Homes for Sale in Vermont - Investment

• 

  

  

  /16

  $89,000

  • Land
  • 2 Acres
  • $44,500 per Acre

  00-C Fuller Rd, Newbury, VT 05051

  Following the wastewater design, permit, & subdivision, the curb cut is approved!! Opportunity Knocks in Newbury, VT! Approved for a 4-bedroom home, this breathtaking 2-acre parcel, with its picturesque blend of rolling hills sloping towards the southeast, unspoiled woodlands, and bucolic open pasture, is a canvas for your dream homestead, private retreat, or future development project. Local

  Jeremy Collins Ridgeline Real Estate

  00-C Fuller Rd, Newbury, VT 05051
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  /9

  $195,000

  • Land
  • 1.2 Acres
  • $162,500 per Acre

  4769 Pikes Falls Rd, Jamaica, VT 05143

  This 1.2-acre parcel offers what few properties in Southern Vermont can—a front-row seat to one of the region’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this land enjoys immediate proximity to a setting protected by the Conservation Society of Southern Vermont. Glamping has become one of Vermont’s most sought-after experiences, and this

  Rachel Febbie EXP Realty

  4769 Pikes Falls Rd, Jamaica, VT 05143
• 

  

  

  /24

  $452,600

  • 2,915 Sq Ft

  282 Skunk Hollow Rd, Hartland, VT 05048

  Two buildings on one parcel in desirable Hartland, Vermont! This flexible and well-maintained property includes a single-family home and a duplex, offering outstanding potential for owner occupancy, multi-generational living, or investment income. Ideally situated just 25 minutes from Hanover, NH, and 10 minutes from Woodstock, VT, this location provides the perfect balance of convenience and

  Loren Wehmeyer Tesla Realty Group, LLC

  282 Skunk Hollow Rd, Hartland, VT 05048
• 

  

  

  /29

  $225,000

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft

  131 Main St Unit 407, Burlington, VT 05401

  Live your best life in the heart of downtown Burlington—think Seinfeld energy with easy city living. This stylish one-bedroom condo in the historic Vermont House blends classic charm with modern updates, featuring hardwood floors, butcher block countertops, center island, and a spacious open-concept kitchen and living area ideal for entertaining or everyday comfort. Enjoy unbeatable access to

  Robbi Handy Holmes BHHS Vermont Realty Group/S Burlington

  131 Main St Unit 407, Burlington, VT 05401
• 

  

  /2

  $699,000

  • 2,188 Sq Ft

  20 Greene St, Burlington, VT 05401

  Outstanding investment property located between UVM and downtown. Close to shopping. Easy student rental. Front porch with substantial recent renovations. Loads of off-street parking!

  Charles Burns BHHS Vermont Realty Group/Burlington

  20 Greene St, Burlington, VT 05401
• 

  

  /21

  $669,000

  $81K PRICE DROP

  • 3,216 Sq Ft

  198 Elm St, Manchester Center, VT 05255

  Enjoy the privacy and charm of your own well-maintained carriage house in the heart of Manchester while the additional three-unit apartment building generates income to help cover the property’s expenses. The inviting carriage house offers 2 bedrooms and 2 baths, while the separate building features two 2-bedroom, 1-bath units and one 1-bedroom, 1-bath apartment. Recent updates include new

  The Nancy Jenkins Team Nancy Jenkins Real Estate

  198 Elm St, Manchester Center, VT 05255
• 

  

  /48

  $420,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  17 Madison Dr, Williston, VT 05495

  Are you seeking an investment opportunity or the convenience of single-level living? This immaculate, low-maintenance two-bedroom, two-bathroom flat is located in a highly desirable area. Large windows provide abundant natural light, while the tasteful neutral color palette and gorgeous hardwood floors create a warm and inviting atmosphere. The thoughtful open-concept design maximizes privacy by

  Nancy Willette Coldwell Banker Islands Realty

  17 Madison Dr, Williston, VT 05495
• 

  

  /25

  $950,000

  $300K PRICE DROP

  • 8,888 Sq Ft

  124 Elm St, Bennington, VT 05201

  A rare opportunity to acquire one of Southern Vermont's most adaptable residential investment properties. Currently known as the South Shire Inn, this landmark Victorian estate offers investors immediate income potential along with exceptional opportunities for future residential or mixed-use redevelopment. The property includes nine guest accommodations, owner's quarters, expansive common areas,

