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45 Park St, Rutland City
$225,000
6 Beds ⋅ 2 Baths ⋅ 5097658 MLS
NEW PRICE $225K. 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

268 Furnace Rd, Pittsford
$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

2875 East St, Clarendon
$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

292 West St, Rutland City
$249,000
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

294 West St, Rutland City
$239,000
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

40 S Main St, Rutland City
$499,000
5097369 MLS
Investors, take note: here's a four unit multi-family property that pairs steady rental income with a prime uptown Rutland location—a combination savvy buyers rarely stumble upon. Built for performance, this well-maintained solid building features separate utilities across its units, meaning tenants cover their own usage and you sidestep the headache of dividing bills every month. The first floor spacious apartment also has use of the two car attached garage, three bedrooms and one level living. The second floor consist of (2) one bedroom units and a studio apartment with a private balcony. The fourth unit offers an abundance of natural light with built-in bookcases, a skylight and it's own access to a private garden at the back of the building. This layout accommodates multiple households comfortably, keeping occupancy strong and vacancies short. Whether you're an experienced landlord expanding your portfolio or a first-time investor dipping a toe into rental ownership, this property checks the practical boxes. The care that previous owners and the current owner has poured into upkeep shows, sparing you the surprise expenses that often plague older buildings. Simply put, it's ready to generate returns from the moment you collect the keys with a great rental history. Some newer heat pumps have been added for energy efficient heating. Location only sweetens the proposition. Tenants enjoy close proximity to Main Street Park, a pleasant green pocket perfect for lunch breaks and weekend lounging. Daily errands stay effortless with Shopping Plaza Road just minutes away, while Marble Valley Regional Transit puts car-free commuting within easy reach—a genuine selling point that keeps renters interested and leases signed. The bus also transports to Killington Ski area!

40 S Main St, Rutland City

24 S Main St Unit 2, Rutland City
$279,000
2 Beds ⋅ 2 Baths ⋅ 5097344 MLS
The Sycamore Inn, A Piece of Vermont History, Reimagined for Modern Living Rich in history and timeless appeal, The Sycamore Inn occupies part of the stately mid-1800s residence once known as the Governor's Mansion. Thoughtfully restored into a limited collection of condominium homes in the early 1980s, it preserves the craftsmanship and architectural character of its era while offering the comforts and conveniences of modern living. Opportunities to own within this iconic Rutland landmark are rare. Perfectly positioned on the first floor, Unit #2 offers both front and rear private entrances for everyday convenience. Step inside and be welcomed by soaring cathedral ceilings, remarkable period woodwork, and oversized windows that fill the home with natural light. Recently refinished hardwood floors extend throughout the main living areas, creating a warm and inviting atmosphere. The beautifully updated kitchen serves as the heart of the home, featuring an oversized granite island perfect for gathering, abundant cabinetry, space for a full dining table, and a striking arched built-in buffet that blends timeless character with everyday function. Two spacious bedrooms, a large full bath, and a private en suite half bath provide a comfortable and thoughtfully designed floor plan. Custom closet systems, abundant storage, an in-unit washer and dryer, and a fully enclosed private basement storage area offer conveniences rarely found in historic homes. Located in the heart of Rutland City, you'll enjoy the convenience of walking to downtown restaurants, shops, parks, and everyday services. Just a short drive away are Killington and Pico ski resorts, the lakes of Bomoseen and St. Catherine, scenic hiking trails, and year-round outdoor recreation that make Vermont living so desirable. Historic elegance. Modern convenience. A home with a story all its own. Schedule your private showing today—Be sure to ask for the property video. Open House Friday July 3rd, 1pm to 2:30pm

