422 properties for sale in Rutland County

PROVEN PRODUCING RENTAL INCOME. Versatile single-family home offering exceptional flexibility and income potential. This beautifully renovated property features a spacious four-bedroom, four-and-a-half-bath main residence that has served as a highly successful Airbnb for the owners over the past several years. A separate ground-floor one-bedroom in-law apartment with its own private entrance is currently rented for $1,060 per month, providing reliable income to help offset ownership costs, a true win-win opportunity. Ideal for multigenerational living, guest accommodations, or continued rental income, this property offers tremendous versatility. Renovated from top to bottom in 2006, the home features updated plumbing, wiring, insulation, oil furnace, central air, appliances, and a beautifully refreshed interior with the added warmth and charm of a fireplace. Offered fully furnished, this is a true turnkey opportunity. A large rear storage shed, abundant paved parking, and excellent Rou

Versatility is the name of the game with this turnkey four-bedroom, two-and-three-quarter-bath property that wears many hats beautifully. Whether you're dreaming of a spacious single-family residence, a multi-family income generator, or a thriving short-term rental venture, the flexibility here is genuinely rare-and the heavy lifting has already been done for you. Move right in without lifting a paintbrush. Everything is ready to go, which means you can start living, hosting, or earning from day one. The proven vacation-rental potential makes this an especially smart play for buyers who appreciate a property that pays its own way while you enjoy the perks of Vermont ownership. Step outside and the appeal only deepens. A generous lot offers room to garden, gather, or simply breathe, while convenient parking keeps everyday comings and goings refreshingly hassle-free. At a price point designed to turn heads, this is the kind of value that makes savvy shoppers do a double take. Location se

Location, location, location! This one has it all! Welcome to the property you've been waiting for in one of Rutland City's most desirable neighborhoods. Offering over 2,400 square feet of living space, this spacious three bedroom, two and a half bathroom home is set on more than a half acre of land and checks all the boxes. Step inside to a bright, open, and airy layout designed for comfortable everyday living and effortless entertaining. The beautiful kitchen is sure to impress, as will the large formal living room, while the gorgeous, light filled sunroom provides the perfect spot to relax, take in all the local wild life, and watch the wonders Vermont's changing seasons. A cozy fireplace in the family room adds warmth and character to this bonus living space. Additional features include heat pumps for efficient heating and cooling and a two car garage offering plenty of room for vehicles, toys, storage and more! With generous living space, wonderful outdoor space, modern convenienc

This charming, well maintained ranch offers the ease of single-level living with plenty of room to enjoy everything Vermont has to offer. Featuring 3 bedrooms, 2 baths, and situated on a.63-acre lot in a quiet neighborhood, this home is a wonderful blend of comfort, character, and outdoor enjoyment. Inside, you'll find an updated kitchen, beautifully refinished hardwood floors, and new laminate flooring that give the home a fresh feel. The spacious living room offers a comfortable place to gather, while the separate dining room provides a wonderful setting for family meals and entertaining. A wood-burning fireplace adds charm and warmth, making those chilly Vermont evenings even more enjoyable. The primary bedroom offers the convenience of a private bath, while first-floor laundry and a thoughtfully arranged layout make day-to-day living a breeze. And then there's the backyard! Take a dip in the in-ground pool on sunny summer afternoons, relax on the covered porch, or simply enjoy the

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 apres-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

Enjoy the charm of Vermont living in this chalet style home set on 2.11 acres in Mendon! Featuring 3 bedrooms and 1 bathroom, this home features vaulted ceilings on the upper level, a bright and open living and dining area, and plenty of potential to make it your own. The kitchen provides a functional workspace, while the spacious first floor bedroom and laundry add everyday convenience. Upstairs, two additional bedrooms offer flexible space for family, guests, or a home office. Outside, enjoy the deck, garden space, and natural surroundings, with room to create your own outdoor retreat. Conveniently located along US Route 4, this property provides access to the skiing, outdoor recreation, and the year round attractions of the Killington region. Whether you're looking for a full time residence, a Vermont getaway, or a property to personalize and make your own, this Mendon home offers a great opportunity to enjoy all that Vermont has to offer!

