422 properties for sale in Rutland County

Spacious, bright and well-maintained 3-bedroom, 3-bath home featuring an open-concept kitchen, dining and living area with cathedral ceilings. Enjoy a pantry, laundry room, hardwood floors, attached 2-car garage, Metal roof that can last 40-100 years, a bright finished lower level that offers exceptional flexibility with a separate private exterior entrance in addition to interior access from the main level, two extra rooms with large windows, closets, and two bathrooms. Ideal for office or sleeping, gym, yoga, media space, an in-law suite, young adult children looking for their own space and independence, live in help, or potential rental unit. Relax in the quiet backyard, perfect for entertaining or unwinding. Conveniently located just minutes from shopping, local businesses, restaurants, Home Depot, Rutland Regional Medical Center, Rutland High School and downtown Rutland. Outdoor enthusiasts will appreciate being just 8 miles from Pico Mountain and 13 miles from Killington Resort.

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 opportun

Queen Anne Style Circa 1892. 2 u00261/2 story gable roof with shingle work, Queen Anne Porch, Distinctive door and Rafter tails. 4 BR and 3 full baths total in a 3 unit multi-family on a. 18 ac. City lot on a lovely city street in Rutland close to all amenities. (1) 2 bedrooms and (2) 1 bedroom units. Annual Property Operating Data on file at the office

A turn-key Killington ski house being sold fully furnished and ready for its next owners! The home sits on 3.4+/. Acres with an open lawn bordered by mature hardwoods, just 4.8 miles from Pico Mountain, 7.5 miles from the Killington K-1 Lodge, and 7.7 miles from the Skyeship. It has operated as a very successful rental, is incredibly clean, and the exterior was freshly painted in September 2026! Built in the 1900s, the house dates to the years when Killington was still known as Sherburne, the town

Timeless New England charm defines this well-maintained stone-front home on a desirable dead-end street in Northeast Rutland. Beautiful landscaping, classic stonework, and a covered rear entry create a warm welcome. Inside, hardwood floors, high ceilings, Palladian windows, arched doorways, custom moldings, built-ins, and a pleasing paint palette add character throughout.The living room features a marble-surround fireplace, while the impressive, vaulted ceiling family room offers a stone gas fireplace, wall of built-ins, wet bar, heat pump, and backyard views. Both rooms open onto the 60-foot composite deck seamlessly connecting indoor and outdoor living. The kitchen features leathered granite countertops, abundant cabinetry, a walk-in pantry, and center island with seating, flowing into the dining area with built-ins and a charming window seat. A spacious mudroom with multiple closets adds everyday convenience.Upstairs are a generous primary bedroom with two closets, two additional be

Admired by many for years, this classic 1900 Vermont farmhouse is filled with warmth, character, and history. After 50 years of cherished memories, sugaring in the spring, raising sheep, gathering with family and friends, and gazing at the magnificent western views from Adirondack chairs, the time has come for a new owner to love this remarkable property. Set at the corner of Oxbow and Goat Farm Road in Pittsford, Vermont, the home offers a truly special country lifestyle on 48 beautiful acres. Inside, approximately 2,600 square feet of inviting living space includes a classic living room with a beautiful fireplace, a centrally located dining room, and an updated cherry kitchen with granite countertops. A cozy den lined with bookshelves and warmed by a soapstone woodstove provides the perfect retreat on cold Vermont winter nights. Beautiful pine floors add warmth and character throughout, while a wonderful covered porch offers a peaceful place to relax and gaze across the meadow. Upsta

Opportunity is the whole story at 150 Sharon Lane. This 1960 Cape in Belmont (Mount Holly) needs a full renovation, and it is priced for exactly that. For an investor, it is a strong flip candidate. For a buyer thinking about short-term rental income, the location does the heavy lifting: Okemo Mountain and Ludlow are a short drive away, and Killington is within easy reach. And for a first-time buyer willing to build sweat equity, it is a starter home with land and space you can improve over time. The house has 2 bedrooms and 1 full bath with 1,064 square feet of above-grade living space. The first floor has a kitchen, dining area, living room, and a flexible extra room that works as an office, den, or guest room, plus an enclosed porch for extra living space in every season. Upstairs are the primary bedroom and a second bedroom. The 672 square foot unfinished basement adds storage and utility space, and there is a detached garage on the property. Heat is oil-fired baseboard hot water,

