Refine Search
Sort by
$485,000
4 Beds 3 Baths 5105504 MLS
Turnkey Vermont Home with Long-Range Views. Beautifully situated at the center of it all, this exceptional home offers an ideal location for those commuting to Rutland, Ludlow, or Manchester. Set on a quiet cul-de-sac, the property provides both convenience and the added appeal of a desirable neighborhood setting. The home has been thoughtfully updated throughout, with quality improvements including electrical, windows, flooring, and air conditioning, creating a truly turnkey opportunity with little to do but move in and enjoy. The flexible four-bedroom layout includes two ensuite bedrooms, providing excellent space for family and guests. The lower level offers a spacious game room, an ensuite bedroom, and additional living space, while the upper level includes a second ensuite and two additional bedrooms. French doors open to the back deck and expansive lawn, where long-range views create a beautiful backdrop for outdoor entertaining and relaxation. With its combination of modern updates, versatile living space, privacy, and convenient location, this home is an excellent choice for year-round living or a Vermont getaway. Visit the Okemo real estate community today. Taxes are based on town assessment.

50 Wickham Ln, Wallingford

$515,000
5 Beds 2 Baths 5105440 MLS
Tucked into a beautiful neighborhood in Mendon, VT, this updated 5-bedroom, 2-bathroom home sits on a flat, open, landscaped 0.50+/- acre lot. A newly repaved asphalt driveway leads to a large 2-car attached garage with a new garage door, additional parking, and a spacious workshop/studio/hobby room. The roof is approximately 4 years old, giving future owners added peace of mind. Adding a bright and welcoming touch to the house is a new interior painting, this home is move in ready! Inside, the home has been updated with hardwood and porcelain tile floors, a bright spacious kitchen with a new range, and updated bathrooms featuring quartz-top vanities. Storage is abundant, with over 10 closets including a cedar closet and built-in cabinets around the home. A large gathering room with a new Quadra-Fire pellet stove offers a cozy spot to unwind, while the sun deck and shaded patio extend the living space outdoors. Community amenities include a stocked pond for fishing, a dock, a relaxation area with a fire pit and picnic table, and all within a well-maintained neighborhood served by community water. Top that all off with new updated 200-amp electric service with a new panel inside. The location can't be beat: a short drive to Pico and Killington ski areas, close to area lakes, golf, and hiking & biking trails, and within the Barstow school district. Downtown Rutland and the hospital are just a 5-minute drive away, making this home as convenient as it is peaceful a true four-season Vermont retreat.

339 Eastridge Cir, Mendon

$519,000
3 Beds 3 Baths 5105420 MLS
Who’s ready to bring this three-bedroom, three-bath Killington ski chalet back to life? PRICE IMPROVEMENT - COME TAKE A LOOK! Set on 1.1 acres, this classic Killington chalet offers a blank-slate opportunity to renovate, reimagine and make it your own. The layout includes one bedroom on the main level and two spacious bedrooms on the upper level, with one of the upper-level bedrooms opening to its own deck. Exposed ceiling beams, a fireplace, gas stove and multiple decks bring out the classic ski chalet character, while the property offers plenty of outdoor space and room to enjoy the Vermont setting. The clean-out has already been started for you, giving you a head start on creating your own mountain retreat. Debris around the property including boats, metal and garbage left behind has been removed and disposed of.  Old carpeting has been removed from all levels.  The septic tank has been pumped by Hubbard’s.  The location is hard to beat, situated on the Pickle Barrel shuttle route, with close proximity to K-1, skiing, golf, mountain biking, restaurants and year-round recreation. The groundwork has been started. Now bring your ideas, come take a look and let’s get a plan together!

