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59 Meadow St, Rutland City
$1,000,000
4997552 MLS
Welcome to the Loretto Home, a captivating 20,000 SF historic brick building located in the vibrant heart of Rutland, Vermont. This distinguished property, formerly a senior living facility owned by the Roman Catholic Diocese, offers a unique blend of historic charm and modern potential. Nestled on 1.33 acres of beautifully landscaped grounds, the Loretto Home stands as a testament to architectural elegance and timeless design. Located in the bustling downtown area, the Loretto Home is perfectly positioned to benefit from Rutland's rich community life and economic opportunities. Its proximity to local shops, restaurants, and cultural attractions makes it an ideal location for both commercial and residential endeavors.

59 Meadow St, Rutland City

10 Upland Dr, Rutland City
$681,000
4 Beds ⋅ 4 Baths ⋅ 5086792 MLS
Custom grand home sitting proud on its .52 acre lot in a great neighborhood. Elegant, light filled, open, spacious, private and beautifully designed, this stunning residence offers more than 5,000 square feet of pristine living space. The gourmet kitchen dazzles with gleaming granite countertops, top of the line appliances, cherry cabinetry, a pantry and sunlit windows. It opens seamlessly to inviting spaces perfect for entertaining, including a dining room, expansive deck and a spectacular fireplace great room with vaulted ceilings, custom windows and a western exposure that captures beautiful light. Recently painted in a rich, luxurious tone, the great room exudes warmth and character. A cozy den offers a perfect retreat, while the front foyer welcomes guests with style and elegance. Hardwood and ceramic tile floors flow throughout the first floor. Upstairs are four bedrooms, including a serene primary suite with a well appointed bath, jetted tub, double sinks and three closets including a walk in. The lower walkout level features abundant western facing windows and is above ground on that side of the home, offering exceptional natural light and flexibility for a variety of uses. Previously an impressive workout room, it also includes a 3/4 bath, making it ideal for a gym, guest space, office or recreation area. Radiant heat serves the first two floors with baseboard heat upstairs. Set in a desirable, beautifully landscaped neighborhood and located within 20 minutes to skiing at Killington and Pico and the lakes region. An incredible offering! WELCOME HOME.

10 Upland Dr, Rutland City

15 Tuttle Meadow Dr, Rutland City
$639,000
4 Beds ⋅ 4 Baths ⋅ 5098813 MLS
Custom-built and offering nearly 4,000 square feet of well appointed living space, this home is located in one of Rutland's most desirable neighborhoods. Filled with natural light, the open and inviting floor plan is ideal for both everyday living and entertaining. The renovated kitchen showcases pretty cabinetry with crown molding, granite countertops, and an impressive 9-foot center island accented by pendant lighting. The kitchen flows seamlessly into the dining area, adjacent sitting space, and the great room, which features a soaring cathedral ceiling and a double-sided fireplace crafted from locally quarried stone. Expansive western-facing windows capture beautiful afternoon light, while a centrally located heat pump provides efficient first floor air conditioning and year-round comfort.  Additional main-level living spaces include a separate den and a dedicated home office, making remote work both convenient and comfortable. Guests are welcomed by a grand foyer with an impressive 18-foot ceiling. The spacious first-floor primary bedroom features custom window, two closets, and a private bath with a double vanity. The second floor offers three generously sized bedrooms, a bonus space, full bath, abundant closet space, and storage options. The partially finished lower level expands the living space with radiant heated floors, a recreation room, game area, bonus room, full bath, and storage. Practical features continue with a heated three-car garage leading directly into a sought-after mudroom complete with laundry and additional closet space. Outdoor living is equally inviting, with a spacious rear deck perfect for entertaining, while the covered front porch overlooks beautifully landscaped grounds featuring perennial gardens and a stamped concrete walkway. Located in the highly desirable Northeast section, this low-traffic neighborhood is known for its attractive homes, peaceful setting, and convenient location.