Historic character. Modern renovation. Turnkey apartments. This handsome circa-1900 building has been thoughtfully transformed from professional offices into five distinctive one-bedroom apartments, combining modern, low-maintenance living with the craftsmanship and character of the original building, being sold

This inviting traditional home offers a wonderful blend of character, convenience, and outdoor living. The outdoor spaces are a true highlight, featuring a marble patio, expansive open deck, covered porch, privacy fencing, and raised garden beds-creating a courtyard-like retreat to enjoy throughout the seasons. A partially fenced yard, ample parking, tool shed, and storage shed add to the home

Two buildings on 5.12 acres in Proctor, offered together. A home, a rental, and room to grow, all on one parcel just minutes from Rutland. 113 South Street is a two story home with 4 bedrooms and 2.5 baths, plus an office addition that opens up real options. Use it as a spacious single family residence or put the addition to work as commercial space for your own business. Next door, 111 South Street is a renovated duplex with 3 bedrooms and 2 full baths between the two units. It brings income potential to help offset your costs or grow your portfolio. With 5.12 acres, there's space to spread out that's hard to find this close to town. Live in one and rent the rest. Run your business out front and let the duplex help carry the mortgage. Or hold the whole package as an investment. However you use it, this is a rare mix of space, income, and flexibility. This is a unique once in a lifetime opportunity, priced to sell and bound to move quickly. Inquire today for a private showing

Welcome home to this beautifully situated three-bedroom, two-bathroom home nestled on over three and a half acres in the charming community of Mount Tabor, Vermont! Surrounded by natural beauty and picturesque stone walls, this property offers a stunning country setting with plenty of room to relax, entertain, and enjoy all that Vermont has to offer. Thoughtful additions and renovations over the past few years have enhanced both the comfort and functionality of this inviting home. Inside, you

Set on more than 8 acres in the village of Cuttingsville, this versatile property combines a spacious open-plan home, established evergreen plantings, extensive outbuildings, and a unique Vermont lifestyle opportunity. A standout feature is the substantial solar array paired with Tesla Powerwall battery storage, helping support much of the property

Discover your own Vermont mountain retreat! Tucked near the top of the mountain on a quiet dead-end dirt road, you

There is something immediately welcoming about 80 Davis Street. Tucked along a quiet residential street in one of Rutland City

Welcome to this beautifully maintained Cape style home situated on a large city lot in one of Rutland

This could be your peaceful Vermont retreat with gorgeous mountain views, spring fed pond and loads of privacy. Offering almost 40 acres with existing hunting camp and garage. The camp could use some TLC and might be the simple weekend getaway that you crave. The garage has plenty of room for shop space, cars and all your toys. Given the amazing setting, you may just want to start over and build the home of your dreams. Or perhaps you could subdivide the property and sell off some lots to help with the cost of construction. The possibilites are endless as will be the joy you experience if you make this property your own

Seasonal summer cottage that sits right on Lake Hortonia and it can be your summer retreat. There is a forced hot air gas furnace that has been hooked up to extend your seasons. There is a deck upstairs and an enclosed porch down. Also provided is a Lopi wood stove for extra cozy warmth. This cottage has 65 ft of direct lake frontage. 2 upper bedrooms with a downstairs 3/4 bath. Enjoy boating on picturesque quiet Lake Hortonia which is 2 miles long with 22 miles of shoreline and eleven Islands. Excellent fishing. 2 Sheds COMBINED in center for storage. Same family has enjoyed this cottage for 28 years and it is time for new owners to put their finishing touches on it

