Rutland City Vermont Real Estate

This two unit home in the heart of Rutland City is brimming with potential. A true diamond in the rough, this property offers the perfect opportunity for investors, flippers, or handy homeowners looking to bring a home back to its original charm. Set on a manageable lot in a convenient neighborhood close to shopping, dining, and schools, this home features one unit that offers a traditional layout with spacious rooms, original woodwork, and plenty of natural light. And the first floor, with its old school charm was originally a store. While it’s in need of renovations and updates throughout, the solid bones and classic character make this a worthwhile project. With a bit of vision and elbow grease, this home could shine once again. Don’t miss your chance to transform this fixer-upper into something truly special! Being sold as-is.

Great opportunity for an investor with a cape rate over 11.5% or for an owner occupied live in one unit and let the other unit pays for your expenses. Gross yearly income currently is $33360, and yearly income is over $20k, well maintained property in close proximity to all shoppings.

Investor Opportunity in Prime Rutland Location – 3-Unit Multifamily Welcome to 9 Seabury Street, a solid investment opportunity in one of Rutland’s desirable residential neighborhoods. This classic multi-family home features three 1-bedroom, 1-bathroom units, each offering generous layouts with plenty of natural light. Whether you're looking to expand your portfolio or occupy one unit while generating income from the others, this property offers excellent potential. While the building does need some updating, the structure is sound and the location is a winner on a quiet street, walkable to downtown amenities, and close to public transportation, parks, and shopping. Each unit has its own charm and character, and with some TLC and thoughtful renovations, there's significant upside in rental income and value appreciation. Off-street parking is available, and there's ample yard space for tenants to enjoy. Don’t miss this chance to own a piece of Rutland real estate in a stable, tenant-friendly neighborhood. Priced to sell and full of potential. Recent updates include updated electric service, some new vinyl windows, some refinished floors, and new chimney liner. Brand new electric base board heaters still in the box have been purchased for one apartment and can be included in the sale. Property being sold as is.

A Four Unit Investment Property. This reasonably well-maintained four-unit property offers two 2 bedroom and two 1 bedroom units, making it appealing to both renters and owner-occupants. This is a fully occupied rental property, ready to generate income immediately. Located within Rutland City, near downtown shops, schools, parks, and public transportation, this property benefits from strong rental demand. Being only 20 minutes from Killington/Pico Ski Resort, makes this property attractive for both long-term tenants and seasonal workers. Recent renovations include: new roof (2024 ) vinyl windows, fresh paint, flooring, wiring, lighting, and washer and dryer hookups. This property’s attractive updates should improve tenant retention. As an owner-occupied property, live in one unit and let the other units pay your mortgage, which is great for owners looking to offset living expenses while gaining equity. With a dry basement, deck space, and room for a pool or garden, you can enhance the property to potentially boost rent or appeal. Add value through additional improvements or upgraded amenities. Benefit from: immediate income from updated units, a low-maintenance setup with modern finishes, a strong location appeal for renters and owner-occupiers and value-add potential through further improvements. With the current housing needs in Rutland, and historically stable rental market, this is a smart, practical investment. Schedule a showing appointment today!

Great potential in a nice neighborhood. The structure needs to be updated and some minor structure work but will be a great investment. Can be used as owner-tenant or two rental units. One four bedroom and one three bedroom unit. Garage and small shed need work or could be removed for more yard space.

Welcome to 90 River Street—well-maintained and packed with features buyers and renters love. This bright, roomy 2 unit multi-family, offers hardwood floors, spacious living areas, and off-street parking—all just minutes from downtown Rutland’s shops, restaurants, and public transit. Enjoy a large back yard perfect for gardening, recreating, or relaxing—rare in such a central location. The property’s classic charm pairs with practical perks, offering great potential as a primary residence, second home, or income-producing rental. Located in a city neighborhood postured to benefit from future city investments, including infrastructure upgrades and downtown revitalization, this property is poised to appreciate in value. With the strong rental trend and flexible use options, 90 River Street is a smart buy for both homeowners and investors. Located only minutes from world-class skiing at Killington/Pico Resort, or area lakes and outdoor recreation. Don’t miss your chance to own a property with character, convenience, and upside. Schedule your showing today!

