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$299,000
2 Beds ⋅ 1 Baths ⋅ 5103888 MLS
Welcome home to this charming, move-in ready property that perfectly combines comfort, flexibility, and convenience! Offering 2 bedrooms, 1 full bathroom, and a versatile office or formal dining room, this home is designed to fit a variety of lifestyles. Take in beautiful mountain views from the spacious corner lot, where you'll enjoy a peaceful setting just minutes from shopping, dining, and everyday conveniences. A detached two-car garage provides plenty of room for vehicles, storage, or a workshop, while the bonus space off the second-floor bedroom offers endless possibilities as a cozy reading nook, home office, dressing room, or creative retreat. The partially finished basement expands your living space with room for a family room, fitness area, playroom, or hobby space, and includes a dedicated laundry area for added convenience. Whether you're searching for your first home, looking to downsize without sacrificing space, or simply want a move-in ready property with character and flexibility, this home is ready to welcome you. With scenic mountain views, a tranquil setting, and a location close to everything you need, this is a wonderful opportunity you won't want to miss!

1310 Pleasant St, West Rutland
$79,900
3 Beds ⋅ 1 Baths ⋅ 5103825 MLS
Single-level ranch on a level 0.35-acre lot in Fair Haven with 962 square feet of finished living area, three bedrooms, one full bathroom, and five total rooms. The property is near downtown Fair Haven, local shops, dining, the Fair Haven Free Library, and the Fair Haven Town Green. The Town Green hosts community activities including a farmers market, summer concerts, movies, Spring Fling, and Apple Fest. Fair Haven Grade School and Fair Haven Union Middle and High School are located in town. Routes 4 and 22A provide connections toward Rutland, Castleton, and the Vermont-New York border.

18 Prospect St, Fair Haven
$325,000
5103784 MLS
Turnkey 3-Unit Investment Property with Strong Occupancy & Value-Add Potential. Outstanding investment opportunity in the heart of Rutland City! This well-maintained triplex features a rock-solid rental history with zero vacancy during the current ownership. Situated in a desirable location near local schools and Pine Hill Park, this property represents an ideal addition to any portfolio or an excellent owner-occupy opportunity. The building consists of one spacious 2-bedroom unit and two comfortable 1-bedroom units, totaling 4 bedrooms and 3 bathrooms across approximately 2,900 square feet of living space. All tenants are currently on flexible month-to-month leases, offering immediate upside as current rents sit below market rates. Unit Breakdown Apartment 1: 1,100 sq. ft. | 2 Bed, 1 Bath | Long-term tenant of 5 years. Features new flooring installed in 2024. Apartment 2: 900 sq. ft. | 1 Bed, 1 Bath | Long-term tenant of 4 years. Apartment 3: 900 sq. ft. | 1 Bed, 1 Bath | Features a recently remodeled bathroom and a boiler upgrade in 2025. This property is highly efficient for landlords, featuring separate electrical meters and individual boilers for each unit so tenants can manage their own utility payments. Recent Updates: Boiler upgrade for Apt 3 (2025), new flooring in Apt 1 (2024), major sewer pipe repair completed in 2023, and a remodeled bathroom in Apt 3. Parking & Storage: A rare and highly valuable 3-bay garage sits on the property, providing one dedicated storage/parking bay for each apartment alongside an expansive driveway with ample off-street parking. Landlord Expenses: Owner currently covers oil (heat), water/sewer, trash removal, and seasonal plowing/mowing. With a CAP rate of 5.8% at listing price and a track record of exceptional tenant retention, this stable income producer is ready for its next owner. Don't miss out on a proven revenue generator in a strong rental market. Schedule your private showing today!

73 Crescent St, Rutland City
$135,000
3 Beds ⋅ 2 Baths ⋅ 5103782 MLS
This property offers a secluded 3-acre parcel surrounded by a variety of mature trees and beautiful wildflowers, creating a peaceful, natural setting that's hard to find. The home needs complete rehabilitation, making it an excellent opportunity for investors, flippers, or DIY enthusiasts looking to add value and customize the space. With its incredible setting and endless potential, this property is ready to be transformed into something special. The full walkout basement provides a wide range of possibilities for additional living space, recreation areas, or storage, offering even more potential to expand and enhance the home.