Welcome to your ideal Vermont retreat at 224 Holden Road! Nestled on 3 private, mostly flat wooded acres in popular Chittenden, this beautifully maintained classic Cape offers the perfect blend of peaceful seclusion and convenient accessibility. Step inside to find an inviting open floor plan designed for effortless entertaining and quality time. The main level delivers the convenience of true first-floor living, featuring a bedroom, full bathroom, and laundry. Upstairs, two additional generously sized bedrooms and a second full bath provide plenty of space for everyone. The basement offers versatile bonus rooms, perfect for a home office, gym, or game room. Relax on the expansive western view back deck and take in breathtaking sunset views over a neighboring horse pasture, serene ponds, and the majestic mountains. The open yard is ideal for recreation and comes complete with its own unique, fully powered custom treehouse! A detached two-car garage provides excellent shelter and extra

Take advantage of this NEW LOW price. Gorgeous and private back yard paradise with beautiful in-ground pool, surrounded by expansive stamped-concrete and relaxing shaded patio. Propane firepit for enjoying your surroundings late into the evening. This three bedroom, one and half bath raised ranch is very spacious with luminous living room, eat in kitchen, its lower level family room and/or office, with direct access to the delightful backyard. Sliders off the kitchen lead to a very large deck covered by a magnificent gazebo to enjoy your back yard views in every kind of weather. Seller owned solar panels, replacement windows, heat pump and pellet stove make this home extremely efficient and affordable. Outbuildings allow for great storage space for all your patio furniture and pool equipment

This is the lakefront property you've been waiting for! Situated along the shores of beautiful Lake Bomoseen in Castleton, VT, this six-bedroom, 3.5-bathroom single-family home offers an incredible opportunity to own 52 amazing feet of lake frontage in one of Vermont's most scenic waterfront settings. Set on a 1.79 acre lot with a private dock and stunning lake and mountain views, the property delivers the ideal backdrop for unforgettable summers and peaceful year-round living. Whether you enjoy boating, swimming, fishing, kayaking, or simply relaxing by the water, the lifestyle opportunities here are endless. The home's exterior and waterfront setting truly shine, offering incredible potential to create the ultimate lake retreat. Inside, the home is a diamond in the rough and ready for your vision. Renovate and restore the existing space or start fresh with a new design that fully captures the beauty of this exceptional location. With breathtaking views of Lake Bomoseen and the surrou

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 ho

14 MILES FROM OKEMO MTN. A Private FURNISHED Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, a pond, and peaceful woodlands, this lovely, stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home features underground utilities that preserve the natural landscape and create a true sense of sanctuary. The interior features soaring vaulted ceilings, walls of windows that flood the home with natural light, and an open floor plan designed for comfortable living and entertaining. The beautifully renovated white kitchen flows seamlessly into the spacious family room, where rich brick flooring and two fireplaces create a warm and inviting gathering space. Offering four bedrooms and three full baths, the home features two primary suites, one on the first floor and another on the second, making it ideal for family, guests, or multi-generational living. Originally owned b

Welcome to this charming 3-bedroom, 1-bath home offering plenty of potential in the heart of Wallingford. Situated on a level 0.25-acre lot with a peaceful, country-like setting, this property provides a great opportunity for buyers looking to add their own personal touches or investors seeking their next project. Inside, you'll find a spacious living room, formal dining room, and a functional layout ready to be refreshed and made your own. A wonderful farmer's porch provides the perfect spot to relax and enjoy the surroundings. Outside, the large, level yard offers plenty of room for gardening, recreation, pets, or outdoor entertaining. There is also a detached 2 car garage. Located in an established neighborhood close to Wallingford Village, local shops, dining, schools, and everyday conveniences, with easy access to Route 7 and a short drive to Rutland. Outdoor recreation, hiking, skiing, and the natural beauty of southern Vermont are also within easy reach. With its desirable setti

Must see, new price! Welcome to 275 Chittenden Road, a classic Vermont Farmhouse fully refinished set on 1.2 level acres with frontage along East Creek. Offering 4 bedrooms, 2 full baths, and 2,532 finished square feet, this 1850 home blends historic charm with warm, updated living spaces and flexible options for today's lifestyle. This fully remodeled home from the studs must be seen in person to fully enjoy. Featuring exposed beams, refinished wide plank wood flooring, tiling in the kitchen and all baths no detail was missed. The additional rec room with vaulted ceilings offers the space for all of your entertaining needs. The kitchen is well appointed with marble countertops and attached dining. Step onto the screened in seasonal porch to enjoy the sound of the East Creek rolling by. Enjoy single level living with a bedroom, bath and laundry on the main floor. The property also includes a versatile accessory unit with one bedroom, its own kitchen, and a living room, offering excelle