Turnkey Hair Salon & Income-Generating Apartment Opportunity Located on a busy street, this established hair salon offers a fully equipped, ready-to-operate business with an additional income stream from a one-bedroom apartment. The business is move-in ready—just turn the key and start working. Features include: Comfortable waiting area Fully furnished front desk Reclining shampoo area Hair drying station Washer & dryer Two cutting and styling stations (expandable) Retail shelving for product sales Manicure, pedicure, facial, and massage rooms for comprehensive services This versatile setup provides a unique opportunity for an entrepreneur to own a thriving salon business with extra income from the apartment. Perfect for someone looking to step into a turn-key operation with potential for growth. This property is also listed as a Commercial property MLS#5055887

This well-maintained multi-family home offers charm, functionality, and great living space for both units. Unit 1 spans the first floor with 2 spacious bedrooms and a full bath, featuring a large kitchen with center island, formal dining room, and bright living room—all highlighted by beautiful hardwood floors and abundant natural light. The second floor offers bonus living space with an additional bedroom, full bath, and storage room, ideal for guests, a home office, or extra income. Enjoy the outdoors from the side and back porches, with access to a generous backyard. Basement access with washer and dryer hookups. Unit 2 features a sunny eat-in kitchen, cozy living room, one bedroom, and a full bath, also with hardwood floors throughout. Tenants pay their utilities. The landlord covers the heat—the exterior needs painting. A solid investment opportunity or a perfect setup for owner-occupancy with potential rental income!

This multi-family, duplex offers an opportunity to invest in a building that has been renovated, updated, and well-maintained - leaving you minimal maintenance expenses. Fresh paint and flooring; recent roofing, plumbing and chimney work; and well-maintained mechanicals. The building has a current CO, and is 100% occupied. Unit 1 is on the main floor and Unit 2 on the second floor. Unit 1 includes three bedrooms, one bath, washer and dryer laundry space, and a shared entry mudroom accessed from the parking area. Unit 2 has two bedrooms, one bath, a laundry room with hookup (unit 2's tenants own the washer/dryer), a storage area, and shares the entry mudroom. Ample parking in the rear of the property! The property's apartments allow up to 5 inhabitants in unit 1, up to 3 in unit 2, and it's location supports the strong housing needs of both the Rutland City area and Killington workforces. Located just minutes from downtown Rutland, GE, Rutland Regional Medical Center, and a 20-minute drive to Killington Resort. A great investment opportunity!

This 2 unit home has been in the same family for many many years and then rented out to family members. Main level has 2 bedrooms, a 3rd bdrm or office, kitchen, living room and full bath. Forced hot air heat plus a heat pump for cooling and supplemental heat. Second level has 2 bedrooms, a 3/4 bath, kitchen, dining room, pantry, living room. Propane heating unit as well as heat pump for supplemental heat and cooling. An abundance of storage space for each unit with a walk up attic with two unfinished rooms, as well as a spacious attached mudroom/shed area. Two covered front porches, partially fenced in back yard, convenient Rutland City location, walking distance to all city amenities. A two car garage is no longer suitable for vehicles, but ideal for additional storage. Owner has done some nice updates to include: replacement windows, updated electrical, standing seam roof. Renters are out there in abundance, just waiting to rent a nice place. Start your investment portfolio here - or live and earn.

Investment Opportunity in Rutland, VT! Welcome to 33 Summer Street, a four-unit multifamily property in a prime Rutland location. This property features three newly renovated units, offering modern amenities and updated finishes. Situated close to local amenities and public transportation, this property is ideal for attracting tenants. Whether you're looking to expand your portfolio or start investing in real estate, 33 Summer Street presents a promising opportunity. Don't miss out on this excellent investment with great potential for steady rental income.

Bring your vision and tools—this massive property is ready for transformation. Once a 23-room boarding house, this impressive structure has been partially converted into a 4-5 unit multifamily building, with each unit designed to have 4+ bedrooms when complete. One of the units has been thoughtfully designed to meet ADA requirements. The groundwork has been laid, but there's still a long way to go—this is a true project for investors, developers, or ambitious owner-occupants. Previously permitted for 4 units, the city has indicated a 5th unit may be possible, and the sheer size of the building leaves room for even more (with proper permitting). Situated on a large lot with ample parking, this property offers endless potential for someone ready to roll up their sleeves and finish what’s been started. This property is best suited as a cash sale or possibly a rehab/construction loan.