  Marek Kovac TPW Real Estate

  124 Elm St, Bennington, VT 05201
• 

  

  /15

  $366,240

  • Land
  • 16.8 Acres
  • $21,800 per Acre

  00 Birch Tree Ln, Smuglrs Ntch, VT 05464

  Discover Vermont living at its finest on this 16.8-acre parcel in Cambridge, offering spectacular mountain views and endless outdoor adventure. Perfectly positioned between some of the region’s top ski destinations — Smugglers’ Notch, Jay Peak, Stowe Mountain, Bolton Valley, and Mont Sutton (Quebec) — this property captures the best of all seasons. With electric available, a septic site

  Josh Bara KW Vermont

  00 Birch Tree Ln, Smuglrs Ntch, VT 05464
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  /7

  $20,000

  • Land
  • 1.3 Acres
  • $15,385 per Acre

  0 Smead Rd Unit 5097619, Wardsboro, VT 05360

  Affordable opportunities to own land in Southern Vermont are becoming increasingly hard to find. This 1.30+/- acre wooded parcel on Smead Road offers a gradual rise from the road, creating a private, natural setting to enjoy now or explore for the future. Conveniently located between Mount Snow and Stratton, the property is close to year-round recreation, including skiing, snowmobiling, hiking,

  Jacki Murano Southern Vermont Realty Group

  0 Smead Rd Unit 5097619, Wardsboro, VT 05360
• 

  /2

  $2,190,000

  • Land
  • 1.16 Acres
  • $1,887,931 per Acre

  301 Northside Dr, Bennington, VT 05201

  Prime commercial investment opportunity at 301 Northside Drive, Bennington. This 1.16-acre corner lot offers exceptional visibility on a heavily traveled road, making it well-suited for high-exposure commercial uses. Commercial zoning allows for a range of development or redevelopment options. Strategically located near major highways, providing strong regional access and long-term demand

  Paul Carroccio TPW Real Estate

  301 Northside Dr, Bennington, VT 05201
• 

  

  /34

  $625,000

  $74K PRICE DROP

  • 3,100 Sq Ft

  31 West Ln, Winooski, VT 05404

  Spacious, 4-unit multi-family home – prime investment opportunity! Discover this well-maintained, 4-unit multi-family property offering a total of 10 bedrooms and 4 bathrooms, perfectly suited for investors with all four of the units bringing in strong rental rates, this property presents immediate cash flow and long-term value. Recent updates throughout include new flooring, fresh paint, modern

  John Black Coldwell Banker Hickok and Boardman

  31 West Ln, Winooski, VT 05404
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  /36

  $279,000

  $10K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 895 Sq Ft

  13 Snowtree Ln Unit Willows K, West Dover, VT 05356

  Just a short walk over bridge by Maples Building to the lifts at Mount Snow via the magic carpet, this stunning loft-style, fully remodeled Snowtree condo offers modern comfort and undeniable charm. The open-concept living area features vaulted ceilings, gleaming bamboo floors, and a cozy wood-burning fireplace. A glass slider leads to a private balcony overlooking a babbling brook and peaceful

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  13 Snowtree Ln Unit Willows K, West Dover, VT 05356
• 

  

  /40

  $297,000

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  238 Mount Pleasant St, Saint Johnsbury, VT 05819

  Opportunity, flexibility, and long-term value come together in this unique St. Johnsbury property. Currently used as a 3-bedroom, 2-bath single-family home, it is also permitted as a duplex, giving buyers multiple options for ownership, income, and future use. Live in the whole home, create a multi-generational setup, rent one unit while occupying the other, or explore a full investment strategy.

  The Malley Group KW Vermont

  238 Mount Pleasant St, Saint Johnsbury, VT 05819
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  /36

  $598,000

  • 5 Beds
  • 3 Baths
  • 3,040 Sq Ft

  77 Belmont Rd, Mount Holly, VT 05758

  Discover this exceptional multi-family property offering three updated units, just 7.2 miles from the world-renowned Okemo Mountain Resort. Featuring two spacious 2-bedroom units and one charming 1-bedroom unit, this property is perfect for an owner-occupant seeking supplemental income or an investor looking for strong rental potential in a highly desirable location. Each unit has been

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  77 Belmont Rd, Mount Holly, VT 05758
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  /3

