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275 East St, Wallingford
$849,000
4 Beds ⋅ 4 Baths ⋅ 5100375 MLS
A STORYBOOK VERMONT SETTING framed by vintage stone walls, an open meadow with split rail fencing, and sweeping views of White Rocks sets this exceptional property apart. Custom built in 2007 with distinctive Craftsman style architecture, the home makes an unforgettable first impression with its dramatic timber and stone entrance. Inside, the vaulted great room showcases a striking wall of windows, handsome elm flooring, and a double sided propane fireplace that brings warmth and character to the living and dining spaces. Designed for both entertaining and everyday living, the custom kitchen features granite countertops, a large propane range, bar seating, and Hubbardton Forge pendant lighting. The adjoining dining room shares the ambiance of the fireplace, creating an inviting setting for gatherings and special occasions. A spacious mudroom, a true Vermont essential, includes a convenient three quarter bath. The desirable first floor primary suite offers a generously sized bedroom, soaking tub, and walk in shower. Upstairs are three additional spacious bedrooms, an oversized full bath, and a home office or den overlooking the great room below. The attached two car garage is complemented by a dream heated workshop, perfect for woodworking, hobbies, equipment, or year round projects. The expansive area above the garage is already heated and sheetrocked, providing outstanding storage and exciting potential for additional finished living space. A full basement offers even more storage and houses the home’s mechanical systems. Outside, the expansive meadow offers endless possibilities for recreation, gardening, or animals. Enjoy privacy, natural beauty, and breathtaking mountain views throughout every season. Located in the quintessential Vermont village of Wallingford, the property is convenient to charming restaurants, country stores, bakeries, and nearby Elfin Lake and White Rocks National Park. Minutes to Manchester and ski areas. DREAM location.

275 East St, Wallingford

99 Franklin St, Rutland City
$250,000
3 Beds ⋅ 2 Baths ⋅ 5100286 MLS
Historic Charm. Modern Upgrades. Easy Living. This beautifully maintained 3-bedroom, 1.5-bath home perfectly balances classic detail with smart, modern updates. It starts with the welcoming wraparound front porch, which is a spacious, inviting spot for enjoying morning coffee, evening cocktails with friends, or simply curling up with a good book. Upon entering, you’ll find the inside of this home as appealing as the outside, highlighted by original woodwork and hardwood floors. The living and dining rooms flow openly into one another, making the main level perfect for everything from easy, everyday living to hosting holiday gatherings. At the center of the home is the kitchen, featuring stainless steel appliances, plenty of storage, and a handy mudroom that leads out to the side porch and the backyard. A flexible first-floor bedroom (currently used as a den) sits near the half bath, making it the perfect setup for guests, first-floor living, or a home office. Upstairs, an open bonus room offers extra hangout space, alongside a full bath and two comfortable bedrooms, one of which has a classic transom window and a private balcony. Behind this home’s vintage charm are impressive energy-efficient infrastructure upgrades, including a new boiler, a heat pump water heater, and a mini-split for efficient heating and cooling. There is also an exterior EV charger and a state-of-the-art smart SPAN® electrical panel that lets you manage the whole home’s energy right from your phone. Located in the heart of Rutland, this lovely home is just moments from downtown restaurants, shopping, parks, RRMC, and a plethora of recreational opportunities, including Pine Hill Park for mountain biking and Killington-Pico Ski Resort.

99 Franklin St, Rutland City

90 Hidden Springs Ln, Wells
$240,000
2 Beds ⋅ 1 Baths ⋅ 5100247 MLS
Tucked away near the end of Hidden Springs Lane in the charming Village of Wells, this beautifully renovated 2-bedroom, 1-bath home offers a rare combination of comfortable living, usable land, and incredible flexibility. Set on 3.70 private acres, the property features a great level working area that the current owner previously used for a small sawmill, making it an ideal opportunity for a workshop, home-based business, hobby space, equipment storage, or whatever your vision may be. With no zoning in the Town of Wells, the possibilities are wide open. The property includes two drilled wells and two separate 200-amp electrical services—one serving the residence and one serving the working area—providing excellent flexibility for both living and working on the property. A septic system approved for a three-bedroom home adds even more potential for future plans. The beautifully renovated home features warm wood floors and a charming country kitchen with newer appliances, a custom slate backsplash, and a stunning custom slate accent wall that adds timeless Vermont character. Newer windows, vinyl siding, and a corrugated metal roof offer easy, low-maintenance living so you can spend more time enjoying the property. Whether you're looking for a place to live, work, create, or expand, this property offers an uncommon amount of flexibility. Enjoy the privacy of the country while remaining within walking distance of the Wells Country Store, post office, and Wells Village School. Lake St. Catherine and the Slate Valley Mountain Biking Trails are just minutes away, with Manchester approximately 30 minutes away and multiple ski areas within an hour. Looking for less land? The residence and approximately 1 acre are still being offered separately for $199,900, providing an affordable opportunity to enjoy this wonderful Wells location while leaving the additional acreage and working area available for another opportunity.

