$399,900 $108 per sq.ft. Roxbury VT Home »

Price Change! Reduced by $50,100 down 13% on July 20th 2026
6 Beds | 3 Baths |   Total Sq. Ft. 3688  |  Acres: 24
Thursday Jul 2, 2026
Description: Competitively priced and packed with potential, this rare 24-acre off-grid Vermont property offers the perfect blend of privacy, space, character, and versatility. The main home features a spacious layout with a dramatic great room centered around a brick hearth and wood stove, an open kitchen, updated bathrooms, a generous primary suite, and multiple additional bedrooms. A detached gambrel-style barn adds exceptional value with an oversized two-car garage/workshop and a beautifully finished upper-level living space complete with a full kitchen, open living area, and private deck overlooking the surrounding woods. Designed for independent living, the property operates off-grid and includes approximately $80,000 in newly installed solar panels and $30,000 worth of wood stoves, providing exceptional energy efficiency and reliable year-round comfort. Whether you're looking for a private retreat, space for an extended household, or room for hobbies and recreation, this is a property that stands apart. It won't last!! See MLS Property & Listing Details & 21 images.

$399,000 $149 per sq.ft. Royalton VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2676  |  Acres: 0.97
Saturday Aug 22, 2026
Description: Stunning Victorian home on almost one acre of land in the town of South Royalton, ready for new owners who love and appreciate the charm and care of owning an older home. This 4 bedroom home has stunning woodwork, hardwood floors, an abundance of storage, along with gorgeous built-ins, that span several decades of various upgrades throughout the years. Sit on your covered front porch and enjoy your morning coffee or an evening dinner. Host gatherings in your formal living room, that is warm and inviting around the fireplace, but also filled with an abundance of light, The large eat-in kitchen provides for ample storage and preparation space. You will find a first floor laundry and half bathroom located off of the kitchen space, as well as a mudroom for the rear entrance driveway. The remainder of the first floor is rounded out by a formal dining room and cozy den, with fireplace and side entrance, making it easy to restock your wood supply. Upstairs boasts 4 bedrooms with a large primary, accented by another fireplace and beautiful light. Two of the additional bedrooms include window seats with storage and one bedroom has a bonus office/library, perfect for settling into a good book and getting away from the hustle and bustle of life. The upstairs full bathroom includes a large sauna and the main landing of the second floor includes beautiful built in cabinetry. Hardwood floors throughout this home, a standing seam metal roof, and a full basement with ample storage, are some of the other features you'll find in this home. The large lot to the left of the paved driveway is part of this parcel and would be ideal for a large garden, animals or building another home or rental unit. Endless possibilities! Located in walking distance to the center of town and Vermont Law School, 10 minutes from Interstate 89, and 35 minutes to Dartmouth Hitchcock Medical Center, this home is convenient and a well priced option you should plan to see! See MLS Property & Listing Details & 60 images.

$529,000 $132 per sq.ft. Royalton VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 4020  |  Acres: 1.02
Tuesday Aug 25, 2026
Description: Well sited, in an elevated position above the small college town of South Royalton, Vermont, is a stylish circa 1900 residence, with exterior trim detailing only to be found in high quality vintage construction! This wonderful classic presents as solidly built, with a commanding presence! Spacious interior room dimensions and large well placed windows create a comfortable interior living space that flows easily throughout the ground floor. When approaching the residence from the level parking area an oversize 30' long enclosed porch 1st provides entry to the home. Within the porch is plenty of protected space to leave ski's or sports equipment before entering the main house. The practical 14x6 mudroom is next. A 15x14 kitchen area is then off the mudroom. This kitchen area is a blank slate waiting to be completed as a new owner so chooses. A kitchen designer will have fun taking advantage of the great positioning and potential of this room! Straight ahead off the kitchen is a sunny 19x8 enclosed porch. The kitchen area opens to a dramatic 18x14 formal dining room with wood floors, 9' ceilings and wainscoting. Equally appealing is the 15x14 living room located beyond. A 14x13 primary bedroom with ensuite bath completes the 1st floor. A graceful front stairway, with ornate wood posts and banisters leads to the 2nd floor, with 3 well located potential bedrooms and a 3/4 bath. A partially finished 3rd floor contains 2 additional rooms! Now, retracing all the way down to that initially entered mudroom there is a side door that opens to a partially finished, potential auxiliary dwelling! This potential living space contains 7 rooms on 3 levels! These rooms are each in need of total renovation. However, potential is obvious! Key features of the overall structure are a newer roof, much updated electrical, and updated septic system. With the finishing components of a new kitchen and completed bathrooms, a showplace will emerge! South Royalton is a vibrant small college town! See MLS Property & Listing Details & 52 images.

