Benson Real Estate

Welcome to Benson, a charming town nestled in the heart of Rutland County, Vermont. Known for its picturesque landscapes and tight-knit community, Benson offers a serene and peaceful setting for those looking to escape the hustle and bustle of city life.

With a rich history dating back to the early 18th century, Benson boasts a blend of historic architecture and modern amenities. The town is home to a variety of outdoor recreational opportunities, including hiking trails, fishing spots, and scenic overlooks, making it a paradise for nature enthusiasts.

In Benson, residents can enjoy a laid-back lifestyle while still being within easy reach of larger cities like Rutland and Burlington. The town's close-knit community fosters a sense of belonging and camaraderie, with local events and festivals bringing neighbors together throughout the year.

Whether you're looking to settle down in a peaceful rural setting or seeking a weekend retreat, Benson offers a little something for everyone. Come explore the beauty and tranquility of this hidden gem in Rutland County, Vermont.

Newest Listings in Benson

$609,000

2 Beds ⋅ 2 Baths ⋅ 5108250 MLS

Set on nearly 37 unrestricted acres in the beautiful Benson countryside, this 2007 Cape offers a rare opportunity to own a large agricultural property without conservancy or land trust restrictions. The open, tillable acreage is partially fenced and includes mature apple, peach, and pear trees, berry bushes, a six-stall horse barn with power and tack space, and an additional large hay barn. The two-bedroom, two-bath home features second-floor access to a covered balcony overlooking the vast expanse of open land and surrounding countryside. A finished portion of the basement was previously used as a veterinary office, with its own private entrance and the original infrastructure still in place, offering excellent potential for a home-based business or other flexible use. A large two-car garage with automatic openers is connected to the home by a covered walkway. Additional features include a whole-house generator, buried propane, private well, and private septic. Wildlife is abundant, and the VAST trail system runs through a neighboring property nearby. With expansive, unobstructed sky views, usable acreage, established agricultural infrastructure, and newer construction that is increasingly difficult to find in Vermont, this is a truly breathtaking and exceptionally versatile property.

883 Goodrich Cross Rd, Benson

$1,500,000

5 Beds ⋅ 6 Baths ⋅ 5107835 MLS

A once-in-a-lifetime opportunity to own an extraordinary 248 acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Located in the Champlain Valley Wine Varietal area, a pristine valley of rolling pastures, mature forests, and pastoral views, this remarkable property offers limitless possibilities from a thriving agricultural enterprise to an unparalleled private family retreat. At the heart of the farm is an elegant estate home with five bedrooms and four baths, providing refined accommodations ideal for extended family, guests, or multi-generational living. A separate guest cottage adds even more flexibility for visitors, caretakers, or rental opportunities. Designed for serious agricultural production while offering exceptional lifestyle appeal, the property includes an equipment barn, hay barn, workshop, bunkhouse, fuel depot and more. Electrified beef cattle paddocks create an efficient rotational grazing system, while an extensive solar array powers the operation, enhancing sustainability and reducing operating costs. The land itself is simply extraordinary. Expansive open fields transition seamlessly into peaceful woodlands, creating a landscape equally suited for livestock, equestrian pursuits, recreation, hunting, hiking, conservation, or simply enjoying the serenity of country living. Whether your vision is a productive working farm, an equestrian estate, a self-sufficient gentleman’s farm, a luxury family compound, a corporate retreat, or a legacy property to be cherished for generations, this exceptional offering provides the foundation to make it a reality. Rarely does a property of this scale, quality, and versatility become available.

957 Pleasant Valley Rd, Benson

$325,000

3 Beds ⋅ 2 Baths ⋅ 5107754 MLS

Welcome home to this beautiful 3-bedroom, 2-bathroom log home, built in 2011 and nestled on 1.6 acres in a peaceful country setting. With its inviting layout, spacious living areas, and blend of comfort and functionality, this property is the perfect place to enjoy the quiet of country living. Step inside from the covered entry into a large mudroom, offering plenty of space for coats, boots, and everyday storage. From there, you'll enter the home's open concept kitchen, living room, and dining area, creating a warm and spacious gathering place for family and friends. The first floor also features two bedrooms and a full bathroom. Upstairs, you'll find a versatile bonus space that could easily serve as a den, home office, reading area, or hobby room. The second floor is completed by the private primary suite, featuring a spacious bedroom, full bathroom, and walk-in closet. The basement offers a truly unique feature: a walk in vault room, currently set up as a gun room. This secure space could also be used for storing valuables, equipment, important belongings, or whatever best suits your needs. For year-round comfort and efficiency, the home is equipped with both a wood-burning furnace and a forced-hot-air furnace, giving you flexible heating options. When it's time to relax, step outside onto the large deck, the perfect spot to enjoy your morning coffee, entertain guests, or unwind on warm summer evenings while taking in the peaceful country surroundings. If you're looking for a comfortable log home with acreage, privacy, versatile living space, and a beautiful country setting, this one is worth a look!