90 Hidden Springs Ln, Wells

10 Catherine Dr, Rutland City
$490,000
4 Beds ⋅ 3 Baths ⋅ 5100088 MLS
Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled in a great Rutland City neighborhood. Offering a flexible floor plan, generous living spaces, and an exceptional backyard oasis, this home is ready for its next owners. The first floor features an updated kitchen, a formal dining room, and a spacious living room that's perfect for everyday living and entertaining. Also on the main level are two bedrooms and two full bathrooms, creating an ideal setup for a first-floor primary suite or a separate wing for children, guests, or multi-generational living. Upstairs, you'll find two additional bedrooms, including a spacious bedroom with an adjoining sitting area that would make an excellent home office, reading nook, or private retreat. A ¾ bathroom completes the second level. Outside, enjoy your private backyard with beautiful perennial gardens, a spacious deck, an in-ground swimming pool, and a storage shed. This move-in-ready home offers the perfect combination of comfort, flexibility, and outdoor enjoyment. Don't miss the opportunity to make it yours!

10 Catherine Dr, Rutland City

5190 Whipple Hollow Rd, Pittsford
$262,000
3 Beds ⋅ 2 Baths ⋅ 5100006 MLS
Come see 5190 Whipple Hollow Road and discover your opportunity to own a beautiful Vermont country retreat at an attractive price. If you’ve been waiting for the right home, the time to see this one is now! Open House: Saturday, September 5th, 2026 from 12pm-1pm. Set on a picturesque country lot, this inviting, move-in-ready property offers the perfect blend of comfort, privacy, and Vermont charm. The open and airy floor plan is filled with natural light, while the updated kitchen flows seamlessly into the dining and living areas, perfect for entertaining or simply enjoying everyday life. Step outside onto the wrap-around deck overlooking the beautiful yard, an ideal setting for morning coffee, summer gatherings, and relaxing evenings surrounded by nature. All improvements made since 2023 include a brand new kitchen, plus both the primary and secondary bathrooms, updated light fixtures, new appliances, updated exterior doors, fresh paint, new flooring, and a new septic tank replaced in August, 2026. A new oil tank, plus all mechanics of the home have 2026 annual service tags. Whether you're searching for your first home, a peaceful getaway, or a place to enjoy everything Vermont has to offer, this property delivers country living with convenient access to Rutland, skiing, golf, lakes, hiking, and year-round outdoor recreation. OPEN HOUSE — COME TAKE A LOOK BEFORE IT’S GONE! With an attractive price and so many recent updates, this is an opportunity you won’t want to miss. Come see it, fall in love with the setting, make your offer, and move in before the last of the foliage falls!

5190 Whipple Hollow Rd, Pittsford

89 Townsend Brook Rd, Pittsfield
$559,000
5 Beds ⋅ 3 Baths ⋅ 5099518 MLS
Located in the heart of central Vermont, this fully furnished and equipped five-bedroom home provides convenient access to Killington Resort and nearby snowmobile trails, making it an ideal choice for skiers, mountain bikers, hikers, golfers, and outdoor enthusiasts alike. With an established rental history, it also presents an excellent opportunity as a vacation home with income potential. Inside, the home has a warm and welcoming atmosphere, with a cozy propane fireplace serving as the centerpiece for relaxing after a day outdoors. The comfortable kitchen and living area create an inviting space to gather with family and friends, while the five-bedroom layout offers plenty of room for guests, multiple families, or a dedicated home office. After a day on the slopes or the trails, unwind in the hot tub or head into the charming town of Woodstock to enjoy local restaurants, shopping, and classic Vermont character. Whether you're looking for outdoor adventure, a peaceful weekend getaway, or an investment property, this home provides easy access to many of the region's most popular attractions. With its flexible layout, proven rental appeal, and prime location in the Green Mountains, 89 Townsend Brook Road is ready for its next chapter. Call today for more details or to schedule a private showing.