15 Tuttle Meadow Dr, Rutland City

12 Moon Brook Dr, Rutland City
$545,000
4 Beds ⋅ 3 Baths ⋅ 5096565 MLS
OPEN HOUSE SATURDAY JUNE 27th, from 10:00 AM to 12:00 PM. This Colonial-style home is characterized by pretty details, featuring a central door, symmetrical windows, and great curb appeal. Colonial homes are popular due to their timeless design and adaptability to modern tastes. Beloved, practical, and just the right size this home features an open floor plan complete with a family room with gas fireplace, breakfast nook, dining room and coveted direct entry from the attached 2-car garage. The stylishly remodeled kitchen was created with clean lines, beautiful custom cabinetry with crown molding detail, quartz countertops, and an island with pretty pendent lighting. The L-shape layout provides flexibility and space for multiple people to work and emphasizes efficient storage solutions including a pantry closet, this kitchen was created for easy flow and conversation and will serve as the hub of the home. If you need a home office, or den, the bonus area on the second floor would be the room of choice. This 2,464 sq. ft. home offers new flooring throughout, lots of natural light, 4 bedrooms, renovated primary bedroom bathroom, and a full basement with great work areas, potential for recreation room and storage options. Outdoor entertaining is a breeze on the spacious rear deck, thoughtfully designed for comfort and enjoyment. Features include low-maintenance composite decking, an automatic awning for shade, screen guards, and a relaxing hot tub. Step down to the beautifully landscaped backyard, complete with raised garden beds and established perennial flower gardens, creating the perfect setting for gatherings, gardening, or simply enjoying the outdoors. Located in the coveted Stratton Estates Development a low-traffic neighborhood of nice homes.

12 Moon Brook Dr, Rutland City

17 Elmwood Dr, Rutland City
$542,500
4 Beds ⋅ 3 Baths ⋅ 5099033 MLS
Some homes simply feel different the moment you arrive. That's what you'll find here at 17 Elmwood Drive. This impeccably renovated Colonial is the perfect blend of timeless elegance, everyday comfort, and effortless living. Nestled on an unusually spacious 0.44-acre lot in one of the city's most sought-after neighborhoods. From the moment you step inside, you'll be welcomed by rich hardwood floors, sun-filled living spaces, and a warmth that instantly feels like home. Every detail has been thoughtfully updated, creating a residence that is as beautiful as it is functional. A charming fireplace anchors a cozy space that is equally suited as a sophisticated home office, library, den, or intimate sitting room. The heart of the home flows effortlessly into four generously sized bedrooms, including a serene primary suite designed as a private retreat with a spacious walk-in closet and a beautifully appointed ensuite bath. With 2.5 bathrooms and abundant living space throughout, there's room for everyone to spread out while still feeling connected. Outside, the setting is just as captivating featuring mature landscaping, a graceful pear tree, and an expansive backyard. The roots are in place to create a private oasis for summer gatherings, quiet mornings with coffee, or evenings spent under the stars. The attached two-bay garage adds everyday convenience, while the full basement presents an outstanding opportunity to create additional finished living space or ample storage space. There's plenty of space to tailor this home in a way that suits the next homeowners best. Beautifully renovated. Meticulously maintained. Completely move-in ready. Opportunities like this are exceptionally rare. Simply unpack, settle in, and begin the next chapter in in a home you'll be proud to call your own. Come see for yourself just how special this home is. Call to schedule your own, private showing today!

17 Elmwood Dr, Rutland City

2 Sonia Dr, Rutland City
$515,000
5 Beds ⋅ 3 Baths ⋅ 5080840 MLS
This beautifully maintained, one-family-owned ranch sits on a spacious 0.42-acre lot in a fantastic, quiet Rutland City neighborhood. The first floor features an open-concept layout with a formal dining room and a bright living room with a cozy wood-burning fireplace. The first-floor primary suite includes a full bathroom and dressing area. Two additional bedrooms, a second full bathroom, and a convenient laundry area complete the main level. The walk-out basement offers excellent additional living space, including a bonus room perfect for a playroom, workout area, or hobby space. The lower level also includes two more bedrooms and a third full bathroom, providing plenty of room for guests, kids, or one or two home offices. This home offers space, flexibility, and pride of ownership throughout perfect for families, remote workers, or anyone needing extra room.

