Montgomery Vermont Real Estate

Discover the perfect Vermont escape on this 23.1-acre parcel located on North Hill Road, in the heart of the charming ski town of Montgomery, just 13 miles from the entrance to Jay Peak Ski and Golf Resort. This scenic property offers 631 feet of frontage on Black Falls Brook, with lovely mountain views, quiet seclusion, and a mix of mature forest and open meadows. A partially completed Amish-built cabin (approximately 70% finished) partially wired for electricity, vinyl windows, steel roof, pine ship-lap siding with a covered porch and front deck invites you to bring your vision and complete the dream. With a State of Vermont Waste Water permit in place for a 3-bedroom home and power already on site, you're well on your way to building a year-round residence or vacation getaway. Set on a dead-end country road, this location offers ultimate tranquility with close proximity to world-class skiing, golfing, and hiking. Come explore the possibilities of this rare Vermont gem.

Take a look at this secluded one-bedroom, one-bath home, a unique getaway opportunity. Originally a camp, it has been converted into a full-time residence situated on 10.5 private acres with its own pond and abundant wildlife. Enjoy the option of being completely off-grid or easily connecting to the new power pedestal located at the front corner of the property with minimal effort.

Charming Renovated Village Home in the Heart of Montgomery Center Nestled in the picturesque ski town of Montgomery Center, this beautifully renovated village home offers the perfect blend of historic charm and modern convenience. Ideally located within walking distance to the local elementary school, village park, popular restaurants, and a well-stocked grocery store, you’ll enjoy the ease of small-town living with big-time amenities. Popular airbnb with excellent rental history Fully updated in 2017, this 3-bedroom, 2-bath home features major upgrades including new electrical, plumbing, sheetrock, and custom lighting throughout. The heart of the home is the spacious gourmet kitchen, complete with a farmhouse sink, new cabinetry, granite countertops, and engineered hardwood flooring — a true haven for home cooks and entertainers alike. The main level includes open floor plan with a spacious living room perfect for entertaining, a cozy den that opens directly onto a rear deck, and a grassy backyard ideal for play or gardening. Two stylish, modern tiled bathrooms add a touch of luxury to everyday living. Whether you’re looking for a year-round residence or a ski-town getaway just minutes from the slopes, this move-in ready gem combines comfort, character, and convenience in one of Vermont’s most beloved mountain communities.

Located in the charming town of Montgomery, this 1880s cape-style home is quaint, quirky and full of character! With timeless charm, warm wood accents, and unique details throughout, it creates an inviting atmosphere from the moment you step inside. Previously used as a successful Airbnb, its proximity to Jay Peak Resort makes it a popular spot for visitors year-round. From the covered porch, enter into the bright and sunny kitchen, full of rustic charm from the cathedral ceilings and large stone fireplace. The open-concept main area includes a spacious living room, dining space, and den, and is cozy and relaxing with a wood ceiling and original wood flooring. The main level also includes a small bedroom, 3/4 bathroom, and a convenient laundry area. Upstairs, you'll find two additional bedrooms, both filled with natural light from their large front-facing windows, and a full bathroom with a classic clawfoot tub. On the opposite side of the home, the loft provides the perfect quaint and cozy space for relaxing, watching TV, or curling up with a good book. Outside, a tucked-away spot on the side of the house is the ideal place to relax and enjoy the outdoors, and the two-car detached garage is an added bonus, offering extra storage space. Located just minutes from Montgomery Center, you'll have easy access to local restaurants, and all the excitement of Jay Peak is only 15 minutes away, where you can enjoy skiing, snowboarding, hiking, and more!

Step away into the hills of Montgomery in this charming little abode. Whether you are looking for year-round living, or a seasonal getaway, this place fits the bill! Lot offers mature shade trees, plenty of space for gardens, and apple trees that welcome the local deer herd. You'll love spending time outdoors in the beautiful, wooded 15+ acres. Like to ski or hike? New composite decking for additional outdoor entertaining space. Home is close to Jay Peak ski resort for year-round adventure! Like to wander? Jay state forest and Long Trail access points are just a short distance away, offering unlimited hiking! This home is ready for its next outdoor enthusiast! Pre inspected to identify and address potential issues upfront and provide full disclosure to potential buyers.

Charming Village Home with Park Views & Endless Possibilities Nestled in a prime location across from the village park, this pristine home offers a perfect blend of charm, comfort, and practicality. Originally built in 1980 and thoughtfully renovated in 1998, it features an inviting open first floor with an updated kitchen, beautifully maintained pine floors, bedroom, and a full bath. Upstairs, two additional bedrooms and a second full bath provide ample space for family and guests. This property boasts incredible additional features. A full basement with 200-amp service, a 2020 OHA furnace, a new hot water heater, and a Simply Safe whole-house alarm system ensure convenience and security. The attached oversized 1 car garage Bonus is a two-story barn brimming with great potential. A workshop, studio, or an entertainment space, this barn is ready to bring your vision to life.

