Shrewsbury Real Estate

Welcome to the picturesque town of Shrewsbury, nestled in the heart of Rutland County, Vermont. Known for its stunning natural beauty and charming small-town atmosphere, Shrewsbury offers a tranquil and idyllic setting for those looking to escape the hustle and bustle of city life.

With its rolling green hills, serene forests, and meandering streams, Shrewsbury is a nature lover's paradise. Outdoor enthusiasts will delight in the abundance of recreational opportunities available, from hiking and biking along scenic trails to fishing and kayaking in pristine lakes and rivers.

In addition to its natural splendor, Shrewsbury boasts a rich history and vibrant community spirit. Residents take pride in their town's historic architecture, quaint shops, and local eateries, creating a warm and welcoming environment for all who visit.

Whether you're looking to settle down in a peaceful rural setting or seeking a weekend retreat away from the chaos of the city, Shrewsbury has something for everyone. Come explore all that this charming town has to offer and discover why so many are proud to call Shrewsbury home.

Newest Listings in Shrewsbury

$795,000

3 Beds ⋅ 3 Baths ⋅ 5114919 MLS

Discover privacy in the hills of Shrewsbury, Vermont, where this beautifully maintained log home captures the warmth and character of a true Vermont retreat. Built in 2005 and cherished and upgraded throughout the years, the home offers generous living spaces and an inviting open floor plan ideal for gathering with family and friends. A beautiful stone fireplace anchors the living area, where you can settle beside a roaring fire and watch snowflakes fall through oversized windows. Exceptional wide board pine floors, some measuring an impressive 23 inches, bring remarkable charm and natural beauty throughout. The gourmet kitchen features granite counters, a propane range with four burners, a grill and griddle, and a spacious center island with an additional prep sink. A spacious primary bedroom on the main floor offers everyday convenience, while the beautifully finished walkout lower level provides additional living space with two bedrooms, a full kitchen, living room, and bath. Beyond the home, Shrewsbury offers classic country charm, with beloved Pierce’s Store bringing neighbors together and beautiful Spring Lake adding to its natural appeal. Enjoy access to Okemo and Killington for mountain adventures, nearby Weston for quintessential Vermont character, and Manchester for wonderful shops and restaurants. Whether you envision a year round residence or a peaceful mountain getaway, this special property brings together comfort, character, and the Vermont lifestyle.

415 Crown Point Rd, Shrewsbury

$150,000

3 Beds ⋅ 1 Baths ⋅ 5109284 MLS

Imagine the Possibilities! Bring your vision and make this fixer-upper your own. Situated on 3.94 acres, this 3-bedroom, 1-bath home offers plenty of opportunity for renovation, investment, or creating your primary residence. The property has a one-car garage and a large storage shed, providing additional space for vehicles, tools, equipment, and storage. The first floor features a kitchen, is plumbed and set up for a first floor bathroom, living room with a woodstove, and a first-floor bedroom. If you only need two bedrooms, the first-floor bedroom could easily be transformed into a comfortable dining room, office, or additional living space. Upstairs are two additional bedrooms. With some creativity, the space could potentially accommodate a third sleeping area, or the layout could be reimagined to create a home office, walk-in closet, or even an additional bathroom, depending on your renovation plans. Whether you're looking for a project to flip, renovate and resell, or create a home tailored to your own needs, this property offers a great opportunity to put your ideas to work.

6718 Cold River Rd, Shrewsbury

$375,000

3 Beds ⋅ 1 Baths ⋅ 5107656 MLS

Plenty of privacy, endless possibilities, and a view that reminds you why people fall in love with Vermont in the first place. Welcome to 387 Wilmouth Hill, where life moves at a different pace; this property offers the kind of setting that makes weekends feel longer and everyday life a little sweeter. Whether you envision a full-time home, a weekend escape, or an investment with potential, there's plenty here to work with. Inside, the main level offers an easy, comfortable layout, with the kitchen, dining, and living areas connecting naturally. Sliding doors off the dining room open onto a spacious deck overlooking the surrounding landscape. Morning coffee, evening lounging, or simply watching the seasons change; this will become your favorite spot in the house. And when Mother Nature has other plans, the whole-house generator offers some welcome peace of mind. Three bedrooms provide options for guests, work, or everyday living. The smallest bedroom is partially finished, offering an opportunity to complete the space to suit your needs, with a seller credit to help make it happen. Downstairs, an existing bar area is begging for a little après-ski fun, a game room, or a cozy place to gather after a day outdoors. And outside? Vermont really shows off. With 4.6 acres to enjoy, there's space for gardens, outdoor projects, four-legged friends, and plenty of fresh Vermont air. Spend your days exploring trails, heading to the mountains, or simply enjoying the luxury of having nowhere you need to be. And while the setting feels wonderfully removed from the hustle and bustle, you're less than 15 minutes from Rutland's shopping, restaurants, and everyday conveniences. Killington and Okemo are both approximately 30 minutes away, making this a great home base for ski weekends and year-round adventures. Some places are meant to be experienced, not just described; come see the views, explore the possibilities, and imagine calling this piece of Vermont home.