89 Townsend Brook Rd, Pittsfield

2 Willow St, Proctor
$175,000
1 Beds ⋅ 1 Baths ⋅ 5099403 MLS
Discover the possibilities in this inviting home, perfectly situated on a spacious corner lot in a desirable neighborhood. The main level offers a comfortable, move-in-ready living space with a warm, welcoming layout ideal for everyday living or entertaining. Upstairs, you’ll find an unfinished area brimming with potential, ready to be transformed into additional bedrooms, a home office, or a creative studio to suit your needs. The property’s generous yard provides room for gardening, play, or future outdoor projects, while the corner location offers extra privacy and curb appeal. A detached garage with attached workshop offers additional potential, as well as the 3 small outbuildings. Located in the historic marble town of Proctor, with local schools K-12, easy access to Rutland's amenities and tons of year round recreation. Whether you’re a first-time buyer, an investor, or someone with a vision, this home is a rare opportunity to create something truly special. PRICE REDUCED! PROPERTY VACANT....EASY TO SHOW. SELLER MOTIVATED. MAKE AN OFFER!

2 Willow St, Proctor

39 Cramton Ave, Rutland City
$309,000
3 Beds ⋅ 3 Baths ⋅ 5099281 MLS
Welcome to this charming 3-bedroom, 2.5-bath Colonial located on a quiet dead-end street in Rutland City. Situated on a spacious 0.36-acre lot, this home offers plenty of room both inside and out, along with a detached 2-car garage and an additional one-bay garage beneath the house for extra parking, storage, or a workshop. Inside, you'll find beautiful hardwood floors throughout the home. The main level features a spacious kitchen with a large pantry, a convenient half bath, a comfortable living room with a cozy pellet stove, a den or playroom, and an additional versatile room that's perfect as a home office or potential first-floor bedroom. Upstairs, you'll find three bedrooms and a full bathroom. The finished basement adds valuable living space with a bonus room, laundry area, and a three-quarter bath, making it ideal for guests, recreation, or a home gym. Outside, enjoy the patio and backyard with plenty of room for children and pets to play, as well as space for gardening or entertaining. Located in a peaceful neighborhood with minimal traffic, this property offers a wonderful combination of comfort, flexibility, and outdoor enjoyment.

39 Cramton Ave, Rutland City

9 Billings Mobile Mnr, Rutland City
$67,000
2 Beds ⋅ 2 Baths ⋅ 5099276 MLS
Affordable, move-in ready, and being sold fully furnished this well maintained 2 bedroom, 1.5 bath single-wide home is a fantastic opportunity in Rutland City! Step inside to find a spacious living room, two generously sized bedrooms, and a large eat-in kitchen with plenty of room for dining and gathering. Just off the dining area, a rear deck offers the perfect spot to enjoy your morning coffee or unwind after a long day. Additional conveniences include a handicap-accessible ramp, in home washer and dryer, and a functional layout designed for easy everyday living. Ideally located just minutes from Rutland Regional Medical Center, shopping, restaurants, and all the amenities Rutland City has to offer. Sale is contingent upon park approval. Park requirements include a minimum credit score of 680 or higher, and no dogs are permitted in the park.