1298 Stage Rd, Benson

$129,900

5102127 MLS

Reduced 10-Acre Wooded Retreat with Primitive Camp – Prime Vermont Hunting Land Discover your own slice of the Green Mountain State with this 10-acre wooded parcel nestled in the heart of Vermont. Perfect for outdoor enthusiasts, this secluded property offers a peaceful setting ideal for hunting, camping, or simply escaping the hustle of everyday life. Tucked away among mature hardwoods and evergreens, the land features a primitive camp structure—a rustic shelter for weekend getaways or base camp during hunting season. Wildlife is abundant, and the area is known for excellent deer and turkey hunting. Whether you're tracking game or just exploring the quiet forest trails, this lot is your gateway to nature. With easy access via a state maintained road, this off-grid parcel is well-suited for those looking to unplug. Expand the existing cabin, pitch a tent, or leave it just as it is—untouched and wild. The current owner has done extensive trail work making navigation of this 10 acre parcel a breeze. Close to ATV/snowmobile trails, area lakes and ski resorts this property brings a four seasons to your doorstep!! Come tour this property today!! A true Vermont wilderness experience—serene, raw, and ready for your next adventure.

4878 Stage Rd, Benson

$799,000

2 Beds ⋅ 2 Baths ⋅ 5099421 MLS

Discover the charm of seasonal Adirondack-style living on the highly sought-after shores of Sunset Lake. This coveted VT LakeWise Award Winning property is set on an exceptional 260 feet of pristine lakefront, this one acre inviting property offers breathtaking water views, outstanding privacy, and the perfect setting for making lasting memories. The fully insulated and heated two-car garage provides endless possibilities: ideal for storing recreational equipment, creating a workshop, or converting into additional entertaining or hobby space. Offered fully furnished, this turn-key property is ready for immediate occupancy, allowing you to start enjoying lake life from day one. Whether you're looking for a peaceful family retreat or the perfect place to gather with friends, this rare Sunset Lake opportunity combines classic Adirondack character with convenience and exceptional waterfront living.

220 Hyatt Camp Rd, Benson

$1,999,000

12 Beds ⋅ 6 Baths ⋅ 5098593 MLS

A once-in-a-lifetime opportunity to own an extraordinary 460-acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Located in the Champlain Valley Wine Varietal area, a pristine valley of rolling pastures, mature forests, and pastoral views, this remarkable property offers limitless possibilities from a thriving agricultural enterprise to an unparalleled private family retreat. At the heart of the farm are two exceptional residences. The charming vintage farmhouse features four bedrooms and four baths, blending historic warmth with classic VT living. Complementing it is an elegant estate home with five bedrooms and four baths, providing refined accommodations ideal for extended family, guests, or multi-generational living. A separate guest cottage adds even more flexibility for visitors, caretakers, or rental opportunities. Designed for serious agricultural production while offering exceptional lifestyle appeal, the property includes a dairy barn, equipment barn, hay barn, workshop, bunkhouse, fuel depot and more. Nine electrified beef cattle paddocks create an efficient rotational grazing system, while an extensive solar array powers the operation, enhancing sustainability and reducing operating costs. The land itself is simply extraordinary. Expansive open fields transition seamlessly into peaceful woodlands, creating a landscape equally suited for livestock, equestrian pursuits, recreation, hunting, hiking, conservation, or simply enjoying the serenity of country living. Whether your vision is a productive working farm, an equestrian estate, a self-sufficient gentleman’s farm, a luxury family compound, a corporate retreat, or a legacy property to be cherished for generations, this exceptional offering provides the foundation to make it a reality. Rarely does a property of this scale, quality, and versatility become available.

957 Pleasant Valley Rd, Benson

$959,000

5 Beds ⋅ 4 Baths ⋅ 5090010 MLS

Motivated sellers offer major price reduction!Experience the ultimate in country living on this expansive property! This nearly 5,000 sq. ft. home, nestled on over 90 acres, features 500' waterfront on Lake Champlain, two large pastures and a paddock. The home has undergone numerous upgrades along with expanded finished square footage. The open floor plan is a chef's dream, showcasing a gourmet kitchen with a granite counters, stainless-steel appliances, and a convenient butler's pantry. The living room features a striking revolving door that leads to a newly finished bar room, complete with a wet bar and pool table- perfect for entertaining!The primary en-suite bedroom, has a sliding glass door that open to a covered patio deck and hot tub area featuring a generous backyard with fire pit overlooking the mountain views. Recently completed, the upstairs features two spacious bedrooms, a cozy family room, and a full bath. There's also a versatile 1-bedroom/1 bath attached in-law suite, perfect for extended family or guests, complete with its own kitchen and sliders out to a private patio. Recent enhancements include seven additional mini-splits for ideal climate control, a whole-house Generac generator system, high-speed fiber optic internet with a mesh Wi-Fi system, and a new high-efficiency heat pump hot water heater for the main house. For equestrian enthusiasts, a small horse run-in and paddock await your horses. The property’s 90.75 acres comprised of 3 surveyed lots; Lot 4 is the house lot at 63.85 acres, adjoining Lot 3 is a 5.97 acre potentially buildable lot with 500’ of sloping, wooded lakeshore - with some clearing and subject to permitting, it could make a great house site and potential income opportunity, and Lot 1 is a 20.9-acre lot with existing WW permit for a 3 BR home, another potential income opportunity. This property has it all! Expansive home, recreational land, mountain views and waterfront, additional building lots all in one great location.

