Properties Near 51 South Main Street Rutland City, VT

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!

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.

A rare opportunity to enjoy the feel of single-family living while benefiting from the income potential of a true side-by-side duplex! This charming 1920s property features two mirror-image units, each offering spacious two-story living with large living rooms, formal dining rooms, 2-baths, and three bedrooms. Rich period details, including beautiful natural woodwork, hardwood floors, and classic built-ins, create warmth and character throughout and make each unit feel truly like home. The functional floor plans include bright kitchens, generous living spaces, and with a convenient bath on the main level. Covered front porches provide a welcoming outdoor space for each unit to enjoy. Separate heating systems and utilities allow tenants to pay their own heat, electricity, hot water, internet, trash, and TV services, helping keep operating expenses low. Additional features include vinyl replacement windows, low-maintenance vinyl siding, individual garage spaces, walkout basement storage, and ample off-street parking. Both units are currently leased on a month-to-month basis, offering flexibility for investors or owner-occupants alike. Conveniently located near downtown Rutland, Pine Hill Park, schools, shopping, dining, and everyday amenities, this well-maintained duplex offers an exceptional blend of historic charm, practical living, and investment opportunity. Whether you're looking to expand your portfolio or live in one unit while generating income from the other, this property is a must-see.

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.

Great income-producing opportunity right in the heart of downtown Rutland City. This nicely maintained two-unit, two-story property offers comfort, flexibility, and strong rental appeal. Each unit is equipped with its own laundry hookup, adding everyday convenience for tenants or owner-occupants alike. Enjoy outdoor living with a windowed porch for the lower unit and a private back terrace for the upper unit. The property also features a two-car garage, ample driveway parking, and two separate fenced yard/garden spaces—perfect for pets, gardening, entertaining, BBQs, or simply relaxing outdoors. Ideally situated directly across from the Green between Route 4/7 and Main Street, this location offers easy walkability to shopping, restaurants, parks, and everything downtown Rutland has to offer. The first-floor unit is owner-occupied full-time, while the upstairs unit offers 3 bedrooms and 1 bathroom with interior stairwell access. A lease is currently in place with long-term tenants paying $2,000 per month, providing immediate income potential. A versatile investment property in a prime downtown location with excellent owner-occupant or income-producing possibilities. LAST DAY OF SHOWINGS FRIDAY JUNE 5 OFFERS DUE SATURDAY JUNE 6

Investment Opportunity in Rutland, VT! Welcome to 33 Summer Street, a four-unit multifamily property in a prime Rutland location. This property features three renovated units with modern amenities and updated finishes. The exterior has been freshly painted, the old unused chimney has been removed, and a clean Certificate of Occupancy is in hand, offering added peace of mind for the next owner. Conveniently located close to local amenities and public transportation, this property is well positioned to attract tenants. Whether you're looking to expand your portfolio or start investing in real estate, 33 Summer Street presents an excellent opportunity with strong potential for steady rental income.

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. 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.

Welcome to 78 Harrison - This 4 unit multifamily property is well maintained and ready for it's next owners! A perfect candidate to add to your portfolio with a 10% cap rate and is fully occupied with market appropriate rents. Quiet, yet walkable location great for getting around to everything you need, but also tucked away enough to take a moment from the hustle and bustle of city life. Don't miss your chance to snag up this money-maker opportunity! Call us today to schedule your private showing.

Versatility is the name of the game with this turnkey Five-bedroom, two-and-three-quarter-bath property that wears many hats beautifully. Whether you're dreaming of a spacious single-family residence, a multi-family income generator, or a thriving short-term rental venture, the flexibility here is genuinely rare—and the heavy lifting has already been done for you. Move right in without lifting a paintbrush. Everything is ready to go, which means you can start living, hosting, or earning from day one. The proven vacation-rental potential makes this an especially smart play for buyers who appreciate a property that pays its own way while you enjoy the perks of Vermont ownership. Step outside and the appeal only deepens. A generous lot offers room to garden, gather, or simply breathe, while convenient parking keeps everyday comings and goings refreshingly hassle-free. At a price point designed to turn heads, this is the kind of value that makes savvy shoppers do a double take. Location seals the deal. Pine Hill Park sits practically around the corner, rewarding hikers and bikers with miles of wooded trails. Golfers can tee off at the nearby Rutland Country Club, and peace of mind comes easy with Rutland Regional Medical Center close by. When winter arrives, the legendary slopes of Killington Resort are roughly twenty minutes away, and the local train station keeps regional travel simple. Opportunity, comfort, and income potential rarely arrive in one tidy package—so seize the moment and schedule your showing today.

