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$359,000
1 Beds 1 Baths 5098919 MLS
Come view this Vermont Vacation Retreat on over 4 acres near Lake Bomoseen! If you are looking for a full service, turn key Vermont Recreational Compound - this is it. The Zen Box Holiday Vacation Rental is being sold with a year round container home, 3 cabins with living space, 1 cabin that serves as a communal bathhouse and an additional structure attached to the rear of the container home that serves an outdoor kitchen affectionally named the mess hall. The property consists of SIX different structures totaling 825 square feet of indoor living space, in addition to multiple patios and a covered lounge area with comfortable sleeping for 10 guests. The cabins have electric heaters to keep those cool nights cozy and two are insulated with additional wood stoves. The container home is heated and cooled with minisplits, has its own 3/4 bath with tiled shower, a small washer/dryer setup, a full kitchen and is beautifully designed and furnished. The sellers grazed animals last summer, so there are multiple structures that can be used for either storage or light farming with a large pasture area. This property is being sold AS IS and is fully furnished and conveys with all the motorized toys you might need for exploring Vermont - a snowmobile, a jetski and an ATV vehicle. After spending the day at Crystal Beach (three minutes down the road) or Lake St. Catherine, (25 minutes down the road), come home to soak in your hot tub under the Vermont night sky! Whether you are looking for a family glamping getaway, or wish to use the property for short term rentals, OR BOTH - this property is ready for you to enjoy this season!

1450 Rte 30, Hubbardton

$339,000
3 Beds 2 Baths 5098926 MLS
Just Reduced. Take advantage of this great price. Gorgeous & private back yard paradise with beautiful in-ground pool, surrounded by expansive stamped-concrete & relaxing shaded patio. Propane firepit for enjoying your surroundings late into the evening. This three bedroom, one and half bath raised ranch is very spacious with luminous living room, eat in kitchen, its lower level family room and/or office, with direct access to the delightful backyard. Sliders off the kitchen lead to a very large deck covered by a magnificent gazebo to enjoy your back yard views in every kind of weather. Seller owned solar panels, replacement windows, heat pump & pellet stove make this home extremely efficient and affordable. Outbuildings allow for great storage space for all your patio furniture & pool equipment. Do not delay on this special offering. You'll never want to leave home.

168 Lincoln Ave, Rutland City

$565,000
3 Beds 3 Baths 5098628 MLS
HORSES ANYONE? A perfect spot here, nestled on 13 picturesque acres, offering two barns, a shed, outdoor water, rolling pasture, power at barn, panoramic mountain views, a pond, extensive raised garden beds, lots of beautiful perennials, mature shrubs and trees plus an apple orchard with pears, peaches and blueberry bushes. A welcoming front entry with closet and tile flooring leads to a charming 23' living room with hardwood flooring, a stone hearth and pellet stove. A sliding door opens to a large deck overlooking the fields and the beautiful mountain views. The renovated kitchen in 2019 brings in new solid cherry cabinets, quartz countertops, s/s appliances including an induction stove and hardwood flooring. The dining room features two corner built ins and again solid oak flooring. The primary bedroom is conveniently located on the first floor with a beautifully tiled bathroom overlooking the grounds with a large claw foot tub. To complete the first floor is the laundry room with built in ironing board and porcelain tile flooring. The second floor holds two more bedrooms and full bath. The walk out lower level features a wood stove with brick hearth, an exercise room, 3/4 bath, built ins, workshop and leads out to a slate patio. Energy Audit performed and new spray foam insulation installed in basement and attic. All new Pella windows and doors installed in 2023. New electrical buried from the street to house in 2022. 3 heat pumps installed with heat and air. Another huge bonus to energy efficiency is the solar system which has been paid for. A two car attached garage, covered front porch, stone walkway, a concrete perimeter and 765 ft of road frontage. The view from the deck is mesmerizing, it is an atmosphere of openness and sweeping with complete tranquility. Share this broker's enthusiasm and see for yourself , the many advantages this lovely home in the country has to offer, including school choice and high speed fiber optic internet.