24 S Main St Unit 2, Rutland City

243 Cricket 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

1044 Point Of Pines Rd, Castleton
$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

2238 Upper Michigan, Pittsfield
$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

48 Acorn Lodge Rd, Castleton
$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

19 Phillips St, Rutland City
$270,000
3 Beds ⋅ 1 Baths ⋅ 5096832 MLS
Welcome home to this adorable three-bedroom, one-bathroom ranch offering the ease and convenience of one-level living. Perfect for first-time buyers, those looking to downsize, or anyone seeking a move-in-ready home, this charming property is ready for its next owners. Step outside and enjoy the spacious, level backyard featuring a deck that’s perfect for summer barbecues, entertaining guests, or simply relaxing with family and friends. With plenty of room for gardening, outdoor games, or creating your own backyard oasis, this property offers endless possibilities for enjoying Vermont’s beautiful seasons. Adding to the home’s appeal are 20 leased solar panels, providing an energy-efficient way to help reduce monthly electrical costs while lowering your carbon footprint. It’s a great opportunity to enjoy the benefits of renewable energy and long-term savings. Conveniently located close to shopping, restaurants, schools, parks, and all the amenities Rutland City has to offer, this inviting home combines comfort, convenience, and outdoor enjoyment. Don’t miss your opportunity to make this charming ranch your next home!

19 Phillips St, Rutland City

40 East St, Middletown Springs
$215,000
2 Beds ⋅ 2 Baths ⋅ 5096788 MLS
This newly renovated home in the charming village of Middletown Springs is just a short walk to the town green and country store. Cook up a storm in the modern eat-in kitchen with plenty of cabinet space, then unwind in the spacious living room with its cozy brick fireplace. The first floor features a primary bedroom, a freshly updated 3/4 bath, and a laundry room. Upstairs offers another nicely sized bedroom with its own bathroom, a bonus room, and an attic perfect for storing collectibles, decorations, and more. The property boasts ample space for gardening and yard games, and it’s conveniently close to hiking and biking trails, the VAST system, Lake St. Catherine, and more. (New electrical panel, new oil tank, new insulation in attic)

40 East St, Middletown Springs

48 Church St, Rutland City
$362,500
3 Beds ⋅ 2 Baths ⋅ 5096458 MLS
Join us for an Open House this Saturday 11-1 and discover The Black Pearl, the jewel of the neighborhood. This stunning 3-bedroom, 2-bathroom home was taken down to the studs and meticulously rebuilt for modern, effortless living. New plumbing, 200-amp electrical service, updated insulation, and a new hot water heater give you the confidence of a home that is essentially brand new from the inside out. The open-concept living area flows naturally for both entertaining and everyday life, finished with brand-new waterproof hybrid flooring that is scratch and pet proof. The kitchen impresses with high-end countertops and tall, soft-close cabinetry. The Black Pearl is also a fully integrated smart home. A smart heat pump system delivers optimal comfort and energy efficiency, whether you are home or away. A comprehensive security suite includes four exterior cameras, full window and door entry sensors, interior motion detectors, glass break sensors, and remote access monitoring available. LED lighting throughout, and a smart refrigerator with a built-in TV, interior camera, and app connectivity rounds out the tech package. Meticulously designed & fully equipped, this turn-key property is ready for its next chapter. Do not miss your chance to own the Black Pearl.

48 Church St, Rutland City

89 Sherri Ln, Clarendon
$749,000
5 Beds ⋅ 6 Baths ⋅ 5096445 MLS
Sweeping Mountain Views provides a stunning backdrop for this spacious 6,000+ square foot home, offering 4 bedrooms, 4.5 baths, a flexible floor plan, and a private one-bedroom in-law apartment on 3.7 picturesque acres. Designed for both everyday living and entertainment, the main level features soaring cathedral ceilings, expansive windows, and an open-concept layout that fills the home with natural light while showcasing the surrounding Green Mountain scenery. Formal and casual living spaces flow effortlessly together, including a welcoming family room, dining area, and spacious kitchen with granite countertops and breakfast nook. The loft overlooking the main living area provides ideal space for a home office, reading area, or additional gathering space. The primary suite offers a private retreat complete with an ensuite bath, walk-in closet, private balcony, and dedicated laundry room. The recently refreshed lower-level apartment features new flooring, fresh paint, a full bath, and its own living space perfect for extended family, guests, multigenerational living, a home business, or supplemental income potential. Additional highlights include comfortable radiant floor heat, central vac, hardwood flooring, multiple outdoor living spaces, including a brand-new composite deck and private balconies, an attached two-car garage, dedicated workshop space, abundant storage, and an energy-saving solar array. Located just minutes from world-class skiing, lakes, hiking trails, golf, and all the amenities of the Rutland Region, this property offers the perfect balance of space, comfort, flexibility, and Vermont living. See the Youtube walk-through video in this listing's branded video URL.