341 Turkey Farm Rd, Benson

$695,000

3 Beds ⋅ 2 Baths ⋅ 5086660 MLS

Showings start May 12th! Timeless elegance meets modern luxury at the Old Stone House at Frazier Hill! Nestled in a serene woodland setting, this stunning stone colonial home has been lovingly restored to combine historical charm with contemporary amenities. Designed for entertaining or extra income, the property includes a one-bedroom apartment over the two-car garage, complete with a private deck. The generously sized, level lot features a lovely stone patio, all surrounded by the tranquility of nature. Inside the main home, the feeling is nothing short of magical. A newly added chef’s kitchen will inspire your culinary adventures, showcasing elegant butcher block countertops, a rustic copper farmhouse sink, ambient lighted cabinets, and top-of-the-line stainless steel appliances. Host family gatherings in the formal dining room or unwind in the inviting living room, both featuring cozy wood stove inserts and beautiful wide splayed windows throughout. Upstairs are 3 spacious bedrooms, all with ample storage. The basement offers peace of mind with its spray foamed walls, new concrete floor, furnace, hot water heater, updated electrical systems. There is also a beautiful detached stone workshop and a versatile studio loft above, perfect for creative pursuits or a home office, as well as a Generac back-up generator. This captivating home perfectly blends history and modernity, offering a unique living experience. Don’t miss your chance to call the Old Stone House at Frazier Hill your forever home!

1665 Frazier Hill Rd, Benson

$120,000

5086437 MLS

Waterfront Improved lot all set for your Camper or perhaps a seasonal tiny home. Extensive docking and deck system in place. Septic system, power, driveway and water available from the Pond makes this a "ready to go " parcel. Perch Pond is a 30 acre non motorized swimming and fishing destination that is a hard to find. A clean and uncrowded destination to go and relax and enjoy nature. It is located just 2 miles in from Rt 22a and about an hour south of Burlington. The property is right next to Pond Woods Wildlife area so you have plenty of acres to hike , bike and enjoy.

00 Perch Pond Rd, Benson

$629,000

4 Beds ⋅ 2 Baths ⋅ 5085614 MLS

Seventeen acres. Lake Champlain down the road. A setup that actually delivers on the Vermont lifestyle without the usual compromises. Set along North Lake Road in Benson, just moments from the Benson boat launch, this fully renovated farmhouse sits on a highly usable mix of open pasture and productive land. About five acres are mostly fenced for animals, with the balance level, hayed, and tillable. The home has been completely updated, offering classic farmhouse character without the project list. Inside features four bedrooms, two bathrooms, first-floor laundry, stone countertops, stainless steel appliances, and a large living area with a pellet stove and mini split. Upstairs, the primary suite includes a walk-in closet and private en suite. The basement is dry, and metal roofing adds long-term peace of mind. A covered back porch overlooks your land and pond, perfect for morning coffee or evening sunsets. Outbuildings set this property apart. Attached one-car garage with power, plus a massive metal garage with space for at least six vehicles and ceiling height for lifts. The barn includes power, water, horse stalls, tack room, and hay storage above, and once housed a well-known racehorse. A four-bay pole barn with power adds even more flexibility. The land itself offers more than just usability, it's also a great setting for anyone who enjoys the outdoors, with abundant deer, turkey, and other wildlife regularly passing through the property. Less than a mile to Lake Champlain and an easy drive to Killington. If you’ve been waiting for usable land, a move-in ready home, and serious infrastructure, this is it.

2091 N Lake Rd, Benson

$699,000

4 Beds ⋅ 4 Baths ⋅ 5085235 MLS

Discover a rare opportunity to own a breathtaking 231-acre farm offering a blend of natural beauty, agricultural functionality, and future development potential. This pristine property features sweeping pastoral views, diverse terrain, and well-designed infrastructure suited for a variety of uses. The land includes approximately 93.1 acres of tillable fields and pasture, 103 acres of mature woodland, 3.8 acres of wetland/open water, and a 6.4 acre farmstead complex. Livestock operations are supported by electric fenced paddocks, a classic dairy barn, and a large equipment barn. The dairy barn offers excellent versatility continue agricultural, or conversion to other options. The main residence offers four spacious bedrooms, including three with ensuite bathrooms, plus a half bath on the main level. A large eat-in kitchen and comfortable living spaces make the home ideal for everyday living or hosting. Additional features include a chicken coop and established farm infrastructure, making this property ready for immediate use. The property is enrolled in a land trust, with approximately 212 acres protected to preserve its natural beauty. The area of land across the street offers a designated site for a potential new home. Located just 30 minutes from Middlebury, VT, and just down the road from Lake Horntonia, this property combines privacy with accessibility. Whether for farming, livestock, or a private retreat, this is an exceptional opportunity with endless potential.

557 Pleasant Valley Rd, Benson

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