393 Tanglewood Dr, Killington

$215,000
3 Beds 2 Baths 5105340 MLS
Claim your little slice of heaven in the quintessential Vermont town of Tinmouth! This three bedroom, two bathroom manufactured home is set on over two acres, offering plenty of space to enjoy the peace, privacy, and beauty of country living. The property also features a two-car garage with workshop and a separate outbuilding with tons of potential. Whether you envision a cozy she shed, a fantastic man cave, a large workshop, studio, hobby space, or something entirely your own, let your imagination get creative! With a comfortable layout, generous acreage, and plenty of outdoor space, this is a wonderful opportunity to enjoy Vermont living while having room to make the property your own. Located in the charming town of Tinmouth, you’ll be surrounded by the beauty and character that make Vermont so special, while still being within easy reach of nearby towns and amenities. If you’ve been dreaming of owning a little piece of Vermont without breaking the bank, this could be the one.

126 Tinmouth Pond Rd, Tinmouth

$299,000
4 Beds 2 Baths 5105268 MLS
Bring your imagination, a little elbow grease, and your vision to this four-bedroom, two-bathroom single family home in beautiful Proctor, Vermont. Set on over two acres of land, this property offers a wonderful opportunity to create something truly your own in a peaceful Vermont setting. A true diamond in the rough, this home is ready for someone with a vision to bring out its potential. With four bedrooms, two-bathrooms, generous land, and a beautiful location, there is plenty of room to dream, renovate, and make this property your own. Whether you're looking for a project, a place to put down roots, or an opportunity to build equity, this property is ready for its next chapter. Roll up your sleeves, bring your creativity and transform this Vermont property into the home you've been imagining. Come see the possibilities and make this diamond in the rough shine!

38 Olympus Rd, Proctor

$479,000
3 Beds 3 Baths 5105259 MLS
Nestled among the woods of Pittsfield's coveted Townsend Brook area, this beautifully maintained and thoughtfully updated chalet captures the essence of the quintessential Vermont mountain getaway. Designed in the tradition of a European alpine chalet, the main living level occupies the second floor, maximizing natural light and creating a warm, inviting space for après-ski gatherings or quiet evenings by the fire. Recent improvements include an upper-level bump-out with a charming reading nook and convenient powder room, beautiful maple hardwood floors, modern lighting and ceiling fans, and beautifully remodeled bathrooms. An enclosed former storage shed has been transformed into a generous mudroom and first-floor laundry, complete with a wall of built-in cabinetry for skis, bikes, boots, and outdoor gear. A spacious wraparound deck extends the living space outdoors, offering both sunny and shaded spots for morning coffee, al fresco dining, or gathering with friends. Surrounded by the Green Mountains, miles of mountain biking and snowmobile trails are practically at your doorstep, while world-class skiing at Killington and Pico is just minutes away. With easy access from Montreal, Boston, and New York City, this turnkey retreat offers an appealing combination of comfort, recreation, and value - equally suited to weekend escapes, investment income, or year-round living.

253 Lookout Rd, Pittsfield

$685,000
3 Beds 3 Baths 5105246 MLS
Immaculately maintained and extensively updated, this exceptional Rutland Town ranch offers the rare combination of like-new condition, high-quality finishes, and thoughtfully designed living space. Extensive improvements include luxurious radiant floor heat, new plumbing, windows and siding, LED lighting, and a 12kW backup generator. A heated two-car garage accessible from the paved circular driveway adds year-round convenience. Elegant crown molding, cherry doors upstairs, fir doors downstairs, marble tile, leathered granite countertops and a stunning soapstone farmhouse sink reflect the quality found throughout. A vaulted three-season sunroom extends the living space outdoors, with access to a private back deck and gardening shed. And there's considerably more living space below: the finished lower level effectively doubles the home's usable area with a welcoming family room, den, formal office and private theater/media room - perfect for work, relaxation and entertaining. Perhaps most impressive is what you don't see: everything that hasn't been replaced has been meticulously maintained and lovingly cared for, creating a home that could easily pass for new. Set on a pleasant corner lot in desirable Rutland Town, you're just minutes from downtown Rutland and its shopping, dining, arts, recreation and services, yet removed from the hustle and bustle and higher city taxes. For those seeking exceptional quality, comfort and condition in a truly turnkey home, this is the one.