191 River St, Poultney
$260,000
5103770 MLS
**Turn Key Buy and Hold Investment in Rutland City!** Looking for a solid buy-and-hold in Rutland City? This is it. This meticulously maintained multi-family has been extensively updated since 2020 and is ready for its next owner, including: - New electrical panel (2022) - Plumbing and electrical updates (2020) - New oil tank (2024) - New chimney (2021) - Complete remodel, including a new kitchen in Apartment 2 (2021) - New appliances (2020) - New deck (2022) - New boiler to be installed before close (2026) Each unit offers 2 bedrooms and 2 baths with generous living space, a private deck, and off-street parking. A barn/outbuilding on the property provides extra storage, currently used by the Apartment 1 tenant. With a flawless occupancy history and a prime location close to schools, parks, and downtown Rutland, this property offers long-term stability for any investor. It's currently producing a 4% CAP rate — and with rents still priced below market, there's built-in upside from day one. Move in ready as-is, or unlock even more value: convert to cold-climate heat pumps and pass energy costs on to tenants, a strategy with the potential to boost the CAP rate to 5.5%. Don't miss this rare opportunity to add a stable, updated multi-family to your portfolio.

84 Crescent St, Rutland City
$280,000
5103767 MLS
Prime Income Property: 3-Unit Asset in Rutland City! Looking for a lucrative 3-unit multi-family property in Rutland City? This well-maintained investment at 75 North St has featured consistent capital improvements since 2022 and is fully ready for its next owner. Unit Breakdown & Property Highlights Unit 1 (Ground Floor): Spacious 2-bedroom, 1-bath layout featuring generous living space and a private deck. Units 2 & 3 (Second Floor): Two independent 1-bedroom, 1-bath units, each featuring its own private entrance. Parking & Storage: Ample off-street parking plus a detached 2-car garage (currently utilized by tenants for storage). Location: Prime rental market close to schools, parks, and downtown Rutland. Occupancy: Flawless, steady occupancy history offering long-term stability. Recent Updates (75 North St) 2022: New furnace installed, along with electrical and minor plumbing updates. 2023: Additional targeted electrical upgrades completed. 2024: Brand-new communal laundry room built out for tenant convenience. 2025: Professional tree removal completed on the grounds. Utilities: Serviced by three separate hot water heaters (one propane, two oil). Financials & Investor Upside Current Returns: Producing a strong 6.8% CAP rate at the current offering price. Immediate Value: Rents are currently priced below market, giving you built-in rental upside from day one. Future Optimization: Property is move-in ready, or you can unlock massive value by using state grant money to upgrade the two 1-bedroom units. Don't miss this opportunity to add a stable, highly updated multi-family asset to your portfolio!

75 North St, Rutland City
$1,850,000
2 Beds ⋅ 3 Baths ⋅ 5103728 MLS
Some ski homes claim ski-in/ski-out. This one delivers it 75 feet from the trail, with nothing closer to be found in Trailside Village. Great Eastern, Killington's legendary green circle run, is famous for miles of smooth, easy turns, and this home sits close enough that you can watch every skier and groomer pass by from the bedrooms and the deck. Clip out of your bindings, place the gear on your own private ski rack, and you're home! This two-bedroom, three-bath home was built for trailside living and year-round comfort. Take in the early morning sun and end the day watching the snowmaking crews light up the slope while you soak in your private hot tub. The exterior has been completely reimagined with a commercial-grade metal roof, new siding, stonework, energy-efficient windows and doors, and updated decks renovations that bring lasting durability and real peace of mind for years to come. Killington rewards you in every season. Winters bring six interconnected peaks, neighboring Pico Mountain, and the longest ski season in the East. Once the snow melts, the mountain shifts to lift-served biking, championship golf, and endless trails through the Green Mountains. And with Killington Village on the horizon, the neighborhood is only set to grow more restaurants, shopping, and slopeside energy right at your doorstep. Vacation home, full-time residence, or investment property this is a rare chance to own true trailside living at Killington, on one of the mountain's most sought-after runs.