2 Sonia Dr, Rutland City

10 Elmwood Dr, Rutland City
$499,900
4 Beds ⋅ 3 Baths ⋅ 5082282 MLS
Welcome to 10 Elmwood - located in one of the most sought-after neighborhoods in Rutland City, offering unbeatable mountain views, privacy and convenience. This immaculate home is tucked away on a quiet road yet just minutes to shopping, dining, outdoor recreation, hospitals and local amenities. Featuring four spacious bedrooms, including a first-floor office that could easily be converted into a main-level bedroom creating flexible living options to suit any buyers needs. Inviting hardwoods flow throughout the 1st floor that connect to the newly installed carpets on the staircase and 2nd floor. In the living room, you will be tempted to stay a while with the charming fireplace being the center of attention -perfect for those cozy nights in. The partially finished basement offers additional space with great potential for even more possibilities—ideal for creating a home gym, man cave, or additional living area. Step outside and enjoy the new TREX decking, thoughtfully designed to connect from the kitchen’s sliding door to the dining room, making indoor-outdoor entertaining seamless. The deck overlooks a rare, oversized city lot with mature trees giving a sense of serene privacy. With nearly half an acre you have the space for gardening, pets, entertaining or simply just kicking your feet up at the end of the day and relaxing. With modern amenities, generous living space, and an unbeatable location, this home truly standouts amongst the crowd. Don’t miss your chance to be the new owners of this lovely home. Scheduled your private showing today!

10 Elmwood Dr, Rutland City

2 Robinwood Ln, Rutland City
$479,000
4 Beds ⋅ 2 Baths ⋅ 5082985 MLS
Beautifully Maintained Colonial Home on an acre! This 4 bedroom home has room to spare! 4 large bedrooms upstairs and lots of living space on the first floor. Super clean and functional basement could lend itself to another room or two at some point. The bonus room is currently being used as a craft room which could possibly be a downstairs bedroom. The washer and dryer and utility sink are right off that room and there used to be a shower that was previously disconnected. This is a great opportunity for a family or possibly multi generational living. Right off the kitchen is a cozy family room with a pellet stove to warm you up on those chilly VT evenings. The beautifully landscaped yard will lead to lots of time spent outside by the fenced 16x36 in-ground pool. Imagine coming home after a long hot day and taking a dip. The back deck is great for family barbecues and entertaining friends. The yard has an invisible fence for your pets so they will have a lot of room too! The gardener in the family will love the pond and all of the landscaping around the house. This home is truly a Gem. From the large rooms and a big lawn with western sunsets to the conveniences of shopping, hospitals and schools, not to mention near some of the best skiing in the East! This home won't last long! Come and see what an exceptional property this is!

2 Robinwood Ln, Rutland City

125 Maplewood Dr, Rutland City
$475,000
3 Beds ⋅ 3 Baths ⋅ 5096740 MLS
**Rutland Town Executive Ranch!** Beautifully positioned at the end of a quiet dead-end road on 1.5 level acres, this impeccable home offers the perfect combination of privacy, quality, and exceptional outdoor living. Bordering Rutland Town watershed land, the setting is peaceful and secluded while remaining just minutes from shopping, dining, medical facilities, and recreation. The backyard is the highlight of this property, a true private oasis featuring a sparkling saltwater in-ground pool with a new liner, relaxing hot tub, expansive lawn, and beautifully landscaped grounds. Whether entertaining family and friends, enjoying lawn games, or simply unwinding in your own retreat, this outdoor space is designed to be enjoyed all season long. Offering over 2,800 square feet of finished living space, including 1,768 square feet on the main level and a beautifully finished lower level, the home showcases gleaming hardwood floors, solid wood doors, abundant natural light, and a handsome marble-faced propane fireplace that anchors the spacious living room. The well-appointed kitchen features attractive wood cabinetry, updated appliances, generous counter space, and opens to the adjoining dining room, making entertaining effortless. The spacious primary suite offers a private full bath and walk-in closet, while two additional oversized bedrooms and another full bath provide comfortable accommodations. A convenient first-floor laundry room adds to the ease of one-level living. The bright sunroom overlooks the pool and private backyard, creating the perfect place for morning coffee or evening relaxation. The finished lower level provides outstanding flexibility with space for a family room, exercise room, game room, home office, or hobby area. A two-car attached garage offers excellent storage. Municipal water and sewer, low Rutland Town taxes, an outstanding elementary school, and school choice for high school further enhance this exceptional offer.