314 Killington Ave, Rutland Town

$122,000
1 Beds 1 Baths 5104998 MLS
Welcome to easy, low-maintenance living in this renovated condo on the lower level. Thoughtfully laid out to make the most of its space, this inviting unit offers a comfortable living area, functional kitchen, and all the essentials in a manageable footprint. Sliding glass doors provide an abundance of sunlight which leads out to a patio area and an open grass yard perfect for pets overlooking mountain view. Whether you're looking for a primary residence, weekend getaway, or an easy-to-maintain Vermont home base, this condo offers simplicity and convenience without the upkeep of a larger property. This condo offers a private heated entrance leading to the unit and acts as a mudroom, a private heated storage room and coin-op laundry. A great opportunity to make a space your own and enjoy carefree condo living.

21 Old Colony Way Unit B2, Pittsford

$319,000
5104985 MLS
Turnkey income producing Victorian Duplex in the heart of Rutland City! Built in 1884, this well-maintained multi-family offers classic architectural character and immediate cash flow, with both units currently occupied by tenants. The upstairs unit is a cozy 2-bedroom, 1-bath layout. The downstairs unit is a spacious 3-bedroom, 1.5-bath home spread across two levels: the first floor features a kitchen, dining room, living room, a generously sized bedroom, and a full bath with in-unit laundry, while the second floor adds two more bedrooms, a half bath, and access to a large walk-up attic offering abundant storage. Additional highlights include hardwood and tile flooring throughout, an oil-fired hot water baseboard heating system, a stone and marble foundation, an unfinished basement, and a two-car detached garage on a gravel driveway, all set on a level city lot with public water and sewer. Whether you're adding a cash-flowing asset to your portfolio or planning to eventually live in one unit while a tenant helps cover the mortgage, 21 Royce St is a solid opportunity in a convenient Rutland City location.

21 Royce St, Rutland City

$149,900
3 Beds 2 Baths 5104982 MLS
Welcome to this beautifully cared-for manufactured home Located in the quiet, welcoming neighborhood of Windy Hollow Co-op in Castleton where you're close to local amenities, outdoor recreation, and everything the area has to offer. Situated on a generously sized lot, the home features a large backyard with a peaceful creek running behind the property, creating a relaxing and private outdoor setting. The home has been exceptionally well cared for and includes valuable upgrades designed for year-round comfort and peace of mind. Features include a hurricane anchor system for added stability, a new Amish built storage garage, and upgraded temperature-controlled skirting, helping provide improved protection and energy efficiency during Vermont's changing seasons.

88 Slate Creek Trl, Castleton

$725,000
3 Beds 3 Baths 5104945 MLS
Find your Vermont in Pawlet amid rolling farmland, a Haystack Mountain backdrop, and rich local history. This 1900 farmhouse sits on 6 acres overlooking the valley and mountains, offering privacy just minutes from the village green, historic library, Town Hall, and General Store. The property features three separate buildings, including the remarkable original farmhouse with a wide, deep front porch. Inside, the classic living and dining area offers a fireplace and mountain views. An intimate office/library includes an en-suite bath, while the expanded kitchen and additional dining area flow naturally into the sunroom, with doors opening to an expansive stone patio and spectacular views. Upstairs are three bedrooms with beautiful views, two full baths, and a study/office with access to an attic loft overlooking the fields. Floor-to-ceiling closets line the hallways, providing abundant storage. The primary en-suite bedroom features seamless built-in drawers and closets. French doors open onto the deck to enjoy views. The 3-stall horse barn opens to a fenced field and includes a second-floor loft space with access to upper field. A natural spring supplies water to the barn. The professional working kennel building includes finished office space, a kitchen, a full bathroom, and a one-car garage with a large workspace. The second floor is currently used as office/living space. This agricultural property can support a working farm on one of Vermont’s most beautiful rolling backroads. On a hot summer day, take a plunge in the Mettawee River or enjoy a tall glass of water on the patio with panoramic views. This is an irreplaceable opportunity to become the next steward of one of Vermont’s special properties, offering endless potential. Only 20 minutes to Manchester shopping and restaurants, and just 45 minutes to Saratoga Springs, NY.

