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$12,700,000
5108270 MLS
The magic ingredient for successful ski development is a trailside location. Killington’s Cherry Knoll may be the last opportunity to acquire 256 acres of land with ski-on, ski-off access from the Sunrise Triple Chair, located directly on the property and serving as the gateway to Bear Mountain and 75 miles of ski trails at "The Beast of the East." The Phase 1 & 2 permitting process is complete, and the site is ‘shovel-ready’ for 27 residential units, with road infrastructure under construction to the incredible custom-building sites, offering spectacular views of the ski trails cascading down from Bear Mountain and Skye Peak. In addition, an incomparable 210 acres are available for future development. With the momentum of the Town’s Killington Forward movement behind it, Cherry Knoll is positioned for a new owner to build, generate revenue, and realize their dream. Killington is entering an exciting new era. New local ownership has brought energy and a commitment to delivering a world-class ski experience. Canada's Great Gulf Corporation is committing a massive $3 billion investment in Vermont's future, building the long-awaited ski village and creating affordable housing for the community. Cherry Knoll sits at the heart of it all in the Ski Village District surrounding Bear Mountain. But it’s far more than a ski property. It’s the ticket to year-round adventure in the adjoining 17,000 acres of protected wilderness in the Coolidge State Forest. The Magic is there—the only thing missing is your Imagination!

1 Falls Brook Rd, Killington
$310,000
4 Beds ⋅ 2 Baths ⋅ 5108257 MLS
Charming Proctor Village Home with Modern Updates Make your new home in the historic charm of Proctor Village, a quaint Vermont community known for the Vermont Marble Museum, Wilson Castle, Proctor Free Library, and more. Conveniently located just 10 miles from downtown Rutland, you'll have easy access to shopping, dining, services, skiing, hiking, and year-round recreation. Set on .33 acres, this inviting home offers direct access to a private backyard an ideal space for relaxing, entertaining, or enjoying the outdoors. Inside, you'll find 2 bedrooms and 2 full bathrooms, along with the convenience of second-floor laundry located near the bedrooms. The modern kitchen features granite countertops, updated appliances, and a dining area that flows naturally into the spacious living room. A wood stove provides an additional heating option and adds warmth and character to the space. The open floor plan creates a comfortable, connected atmosphere that's perfect for everyday living and gatherings. A charming sitting room features a built-in and a distinctive metal ceiling, adding unique character and a touch of Vermont charm. A wonderful blend of modern updates, comfort, character, and village convenience, this Proctor home is ready to welcome you.

34 Pleasant St, Proctor
$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
$70,000
5108212 MLS
Rare opportunity to build in the desirable Hawk Mountain community on an unusually accessible, gently sloping parcel. Located between Hawk Mountain Road and Hawk Trail, this lot is one of only a handful in the community that avoids the steep, challenging terrain typical of mountain properties. The favorable topography can simplify site work, driveway construction and the eventual building process - an important advantage for anyone planning a Vermont getaway. Even better, a State-issued WW permit is already in place for a three-bedroom residence, providing a valuable head start toward development. Architectural review and protective covenants help preserve the distinctive character and quality of life that make this small mountain community so appealing. Outdoor recreation is right at your doorstep, with the Green Mountain National Forest just one mile away for hiking, mountain biking, snowshoeing and access to the VAST snowmobile trail network. Killington and Pico ski resorts are also just a short drive away, offering some of Vermont's best skiing and riding. With its combination of gentle terrain, permitted three-bedroom wastewater system and exceptional location, this is a rare chance to build your own Vermont mountain retreat on one of the community's most accessible building sites. Bring your plans and make it your own!

100 Hawk Trl, Pittsfield
$450,000
1 Beds ⋅ 2 Baths ⋅ 5108209 MLS
Welcome to Highridge, one of Killington’s most desirable condominium communities! This inviting one-bedroom plus loft, two-bath condo offers an abundance of natural light, cathedral ceilings, warm natural woodwork and a wood-burning fireplace, the perfect setting to relax after a day of mountain adventures. The open living and dining area provides a comfortable gathering space, while the loft adds flexibility for family and guests. A spacious ski locker is available for you right by the entry way. You will be amazed by the views of the fall colors and the winter scenery. Highridge offers an impressive collection of amenities, including an indoor heated pool, outdoor stone hot tub, exercise facility, sauna, tennis courts and a clubhouse with gathering space with large screen TV, a ping-pong table and fooseball table. Enjoy the convenience of the nearby ski-home trail, along with weekend and holiday shuttle service to the slopes. Offered furnished and ready for you to bring your gear and start enjoying the Killington lifestyle, this is an ideal home base in one of Vermont’s favorite year-round destinations. Skiing, golf, mountain biking, hiking, dining and endless outdoor recreation are all within easy reach. Come experience Highridge for yourself schedule your showing today!