Investment Opportunity. Discover exceptional value and potential in this spacious 2 unit multi-family property, just one block from downtown Rutland! Offering over 3,300 sq ft, this well-maintained property features 5 bedrooms and 5 bathrooms across the 2 units, with a bonus room in apartment 2 that could easily convert to an additional bedroom—perfect for generating steady rental income or living in one unit while renting the others. Upgrades include vinyl siding and replacement vinyl windows. There's also a large paved driveway with ample parking on a deep 61×286 lot. Included in this sale, is the separately deeded approximately .20 acre fenced parking lot, which has potential access at 42 Summer Street. Tenants will love the proximity to shopping, restaurants, public transit, and city amenities, while owners will appreciate the property’s solid structure and flexible layout. Enjoy being only minutes to world-class skiing at Killington/Pico Ski Resorts as well as being close to area lakes, golfing, hiking, biking and many other outdoor activities. With market rents suggesting strong income potential and property values rising in the area, 71 Grove Street represents an ideal value-add or turnkey investment. Whether you’re expanding your portfolio or entering the rental market, this property delivers affordability, location, and upside in one package. Don’t miss this chance to be part of Rutland’s revitalization!

Fantastic 2-Family Opportunity in a Desirable Rutland City Neighborhood! This well-maintained side-by-side duplex offers the perfect blend of comfort and investment potential. Live in one unit and let the other help pay your mortgage—one side is currently rented for instant income! Each unit features 3 spacious bedrooms and 1 full bath, with plenty of natural light and a functional layout. The property includes a detached two-car garage, ideal for storage or parking during Vermont winters. Conveniently located near shopping, restaurants, schools, and year-round recreation including skiing, hiking, and biking. Whether you're looking for an owner-occupied investment or a solid addition to your rental portfolio, this Rutland City gem delivers both location and value.

Completely renovated two-unit multifamily in convenient Rutland City location. Each unit features brand-new kitchens with soft-close cabinetry, new bathrooms, new electrical, new plumbing, new windows and new high-efficiency propane heating systems. Each unit offers 3 bedrooms and 1 bathroom. with separate utilities including heating systems. Property is turn-key and ready for occupancy. Close to all city amenities, shopping, dining, and schools. Just 30 minutes to Killington Resort. Whether you’re looking to owner-occupy and let rental income offset your living expenses, or add a turnkey property to your investment portfolio, this is a rare find. Few multifamily homes are renovated to this level—schedule your showing today

Investment Opportunity! An elegant and meticulously maintained property dating back to c1900-positioned in one of Rutland’s most desirable locations. Overlooking Main Street Park with western mountain views, this stately home combines classic architecture with modern updates, offering exceptional income-producing potential and multiple living configurations. With its flexible layout, this property readily adapts to a variety of investment or lifestyle goals-whether as a multi-unit rental, owner-occupied home with income from additional living space, or short-term rental in the heart of downtown. The main level offers a fully outfitted one-bedroom living space complete with a newly renovated kitchen and bath, formal dining and living rooms, and three inviting outdoor areas: a side porch, a serene screened-in back porch, and a sun-filled enclosed front porch. Upstairs, the second floor features 2or3 bedrooms, a full bath, an additional kitchen, and an open-air front porch ideal for enjoying summer concerts in the park. The private third-floor suite includes a sitting area, soaking tub, and ¾ bath, creating yet another appealing rental or guest option. The property’s versatile design and thoughtful updates make conversion straightforward for those seeking long-term rental, short-term lodging, or multi-generational living opportunities. A rare chance to own a distinguished property with both historic character and modern adaptability in the heart of Rutland’s vibrant Main Street.