$399,000 $144 per sq.ft. Rupert VT Home »

Price Change! Reduced by $31,000 down 8% on August 20th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2768  |  Acres: 6.79
Tuesday Jul 7, 2026
Description: INTERIOR PHOTOS NOW ADDED. Tucked away on a quiet, town-maintained dead-end dirt road, this inviting Rupert, Vermont property offers the kind of peaceful country setting that's becoming increasingly hard to find. Set on 6.79± acres, it's a place where morning walks, afternoon bike rides, and evenings under the stars can become part of everyday life. At the heart of the property is a circa 1850 Greek Revival home, rich with architectural character and topped by a classic slate roof. A substantial steel barn offers exceptional space for hobbies, equipment, vehicles, a workshop, or the projects you've always wanted room to pursue. Significant improvements have already been completed, including a new septic system, ductless mini-split heating and cooling, all new windows and exterior doors, a whole-house water filtration and softener system, an updated bathroom and a generator hookup. These investments provide a solid foundation while leaving room for the next owner to add their own vision. Offered as-is and priced accordingly, the home presents an opportunity to complete additional improvements while creating a property that reflects your own style and needs. There is great upside potential to further enhance the value. Conveniently located just 20 minutes from Dorset, 30 minutes from Manchester, and about an hour from Rutland, Bennington, and Saratoga Springs, you'll enjoy the tranquility of country living with easy access to shopping, dining, recreation, and cultural attractions. If you're looking for a Vermont property with authentic character, open space, and the opportunity to make it your own, schedule your private showing today and experience all this special property has to offer. See MLS Property & Listing Details & 36 images.

$205,000 $85 per sq.ft. Rutland City VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2398  |  Acres: 0.11
Wednesday Feb 18, 2026
Description: Back on the market! Grab it before it's gone again! Classic charm meets flexible and newly updated living space. Originally built in 1915 and updated in 2024, this spacious single family home offers 5 bedrooms, 3 bathrooms, and lots of flex space. Set on an .11 acre city lot, the property offers convenience access to shopping, transportation, and downtown amenities. Inside the home features a versatile layout with multiple flexible rooms, including one currently serving as a den/formal dining room. The main level includes a kitchen with updated appliances, a living room and a formal dining room/ den, along with two first floor bedrooms for added accessibility. Upstairs, you'll find additional bedrooms and a spacious primary suite with its own bath, creating separation and privacy ideal for multi-generational living or guests. The home retains classic character while offering practical updates. Exterior features include a welcoming enclosed front porch, enclosed storage space around back, and a paved driveway. Whether you're seeking a large primary residence, flexible layout for work from home living, or for an investment opportunity in Rutland City, 91 Franklin St. delivers size, character, and convenience in one well located property. OPEN HOUSE Saturday 3/21 11am-1pm for a first look! See MLS Property & Listing Details & 44 images.

$225,000 $135 per sq.ft. Rutland City VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1668  |  Acres: 0.17
Wednesday Aug 12, 2026
Description: Welcome home! This well-maintained 4-bedroom, 2-bathroom home offers plenty of space and versatility. The first floor features a convenient bedroom and laundry, making single-level living a great option. The property also includes a fenced-in area for dogs, providing a secure space for your four legged friends to enjoy the outdoors. Previously used as a two family home, the property offers exciting potential for buyers looking for additional flexibility. If permitted by the City of Rutland, it could potentially be converted back to a two family configuration, making it an excellent opportunity for an owner-occupant, multi generational living, or investment purposes. While the home could benefit from some updating and personal touches, it has been very well maintained over the years and offers a solid foundation to make it your own. A spacious home with character, flexibility, and plenty of potential--come take a look! See MLS Property & Listing Details & 33 images.