679 Rupert Hill Rd, Pawlet

$450,000
4 Beds 2 Baths 5104843 MLS
Enjoy the space, privacy, and versatility of this 4-bedroom, 2-bathroom home set on a private 2.75-acre lot. The contemporary open-concept first floor offers a comfortable layout designed for both everyday living and entertaining, featuring a spacious kitchen, living area, and a convenient primary bedroom with its own bathroom. The lower level provides plenty of additional living space, with three bedrooms, an office, a bonus room, and a laundry room. The bonus room is perfect for children, a playroom, media space, or hobbies, while the office offers a quiet place to work from home. With room for a large family, visiting guests, or use as a ski home, this property offers flexibility to fit a variety of lifestyles. Step outside and enjoy the large front deck, perfect for relaxing, dining, or entertaining while taking in the peaceful surroundings. The three-bay garage provides abundant space for vehicles, recreational equipment, tools, and storage. The spacious backyard offers plenty of room for gardening, pets, children, outdoor activities, and gatherings. A private setting with generous indoor and outdoor space, this home offers the combination of comfort, functionality, and room to enjoy everything the property has to offer.

1764 W Tinmouth Rd, Clarendon

$480,000
4 Beds 3 Baths 5104805 MLS
Welcome to this thoughtfully updated 4-bedroom, 3-bath home, offering beautiful lake views, deeded waterfront, and the best of the Lake Bomoseen lifestyle. The first floor offers a spacious, semi-open layout designed for both everyday living and entertaining. The recently updated kitchen showcases newer appliances, maple cabinetry, custom wood countertops, and views of the water. It flows seamlessly into the generous dining area before opening to the inviting living room, where a stone fireplace creates a warm and welcoming focal point. The main level also includes new windows, a convenient half bath with laundry, and a spacious primary bedroom with a private en suite bath. Double doors from the primary bedroom lead to an outdoor space with beautiful lake views and the potential to create a private patio retreat. Upstairs, three additional bedrooms offer comfortable accommodations for family or guests, along with a ¾ bath and a versatile bonus area that could be used as a playroom, reading nook, or additional storage. Step outside to one of the property's most inviting spaces, an expansive deck overlooking the lake, the perfect place to relax, entertain, and take in spectacular sunsets. Just across the road, enjoy 25 feet of deeded frontage complete with a boat lift, sun deck, and dock-ready shoreline, creating your own private place to experience life on the water. A spacious yard, raised garden beds, leased solar panels, and a Tesla standby backup power system further enhance the property's year-round comfort and efficiency. Ideally located along Route 30 on the sought-after east side of the lake, you'll enjoy easy access to Crystal Beach, lakeside dining, golf, and everything the area has to offer.

2940 Rte 30 N, Castleton

$299,000
3 Beds 2 Baths 5104741 MLS
Roll up your sleeves, dreamers—this three-bedroom, two-bath fixer in Brandon is practically begging for a bold vision and a healthy dose of elbow grease. The house needs a top-to-bottom rehab, which honestly means the fun part is entirely yours to design. Consider it a blank slate with serious character waiting to happen. The real showstoppers stand just beyond the front door. A fantastic barn anchors the property, joined by a spacious pole barn that opens the door to endless possibilities. Store equipment, launch a hobby farm, build the workshop you keep talking about, or simply revel in having more room than you know what to do with. Structures like these are increasingly hard to come by, and here you get two. Then there's the land itself. A generous lot rolls out around you, offering wide-open space to garden, gather, or breathe in that unmistakable Vermont air. Whether you picture pastures, orchards, or a sprawling backyard for weekend cookouts, the canvas stretches invitingly in every direction. Location adds even more appeal. Estabrook Park sits a short jaunt away for easy afternoons outdoors, while golfers can tee off at nearby Neshobe Golf Club. Charming downtown Brandon keeps shops and eateries within reach, and cultured Middlebury College lies a scenic twenty minutes north. For buyers who see potential where others see projects, this is a rare shot at building real sweat equity. Schedule your showing and start imagining what's possible today. Property being sold "AS IS" cash or possibly 203 Rehab loan.