112 High Ridge Rd Unit D8, Killington
$2,895,000
3 Beds ⋅ 4 Baths ⋅ 5108098 MLS
BRAND NEW CONSTRUCTION. Set on 0.88 private acres just minutes from Killington and Pico Mountain, this newly built mountain retreat is a true blank slate with some of the best views in town. Including three bedrooms and four bathrooms this is a thoughtfully crafted home. Ceilings soar to 28 feet in the den, 12 feet upstairs and in the primary suite, and 10 feet in the basement, with Anderson windows framing the surrounding scenery. A native granite masonry fireplace anchors the open living area. The kitchen features GE Profile appliances, three ovens, and a Blanco barn sink. Moen matte fixtures, custom woodwork, ¾" knotty pine tongue-and-groove accents, and Danaher-finished yellow pine floors add warmth throughout, while Chicago brick tile brings rustic charm to each bath. Built 20% beyond standard efficiency benchmarks with whole-house spray foam, high-end plumbing, and multi-zone HVAC with high-efficiency AC. Also included: heated garage, ski room with custom cubbies, 1,000-gallon propane tank, and generator readiness. Over 3,000 sq ft of additional unfinished space you could add to the home without an addition. CertainTeed cedar impression siding and a standing seam metal roof with snow guards complete the exterior. A rare chance to own brand-new construction minutes from the lifts and Killington's access road. Call today to learn more about this amazing home!

46 Deer Run, Killington
$565,500
2 Beds ⋅ 3 Baths ⋅ 5108082 MLS
A true piece of Vermont history, this rustic 1880 timber frame barn embodies the craftsmanship and character of a bygone era. Encompassing approximately 5,500 square feet, the structure is exceptionally solid, showcasing the strength and character of its original hand-hewn beams and post and beam joinery offering soaring interior spaces and authentic architectural details. Set on 10.05 picturesque country acres, the property is surrounded by rolling pastures and neighboring farmland, and offers endless possibilities including agricultural operations, equestrian pursuits, working farm, contractor’s workshop, event venue, artisan workshop, professional offices, or a stunning conversion into a one-of-a-kind residence. All uses subject to local town and state approvals and permits. With 5 acre zoning in Pawlet this property is subdivided into two lots: barn on 5.03 acres and a second lot with 5.02 acres. The second parcel offers an ideal location with distant views for a new residence while allowing the historic barn to continue as a workshop, studio, home based business or other creative enterprise. The barn has been partially converted to a residence and is ready for renovation to create your perfect living space; or build elsewhere on the second lot with appropriate permits. Property past history includes use as a stagecoach stop, a restaurant lounge and currently a Vermont food production company. A peaceful four season property minutes to Pawlet Village, nearby Dorset & Manchester shopping and amenities, plus hiking, skiing, rail trail, equestrian pursuits, lake and river recreation, farmers markets, music, art & theater! All measurements approximate.

425 Rt 30 N, Pawlet
$300,000
3 Beds ⋅ 2 Baths ⋅ 5108020 MLS
Welcome to this charming three-bedroom, two-bathroom single-family home situated on 1.2 acres just on the outskirts of beautiful Wallingford Village. Offering the perfect blend of convenience, versatility, and privacy, this home is close to all the amenities the village has to offer while providing quick and easy access to Rutland City. The home features a thoughtful layout with two Jack-and-Jill bathrooms, creating excellent flow and flexibility for both family living and guests. A first-floor bedroom adds even more versatility, whether used as a bedroom, home office, or guest space. First-floor laundry makes everyday living convenient and efficient. Step outside onto the beautiful deck overlooking the large backyard, where there is plenty of room to relax, entertain, garden, or simply enjoy the surrounding Vermont landscape. With just over an acre of land, there is space to spread out while still being conveniently located near the village. If you’ve been looking for a comfortable home in a wonderful location, close to Wallingford’s shops, restaurants, schools, and community amenities, while only a short drive from Rutland City, this one is worth a look!