289 Lamb Hill Rd, Wells

$1,999,000
12 Beds 6 Baths 5098593 MLS
A once-in-a-lifetime opportunity to own an extraordinary 460-acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Located in the Champlain Valley Wine Varietal area, a pristine valley of rolling pastures, mature forests, and pastoral views, this remarkable property offers limitless possibilities from a thriving agricultural enterprise to an unparalleled private family retreat. At the heart of the farm are two exceptional residences. The charming vintage farmhouse features four bedrooms and four baths, blending historic warmth with classic VT living. Complementing it is an elegant estate home with five bedrooms and four baths, providing refined accommodations ideal for extended family, guests, or multi-generational living. A separate guest cottage adds even more flexibility for visitors, caretakers, or rental opportunities. Designed for serious agricultural production while offering exceptional lifestyle appeal, the property includes a dairy barn, equipment barn, hay barn, workshop, bunkhouse, fuel depot and more. Nine electrified beef cattle paddocks create an efficient rotational grazing system, while an extensive solar array powers the operation, enhancing sustainability and reducing operating costs. The land itself is simply extraordinary. Expansive open fields transition seamlessly into peaceful woodlands, creating a landscape equally suited for livestock, equestrian pursuits, recreation, hunting, hiking, conservation, or simply enjoying the serenity of country living. Whether your vision is a productive working farm, an equestrian estate, a self-sufficient gentleman’s farm, a luxury family compound, a corporate retreat, or a legacy property to be cherished for generations, this exceptional offering provides the foundation to make it a reality. Rarely does a property of this scale, quality, and versatility become available.

957 Pleasant Valley Rd, Benson

$345,000
1 Beds 1 Baths 5098586 MLS
Welcome to this charming, move-in-ready home nestled on a beautifully landscaped 1.10-acre lot. Meticulously renovated, this inviting property showcases quality upgrades throughout, blending modern comforts with cozy Vermont charm. Surrounded by mature landscaping and vibrant flower beds, this secluded paradise offers the perfect balance of privacy and natural beauty. During the fall and winter months, enjoy breathtaking views of Breese Pond from your own front deck, creating a picturesque setting to relax with your morning coffee or unwind after a day of outdoor adventures.The expansive wrap-around deck is ideal for entertaining and leads to an adjacent above-ground pool, making summer gatherings a breeze. Inside, you'll also find additional finished living space in the basement, complete with a cozy wood stove, guest accommodations and the perfect "man cave" or recreation room for entertaining, relaxing, or watching the big game. Outdoor enthusiasts will appreciate the property's close proximity to ponds, lakes, hiking trails, and snowmobile trails, providing year-round recreation just minutes from home. Despite its peaceful setting, you are only 20 minutes from shopping, a medical center, pharmacy, and a variety of dining options. For winter sports lovers, Killington and Pico are just 45 minutes away, offering some of Vermont's premier skiing and snowboarding. Whether you're looking for a year-round residence, a vacation retreat, or an investment opportunity, this exceptional property combines comfort, privacy, and four-season recreation in one beautiful package. This is a home that truly must be seen in person to appreciate its charm, breathtaking seasonal views, and idyllic location.

66 Murphy Dr, Hubbardton

$875,000
3 Beds 3 Baths 5098570 MLS
Surrounded by terraced gardens and tucked away on 13 private acres off a quiet country road, this thoughtfully crafted mountain retreat offers peace and quiet, craftsmanship, and mountain vistas. The spacious great room is the heart of the home, where soaring cathedral ceilings, a wall of windows, and a handsome stone fireplace create an inviting gathering space. Sunlight fills the interior, highlighting wide-plank pine floors milled from timber harvested on the property. Designed for entertaining, the open floor plan flows into a chef's kitchen with handcrafted cherry cabinetry, granite countertops, a center island, and professional-grade stainless appliances. Just beyond, the expansive deck invites outdoor dining and relaxation, while the covered porch offers shade and frog pond. Generously sized bedrooms provide comfort for family and guests. The walkout lower level opens to a sunny patio and features a newly completed guest suite with its own kitchen, bedroom, additional office/sleeping space, offering exceptional flexibility for guests, generating rental income or multi-generational living. Come see this timeless Vermont retreat!