Ski directly back and shuttle out to this beautifully updated, fully furnished and equipped 3-bedroom, 1.5-bath end-unit Edgemont Townhouse, ideally located in a central setting close to the proposed village and directly on the shuttle route. As an end unit, this home enjoys additional windows and an abundance of natural light, creating a bright and inviting living space. The two-level townhouse offers beautiful winter ski-trail views, the living room and primary bedroom, each have sliding glass doors opening to private balconies. Cozy up by the corner, two-sided wood-burning fireplace after a day on the mountain. The home has been completely updated with new flooring, appliances, recessed lighting, programmable thermostats, washer/dryer hookup and more, offering a move-in-ready retreat with nothing left to do. Location is ideal for four-season enjoyment. In winter, the property is conveniently located next to the ski-home trail, providing easy ski to your front door access back to Edg

Franklin's Restaurant has been a generational gathering place in the historic town of Proctor, attracting a loyal local following with its small town warmth and welcoming atmosphere reminiscent of a certain popular TV show. Anchoring an important part of the town's social life, the over 4000 square foot building, complete with two income producing apartments, sits on a 5.66 Acre parcel. This opportunity can also be purchased for a total of $599,000 with the addition of the contiguous 11.12-Acre property, the historic Sutherland Falls Quarry, whose unique beauty opens the door to several other income possibilities. These would include expanded outdoor catering capabilities and residential development/subdivision. The Restaurant and Multi-family building are available with just the 5.66 acres alone as listed here for $499,000. The Restaurant itself, with innumerable upgrades (list found separately) seats 72 people plus outdoor seating and is a complete and functioning turnkey operation w

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

Set on a beautifully landscaped. 87-acre lot, this well-maintained 1820 post-and-beam farmhouse offers classic Vermont character in a peaceful rural setting. Stone walls, mature landscaping, natural shade, and a gazebo create inviting outdoor spaces, while the marshy area directly across the road offers frequent opportunities to enjoy local wildlife and the changing seasons. Brandon

Classic Rutland Ranch with In-Ground Pool and Two Fireplaces!Single-level living with room to spread out below. This ranch pairs a partial brick facade with low-maintenance vinyl siding, and a paved driveway leads to the attached one-car garage. The eat-in kitchen flows into a formal dining room, and both open to a three-season room. From there, step out to the deck and the fenced in-ground pool, a setup made for summer entertaining and easy indoor-outdoor flow. The living room, with freshly professionally cleaned carpet, is anchored by a wood-burning fireplace. The main level also offers three bedrooms and a full bath, along with beautiful hardwood flooring. The lower level adds a family room with its own wood-burning fireplace, a 3/4 bath, and laundry, giving you flexible space for movie nights, guests, or a cozy retreat in the colder months. Stylish brick, two fireplaces, a three-season room, and a pool: this one has something for every season in Vermont

This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed

Welcome to this beautifully appointed 4-bedroom, 3-bath contemporary home located at 6 Moon Brook Drive in Rutland City. Designed with both comfort and entertaining in mind, this spacious residence offers an inviting blend of quality finishes including Hubbardton Forge light fixtures, thoughtful updates, and a desirable location. The main level features an impressive eat-in kitchen with rich cherry cabinetry, quartz countertops, and a sliding glass door that opens to the outdoor deck overlooking the yard. The living room offers a warm and inviting atmosphere with a fireplace and soaring cathedral ceilings, while the adjoining formal dining area with parquet floors flows seamlessly into a comfortable den/study. A formal foyer with elegant granite flooring, convenient laundry area, half bath, and private ensuite bedroom complete the first floor. Upstairs, a charming balcony area overlooks the foyer and living room, creating an open and airy feel. Three additional bedrooms and a full bath

Tucked into the rolling Wallingford countryside, this three-bedroom, two-bathroom home proves that spacious living and rural serenity can happily coexist on one generous lot. Inside, the newer kitchen anchors the home with fresh finishes showcasing Quartz countertops. A pellet stove was added in the living room to provide an extra heat source in the winters. Three efficient heat pumps keep every corner comfortable across all four Vermont seasons. One level living, three bedrooms and full bath complete the main flor. The lower level was completed to offer flexible bonus space that adapts to your needs-home office, playroom, studio, a hobby you keep promising to start. Step outside and the real showstopper appears: a sprawling 700-square-foot TimberTech deck built for lazy mornings and lively gatherings envelopes the Craven above-ground pool and a sizable barn wired with fifty-amp electric stands ready for workshops, storage, toys, or big-dream projects. The expansive rolling lawn that l

Two homes in one, or one home that works as hard as you do. This classic colonial offers rare flexibility for the buyer who wants to live and work under one roof, or for co-buyers ready to stop renting and start building equity together. The second floor is a complete living space with its own kitchen, in-unit washer and dryer, and a full walk-up attic for generous storage. It's served by three staircases: a private rear exterior entrance, a rear interior stair, and the front foyer staircase, so you can live together or keep things separate. The main level opens with a spacious foyer and offers a living room, dining room, pantry, a 3/4 bath, a convenient half bath off the foyer, and a bedroom with its own private deck and separate pull-down attic storage. A former kitchen is ready to become a studio, office suite, or restored kitchen. A beautiful covered wraparound deck links the front and side entrances, giving clients or guests a welcoming approach. Outside, enjoy a generous, partial

A true piece of Vermont history, this rustic 1880 timber frame barn embodies the craftsmanship and character of a bygone era. Encompassing approximately 5,500 square feet, the structure is exceptionally solid, showcasing the strength and character of its original hand-hewn beams and post and beam joinery offering soaring interior spaces and authentic architectural details. Set on 10.05 picturesque country acres, the property is surrounded by rolling pastures and neighboring farmland, and offers endless possibilities including agricultural operations, equestrian pursuits, working farm, contractor's workshop, event venue, artisan workshop, professional offices, or a stunning conversion into a one-of-a-kind residence. All uses subject to local town and state approvals and permits. With 5 acre zoning in Pawlet this property is subdivided into two lots: barn on 5.03 acres and a second lot with 5.02 acres. The second parcel offers an ideal location with distant views for a new residence whil

Set on 13.6 picturesque acres with sweeping mountain views and gently rolling fields, this beautifully updated farmhouse captures the essence of Vermont living. Offering 4 bedrooms and 3 bathrooms, the home seamlessly blends timeless character with modern updates, including a renovated kitchen and bathrooms, new flooring, fresh interior paint, a new boiler, water softener, a weatherized basement completed to Efficiency Vermont standards, and a spacious walk-in closet. Generous front porch to enjoy southerly views. Outside, the property provides endless possibilities with a detached 3-car garage, a 3-bay pole barn, and a large traditional barn ideal for storage, hobbies, livestock, or recreational equipment. Whether you're enjoying the stunning scenery, entertaining guests, or simply relaxing in the peaceful countryside, this property offers space and privacy in abundance. Ideally situated just minutes from Manchester, Dorset, Bromley Mountain, Killington, and Stratton, you'll enjoy con

Open House 8/1 11am-1pm! This charming single-family home in Rutland City is bound to sell quickly! Imagine yourself relaxing, sipping coffee, and watching the sun rise from your large, private deck, the perfect place to start your day or unwind in the evening. Inside, you'll find warm wood finishes throughout that add character and charm, while the spacious layout offers flexibility to fit a variety of lifestyles. Step inside to a welcoming dining area that flows seamlessly into the large kitchen, offering space for either bar-style seating or a full dining table, making it ideal for everyday meals or gathering with family and friends. The first floor also includes a private office or bonus room, providing additional space for working from home, hobbies, or other needs. Continue past the kitchen and dining area into the expansive, sun-filled living room, where natural light creates a bright and inviting atmosphere. Just off the living room is a generously sized first-floor bathroom wi

Price adjustment, just in time for ski season! Actually, for all Seasons! Spacious home in the Brookwood community that has been family owned for fifty years and set on 2 acres. Midway between the city and the ski areas, this five bedroom home has so much to offer including mountain and woodland views from nearly every window. This thoughtfully designed home offers flexible living for multi-generational households or guests. The main level features a generous bedroom and a handicap-accessible bathroom while the second floor includes a primary ensuite plus three additional bedrooms and a full bath. Wood floors are evident on the main level and are continued upstairs under the carpet. The spacious first floor is built for everyday living and entertaining, with a fireplaced living room, a versatile den, a spacious family room with mountain views, a formal dining room, a kitchen that opens to a fenced yard. The attached two-car garage is insulated with a separate back section currently use