547 N Main St, Wallingford
$589,900
2 Beds ⋅ 3 Baths ⋅ 5107936 MLS
Welcome to this beautifully updated and furnished retreat offering comfort, style, and easy access to exceptional spa and wellness amenities. The tiled entry-level mudroom provides a practical welcome, while two spacious bedrooms, each with its own ensuite bathroom, offer privacy and convenience. The inviting living room features a wood-burning fireplace and wet bar, creating the perfect setting for relaxing or entertaining. An updated kitchen showcases granite countertops and flows naturally into the dining area, where a slider opens to a large Trex deck complete with solar-powered lighting, ideal for outdoor dining and enjoying the beautifully landscaped grounds. The primary suite is a true sanctuary, featuring a beautifully updated bathroom with a tiled walk-in shower and private sauna. Additional updates include a propane furnace and hot water heater. A second-floor loft adds charm and brings in natural light. Offered furnished, this property is ready to enjoy from day one. As an owner, you'll also have access to an impressive array of spa and wellness facilities, including a lap pool, soaking area, hot tub, sauna, steam room, and fitness center. Whether you're looking for a relaxing getaway, a turnkey second home, or a property designed for year-round enjoyment, this inviting retreat offers a wonderful combination of comfort, thoughtful updates, and resort-style living. There is a credit of approximately $19,000 associated with this property. A portion of this credit is applied monthly to a roof assessment for the townhouse properties. The association fees stated in this listing reflect the net monthly payment. A more detailed explanation is available upon request.

304 Woods Ln Unit C4, Killington
$299,000
5 Beds ⋅ 2 Baths ⋅ 5107934 MLS
A Rare Piece of Vermont History Awaits! Step into 261 McKinley Avenue, a distinctive Vermont farmhouse dating to circa 1820 and set on approximately 2 acres in Rutland Town. Rich in character and local history, this special property offers a rare opportunity to own a home with a story that spans more than two centuries. A tidbit of history: the property was notably featured in a 1958 Rutland Daily Herald photograph titled “Twilight Vermont Winter Scene". Today, this charming 2-story Colonial offers 2,220 square feet, 5 bedrooms, and 2 baths, providing plenty of room for family, guests, hobbies, or home office space. Historic details include natural woodwork, original ceiling beams, hardwood floors, a wood fireplace, and an abundance of natural light. A soaking tub, first-floor laundry, and primary bedroom add everyday convenience. There's also a large pantry/storage space plus a dedicated office. Outside, the possibilities continue. The approximately 2-acre property features wooded areas, meadow views, garden space, a screened front porch, side porch, barn, shed, and additional outbuilding. Two garages provide exceptional storage and workspace for vehicles, equipment, or recreational gear. Modern conveniences include updated electrical, a drilled well, septic system, oil baseboard heat, wood stove, window AC, and access to fiber-optic internet. The kitchen is equipped with a gas range (needs replacement), refrigerator, dishwasher, microwave, plus a washer and dryer. Furnishings may be included with an acceptable offer. Competitively positioned for timely sale. If you're searching for more than a house—if you want character, history, land, versatility, and a true sense of place—261 McKinley Avenue deserves your attention. Properties with this kind of history and provenance rarely become available. Come discover this remarkable Vermont property and imagine that it's you, creating the next chapter of its story. OPEN HOUSE: Saturday, 09/05 from 3:00 PM - 4:00 PM

261 Mckinley Ave, Rutland Town
$495,000
3 Beds ⋅ 2 Baths ⋅ 5107922 MLS
This beautiful 1810, meticulously maintained, village home and 4 car barn have been lovingly restored from top to bottom and inside to out by the current talented owners. And yes, the heat pump is considered a heating system and has heated this home year-round. Air conditioning in the summer and heat source in the winter with the Harmon pellet stove for additional heat. The open kitchen overlooks the spacious dining area and sun filled entrance. A very welcoming room for family and friends to gather during each season of the year. The rooms flow from the kitchen/dining area to the living room with the pellet stove, to the den and then the fully insulated sunroom. The first floor 3/4 bathroom has a step in shower and laundry area. The two interior stairways lead to three bedrooms upstairs and another 3/4 bathroom that overlooks the gardens and beautiful stonewalls (hand built by the seller) that are throughout the property. Beautiful perennial gardens accent the yard. The front, two car garage (16x24) has a stairway up to a full storage or game room area and a car port for additional exterior storage. The back two car garage (20x22) has been fully insulated for a year-round workshop! This beautiful home had the siding removed, insulation added and all new exterior composit LP Smart Siding with a 50 yr. warranty. Basement and sunroom fully insulated also. The home has been thoughtfully plumbed for a conventional furnace if desired. A tranquil setting and a tastefully renovated home that has all the expensive, hard work completed for you. Located in this picturesque town of Middletown Springs with a village green and nearby lakes, rivers, and mountains for outside recreation in any seasons.

