422 properties for sale in Rutland County

Take a look at this ideal ranch-style home with 1.5 acres, 3-bedrooms and an attached garage! Surround by nature's best including, but not limited to: stunning mountain views, a stream, a large yard, woods and covered porches (with a cozy swing!); it already feels like home. With many upgrades including: flooring, vinyl replacement windows, upgraded kitchen and decks and so much more all you need to do now is make it your own

Step into timeless charm and discover the possibilities of this beautiful 1890 Victorian home! Offering 2,114 square feet of living space, 3 bedrooms, and 2 bathrooms, this spacious home combines classic architectural character with a comfortable and versatile layout. The first floor features a welcoming foyer, generous living room, formal dining room, kitchen, 3/4 bathroom, and family room, providing plenty of space for everyday living and entertaining. Upstairs, you'll find three bedrooms and a bonus room, perfect for a home office, hobby space, or additional flex space. Situated on a 0.23-acre city lot, this two-story home features a charming covered front porch, inviting curb appeal, and distinctive Victorian details that reflect its historic character. Conveniently located in Rutland City, this property offers an opportunity to enjoy the charm of an older home while being close to shopping, dining, and local amenities. Whether you're looking for your next home or a property to mak

This beautifully maintained ranch offers generous living space and a desirable Northeast Rutland location. The main level includes three bedrooms, one with an en suite half bath, as well as a full bathroom, living room, and updated kitchen offering plenty of cabinetry, counter space, and all appliances. The kitchen overlooks the impressive great room, featuring expansive windows extending into the vaulted ceiling, hardwood flooring, abundant natural light, and a woodstove. The walkout finished lower level provides even more living space with a spacious 24-foot family room, fireplace, fourth bedroom, three-quarter bathroom, dedicated laundry room, and direct access to a delightful patio. Outside, the nearly half-acre yard provides plenty of room to enjoy the outdoors in a peaceful residential setting. Ideally situated in Rutland City's Northeast section, the home offers convenient access to local schools, parks, recreation, shopping, dining, and downtown Rutland. Rutland Northeast Prima

Showings start May 12th! Timeless elegance meets modern luxury at the Old Stone House at Frazier Hill! Nestled in a serene woodland setting, this stunning stone colonial home has been lovingly restored to combine historical charm with contemporary amenities. Designed for entertaining or extra income, the property includes a one-bedroom apartment over the two-car garage, complete with a private deck. The generously sized, level lot features a lovely stone patio, all surrounded by the tranquility of nature. Inside the main home, the feeling is nothing short of magical. A newly added chef's kitchen will inspire your culinary adventures, showcasing elegant butcher block countertops, a rustic copper farmhouse sink, ambient lighted cabinets, and top-of-the-line stainless steel appliances. Host family gatherings in the formal dining room or unwind in the inviting living room, both featuring cozy wood stove inserts and beautiful wide splayed windows throughout. Upstairs are 3 spacious bedrooms

Come see this beautifully maintained city ranch in the Northeast section of Rutland City. A short walk to the elementary school, shopping and restaurants. The first floor has a mudroom, large kitchen, beautiful dinning room and living room, all with hardwood floors. Down the hall are two bedrooms, full bathroom and a primary bedroom with an ensuite bath. Downstairs in the walkout basement, is a large family room with fireplace, two additional rooms one with a fireplace and half bath, the other used as an office. A three season room that walks out to a beautiful patio. There is an additional lot connected to this parcel that is for sale

Opportunity abounds in Castleton, Enjoy the ultimate Lake Bomoseen Lifestyle with plenty of private space and room to grow. Situated just a mile from the Lake, this unique property offers incredible versatility. Zoned commercial or residential use, the beautifully renovated turnkey secondary unit provides a luxury retreat for guest, family or a lovely work from home area independent from the main house with high-speed internet already installed. Meanwhile, the solid, immaculately clean 2-bedroom, 1.5 bath main house serves as a wonderful blank canvas opportunity. It is entirely livable as is, allowing you to update to your personal taste over time and build effortless equity in a prime, highly desirable Castleton location. Including approximately 2 of the 8.8 Acres fenced in, the property offers space for play, pets or relaxing. Conveniently located near Lake Bomoseen and Castleton University, the property is 15 minutes from Rutland Regional Hospital and 40 minutes from Killington

