Under Contract Rutland City VT Home for sale $550,000 $237 per sq.ft.

$550,000 $237 per sq.ft. Rutland City VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2324  |  Acres: 0.44
Listed on Thursday Jul 9, 2026
Description: 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! See Listing Details & 51 images.

$595,000 $274 per sq.ft. Rutland City VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2868  |  Acres: 0.32
Listed on Wednesday Jul 22, 2026
Description: Spacious, bright and well-maintained 3-bedroom, 3-bath home featuring an open-concept kitchen, dining and living area with cathedral ceilings. Enjoy a pantry, laundry room, hardwood floors, attached 2-car garage, and a finished lower level with a separate entrance, and two large windows offering flexible space for a home gym, recreation room, office or entertainment area. Relax in the quiet backyard, perfect for entertaining or unwinding. Conveniently located just minutes from shopping, local businesses, restaurants, Home Depot, Rutland Regional Medical Center, Rutland High School and downtown Rutland. Outdoor enthusiasts will appreciate being just 8 miles from Pico Mountain and 13 miles from Killington Resort. Enjoy the convenience of being close to everything while coming home to a quiet peaceful neighborhood. Additional interior photos to follow. See Listing Details & 18 images.

$674,900 $323 per sq.ft. Rutland City VT Home »


Price Change! Reduced by $75,000 down 11% on July 9th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 3480  |  Acres: 0.44
Listed on Sunday Jun 14, 2026
Description: 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. There is an additional lot connected to this parcel that is for sale. See Listing Details & 23 images.

$749,000 $211 per sq.ft. Rutland City VT Home »

6 Beds | 5 Baths |   Total Sq. Ft. 4792  |  Acres: 0.37
Listed on Wednesday Jun 10, 2026
Description: 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 Listing Details & 25 images.

$995,000 $167 per sq.ft. Rutland City VT Home »

10 Beds | 11 Baths |   Total Sq. Ft. 5970  |  Acres: 0.55
Listed on Thursday Oct 9, 2025
Description: 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 Listing Details & 45 images. Includes a Virtual Tour

$549,000 $330 per sq.ft. Rutland Town VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2803  |  Acres: 1.7
Listed on Thursday Jul 9, 2026
Description: Check out this spacious ranch in Rutland Town with 1.70 acres! On the main level you'll find and nicely updated Kitchen with large dining area and a pellet stove fireplace! Of the kitchen and dining is a private patio surrounded by beautiful woods and a great backyard. The large living room is bright and gives you stunning views or Rutland City and Killington and Pico. Down the house you'll appreciate the size of each bedroom and the show-stopping primary suite with an updated spa-style bathroom and a large private deck. Downstairs is a large den with working fireplace, laundry room, huge closets for seasonal storage, a 3/4 bathroom, and an office that is being used as a bedroom by the current owner, and a garage and utility space. See Listing Details & 30 images.

$550,000 $409 per sq.ft. Salisbury VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2044  |  Acres: 2.01
Listed on Thursday Feb 5, 2026
Description: 2026 New Build in Salisbury, VT Be the first to own this stunning Ranch style home with two car garage, in the picturesque town of Salisbury, Vermont. Construction is beginning soon, and the design blends modern comfort with the natural beauty of the surrounding landscape. This thoughtfully planned home will feature: 3 spacious bedrooms, 3 baths, an open concept Kitchen, dining and living area. A full suite of appliances, including an electric stove. Modern finishes throughout, with opportunities for buyers to choose cabinets, countertops, paint colors, and more Located just minutes from Lake Dunmore and Branbury State Park, you'll enjoy easy access to swimming, boating, and kayaking. Winter enthusiasts will appreciate the proximity to the Middlebury Snow Bowl for skiing and snowboarding. Outdoor lovers can explore nearby scenic trails, including routes to Silver Lake and Falls of Lana. Whether you're seeking a year-round residence or a seasonal getaway, this home offers the best of Vermont living--peaceful surroundings, abundant recreation, and a warm, welcoming community. And with the ability to personalize many of the finishes, you can help design the home to match your style. See Listing Details & 5 images.