9 Billings Mobile Mnr, Rutland City

1450 Clarendon Ave, West Rutland
$975,000
6 Beds ⋅ 6 Baths ⋅ 5099245 MLS
Set on approximately 105 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes—perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season recreational potential. The main home is filled with natural light, highlighted by expansive windows that frame the surrounding landscape. Thoughtfully designed for both everyday living and hosting, it features two bedrooms, two and a half baths, and a dedicated office space ideal for remote work. Two inviting living rooms create flexible gathering spaces, while the fully equipped kitchen serves as the heart of the home. Rooftop access offers a unique vantage point to take in sweeping countryside views, and central air ensures year-round comfort. The second home functions beautifully as an entertaining guest house, offering four bedrooms, two and a half baths, an additional kitchen and living room designed for hosting family and friends. A bonus room provides even more versatility for recreation, a game room, gym, or studio. Below the homes, a substantial four-bay garage offers abundant storage for vehicles, outdoor equipment, and seasonal gear. The land itself is a private playground, complete with a pond and expansive acreage to create trails for hiking, snowshoeing, or ATV riding. Enjoy sledding in winter, wildlife watching, and peaceful seclusion in every season. Ideally located near Pico Mountain, Killington Resort, and Okemo Mountain Resort, as well as the charming town of Manchester, the property is approximately three hours to Boston and four and a half hours to New York City. A rare opportunity to own a truly special Vermont retreat offering both lifestyle and investment appeal.

1450 Clarendon Ave, West Rutland

4056 Middle Rd, Clarendon
$287,500
3 Beds ⋅ 3 Baths ⋅ 5099126 MLS
Wait until you see this view....Unbelievable, long distant view over meadow to hillside to mountains beyond. Every day would be different and remarkable and the sunsets can't be beat. You will appreciate the screen porch in the front. You will undoubtably spend hours there. This 16x80 foot mobile home has 3 bedrooms, 1 with a private bath. The home was built in 2007 and is in nice condition. The kitchen is handsome, and there is a private deck off the back. Steps away from the house is a 32x24 garage with 10-foot ceiling. There's a woodstove out there. If you have any handy men in the family, you know where they will be. Upstairs above the garage is an accessory dwelling unit with a private deck off the back. There is a kitchen/living room, a bedroom, a small office and a 3/4 bath. There's a pellet stove as well. The back of the property is a gently sloping lawn area. It could definitely be home to chickens or four-legged creatures or a giant garden spot. The location is super convenient. It's just a 1/2 mile off Route 7 so it's an easy commute to anyone that works in the area as well as shopping or medical. But being a part of a small town has great benefits..community, neighborhood, local school and more. It's not far from Killington or Okemo. Plenty of outdoor opportunities nearby. Don't wait. Come have a look at all that is offered here. Seller relocating, offer encouraged. Don’t miss out!

4056 Middle Rd, Clarendon

96 Paradise Ln, Mount Holly
$695,000
3 Beds ⋅ 2 Baths ⋅ 5099091 MLS
Private Mount Holly retreat just ten minutes from Okemo Mountain! Set on 5+ peaceful acres, this property offers the perfect balance of privacy, recreation, and year-round convenience. Enjoy quiet country surroundings with easy access to Okemo, downtown Ludlow, the lakes region, and VAST trail access for snowmobile adventures. The main house has a new roof. This warm and inviting home features three bedrooms and two baths, with bright living spaces and a comfortable layout designed for gathering after a day in the Okemo Valley. The primary bedroom opens to an upper deck overlooking the sprawling yard space. Outside, the property offers a true Vermont setting with a pond, large lawn area, mature blueberry bushes, and two private driveways. A major bonus is the detached garage with impressive high ceilings (great for storing those toys), two large bays, and an additional bay for snowmobile entry. Above the garage is approximately 1,255 square feet of finished space, complete with a kitchen, cozy living area, propane stove, full bath, washer and dryer, two bonus rooms, balcony, and covered porch with hot tub, ideal for hosting family and friends. Come home to Paradise Lane after skiing, snowmobiling, hiking, golfing, or exploring all that the Okemo Valley has to offer. Overall square footage listed is for the main house only. Visit the Okemo real estate community today. Taxes are based on town assessment.

96 Paradise Ln, Mount Holly

1453 Whipple Hollow Rd, West Rutland
$274,900
3 Beds ⋅ 1 Baths ⋅ 5099067 MLS
Enjoy the ease of single-level living in this move-in-ready three-bedroom home with a totally refreshed interior. Recent updates include fresh paint throughout, new flooring in most of the home, new carpeting in all three bedrooms, updated light fixtures, new kitchen countertops, plumbing and electrical improvements, and a renovated bathroom featuring a new vanity with mirror and a step-in shower. The open floor plan provides comfortable everyday living, living room with expanded ceiling height, while the dining area is accented by a built-in corner hutch. A versatile bonus room at the rear of the home offers excellent storage and leads to a covered entry with convenient access to the backyard. The enclosed front porch, surrounded by three walls of windows, is filled with natural light and offers flexible space for a sitting area, seasonal room, or mudroom potential. Outside, the low-maintenance exterior is complemented by a partially wooded lot with perennial gardens, a small lawn that's easy to maintain, and a storage shed for gardening tools. A detached two-car garage adds to the home's convenience. Located near town trails and just three miles from the West Rutland Library, schools, shopping, and restaurants, this updated home offers comfortable living in a convenient location.