387 Wilmouth Hill Rd, Shrewsbury

$395,000

3 Beds ⋅ 2 Baths ⋅ 5104494 MLS

Discover the perfect blend of comfort and character in this beautifully updated bungalow, nestled in the heart of Cuttingsville. Ideally positioned for convenience, you are just a short drive from the amenities of both Rutland and Ludlow. This home has been thoughtfully renovated and meticulously maintained. Set back from the road, it is framed by enchanting perennial gardens that offer a sense of privacy and peace. The Home: The journey begins in the spacious, welcoming mudroom. Step inside to an inviting kitchen that flows seamlessly into the large living room, where a cozy woodstove creates the perfect atmosphere for relaxation. Throughout the home, you’ll find classic charm preserved in the original trim and warm wood floors. Main Level Living: The primary floor is designed for easy living, featuring a formal dining room, two comfortable bedrooms, a full bathroom, and a convenient laundry area. Upstairs Retreat: The upper level provides a generous third bedroom and a flexible space perfectly suited for a home office, studio, or craft room. Outdoor Space: Outside, the detached one-car garage offers both protection for your vehicle and abundant storage solutions. This bungalow is more than just a home; it’s a retreat that celebrates both classic craftsmanship and modern, comfortable living. We invite you to experience its charm firsthand. Seller must find suitable housing to close on this property.

5187 Vt Route 103, Shrewsbury

$650,000

5 Beds ⋅ 4 Baths ⋅ 5095103 MLS

Set on more than 8 acres in the village of Cuttingsville, this versatile property combines a spacious open-plan home, established evergreen plantings, extensive outbuildings, and a unique Vermont lifestyle opportunity. A standout feature is the substantial solar array paired with Tesla Powerwall battery storage, helping support much of the property's electrical needs while providing backup power capability and greater energy independence. The home features 5 bedrooms and 4 bathrooms, including a main-level bedroom, along with options for a home office, a generous loft area with potential for additional living space, and an open living and dining area designed for gathering with family and friends. A wood stove adds warmth and character throughout the colder months, while large windows and a peaceful rear deck overlook rows of evergreen trees, open lawns, and the surrounding countryside. Mature landscaping, perennial gardens, a small orchard, and a playground area create inviting outdoor spaces for all ages. The oversized attached garage includes substantial workshop space, while the barn, lean-to, and additional outbuildings provide flexibility for hobbies, equipment storage, agricultural pursuits, home-based businesses, or future ventures. For decades, the property has been home to a well-established Christmas tree farm operation, creating a distinctive and picturesque landscape. The fully fenced farm includes approximately 5,000 evergreen trees at various stages of growth, with business equipment associated with the operation conveying with the sale. The scenic grounds have served as a backdrop for wedding and seasonal photography sessions, with open spaces well suited for gatherings and outdoor events. Conveniently located near Rutland, Ludlow, Okemo Mountain Resort, and year-round recreation, this property offers a rare combination of living space, acreage, energy resilience, infrastructure, and opportunity in Southern Vermont.

97 Stewart Ln, Shrewsbury

$1,395,000

3 Beds ⋅ 4 Baths ⋅ 5094275 MLS

Experience the essence of Vermont living at Lanes End Farm, a meticulously rebuilt farmhouse estate blending New England charm with modern luxury. Set at the end of a tree lined, town maintained gravel road, the property offers serenity, seclusion, and sweeping mountain views. Inside, an open plan creates effortless flow between the light filled kitchen, dining, and living areas. A wood burning fireplace anchors the living space, while west facing windows capture unforgettable sunsets. Step onto the wraparound rear deck, partially covered for all season use, to enjoy al fresco dining, stargazing, and the panoramic scenery. Upstairs, the primary suite provides a peaceful escape with a walk in closet and spa like bath. A separate guest wing with its own staircase includes two bedrooms and a full bath, ideal for hosting family and friends. Designed for today’s flexible lifestyle, the home also features a bonus room over the heated 3 bay garage, perfect for an office, studio, or media lounge, and a finished walkout basement suited for a home gym, recreation, or guest space. Modern comforts include radiant heat, a second floor laundry room, and a whole house generator. The 73 acre property features a handsome two story Vermont barn with five or more stalls for equestrian use, hobby farming, or storage, along with a rustic cabin ready to become a guest house, studio, or caretaker’s residence. Offered furnished with farm equipment negotiable, this beautifully maintained property is ready for immediate enjoyment. Located in the quintessential Vermont town of Shrewsbury, known for scenic beauty, historic farms, and its beloved general store, the property is a short drive to Rutland Regional Airport and world class skiing at Killington, Pico, and Okemo. Whether seeking a luxury farmhouse, country estate, equestrian farm, or four season retreat near major ski destinations, Lanes End Farm delivers an unmatched Green Mountain lifestyle.