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, p

Exciting opportunity to own an updated 2-bedroom, 2-bathroom condominium in the highly sought-after High Ridge community! Ideally located in the coveted A Building, the closest building to the ski-home trail, this inviting mountain retreat offers the perfect blend of comfort and convenience. Inside, you'll find tasteful updates throughout, creating a warm and welcoming space that's ready to be enjoyed from day one. The living area is anchored by a wood-burning fireplace (with firewood included in the HOA fee), while large windows and two private balconies showcase views of Vermont's Green Mountains and provide the perfect setting to relax and take in the fresh mountain air. Additional highlights include in-unit laundry and sauna, a private ski locker, and the convenience of being offered fully furnished, making for a truly turnkey opportunity. Owners and guests enjoy access to the High Ridge Sports Center, featuring an indoor pool, large outdoor hot tub, sauna, and exercise equipment,

An Established Vermont Rental Investment - Nine Rental Units, Multiple Income Streams, and Room to Grow! Discover a unique investment opportunity in Clarendon, Vermont! Set on 3.3 acres of beautifully maintained grounds, open lawns, and scenic mountain views, this established income-producing property offers an appealing combination of residential variety, rental history, and future potential. The property features nine rental units, including an attractive, three-bedroom home, seven freestanding one-bedroom cottages, and a clean, well-maintained mobile home. The main residence enjoys its own setting, separate from the cottages, and features an updated kitchen and bath, hardwood flooring, comfortable living spaces, and a detached two-car garage. The seven freestanding cottages are arranged along a gently curving drive, each offering its own entrance and outdoor space, creating a pleasant, neighborhood-like atmosphere. Several have benefited from improvements, while others offer opportu

Brand new listing! Welcome to the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 143/145/147 Interval Use Period II is a 2BR/3BA unit that sleeps 10 guests on two queen beds, king bed, murphy-bed and a sofa-bed. Ownership entitles the owner to 13 weeks of use per year. This unit offers the new owner great flexibility and the chance to earn great rental income. Stay in one unit while renting the others or use the whole unit, it's your choice according to your needs! A full kitchen with fridge, stove, dishwasher and microwave makes dining in a possibility. Or if you would rather dine out, the in-house Preston's Restaurant (open seasonally) is highly regarded. Heated outdoor pool and hot tubs, state of the art gymnasium, an in-house spa, beautiful Owners Lounge, Owners Locker Room, onsite laundry, game room and valet are all available to owners. Optional membership in RCI or Interval International allows owners to trade weeks at over 7,

Lake Bomoseen Retreat with Deeded Waterfront Access Enjoy the best of Vermont lake living in this inviting Lake Bomoseen property, set on a generous 1.47-acre lot with beautiful views of the lake and surrounding mountains. The thoughtfully designed open floor plan and convenient one-level living offer comfort and ease, while expansive windows bring the natural beauty of the outdoors inside. The lower level adds versatility with accessory living space and a sauna, creating the perfect setting for guests, extended family, or a private retreat. Deeded lakefront access includes a dock with deep-water access, making it easy to enjoy boating and all that Lake Bomoseen has to offer. A detached two-car garage and paved parking area provide added convenience for year-round living. Whether you're seeking a full-time residence or a peaceful Vermont getaway, this property offers a wonderful opportunity to embrace the lake lifestyle in every season

Bring your vision to this charming 3 bedroom 2 bathroom home located in the peaceful community of Mount Holly, Vermont. Offering a generous two-acre footprint, this property provides an ideal setting for a private primary residence, a seasonal Vermont getaway, or space to call your own. The lower level includes a garage and workshop, offering excellent space for storage, projects, or ski and outdoor gear. Enjoy the best of rural Vermont living with convenient access to local outdoor recreation, area towns, and regional commuter corridors along Route 103. Okemo Mountain Resort is just minutes away for skiing, riding, and golf, while Killington and Pico Mountain offer even more terrain for skiing and four-season mountain recreation. Golfers will also appreciate nearby courses at Okemo Valley Golf Club, and outdoor enthusiasts will find no shortage of local hiking trails and access to Vermont's natural landscape right out the door