$720,000 $331 per sq.ft. Salisbury VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2863  |  Acres: 2
Listed on Thursday May 28, 2026
Description: This thoughtfully cared-for, move-in ready 3BR/2BA single-family home with additional 1BR/1BA apartment radiates Vermont charm. Set back from the road with expansive yard, patios, and Adirondack Mountain views, this turnkey property offers versatile living. Ideal for primary buyers, the main house offers a single-floor living option plus a second floor with 2bed/1 bath for family or guests. The private, detached guest apartment is a proven income generator, bringing in $35,000 in gross revenue in 2024 and growing to $37,000 in 2025 with a strong history of repeat guests. Upgraded with a full kitchen (stove, dishwasher, extra-large sink), separate electric sub-meter, and a new roof. Currently used as a short-term rental (STR) on Airbnb. Continue on with bookings, explore long or mid-term rentals, or use as an in-law suite or home office. Available fully-furnished. Primary home highlights include warm wood accents in an expansive, open living space with abundant natural light centered around a propane stove for the focal point of your Vermont winters. Adjoining is a cook's kitchen featuring soapstone counters, cherry cabinets, prep sink and island seating for the guests. Spacious 3-bay heated garage for parking, storage, workshop, tools and equipment + additional room for toys or machinery in the shed. A long list of recent improvements include bathroom renovations (vanities, floors, lighting), new heat-pump hot water heater, new garage roof, refinished deck and many others. Located just 6 miles from Middlebury College, minutes from Lake Dunmore, The Middlebury Snowbowl and year-round outdoor activities. 1 hour from Burlington, 2.5 hours from Montreal. This home offers a nice balance of a peaceful country retreat and reliable financial support. Call 773.209.2732 for viewings. See Listing Details & 35 images.

$775,000 $221 per sq.ft. Searsburg VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 3500  |  Acres: 7.6
Listed on Wednesday May 20, 2026
Description: Sweeping long-range mountain views over the Green Mountain National Forest, Mount Snow, Haystack, and Stratton ridgelines from this stunning 2020 Moosehead log home. Situated on 7+ acres bordering thousands of acres of National Forest, the property offers direct access to VAST snowmobile trails, space to create your own private loops, and exceptional privacy -- all while remaining just a short drive to ski resorts, lakes, and other premier Vermont destinations. The home features a gorgeous open floor plan with extensive natural woodwork, perfectly suited for a Vermont retreat. The chef's kitchen includes stainless appliances, a large island, and flows seamlessly into the dining area with wood and tile floors throughout. A vaulted billiard and bar area with live-edge bartop creates a true entertaining centerpiece, complemented by a cozy living room and play area, plus a spacious loft overlooking the main living space. With five bedrooms, including one en suite, and two upscale full baths, there is ample space for family and guests. A large mudroom entry with wood stove is designed for four-season gear, while the covered front porch provides the perfect setting to take in the panoramic views. Additional features include Tesla whole-home battery backup and easy access from a paved road -- ensuring convenience and peace of mind in every season. A rare combination of privacy, recreation, modern efficiency, and iconic Vermont scenery. See Listing Details & 32 images.

$989,900 $197 per sq.ft. Searsburg VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 5697  |  Acres: 5.4
Listed on Saturday Jul 11, 2026
Description: Six oversized garage bays across two multi-level outbuildings, direct access to Green Mountain National Forest, backyard waterfalls, and 5.4 private acres make this gated Southern Vermont retreat unlike anything else near Wilmington. Just five miles from downtown Wilmington and less than 12 miles from Mount Snow, the property combines substantial space for living and entertaining with exceptional room for vehicles, boats, equipment, collections, creative pursuits, and outdoor recreation. The multi-level outbuildings expand the possibilities well beyond vehicle storage, with flexible finished and unfinished areas suitable for recreation, hobbies, collections, equipment, workshop use, or additional gathering space. Inside, post-and-beam warmth, hardwood floors, neutral finishes, a spacious kitchen with a large center island, updated baths with custom tile, and two oversized stone fireplaces create an inviting Vermont atmosphere. A private primary suite wing offers a well-appointed bath, office and walk-in closet, while multiple ensuite guest rooms and gathering spaces extend across three levels. Outdoor living is equally distinctive, with established gardens, more than 65 perennials, easy-care grounds, a large deck, and sitting areas for listening to the waterfalls or enjoying the forest. Redone driveways and generous parking support everyday use and entertaining, and one outbuilding has been newly insulated and finished with a pellet stove. Enjoy exceptional access to Southern Vermont recreation: under four miles to High Country Marine on Harriman Reservoir, about one mile to Searsburg Reservoir, eight miles to Somerset Reservoir, near the Deerfield River, five miles to downtown Wilmington, under 12 miles to Mount Snow, and under 10 miles to The Hermitage. Located on the Wilmington side of the mountain with paved-road access, full school choice and no zoning, this property brings together privacy, convenience, water, forest, flexible space, and year-round recreation. See Listing Details & 60 images. Includes a Virtual Tour