2248 Grove St, Brandon

$225,000
4 Beds 2 Baths 5104673 MLS
Welcome home! This well-maintained 4-bedroom, 2-bathroom home offers plenty of space and versatility. The first floor features a convenient bedroom and laundry, making single-level living a great option. The property also includes a fenced-in area for dogs, providing a secure space for your four legged friends to enjoy the outdoors. Previously used as a two family home, the property offers exciting potential for buyers looking for additional flexibility. If permitted by the City of Rutland, it could potentially be converted back to a two family configuration, making it an excellent opportunity for an owner-occupant, multi generational living, or investment purposes. While the home could benefit from some updating and personal touches, it has been very well maintained over the years and offers a solid foundation to make it your own. A spacious home with character, flexibility, and plenty of potential—come take a look!

43 Howe St, Rutland City

$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

$950,000
4 Beds 4 Baths 5104381 MLS
Amazing opportunity to own a Kings Pines townhouse as these units rarely come on the market. Tucked quietly out of the way the small community offers privacy while easy access to all that Killington has to offer. World class skiing , restaurants , mountain biking , hiking and more. The well built townhouses are some of the largest in Killington. The unit being offered has wonderful mountain views , spacious deck and lawns . Upon entering the front door the very large mudroom has ample cupboards and closets to house all of your sporting equipment , from there you step into a fabulous cathedral ceilinged great room with stone fireplace ,open floor plan encompassing a chef's kitchen and dining area . Large windows and sliding doors leading to a spacious deck ensures lots of light and views . There are 2 bedrooms and a full bath . The second floor has the primary bedroom with walk in closets and a luxurious bathroom but the best part are the mountain views of the runs on Killington. The walk out basement with access to the parking area has a fun family room with a gas stove , laundry room , bedroom and full bath with an additional finished room for extra living space. This is a must see ! Call today for a private viewing .

232 Burke Hollow Rd Unit E-2, Killington

$315,000
3 Beds 2 Baths 5104355 MLS
Move-in ready and beautifully updated, this ranch home is situated on a spacious .51-acre lot in a desirable Brandon neighborhood and is ready for new owners. Renovated from top to bottom, the home features new flooring, fresh paint throughout, two updated bathrooms, new modern kitchen, and large back deck. The main level offers a comfortable and functional layout, with the open kitchen and living room located on one end of the home and the bedrooms and full bathroom tucked down the hallway. Officially a 3-bedroom home per the town, the current layout is set up to live more like a 2-bedroom, each bedroom also features oversized closets, providing an impressive amount of storage throughout the main level. Downstairs, the full basement significantly expands the home's versatility. A large, finished room provides plenty of space for a family room, recreation area, home gym, or office, while a three-quarter bathroom and laundry area add everyday convenience. Walkout access leads directly to the backyard, and the basement also includes a one-car garage along with plenty of additional storage space. Outside, enjoy the generous yard with dedicated garden space and a large new back deck that's perfect for relaxing, grilling, or entertaining. Set in an established neighborhood while still offering plenty of outdoor space, this thoughtfully renovated home provides a great combination of comfort, flexibility, and location. Enjoy all that Brandon has to offer while being approximately 25 minutes from both Rutland and Middlebury and only minutes to Fern Lake and Lake Dunmore.

335 Deer Run Rd, Brandon

$259,000
3 Beds 1 Baths 5104187 MLS
Welcome to 32 Pleasant St., conveniently located in the town of Proctor between Rutland City and West Rutland. Proctor offers the charm of a small Vermont community while keeping shopping, dining, employment, and other area amenities within easy reach. Residents can enjoy the town-wide public pool, a small local school system, nearby Otter Creek, and access to hiking trails. Municipal water and sewer, along with town trash removal, add to the everyday convenience of living in the town of Proctor. Inside, this 3-bedroom, 1-bath home has been completely renovated and is ready for its next owner. Updates include new vinyl and carpet flooring, new windows and doors, updated electrical, and full remodels of both the kitchen and bathroom. The refreshed kitchen is complete with new appliances, bringing together modern updates and functionality throughout the home. Outside, the property features a large, usable yard offering plenty of space to relax, entertain, garden, or simply enjoy the outdoors. Set on a quiet residential street and close to outdoor recreation, this property offers a great combination of an updated home, outdoor space, and convenient location. Come see everything 32 Pleasant Street has to offer, schedule your private tour today!