89 Sherri Ln, Clarendon

118 Park Ave, Rutland City
$179,000
3 Beds ⋅ 2 Baths ⋅ 5096420 MLS
New Price! Roll up your sleeves and let your imagination run wild this three-bedroom, one-bathroom house is bursting with potential and waiting for someone ready to bring their vision to life. Calling all dreamers, do-it-yourself enthusiasts, and savvy investors: this fixer upper offers a genuine opportunity to build sweat equity and create something truly your own. The bones are here, the layout is workable, and the rest is up to you. Picture refinished floors, a reimagined kitchen, and a fresh coat of paint transforming each room into exactly what you've always pictured. Three bedrooms provide ample space for family, guests, or a dedicated home office, while the single bathroom is a blank slate begging for a thoughtful update. Whether you're hunting for your first home, a renovation project, Airbnb or a smart addition to your portfolio, this property rewards a little elbow grease with serious payoff. The location seals the deal. Commuters will appreciate having Marble Valley Regional Transit just a short stroll away, making car-free errands a breeze. When adventure calls, the legendary slopes of Killington Ski Area beckon just a scenic drive east, delivering world-class skiing and four seasons of mountain recreation.

118 Park Ave, Rutland City

6 Moon Brook Dr, Rutland City
$455,000
4 Beds ⋅ 3 Baths ⋅ 5096123 MLS
Welcome to this beautifully appointed 4-bedroom, 3-bath contemporary home located at 6 Moon Brook Drive in Rutland City. Designed with both comfort and entertaining in mind, this spacious residence offers an inviting blend of quality finishes including Hubbardton Forge light fixtures, thoughtful updates, and a desirable location. The main level features an impressive eat-in kitchen with rich cherry cabinetry, quartz countertops, and a sliding glass door that opens to the outdoor deck overlooking the yard. The living room offers a warm and inviting atmosphere with a fireplace and soaring cathedral ceilings, while the adjoining formal dining area with parquet floors flows seamlessly into a comfortable den/study. A formal foyer with elegant granite flooring, convenient laundry area, half bath, and private ensuite bedroom complete the first floor. Upstairs, a charming balcony area overlooks the foyer and living room, creating an open and airy feel. Three additional bedrooms and a full bath provide plenty of space for family or guests. The attached two-car garage includes an EV hookup, and the walk-out basement offers partially finished space with excellent potential for additional living, recreation, or storage needs. Set among mature plantings and established landscaping, this attractive home offers a peaceful residential setting while remaining conveniently located near Rutland City amenities, shopping, dining, entertainment, and outdoor recreation. A wonderful opportunity to enjoy contemporary living with space, style, and convenience.

6 Moon Brook Dr, Rutland City

653 Saw Mill Hill Rd, Wells
$450,000
2 Beds ⋅ 1 Baths ⋅ 5095895 MLS
LOG HOME, 10 ACRES, HORSE BARN. Is your love for riding horses, hunting, hiking or soaking in the great outdoors; if so, let the adventure begin right here with this story book setting. Hidden on 10 acres of complete privacy with a 24'x30' two story horse barn with heated artist studio ( this space would also make a great office space with lots of natural light), paddock, stonewalls, the sweetest duck pond/house and chicken coop. Enjoy the orchard with many fruit trees, the raised vegetable beds and the abundance of wild life. Whether you are looking for a primary residence or vacation getaway this absolutely adorable and charming log home with rocking chair porch will create memories of a life time. Love to hunt or hike, take your own path with picnic lunch right to the top of Pond Mountain. Lake St. Catherine, both the state and town beaches along with the trailhead of the slate Valley Biking Trails are only minutes away - come and enjoy this Vermont getaway.