415 Crown Point Rd, Shrewsbury

$339,000
3 Beds 2 Baths 5098432 MLS
OPEN HOUSE JULY 11TH-9:00 to Noon. CHARTER HILLS. Desirable location, beautiful updates, and a wonderful neighborhood setting make this 3-bedroom, 2-bath home a standout. Charter Hills is known for its peaceful atmosphere, community pond, and excellent walkability, and is conveniently located near schools, Rutland Regional Medical Center, shopping, dining, and a short drive to world-class skiing at Killington Resort. The current owners have thoughtfully modernized the home, opening a wall to create a bright, inviting floor plan that's perfect for today's lifestyle. The renovated kitchen is the heart of the home, featuring all-new appliances, gleaming granite countertops, ample cabinetry, and a spacious breakfast bar for casual meals and busy mornings. The adjoining living area is filled with natural light and enhanced by a new sliding glass door leading to an oversized, newer deck with low-maintenance Trex decking. Step outside and enjoy the private backyard, an ideal setting for entertaining, gardening, or simply relaxing. The main level offers three comfortable bedrooms, a full bath, and attractive new vinyl flooring throughout, creating a fresh, clean, move-in-ready feel. The sunny lower level offers valuable living space, including a generously sized family room, a second full bath, and a convenient laundry area. Multiple windows allow natural light to pour in, making this level feel warm and welcoming rather than basement-like. Additional improvements include updates to the roof and major mechanical systems, providing peace of mind for the next owner. The paved driveway and .30-acre lot enhance the home's appeal, offering low maintenance while still providing plenty of outdoor enjoyment. Whether you're looking for a wonderful family home, a comfortable place to downsize, or simply a property in one of the area's most sought-after neighborhoods, this Charter Hills residence offers the perfect blend of privacy, convenience, and modern updates.

6 Irving Hts, Rutland City

$829,900
2 Beds 3 Baths 5098375 MLS
Attention outdoor enthusiasts! Tucked near the top of the mountain on a quiet deadend dirt road with only one camp beyond, you'll discover the peace, privacy, and adventure that make Vermont so special. Meticulously maintained and custom built by the current owners, this exceptional Ward log home has been lovingly cared for since day one and is ready to welcome its next chapter. The thoughtfully designed living quarters above the impressive 2-story garage showcase quality craftsmanship throughout, featuring granite countertops, custom cherry cabinetry, central air conditioning with a smart thermostat, and a backup generator for year-round peace of mind. Being offered fully furnished, you can start enjoying your Vermont retreat from day one. The property's incredible outbuildings are just as impressive. A massive 30' x 40' three-story garage provides endless space for recreational vehicles, equipment, hobbies, or the ultimate workshop, while a separate bunkhouse offers comfortable accommodations for family and friends. Spanning more than 40 acres across both Wells and Middletown Springs, this remarkable property offers unmatched privacy and endless opportunities to enjoy the outdoors. Paperwork is already in place for a second access road into Middletown Springs, adding flexibility for future use. Once home to miles of ATV trails, the land could easily be restored into your own private network for ATV riding, hiking, hunting or simply exploring. Located in the Town of Wells, where there is no zoning, the possibilities are limited only by your imagination. Whether you envision a private mountain retreat, recreational paradise, family compound, or year-round home, this property is ready to make that vision a reality. Just minutes from the Village of Wells, Lake St. Catherine, the Slate Valley Mountain Bike Trails, only 30 minutes to Manchester, and less than an hour from several premier ski resorts, you'll enjoy four seasons of adventure right outside your door.

1706 High Chapparal Rd, Wells

$435,000
3 Beds 2 Baths 5098161 MLS
Tucked into the rolling Wallingford countryside, this three-bedroom, two-bathroom home proves that spacious living and rural serenity can happily coexist on one generous lot. Inside, the newer kitchen anchors the home with fresh finishes showcasing Quartz countertops. A pellet stove was added in the living room to provide an extra heat source in the winters. Three efficient heat pumps keep every corner comfortable across all four Vermont seasons. One level living, three bedrooms and full bath complete the main flor. The lower level was completed to offer flexible bonus space that adapts to your needs—home office, playroom, studio, a hobby you keep promising to start. Step outside and the real showstopper appears: a sprawling 700-square-foot TimberTech deck built for lazy mornings and lively gatherings envelopes the Craven above-ground pool and a sizable barn wired with fifty-amp electric stands ready for workshops, storage, toys, or big-dream projects. The expansive rolling lawn that leads to the creek in the far back of the property; delivering breathing room that suburban lots simply can't match. Location seals the appeal. Elfin Lake sits just up the road for paddling and picnicking, while the trails of White Rocks National Recreation Area reward every hiker and nature lover nearby. Families appreciate proximity to Mill River Union High School, and powder chasers will love that Killington Ski Area is a scenic drive away.

