Rutland City VT
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| Rutland City Vermont Homes Special Searches | | | Rutland City VT Homes For Sale By Subdivision
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$749,000 | $211 per sq.ft.
New Listing!
50 Pleasant Street
6 Beds | 5 Baths | Total Sq. Ft. 4792 | Acres: 0.37
BIG BOLD & BEAUTIFUL. Built in 1922 for the owner of Howe Scale, this extraordinary 6-bedroom, 5-bath residence showcases exceptional craftsmanship, timeless character, and modern luxury. Thoughtfully renovated while preserving its historic charm, this one-of-a-kind home offers the perfect blend of elegance, comfort, and functionality. FANTASTIC KITCHEN featuring all the bells and whistles. Stately dining/living rooms with a fireplace. The first-floor primary suite offers conveniences, a walk-in closet, a dedicated second laundry area, and a luxury bath. The second floor boasts handsome original woodwork, four spacious bedrooms, and a full bath, highlighting the home's enduring character and craftsmanship. The versatile third floor is ideal for multigenerational living, guests, or a nanny suite, offering a bedroom, a den with a fireplace, a home office, and an updated full bath. Extensive improvements include a fully remodeled kitchen, updated electrical wiring, a new furnace, a new roof, and new decking. Ten heat pumps provide efficient year-round comfort throughout the home. Step outside to your own private retreat featuring a heated in-ground saltwater pool, newly covered hot tub cabana, expansive deck space, and a covered outdoor lounge area with awning. The fully fenced yard with attractive black vinyl fencing offers privacy and a beautiful setting for entertaining or relaxation. A detached two-car garage with loft storage and a garden shed provides ample space for vehicles, hobbies, and storage. Located in Rutland City within walking distance to downtown restaurants, shopping, entertainment, and community amenities. This remarkable property combines historic distinction with today's modern conveniences and offers a rare opportunity to own one of the area's most impressive homes. With generous living space, flexible floor plan options, and exceptional indoor and outdoor amenities, this home is truly a standout property that must be seen to be fully appreciated. See
MLS Property & Listing Details & 25 images.
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$749,900 | $359 per sq.ft.
New Listing!
14 Mountain View Lane
3 Beds | 3 Baths | Total Sq. Ft. 3480 | Acres: 0.83
Step in to this beautifully maintain city ranch in the Northeast Section of Rutland. Walking distance to schools, shopping and restaurants. Step right into a marble floor entry way from the front. One step up and you will find a dinning room, large living room with hardwood floors, down the hall to the main bedroom with ensuite, two more bedrooms with a shared bath. A large kitchen with a mudroom going to the two car garage round out the first floor. From the main entry down the stairs to a large family room with fireplace, two additional rooms, one with an fireplace and 1/2 bath attached and a three season room all with a walkout to a beautiful patio. Two additional storage areas off the family room. All of this on a double city lot. This property will not last long. See
MLS Property & Listing Details & 23 images.
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$995,000 | $167 per sq.ft.
Price Change! reduced by $304,000 down 31% on April 10th 2026
70 North Main Street
10 Beds | 11 Baths | Total Sq. Ft. 5970 | Acres: 0.55
HUGE PRICE ADJUSTMENT. CALLING ALL INNKEEPERS OR SOMEONE WHO NEEDS A GRAND HOME. FURNISHED! RUTLAND IS IN NEED OF A CLASSY INN! This distinguished property has been the recipient of "Best of the Best" nine years running. With the expansion of the Killington Ski Area, this is the time! Previously operated as a successful Bed and Breakfast for 21 years, this magnificent home, with extensive renovations, still holds active permits, allowing a seamless return to business or continued use as a grand private residence. Sold MOSTLY FURNISHED, this stunning Victorian blends historic craftsmanship with modern restoration. Original leaded-glass windows, intricate plaster moldings, and handsome oak parquet floors highlight its timeless elegance. A grand foyer showcases a 136-year-old handcrafted staircase with leaded glass and Palladian-style window, while the opulent dining room features original built-ins and original leather wall trim. High ceilings and detailed moldings enhance the living room. The spacious chef's kitchen combines charm and functionality with some original cabinetry. The upper floors offer ten beautifully decorated bedroom suites, each providing luxurious comfort. Detached and updated carriage barn presents endless possibilities for an event space, studio, or workshop. Ample parking and a three-car garage complete this great offering. Located in Rutland, Vermont, ranked the 7th Best Small Town by Leisure Magazine, minutes to Killington Resort, scenic lakes, hiking, biking, and a vibrant downtown. See attached Renovation list! See
MLS Property & Listing Details & 45 images. Includes a Virtual Tour
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$1,100,000 | $372 per sq.ft.
20 Sherwood Road
4 Beds | 4 Baths | Total Sq. Ft. 2960 | Acres: 0.49
Proud to present this beautifully crafted, custom-built home, offered for the first time and ready for immediate occupancy. Thoughtfully designed and impeccably finished, the owner took great pride in hand-selecting the cabinetry, lighting, and finishes throughout, creating a home that feels both elegant and welcoming. High-end appliances complement the open living space, ideal for both everyday living and entertaining. Southwest-facing windows fill the home with extraordinary natural light, highlighting the gleaming maple floors on both levels and the impressive nine-foot ceilings that add to the sense of space and refinement. Beautifully appointed bathrooms and two electric fireplaces create a warm, inviting, and sophisticated atmosphere. Energy efficiency was a priority during construction, with guidance from Energy Solutions, including R60 insulation in the attic, R30 in the walls, and R24 in the basement, along with an air-exchange system and heat and central air, providing year-round comfort. The home offers four spacious bedrooms, three and one-half baths, a dedicated home office, and two laundry rooms designed for convenience and modern living. Outdoor living is exceptional with four decks offering wonderful places to relax, entertain, or enjoy the changing Vermont seasons, along with a welcoming covered front porch overlooking the handsome stone façade and charming cobblestone entry. A paved driveway completes the home's impressive curb appeal. Located in the highly desirable Northeast section of town, known for its walkability and friendly neighborhood atmosphere, this property is just minutes to Killington Resort, Lake Bomoseen, and endless year-round recreation while still enjoying the convenience of a thriving downtown filled with shops, restaurants, and community events. A rare opportunity to own a beautifully built home that blends quality craftsmanship, comfort, and a Vermont lifestyle. See
MLS Property & Listing Details & 37 images. Includes a Virtual Tour
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