59 East St, Middletown Springs
$1,875,000
4 Beds ⋅ 4 Baths ⋅ 5107897 MLS
Groomed trail is 10 feet from the back door and down onto the Sunrise Mountain Rendezvous Ski Trail. This fully renovated, pristine Topridge end-unit townhome offers true ski-in/ski-out access, nearly 3,000 square feet of beautifully designed living space, and spectacular 180-degree views of Bear and Sunrise Mountains. Offered fully furnished, this four-bedroom, four-bath residence has been extensively renovated over the past year. The brand-new, never-used gourmet kitchen features a Wolf range and microwave, Sub-Zero refrigerator/freezer, custom cabinetry, and new countertops. All four bathrooms have been completely remodeled with new tile, glass-enclosed showers, vanities, and fixtures - two have radiant-heated floors. Additional improvements include Inspired Closets systems, new stone-tile and carpet flooring throughout, updated door hardware, whole-home audio, and a new lower-level fireplace. Expansive windows fill the open living spaces with natural light while framing dramatic mountain views and unforgettable Vermont sunsets. The main level flows seamlessly from the kitchen and dining area to a soaring cathedral-ceiling living room with a magnificent fieldstone fireplace and custom built-ins. Outside, a spacious deck and brand-new premium hot tub from Allen Pools & Spas create the perfect setting for après-ski relaxation. The generous primary suite includes a soaking tub and large walk-in closet, while the walkout lower level offers flexible space for a game room and entertaining. Enjoy Killington’s world-class skiing and Sunrise Sports Center amenities, including indoor and outdoor pools, hot tubs, steam room, sauna, fitness center, cross-country skiing, hiking trails, and an on-site winter restaurant. A rare combination of space, views, amenities, and slopeside convenience. SEE PROPERTY WEBSITE FOR VIDEO, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE!

31 Tacoma Way Unit 35 B, Killington
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 5107842 MLS
Ski-on, ski-off residence just steps from Killington’s Homestretch Trail, 151 Big Rock Road is a custom-built mountain retreat that pairs a desirable location with striking architecture. At the heart of the home, the main living area invites you to gather and unwind. A floor-to-ceiling natural stone fireplace comes together with cathedral ceilings, expansive windows, exposed timber framing and wide-plank floors to create an inviting mountain setting. The seamless connection to the kitchen and dining area creates an effortless setting for entertaining, lingering over meals, and relaxing together after a day on the slopes. Warm wood cabinetry and finishes complement the stainless-steel appliances, while a generous breakfast bar provides a casual spot for dining and conversation. Just off the main living area, a cozy den offers a quiet place to escape the activity and unwind. The spacious mudroom is thoughtfully designed for mountain living, with durable slate flooring, plenty of room for gear and a wood-burning stove to welcome you in. From here, a ¾ bath with sauna leads to the deck and hot tub. A striking timber staircase brings you to the second level and tucked at one end is the primary bedroom complete with en-suite bath, walk in closet, another dramatic fireplace, and a private balcony with stairs down to the hot tub. The other end of this generous level has an expansive recreation room with a private balcony that extends the length of the living space and rear stairs down to the hot tub. This impressive room provides a second gathering area for apres-ski and games. Three more refined bedrooms and a full bathroom complete the second floor. Lastly, this home features a heated attached two car garage and a semicircle driveway with plenty of parking. Entry from the garage leads to a laundry room and another half bath. From its exceptional location to thoughtfully designed spaces 151 Big Rock has it all! Check out the 3D tour and schedule your private showing!