Own a piece of the slopeside lifestyle at the iconic Killington Grand Hotel! This 13-week interval ownership offers an exceptional combination of luxury, convenience and flexibility, putting world-class skiing, riding and summer mountain adventures just steps from your door. Located on the third level of the hotel, this beautifully appointed residence enjoys long range mountain views, sleeps up to 10 people and features two bedrooms, each with its own full bath, a well-equipped kitchen with granite countertops, generous living and dining areas, a sleep sofa, Murphy bed and a private balcony overlooking the golf course. A lockout bedroom provides exceptional flexibility: configure the property as two separate units for rental opportunities, or open it up and enjoy more than 1,000 square feet of comfortable living space yourself. As a Grand owner, you'll enjoy an impressive array of resort amenities including a luxurious spa, fitness center, outdoor heated pool and hot tubs, ski and bike

BIG, BOLD and BEAUTIFUL-MAIN LEVEL AND THIRD LEVEL PRIMARY ENSUITES. Built in 1922 for the owner of Howe Scale, this extraordinary SIX-bedroom, Five-bath residence showcases exceptional craftsmanship, timeless character, and modern luxury. Thoughtfully renovated while preserving its historic charm, this home offers an impressive blend of elegance AND comfort. High-end Hubbardton Forge lighting fixtures are featured throughout, adding distinctive Vermont artistry and sophisticated style that truly sets this home apart. Three fireplaces provide warmth, ambiance, and inviting gathering spaces. The remodeled kitchen features all the bells and whistles, while the stately living and dining rooms offer beautiful spaces for entertaining. The first-floor primary suite provides one-level living with a walk-in closet, luxurious bath, and dedicated second laundry area. Upstairs, handsome original woodwork highlights the home's enduring craftsmanship, with four spacious bedrooms and a full bath. Th

Step back in time with this extraordinary 222 year old legacy estate - a treasure owned by the same family for more than two centuries. This remarkable property is a rare blend of grandeur and natural beauty along with historical significance. Once part of the Underground Railroad, the property has a fascinating past, and some of its former residents served as Civil War soldiers. The house was also used as the setting for the movie American Gun starring James Coburn with several scenes filmed inside the home. Imagine owning a home that is not only part of local history, but also part of cinematic history. Built in 1804, the magnificent 4/5 bedroom main home has been remarkably preserved - offering timeless architectural details, original craftsmanship, a grand entrance, soaring 11-footceilings, 7 gorgeous fireplaces, and two 40' covered porches. Rarely does a home of this vintage come to market in such great condition. The property has been professionally inspected by a licensed real e

Located just minutes from the Killington Access Road, 91 Bombadil Path offers the perfect blend of convenience, quality, square footage and comfort. This one owner, well maintained home offers easy access to the VAST trail. Situated on 3.84 acres this Cape presents easy to maintain gardens with mature perennial plants and a patio great for entertaining around the firepit. Park your vehicles in the attached, oversized garage which also includes overhead storage. Enter the home into a dedicated mudroom. If cooking is your thing you will love the natural light in the open concept kitchen featuring stainless steel appliances. Enjoy coffee or apres in the 3 season sun porch. Relax in the spacious living room by the gas fireplace offering calming ambience. The generously sized primary suite complete with walk in closet, a 2 sink countertop, soaking tub and seperate shower is the perfect place to retreat to at the end of an adventurous day. The laundry room consists of a full sized washer and

FAIR HAVEN: 2 Unit Multi-Family located on outskirts of town, country views, convenient to stores, school and downtown, close to lovely park with music in the park during summer. Shed for storage on spacious level lot of 0.69 acres. Front porches on both apartments, laundry facilities and circular paved driveway for easy access. Needs some cosmetics. Close to Lake Bomoseen, New York and Rutland, near Route 4 highway. Upstairs tenant is moving, so will be vacant. Call for an appointment

Ski In/Ski Out Condo at Sunrise Village Experience a great mountain getaway in this roomy 3-bedroom, 2-bath, two-level condo at Sunrise Village, offering direct ski in/ski out access to and from the Sunrise lift. As an end unit, this condo enjoys an abundance of natural light throughout the kitchen, dining and living areas, as well as the second floor primary bedroom. After a day spent skiing, hiking, or enjoying the outdoors, cozy up beside the soaring brick faced wood burning fireplace and relax in the warm, inviting atmosphere. Sunrise Village offers an impressive array of amenities designed to make every season enjoyable. Take advantage of the indoor pool, indoor and outdoor hot tubs, sauna, tennis courts, exercise facility, and extensive trail system for hiking, cross country skiing, and snowshoeing. When your winter weekend evening arrives, there's no need to venture far-enjoy dinner at the on-site restaurant and make the most of your mountain retreat. Whether you're looking for