125 Maplewood Dr, Rutland City

82 Edgerton St, Rutland City
$450,000
3 Beds ⋅ 4 Baths ⋅ 5108119 MLS
Welcome to one of Rutland’s most beloved streets, where generations of families have called home. This well-maintained classic Cape is one of the prettiest homes on the block, featuring a centered front entry and beautiful stone exterior offering timeless New England charm. Inside, over 2,600 sq. ft. of finished living space offers a comfortable and flexible floor plan. The main level features a living room with Harmon pellet stove set into an attractive surround with wood mantle, open dining area, primary bedroom with private bath, and a versatile flex room ideal for a home office, mudroom, or hobby space. The stylish kitchen serves as the hub of the home with attractive cabinetry, granite peninsula with seating, ample workspace, and a south-facing skylight providing wonderful natural light. Built-ins, wood floors, and abundant storage add character and function. The second floor features a full-width dormer, two bedrooms including one with double walk-in closets, bonus room, full bath, and attic storage. The finished lower level adds valuable living space with a spacious recreation room, half bath, work areas, storage, and walk-out access. Additional features include six heat pumps, vinyl windows, breezeway, and attached garage with bonus storage area. Set on more than half an acre in the city, the beautifully landscaped grounds offer a private retreat with mature shade trees, red maples, privacy-enhancing cedars, perennial gardens, stone accents, beautiful lawn, and garden shed. A large composite deck overlooks the in-ground pool and paver-stone patio with firepit. The fully fenced backyard is ideal for entertaining, relaxing, pets, and enjoying the changing seasons. With its classic character, beautiful stone exterior, flexible living spaces, thoughtful updates, outdoor setting, this special home offers a wonderful blend of traditional charm, comfort, privacy, and convenience—all in a desirable Rutland neighborhood close to everything the city has to offer.

82 Edgerton St, Rutland City

2 Jackson Ave & 94 South Main Street, Rutland City
$449,000
5080310 MLS
A RARE TWO-BUILDING INVESTMENT & LIFESTYLE OPPORTUNITY IN THE HEART OF RUTLAND! Situated on a single .24-acre city lot, 2 Jackson Avenue and 94 South Main Street, being sold together, offer a unique blend of strong income potential and flexible living options. Whether you’re an investor seeking solid cash flow, an owner-occupant looking to offset your mortgage, or someone dreaming of a seasonal Vermont retreat with income in place—this property delivers. The fully renovated single-family home at 94 South Main Street features 4 bedrooms and 2 baths with extensive updates including windows, doors, kitchen, bath, flooring, and appliances. The adjacent multi-family at 2 Jackson Avenue offers three recently renovated apartments with updated finishes throughout. With tenants in the single family property paying all utilities—including heat, electric, water/sewer, and internet—overall expenses stay low and returns stay strong, currently generating $47,599 in net income. Major capital improvements for added peace of mind include newer: roofs (2018), boilers (2019), oil tanks (2019), updated windows (2018–2020), plus added gutters and a replaced deck. Live in one unit and let the others pay your way, or enjoy a seasonal getaway while your investment works year-round. Conveniently located just minutes to Rutland Regional Medical Center, downtown dining, shopping, and only blocks to White’s Pool and Recreation Park. Also only minutes from world class skiing at Killington/Pico Resorts. Burlington and Albany Airports are less than 2hours away. Turnkey, well-maintained, and income-producing—this is Vermont living with built-in financial upside.

2 Jackson Ave & 94 South Main Street, Rutland City

10 Rachel Dr, Rutland City
$430,000
3 Beds ⋅ 3 Baths ⋅ 5095598 MLS
Price Improvement! Now offered at $450,000—a recent $25,000 reduction makes this an exceptional opportunity. Classic Colonial charm meets exceptional family living in this well maintained home, thoughtfully designed for comfort, function, and everyday enjoyment. The spacious eat-in kitchen features painted cabinetry, stainless steel appliances, a built-in desk, abundant counter space, and room for gathering. Hardwood floors flow seamlessly through the adjoining dining room and living room, highlighted by a wall of custom built-ins. The inviting main-level family room is sure to become a favorite space, whether for movie nights or relaxing beside the stone fireplace while enjoying views of the private backyard through the glass door leading to the large deck. Four centrally located heat pumps provide efficient heating and air conditioning for year-round comfort. The primary bedroom offers a private bath and walk-in closet, while additional bedrooms provide ample space for family, or a home office. The partially finished lower level adds flexibility with bonus living space, an exercise room, separate laundry area, extensive storage, and endless possibilities to suit your needs. Step outside and discover a rare sense of privacy in the city. The expansive backyard offers plenty of room for children, pets, gardening, or outdoor entertaining, all enjoyed from the spacious rear deck. Recent improvements include a new boiler, roof, four heat pumps, hot water heater, and owned roof-mounted solar array. Additional features include a covered front porch, storage shed, attractive landscaping, and a desirable Rutland City location on a low-traffic neighborhood street close to local amenities. A wonderful combination of classic style, mechanical updates, and generous living space—ready to welcome you home.