Six bedrooms. Two bathrooms. One seriously flexible floor plan. This roomy Rutland home currently lives happily as a single-family residence, but its multi-family past means the bones are already there to convert it back into a two-unit income machine whenever the mood strikes. That kind of dual personality is rare, and it puts you firmly in the driver's seat. Spread out and enjoy every generous room as one big household, or reimagine the layout to collect rent while you're at it. Either way, the attractive price point makes the numbers refreshingly friendly, whether you're a growing family craving elbow room or an investor hunting for reliable cash flow. The location does plenty of heavy lifting too. Rutland's historic downtown sits just a short stroll away, where local shops, cafes, and timeless New England character keep the neighborhood buzzing. Depot Park offers a green spot to unwind, while the nearby train station and regional bus service make getting around wonderfully simple—a real bonus for tenants who value connection. Outdoor lovers won't feel shortchanged either. Pine Hill Park delivers miles of wooded trails practically around the corner, and when snow starts falling, Pico Mountain and legendary Killington Resort are both a quick drive east for world-class skiing. Comfortable home base, savvy rental play, or a little of both—this generous property leaves the choice entirely up to you. Come see the potential in person and start imagining the possibilities today. Alsolisted as Single Family MLS #5100839

Attention visionaries and portfolio builders: here's a two unit multifamily with two bedrooms in each unit, located on 2,474 square feet of raw potential and a convenient location. This building is a canvas waiting for a confident brush. The bones are solid, the footprint is generous, and the opportunity to add real value is genuine whether you're refreshing tired finishes, reconfiguring layouts, or transforming the space into rental income. Savvy investors will recognize immediately what a property like this can become with a thoughtful renovation plan and a little imagination. First-time buyers or skiers eyeing house-hacking, meanwhile, can occupy one unit while tenants help cover the mortgage. The layout offers flexibility, giving you room to shape the configuration that suits your goals. Downtown sits within easy walking distance, meaning coffee shops, restaurants, and errands are all reachable on foot, a perk that keeps quality tenants interested and leases signed. The Marble Valley Regional Transit are just minutes away, making car-free living a legitimate option. Adventure seekers, take heart: the legendary slopes of Killington sit a scenic drive east, promising world-class skiing and four seasons of mountain recreation practically in your backyard.

Step into a piece of history with this well-maintained turn-of-the-century duplex, perfectly situated for comfortable living or smart investment. Built in 1900, this two-family home blends classic architectural details with practical, move-in-ready spaces that are ideal for owner-occupants, house-hackers, or investors seeking steady rental income. The first-floor apartment offers a spacious 3-bedroom layout with generous living areas bathed in natural light. You'll find ample room for comfortable living and dining, plus easy flow to the functional kitchen featuring spacious cabinetry, ample countertops, and essential appliances. Multiple windows and classic baseboard heating ensure year-round comfort. Upstairs, the second-floor apartment provides a cozy 2 bedroom retreat with its own distinct character. Bright interiors, thoughtful room sizes, and separate access make it perfect for tenants or extended family. Both units enjoy good natural light, practical storage, and a layout that feels private yet connected within the shared building. Additional highlights include: Off-street parking for convenience and peace of mind, separate entrances for each unit, classic hardwood floors in select areas, along with durable carpeting and tile, a full basement and attic space offering excellent storage potential, a covered front and side porch and inviting curb appeal that welcomes you home and much much more. Whether you're looking for a primary residence with rental income from one unit, a full investment property, or a multi-generational setup, this duplex delivers flexibility and timeless appeal. The 1900 construction brings character with high ceilings, solid bones, and neighborhood charm. While the current updates make it easy to appreciate or rent immediately. Don't miss this rare opportunity to own a slice of history with modern livability. Schedule your private showing today and imagine the possibilities. Welcome Home!