$249,000 $113 per sq.ft. Rutland City VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2205  |  Acres: 0.34
Tuesday Jun 30, 2026
Description: Calling all investors and big-family dreamers--here's a five-bedroom, two-bathroom home that knows how to multiply its value. Better yet, it arrives as part of a smart investment package alongside the property next door, doubling your opportunity in one tidy transaction. Five generous bedrooms mean there's room for everyone and everything, whether you're housing a growing household or filling rooms with reliable tenants. With two full bathrooms keeping morning routines civilized, this layout balances livability with genuine income-generating muscle. The rental potential here speaks for itself, and the attractive price point makes the math even sweeter for buyers who like their numbers to add up. Beyond the front door, Rutland's lively scene unfolds. The historic downtown district sits just a short stroll away, where local shops, eateries, and that timeless New England character invite you to linger. Outdoor lovers will adore Pine Hill Park nearby, offering miles of wooded trails for hiking and biking. Peace of mind comes courtesy of Rutland Regional Medical Center, a quick drive down the road, while ski fanatics can chase fresh powder at legendary Killington Resort roughly fifteen minutes away. This is the kind of property that wears two hats with ease--comfortable home base or savvy revenue stream, the choice is yours. Pairing solid bones with a location that keeps tenants and families equally happy, the upside is hard to ignore. Opportunities bundled this neatly don't wait around. Schedule your private showing today. 292 West Street is also available for sale and both properties could be purchased together at a discounted price. See MLS Property & Listing Details & 10 images.

$250,000 $143 per sq.ft. Rutland City VT Home »

Price Change! Reduced by $14,000 down 6% on August 21st 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1745  |  Acres: 0.4
Monday Aug 3, 2026
Description: 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. See MLS Property & Listing Details & 55 images.

$250,500 $127 per sq.ft. Rutland City VT Home »

Price Change! Reduced by $1,500 down 1% on August 30th 2026
6 Beds | 2 Baths |   Total Sq. Ft. 1974  |  Acres: 0.16
Monday Jul 20, 2026
Description: 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. Also listed as Multi-Family MLS 5100840 See MLS Property & Listing Details & 26 images.

$259,000 $108 per sq.ft. Rutland City VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2397  |  Acres: 0.37
Tuesday Jun 30, 2026
Description: Versatility is the name of the game with this turnkey four-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. Time to seize the moment and schedule your showing today. *294 West Street is also available for sale and both properties could be purchased together at a discounted price. See MLS Property & Listing Details & 21 images.

$265,000 $69 per sq.ft. Rutland City VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 3821  |  Acres: 0.2
Wednesday Aug 26, 2026
Description: Now is your opportunity to bring your vision to this versatile Rutland property. Once configured as a multi-family residence and now utilized as a single-family home, this property offers a unique opportunity for those looking to create a home that fits their needs, or explore a variety of potential uses. Conveniently located close to all of Rutland's city amenities, the property sits directly across from Northwest Primary School and is just a quick bike ride from the renowned Pine Hill Trail system. The Rutland Country Club is right around the corner, while Pico Mountain is less than 20 minutes away, making it easy to enjoy both everyday conveniences and Vermont's outdoor recreation. Whether you're looking for a primary residence, investment opportunity, or a property with the potential to be reimagined, this is a chance to bring your ideas and make the space your own. With its flexible layout and prime location, the possibilities are ready for your vision. See MLS Property & Listing Details & 27 images.

$285,000 $135 per sq.ft. Rutland City VT Home »

Price Change! Reduced by $10,000 down 4% on July 6th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2112  |  Acres: 0.31
Thursday Jun 11, 2026
Description: Welcome to this spacious four-bedroom, two-bathroom home in Rutland City, offering plenty of room to spread out and enjoy both indoor and outdoor living. The heart of the home is the oversized kitchen, providing abundant space for cooking, gathering, and entertaining. Multiple living and entertaining areas, along with a bright and inviting sun porch, create the perfect setting for hosting family and friends year-round. Step outside and discover your own private retreat. The beautifully landscaped, park-like yard is accented by mature perennials and features an in-ground pool, making summer days unforgettable. Whether you're relaxing poolside, gardening, or enjoying a backyard barbecue, this property offers endless opportunities to enjoy the outdoors. Additional highlights include a two-car garage, generous living space throughout, and a layout that offers flexibility for today's lifestyle. Conveniently located close to shopping, restaurants, schools, and everyday amenities, the home also provides easy access to both Pico and Killington ski resorts for year-round recreation. With great bones, abundant space, and timeless appeal, this home is ready for its next owner to add personal touches and make it truly their own. Don't miss this opportunity to own a wonderful property in Rutland City, with space to entertain, relax, and enjoy all that Vermont living has to offer. Welcome Home! See MLS Property & Listing Details & 35 images.