Under Contract Shaftsbury VT Home for sale $534,900 $294 per sq.ft.

$534,900 $294 per sq.ft. Shaftsbury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1820  |  Acres: 2
Listed on Friday May 22, 2026
Description: This charming, beautifully updated Cape sits on a sprawling 2-acre lot in a highly sought-after section of Shaftsbury, offering breathtaking panoramic mountain views. Boasting character and gleaming hardwood floors throughout. The first floor features a large living room with built-in bookshelves and cozy wood stove, a primary bedroom, full bath, and spacious country kitchen with granite countertops, island with storage and seating, recessed lighting, and adjacent eat-in dining area. There's a practical mudroom off the main entrance, which leads to a bright 14' x 22' multi-purpose sunroom with cathedral ceilings, perfect for an office, crafting, home gym, or entertaining guests. Upstairs, you'll find two generously sized bedrooms with beautiful cherry and oak wood floors and an updated full bath. The full basement with concrete floors and insulated walls provides excellent storage space and utilities. Step outside and take in sweeping mountain views that frame the property in natural beauty. The expansive yard is complemented by thoughtfully established gardens, showcasing a curated collection of mature, high-end perennial flowers that bloom season after season--creating a serene and picturesque setting to fully enjoy the surrounding landscape. A large two-car garage completes the property. Recent upgrades include a new roof (2021), siding (2023), heating system (2020), new drilled well (2020), heat pump water heater (2025), heat pump mini split (2025), new electrical in the basement (2025), and added insulation through Efficiency Vermont (2025). Kitchen, flooring, bathrooms, windows, electrical, and plumbing were updated in 2009. Conveniently located just 20 minutes to Manchester and 10 minutes to Bennington, with easy access to major highways. Close to premier ski resorts including Bromley (30 minutes), Stratton (45 minutes), and Mount Snow (55 minutes). Truly move-in ready and offering the perfect blend of comfort, updates, and Vermont charm. See Listing Details & 32 images.

$574,900 $227 per sq.ft. Shaftsbury VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2529  |  Acres: 17.47
Listed on Friday Oct 24, 2025
Description: Horse enthusiasts take notice! Barn Recently renovated w New Electric, 3@12x12 stalls, new Loft & Heated Tack Rm added, or use as desired, Hobby Shop, Antiques, Storage. Wonderful Newly Fenced Pasture & Paddocks & Fencing around house for children or pets. Charming audible Paran Creek from the porch w/nearby adjoining access to serene 6acre Spring Fed Pond. Total of 17.47 acres for your complete enjoyment. This is a vintage 1800's farmhouse w/an old grist mill foundation still evident along the brook w/this historic property! Covered Porch & Patio is perfect for relaxing rocking, while being soothed by the soft sounds of the brook. Renovated in 2020 including Elec, Heating & Lighting updates. Outdoors there are berries, perennials, mature apple trees & volleyball court! Presently used as a second story apartment/two family, or can easily revert back to one larger single family, additionally can be as In-Law family living w/second kitchen. Home presently occupied by Owner & Tenant, photos prior to owner occupancy. Currently home business. 15 mins to nearby Bennington or 25 mins to Manchester for shopping & restaurants, Rt 7 north/south State access. Lake Shaftsbury State Park nearby. Seller can be Ready! Tractor negotiable. Please call,text or email for latest on occupancy. See Listing Details & 60 images.

Under Contract Shaftsbury VT Home for sale $750,000 $278 per sq.ft.