470 Creek Rd, Wallingford

$599,000
3 Beds 3 Baths 5098079 MLS
Some properties simply have to be experienced in person to be fully appreciated, and this is one of them. This charming 3-bedroom, 2.5-bath Cape sits on 17 breathtaking acres where sweeping views, a spring fed pond, mature fruit trees, blueberry bushes, and beautifully maintained grounds create an exceptional setting. The property also includes two outbuildings, including a classic barn with hayloft and stalls. A second outbuilding features upper- and lower-level garage bays, ideal for equipment, ATVs, tractors, workshop space, or additional storage. Inside, the eat-in kitchen features a large picture window overlooking western views and stunning sunsets. It flows into the living room with a cozy wood-burning fireplace and sliding glass doors leading to the back porch, the perfect spot to enjoy the sunrise. A half bath with laundry is located just off the kitchen, while the first-floor primary suite offers a walk-in closet and private en suite bath. Upstairs are two generously sized bedrooms, each with a closet, and an additional full bath. The walk-out basement offers excellent potential for future expansion and already includes a roughed-in bathroom. A two-car attached garage completes the home. Enjoy the tranquility of country living without sacrificing convenience. Located just outside of Rutland, the property is close to shopping, dining, and healthcare, and only 30 minutes from Okemo and Killington/Pico for year-round recreation.

2086 Walker Mountain Rd, Clarendon

$848,000
4 Beds 2 Baths 5097967 MLS
Don’t miss a rare opportunity to own a stunning private retreat on a quiet cul-de-sac in one of Killington’s most desirable neighborhoods. Zoned a 4-bedroom residence, currently enjoyed as a 3-bed, 1.75-bath w/attached 2-car garage and attic storage above. Beautiful finishes throughout: vaulted ceilings, hardwood floors, updated carpeting, updated baths, newer appliances, custom kitchen cabinetry, woodwork & tilework. New roof December 2025. Outdoor living shines here. 2 beautiful patios and an expansive deck create a wonderful space for entertaining, relaxing, overlooking a wonderfully private backyard. Enjoy miles of Sherburne mountain bike Trails on the adjacent Green Mountain National Forest conservation land. Walk directly from your backyard to Kent Pond. Just 2 minutes from to Green Mountain National Golf, 1 mile from Killington Road. Bonus: a spacious two-story barn offers 672 square ft of flexible space, complete with full electrical service—ideal for a woodshop, art studio, hobby space, gym, or generous storage capacity. After a day outdoors on the adjacent trails, kayaking on Kent Pond, or enjoying the slopes at Killington resort, relax and unwind in the outdoor 8’ x 8’ 6-person Jacuzzi hot tub. Enjoy fireplace & woodstove on winter nights. Work from a sun-filled office, Xfinity gigabyte available. Whole house generator and a circular driveway! A rare blend of privacy, recreation, & convenience in the heart of Killington. Call today for more info.

218 Lakewood Dr, Killington

$679,000
3 Beds 3 Baths 5097890 MLS
Some know it as the Bow House, others call it the Acorn House, but perhaps it's time to call it home. Rich in charm and character, this distinctive residence draws inspiration from the rare New England bow roof tradition, a style rooted in Maritime craftsmanship and celebrated for its graceful curved roofline. Originally influenced by the techniques of shipwrights and carpenters who built wooden boat hulls, the design creates a striking silhouette while maximizing headroom and living space on the second floor. The sweeping ceilings lend an openness that sets this home apart from more conventional New England houses. Thoughtfully updated for modern living, the current owners added a 1st flr primary suite that blends seamlessly with the original architecture, creating a home that's as functional as it is beautiful. Central A/C & heat pumps provides year-round comfort, while a woodstove in the kitchen and a pellet stove in the basement add warmth and inviting ambiance during Vermont's cooler months. Privately tucked away from the road, yet right in the heart of town, the property offers the best of both worlds. The oversized three-car garage provides exceptional space for vehicles, hobbies, or storage, and the dry basement offers even more room for organization. For buyers who appreciate homes with authentic character, thoughtful craftsmanship, and architectural significance, this is a rare opportunity. Equally appealing is its location in the heart of Brandon, one of Vermont's most vibrant villages, where galleries, studios, live performances, locally owned shops, cafés, and community events create a lively arts scene and a welcoming sense of place. Enjoy the convenience of village living while becoming part of a creative community that celebrates both history and culture. Homes with this level of architectural distinction and timeless charm seldom become available. This is more than a place to live,it's an opportunity to own a truly memorable piece of Vermont.