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

A Sun-Filled Rutland Town Retreat with plenty of room for everyone. Picture morning coffee on your screened porch, summer afternoons by the pool, and evenings by the fireplace. This beautifully upgraded home offers approximately 3,600 square feet of living space with four bedrooms and four baths, plus a dedicated office, a family room, and a workout room. Skylights bring in natural light, and a wall of windows fills the dining room addition with sunshine and open the sliding doors that leads out to a covered deck. Gleaming hardwood floors and tile complement the interiors, while the kitchen features wood cabinetry, stainless steel appliances, a tasteful backsplash, and a large sink overlooking the private backyard. The primary suite is a retreat of its own, with a cathedral ceiling, a beautifully appointed bath, and a screened porch overlooking the above-ground pool. The entire yard is fully fenced. A second bedroom with its own en suite bath gives overnight guests extra privacy. A roo

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 so

Turnkey Two-Unit Multifamily Investment Opportunity in Rutland City! Welcome to 12 Chaplin Ave, a beautifully renovated two-unit multifamily property offering an excellent opportunity for investors or owner-occupants alike. Thoughtfully renovated down to the studs between 2019 and 2020, this property underwent extensive improvements including exterior wall insulation, updated electrical and plumbing, new drywall, flooring, cabinets, appliances, fixtures, and extensive roof repairs to both the asphalt shingle and slate roofing. The property features two well-maintained units, including a comfortable studio apartment and a spacious three-bedroom apartment. Each unit has its own washer and dryer, providing added convenience for tenants. Both units are occupied by long-term tenants, with one tenant in place for approximately five years and the other for more than two years. This is a truly turnkey investment, with tenants responsible for their own heat and electricity, helping to keep owne

Exceptional 8.5-Acre Lakefront Retreat on Lake Hortonia Discover the perfect blend of privacy, versatility, and waterfront living with this remarkable 8.5-acre property on beautiful Lake Hortonia. Offering expansive lake frontage and peaceful natural surroundings, this unique estate is ideal as a year-round residence, vacation getaway, or investment opportunity. The main home features comfortable living spaces designed to capture scenic lake views and create a warm, inviting atmosphere. An additional in-law or rental suite provides excellent flexibility for extended family, guests, or supplemental income potential. Outside, the property truly shines with abundant space for recreation, gardening, boating, and outdoor entertaining. A separate storage shed and large quonset hut offer exceptional year-round storage for vehicles, boats, equipment, or workshop needs. Whether you're looking for a private waterfront escape, multi-generational living, or income-producing potential, this Lake Ho

A new slopeside unit at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property has just come to market! Unit 154 Interval Use Period III is a 1BR/2BA duplex unit (on two levels) that sleeps 6 guests on a sofa-bed in the living room and two queen beds in the down stairs bedroom. This is one of only two units with this unique floor plan! Ownership entitles the owner to 13 weeks of use per year. 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, on site laundry, game room and valet are all available to owners. Optional membership in RCI or Interval International allows owners to trade weeks at over 7,000 resorts worldwide when you choose to join. This is as convenient as second home

Nestled on just over 2 acres at the end of a quiet dead-end street, this inviting 3-bedroom, 2-bath home offers privacy, space, and flexibility in scenic Castleton. Inside, you'll find warm hardwood floors, built-in shelving in the living room, and a practical layout featuring a first-floor bedroom and full bathroom for added convenience. Upstairs offers two spacious bedrooms and an additional full bath. The finished basement expands the living space with a versatile bonus room perfect for a home office, hobby room, play space, or kids retreat, plus a dedicated workshop area for projects and storage. Need even more room? Above the attached 2-car garage is an unexpected finished space ideal for a private office, creative studio, guest overflow, or additional recreation area. Step outside to enjoy the private backyard complete with a deck, mature outdoor space for gardening, and plenty of room for kids and pets to play. The property also includes an additional one-car garage and a storag

Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch offering over 1,400 square feet of single-floor, turnkey living space. This home blends high-end modern finishes with inviting, open-concept living. The heart of the home features hardwood maple cabinets, sleek granite countertops, stainless steel appliances, and a spacious farmhouse sink. The bright floor plan showcases stunning oak hardwood floors, complemented by beautiful wide plank ceilings. Both bathrooms highlight marble-top vanities, and elegant tile flooring. The large, finished basement includes a designated office space, providing plenty of quiet room for remote work or recreation. The exterior presents a paved driveway, one-bay attached garage, and new siding. If you are looking for a quiet neighborhood with sprawling rural views and beautiful sunsets, look no further. This is a phenomenal opportunity to own a low-maintenance, completely modernized home that is situated in the sought-after Rutland Town School D

Very few properties offer beautiful views, privacy, acreage and modern conveniences in a way that feels effortless like this property does. At 353 Schoolhouse Road, the first thing you'll notice is the quiet. Set on more than 15 private acres, the property invites you to slow down and enjoy Vermont at its best. Open fields, mature woods, private walking trails, a pond, and a gentle stream create a landscape that changes beautifully with every season. As the day winds down, the western sky becomes the main attraction. From the home you'll enjoy sweeping views toward the Adirondack Mountains and sunsets that paint the horizon in brilliant shades of orange, pink, and purple. The main residence offers approximately 3,300 square feet of comfortable living space with hardwood floors, abundant natural light, and a welcoming wood stove that makes winter evenings especially inviting. While the setting feels wonderfully secluded, high-speed fiber internet keeps you connected for remote work, str

Why was 6 afraid of 7? Because. 789 on Post Rd! Welcome to 789 Post Road, where rustic character, peaceful surroundings, and the beauty of Vermont living come together. Wrapped in warm cedar siding and surrounded by picturesque acreage, this one-of-a-kind property feels like something straight out of a storybook; A private pond adds to the scenery, creating a setting that changes beautifully with the seasons. Whether you're enjoying a quiet morning overlooking the water, taking in the surrounding landscape, or simply appreciating the privacy of your own little escape, you'll find peace and quiet while being just minutes from the city amenities, hospitals, and grocery stores, and just 15 minutes to Pico and 20 minutes to Killington

Enjoy privacy, natural light and the best of Killington living in this beautifully appointed Kings Pines end unit. Set within a small townhouse community, this stylish residence offers an upscale mountain setting with three bedrooms, 2 bonus rooms, four baths and a spacious lower level. A private backyard and secluded area for the hot tub add to its appeal. A large mudroom welcomes you with ample space for ski gear and outdoor essentials, while hardwood floors and abundant windows create a warm, bright interior. The open concept kitchen, dining and living areas offer an ideal setting for gathering, with a well-appointed kitchen and a beautiful gas fireplace. Step onto the deck overlooking nature and a babbling brook a peaceful place to unwind after a day on the mountain. Upstairs, the sun-filled primary suite features a private bath with a walk-in shower, jetted tub and double vanity. A second bedroom on this level also enjoys its own private bath. The lower level adds a family room an

Welcome home to this inviting 3-bedroom, 2 1/2-bath raised ranch set on a level.99-acre lot in Fair Haven! Offering a comfortable and functional layout, this home features a roomy kitchen with plenty of space for everyday living and entertaining. Natural light fills the interior, creating a warm and welcoming atmosphere. The dining area provides direct access to the deck, making it easy to enjoy outdoor dining or simply relax and take in the surroundings. The lower level adds living space with a family room and convenient laundry area. An attached two-car garage provides excellent storage and everyday convenience. Outside, enjoy the large yard with plenty of room for gardening, recreation, pets, or simply enjoying the outdoors. A wonderful opportunity to enjoy comfortable living with room to spread out, both inside and out! With local lakes and ski areas just a short drive away, easy access to the rail trail walking/bike path, walking distance to grocery, pharmacy and convenience store

Cross through the historic Sanderson Covered Bridge just over a mile from downtown Brandon, then follow the sweeping driveway up to this 10.50 acre horse property. The home overlooks fenced pasture and an established outdoor riding arena where Cross Creek Ranch has hosted local equestrian events, riding camps, and training sessions for years! The arena features metal rail fencing and a well established base with firm footing for training and gymkhana style events. A judging booth and tack shed are nearby. Inside, the open floor plan takes in mountain views beyond the front porch, and a large wooden bar looks into the living room. Both bedrooms have en suite baths. A spacious mudroom off the attached garage has a double sink for cleaning tackle or after gardening. The home also features a standing seam roof and a standby generator, and the former maple sap house provides extra storage. Downtown Brandon's restaurants, galleries, gift shops, and community events are close by, and local po