1453 Whipple Hollow Rd, West Rutland

231 St Catherine Ct, Wells
$257,500
2 Beds ⋅ 1 Baths ⋅ 5099023 MLS
Price Improvement! Back on the Market. A renovated home in this price range. Jump on it! Affordable, adorable, and absolutely ready for its next owner this two-bedroom, one bathroom charmer proves that Vermont living doesn't have to break the bank. Totally renovated from top to bottom, it delivers modern comfort without the endless to do list, meaning you can spend weekends on the water instead of wielding a paintbrush. Perfect for summer house in Vermont. Head south in the winter knowing it's easy to heat and with all the renovations no worries while away. Step inside to find a fresh, thoughtfully updated interior designed for easy maintenance. Every corner has been given new life, so the fussy chores are already handled and the fun can begin. Two cozy bedrooms and a large bathroom make this an ideal fit for first-time buyers, downsizers, or anyone craving a low key lake retreat that keeps expenses refreshingly reasonable. The real magic, though, lies just beyond your doorstep. Lake St. Catherine sits within arm's reach, inviting summer swims, lazy afternoons of fishing, and sunsets that practically demand a camera. Golf enthusiasts can tee off at the nearby Lake St. Catherine Country Club, while the surrounding countryside offers that quintessential Vermont serenity everyone daydreams about. Craving a change of scenery? Charming Dorset is a short drive away, and bargain hunters will adore the Manchester Designer Outlets, where a little retail therapy waits just down the road. It's the best of both worlds—peaceful lakeside calm paired with easy access to shopping and culture. Move-in ready, budget-friendly, and perched near one of the region's prettiest lakes, this little gem checks every box. Come see it before someone else snaps it up.

231 St Catherine Ct, Wells

1214 Campbell Rd, Rutland Town
$549,000
3 Beds ⋅ 3 Baths ⋅ 5098964 MLS
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.

1214 Campbell Rd, Rutland Town

1450 Rte 30, Hubbardton
$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

168 Lincoln Ave, Rutland City
$329,000
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

289 Lamb Hill Rd, Wells
$559,000
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

66 Murphy Dr, Hubbardton
$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

1706 High Chapparal Rd, Wells
$780,000
2 Beds ⋅ 3 Baths ⋅ 5098375 MLS
Discover your own Vermont mountain retreat! Tucked near the top of the mountain on a quiet dead-end dirt road, you'll discover a true Vermont hidden gem where peace, privacy, quality, and adventure come together. Meticulously maintained and custom built by the current owners, this exceptional Ward log home has been lovingly cared for since day one, with quality craftsmanship evident throughout. The thoughtfully designed living quarters above the impressive two-story garage offer warmth and comfort, featuring granite countertops, custom cherry cabinetry, central air with a smart thermostat, and radiant heat on the first two floors. A Harman pellet stove adds cozy warmth and Vermont charm, while a backup generator provides peace of mind. Offered fully furnished, this special retreat is ready to enjoy from day one. The property's impressive outbuildings provide even more possibilities. A massive 30' x 40' three-story garage offers incredible space for recreational vehicles, equipment, hobbies, storage, or the ultimate workshop, while a separate bunkhouse provides comfortable accommodations for family and friends. Spanning more than 40 acres across Wells and Middletown Springs, this remarkable property offers exceptional privacy, wildlife galore, and endless opportunities to enjoy the outdoors. Deer, turkey, and other Vermont wildlife are frequent visitors, making every season an opportunity to experience the beauty of right outside your door. 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 for ATV riding, hiking, hunting, or simply exploring your own mountain sanctuary. Located in Wells, where there is no zoning, the possibilities are truly unique. Whether you're looking for a private mountain retreat, recreational paradise, family compound, or year-round home, this property offers the space and setting to make your vision a reality.