151 Big Rock Rd, Killington
$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
$300,000
5107800 MLS
A solid investment or owner-occupant opportunity awaits at 52 South Main Street in Rutland City. This well-maintained four-unit property features four one-bedroom apartments offering clean, comfortable and practical living spaces. The building has benefited from several important improvements that help take some of the uncertainty out of owning an older multifamily property. The asphalt roof and vinyl siding are approximately 12 years old, the boiler is approximately 5 years old, and vinyl replacement windows are found throughout. The apartments themselves are clean and reasonably updated—simple, functional spaces that have been well maintained without trying to be something they're not. Current rents are believed to be below today's market, providing a new owner with potential for increased income over time. Ample off-street parking adds convenience, and the central Rutland location makes it easy to reach downtown, shopping, medical services, employment and major travel routes. For an investor, this is a manageable four-unit with many of the larger building improvements already completed and potential upside in the rents. For an owner-occupant, it offers the opportunity to live simply while three additional apartments help support the cost of ownership. Clean, practical and conveniently located, 52 South Main Street offers a straightforward multifamily investment with room for future income growth.

52 S Main St, Rutland City
$249,000
3 Beds ⋅ 1 Baths ⋅ 5107787 MLS
Thoughtfully transformed from the studs out, this charming 1950s National Homes house has been completely reimagined for modern living while retaining its original warmth and character. Originally built as an affordable, factory-constructed home, it has now been upgraded well beyond its humble beginnings with quality materials and high-efficiency improvements throughout. The home was completely gutted and rebuilt with new plumbing, electrical, lighting, insulation and spray-foam insulated exterior walls, providing modern comfort and efficiency in every season. The former enclosed kitchen and living room were opened up to create a more welcoming flow, with the new kitchen featuring attractive porcelain tile flooring, hardwood cabinetry, granite countertops and stainless appliances. All three bedrooms received new closets, insulation, trim, electrical and lighting while preserving the original hardwood floors with professional refinishing. The beautifully remodeled bathroom features porcelain tile flooring, new fixtures and a striking quartz vanity top. The improvements continue below, where new perimeter drains, three-inch foam board and spray-foam insulation, a dehumidifier and sump pump have transformed the cellar into a clean, dry and useful space for storage, hobbies, crafts or a workshop. A high-efficiency Buderus boiler, new fuel oil tank and Energy Star washer and dryer add further efficiency and peace of mind. Out back, an expansive deck overlooks the generous backyard and offers a surprising sense of privacy for a city home. Conveniently located near downtown Rutland’s shopping, dining, arts, recreation and services, this turnkey home is an ideal choice for a first-time buyer, downsizer or anyone seeking comfortable one-level living without taking on a renovation project. Simply move in and enjoy the results of a renovation done right. Seller is a licensed VT real estate broker.

39 Williams St, Rutland City
$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
$689,000
3 Beds ⋅ 4 Baths ⋅ 5107736 MLS
Set at the highest point of the property, Higher Ground looks south across open fields and a gently rolling valley toward distant Vermont mountains. Originally constructed as a barn in the 1840s, the post-and-beam structure was moved from the lowest point of the property to its highest and reimagined by the current owners. Original timber framing and authentic barn elements remain integral to the architecture, complemented by modern systems. The main level includes a primary bedroom and adjoining bath, open living and dining areas oriented toward the view. A staircase and bridge lead to two additional bedrooms, each with its own bath. Mature forests, open fields and stone walls give the property a distinctive Vermont character. A 150-foot elevated and enclosed outdoor run or small pets connects directly to the house. The lower level provides 10-foot clear height, workshop, storage, one-car garage and additional bathroom. Historic Middletown Springs is a village of approximately 650 with a general store, post office, library, town hall, and K-6 school, with school choice for grades 7-12. Dorset and Manchester are about 30 minutes through the scenic Mettowee Valley; Rutland is under 40 minutes away, and five premier Vermont ski areas are within about an hour. Boston and New York City are all within roughly four hours, with rail and air connections from Rutland and Albany. For those seeking climate-resilient real estate in Vermont, Higher Ground offers an unusual combination of elevation, open land and water resources. A deep drilled well and access to a natural spring provide multiple water sources and valuable resource independence. Middletown Springs has no local zoning ordinance, offering flexibility for future improvements, additions or an accessory dwelling, subject to Vermont state wastewater and potable-water requirements. Offered turnkey and fully furnished, Higher Ground combines architectural character, privacy, water security and long-term potential.