300 Trailside Dr Unit Unit D, Killington
$350,000
3 Beds ⋅ 4 Baths ⋅ 5103713 MLS
Welcome to 1932 Hortonville Road, a comfortable three-bedroom Cape offering a flexible layout, plenty of living space, and a convenient Mount Holly location. Set on .55 acres with a brook running along the rear property line, this home is an easy drive to both Okemo Mountain and Rutland, making it a great choice for a primary residence or Vermont getaway. The main level is filled with natural light and features a spacious living room with a cathedral ceiling and propane fireplace, along with a large open eat-in kitchen with plenty of room for gathering. A main-level en-suite bedroom, additional half bath, and easy entry from the attached two-car garage add everyday convenience. Upstairs, a second en-suite bedroom provides a private retreat. The finished lower level adds even more living space with a recreation room complete with a hot tub, laundry room, third en-suite bedroom with sliders to the backyard, and plenty of storage. Outdoor spaces take advantage of the pretty Vermont setting, with a covered porch, balcony, and deck overlooking the lawn and brook. Whether you are looking for a full-time home with room to spread out or a Vermont escape close to skiing and year-round recreation, 1932 Hortonville Road offers a versatile property in a convenient location. Visit the Okemo real estate community today. Taxes are based on town assessment.

1932 Hortonville Rd, Mount Holly
$425,000
4 Beds ⋅ 3 Baths ⋅ 5103612 MLS
Offered for the first time in more than 50 years, this spacious raised ranch has been lovingly cared for by the same family and stands as a testament to a home where memories were made. Set on a rare double city lot in one of Rutland's established neighborhoods, this property offers the perfect combination of generous living space, convenience, and a backyard designed for making the most of Vermont's seasons. The thoughtfully designed main level features a spacious living room filled with natural light, a dining area, an inviting kitchen, and a bright four-season sunroom overlooking the backyard. Three comfortable bedrooms are located on this level, including a primary suite with its own private bath, plus an additional full bathroom. Original hardwood flooring lies beneath the carpeting throughout the main level, having been protected and preserved for decades. The walkout lower level expands the home's living space with a large family room centered around a cozy fireplace, a additional bedroom, a convenient half bath, and direct access to the covered patio and level backyard, which is ideal for entertaining, gardening, children at play, or simply enjoying the outdoors. A substantial workshop, originally built as the home's attached two-car garage, provides exceptional space for hobbies, woodworking, storage, or future customization. Adding even more value, a beautifully integrated two-car attached garage was thoughtfully added and blends so seamlessly with the home's original design that it appears to have always been part of the residence. Whether you're searching for room to grow, multi-generational living potential, or simply a well-built home with outstanding bones in a convenient Rutland location close to schools, shopping, dining, healthcare, and recreation, 6 Green Knolls Lane offers an exceptional opportunity. Lovingly maintained, rich in character, and ready for its next chapter, this is a home where another generation can create a lifetime of memories.

6 Green Knolls Ln, Rutland City
$550,000
5103593 MLS
Part of an 80 acre ownership, this interesting 45 acre Tract enjoys long roadfrontage on east side of Forest Dale Road (Rt.73), and has access from Park Street. There's a mix of level-to rolling crop (20+/- acres) and forest land (25+- acres). A minor portion of the frontage along Rt.73 appears to be in a FEMA Flood Hazard zone with small wetland pockets; but the majority of the parcel is dry & productive soil types. The Parcel enjoys easy access from both Forest Dale Road and Park Street. Three phase utility lines and Town sewer & water service runs along Rt. 73; and another water line runs through the parcel. Homesteaders could enjoy considerable privacy. The property could continue to be a farm operation; be developed into a housing neighborhood or park, be converted to a variety of Commercial Uses including a solar generation facility. Only Minutes to Brandon Village services, Nesobe Country Club, Lake Dunmore and the National Forest! Brandon is a thriving & desirable Rutland Countiy Community! Midway between Rutland & Middlebury, Brandon is within a half-day's drive to most of the major metropolitan centers (and Montreal) in the Northest U.S. Known for attracting Artists, Authors, and Entrepreneurs; Outdoor Lovers also appreciate this Region for its unspoiled VT ambiance and world-class recreation amenities. Accordingly, larger Open Land opportunities are especially rare in Brandon! Contact Listing Broker Jeff B. to arrange an orientation tour; and then explore (with notice) this property at your leisure.

Forest Dale Rd, Brandon
$350,000
3 Beds ⋅ 2 Baths ⋅ 5103574 MLS
Set on 5.7 acres with mountain views, this well-maintained home sits nicely above the sprawling property, with a terrific front deck that’s the perfect spot to sit back, take it all in, and enjoy the sunsets. Inside, you’ll find hardwood floors, a comfortable living room with fireplace, and the convenience of an attached garage. A 16' x 32' shed with electricity makes a great workshop or provides plenty of additional storage. There’s ample room for gardening, with established gardens in place, while the basement offers additional space for a rec room, storage, or casual hangout area. Two separate portions of the property offer frontage along Route 7, with potential for subdivision. Just up the road from Proctor-Pittsford Golf Course and Pico & Killington Ski Areas, with Rutland less than 15 minutes to the south and Brandon just minutes to the north!