True ski-in/ski-out one-bedroom condominium at the base of Pico Mountain. Welcome to Unit C104. Livingroom, Ceiling, trim, and doors just painted. Sunny, bright, south facing, with a private entrance, steps to the Pico Triple Chair, Pico Ski Club, Last Run Lounge, Andrea Mead Lawrence Lodge and Fitness Center. This beloved family mountain home puts the best of Pico right outside your door. The magic is in the mountain-which is also known as your backyard. Ski in, ski out. Hike in, hike out. Snowshoe in, snowshoe out. How many people can say their backyard is a mountain? Enjoy the ever-changing skyscape. Whether you're stargazing or watching the clouds, sun and moon roll by, you'll be mesmerized. Southern exposure fills the unit with natural light throughout the day, while impressive 9'8 ceilings in both the living room and bedroom create an open, airy feel. Spacious closets. The unit also offers a partial mountain view. Easy access is another standout feature. Open your private door an

Welcome to this beautifully maintained Cape style home situated on a large city lot in one of Rutland's most desirable neighborhoods. Built in 1985, this inviting residence combines classic charm with thoughtful updates and comfortable living spaces throughout. Offering 4 bedrooms and 2 full bathrooms, the home features a sought-after first floor primary bedroom complete with private deck access, perfect for enjoying a quiet morning coffee or relaxing at the end of the day. Hardwood floors extend throughout much of the home, adding warmth and character to every room. The updated kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and ample cabinetry. Updated bathrooms provide modern style and convenience. A screened in porch overlooking the backyard with hot tub creates the perfect setting as a place to unwind as your very own private retreat for year-round enjoyment. The finished lower level provides exceptional fle

Updated 3BR/2BA Whiffletree unit is ready for winter occupancy! Being sold mostly furnished, this nicely maintained unit features new laminate flooring throughout. Unit includes a nicely furnished living area with two large futons positioned in front of the gas fireplace. Adjacent dining area features new light fixture and seating for eight. New remodeled kitchen features stainless fridge, stove and dishwasher. Primary bedroom with king bed and ensuite bathroom with new vanity. Second bedroom with queen and third bedroom with two sets of twin bunk beds share a hall bath with new vanity and lighting. Whiffletree offers a summertime swimming pool and tennis court and weekend shuttle service to the lifts at Killington. At the end of the ski day, take the Whiffletree ski-home trail down to the road, click right out of your skis and walk to the building. Doesn't get much more convenient that that!

Discover the perfect blend of comfort, space, and peaceful country living in this Colonial style home, situated on 2.02 acres on a quiet cul-de-sac. Built in 2007, this inviting home offers a spacious and thoughtfully designed floor plan, perfect for everyday living and entertaining. A covered front porch welcomes you home and provides the ideal spot to relax and enjoy the peaceful surroundings. Inside, you'll find a welcoming foyer, generously sized living room, formal dining room, comfortable den, and spacious kitchen with a breakfast nook. A convenient first-floor half bath completes the main level. Upstairs, the primary bedroom suite features its own private full bathroom, while two additional generously sized bedrooms, another full bathroom, and a dedicated office or study provide plenty of space and flexibility. Enjoy year round comfort with mini-splits providing efficient heating and cooling, along with the added peace of mind of a whole-house, on-demand generator during unexpec

Charming 2-bedroom, 1-bath cottage offering breathtaking panoramic views of Lake Bomoseen. Nestled in a peaceful setting, this inviting retreat combines classic lake cottage charm with stunning scenery and a relaxing atmosphere. Bright and airy living spaces are filled with natural light, while large windows showcase spectacular water views from sunrise to sunset. The cozy interior features an open and welcoming layout, perfect for weekend getaways or year-round enjoyment. Step outside to enjoy your morning coffee overlooking the lake, entertain guests on the deck, or simply unwind while taking in the tranquil surroundings. Conveniently located near boating, fishing, dining, and outdoor recreation, this property is an ideal escape for those seeking the beauty and serenity of lake living. Whether you're looking for a vacation retreat, investment opportunity, or charming full-time residence, this Lake Bomoseen cottage is a rare find

