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Turn-Key Victorian Charm in Chester – Just Minutes from Okemo Mountain Resort – $225,000

Posted on February 19, 2026 By United States No Comments on Turn-Key Victorian Charm in Chester – Just Minutes from Okemo Mountain Resort – $225,000

Turn-Key Victorian Charm in Chester – Just Minutes from Okemo Mountain Resort

Nestled in the heart of picturesque Chester, Vermont, this lovingly maintained Victorian home at 160 Depot Street offers an exceptional opportunity to own a piece of New England charm for $225,000.

Whether you’re dreaming of a cozy ski retreat or searching for a comfortable year-round residence, this timeless property blends historic elegance with thoughtful modern updates—all within 15 miles of Okemo Mountain Resort.

From the moment you arrive, the home’s classic Victorian architecture makes a lasting impression. Its inviting façade, distinctive turret, and covered wrap-around porch capture the character of a bygone era while promising warmth and comfort inside.

This is more than a house—it’s a place where memories are made, seasons are celebrated, and the rhythm of small-town life unfolds at your doorstep.


A Warm Welcome Inside

Step through the front door and into a spacious foyer that immediately sets the tone for the rest of the home. The entryway is both charming and practical, offering ample room to store skis, poles, boots, and winter gear after a day on the slopes. In Vermont, functionality matters—and this home delivers without sacrificing style.

The main level features a generous living room anchored by a classic wood-burning fireplace. Imagine snowy evenings spent curled up with a good book or gathered with family and friends as the fire crackles in the background.

The fireplace serves not only as a focal point but as the heart of the home, providing both warmth and ambiance during Vermont’s colder months.

Natural light pours through the windows—replaced in 2019 for enhanced energy efficiency—creating bright, cheerful living spaces throughout the day. The updated windows ensure improved insulation while preserving the home’s classic aesthetic, offering the best of old-world charm and modern practicality.


Kitchen Designed for Gathering

The sunny eat-in kitchen provides ample space for cooking, dining, and connecting. Whether preparing a hearty breakfast before hitting the slopes or hosting a relaxed dinner with neighbors, this kitchen serves as a welcoming hub of activity. The layout allows for comfortable meal preparation while still feeling open and inviting.

Conveniently located on the main level is a full bathroom that includes laundry facilities, simplifying everyday living. This thoughtful addition enhances the home’s functionality, particularly for those using the property as a ski getaway where quick access to laundry is invaluable.


Three Spacious Bedrooms with Unique Character

Upstairs, you’ll find three generously sized bedrooms, each offering comfort and privacy. The highlight is the stunning turret space—an architectural gem that sets this home apart. Flooded with sunlight from multiple windows, this rounded nook creates a bright and airy retreat perfect for reading, relaxing, or simply enjoying the changing Vermont seasons.

The turret embodies the craftsmanship and design elegance characteristic of Victorian homes. Original woodwork and preserved architectural details throughout the upper level speak to the quality and care invested in the property over the years. These elements provide warmth and authenticity that newer constructions often lack.

With three bedrooms and one full bathroom, the layout is ideal for a small family, visiting guests, or even as a rental investment property catering to seasonal tourists and ski enthusiasts.


Outdoor Living at Its Best

One of the home’s most enchanting features is the covered wrap-around porch. This classic Victorian element extends the living space outdoors and invites you to slow down and savor the peaceful surroundings. Enjoy your morning coffee while listening to the gentle babble of the nearby brook, or unwind in the evening as the sun sets over the village.

The property includes paved parking with one garage space, ensuring convenience year-round. Vermont winters can be snowy, so having protected parking is a significant advantage for both residents and guests.

The manageable yard offers room to garden, relax, or simply enjoy the outdoors without overwhelming maintenance demands. It’s the perfect balance of space and simplicity.


The Charm of Chester Village

Location is everything, and this home delivers. Situated within walking distance to the local market and the heart of Chester village, you’ll have easy access to quaint shops, cozy restaurants, and community events that make small-town living so special.

 

Chester is known for its classic New England architecture, friendly atmosphere, and vibrant local culture. The village green, historic buildings, and seasonal festivals create a welcoming environment that appeals to both full-time residents and vacation homeowners alike.

Living here means enjoying peaceful surroundings while still being connected to essential amenities. It’s a lifestyle that blends convenience with tranquility.


A Four-Season Destination

One of the property’s greatest advantages is its proximity to Okemo Mountain Resort. Located just 15 miles away, Okemo is a premier destination for skiing, snowboarding, and year-round recreation. Winter sports enthusiasts will appreciate the short drive to the slopes, while summer visitors can enjoy hiking, mountain biking, and scenic chairlift rides.

In the fall, Vermont’s renowned foliage transforms the landscape into a vibrant tapestry of reds, oranges, and golds. Spring brings fresh blooms and flowing streams, while summer offers farmers markets, outdoor concerts, and endless opportunities for exploration.

Owning this home means having access to all four seasons in one of New England’s most beautiful regions.


Modern Updates Meet Historic Elegance

Victorian homes are beloved for their character, and this property preserves that appeal beautifully. Original woodwork, architectural detailing, and the iconic turret maintain its historic integrity. At the same time, practical updates—such as the 2019 window replacements—ensure comfort and efficiency.

This balance makes the home truly turn-key. You can move in immediately without major renovations, yet still enjoy the authenticity and craftsmanship that define classic Vermont architecture.


Ideal as a Residence or Retreat

Whether you envision this property as your primary residence or a weekend ski getaway, it adapts effortlessly to your lifestyle. Its manageable size, three-bedroom layout, and prime location make it suitable for:

A year-round family home

A seasonal ski retreat

A vacation rental investment

A peaceful retirement haven

At $225,000, it represents exceptional value in today’s real estate market—particularly in a desirable Vermont ski region.


A Place to Create Lasting Memories

More than just walls and windows, this home offers atmosphere, warmth, and possibility. Picture holiday gatherings around the fireplace, summer evenings on the porch, and crisp autumn walks through Chester’s charming streets. Imagine returning from a day at Okemo Mountain Resort and settling into the cozy living room as snow falls gently outside.

This Victorian gem at 160 Depot Street isn’t simply a property—it’s an invitation to embrace the Vermont lifestyle fully. Historic charm, modern updates, and an unbeatable location combine to create a rare opportunity in one of New England’s most beloved small towns.

 

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