10 Rachel Dr, Rutland City

20 Edgewood Dr, Rutland City
$425,000
3 Beds ⋅ 2 Baths ⋅ 5103909 MLS
Welcome to a truly special Rutland City home, lovingly built and meticulously maintained by the same owners since 1984. Set in a sought after neighborhood, this charming 3 bedroom, 2 bath Cape offers the combination of thoughtful craftsmanship, pride of ownership, and a location that puts you close to all that Rutland has to offer. From the moment you arrive, you’ll appreciate the care that has gone into maintaining this home over the years. The inviting Cape style design offers comfortable, well-proportioned living spaces, with three bedrooms and two full baths providing flexibility for family, guests, a home office, or whatever your lifestyle requires. The home has been cherished by its original owners for more than four decades, creating an exceptional opportunity for its next chapter. Outside, enjoy the beauty and tranquility of the thoughtfully landscaped grounds from two decks, offering wonderful spaces for morning coffee, entertaining, or simply relaxing and taking in the surroundings. Mature landscaping adds to the charm and privacy of this well-loved property, creating an inviting outdoor setting that is just as special as the home itself.

20 Edgewood Dr, Rutland City

60 Stone Ridge Dr, Rutland City
$424,500
4 Beds ⋅ 2 Baths ⋅ 5062297 MLS
BACK ON THE MARKET!! Stunning mountain views are frequently graced by rainbows, and spectacular Vermont sunrises over the mountain offer an uplifting start to your day. Sip your morning coffee in the shade of the front porch and soak in the afternoon sun on the spacious new back deck. Your summer in the insulated pool is easily extended by the new propane pool heater and solar cover. Enjoy 4th of July fireworks on the back deck avoiding traffic and in the Fall pick apples from your own fully fenced in backyard. In the winter, Pico & Killington are a short drive away. This family friendly neighborhood is only minutes from the Rec Center and redeveloping downtown Rutland City, yet still away from it all. Current sellers have made so many updates (see long list in docs) including a new roof, siding, fascia, soffits, windows, doors, deck, insulated pool with propane heater, water heater, oil tank and water filtration reverse osmosis system for the public water and upgraded to 200 amp plus a new electrical panel. Five mini-splits offer 5 zones for heating/cooling, along with the oil boiler. Kitchen has a new Bosch fridge, new stove with 2 ovens including an air fryer, and Bosch dishwasher. Full walkout basement offers additional living space. 4 bedrooms (one on the 1st floor) and 2 full baths offer great space for each member of your family. The oversized two car garage has an attic offering extra storage. Plenty of time to move in to enjoy the heated pool all Summer and into the Fall while taking in the beautiful mountain views!!!

60 Stone Ridge Dr, Rutland City

120 Maple St, Rutland City
$415,000
5062592 MLS
Discover a true unicorn investment property in the heart of Rutland! 120 Maple Street has been completely re-imagined and rebuilt from the studs up, delivering a turn-key, worry-free opportunity for investors and 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.

120 Maple St, Rutland City

3 Piedmont Dr, Rutland City
$395,000
3 Beds ⋅ 4 Baths ⋅ 5092411 MLS
Tucked away on a private corner lot in one of Rutland City's most desirable neighborhoods, this sprawling ranch offers something increasingly difficult to find—space to gather, space to retreat, and a setting that feels worlds away from the pace of everyday life. Imagine starting your morning with coffee overlooking mountain views as sunlight fills the main living spaces, then ending the day poolside while family and friends linger over conversation beneath a summer sky. Thoughtfully positioned outdoor spaces create multiple destinations to enjoy the property surrounding the sparkling generously sized in-ground pool, this home was designed for enjoying the beauty of every season and every moment in between. Inside, generous room sizes and an abundance of natural light create a warm and welcoming atmosphere throughout. The expansive living room provides the perfect backdrop for holiday gatherings and celebrations, while the dining area and adjacent sitting room anchored by a wood-burning fireplace invite quieter evenings at home. The layout offers flexibility for today's lifestyles, whether you're hosting large family gatherings, working remotely, or simply enjoying room to spread out and recharge, with extra space to customize for your favorite creative endeavors. The walkout lower level expands the possibilities even further, offering flexible space for recreation, movie nights, game days, or casual gatherings around the built-in bar after a day spent poolside.—there is room here for everyone and everything. Upstairs, three spacious bedrooms and three bathrooms provide comfort and convenience, while abundant storage throughout the home ensures everyday living remains organized and effortless. The Outside features mature landscaping, privacy, and mountain views with a resort-style pool just minutes from city amenities. More than a home, it’s a private retreat where life slows and connection comes naturally.