This versatile two-unit mixed use building in a prime Castleton location offers a rare opportunity for both investors and owner occupants. Currently it is a one bedroom apartment with an additional commercial space, but with approval from the town, the property could be converted into a residential multi family, featuring a one-bedroom, one bathroom apartment and a spacious two-bedroom, one-and-a-half-bathroom apartment. The finished basement space provides plenty of storage, making it ideal for tenants or personal use. If you prefer to maintain the property as mixed use, the commercial space is full of potential. Its flexible layout lends itself perfectly to a wide variety of businesses whether you envision it as an office, hair salon, daycare, or another professional use. Located in a prime Castleton location, this property combines visibility, convenience, and long-term potential. Whether you're looking to expand your investment portfolio or create a home and business space all in o

$60,000 PRICE REDUCTION! Now is your opportunity to make this property yours at an even more attractive price. With this significant price improvement, motivated sellers are ready to make a deal-this one deserves a look! Nestled adjacent to one of Rutland Town's most sought-after neighborhoods, this circa-1800 farmhouse is believed to be the original homestead for the area. Set on over three acres, the property features a classic red barn, a wide, level yard ideal for gardens, play, or outdoor entertaining. With over 2,800 square feet of finished living space and 12 rooms, the possibilities are endless. Create dedicated spaces for a home office, playroom, sewing or craft room, studio, library, or whatever suits your lifestyle. The spacious living room is filled with natural light and features beautiful wood floors, a brick hearth, and a fireplace. The eat-in kitchen offers a functional layout with room to add a large island, plus a walk-in pantry for extra storage. A graceful curved st

Welcome home to beautiful Clarendon, Vermont! Nestled on a spacious 1.2 acre lot along sought after Walker Mountain Road, this four-bedroom, two bathroom home offers plenty of room to spread out and make it your own. From the beautiful lawn to the generous outdoor space, there is plenty of room here to enjoy the simple pleasures of Vermont living! Whether that means gardening, entertaining friends and family, relaxing outdoors, or letting the kids and four legged friends enjoy the yard. Inside, the spacious four bedroom layout offers flexibility for family, guests, a home office, hobbies, or whatever your lifestyle may require. This home is ready for someone to bring their vision, add their personal touches, and create a place that truly feels like home. Enjoy the peaceful setting of Clarendon while still being conveniently located just a short drive from Rutland City and all its amenities. If you've been looking for space, a nice piece of land, and the opportunity to create your own V

Welcome home to this spacious four bedroom, two bathroom property situated on over 6 beautiful acres in Wallingford, Vermont! Offering nearly 2000 square feet of living space, this home features an inviting open floor plan ideal for comfortable everyday living and entertaining. The beautiful homestead provides plenty of room for gardening, outdoor activities, or simply relaxing and enjoying the Vermont surroundings. A post and beam barn and a convenient attached storage shed offers additional space for tools and outdoor equipment. Looking for even more space? This property is being offered with an adjacent parcel that includes a 1948 Flared Gambrel Balloon frame barn with a wood stave silo. The sky's the limit with this property, with opportunities for a new homesite with spectacular mountain views, endless hobbies, the animals you've always dreamed of, tons of storage, or simply enjoying everything that this unique property has to offer! Whether you're searching for a year-round resid

Discover your Vermont sanctuary just 2 miles from stunning Lake Bomoseen and a short drive to the scenic Half Moon State Park! This exceptional home offers a perfect blend of natural beauty and luxurious comfort nestled within over 80 acres of lush land. Imagine waking up to breathtaking water features - a deep spring-fed pond, a majestic fifty-foot waterfall, and a tranquil year-round brook gently flowing behind the house - that create a peaceful, inspiring setting every day. This unique property boasts three distinct living areas, centered around a serene interior stone garden that invites relaxation and connection. The main house, an inviting guest wing, and a spa/living area with a swim-current pool, plunge pool, entertainment zone, cozy cafe, and exercise area give everyone space to enjoy. Throughout, you'll find exceptional finishes and thoughtful upgrades, including a modernized primary kitchen, solar energy system, and mini-splits for ultimate comfort. With up to five bedrooms