Rutland City Vermont Real Estate

Whether you are looking for a single-family home or a multi family home, this versatile opportunity has unlimited potential. Discover the perfect blend of flexibility and charm in this spacious home, thoughtfully designed to accommodate a variety of lifestyles. Currently configured as a comfortable single family residence, this property also offers the rare potential to be converted back into a multi-family home, making it ideal for extended families, rental income, or future expansion. Priced to reflect the equity potential once your vision is complete, this home presents an incredible opportunity for savvy buyers to maximize both comfort and value. With generous living spaces, abundant natural light, and a layout that supports either one cohesive home or multiple units, the possibilities are endless. Whether you’re seeking a large primary residence or a smart investment opportunity, this home delivers unmatched versatility in a desirable location. Welcome Home! *Also listed as a single family residence. MLS #5060690.

Great location and great opportunity for income. Some work needs to be done to get the property into tip top shape. Current owner is living in one unit and the other is rented. The garage needs major rehab or demo.

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!

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!

TURN KEY INVESTMENT OPPORTUNITY: Fully occupied, well-maintained and locally owned and managed property deserves your attention. Rutland continues to offer a strong and stable rental market, driven by consistent demand and a community that values long-term residency. The building is home to reliable, conscientious tenants who would like to stay, providing immediate and predictable cash flow. Rutland is known for its vibrant downtown with year round activities and strong sense of community This property is conveniently located near schools, shopping, dining, entertainment, and outdoor recreation for all ages, including Pine Hill Park and the Killington/Pico resort areas. Updates include vinyl siding, replacement windows and doors, and other key improvements-please refer to the Seller’s Property Information Report for a complete list. Showings require a minimum of 48 hours’ notice, preferably Monday–Saturday between 9:00 a.m. and 3:30 p.m. No showings on Sundays.

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 Not to Be Missed- whether it is a pure investment, live and earn, house hacking or multi generational living- 10 S Main offers exceptional convenience to in-town amenities, Killington/Pico skiing, Lake Bomoseen for summer boating and waterskiing. Golf, bike, hike- enjoy all the outdoor activities Vermont is known for-many just minutes from your door. Blending classic architectural charm with thoughtful modern updates, this home delivers outstanding income-producing potential and remarkable flexibility. Its versatile layout adapts beautifully to a variety of investment or lifestyle goals- all in the center of Rutland. The main level features a fully outfitted one-bedroom unit with a newly renovated kitchen and bath, formal dining and living rooms, in-unit laundry, and a lovely south facing covered porch. The second floor offers up to three bedrooms (or two bedrooms and a living room as shown in the property photos) a full bath, a kitchen, and an open-air/west facing front porch-perfect for relaxing or enjoying summer concerts in the park. The private third floor includes a sitting area, optional bedroom, walk-in closet, soaking tub, ¾ bath, and access to the basement laundry, creating an ideal owner’s retreat or additional game/living room. A three-car garage and corner lot complete this exceptional offering. With its adaptable floor plan, prime location, and smart updates, this property is poised for long term enjoyment and generating income.

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

CORRECTED FINANCIALS: $68,400 gross annual income, net operating income of $53,731, 12.64% cap rate at the asking price. Your next high-performing asset is here. This rare multi-unit property offers five income-producing units in a desirable location within walking distance to downtown Rutland, public transportation, restaurants, retail, and essential services. With strong rental demand and a limited vacancy history, the property is positioned to remain a reliable performer across market cycles. The building consists of one 2-bedroom unit, three 1-bedroom units, and one studio, appealing to a broad tenant base including professionals, students, and long-term local renters. Several thoughtful renovations and updates have already been completed, reducing near-term capital expenditure needs and supporting tenant retention. With solid in-place income and additional upside potential through future rent adjustments, cosmetic improvements, or operational efficiencies, this property offers both immediate cash flow and long-term growth opportunity. Whether you’re an experienced investor or expanding your portfolio, this multi-unit asset delivers income stability and scalability in a strong Vermont rental market.

Solid investment opportunity meets modern living in this completely updated 4 unit multi-family property that's ready to generate income from day one. This impressive 4 unit multifamily offers- two 2 bedrooms and two 1 bedrooms apartments each with their own washer/dryer units. Every major system has been upgraded for worry-free ownership—think brand new wiring, fresh plumbing throughout, and crisp new vinyl siding that provides both amazing curb appeal and low maintenance for years to come. Each unit has been beautifully renovated and comes equipped with its own washer and dryer, a feature tenants absolutely love and will pay premium rents to enjoy. With heat included in the rental packages, you'll attract long-term residents who appreciate the value and convenience this property delivers. The generous lot size provides ample outdoor space, including a charming picnic area perfect for tenants to enjoy Vermont's gorgeous seasons. An abundance of parking ensures residents never have to hunt for a spot after a long day. The location adds significant value. Residents enjoy walkable access to Market 32 for grocery runs, while Marble Valley Regional Transit make commuting a breeze. Rutland Regional Medical Center sits nearby for peace of mind, and adventure seekers will love the proximity to Killington Ski Area—a major draw for winter enthusiasts.

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!

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. Current Pro-Forma reflects over $52K in annual net income. Projections including owner's unit rent supports a very strong return. Must be seen to be truly appreciated.