7 High St, Brandon

$1,250,000
4 Beds 5 Baths 5097823 MLS
It’s hard to say which season you’ll enjoy most in this exceptional 4-bedroom, 5-bath fully furnished and equipped custom-built home, privately set on ten acres comprised of two separate 5-acre lots, with the lower lot offering possible development opportunities. Located in an established neighborhood with protective covenants that preserve both value and tranquility, this thoughtfully designed home showcases true pride of ownership with real wood finishes, detailed millwork, and quality materials throughout, offering a level of warmth and character that’s increasingly rare. Located on sought-after Cricket Hill Road in Killington, the property is perfectly positioned for year-round recreation, just a mile from Green Mountain National Golf Course and only ten minutes from Killington Resort. Yet despite its convenience, the setting feels worlds away, with sweeping long-range mountain views creating a stunning backdrop in every season. Inside and out, the home is designed for comfort and connection to nature. In the warmer months, relax by the pool while listening to the soothing sounds of a nearby waterfall feature tucked into the greenhouse, surrounded by mature landscaping and vibrant gardens. The property’s private pond and outdoor hot tub offer additional spaces to unwind, entertain, and enjoy the peaceful surroundings. As winter arrives, take in panoramic views of snow-covered peaks, including Pico Mountain, before heading out to nearby ski areas or returning home to the serenity of your mountain retreat. The craftsmanship continues throughout the interior, where inviting living spaces and fine details create a cozy yet refined atmosphere. A well-appointed in-law apartment above the attached two-car garage provides both interior and private exterior access, making it ideal for guests or extended family seeking independence without sacrificing comfort. Call today to book your private showing for this unique opportunity.

838 Cricket Hill Rd, Killington

$898,000
3 Beds 3 Baths 5097766 MLS
Offered for the first time by its original owner, this distinguished Killington Basin residence was thoughtfully designed and built by renowned Roaring Brook Constructors, Killington’s award-winning design/build firm. The property offers an expansive backyard with two decks to enjoy nature. Set within the sought-after Telefon Trail neighborhood, the property offers exceptional access to the lifts and the acclaimed dining along Killington Road. Inside, the layout connects the living spaces with ease, while an oversized heated two-car garage adds comfort and convenience through Vermont’s winter season. The expansive primary suite features a walk-in closet and a well-appointed private bath with double sinks, a whirlpool tub, and a separate stall shower. A secondary suite provides its own walk-in closet and direct access to a shared bath. The cupola set in the middle of the house brings in natural light. Nicely landscaped with expansive lawns, flower gardens, crab apple trees, evergreens and red maples. Sale is subject to Sellers finding suitable housing prior to closing. Seller is a licensed real estate broker.

265 Telefon Trl, Killington

$300,000
6 Beds 2 Baths 5097658 MLS
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.

45 Park St, Rutland City

$374,900
3 Beds 2 Baths 5097536 MLS
Welcome to your peaceful Vermont retreat! This is a property you must see to really appreciate! Pictures cannot capture the pure peice and quiet on 5.6 wooded acres. This well-maintained 3-bedroom, 2-bath home offers approximately 2,200 square feet of comfortable living space with the perfect balance of privacy, space, and convenience. Inside, you'll find a spacious and functional layout with generous living areas, abundant natural light, and endless potential to make it your own. The kitchen offers ample workspace and is ready for your personal updates, while the home's thoughtful floor plan is ideal for both everyday living and entertaining. Recent energy-efficient upgrades include four mini-split heat pumps for year-round heating and cooling, a heat pump water heater providing comfort, efficiency, and peace of mind. Outside, enjoy the beauty of open space with room for gardening, recreation, animals, or simply relaxing while taking in the peaceful surroundings. Whether you're looking for a private home with acreage, hobby farm potential, or a quiet country escape, this property offers endless possibilities. Conveniently located just minutes from local amenities while still offering the tranquility of rural living, this exceptional property is listed at $374,900 accepting offers. Seller will offer concessions to buyer

852 Boardman Hill Rd, West Rutland

$249,500
3 Beds 2 Baths 5097502 MLS
Classic Vermont charm meets everyday comfort in this inviting Pittsford Village home, where original character, thoughtful updates, and a spacious backyard come together at an exceptional value. A welcoming covered front porch offers the perfect place to enjoy your morning coffee or unwind after a busy day. Step inside to discover original hardwood floors that add warmth and timeless appeal throughout much of the home. The comfortable living room is centered around a cozy wood stove, creating an inviting atmosphere during Vermont's colder months. The eat-in kitchen and formal dining room provide flexibility for both everyday living and entertaining, while a full bath with first-floor laundry adds convenience. Upstairs, three comfortable bedrooms and a second full bath offer space for family, guests, or a home office. The .38-acre lot features a spacious backyard with room for gardening, pets, play, or outdoor gatherings. Replacement windows, low-maintenance vinyl siding, and a standing-seam metal roof provide lasting durability and reduced maintenance. A detached garage and ample driveway parking complete the property. Ideally located in the heart of Pittsford Village, you'll enjoy walking to the Pittsford Recreation Area and Lothrop Elementary School, with local shops and amenities just minutes away. Rutland is only 15 minutes away, and Burlington International Airport is less than 90 minutes from home. Blending character, functionality, and value, this home offers an opportunity that's becoming increasingly difficult to find in today's market. Sale is subject to the sellers securing suitable housing. Relocation options have been identified, and a flexible closing timeline is available.