32 Pleasant St, Proctor

$175,000
5104181 MLS
Tucked into the quiet hills along the Vermont and New York border, this unique offering combines two separately deeded parcels totaling just under 17 acres and presenting an unique opportunity for the outdoor enthusiast, sportsman, or visionary seeking ultimate privacy. The VT parcel features 4.8 wooded acres in Pawlet with over 350 feet of Indian River frontage and direct access to the D&H Rail Trail. With a mix of gradual terrain and steeper wooded slopes, the property offers an ideal setting for fishing, hiking, bow hunting, or simply escaping into nature. The adjoining Hebron, NY parcel consists of 12.16 acres with a private driveway leading deep into the property for complete seclusion. Beyond the driveway, a Class IV logging road continues toward the VT acreage, creating a natural but accessible connection between the two parcels. With clearing and site work, the potential exists to create a private cabin, hunting camp, or off-grid getaway surrounded by wilderness. Whether you’re seeking recreational land, a seasonal escape, or a future retreat immersed in the outdoors, this rare cross-state property offers privacy, river frontage, trail access, and endless opportunity in a truly serene setting. List agent dually licensed in VT & NY.

59 Egg St, Pawlet

$319,900
3 Beds 2 Baths 5104132 MLS
Charming Updated Ranch in a Convenient Village Location Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch, ideally situated on a level village lot close to shopping, schools, and the Village Green. Offering comfortable one-level living with thoughtful updates throughout, this home is move-in ready and designed for both everyday living and entertaining. The home features five mini-split units providing efficient heating and cooling options throughout the living spaces. A partially finished basement offers additional flexible space for a family room, home office, recreation area, or hobbies, along with plenty of room for storage. Outside, enjoy a level backyard perfect for relaxing and entertaining. The property includes a storage shed, playset, and fire pit, creating an inviting space for children to play and for family and friends to gather around the fire. An attached two-car garage adds convenience and protection from the elements, while the home's village location puts schools, shopping, and community amenities just minutes from your door. A wonderful opportunity to own an updated ranch with a convenient location, versatile living space, and a backyard made for making memories. Come see all this home has to offer!

57 Lewis Ln, Fair Haven

$399,000
2 Beds 2 Baths 5104125 MLS
Welcome to easy, one-level living in this well-maintained two-bedroom, two-bath ranch home! The open-concept living, dining, and kitchen area features vaulted ceilings, creating a spacious and inviting great room that’s perfect for everyday living and entertaining. A mini-split system provides efficient cooling in the summer and comfortable warmth during the shoulder seasons, while a cozy gas stove fireplace adds warmth and ambiance. Set on a lovely, level lot, the property offers plenty of space for gardening, outdoor games, and relaxing. The new deck is ideal for summer gatherings, while the front porch is ready for quiet mornings with a cup of coffee. A large shed provides additional storage, and solar panels on the roof add an energy-efficient touch. Convenience continues with town water and sewer, a paved driveway, an attached two-car garage, and a full basement offering abundant storage space. Located in the welcoming community of Brandon, you’ll enjoy local shops, restaurants, and the charm of a true New England small town. This home offers comfort, convenience, and an easy lifestyle in a wonderful Vermont community!