Welcome home to this well-maintained 3-bedroom, 1-bath ranch located in one of Rutland City's most sought-after neighborhoods. Set on a level 0.34-acre lot, this bright and airy home offers comfortable one-level living with the added bonus of a partially finished lower level that provides plenty of extra space to fit your lifestyle. The main level features an inviting layout with abundant natural light, three bedrooms, and a full bathroom, creating a warm and welcoming atmosphere throughout. Downstairs, you'll find a spacious finished family room that's perfect for a media room, playroom, home office, or gym, along with a dedicated laundry area and generous storage space. Step outside onto the large back deck, an ideal spot for grilling, entertaining, or simply relaxing while overlooking the spacious backyard. An attached one-car garage adds everyday convenience, while the desirable neighborhood offers a peaceful setting that's just minutes from shopping, restaurants, schools, parks, a

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, makin

Built in 1900 and full of the details newer houses do not have: a turned wood staircase with a stained glass window on the landing, tall trim, built-ins in the dining room, and wood doors throughout. The first floor is easy to live in, with a living room that opens into a formal dining room with hardwood floors, a big eat-in kitchen with a long run of cabinets and room for a table in the middle, first floor laundry, and an enclosed front porch that works as a sunroom. Two full bathrooms in the house. Upstairs are two large bedrooms with closets and plenty of room to spread out, and the walk-up attic above is used for storage now. Outside, a fenced yard on a side street in Rutland, with shopping and everyday stops right around the corner. Mini-splits for cooling. 2,202 square feet of finished space

Welcome to this charming 3-bedroom, 1-bath home located in the heart of Rutland City. Offering a blend of character and convenience, this home features a spacious living room highlighted by beautiful built-in cabinetry that adds both charm and functionality. Enjoy the ease of first-floor laundry with a washer and dryer conveniently located on the main level. In addition to the three bedrooms, you'll find 2 versatile bonus rooms that would make the perfect home office, craft room, playroom, or whatever best suits your lifestyle. With multiple living spaces and flexible room options, this home is not short on places to spread out, relax, and make your own. Step outside to enjoy the fully fenced yard, ideal for pets, gardening, or simply unwinding. The inviting covered porch provides the perfect spot to enjoy your morning coffee or relax at the end of the day. Conveniently located near shopping, dining, schools, parks, and downtown amenities, this home offers comfort, flexibility, and eas

This versatile and attractive 3-bedroom, 3-bath raised ranch offers an appealing combination of comfort, flexibility and convenience in desirable Rutland Town. The upper level features a spacious living room with elegant built-ins and a wall of western-facing windows that frame beautiful sunsets and fill the home with natural light. The adjoining kitchen and dining area have been tastefully updated with luxury vinyl plank flooring, crisp white raised-panel cabinetry, stainless appliances and whimsical under-cabinet lighting. A comfortable primary suite, two additional rooms currently used as an office and den, a full bath and an expansive bonus room above the garage provide exceptional flexibility for bedrooms, work, play or exercise. Generous under-eave closets add valuable storage. The walkout lower level nearly doubles the home's living space, offering a welcoming family room with brick fireplace, a sunny bedroom with direct patio access, den, full bath and a second kitchen and dini

New Price! Roll up your sleeves and let your imagination run wild this three-bedroom, one-bathroom house is bursting with potential and waiting for someone ready to bring their vision to life. Calling all dreamers, do-it-yourself enthusiasts, and savvy investors: this fixer upper offers a genuine opportunity to build sweat equity and create something truly your own. The bones are here, the layout is workable, and the rest is up to you. Picture refinished floors, a reimagined kitchen, and a fresh coat of paint transforming each room into exactly what you've always pictured. Three bedrooms provide ample space for family, guests, or a dedicated home office, while the single bathroom is a blank slate begging for a thoughtful update. Whether you're hunting for your first home, a renovation project, Airbnb or a smart addition to your portfolio, this property rewards a little elbow grease with serious payoff. The location seals the deal. Commuters will appreciate having Marble Valley Regional