3 Piedmont Dr, Rutland City

44 Baxter St, Rutland City
$395,000
5075867 MLS
High-Yield 6-Unit Multifamily | Turnkey | 14%+ Cap Rate,Rutland, Vermont This fully remodeled 6-unit multifamily property in Rutland offers exceptional cash flow with no deferred maintenance and strong in-place income. The building has been extensively updated and is 100% occupied, making it a true turnkey investment. Property Overview 6 total units 5 one-bedroom apartments 1 efficiency unit Mostly updated interiors New vinyl siding & new windows Well-maintained building with no capital needs Financial Performance Gross Annual Income: $81,252 Annual Operating Expenses: $24,841 (Includes taxes, insurance, oil, electric, water/sewer, trash, and Wi-Fi. Does not include management.) Net Operating Income (NOI): $56,411 Cap Rate: 14%+ at asking price Why This Property Stands Out Strong, stable rental income Fully occupied with proven performance Major capital improvements already completed Low operating expenses Ideal for both new and seasoned investors seeking high yield This is a rare opportunity to acquire a cash-flowing, stabilized multifamily asset with an exceptional return profile.

44 Baxter St, Rutland City

48 Griswold Dr, Rutland City
$393,000
4 Beds ⋅ 3 Baths ⋅ 5085860 MLS
HUGE PRICE REDUCTION! Motivated Seller! This is the home people search for in a newer development. Luxury plank flooring, 4-bedrooms, 3 FULL baths delivering the space, layout and location buyers obsess over. Inside, the vibe is clean, modern and built for real life. The new kitchen has been done right: granite countertops, massive center island, an abundance of cabinets, modern stainless steel appliances including a wine/beverage fridge and plenty of workspace that will inspire your inner chef. The kitchen flows seamlessly to the living room and dining area with sliders leading to the large back deck with Trex decking overlooking the backyard. First floor primary suite and full bath with a luxurious jetted tub, second bedroom on the main level plus two additional large bedrooms upstairs- one with the start of a huge walk-in closet waiting for someone to finish it. Full basement ready to become the ultimate family room, game room, gym or all the above and a Buderus boiler and a whole house air filtration system providing clean fresh air throughout the home. Amazing oversized two car garage with overhead storage, new inviting front deck and privacy on both sides with bordering trees. Walking distance to downtown restaurants, shops, and events and Rutland County Farmers Market- offers fresh, local flavors. For adventure seekers, Killington Ski Area is just a scenic drive away, delivering world-class skiing and year-round mountain recreation.

48 Griswold Dr, Rutland City

20 Brightview Ave, Rutland City
$386,000
3 Beds ⋅ 2 Baths ⋅ 5080183 MLS
Sited at the end of a quiet cul-de-sac-style street, this 3-bedroom, 2-bath raised ranch offers a rare combination of seclusion and convenience in Rutland City. Set on a spacious lot that's over half an acre of beautiful open, level lawn, the property provides a sense of privacy while still being close to local amenities. The main level features a light-filled interior with an easy, functional layout. The living space opens naturally into the dining area and kitchen, creating a comfortable setting for both everyday living and hosting. Just off the dining area, a large deck overlooks the backyard, an ideal spot for morning coffee or grillin' and chillin' on summer evenings. Down below, a beautiful marble patio adds even more outdoor living space. The primary bedroom includes an ensuite, with additional bedrooms on this level offering flexibility for guests, office space, or whatever you'd like! The lower level expands your options with a finished flex room perfect for a home office, gym, or additional living area, along with a separate laundry room with marble floors. A Harman pellet stove adds both charm and efficiency during the colder months. An attached 2 car garage completes the package, offering everyday convenience. Plenty of paved driveway parking too! This home has been thoughtfully maintained and is ready for its next owner to move right in and enjoy. A great opportunity to own a spacious property in a tucked-away Rutland City location!