43 North St, Middletown Springs
$575,000
2 Beds ⋅ 2 Baths ⋅ 5107690 MLS
Privacy truly abounds at this peaceful Hubbardton retreat, where 10 acres of partially wooded land create a quiet escape and the only soundtrack you’ll hear is the birds. Tucked away yet conveniently located, this property offers the best of both worlds: seclusion when you want it and easy access to the amenities and recreation of the surrounding area. The property also features a custom-built 36' x 48' Morton building with a poured concrete floor and oversized garage doors, offering plenty of room for vehicles, toys, equipment, hobbies, or additional storage. It’s a fantastic bonus for anyone looking for space to work, create, or simply keep everything organized and out of the elements. Inside, the home is comfortable and full of potential. A little paint would go a long way toward making the space feel fresh and truly your own and isn't that the fun part? Bring your ideas, add your personal style, and make this private Vermont haven yours. Outdoor enthusiasts will love the location, just minutes from Lake Bomoseen and the iconic Crystal Beach State Park, with endless opportunities for boating, swimming, hiking, fishing, and enjoying all that Vermont's four-season lifestyle has to offer. Just 8 miles from Route 4, the property provides an easy drive to Rutland, Castleton, and beyond. If privacy, acreage, low-maintenance living, and room to spread out are on your wish list, this Hubbardton property is worth a look.

514 Old Ti Rd, Hubbardton
$399,000
3 Beds ⋅ 1 Baths ⋅ 5107656 MLS
There’s a certain kind of Vermont life that’s getting harder to find, but at 387 Wilmouth Hill, you’ll find it waiting for you. Up in the hills, this sweet property offers room to spread out, peace and quiet to unwind, and the freedom to make a little piece of Vermont your own. The main level is designed for easy living, with the kitchen, dining, and living spaces flowing together for a relaxed feel. Sliding doors lead right from the dining room onto the large deck, so grab your coffee and stay awhile; the view is worth it. And because this is Vermont, the whole-house generator is one of those features you’ll be especially grateful for when the weather decides not to cooperate. Three bedrooms offer plenty of flexibility, whether you need space for guests, a home office, playroom, or something entirely your own. The smallest bedroom is partially finished and ready for its next chapter, and with a seller credit you can finish the space to fit your needs. Downstairs, an existing bar area sets the stage for a game room, après-ski hangout, or favorite spot to entertain. Mother Nature does a lot of the decorating here; there is room for dogs to run, gardens to grow, trails to wander, and evenings spent watching the seasons change around you. Weekends can mean hiking, skiing, or simply enjoying having nowhere else to be; all while being surprisingly close to everything. Rutland is less than 15 minutes away for shopping, dining, and everyday essentials, while Killington and Okemo are an easy 30 minute drive when the mountains are calling. Whether you’re buying your first home, looking for an investment, or simply craving an easier, quieter way of life, this is the place to slow down, breathe a little deeper, and enjoy the kind of Vermont life you came here for. OPEN HOUSES Saturday 9/5 and Monday 9/7 from 10:30am - 12:30pm.

387 Wilmouth Hill Rd, Shrewsbury
$405,000
4 Beds ⋅ 3 Baths ⋅ 5107576 MLS
Set atop a gentle knoll with pleasant mountain views and exceptionally convenient access, this historic 1850s farmhouse beautifully blends Vermont’s vernacular architecture with the comforts of modern living. A graceful wrap-around covered porch welcomes you through the formal front entrance, while a new attached two-car garage provides easy everyday access. The fully updated kitchen pairs hickory cabinetry, attractive countertops, stainless appliances and gleaming hardwood floors with a rare and wonderfully practical butler’s pantry - perfect for food prep, storage and entertaining. The comfortable living room features rustic pine wainscoting and a wall of custom built-in bookshelves, then opens to a sunny deck where mountain views and colorful sunsets provide a beautiful backdrop at day’s end. The main level offers a bedroom, dining room, hobby room, powder room and full bath with laundry. Upstairs, three generous bedrooms share a bathroom, kitchenette and enormous family room with its own exterior entrance. This flexible space offers exciting possibilities as a studio, office, home business, in-law suite or potential ADU. Outside, more than an acre of level and gently sloping lawn provides ample room for gardening, recreation, pets, children and gatherings. Located in desirable Rutland Town, you're just minutes from downtown Rutland’s shopping, dining, arts, recreation and services, while enjoying the benefits of town living and lower property taxes. If you value historic character, abundant space, flexibility and everyday convenience, this distinctive Vermont farmhouse deserves a look.