268 Furnace Rd, Pittsford

$270,000
3 Beds 1 Baths 5097468 MLS
Step into the timeless charm of this picture-perfect 1925 Vermont country cottage, where character, comfort, and a lifetime of love come together. Offering 3 bedrooms, 1 full bath, and convenient first-floor laundry, this home is as inviting as it is functional. From the moment you arrive, you'll be captivated by the large screened-in front porch - the perfect place to enjoy your morning coffee or unwind while taking in the peaceful surroundings. Situated on a spacious corner lot, the property offers endless opportunities for gardening, raising chickens, or simply enjoying the outdoors. Complete with a charming chicken coop, gardening shed, oversized 2-car garage, and bonus storage space off the back of the garage, there's room for all your hobbies and projects. The backyard is truly something special, backing up to the Mill River and the picturesque Kingsley Mill Covered Bridge, creating a quintessential Vermont setting that's hard to find. Lovingly cared for by the same owners for the past 67 years, this home radiates warmth and pride of ownership. Their hearts and souls have been poured into every corner, creating a welcoming atmosphere you can feel the moment you walk through the door. Cute as can be and ready for its next chapter, this beloved cottage is waiting for someone new to make it home.

2875 East St, Clarendon

$259,000
4 Beds 4 Baths 5097393 MLS
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.

292 West St, Rutland City

$249,000
5 Beds 2 Baths 5097387 MLS
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.

294 West St, Rutland City

$929,000
3 Beds 2 Baths 5097372 MLS
This exceptional 3-bedroom, 2-bath home located on Dean Hill Road in Killington offers the perfect blend of comfortable mountain living, investment opportunity and year-round adventure access. Ideally positioned within walking distance of public transportation and just off The Killington Road, this fully furnished and equipped residence offers easy access to everything the region offers—skiing, snowboarding, mountain biking and more. Enjoy breathtaking views of Killington and Pico from inside the home, as well as from the private outdoor hot tub and the spacious deck. This property sits on a subdividable 1.9-acre lot, offering the flexibility to add an accessory dwelling unit (ADU) or expand in the future. The home features a generous 2-car garage with ample storage space, complemented by a detached storage shed with 2 levels, perfect for a workshop or additional gear storage. With the added benefit of public sewer and the potential for additional sewer units, this property provides a rare and versatile opportunity in the heart of Vermont's ski country. Call today for a private tour or more details.

325 Dean Hill Rd, Killington

$949,000
4 Beds 4 Baths 5097221 MLS
Nestled in a picturesque and private Killington setting, this inviting 4-bedroom, 3.5-bathroom home offers the perfect combination of comfort, functionality, and timeless appeal. Set on a beautiful 5 acre lot with a scenic pond and charming gazebo, the property provides a peaceful backdrop for year-round enjoyment, whether you're sipping your morning coffee by the water or taking in the beauty of Vermont's changing seasons. Thoughtfully renovated and expanded in 1998 in partnership with Roaring Brook Constructors, the home was transformed to better accommodate modern living. Improvements included the addition of baseboard heat, front & rear covered porches, a spacious family room with vaulted ceilings, a large mudroom, designated laundry room, attached two-car garage, and expanded second-floor living space. Complementing the home's generous layout is a formal dining room, ideal for hosting holiday gatherings, dinner parties, or everyday meals with family and friends. The result is a home that offers generous gathering spaces while maintaining a warm and welcoming atmosphere throughout. Filled with natural light, the home features two inviting living rooms, each anchored by a wood-burning fireplace, creating the perfect space to relax and unwind. Significant system upgrades include central air conditioning on the upper level, a standby generator, septic alarm, and well pump safety shut-off for added peace of mind. Recent improvements further enhancing the property's appeal include a new roof installed in 2025, a brand-new boiler installed in 2026, and new carpeting on the second level. Lovingly maintained and enjoyed as a full-time residence, this home offers a rare opportunity to experience the privacy and tranquility Vermont is renowned for while remaining close to all that Killington has to offer. Whether you're seeking a year-round home or a Vermont retreat, this special property is ready to be enjoyed in every season. Call today to schedule your private showing!