$287,000 $228 per sq.ft. Rutland City VT Home »

Price Change! Reduced by $12,000 down 4% on July 24th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1260  |  Acres: 0.25
Sunday Jun 21, 2026
Description: Why Rent? Stop paying high rent and utilities for an outdated apartment. Say goodbye to unpredictable, skyrocketing annual rent hikes and lock in stable monthly payments. All the hard work has been done. Nothing to do here. Just move in and start building equity. This 4 bedroom 2 Bath City home has been completely remodeled right down to the studs and subfloors and is ready for its next owner. New electrical, lighting, plumbing and heating were done also. Owner added Foam Insulation in the new sheetrocked walls and basement which will be a huge Energy Savings along with the Buderus Furnace and Boilermate Hot Water storage for great efficiency. Roof is in excellent shape and the Vinyl Windows and Siding means limited maintenance needed, saving you time and money! Both bathrooms in the home are equipped with washlet and bidet options. Nice New flooring throughout. Open concept Kitchen and Living area. New kitchen equipped with a Granite topped Eat at Island and luxury Bosch Dishwasher and Dacor Propane Stove. Garbage Disposal also. Dining area and flex space and a Full bath along with 1st floor laundry complete the main level. A Friendship Staircase leads up to 4 bedrooms all with new carpet and a Full bath. Neutral paint colors make this home move in ready. Choice of 2 driveways to use for entry into a mud room and plenty of yard space for adding on a deck or patio. North end of Church St location means you are only three blocks away from Rutland Country Club as well as easy access to all the Rutland area has to offer. Come check out this nicely done remodel and call it home where you can enjoy your own space and freedom to live, decorate and start building your own wealth. Schedule your appointment now for viewing. See MLS Property & Listing Details & 45 images.

$289,000 $149 per sq.ft. Rutland City VT Home »

Price Change! Reduced by $61,000 down 21% on July 22nd 2026
4 Beds | 1 Baths |   Total Sq. Ft. 1945  |  Acres: 0.17
Tuesday May 26, 2026
Description: NEW PRICE! Take a look at this 4-bedroom foursquare home that offers a blend of historic charm and spacious living. The covered front porch leads into a classic foyer and grand staircase followed by a formal dining room with original built-in shelves and the cozy, open living room. The first floor remains versatile with office space, an excellent 3-season porch, a small bathroom and kitchen and then out to a large deck and established perennial gardens. You'll appreciate the size of the second floor bedrooms, a full bathroom, closets and an attic with even more potential. An oversized shed and full basement with tall ceilings will give you all the storage you need and then some! The house has been rewired, a rebuilt chimney with liner and mini-splits help to make this precious home safe, quietly modern and ready for your arrival. See MLS Property & Listing Details & 27 images.

$300,000 $111 per sq.ft. Rutland City VT Home »

Price Change! Reduced by $50,000 down 17% on July 21st 2026
6 Beds | 2 Baths |   Total Sq. Ft. 2702  |  Acres: 4.48
Wednesday Jul 1, 2026
Description: NEW PRICE $300K A rare opportunity to own a historic 157-year-old property situated on 4.48 acres in Rutland City. Rich in character and history, this spacious residence offers the charm and architectural appeal of a bygone era while benefiting from valuable Industrial zoning, creating unique possibilities for investment, redevelopment, or business use (subject to City approvals and permitted uses). The home, constructed in 1869, features a total of fourteen rooms. The first level includes two bedrooms, one bath, a kitchen, living room, and dining room. The second level offers four bedrooms, one bath, a kitchenette, dining room, and two other rooms. Enclosed porches on both levels. A detached classic carriage barn with workshop space and a second floor adds versatility for storage, or future use. The expansive 4.48-acre parcel provides open space, and room for future planning, all while enjoying a convenient city location with easy access to downtown, major roadways, and employment centers. The property retains much of its original character but will require a complete remodel and updating. Interior components are dated, and buyers should be aware of known conditions affecting the property, including knob-and-tube wiring, insulated piping in the basement, and evidence of prior ceiling leaks. Buyers are encouraged to conduct their own inspections and due diligence regarding the property's condition. Located within an Industrial zoning district, the property offers substantial potential beyond its current residential use. Buyers are strongly encouraged to consult with the City of Rutland Planning & Zoning Department regarding permitted and conditional uses.This property is being conveyed in as-is condition, including all remaining contents. Whether you're seeking a distinctive historic home, a live/work opportunity, or a property with outstanding long-term redevelopment potential, this offering presents a rare combination of history, acreage and future possibilities. See MLS Property & Listing Details & 31 images.