1213 Us Route 7, Rutland Town
$360,000
3 Beds ⋅ 2 Baths ⋅ 5107556 MLS
Absolutely delightful 3 bedroom, 2 bathroom ranch on desirable 1 acre lot in Rutland Town. Attractive floor plan with luminous living room with electric insert in fireplace, cherry flooring in living room, kitchen with cherry cabinets, ceramic tile flooring, granite countertops, stainless steel appliances & convenient pantry - opens effortlessly to dining area. Very large primary suite with walk in closets & 3/4 bathroom. Another bedroom plus full bathroom on main floor w/laundry. Two heat pumps for supplemental heating & cooling. Finished lower level features a bedroom and a family room/den or office. The Dining area has a large window & access to private back deck overlooking above ground pool, luscious greenery and spacious expansive lawn. Tasteful lighting fixtures & decor throughout. Detached two car garage is ideal for vehicles as well as storage for tools & toys. Outbuilding/Shed for additional storage. Brand new asphalt shingle roof and newly paved driveway. Desirable Rutland Town Location.

314 Mckinley Ave, Rutland Town
$224,900
1 Beds ⋅ 1 Baths ⋅ 5107489 MLS
35-Acre Country Property with Well & Septic Discover the possibilities on this beautiful 35-acre parcel of land! Offering a rare combination of privacy, space, and existing infrastructure, this property features a drilled well and septic system already in place, providing an excellent foundation for your future plans. Whether you're looking to build your dream home, create a private country retreat, establish a homestead, or simply invest in land, this expansive property offers plenty of room to bring your vision to life. Enjoy the peace and privacy of acreage while still having the convenience of essential services already established. With 35 acres to explore, there is ample space for recreation, gardening, trails, outbuildings, or simply enjoying the outdoors. A great opportunity for buyers seeking land, privacy, and flexibility.

163 Murphy Dr, Hubbardton
$415,000
4971745 MLS
Your next investment opportunity is here! This property consists of five units; one 2-bedroom, three 1-bedrooms, and one studio apartment. Conveniently located walking distance to downtown Rutland. If you are looking to add to your portfolio, up to 31 units are available, see MLS #'s 4971734, 4971736, 4971738, 4971740.

52 Chestnut Ave, Rutland City
$599,000
4987686 MLS
Your next investment opportunity is here! This property consists of six 2-bedroom 1-bathroom units. All, but 2 of the units have 2 floors with living space on the first floor and bedrooms on the second floor. Very spacious units that have been nicely updated. Tenants pay their own electric. Shared laundry on site. If you are looking to add to your portfolio, up to 31 units are available, see MLS #'s 4987681, 4987682, 4987685, and 4971745.

46 Terrill St, Rutland City
$555,000
5107335 MLS
HISTORIC CHARACTER. MODERN RENOVATION. TURNKEY APARTMENTS. This handsome circa-1900 building has been thoughtfully transformed from professional offices into five distinctive one-bedroom apartments, combining modern, low-maintenance living with the craftsmanship and character of the original building, being sold "as is". Original hardwood floors, tall ceilings, beautiful woodwork and trim, and large windows, offering abundant natural light, have been preserved throughout. No carpeting. Each apartment features a brand-new kitchen and bath, with a clean, bright, and comfortable feel. The renovation goes well beyond cosmetics, with updated wiring, plumbing, central air conditioning, propane hot-water baseboard heat, an air ventilation system, and a fire alarm system. Excellent off-street parking adds to the convenience. Four of the five apartments are currently rented, with the fifth needing finish-work to complete.This creates an attractive opportunity for an investor seeking to own a substantially completed income-producing property, or an owner-occupant who would like to live in a beautifully renovated 5th apartment while receiving rental income from the other four units. Located just a few blocks from downtown Rutland, with convenient access to shopping, dining and recreation. An easy drive to world class Killington-Pico ski resorts and Lake Bomoseen and Lake St Catherine too. Turnkey, beautifully renovated and filled with character—92 Center Street is not your typical five-unit property. A must see!

