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.

Calling all investors, contractors, and visionaries! This three-unit multifamily property offers incredible potential for those ready to bring it back to life. In need of renovations, this property is a diamond in the rough with plenty of upside for rental income or resale once restored. Each unit offers its own layout and character, providing flexibility for long-term tenants or owner-occupancy. The property sits on a manageable lot with off-street parking, and its location offers convenience to downtown amenities, schools, shopping, and public transportation. With some work, this multifamily could be transformed into a steady income-producing property or a smart addition to your investment portfolio. Opportunities like this don’t come along often—bring your tools and your imagination and unlock the full potential of this property!

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 “turnkey” 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!

Welcome to this charming, versatile two-unit multifamily home nestled on a large lot in beautiful Rutland, Vt—offering the perfect blend of opportunity, comfort, and potential income. Currently being enjoyed as a spacious single-family residence, this home could effortlessly be converted back to a two-family setup, allowing you to live in one unit while letting the rental income from the other help offset your expenses. The lower-level unit features a large comfortable bedroom and one full bath, highlighted by a stylish kitchen with beautiful granite countertops—ideal for both casual meals and entertaining. A large screened in front porch is perfect for enjoying warm summer evenings or quiet mornings with a book. The upstairs unit offers two bedrooms and one full bath, along with a private deck that overlooks the peaceful backyard—a peaceful spot for your morning coffee or evening unwinding. Enjoy outdoor living in the lovely backyard, providing ample space for gardening, gatherings, or simply relaxing in nature. Whether you’re looking to invest, occupy, or both, this well-maintained and flexible property is a rare find. Don’t miss your chance to own a home that truly adapts to your lifestyle needs.

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!

Opportunity to convert the downstairs into a rental or use as commercial space. A well-maintained building with one bedroom upstairs and the first floor could be converted to whatever fancies your needs—plenty of parking, close to shopping, downtown, and the hospital. You are minutes away from Killington Resort, Chittenden Reservoir, and many other recreation spots. This property is also listed as a Commercial property MLS#5055887

Thi home is centrally located near the center of Rutland City,shopping,restaurants, Rutland Main Street Park. This home is being used as an Air BNB and is fully furnished. This home can be converted back to a single family home,short or long term rental. This home is located 1 block from Rt.7 and Rt. 4.

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 and plumbing; 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!

Opportunity knocks with this 4-unit multifamily property located in the heart of Rutland City! Featuring three completed units—two of which have been recently renovated with modern finishes—this property is perfect for investors looking to generate immediate rental income. The fourth unit has been gutted to the studs, offering a blank canvas for the next owner to bring their vision to life. With its flexible potential and prime location, this property is an excellent investment opportunity. Whether you’re an experienced investor or just starting, the opportunity to finish the fourth unit and maximize rental potential makes this property a must-see. Don’t miss your chance to own this versatile investment property!

This charming and spacious two-family home offers flexible living and income potential just minutes from downtown Rutland, Rutland Regional Medical Center, and a 20-minute drive to Killington Resort. Perfect for owner-occupants, multi-generational living, or investors! The main-level unit features two oversized bedrooms, a 3/4 bath, a spacious living room, and a large eat-in kitchen with washer/dryer and direct access to a three-season porch overlooking the backyard. The upper-level unit is a bright and cozy 1-bedroom, 1-bath with an open kitchen/dining area, living room, and its own washer/dryer—currently used as a successful short-term rental generating $1,400/month. Option to sell furnished for a turnkey investment! Additional highlights include a full basement with workshop space, a detached two-car garage with upper-level storage, two separate driveways, a private back deck, raised garden beds, and a welcoming front porch. Don’t miss this opportunity to own a well-maintained and income-producing property in a prime location!

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: 8-Unit Multifamily in Rutland City Don’t miss this rare opportunity to own an 8-unit multifamily property located at 43 Summer St in Rutland City. The property includes 6 one-bedroom units, 1 two-bedroom unit, and a studio apartment. Current rents are well below market rate, presenting an ideal chance for an investor to boost cash flow and improve the overall cap rate by raising rents to reflect the true market potential. Situated in a convenient downtown location, this property provides easy access to local amenities, shops, and restaurants, making it highly attractive to tenants. With the rising demand for rental housing in Rutland, this property is well-positioned for long-term growth and value. Whether you're a seasoned investor or just starting to build your portfolio, this property offers significant upside potential.

Timeless Treasure Overlooking Main Street Park! This stunning home, lovingly maintained, thoughtfully updated, and beautifully curated since 1900, stands as a graceful sentinel overlooking Main Street Park and the mountains to the west. With its classic architecture and flexible layout, the property bodes well for multigenerational living, spacious single-family residence or traditional multi-family. The main level offers a fully outfitted one-bedroom living space with a newly renovated kitchen and bath, formal dining and living rooms, and access to three inviting outdoor living areas: a charming side porch, a serene screened-in back porch, and an enclosed front porch bathed in southern and western light. Step through the original glass doors in the foyer and ascend the grand staircase to the second floor, where you’ll find three more bedrooms, a full bath, an additional kitchen, and a breezy open-air front porch-perfect for listening to summer concerts in the park below. A few more steps up lead to a private third-floor primary suite, featuring cozy sitting areas, a generous closet, ample bed space, a soaking tub, a ¾ bath, and the back staircase. With its many living options and distinctive character, this grande dame offers unmatched flexibility and elegance. While not operated as a traditional multi-family, the home has comfortably welcomed friends and family over the years. Truly a must-see property! Welcome Home to 10 South Main! SFR listed at #5056029

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.

$10,000 buyer credit towards closing costs!! 11am-1pm.This property can be converted into a condominium. Pricing shown is for individual units, subject to final recording of condominium documents with the Town of Rutland VT Units cannot be conveyed until the condominium conversion is legally completed. Anticipated pricing: Unit A – $299,000 | Unit B – $289,000. Beautifully renovated and previously operated as a successful Airbnb and ski rental, this 3,200+ sq ft 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.