172 Pinewoods Rd, Pittsford
$1,399,000
5 Beds ⋅ 5 Baths ⋅ 5103511 MLS
Exceptional Vermont country property ideally situated within a serene pastoral setting with wonderful views, yet just minutes from the Dorset Village Green. Set on 16 picturesque acres, this remarkable offering features a spacious 4-bedroom main residence, a newly renovated 1-bedroom guest house, an in-law studio with a full bath, a classic barn, and a machine shed. Rich in Vermont charm, the main residence showcases two fireplaces, exposed beams, beautiful wood flooring, and abundant natural light. The farmhouse-inspired chef's kitchen is thoughtfully appointed with a premium Bertazzoni gas range, top-of-the-line appliances, generous storage, and oversized windows overlooking the front lawn and surrounding pasture. The inviting lodge room is perfect for gathering around the fireplace, while the spacious formal dining room creates an elegant setting for entertaining family and friends. The main floor primary suite wing serves as a peaceful retreat, featuring an adjoining office, extensive storage, and an oversized spa-inspired bathroom with a soaking tub and walk-in shower. Large windows fill the space with natural light, enhancing its tranquil atmosphere. Upstairs, three generously sized bedrooms provide comfortable accommodation for family and guests, complimented by a full bath. The stone patio and spacious covered porch are ideal for al fresco dining while enjoying sunset views. Outside, mature gardens, beautifully landscaped grounds, rolling pastures, and classic farm buildings create the quintessential Vermont country lifestyle. Ideally located just minutes to Dorset, Manchester, ski areas, golf courses, the arts and shopping. This exceptional property offers the perfect balance of peaceful Vermont living and convenient access.Whether enjoyed as a private retreat, multigenerational residence, or equestrian property, this exceptional offering combines timeless character, versatility, and natural beauty in one of Southern Vermont's most desirable locations.

1859 Herrick Brook Rd, Pawlet
$635,000
4 Beds ⋅ 1 Baths ⋅ 5103418 MLS
Location and quality of land is the attraction of this original farmhouse in Pittsfield just 13 miles from Killington Mt. 61 acres of prime land ready for development or conservation. 1825 farmhouse is in need of complete rehab or build new uphill to gain mountain views and privacy. Property is situated on both sides of Upper Michigan Rd just above the village and just below the Hawk Mt community. Opportunities galore with this parcel.

340 Upper Michigan, Pittsfield
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 5103385 MLS
Experience the charm of quintessential Vermont mountain living in this exquisitely crafted log home, masterfully built by renowned local builder Rick Moore. Ideally positioned within the heart of the resort area, this exceptional 4 bedroom, 3 1/2 bath custom built retreat offers the perfect balance of privacy, comfort, and unbeatable convenience. Located less than five minutes from the base of the mountain home to the prestigious Women’s World Cup, and just moments from the Killington golf course, you’ll enjoy effortless access to world-class skiing, riding, golfing, hiking, mountain biking, dining, and everything else this four-season destination has to offer. Designed with both everyday living and entertaining in mind, the thoughtfully planned floor plan features a spacious main-level primary suite, while two additional bedrooms and a full bath upstairs provide comfortable accommodations for family and guests. The lower level offers a fourth bedroom adjacent to a second family room, creating the perfect retreat for visitors or additional living space. Warm, inviting interiors showcase the timeless beauty of log construction, complemented by two stunning fireplaces that provide instant warmth and ambiance at the touch of a button. The game room, complete with a pool table, offers endless entertainment after a day on the slopes or golf course. Step outside from the walkout lower level and unwind in your private hot tub while surrounded by the peaceful beauty of Vermont. Whether you’re searching for a year-round residence or a vacation getaway, this remarkable home offers an incredible opportunity to own a true Vermont retreat in one of the area’s most sought-after resort locations. This property is being sold furnished. Check out this gorgeous property today!