Charming Village Home with River Frontage and Accessory Dwelling – Ideal for Multi-Generational Living or Investment. Located in the heart of Montgomery Village, this classic white home—attached to the yellow residence on the left—offers an ideal blend of character, function, and potential. With beautiful river frontage & just 15 minutes from Jay Peak Ski Resort, the location is perfect for year-round enjoyment or rental income. The property features two distinct living spaces, making it an excellent option for a small family looking to keep loved ones close or as a savvy investment. The first unit, located on the ground level, includes 1 bedroom, 1 full bath, a spacious kitchen, dining area, and living room, along with access to a charming covered porch—perfect for relaxing & taking in the sounds of the river. Upstairs, the second unit offers 1 bedroom, an open-concept kitchen & living area, a cozy bunk bed nook, & a private balcony just off the kitchen—ideal for enjoying morning coffee or evening sunsets. Hardwood & bamboo floors flow throughout, adding warmth and character. Close to all village amenities, this home offers convenience, flexibility, & opportunity in a picturesque Vermont setting. Whether you're seeking a multi-generational living arrangement or an income-producing property in a popular ski destination, this property checks all the boxes. Home is being sold furnished and has strong rental potential, with the ability to generate over $32,000 in income.

If you love outdoor living including skiing, playing golf, biking, hiking, walks, jogging, and enjoying indoor water parks, you are in luck! Don't miss the opportunity to own an enchanting Chalet with 4 bedrooms, 3 baths, great kitchen with plenty of space for entertaining and open to the dining and living rooms to keep you in the crowd. The basement is finished with a game room, den and additional space for guests. Enjoy walking out of the basement to the delightful cement patio to enjoy the open and treed lot with gorgeous stone walls. Located just moments from Jay Peak in the delightful rural town of Montgomery with covered bridges and stunning Fall foliage. Alpine Haven association includes access to onsite recreation facilities including large in-ground swimming pool, park, volleyball, tennis, & more! What more could you ask for? There is definitely something for everyone!!

Welcome to 1585 Amidon Road, a stunning, single-family home, in the heart of Montgomery Center! Built in 2020, this home is ideally located just 7 miles from Jay Peak Resort. Showcasing a sleek modern design and high-end finishes throughout, the home offers 3,160 square feet of finished living space across 3 spacious levels. Inside, you'll find two full bathrooms, a convenient ½ bath, and thoughtfully designed living areas, perfect for both everyday living and entertaining. Set on a generous 4-acre lot, the property provides ample outdoor space to enjoy the breathtaking Vermont landscape and serene surroundings - an ideal escape from the fast pace of city life. This home also operates as a highly rated 5-star short-term rental during the winter season, offering excellent investment potential. Furniture & décor are negotiable. Don’t miss this rare opportunity to own a luxurious and contemporary retreat in a prime location. 1585 Amidon Road combines comfort, style, and tranquility in one exceptional package. This listing is for Lot 2, that consists of 4 acres with the house. The whole 152-acre parcel has been subdivided into 3 lots. Opportunity to buy Lot 3, or all 3 lots, exists! Survey available. Consider the possibilities!

Welcome to 1585 Amidon Road! This is a unique opportunity to own a stunning, single-family home sitting on 4 acres, a 30x35 garage on 144 acres of woods, with an extra 4-acre subdivided wooded lot, all in the heart of Montgomery Center! The house, built in 2020, showcases a sleek modern design and high-end finishes throughout, and offers 3,160 square feet of finished living space across 3 spacious levels. This home has operated as a highly rated 5-star short-term rental during the winter season, offering excellent investment potential. Furniture & décor are negotiable. The 30x35 garage currently serves as a sap collection building for a local maple sugaring business but could easily benefit a multitude of small business uses! Maple sugaring equipment could be negotiated into the purchase. The 144 acres of woods boast 8,700 maple tree taps with professionally installed tubing infrastructure included. Totaling 152 acres all together, this property provides ample outdoor space to enjoy the breathtaking Vermont landscape and serene surroundings - an ideal escape from the fast pace of city life and is just 7 miles from Jay Peak Resort for year-round entertainment! Consider the possibilities!

One of a kind, breathtaking French Chateau style property with jaw dropping Jay Peak mountain view and an adjacent income producing Airbnb property and/or guest house. Perch yourself on one of two Romeo & Juliet style balconies to fully appreciate the glory of it all. Massive floor to ceiling wall of cylindrical glass is not only a work of art but a grand gesture of opulence that brings an ethereal glow to the room. The finest, most romantic setting to wow your guests. After dinner, enjoy a cocktail on the luxuriously rustic screened in porch and visit again in the AM with your coffee because you can't miss this view! A dramatic bifurcated staircase leads to the primary bedroom only adding to the grandness of this special place. Two additional sleeping areas on each level of the home offer ample room and privacy for all. Meander through professionally designed, canopied gardens, past the pond with magical fountain to the guest house next door. Enjoy a dip in the in ground swimming pool. The guest house has a large first floor primary bedroom with another sleeping area upstairs with bathroom and balcony. This location was formerly home to the legendary restaurant, Zack's On The Rocks, steeped in history and tales of olde Vermont. Less than 10 miles to Jay Peak Resort and just over 30 miles to the Canadian border. This is a must see property. With a total of 6 covered bridges, Montgomery offers beautiful scenery and the quintessential Vermont experience. Furnishings negotiable.