Rutland City, VT | 100 South 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!

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.

*SELLERS ARE OFFERING $1,000 TOWARD THE PURCHASER’S CLOSING COSTS AND/OR AN INTEREST-RATE BUYDOWN!* Welcome home to this well-maintained property offering space, flexibility, and endless possibilities! The main level offers three comfortable bedrooms, a full bathroom and a beautiful updated kitchen with a convenient walk in pantry. A first-floor washer and dryer add everyday convenience and functionality to the home's thoughtful layout. The spacious living room and large dining area ideal for gathering with family and friends. Upstairs, you'll find three additional bedrooms, offering exceptional flexibility for a growing household, welcoming guests, creating a home office, or designing the perfect hobby or recreation space. Enjoy peace of mind with a new roof installed aprx. 3 years ago and most major mechanical systems less than seven years old. The home is also pre-wired for a whole house generator, making future installation simple and convenient. Step outside to the rear deck and unwind while overlooking the private backyard, naturally screened by mature foliage for a secluded setting. Adding to its appeal, this property was once configured as a two-unit home and offers the potential to be converted back, making it an excellent opportunity for multi-generational living or investment potential. Whether you're looking for a spacious single-family home or a property with income-producing possibilities, this versatile home is ready to meet your needs.

RUTLAND CITY: Excellent investment opportunity! This income producing 4-unit multifamily offers immediate cash flow with tremendous value-add potential. Three units are currently occupied with a long history of reliable tenancy, while the fourth unit is ready for completion, providing an excellent opportunity to increase rental income. Current rents are well below market, offering significant upside for investors. The property features new electrical throughout the building, four separate electric meters, a durable slate roof in excellent condition, and public water and sewer. Conveniently located near downtown Rutland, shopping, restaurants, schools, and public transportation, this is an outstanding opportunity to add a well-positioned property to your portfolio.

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.

Investment Opportunity in the Heart of Rutland City! Discover the perfect blend of classic charm and income producing potential with this beautiful three unit Gambrel style multifamily home on Church Street in Rutland City. Featuring gorgeous hardwood floors, thoughtful updates, and timeless character throughout, this well-maintained property is ready to welcome its next owner. Whether you’re looking to owner occupy and let rental income help offset your mortgage and living expenses or add a solid investment property to your portfolio, this versatile property offers endless possibilities. It's convenient location places you close to shopping, restaurants, schools, parks, and many of Rutland City’s everyday amenities. If you’ve been searching for a multifamily property that combines charm, convenience, and excellent income potential, this is the opportunity you’ve been waiting for. Schedule your showing today and see all that this exceptional Church Street property has to offer!

A great opportunity for investors or owner-occupants! This well-maintained two-family property in Rutland City offers two spacious, two-bedroom apartments, each with a full bath, washer and dryer hookups, and their own single-car garage. Recent improvements include freshly painted interiors and refinished hardwood floors. A slate roof in good condition, separate driveways, two covered front porches, and a fully fenced backyard add to the property's appeal. The first-floor apartment is currently rented for $2,000 per month, includes heat, while the second-floor apartment is being offered for rent at $1,900. With potential gross annual rental income of $46,800, this property offers an opportunity to expand an investment portfolio or enjoy the benefits of owner-occupied living with rental income, subject to occupancy. Conveniently located near shopping, restaurants, grocery stores, and Rutland Regional Medical Center, with easy access to Killington and the area's year-round recreational opportunities. A solid two-family property offering flexibility, convenience, and income potential. Whether you're looking to expand your investment portfolio or enjoy the benefits of owner-occupied living with rental income, this versatile property checks all the boxes!