22 Mountainside Ln, Killington
$349,900
3 Beds ⋅ 2 Baths ⋅ 5103361 MLS
1971 well built Ranch style, great Large 1/2 acre level lot, nice setting, very nice neighborhood, Mtn View, 1236 sq ft, 3B,1.5b, 2 Heat Pumps, BBHW heat, Town Water/Sewer, cell reception, cable available, Full unfin basement, enclosed screened porch off generous 2 car garage, Pico/Killington, world class skiing 15 mins, Hospital 5 mins, VA hospital 1 hr, Essential Airport 15 mins, Amtrak 5 mins, Lk Bomoseen, 15 mins, Lk St Catherine VT 30 mins, Plymouth Vt St Park 20mins, Manchester & Middlebury VT 45 mins, Woodstock/Quechee, VT, Lk George, NY, & NH State, 1 hr...Sale Subject to Seller receiving "License to Sell" from court as it is in an Estate, LTS Expected soon. Appliances included. GMP:$716 annual. Rut Fuel :2025:$2,600/2026:731.6 gals til 3Aug26. Hull Maynard Ins.

11 Emeritus St, Rutland City
$199,000
2 Beds ⋅ 1 Baths ⋅ 5103351 MLS
Welcome to this inviting Pondview condominium offering comfortable, low-maintenance living in a peaceful community just minutes from Killington and Pico. Whether you're looking for a full-time residence, seasonal home, or long-term investment, this move-in-ready condo is an excellent opportunity. The unit is being sold mostly furnished, with one bedroom left unfurnished, giving you the flexibility to create a guest room, home office, or personalize the space to suit your needs. Enjoy the benefits of low HOA fees and affordable utility costs, helping keep ownership expenses manageable. Pondview is a well-maintained residential community where short-term rentals are not permitted, creating a quieter atmosphere for owners and long-term residents. Rentals are allowed with a minimum lease term of six months, making this an appealing option for those seeking stability and a more residential lifestyle. Conveniently located on Route 4 with easy access to Killington Resort, Pico Mountain, hiking, golf, dining, and year-round recreation, this condo offers an ideal Vermont home base with the comfort of a welcoming neighborhood.

6852 Us Route 4 Unit C7, Mendon
$319,900
4 Beds ⋅ 2 Baths ⋅ 5103278 MLS
Step back in time with this stunning Victorian Gothic Revival home, beautifully situated on nearly half an acre in the quaint village of picturesque Poultney, Vermont. Showcasing the elegance of the Gilded Age, this remarkable residence features a steeply pitched slate roof, decorative trim, pointed arch windows, and intricate ornamental woodwork that reflect the prosperity and craftsmanship of Poultney's rich architectural past. The expansive carriage house, once home to grand carriages and livestock, now offers abundant space for one or more vehicles, hobbies, workshops, and additional storage. Outside, the generous lawn provides ample room for gardens, outdoor entertaining, and family games. Inside, the thoughtfully updated kitchen with a cozy breakfast nook blends seamlessly with the home's grand formal dining room, creating the perfect balance of historic charm and modern convenience. The spacious living room and elegant parlor offer inviting spaces to relax, gather, or entertain guests. The first-floor primary bedroom and three generously sized bedrooms upstairs, provide comfortable accommodations for a growing family, visiting guests, or flexible home office space. Rich in history, architectural detail, and timeless character, this exceptional property offers a rare opportunity to own a piece of Vermont's heritage while enjoying the comforts of everyday living.

261 Church St, Poultney
$699,000
6 Beds ⋅ 4 Baths ⋅ 5103262 MLS
Welcome to a beautifully maintained 6-bedroom home in Killington, ready for your ideas and creativity. Only two owners have cherished this property since it was built, and it shows. The flexible layout allows you to continue using the home with an in-law apartment with a potential income stream, or easily convert it back to its original design as a spacious single-family retreat. Nestled in a quiet neighborhood close to everything Killington offers, the home sits on a private, landscaped lot featuring an inground pool and a generous wrap-around deck, perfect for relaxing, entertaining, and enjoying Vermont’s four seasons.A wonderful opportunity to shape a home to your lifestyle in one of Killington’s most desirable settings.