653 Saw Mill Hill Rd, Wells

457 Brooklyn Rd, Mount Tabor
$625,000
4 Beds ⋅ 2 Baths ⋅ 5095824 MLS
Tucked into the heart of Vermont’s mountain landscape, this lovingly restored 1850 farmhouse offers the rare combination of historic charm, modern comfort, and an exceptional natural setting. Surrounded by sweeping valley views and located beside the Big Branch Wilderness and Otter Creek, 457 Brooklyn Road captures the peaceful beauty that makes Vermont so special. This spacious 4-bedroom, 2-bath home features over 2,800 square feet of inviting living space filled with character and thoughtful updates. Original details blend seamlessly with improvements, including refinished wood floors, custom built-in dressers, updated electrical, new septic system, central air conditioning, new furnace and ductwork, propane generator, fresh paint, and a cozy woodstove that adds warmth and charm throughout the seasons. Outside, the separate garage/barn offers excellent storage with additional space above, while extra unfinished areas provide endless possibilities for expansion, creative workspace, or additional living space. Ideally situated just 22 minutes from Manchester, 17 minutes to Dorset, 25 minutes to Bromley Mountain, and 30 minutes from Rutland, this property offers easy access to skiing, hiking, dining, and year-round recreation while still feeling wonderfully private and serene. Whether you are looking for a full-time residence, a Vermont retreat, or a home to create lasting generations of memories, this turnkey property is a truly special opportunity.

457 Brooklyn Rd, Mount Tabor

1174 N Main St, Danby
$595,000
4 Beds ⋅ 3 Baths ⋅ 5095818 MLS
Set on 13.6 picturesque acres with sweeping mountain views and gently rolling fields, this beautifully updated farmhouse captures the essence of Vermont living. Offering 4 bedrooms and 3 bathrooms, the home seamlessly blends timeless character with modern updates, including a renovated kitchen and bathrooms, new flooring, fresh interior paint, a new boiler, water softener, a weatherized basement completed to Efficiency Vermont standards, and a spacious walk-in closet. Generous front porch to enjoy southerly views. Outside, the property provides endless possibilities with a detached 3-car garage, a 3-bay pole barn, and a large traditional barn ideal for storage, hobbies, livestock, or recreational equipment. Whether you're enjoying the stunning scenery, entertaining guests, or simply relaxing in the peaceful countryside, this property offers space and privacy in abundance. Ideally situated just minutes from Manchester, Dorset, Bromley Mountain, Killington, and Stratton, you'll enjoy convenient access to skiing, hiking, snowmobiling ( VAST trail adjacent), fishing, kayaking, camping, and countless outdoor adventures. This move-in-ready farmhouse is a rare opportunity to experience Vermont's natural beauty and year-round recreation from your own backyard.

1174 N Main St, Danby

289 Ledgemere Pt, Hubbardton
$895,000
2 Beds ⋅ 2 Baths ⋅ 5095779 MLS
BIG price reduction - Motivted seller encourages offers! One-of-a-kind yet quintessential year-around lake cottage. Every detail and furnishing has been curated to evoke the timeless Northern Lake House. And this property is being sold fully furnished and outfitted, so it’s ready to enjoy now. Driving into the circular driveway you notice at once the connection of house with the land. From the cedar log framed shed to the main beams of the house, it all just looks like it belongs. Inside, the central Great Room has vaulted beamed ceilings, is anchored by an impressive central stone gas-fired fireplace. The primary suite features a walk-in closet, a serene private covered porch and a full bathroom that includes a soaking tub with wonderful water views. A second bedroom and upper-level loft offer guest or office space. The open kitchen offers all the high-quality finishes and equipment you need and want at the lake. The wall of glass leads from the great room out to the deck overlooking pristine waters of Lake Bomoseen. Western exposure affords the best views of sunsets and the natural shoreline across the lake. Wrap around deck and porch allows plenty of sitting areas to enjoy the serene private setting, enhanced by beautiful stone work, verdant landscaping, and glistening sun reflecting off the water. Gradual slope to the 86’ of waterfront and a dock for your all your water activities. Have the best summers of your lives and start building family memories here at this extraordinary lake home!