13 Sunset Dr, Brandon

$185,000
4 Beds 3 Baths 5104075 MLS
Contemporary 4-Bedroom Near Elementary School & Town Amenities Close proximity to the elementary school and all in-town conveniences, this contemporary home offers 4 bedrooms and 3 bathrooms, including a second-floor primary en-suite. The living room in front and the dining room/family room off the kitchen offer comfortable, generous space for everyday living, while the front entry doubles as a natural mudroom for gear and storage. Outside, the fenced yard is thoughtfully zoned with a dedicated dog area and a separate, shaded spot for relaxing under mature trees. Long-term tenants recently vacated after 15 years, leaving this home ready for a fresh start. With some updates, improvements and landscaping, it's a blank canvas full of potential.. bring your vision and make it your own. This is an As-Is, Where-Is sale. * Recent updates include a new roof and a new electrical panel* Not likely this will pass for VA or FHA lending- Most likely a cash, portfolio or possibly conventional financing. *Showings will resume on or after 09/21/2026*

208 Allen Ave, Poultney

$295,000
5104066 MLS
Back on market because buyer lost financing - no fault of the property! Completely renovated and ready to perform. This turnkey duplex at 29 Hopkins Street in Rutland City offers two spacious units, each with 3 bedrooms and 1 full bath, an ideal setup for investors or owner-occupants looking to offset their mortgage. Everything has been done. New siding, new roof, new windows, fresh paint throughout, and beautifully refinished wood floors that add warmth and character to each unit. Both apartments feature all new appliances, making them immediately move-in or rent-ready without lifting a finger. The upper unit offers even more with access to a finished third floor that creates excellent bonus space, complete with two closets. Perfect for a home office, playroom, or additional living area that sets this unit apart. Utilities are already separated, simplifying management and maximizing flexibility. With strong rental demand in Rutland and 3-bedroom units typically commanding around $1,800/month, this property is well-positioned for solid cash flow. Vacant and ready for immediate occupancy or tenant placement. Clean, updated, and easy to rent!

29 Hopkins St, Rutland City

$748,000
3 Beds 2 Baths 5104032 MLS
This four-season getaway or full-time home features 3-Bedrooms, 2 baths and an attached 2-car garage with storage above. The generous mudroom leads to the main level with a tastefully updated kitchen, a dining area that overlooks the cozy living room with a woodstove, cathedral ceilings and a skylight for abundant natural light. A slider leads to outdoor living on the multi-level deck which also leads to the bedroom on this level. A renovated full bath completes this floor. Upstairs is comprised of two additional bedrooms (one with a private deck) and the other with a “Laugh-in” window overlooking the living room and another beautifully updated bath with a skylight. The finished walkout lower level expands the living area ideal for relaxing and hosting friends or a game room and more space for a home office. The large laundry-utility room completes this level. The private, nicely-landscaped 1.1 acre lot with a level driveway is located across from Green Mountain National Golf Course. Just minutes to Killington nightlife and skiing, this lovingly-maintained home includes a low-heat security system to insure peace of mind in every season. Schedule your private showing today!

176 Doubleday Hill Rd, Killington

$449,000
4 Beds 3 Baths 5104029 MLS
Perched on a peaceful ridge in West Rutland, this four-bedroom, two-and-a-half-bath home blends everyday comfort with a price point that feels genuinely doable. It's the kind of place where roomy living meets real value—no compromise required. Inside, four bedrooms give everyone a corner to call their own, while two and a half baths keep the morning shuffle civilized. Downstairs, a finished basement earns its keep as a family den, home gym, playroom, or that hobby space you've been meaning to claim. Could work for Mother in-law area as well. Extra square footage without the extra fuss—consider it a bonus level ready for whatever life throws its way. The neighborhood does its share of charming, too. West Rutland Art Park sits less than a mile away, sprinkling a little culture into your weekends, and West Rutland School keeps school-day logistics refreshingly simple. Everyday errands stay close, yet the setting feels wonderfully removed from any hustle. Adventure lovers are spoiled here. Pine Hill Park delivers miles of wooded trails for hikers and cyclists, while Lake Bomoseen beckons with summer swims, boating, and lazy afternoons on the water. Castleton University sits a short drive west, and when the flakes fly, legendary Killington Resort waits roughly twenty minutes east for world-class skiing. Comfortable rooms, a versatile lower level, and a location that balances quiet with connection—this one checks the boxes that matter most. Come tour it in person and picture yourself settling right in.