514 Robinson Rd, Shrewsbury

$130,000

1 Beds ⋅ 1 Baths ⋅ 5093118 MLS

This cabin and property are going to be absolutely perfect for someone...It may be a single person or a couple just getting started. It could be an outdoorsman looking for a cabin to use as home base for hunting or cycling. Skiers might like it instead of renting. I would bet that hikers will love the fact that this cabin is within sight of the Appalachian Trail! The famous Clarendon Gorge and swimming hole is a 5 minute walk across the road. The cabin is small....kitchen/living room, bedroom, and full bath, but what else do you need? The property is 17 acres subdivided from the family farm. What used to be pastures is now all wooded. There is an old woods road that runs through. There is frontage on Route 103, but also about 1700 feet of frontage on a Class IV town gravel road. There is an ample spring for water, and a septic system approved for 2 people. The propane wall unit takes care of the heat. This location is convenient to Rutland and a short trip to Okemo in Ludlow or Killington. Enjoy all Mother Nature has to offer...you will have occasional visiting wildlife pass by. Simple living appeals to so many, you may be the one!

2183 Rte 103, Unit Lot 2, Shrewsbury

$1,170,000

4 Beds ⋅ 2 Baths ⋅ 5076056 MLS

Snowlight Farm spans 137 acres along the western slopes of the Green Mountains, with sweeping views across the Green Mountains to the Taconic Range. The offering includes a 2,692 square foot Federal-style farmhouse, built in 1812, with four bedrooms and 1.5 baths, complemented by a circa-1850 repurposed barn with 2,065 square feet of living space including four bedrooms and 3.25 baths. The early 19th-century main house has the kind of proportion and presence that only time can give, elegant, grounded, and deeply Vermont, while benefiting from extensive renovations completed in 2025. Original doors, period hardware, and wide-plank pine floors remain throughout. The kitchen features slate countertops, a six-burner BlueStar gas range with dual ovens, a Sub-Zero four-drawer refrigerator, and a Galley farm sink. The mid-19th-century barn was thoughtfully reimagined into two residences: a three-bedroom residence on the upper levels and a one-bedroom residence below, each with a full kitchen and private entrance--ideal for extended family or guests. A cold, clear spring provides water for both homes. Two branches of a brook wind through the land. Approximately 27 acres of open meadow, currently in active agriculture, along with managed woodland, are enrolled in Current Use and protected by a conservation easement held by the Vermont Land Trust. This is a property that invites stewardship, whether for farming, conservation, recreation, or simply living well. Within Shrewsbury, enjoy access to the Long Trail and the 1,850-acre Plymsbury Wildlife Management Area, with miles of trails for walking and cross-country skiing. Killington and Okemo are close by, and Rutland Regional Airport is less than five miles away.

882 Mitchell Rd, Shrewsbury

$1,650,000

6 Beds ⋅ 5 Baths ⋅ 5059018 MLS

Exceptional Shrewsbury Estate: 97-Acre Legacy Property Offered for the discerning buyer, 1204 Bailey Road presents a unique opportunity to acquire a substantial 97-acre parcel in the heart of Shrewsbury. This 5-bedroom, 4-bath, 2-story colonial boasts 4,719 sq. ft. of well-maintained living space, characterized by quality craftsmanship and timeless design. The property distinguishes itself with significant infrastructure, including 82 acres under current use (agricultural and forest), ensuring lower tax implications. Notable upgrades to the property include a fully permitted tiny house conversion (septic, well, kitchen, and bath) providing versatile additional living quarters. Featuring 5 bedrooms, 4 bathrooms, 2 fireplaces, and expansive acreage, this property is a standout for those valuing privacy, land stewardship, and substantial square footage in a premier Vermont location. Schedule your private showing to explore the potential of this impressive land holding.

1204 Bailey Rd, Shrewsbury

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Shrewsbury Real Estate

Newest Listings in Shrewsbury

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