289 Ledgemere Pt, Hubbardton

5876 Rte 7, Pittsford
$589,000
4 Beds ⋅ 3 Baths ⋅ 5095511 MLS
Stately Colonial with 10 Private Acres and Spectacular Western Mountain Views. Perched atop a beautiful knoll and privately situated on 10 acres, this exceptional four-bedroom, three-bath home offers timeless charm, warmth, and breathtaking western sunsets. A winding driveway leads to the residence, creating a wonderful sense of arrival and complete privacy. Offering approximately 2,700 square feet of living space, this home is filled with character, including rustic wide-plank pine flooring, exposed brick walls, beautiful beams, and three wood-burning fireplaces that create an inviting atmosphere throughout. The spacious kitchen and family room combination is the heart of the home, featuring wide pine floors, exposed beams, and a handsome brick fireplace. A separate dining room, ideal for entertaining, is highlighted by a large window overlooking the meadow beyond. The generously sized living room also showcases wide pine flooring and a warming fireplace, creating a wonderful gathering space. Mini-split systems add year-round comfort, providing efficient air conditioning during the warmer months. The first floor also offers a nicely sized office, mudroom, full bath, and a delightful sunroom just off the kitchen, providing the perfect place to relax and enjoy the peaceful surroundings. The second level features four oversized bedrooms, including a spacious primary suite with its own private bath, plus an additional family bath. The finished lower level features the home's third fireplace and offers flexible space for a recreation room, media room, exercise area, or hobby space. Pittsford is known for its scenic walking trails, beautiful rural landscapes, and strong sense of community. Residents enjoy the town's community swimming pond and the iconic Kamuda's Market, a local favorite for generations. Conveniently located between Rutland and Middlebury, with easy access to world-class ski areas, pristine lakes, shopping, dining, and year-round recreation. LIVE VT.

5876 Rte 7, Pittsford

275 Chittenden Rd, Chittenden
$579,000
4 Beds ⋅ 2 Baths ⋅ 5095441 MLS
Must see, new price! Welcome to 275 Chittenden Road, a classic Vermont Farmhouse fully refinished set on 1.2 level acres with frontage along East Creek. Offering 4 bedrooms, 2 full baths, and 2,532 finished square feet, this 1850 home blends historic charm with warm, updated living spaces and flexible options for today’s lifestyle. This fully remodeled home from the studs must be seen in person to fully enjoy. Featuring exposed beams, refinished wide plank wood flooring, tiling in the kitchen and all baths no detail was missed. The additional rec room with vaulted ceilings offers the space for all of your entertaining needs. The kitchen is well appointed with marble countertops and attached dining. Step onto the screened in seasonal porch to enjoy the sound of the East Creek rolling by. Enjoy single level living with a bedroom, bath and laundry on the main floor. The property also includes a versatile accessory unit with one bedroom, its own kitchen, and a living room, offering excellent flexibility for guests, extended household needs, a private work-from-home setup, or other uses subject to local approvals. Outdoor living is just as inviting, with a covered porch, screened porch, open yard space, and the sights and sounds of the creek. Located in scenic Chittenden, Vermont, this Rutland County setting is known for its peaceful rural character and access to year-round recreation. Enjoy proximity to hiking, fishing, snowshoeing, within 30 minutes of skiing, Chittenden Reservoir, Chittenden Brook, and the broader Green Mountain region, while still having local conveniences and nearby Rutland-area amenities within reach. This home has it all, nice finishes, low maintenance with heating systems and electrical all updated, beautiful landscaping, porches and decks to enjoy, a beautiful flowing creek in the back yard and flexibility in living accommodations. The property is offered fully furnished less a few personal items. This is a must see to fully appreciate!

275 Chittenden Rd, Chittenden

3516 Rte 30 N, Castleton
$224,900
2 Beds ⋅ 1 Baths ⋅ 5095365 MLS
Charming 2-bedroom, 1-bath cottage offering breathtaking panoramic views of Lake Bomoseen. Nestled in a peaceful setting, this inviting retreat combines classic lake cottage charm with stunning scenery and a relaxing atmosphere. Bright and airy living spaces are filled with natural light, while large windows showcase spectacular water views from sunrise to sunset. The cozy interior features an open and welcoming layout, perfect for weekend getaways or year-round enjoyment. Step outside to enjoy your morning coffee overlooking the lake, entertain guests on the deck, or simply unwind while taking in the tranquil surroundings. Conveniently located near boating, fishing, dining, and outdoor recreation, this property is an ideal escape for those seeking the beauty and serenity of lake living. Whether you’re looking for a vacation retreat, investment opportunity, or charming full-time residence, this Lake Bomoseen cottage is a rare find.