20 Brightview Ave, Rutland City

25-27 Killington Ave, Rutland City
$385,000
5081039 MLS
Two buildings on one lot, with this exceptional investment opportunity featuring two duplex buildings being sold together in a highly desirable location. Offering a total of four income-producing units and a strong rental history, this property presents a turnkey addition to any investor’s portfolio. The first building consists of two comfortable two-bedroom units, each equipped with the convenience of in-unit washer and dryers. The second building offers two spacious three-bedroom units, each with their own washer and dryer located in the basement, providing added functionality and tenant appeal. Perfectly situated within walking distance to local shops and everyday amenities, the location enhances the overall desirability for tenants. A shared driveway connects the two buildings, and a one-car garage adds additional value and practicality. Pride of ownership is evident throughout, with both buildings being well maintained by the current owner and respectfully cared for by the tenants. Combining location, condition, and reliable income potential, this is a standout opportunity for investors seeking a solid and well-performing property.

25-27 Killington Ave, Rutland City

8 Charter Hill Dr, Rutland City
$375,000
3 Beds ⋅ 3 Baths ⋅ 5073726 MLS
Beautifully Furnished Ranch in Desirable Rutland City Neighborhood. Welcome to this exceptional 3 bedroom, 2.5 bath single-family ranch, set on a generous quarter-acre corner lot in one of Rutland City’s most sought after neighborhoods. Offered fully furnished, this home is truly move in ready and has been thoughtfully designed for comfort, privacy, and entertaining. The main level features an inviting open floor plan, ideal for both everyday living and hosting guests. With seamless flow between indoor and outdoor spaces, the home is perfectly suited for entertaining year round. The finished basement expands your living space and includes a bar area and recreation room, offering endless possibilities for game nights, gatherings, or relaxation. Outside, the very private backyard is surrounded by natural fencing and includes a storage shed, new hot tub(2025), and a deck with a picnic table—creating a peaceful retreat and an entertainer’s dream. Previously operated as a successful Airbnb, this property offers excellent versatility—whether you’re seeking a turnkey investment, a primary residence, or a second home. With abundant recreational space inside and out, this home is equally perfect for families and those who love to host. A rare opportunity to own a fully furnished, well-maintained home in a prime Rutland City location—this one truly has it all, Welcome Home.

8 Charter Hill Dr, Rutland City

78 N Main St, Rutland City
$365,000
5078766 MLS
78 North Main Street presents a compelling opportunity for investors and owner-occupants alike. This fully renovated, turnkey, 3 unit, mixed use commercial or residential apartment building, is well positioned along a highly visible stretch of North Main Street. This well-located property benefits from steady traffic counts, strong street presence, and convenient walking access to local stores and shops, as well as downtown amenities, retail, dining, public transportation, Rutland Regional Medical Center, and World Class skiing at Killington/Pico Resorts less than 20 minutes away. Lake Bomoseen and Lake St. Catherine are only 30 minutes away, along with numerous other lakes, trails, bike paths, golf courses and more. Whether you’re seeking a strategic addition to your investment portfolio, an Airbnb opportunity, or an owner occupied multi-unit second property for vacationing, or a place to establish and grow your own business, this property offers flexibility and long-term upside potential. The building’s layout lends itself to a variety of uses, with ample space to configure for office, retail, service-based operations, or mixed-use possibilities (subject to local approvals). Prominent frontage enhances signage visibility and brand exposure, while on-site features support both customer access and operational efficiency. For investors, this property represents an opportunity to secure an asset in a central, established corridor with strong rental appeal. For owner-occupants, it’s a chance to control your overhead, build equity, and operate from a recognizable, easily accessible location. With its prime positioning and versatile potential, 78 North Main Street is ready to support your next venture or investment strategy. Schedule your showing today!