243 Cricket Hill Rd, Killington

$2,675,000
3 Beds 5 Baths 5097098 MLS
This Stunning home has an amazing location on the 4th hole of Killington Golf Course in the heart of Killington Resort! It has an extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. Enjoy total privacy while being less than a half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. The recent renovations by renowned architectural firm Robert Carl Williams include large round custom windows, wide plank white oak quarter sawn flooring, and natural Vermont granite, which are seen throughout this magnificent home. The open floor plan is ideal for entertaining. The chef’s kitchen and large connected dining room are steps from the sunroom with its floor to ceiling windows that integrate the 1.5-acre landscape. This floor also has a main floor guest bedroom and full bathroom. The generous newly added master bedroom on the top floor, with en-suite bathroom, features breathtaking year-round mountain views. This floor also has an additional bedroom and full bathroom. Visit the first floor to discover a family room with a fireplace, kitchenette, two offices, a full bathroom, an additional sunroom, as well as access to the outdoor hot tub. You enter the home via the custom post and beam four vehicle carport. The property has an equally impressive studio apartment located above a heated detached two-car garage. Meticulously designed, constructed, and maintained, this exceptional home will be enjoyed for generations to come.

426 Roaring Brook Rd, Killington

$240,000
3 Beds 2 Baths 5097065 MLS
Nestled in the picturesque marble town of Proctor, this three-bedroom, two-bath home offers comfort, convenience, and small-town Vermont living at its best. Uniquely situated along the Otter Creek Valley, Proctor is one of Rutland County's most scenic communities, home to the Vermont Marble Museum, Wilson Castle, the Fletcher Proctor Memorial Bridge, Beaver Pond, the Proctor Free Library, Carriage Trails, outdoor skating and roller rink, community pool, and more. Set on a corner lot with a fully fenced yard, this home offers inviting outdoor spaces, including an enclosed front porch perfect for relaxing and a spacious side yard ideal for entertaining, gardening, or pets. Inside, the renovated kitchen features abundant cabinetry, butcher block countertops, newer flooring, and a functional layout. The comfortable living room has wood floors, while an adjoining bonus space makes an excellent home office, reading nook, or play area. A bathroom is conveniently located on each level. The first floor features a half bath just off the rear entry which has a large coat closet, while the second floor offers a newer bath complete with a tiled step-in shower. Upstairs you'll find three bedrooms, each equipped with its own nearly brand-new heat pump, providing efficient heating and air-conditioned comfort. In total, five nearly brand-new heat pumps have been installed throughout the home. Additional updates include some newer windows, electrical improvements, and plumbing upgrades, offering peace of mind while leaving opportunities for cosmetic updates to make the home your own. Outside, a detached vintage garage with an attached potting shed, garden space, and mature shade trees complete the property. Combined with Proctor's highly regarded school system, vibrant community, and rich blend of historical, cultural, and recreational amenities, this home presents a wonderful opportunity to enjoy all that this special Vermont town has to offer.

2 Charles St, Proctor

$489,000
5 Beds 1 Baths 5097021 MLS
Step into timeless Adirondack charm with this beautifully updated turn-of-the-century cottage located in the sought-after Point of Pines Cottage Colony Association. Rich in character and classic lake-style appeal, this inviting home blends historic craftsmanship with thoughtful modern upgrades. Recent improvements include updated electrical throughout, a renovated kitchen and bath, and tasteful decorating enhancements that complement the home’s original warmth and personality. Comfortable and welcoming, the interior offers the perfect setting for relaxing weekends or memorable summer gatherings. Adding to its appeal is a privately owned 25-foot lakefront parcel complete with a 32-foot aluminum dock, ideal for boating, swimming, and enjoying peaceful waterfront living. Whether you're looking for a seasonal retreat or a place to create lasting family traditions, this unique property offers a rare opportunity to enjoy Lake Bomoseen colony living with private lake access.