3516 Rte 30 N, Castleton

45 Eden Ave, Proctor
$260,000
3 Beds ⋅ 2 Baths ⋅ 5095272 MLS
Tucked into a peaceful hillside setting in the heart of Proctor, 45 Eden Avenue offers the charm of a classic Vermont home with thoughtful modern updates throughout. This 3-bedroom, 2-bath home features an updated kitchen with modern appliances, refreshed first-level flooring, bathroom improvements and mini-splits for added comfort. Set on approximately 1.1 acres, the property offers a private country feel with mountain views, a detached garage and an inviting outdoor space that make the most of its wooded surroundings. Enjoy the quiet of a tucked-away setting while remaining close to the character and convenience of Proctor Village. Known for its marble history, unique architecture, marble sidewalks, and small-town Vermont charm, Proctor offers access to Beaver Pond Park, local walking trails, the Proctor Free Library, Wilson Castle, the Proctor Pool, and nearby recreation. Just a short drive from Rutland, Brandon, Lake Bomoseen and the Killington/Pico ski region, this location places you near shopping, dining, skiing, lakes, trails, and year-round outdoor adventure. A wonderful opportunity for those seeking privacy, character, and convenience in one of Rutland County’s most distinctive communities. Welcome home!

45 Eden Ave, Proctor

97 Stewart Ln, Shrewsbury
$650,000
5 Beds ⋅ 4 Baths ⋅ 5095103 MLS
Set on more than 8 acres in the village of Cuttingsville, this versatile property combines a spacious open-plan home, established evergreen plantings, extensive outbuildings, and a unique Vermont lifestyle opportunity. A standout feature is the substantial solar array paired with Tesla Powerwall battery storage, helping support much of the property's electrical needs while providing backup power capability and greater energy independence. The home features 5 bedrooms and 4 bathrooms, including a main-level bedroom, along with options for a home office, a generous loft area with potential for additional living space, and an open living and dining area designed for gathering with family and friends. A wood stove adds warmth and character throughout the colder months, while large windows and a peaceful rear deck overlook rows of evergreen trees, open lawns, and the surrounding countryside. Mature landscaping, perennial gardens, a small orchard, and a playground area create inviting outdoor spaces for all ages. The oversized attached garage includes substantial workshop space, while the barn, lean-to, and additional outbuildings provide flexibility for hobbies, equipment storage, agricultural pursuits, home-based businesses, or future ventures. For decades, the property has been home to a well-established Christmas tree farm operation, creating a distinctive and picturesque landscape. The fully fenced farm includes approximately 5,000 evergreen trees at various stages of growth, with business equipment associated with the operation conveying with the sale. The scenic grounds have served as a backdrop for wedding and seasonal photography sessions, with open spaces well suited for gatherings and outdoor events. Conveniently located near Rutland, Ludlow, Okemo Mountain Resort, and year-round recreation, this property offers a rare combination of living space, acreage, energy resilience, infrastructure, and opportunity in Southern Vermont.

97 Stewart Ln, Shrewsbury

146 Lake Hortonia Rd, Sudbury
$699,000
4 Beds ⋅ 3 Baths ⋅ 5094973 MLS
Exceptional 8.5-Acre Lakefront Retreat on Lake Hortonia Discover the perfect blend of privacy, versatility, and waterfront living with this remarkable 8.5-acre property on beautiful Lake Hortonia. Offering expansive lake frontage and peaceful natural surroundings, this unique estate is ideal as a year-round residence, vacation getaway, or investment opportunity. The main home features comfortable living spaces designed to capture scenic lake views and create a warm, inviting atmosphere. An additional in-law or rental suite provides excellent flexibility for extended family, guests, or supplemental income potential. Outside, the property truly shines with abundant space for recreation, gardening, boating, and outdoor entertaining. A separate storage shed and large quonset hut offer exceptional year-round storage for vehicles, boats, equipment, or workshop needs. Whether you're looking for a private waterfront escape, multi-generational living, or income-producing potential, this Lake Hortonia property delivers a rare opportunity to enjoy Vermont lake living at its finest.

146 Lake Hortonia Rd, Sudbury

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