144 Floral Dr, Killington
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 5103183 MLS
A RARE LAKE BOMOSEEN MASTERPIECE ON THE SHIMMERING WATERS OF VERMONT. It is seldom that a home of this caliber becomes available on Lake Bomoseen. Exquisitely built in 2018, this luxury four bedroom residence was thoughtfully designed with all eyes on the lake. Situated on a double lot at the end of a town maintained road, the property enjoys exceptional privacy, 133 feet of shoreline, beautiful sunsets, a level waterfront lawn, and two docks. The lake views are simply beyond description, breathtaking, expansive, and ever changing. Walls of windows frame the glistening waters, bringing the beauty of Lake Bomoseen into nearly every room and creating the feeling that the entire home was built around the view. The spacious open floor plan showcases high end fixtures, two full and two half baths, central air conditioning, and antique logs preserved from the original home and artfully incorporated throughout, adding warmth, character, and a wonderful connection to the property’s past. The primary suite enjoys exquisite lake views and features a walk in closet and luxurious private bath. A sleeping PORCHprovides additional space, while the lovely year round sunroom features a slate floor and windows galore. All three levels are finished, including a walkout lower level leading directly to the level lawn and waterfront, the perfect setting for Adirondack chairs and a firepit overlooking the shimmering waters of Vermont. The maintenance free exterior was completed with quality materials for lasting beauty and ease of ownership. Offered fully furnished and connected to town sewer, this extraordinary home is ready to enjoy and offers an exceptional combination of luxury and privacy. Lake Bomoseen, Vermont’s largest inland freshwater lake, offers a full service marina, several restaurants accessible by boat for dining and live music, and a nearby golf course. All of this is just minutes from the charming town of Castleton and approximately 50 minutes from Killington ski area.

1 W Crystal Hvn, Castleton
$165,000
5103182 MLS
Excellent investment opportunity in a convenient Rutland City location! This duplex features two spacious units, each offering 2 bedrooms and 1 full bathroom, making it an attractive addition to any investment portfolio. Both apartments are occupied by long-standing tenants who have provided stable rental history, while current rents remain well below market value, offering significant upside potential for future income growth. Situated just minutes from downtown Rutland, shopping, restaurants, schools, and everyday amenities, the property offers the convenience tenants are looking for. Whether you're an experienced investor seeking to increase cash flow over time or someone looking to add a solid multifamily property to your portfolio, this duplex presents an excellent opportunity with built-in value-add potential.

137 Maple St, Rutland City
$262,000
2 Beds ⋅ 1 Baths ⋅ 5103094 MLS
Enjoy comfort, style, and convenience in this beautifully maintained, fully furnished and equipped, 2-bedroom Gateway condo. Thoughtfully renovated with quality improvements throughout, this inviting condo is ready to enjoy as a year-round residence, vacation retreat, or investment property. The living area features a new propane fireplace that creates a warm and welcoming atmosphere after a day on the slopes or exploring the Green Mountains. Bamboo flooring extends throughout the unit, adding a modern look with easy maintenance. The kitchen features a new oven and flows seamlessly into the living area, creating an inviting space for everyday living and entertaining. The completely renovated bathroom was taken down to the studs and rebuilt with updated finishes for lasting quality. Both bedrooms have new windows, providing improved energy efficiency and abundant natural light. Step outside onto the newer deck, offering a great space to relax and enjoy the fresh Vermont air. Gateway's amenities add to the appeal, featuring a seasonal outdoor pool, tennis court, patio with a grill for gathering with family and friends, and a game room for year-round enjoyment. Additional conveniences include coin-operated laundry facilities located in the building. Ski enthusiasts will appreciate the indoor ski lockers, providing a convenient place to store gear securely between adventures. Located just minutes from Killington and Pico Mountain, this Gateway condo offers easy access to skiing, hiking, mountain biking, golf, dining, and all the year-round recreation that central Vermont has to offer. Whether you're looking for a weekend getaway, rental opportunity, or full-time home, this updated condo is a fantastic opportunity in a desirable location.

118 Gateway Ct Unit 7-B, Mendon
$320,000
5103041 MLS
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.

99 Center St, Rutland City
$725,000
3 Beds ⋅ 2 Baths ⋅ 5103039 MLS
Welcome to 71 Cobb Lane, where exceptional craftsmanship meets modern efficiency. Thoughtfully custom designed and meticulously built, this remarkable residence showcases today's most advanced building practices and energy-conscious technologies, delivering outstanding comfort, performance, and long-term value. Every detail of this home was carefully considered, resulting in a residence that blends timeless design with innovative construction. From its quality materials and superior workmanship to its high-performance energy features, this is a home built not only for today's lifestyle, but for generations to come. Outside, the possibilities continue. A substantial custom-built pole barn provides exceptional space for vehicles, equipment, hobbies, or a workshop, making it an ideal complement for outdoor enthusiasts, business owners, or collectors alike. Adding even greater value is the included, already-subdivided one-acre parcel, offering flexibility for the future. Whether your vision includes constructing an additional residence, creating a guest house, building a home for family, or simply holding the parcel as a long-term investment, the opportunity is already in place. Nestled in the desirable town of Clarendon, this unique property offers the rare combination of custom quality, energy efficiency, usable acreage, and future potential. All within convenient proximity to Rutland, Killington, Pico, and the many recreational opportunities that make Vermont living so desirable. This is far more than a home. It's an investment in quality, efficiency, and the freedom to create whatever comes next. Welcome home!