$750,000 $278 per sq.ft. Shaftsbury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2696  |  Acres: 30.38
Listed on Wednesday Oct 1, 2025
Description: Tucked away on a private road, this stunning brick colonial offers over 30 acres of peaceful Vermont countryside-yet is less than 2 miles from the Village of North Bennington and Bennington College. A classic barn and separate studio provide endless possibilities for hobbies, storage, or creative space. The main level features a spacious living room with a fireplace, warm pine floors, and plenty of room for a dining area. The kitchen is a cook's dream with cherry cabinets, a gas range, and a large island, plus a slider that opens to a pergola for outdoor dining and relaxation. A private office and half bath complete the first floor. Upstairs, beautiful pine floors continue throughout. The primary suite offers comfort and style, joined by two additional bedrooms and a full bath. From nearly every window, take in sweeping views of the surrounding landscape. A truly special property combining timeless charm with acreage, views, and versatile outbuildings-while still being just minutes from village conveniences and cultural amenities. See Listing Details & 32 images.

$799,000 $352 per sq.ft. Shaftsbury VT Home »


Price Change! Reduced by $76,000 down 10% on June 20th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2462  |  Acres: 40
Listed on Friday Apr 10, 2026
Description: The Dexter Road Farmhouse, Circa 1800 In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic nearby backroads to write "Stopping by the Woods on a Snowy Evening." Dating back more than 225 years, this charming farmhouse offers a rare opportunity to own a piece of Vermont history while embracing the slower pace and natural beauty that define the region. Tucked away at the end of a peaceful, tree-lined town road, the property is ideally suited as a second home, creative retreat, or year-round residence. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship. Wide pine floors, original moldings, classic woodwork, traditional wall and ceiling boards, and a gracious entrance hall create a warm and authentic farmhouse atmosphere. Set on approximately 40 acres with a picturesque skating pond, the property offers abundant space to explore, garden, walk, and enjoy the pastoral surroundings. Writers, artists, and those seeking respite from city life will appreciate the quiet setting, changing seasonal views, and inspiring natural landscape. Whether painting, writing, working remotely, or simply unwinding, the setting encourages creativity and reflection. The spacious floor plan includes four bedrooms, three bathrooms, an inviting country kitchen, formal dining room, living room with wood-burning fireplace, library, and bonus room. A bright office overlooking the pond includes a Murphy bed, providing flexible space for guests, a studio, or a private workspace. Offering exceptional privacy while remaining convenient to the cultural, recreational, and dining attractions of Vermont's Northshire region, this remarkable property presents a rare opportunity to own a true Vermont retreat. With a town trail right out your back door, snowshoeing and cross-country skiing opportunities are close at hand. Bromley and Stratton Mountain ski resorts are within a 40 minute drive. See Listing Details & 60 images.

$724,500 $324 per sq.ft. Sharon VT Home »


Price Change! Reduced by $25,500 down 4% on July 9th 2026
Waterfront on Pond _Unnamed
2 Beds | 3 Baths |   Total Sq. Ft. 2235  |  Acres: 23.78
Listed on Wednesday May 6, 2026
Description: Welcome home to this serene piece of Vermont paradise! The property offers an escape to a privately sited cape home featuring 3 bedrooms, 2.5 bathrooms with covered and open outdoor entertaining spaces both overlooking an exclusively-owned, spring-fed, swimming pond and long range pasture views - all enveloped by mixed forest land of hard- and softwoods. Inside the home gleaming hardwood floors are throughout, a central wood stove provides cozy warmth in the colder seasons to the open cathedral dining and living space. A kitchen with granite countertops, ample storage, and a center island ensure prep space for gatherings large and small. The main level is outfitted with direct entry from the attached garage, a laundry room, powder room, living/dining room, kitchen, and primary ensuite with direct access to the yard. Upstairs 2 additional bedrooms, a full bathroom, cedar closet, and plenty of storage make primary or guest living convenient. The property is further benefitted by a separate, fully outfitted and compliant commercial kitchen which could be utilized for agricultural or other value added product processing, or repurposed as a guest cabin, studio, or home office, if used as storage the house bedroom count can be increased back to 3 bedrooms. An owned solar array and whole-house generator supply sustainability and reliability while the neighboring 500 acres surrounding the property add insulating privacy and tranquility. Close in proximity to Sharon Academy, Interstate 89, Pomfret (home of the Artistree Community Art Center), South Royalton, Woodstock, and Hanover, NH. Open house Sunday, 5/10, 11am-1pm. See Listing Details & 56 images.

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