92 Center St, Rutland City
$375,000
3 Beds ⋅ 2 Baths ⋅ 5107275 MLS
Welcome to 26 Heritage Hill Circle Place, a well-maintained three-bedroom, two-bath condominium offering 1,434 finished square feet of comfortable,low-maintenance living. Built in 1987, this inviting home features a one-car garage with additional driveway parking, along with access to common outdoor spaces. Thethoughtfully designed floor plan includes a first-floor bedroom, full bath, and laundry, providing convenient single-level living options. Inside, you'll find an updatedkitchen and baths, new windows and screens, newer appliances and mechanicals, and plenty of storage throughout. A wood-burning fireplace adds warmth andcharacter to the living space, while the screened-in porch provides the perfect spot to relax and enjoy the outdoors. The HOA fee includes water and sewer maintenancealong with plowing, landscaping, trash removal, and exterior maintenance, making for easy, low-maintenance living. Conveniently located in Rutland Town, you'll enjoyclose proximity to the shopping, dining, recreation, and other amenities of Rutland City while benefiting from a Rutland Town location. Schedule your private tour today and see all that this spacious condo has to offer!

26 Heritage Hill Circle Pl, Rutland Town
$265,900
4 Beds ⋅ 2 Baths ⋅ 5107090 MLS
Well maintained 3-4 bedroom 2 bath older home with many recent upgrades. Seller has had all systems repaired and or upgraded and home is move in ready. New handicap accessible wooden ramp has just been installed and easy access for no step entry and downstairs living. Kitchen with separate laundry ,full bath and bedroom on ground level. Dining room, living room and office/Parlor on first floor. Upstairs has 3-4 bedrooms and oversized bathroom ( plenty of room to add the washer and dryer upstairs if preferred. There is a usable ( with stairs) attic above with ample storage. There are 3 separate porches to enjoy . The lot is level, landscaped with plenty of room to build a garage and put in some gardens, and play area

30 Academy St, Fair Haven
$360,000
3 Beds ⋅ 2 Baths ⋅ 5106891 MLS
Absolutely delightful location. Lovely 3 bedroom, 2 full bathroom Cape ideally situated on this lovely 1.9 acre cleared lot in Proctor. Home features an enclosed front porch, spacious kitchen with island peninsula offering additional counterspace and extra seating if needed - opens nicely to dining room. There is an intimate den/living room area as well as a formal living room, bedroom and full bathroom on the main level. Two very large bedrooms and another full bathroom upstairs. New heat pump hot water heater, mechanicals serviced, oil tank passed inspection. There is an oversized two car barn - perfect for your vehicles, toys & tools. Drainage professionally installed to keep the basement and yard dry from any mountainous runoff. Enjoy all of Proctor small town amenities such as: hiking trails, snowmobiling, kayaking, swimming, fishing & cookouts at Beaver Pond, library, pool for summer swimming, skating rink for both roller & ice skating, outdoor basketball and tennis courts, baseball, softball & little league fields, restaurant, fire station, park with gazebo, weekly curbside garbage pickup every week included in your taxes. Proctor also offers their own elementary school & high school. Small town living at its very best.

25 Center St, Proctor
$629,000
4 Beds ⋅ 3 Baths ⋅ 5106850 MLS
A Vermont landmark reimagined for living. Dating to circa 1830 and once serving as a working tannery along the Poultney River, 212 Thrall Road offers the rare opportunity to own a piece of East Poultney's working history. What was originally built for industry has evolved into a remarkably functional 4-bedroom residence with more than 3,200 sq. ft. of living space, while preserving the substantial timbers, exposed beams, wide-plank floors and architectural character that reveal the building's nearly two-century story. Inside, generous and surprisingly comfortable spaces create a home that feels warm rather than formal. Multiple living areas provide flexibility for gathering, entertaining, working from home or finding a quiet place to retreat, while abundant windows connect the interior to the landscape beyond. The bright country kitchen blends crisp cabinetry with warm wood surfaces and opens naturally to the home's character filled living spaces. Upstairs, exposed structural timbers become part of the architecture, lending the bedrooms a personality rarely found in conventional homes. Outside is where this property becomes truly memorable. Expansive decks overlook the Poultney River, where the sight and sound of moving water provide an ever changing backdrop. Mature trees, established perennial gardens, stonework, lawn areas and a greenhouse create an intimate setting with numerous places to garden, entertain or simply enjoy the surroundings. Located near the historic East Poultney Village Green and Howe Hill Trails, the property brings together Vermont history, architecture, nature and recreation. This is more than an antique home, it is a surviving piece of Vermont's working past, thoughtfully transformed into a distinctive and welcoming place to call home. Some properties can be renovated. Others simply cannot be recreated. Welcome home!

212 Thrall Rd, Poultney

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