71 Cobb Ln, Clarendon
$250,000
4 Beds ⋅ 2 Baths ⋅ 5102982 MLS
GREAT VALUE..JUST REDUCED! Spacious Rutland City home featuring four bedrooms to include main floor with 1/2 bath. Eat-in Kitchen as well as formal dining room. Large foyer & luminous living room. Upstairs you will find three more bedrooms & a full bathroom. Plus an office/den. Pleasant covered front porch & covered back porch. Relaxing back patio area ... ideal for enjoying the view of your luscious, private & expansive level back yard. Two car detached garage for an abundance of storage space for all your toys & tools. Brand new oil tank. Furnace just cleaned & serviced. Walking distance to all downtown amenities. Move in and start enjoying your new home.

126 Crescent St, Rutland City
$490,000
2 Beds ⋅ 3 Baths ⋅ 5102962 MLS
Discover 107 Top Ridge, nestled within the sought-after Top Ridge at Mendon townhouse community! This move-in-ready home delivers peaceful privacy and lush surroundings in picturesque Mendon, Vermont, backing directly onto quiet forestland with Aitken State Forest and miles of hiking trails just up the road an outdoor lover's paradise. Upstairs, a generous primary suite with private bath is joined by a second bedroom and an expansive flex room ideal for a variety of uses. The main floor offers a private home office, a bright open-concept living and dining area, plus a cozy secondary sitting room anchored by its own fireplace an inviting setup for hosting guests. The updated kitchen cabinets add a touch of class to the open kitchen. Efficient mini-split units keep every room comfortable throughout the seasons, delivering cozy warmth in the colder months and refreshing air conditioning come summer, while thoughtfully placed recessed lighting fills the home with a warm glow. Downstairs, the finished lower level adapts easily to a home gym, rec room, or additional storage, and second-floor laundry adds everyday ease. A two-car attached garage rounds out the practical features. Curl up beside the gas fireplace and soak in sweeping forest views, or gather around the firepit out back for evenings spent stargazing. The screened-in porch off the living room is not to be missed, offering a front-row seat to nature's soundtrack. Despite its quiet, secluded feel, this home keeps you minutes from everyday conveniences like groceries, medical care, and schools, and a short drive along Route 4 puts Pico Mountain and Killington Resort within easy reach for adventure any time of year.

107 Top Rdg Unit Unit 5, Mendon
$250,000
3 Beds ⋅ 1 Baths ⋅ 5102938 MLS
Beautifully updated Craftsman-style home offering timeless character and modern upgrades in a convenient Rutland City location. Enjoy a fully renovated kitchen, new heating system, central air conditioning, and completely updated electrical throughout. The inviting covered front porch is perfect for relaxing, while the fully fenced backyard offers space for pets, play, or entertaining. Within walking distance to downtown shopping, restaurants, schools, parks, and many city amenities, this move-in-ready home combines classic charm with today's conveniences. A wonderful opportunity to own a thoughtfully updated home in one of Rutland's established neighborhoods. Welcome home!

16 Deer St, Rutland City
$475,000
2 Beds ⋅ 3 Baths ⋅ 5102922 MLS
Historic Train Stationhouse! Unique design and character in a prime ski location on 4 acres with a private pond. This efficient historic gem was relocated to the current more convenient location with added acreage and a commercial outbuilding. The owned solar power offers low cost of living and years of energy benefits for new owners. This property features 2 bedrooms & 2 baths with beautiful cathedral ceilings with wood details. The updated kitchen offers stainless steel appliances and butcher block countertops, while the open dining and living make entertaining a breeze. The first-floor bedroom features an oversized closet and nice natural light. While the first-floor full bath has been updated with classic white tile. Ascending the beautiful wooden staircase the second floor offers a versatile family room, which could serve as a guest space or office. The additional large bedroom and updated bath on this level contribute to the home's open and spacious feel, providing comfort and privacy. The heated commercial building offers a commercial kitchen wash area, a half bath and an attached garage storage area. Don't miss the babbling Millbrook River. So many possibilities await. Only 7 miles to Rutland Airport, Winter Sports enthusiasts: 10 minutes to Okemo, 30 minutes to Killington, 45 minutes to Stratton. In the Summer just a 15-minute drive to Echo Lake and all the fun of Ludlow or Rutland. Don't wait this historic gem is amazing! Call today.

