a flexible area that works just as well for casual dining as it does for a home office setup. The dining space flows easily into a sunken living room, where the pellet stove becomes a natural gathering spot. Two bedrooms on the main level, each with their own bath, make this a great fit for a variety of living situations. Upstairs, you'll find a spacious bedroom, a separate flex room currently used as a movie room, and an unfinished bonus area ready for whatever you have in mind. Storage is not an issue here, between the closets and full basement, there's plenty of space to keep things organized. The home is equipped with a new furnace and four heating zones, offering efficiency and control throughout. Outside, a wide back patio gives you a great place to relax, while the barn and oversized three-bay garage offer serious utility for storage, equipment, or hobbies. The detached garage is currently rented for $500 per month, and the tenant would be open to continuing that arrangement with the next owner. The property borders Lovers Lane Brook, adding to the natural setting and privacy, all just minutes to Chester's shops, dining, and village amenities. If you've been looking for an in-town property with more space and versatility than most, this one is worth a look. Furnishings are negotiable for anyone looking for a truly turn-key property!

Listed by Betsy Adamovich of Real Broker LLC

MLS Number 5088008

• Residential Single Family
• Full Bath 1
• Address 7429 Us Route 4
• Construction Existing
• Bedrooms 3

THE SUGAR HOUSE - Beautifully renovated in 2007, this light-filled Vermont home is ideally located in the heart of historic Bridgewater, just 10 minutes from the charm, dining, and culture of the village of Woodstock. Offering the perfect balance of four-season recreation and classic New England character, the property is equally suited as a primary residence, weekend retreat, or investment opportunity. The home features three bedrooms, two updated bathrooms, an open-concept kitchen and living area, and fully modernized systems for easy ownership. Outside, enjoy a true Vermont lifestyle with nearby swimming holes, hiking and biking trails, horseback riding, the Bridgewater Mill, and local favorite Ramunto's Pizza all within easy reach. The VAST trail is located just behind the property, providing direct access to winter adventures and peaceful summer walks through the Green Mountains. A spacious two-car garage includes a large second-floor workshop or studio space, while the charming chicken coop offers flexibility for hobby farming, storage, or relaxed evenings outdoors. Perfectly positioned for ski enthusiasts, the home is just a short drive to Killington Resort, Pico, Okemo, and Saskadena Six, making it an exceptional base for enjoying some of Vermont's best skiing and year-round recreation. The property also benefits from a strong and established short-term rental history, offering excellent income potential in one of the region's most desirable tourism corridors. Move-in ready and conveniently located near outstanding schools, outdoor recreation, and the timeless appeal of Woodstock, The Sugar House is a rare Upper Valley opportunity.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

MLS Number 5082361

• Residential Single Family
• Full Bath 2
• Address 892 Burton Hill Road
• Construction Existing
• Bedrooms 4

Conveniently located just outside Barton Village on a paved road, this well-appointed home offers the perfect blend of privacy, accessibility, and outdoor adventure. It sits on nicely manicured 1.8 acres of land, ideal for recreation or relaxing in a peaceful neighborhood. The main level was just professionally painted (floor to ceiling) and features a spacious primary bedroom with ensuite bath, a bright and airy living room, a half bath, and a dining area with stunning views through French-style doors. The kitchen is outfitted with stainless steel appliances, rich cherry cabinetry, and sleek granite countertops that look amazingideal for both everyday living and entertaining. Step outside from the dining room onto the back deckperfect for morning coffee or evening gatherings. Upstairs, you'll find three additional bedrooms plus a large home office, offering ample space for family, guests, or remote work. The partially finished walkout basement provides flexible, usable space and includes a laundry room with full-size washer and dryer, utility sink, and convenient access via both sliding glass doors and an automatic garage doorgreat for bringing in larger items. Additional highlights include an oversized, heated two-car garage with large open storage space aboveperfect for seasonal dcor or hobby use; generator hookup; central vacuum system; direct access to a road that is authorized for ATV use. Snowmobile access to VAST trails just across the street making this an excellent option for outdoor enthusiasts.

Listed by Jeffrey Harper of Rowell Realty LLC

MLS Number 5090655

• Residential Single Family
• Full Bath 2
• Address 34 Johnson Hill Road
• Construction Existing
• Bedrooms 3

Recently repositioned with a price improvement, this move-in-ready chalet offers even greater value in one of Dover's most desirable mountain neighborhoods. Nestled on a corner parcel in the desirable Dover Hills area near Mount Snow, this beautiful chalet offers the perfect low-maintenance four-season retreat. Designed for easy upkeep and effortless enjoyment, the home combines warm mountain charm with modern amenities, abundant natural light, and true move-in-ready convenience. Ideally located just minutes from skiing, snowmobile trails, golf, hiking, lakes, shopping, and dining, this property is perfectly suited as a year-round getaway or income-producing vacation rental. After a day on the slopes, relax beside the cozy wood-burning fireplace or unwind in the outdoor hot tub while taking in the peaceful mountain setting. The thoughtfully updated interior features vaulted ceilings, natural woodwork, and oversized windows that fill the home with sunlight. A stunning kitchen with stainless steel appliances opens to a spacious dining area and wrap-around deck, creating an ideal space for entertaining or quiet evenings outdoors overlooking the landscaped yet low-maintenance grounds. The main level includes a comfortable bedroom and full bath, while upstairs offers 2 additional bedrooms, and bath with shower and soaking tub. The convenient mudroom entries for easy four-season living. Outside, ample parking, a paved road location, excellent sun exposure, generous lawn space for pets or play. Beautiful furnishings are included, making this a true turnkey opportunity near some of Southern Vermont's best outdoor recreation. Whether you're seeking a relaxing second home, ski retreat, or investment property, this exceptional chalet must be seen to be appreciated.

Listed by Donald Koelsch of Deerfield Valley Real Estate

MLS Number 5092831

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 5
• Bathroom 2

Experience timeless charm in this classic Waterbury Village farmhouse, gracefully nestled among meticulously landscaped gardens. Step inside through a welcoming mudroom entry that blends functionality with style. Revel in exquisite natural woodwork, sunlit gleaming hardwood floors, and an abundance of windows that bathe the home in warmth. The inviting enclosed sunporch offers a serene space for morning coffee or relaxing with a good book. The main level boasts a spacious first-floor bedroom and a full bath, ensuring comfort and convenience for guests or single-level living. Entertain with ease in the expansive country kitchen, elegant dining room, and spacious living room, all centered around a charming brick fireplace with a cozy gas insert-perfect for gatherings year-round. Ascend the gorgeous, handcrafted staircase to discover four generously sized bedrooms, 2 with walk-in closets, each offering tranquil retreats with ample natural light. A tastefully updated half bath enhances the upper level's comfort, making it perfect for family living or hosting overnight guests. Enjoy a highly walkable location, with sidewalks leading to vibrant local shops, acclaimed restaurants, and all the amenities Waterbury Village has to offer-making this home the perfect blend of comfort and convenience. For car enthusiasts or those who value abundant storage, the exceptional five-car detached garage features a full second floor-ideal for a workshop, studio, or expansive storage needs.

Listed by Joanie Keating of BHHS Vermont Realty Group/Waterbury