1706 High Chapparal Rd, Wells

292 West St, Rutland City
$249,000
5098199 MLS
Versatility is the name of the game with this turnkey Five-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—so seize the moment and schedule your showing today.

292 West St, Rutland City

470 Creek Rd, Wallingford
$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

321 Moon Ridge Rd Unit 2B, Killington
$499,995
2 Beds ⋅ 3 Baths ⋅ 5098037 MLS
Welcome to Moon Ridge 2B. This renovated 3-level town home offers 2 bedrooms plus bonus room and 3 bathrooms. Tucked away just off Killington Road, this condo provides both comfort and ease. Imagine sipping apres on the deck outside the living room or relaxing on the couch while listening to the crackle of the wood burning fireplace, all while being minutes to everything that Killington has to offer. The generously sized primary bedroom has 2 large closets, an abundance of sunshine and a private deck offering beautiful views of both Killington and Pico. Enjoy cooking in the tastefully designed kitchen offering stainless steel appliances, granite counter tops and cherry cabinets. The lower level renovation allows for guests to have their own space, complete with living room, bathroom and wet bar. The common area space on the back side of the unit is great for entertaining. This home is a must see. Schedule your showing today.

321 Moon Ridge Rd Unit 2B, Killington

218 Lakewood Dr, Killington
$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

48-50 Taylor Hill Rd, Proctor
$335,000
5097909 MLS
Own a piece of history with this beautifully renovated duplex that perfectly blends timeless character with modern updates. Situated on a desirable .71 dead-end corner lot, this exceptional property also features a detached two-car garage and offers the ideal opportunity for both homeowners and investors alike. Live in one unit and rent the other to help offset your mortgage, or add this turnkey property to your investment portfolio. Each side-by-side unit is a mirror image of the other, offering a functional layout with a spacious living room, dining area, and updated kitchen on the main level. Upstairs, you'll find two comfortable bedrooms and one bathroom in each unit. One unit also boasts incredible walk-up attic access, presenting endless possibilities. Finish the space into a home office, playroom, guest suite, hobby room, or simply enjoy the abundance of storage. Whether you're looking for owner-occupied income, a multigenerational living arrangement, or a fully renovated investment property, this duplex checks all the boxes.

48-50 Taylor Hill Rd, Proctor

7 High St, Brandon
$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

151 Village Cir Unit V31, Killington
$465,000
2 Beds ⋅ 2 Baths ⋅ 5097799 MLS
Rarely available and ideally situated within The Woods Resort & Spa, this updated, furnished, south-facing end-unit condo combines abundant natural light, exceptional privacy, direct patio access to the outdoors, and one of the community's closest locations to the spa and fitness center. Whether you're searching for a weekend ski retreat, a 4-season mountain getaway, or a low-maintenance Vermont home, this move-in-ready 2-bedroom, 2-bath condo offers the perfect balance of comfort, convenience, and lifestyle. The additional windows unique to this end unit, fill the home with natural light throughout the day, while Karndean luxury vinyl plank flooring provides the warmth and beauty of hardwood with exceptional durability after a day of skiing, hiking, mountain biking, golfing, or exploring everything the Killington region has to offer. The updated kitchen features modern appliances and flows seamlessly into the dining area and inviting living room. A classic wood-burning fireplace creates the perfect place to gather after a day on the mountain, while sliding glass doors open to a private patio overlooking The Woods' beautifully maintained clay tennis courts. Owners enjoy access to the courts, and the open green space beyond the patio creates a peaceful setting for morning coffee, outdoor dining, or simply relaxing and taking in the fresh Vermont air. One of the home's most desirable features is its direct patio access to the lawn. The patio opens directly to the outdoors, making it especially convenient for dog owners, children, or anyone who appreciates easy access to green space. The primary suite features an updated en-suite bath with a glass walk-in shower, while the second bedroom and full bath provide comfortable accommodations for family and guests. Just steps away, owners enjoy access to The Woods Spa, featuring an indoor pool, hot tub, sauna, steam room, fitness center, and locker rooms all included in the monthly condo fee. Call now to see this property

151 Village Cir Unit V31, Killington

265 Telefon Trl, 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

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