1871 Rte 103, Mount Holly
$824,000
5102840 MLS
132.84± Acres in Mendon, VT Own your own mountainside. This 132.84-acre parcel in Mendon offers varied terrain, wooded slopes, and existing trails accessible by side-by-side or on foot - ideal for hiking, hunting, ATV riding, or simply exploring a large, private tract of Vermont woodland. Despite the sense of seclusion, the location is remarkably convenient: minutes from Killington and Pico Mountain for skiing and riding, close to Rutland Regional Medical Center (RRMC), and just a short drive to downtown Rutland for shopping, dining, and services. A residential neighborhood is nearby as well, offering an easy balance between backcountry privacy and everyday convenience. Previous soil testing was completed on the property (approximately July 2000), giving a buyer a helpful starting point for evaluating building potential. For buyers looking to expand, the adjacent property — a 5-bedroom home on 2 acres - is also available for sale (MLS #5102285), offering the option to combine a move-in-ready residence with acreage and mountain access next door. We can review the Current Use program with interested parties

Townline Rd, Mendon
$287,500
3 Beds ⋅ 2 Baths ⋅ 5102823 MLS
OPEN HOUSE SUNDAY, SEPTEMBER 13TH | 12:00–2:00 PM Now offered at $287,500, 29 Ronaldo Court presents an exceptional opportunity to own a spacious home in an established Rutland City neighborhood. A recently updated neighboring property on the same street sold for $335,000, highlighting the value available here for buyers who would rather make improvements over time and create a home that reflects their own style. This three-bedroom, 1.5-bath raised ranch offers approximately 1,830 square feet of finished living space with a comfortable, functional layout and plenty of room to adapt to your needs. The partially finished lower level expands the possibilities with space for a family room, home office, recreation room, den, fitness area, or guest space. Just off the kitchen, step outside to the rear deck for morning coffee, summer dining, entertaining, or simply relaxing while overlooking the backyard. Nearby Moon Brook adds the peaceful sights and sounds of moving water and creates a natural backdrop that is uncommon within the city. Best of all, the property itself is not located within a designated flood zone, allowing buyers to enjoy the brookside setting without the home being mapped within a flood hazard area. Additional features include a one-car garage, paved driveway, and convenient city location with easy access to Rutland High School, Rutland Regional Medical Center, shopping, dining, recreation, and everyday amenities. If you have been looking for a home with space, location, value, and the opportunity to make it your own, 29 Ronaldo Court deserves a closer look. With flexible living space, a peaceful outdoor setting, and a price point well below the recent neighboring sale, this could be the opportunity you have been waiting for. Come see it Sunday from Noon to 2:00 PM and imagine the possibilities. Welcome Home!

29 Ronaldo Ct, Rutland City
$1,750,000
2 Beds ⋅ 3 Baths ⋅ 5102819 MLS
WOW, WOW, WOW ! This incredible Killington home was personally constructed by a Killington builder as his own home with one goal in mind – to deliver unmatched views of Killington and Pico peaks from every space possible. Wake up in the primary bedroom and ensuite bath, sip coffee around the kitchen island, entertain friends in the dining room (with a wood-burning fireplace), or snuggled up to the woodstove in the living room, and savor the stunning views just a glance away. The mountain views continue from two decks (each with a firepit) and the covered porch, and they include the beautiful terraced summer gardens. The warm interior is highlighted by rich wooden trim, hardwood flooring in the living and dining area, and a massive brick hearth that houses both the wood-burning fireplace and woodstove. The well-appointed chef’s kitchen features high-end appliances, a spacious butcher block island and a walk-in pantry. In addition to two bedrooms, there are two spacious rooms, perfect spaces for a fitness studio, home office or playroom. Storage will never be an issue, with large closets throughout, the storage pantry, a laundry room and a loft above the over-sized 2-car garage. Located on a private road, this property’s seeming seclusion belies its close proximity to Killington resort and to the many thriving restaurants, shops and bars along Killington Road. Here is your turn-key invitation to live the mountain highlife in gorgeous Killington, Vermont!

182 Bearly Hi Way, Killington

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