1044 Point Of Pines Rd, Castleton

$745,000
3 Beds 2 Baths 5097001 MLS
Tucked away at the end of Upper Michigan Road on 54.4 private acres bordering the Green Mountain National Forest, this remarkable 1825 Vermont farmhouse offers breathtaking long-range mountain views in an unforgettable setting. Rich in authentic character, the home showcases rustic knotty pine walls, exposed hand-hewn beams, wide plank floors, and a fieldstone fireplace hearth. The home's low ceilings and gently uneven floors are not imperfections — they are reminders of a time when homes were built by hand and meant to last. A thoughtfully designed addition in 1996 blends seamlessly with the original home, providing modern comfort with a spacious primary bedroom featuring 10-foot ceilings and custom built-ins, a guest bedroom, and a beautifully updated full bath. The expansive living area offers inviting spaces to gather around the woodstove, enjoy movie nights, or relax with family and friends. The vintage-inspired kitchen and dining area, with vaulted ceilings, warm pine finishes, and a picnic-style dining table, is ideal for casual entertaining. Upstairs, two additional guest bedrooms and a powder room provide comfortable accommodations. Outside, more than 30 acres of managed woodland extend along both sides of the town road, complemented by open lawns, mature perennial gardens, and endless opportunities to enjoy the spectacular southern views. A detached two-car garage with overhead storage provides ample space for vehicles and outdoor gear. Snowmobiling, ATV riding, hiking, mountain biking, and snowshoeing are all accessible directly from the property. A state wastewater permit for an additional three-bedroom home offers exceptional flexibility for future expansion or a family compound. This is a rare opportunity to own a legacy Vermont property where history, privacy, recreation, and extraordinary natural beauty come together.

2238 Upper Michigan, Pittsfield

$995,000
3 Beds 1 Baths 5096953 MLS
A once-in-a-generation opportunity to own one of the most extraordinary and iconic properties on Lake Bomoseen. Tucked away on the private point of Acorn Lodge, behind Rabbit Island, this storybook lakefront retreat occupies one of the most coveted settings on the entire lake. Surrounded by water on multiple sides, the property offers unmatched panoramic views that stretch in every direction, creating the feeling of your own private peninsula. From sunrise reflections to spectacular sunset skies, every corner of this property captures a breathtaking perspective of Lake Bomoseen. Built in 1880, this charming 3-bedroom, 1-bath home is one of the last remaining original lake homes on Lake Bomoseen. A rare piece of the lake's history that can never be replicated. Rich with character and timeless appeal, it offers the chance to own not just a home, but a legacy. The waterfront is simply unrivaled. Featuring spectacular lake frontage, two brand-new oversized docks, direct deep-water access, and a boathouse providing ample storage for all your lake toys and equipment, this property is designed to maximize every aspect of lake living. Equally rare is the expansive, flat, and highly usable land which is a true luxury on waterfront properties and provides endless opportunities for entertaining, recreation, and future enjoyment. Properties of this caliber and uniqueness seldom come to market. The combination of historic charm, unparalleled views, exceptional frontage, direct lake access, and a private point setting creates an offering unlike any other on Lake Bomoseen. Whether enjoyed as a treasured family retreat for generations to come or transformed into your ultimate waterfront escape, this is a truly once-in-a-lifetime chance to own one of the lake's most remarkable properties. Come see for yourself just how special this property is! Give us a call to schedule your own private showing today and enjoy your 2026 summer lakeside.

48 Acorn Lodge Rd, Castleton

$1,429,000
4 Beds 3 Baths 5096933 MLS
A Private Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, and peaceful woodlands, this lovely and stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home is enhanced by underground utilities that preserve the natural landscape and create a true sense of sanctuary. The interior features soaring vaulted ceilings, walls of windows that flood the home with natural light, and an open floor plan designed for comfortable living and entertaining. The beautifully renovated white kitchen flows seamlessly into the spacious family room, where rich brick flooring and two fireplaces create a warm and inviting gathering space. Offering four bedrooms and three full baths, the home features two primary suites—one on the first floor and another on the second making it ideal for family, guests, or multi-generational living. Originally owned by an equestrian, the restored historic barn has been thoughtfully converted into a five-stall horse barn with a spacious loft that has served as a basketball court and recreation area, offering endless possibilities. The solar energy system keeps electric costs to a minimum while underground power enhances the property's pristine appearance. Miles of open land provide opportunities for horseback riding, hiking, cross-country skiing, farming, gardening, or simply enjoying the abundant wildlife and spectacular mountain views. Located in one of Vermont's most desirable country settings, surrounded by beautiful homes and scenic landscapes, yet just minutes from world class skiing at Killington Resort, "The Beast of the East," and Okemo Mountain Resort. Manchester is nearby for upscale shopping, dining, galleries, and entertainment, while Rutland offers a vibrant downtown, renowned Farmers Market, the Paramount Theatre, excellent restaurants, and Amtrak's Ethan Allen Express with direct service to New York City.

2643 Sugar Hill Rd, Wallingford

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