78 Skyline Dr, West Rutland

$2,500,000
3 Beds 3 Baths 5104017 MLS
Experience the mountain lifestyle you've been dreaming of in this exceptional ski-in/ski-out residence at Trailside Village. This home sits directly on Great Eastern, Killington's legendary green circle trail famous throughout the East for its miles of easy, flowing turns giving you the most direct ski access on the mountain. Step right out your door and onto the trail, no shuttle, no driving, no hassle. Spacious and thoughtfully designed, this three-bedroom, three full-bath home combines the convenience of trailside living with the comfort of a year-round mountain retreat. Ski trail views find you throughout the house from the kitchen, from the deck, from multiple vantage points inside so you can watch skiers glide by, catch the groomers grooming corduroy in the evening, and see the snowmaking crews making fresh snow, all without leaving home. Wake each morning to spectacular sunrises and sweeping mountain views, then unwind after a day on the slopes in your private hot tub. The building has undergone extensive exterior renovations, including a commercial-grade metal roof, new siding, energy-efficient windows and doors, stonework, and updated decks, providing exceptional durability and peace of mind. Life at Killington is defined by four seasons of adventure. Winter brings world-class skiing and snowboarding across six mountain peaks, neighboring Pico Mountain, and the longest ski season in the East. In warmer months, enjoy lift-served mountain biking, championship golf, scenic hiking, and endless Green Mountain recreation. Adding to the area's appeal is the proposed Killington Village, envisioned to bring new restaurants, shopping, lodging, and a vibrant slopeside community to one of New England's premier mountain destinations. Whether you're searching for a vacation home, a full-time residence, or an investment opportunity, this rare trailside property offers an exceptional opportunity to enjoy everything Killington has to offer today!

350 Trailside Dr Unit Unit C, Killington

$299,000
3 Beds 1 Baths 5103919 MLS
Nestled in the quintessential village of Wallingford, Vermont, this charming three bedroom, one bathroom home is ready to welcome its new owners. Warm, inviting, and full of character, you’ll appreciate the beautiful hardwood floors, classic wood trim, and cozy atmosphere throughout. The charming kitchen features a center island, creating the perfect space for meal preparation, casual dining, or gathering with family and friends. Whether you’re looking for your first home, a place to downsize, or simply a home in a wonderful village setting, this property offers comfort and convenience. Ideally located just moments from the Wallingford Elementary School, Sweet Birch Coffee Shop, the Village Market, and the many local shops and restaurants, you’ll love being within walking distance of everything this vibrant community has to offer. Outdoor enthusiasts will also enjoy nearby Elfin Lake, perfect for swimming, kayaking, fishing, or simply taking in Vermont’s natural beauty. If you’ve been searching for a cute, cozy home in one of Vermont’s most beloved villages, this Wallingford gem is one you won’t want to miss.

96 Prospect St, Wallingford

$425,000
3 Beds 2 Baths 5103909 MLS
Welcome to a truly special Rutland City home, lovingly built and meticulously maintained by the same owners since 1984. Set in a sought after neighborhood, this charming 3 bedroom, 2 bath Cape offers the combination of thoughtful craftsmanship, pride of ownership, and a location that puts you close to all that Rutland has to offer. From the moment you arrive, you’ll appreciate the care that has gone into maintaining this home over the years. The inviting Cape style design offers comfortable, well-proportioned living spaces, with three bedrooms and two full baths providing flexibility for family, guests, a home office, or whatever your lifestyle requires. The home has been cherished by its original owners for more than four decades, creating an exceptional opportunity for its next chapter. Outside, enjoy the beauty and tranquility of the thoughtfully landscaped grounds from two decks, offering wonderful spaces for morning coffee, entertaining, or simply relaxing and taking in the surroundings. Mature landscaping adds to the charm and privacy of this well-loved property, creating an inviting outdoor setting that is just as special as the home itself.

20 Edgewood Dr, Rutland City

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .