Rutland City, VT | 168 N.Main Street

Solid 1900 multi-family boasting nearly 4,000 sq. feet of living space. Currently set up as a 4-unit, may be a possibility to convert an office space into a fifth apartment. Clean updated Three 2-bedrooms and an efficiency adding 4 much needed apartments in Rutland City's repertoire. The house features spacious bedrooms with large closets, impressive living areas and tall ceilings. A large attached 2-car garage would be appealing to many future tenants. New sewer line and heat pumps, four 200 amp separate electric boxes and many upgrades including newer floors and metal roof areas. Great rental history!

Investors, take note: here's a four unit multi-family property that pairs steady rental income with a prime uptown Rutland location—a combination savvy buyers rarely stumble upon. Built for performance, this well-maintained solid building features separate utilities across its units, meaning tenants cover their own usage and you sidestep the headache of dividing bills every month. The first floor spacious apartment also has use of the two car attached garage, three bedrooms and one level living. The second floor consist of (2) one bedroom units and a studio apartment with a private balcony. The fourth unit offers an abundance of natural light with built-in bookcases, a skylight and it's own access to a private garden at the back of the building. This layout accommodates multiple households comfortably, keeping occupancy strong and vacancies short. Whether you're an experienced landlord expanding your portfolio or a first-time investor dipping a toe into rental ownership, this property checks the practical boxes. The care that previous owners and the current owner has poured into upkeep shows, sparing you the surprise expenses that often plague older buildings. Simply put, it's ready to generate returns from the moment you collect the keys with a great rental history. Some newer heat pumps have been added for energy efficient heating. Location only sweetens the proposition. Tenants enjoy close proximity to Main Street Park, a pleasant green pocket perfect for lunch breaks and weekend lounging. Daily errands stay effortless with Shopping Plaza Road just minutes away, while Marble Valley Regional Transit puts car-free commuting within easy reach—a genuine selling point that keeps renters interested and leases signed. The bus also transports to Killington Ski area!

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 with a loyal staff, convivial atmosphere, wood floors, pool table, attractive bar and state of the art kitchen. Inventory and all furnishings are included in the transfer. Come inspect this promising opportunity today!

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.

A rare blend of investment potential, modern living, and Vermont charm — this fully remodeled mixed-use property in the heart of Mendon delivers exceptional visibility on a high-traffic corner lot framed by sweeping mountain views. Designed for flexibility and opportunity, the property features thriving commercial spaces below and a beautifully updated 2-bedroom apartment above — ideal for an owner-occupant, entrepreneur, or investor seeking strong income potential. Live where you work, lease all the units for passive cash flow, or create a custom business destination in one of Vermont’s most traveled corridors. Thoughtfully renovated from top to bottom, every space has been refreshed with modern updates while preserving the versatility needed for a wide range of commercial uses. Perfectly positioned just minutes from Rutland, Killington Resort, and Pico Mountain, this property benefits from year-round tourism, steady traffic exposure, and convenient accessibility. Turnkey properties with this level of visibility, flexibility, and character are increasingly hard to find. Whether you're expanding your portfolio or launching your next venture, this is a standout opportunity in a prime Vermont location. Schedule your private showing today and experience the possibilities firsthand.

Investment opportunity with outstanding Route 7 North visibility and commercial zoning that opens the door to a wide variety of uses. This turnkey, income-producing property offers over 3,000 square feet of beautifully renovated space and includes a one-bedroom apartment that is currently leased to a long-term tenant for $1,060 per month, providing reliable year-round income. The spacious main residence features four bedrooms and four and a half baths and has operated as a highly successful Airbnb for the owners over the past several years. The property is also currently booked with seasonal renters from December 1 through March 31, offering immediate income to the next owner. Renovated from top to bottom in 2006, this impressive building was updated with quality furnishings, modern utilities, plumbing, insulation, wiring, oil furnace, central air, appliances, and an attractive interior highlighted by a cozy fireplace. Formerly a successful salon, the property offers exceptional flexibility for continued short-term rental use, an owner-occupied business, or a variety of commercial ventures. A large rear storage shed, abundant paved parking, and the fact that the property is being offered fully furnished make this a truly turnkey investment. Fantastic location just minutes to Killington Resort, pristine lakes, and an active downtown featuring Paramount Theatre, outstanding restaurants, farmers markets, and year-round events. Experience the very best of Vermont and Live Vermont!

Your next investment opportunity is here! This property consists of five units; one 2-bedroom, three 1-bedrooms, and one studio apartment. Conveniently located walking distance to downtown Rutland.

Great Investment Opportunity! This completely renovated four-unit multifamily property offers an excellent opportunity for investors seeking strong cash flow and solid income potential. The property features two one-bedroom units and two two-bedroom units, with extensive renovations throughout, including new siding and windows. Currently generating strong cash flow with a cap rate exceeding 12% at the asking price, this property is an attractive addition to any investment portfolio.

PRICE REDUCED! Two beautifully renovated residences, one compelling opportunity: this newly listed Rutland City multifamily property combines modern comfort with the flexibility of two separate apartments. Each apartment offers a refreshed setting with contemporary appeal, giving residents spaces that feel current, inviting, and easy to enjoy. The upper level apartment features an electric fireplace in the living room adding warmth and character, creating a natural focal point for quiet evenings or relaxed gatherings. While each unit includes an in unit washer and dryer hookup conveniences simplify weekly routines. Newer windows, vinyl siding garage roof, soffit, fascia and front porch. Roof is 12 yrs old. Private porches extend the living experience outdoors, offering each apartment a welcome place for morning coffee, fresh air, or an end-of-day pause. With five bedrooms and two bathrooms overall, the property presents a practical configuration for an owner occupant, seasoned investor, or buyer beginning a rental portfolio. Live in one apartment while leasing the other, or rent both to pursue dual income potential. This low maintenance property creates an income producing property without any major repairs. Everyday convenience is close at hand, with shopping, dining, entertainment and the farmers market nearby for errands and Marble Valley Regional Transit offering useful connections around the city. When the weekend calls for mountain time, Killington Ski Area is within driving distance for skiing and year-round recreation. That blend of local access and regional adventure can broaden appeal for residents while supporting long-term rental value. Explore the possibilities this stunning property provides schedule your private showing today and see how modern renovated interiors, separate apartments, and inviting outdoor spaces could strengthen your next real estate move.