Discover a true unicorn investment property in the heart of Rutland! 120 Maple Street has been completely reimagined and rebuilt from the studs up—delivering a turn-key, worry-free opportunity for investors or owner-occupants alike. This fully renovated five-unit property features four spacious 2-bedroom apartments and one 1-bedroom apartment, each designed with modern finishes, abundant natural light, and thoughtfully upgraded layouts. Every aspect of the building is brand new—including all mechanicals, electrical, plumbing, heating systems, and interiors—ensuring long-term durability and low operating costs for years to come. Three of the five units have rent restrictions tied to HUD Fair Market Rent Rates for 5 years, due to grant funds received to renovate the property. Located in a strong rental market with high demand for quality housing, this property offers a rare blend of stability and upside. Tenants will enjoy updated kitchens and baths, energy-efficient systems, and the convenience of a central Rutland location close to shops, schools, and employers.

Don’t miss this prime investment opportunity! This well-maintained 5-unit multifamily property offers an impressive 9.8% cap rate and features a desirable unit mix of three 2-bedroom apartments and two spacious 3-bedroom apartments, ensuring strong rental demand. Situated in a convenient location within walking distance to downtown shops and restaurants, the property appeals to both long-term tenants and short-term renters alike. Tenants enjoy plenty of off-street parking, shared coin-operated laundry facilities, and indoor storage units—key amenities that enhance both functionality and value. Currently, utilities are included in the rent for all units except Unit 5, which pays for their own electricity. Units 5 and 6 are already configured to allow tenants to pay their own heat and electric, offering future potential to reduce operating costs and increase net income. Whether you're a seasoned investor or just entering the multifamily space, this is a rare chance to own a high-yielding property in a desirable area. Schedule your private showing today!

Well maintained 100% occupied 7 unit located in central Rutland neighborhood, priced below comparables and recent sales! This 7 unit property was recently renovated and is being listed at a ~12% cap and an annual Net Operating Income of ~$58K (~13% cap without management fees). A new owner can step into to this turnkey investment and enjoy extraordinary cash on cash returns based on current numbers and financing rates, and therefor realize significant returns from cash-flow vs speculation. This is an ideal building to let you capitalize on falling rates and the return of 100% bonus depreciation In addition to enjoying the tremendous cash flow, there is also significant upside to acquire a turnkey 7plex ahead of the historic multibillion dollar development occurring nearby at Killington, which is already resulting in organic property appreciation and increased interest in the area from investors. Please call or email broker directly for up to date Offering Memo for this property, and a video tour is also available. The property is available as a package with other buildings across VT for a buyer looking for a larger high cash flow turnkey multifamily portfolio. Listing Broker is a member of the LLC selling the property.

Limited-time incentive — seller offering a $5,000 credit toward buyer’s rate buy-down or closing costs if under contract by November 15. Apply the credit your way to lower your monthly payment or reduce cash at closing. Opportunity to own a turnkey, upscale Rutland duplex before winter. Beautifully renovated, this two unit 1600sq ft per unit property includes a current occupancy permit, allowing for immediate short-term rental use. Ideal for investors or owner-occupants seeking income potential. Each unit offers true utility separation (water, electric, oil, heat), updated plumbing and electrical, newer appliances (under 2 years), and freshly painted interiors/exteriors. The first-floor unit features a new primary bathroom, upgraded kitchen, original wood floors, and smart locks. The second-floor unit includes a bright sunroom with mountain views. Enjoy peace of mind with a 10-camera Wi-Fi security system, monitored smoke/CO detectors, and motion/window sensors. The dry, insulated basement includes a vapor barrier and sump pump; the attic has 16" blown-in insulation. Exterior upgrades include 3 new Trex staircases, EV/RV 30-amp plugs, water filtration, and recent slate roof maintenance (June 2025). Ample parking and classic charm with modern efficiency—ready to generate income or move right in. Owner Occupied-No current leases.

One of Rutland's most unique properties, in a very convenient location within an easy walking distance to downtown. Creatively designed and meticulously cared for, there is more to see than meets the eye. Close to skiing, golf, lakes and other recreation such as the renowned Pine Hill Bike Trail system. Owned and occupied for decades by a local professional who not only lived in the gorgeous owner's unit, but ran her business from there as well. Projections including owner's unit rent supports a very strong return. Must be seen to be truly appreciated.