78 N Main St, Rutland City

80 Crescent St, Rutland City
$360,000
4 Beds ⋅ 3 Baths ⋅ 5094152 MLS
Welcome to this well-maintained and spacious Rutland City home, offering endless possibilities for today's flexible living needs. With 4 bedrooms and 3 bathrooms, this property is ideally suited for multigenerational living, featuring thoughtfully designed living spaces on both floors. The main level boasts an open-concept floor plan with an updated kitchen, dining area, and large living room, creating the perfect space for gathering and entertaining. An additional room offers flexibility as a den, playroom, or family room. Two bedrooms, a full bathroom, and convenient first-floor laundry complete this level. Upstairs, you'll find a private primary suite featuring a full bathroom and a large walk-in closet. The second floor also includes an additional bedroom, a ¾ bathroom, office space, and a comfortable sitting area. With a layout already in place for separate living quarters, there is ample room to add a kitchen or kitchenette, making this home an excellent option for extended family, guests, or potential rental opportunities. Step outside to enjoy the private back deck, perfect for relaxing or entertaining. The detached one-car garage includes an extended area ideal for a workshop, hobby space, or additional storage. This versatile home offers space, comfort, and incredible potential. Schedule your showing today and discover all the possibilities this property has to offer!

80 Crescent St, Rutland City

16 Giorgetti Blvd, Rutland City
$360,000
4 Beds ⋅ 3 Baths ⋅ 5086371 MLS
Spacious 4-bedroom, 3-bath split-level home located in Rutland City. This well-designed property features a large mudroom and a convenient first-floor primary suite complete with a full bathroom. One of the additional bedrooms or a space in the finished basement can easily be used as a home office, perfect for remote work or a quiet study area. The second level offers an open-concept layout with a generous living room, dining area, and kitchen, ideal for both everyday living and entertaining. Just a few steps up, you’ll find the remaining bedrooms along with an additional full bathroom. The finished basement adds even more versatility, featuring a kitchenette and a ¾ bath, great for guests, a playroom, hobby space, or home office setup. Outside, enjoy a fully fenced backyard that’s perfect for kids, pets, and outdoor gatherings.

16 Giorgetti Blvd, Rutland City

3 Irving Hts, Rutland City
$360,000
3 Beds ⋅ 2 Baths ⋅ 5085756 MLS
This well-maintained raised ranch is set on a pretty landscaped lot featuring mature shade trees, privacy-enhancing cedar trees, perennials, and a striking rock-terraced backyard—perfectly designed to accommodate the hot tub. The inviting floor plan offers an eat-in kitchen with white countertops, attractive cabinetry, and stainless steel appliances, opening to a comfortable living area ideal for everyday living and entertaining. A centrally located mini-split provides efficient cooling. The main level includes three bedrooms and stylish bath, along with ample closet and storage space. The finished lower level adds valuable flexibility with a spacious bonus room—perfect for a family room, home office, or workout area—another bathroom, plus a separate utility and laundry room. Enjoy outdoor living on the upper-level deck, where mountain views and sunsets create the perfect backdrop for relaxing or hosting guests. The deck overlooks an in-ground pool with its own privacy fence, offering a secluded retreat. Additional features include a one-car garage with EV charging station, workbench, and extra storage. Located in the desirable Charter Hills neighborhood, this home offers a low-traffic setting among well-kept properties, all within close proximity to Combination Pond.

3 Irving Hts, Rutland City

43 Summer St, Rutland City
$360,000
5081739 MLS
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.

43 Summer St, Rutland City

155 Jackson Ave, Rutland City
$355,000
3 Beds ⋅ 3 Baths ⋅ 5084058 MLS
Whether you're looking for architectural character or generous living space, this nearly 2800 square foot house offers a rare blend of charm and untapped potential. Situated on almost a half acre lot, adorned with lush mature plantings and a raised bed garden. This property provides a private retreat while remaining close to modern conveniences. The entryway sets a sophisticated tone featuring a unique granite floor.This home boast three fireplaces. One each in the living room and bonus basement room, that adds a touch of aviance for entertaining or relaxing. The family room with the beautiful granite flooring and wood paneled ceiling has a fireplace that's great to cozy up to on those chilly evenings. Down the hall you'll find three bedrooms, the primary bedroom has its own bathroom. The versatile basement includes a large bonus room and a dedicated space for a potential third bathroom, allowing you to add value and convenience immediately! The oversized heated garage is a hobbiest meca as well as a place to protect your car from the weather. Don't miss the opportunity to own a home that offers both comfort and the space to grow!

155 Jackson Ave, Rutland City

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