  $44,000

  $5K PRICE DROP

  • Land
  • 14,374 Sq Ft
  • $133,333 per Acre

  73 South St, Middletown Springs, VT 05757

  Discover an outstanding opportunity in the heart of the vibrant and picturesque community of Middletown Springs. This versatile 0.30-acre commercial lot offers incredible potential for a variety of uses—whether you’re looking to establish a business, create a mixed-use space, or develop your own vision from the ground up. Conveniently located with electricity at the street, this property also

  David Lafontaine Welcome Home Real Estate

  73 South St, Middletown Springs, VT 05757
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  /31

  $325,000

  • 1 Bed
  • 1 Bath
  • 516 Sq Ft

  744 Webster Rd, Shoreham, VT 05770

  Discover your own slice of paradise with this 13.95-acre lot featuring two charming log-sided park model mobile homes, perfect for a serene getaway, investment opportunity or primary residence for those that like the minimalist lifestyle. The larger unit (12' x 33') offers a cozy 1-bedroom, 3/4 bath layout with additional loft area, complete with a welcoming 6' porch. The smaller unit (12' x 18')

  Stephanie Corey Adirmont Real Estate, LLC

  744 Webster Rd, Shoreham, VT 05770
• 

  

  /3

  $55,000

  • Land
  • 14,374 Sq Ft
  • $166,667 per Acre

  00 Airport Rd Unit 2, Fair Haven, VT 05743

  FAIR HAVEN: Desirable building lot available in Fair Haven, VT! Lot #2 offers a level and open parcel providing a great opportunity for a primary residence or investment property. Public water, public sewer, and power are available at the street, allowing for ease of development. This lot is situated in a convenient in-town location near downtown Fair Haven, local schools, and area amenities. A

  Owen Loughan Westside Real Estate

  00 Airport Rd Unit 2, Fair Haven, VT 05743
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  /49

  $999,000

  $300K PRICE DROP

  • 3 Beds
  • 6 Baths
  • 3,578 Sq Ft

  4706 Waterbury-Stowe Rd Unit 1 & 2, Waterbury Center, VT 05677

  Fully updated and turn-key, Multi-Family Condominium Farmhouse with three short-term rental units – A Unique Investment Opportunity-Step into a world of rustic elegance with this enchanting multi-family farmhouse, perfectly designed for those seeking a lucrative rental property. This unique home combines the charm of farmhouse living with modern conveniences in an excellent location, making it an

  Jill Anne Four Seasons Sotheby's Int'l Realty

  4706 Waterbury-Stowe Rd Unit 1 & 2, Waterbury Center, VT 05677
• 

  

  /17

  $298,500

  $37K PRICE DROP

  • Land
  • 1.08 Acres
  • $276,389 per Acre

  Lot 27 Roundabout, Killington, VT 05751

  One of Killington’s Highest Buildable Lots – 1.08 Acres with Panoramic ViewsSituated midway between Bear Mountain and the K1 Base Lodge, this exceptional 1.08-acre lot on Coolidge Lane offers breathtaking panoramic views and convenient access to both sides of the Killington Ski Area.The land comes with a VT State-approved 3-bedroom wastewater permit, an existing driveway permit, and

  Bret Williamson Killington Valley Real Estate

  Lot 27 Roundabout, Killington, VT 05751
• 

  

  /59

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  1322 Vt Route 5a Unit Lots 3 & 6, Orleans, VT 05860

  Searching for a family compound or investment property with a solid rental history in the picturesque town of Westmore, Vermont? Afer 11 years, the current owners are ready to move on to their next chapter, and Perkins Hilltop Cottages, a long-time staple in the community, is ready to welcome new owners. The property includes the main house, three seasonal cottages, and a fourth cottage that can

  Andrea Kupetz Century 21 Farm & Forest/Burke

  1322 Vt Route 5a Unit Lots 3 & 6, Orleans, VT 05860
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  /16

  $209,000

  $11K PRICE DROP

  • 1,268 Sq Ft

  25 AB South St, Bristol, VT 05443

  Located just below the village is this solid duplex that's ready for a new owner. The building has had many upgrades including a new roof and new hot water heater in 2020, side B has been recently redone and new mini splits added on both sides. There is parking for at least two cars for each unit. The first unit has a kitchen/living combination with one bedroom and bathroom upstairs. The second

  January Stearns Champlain Valley Properties

  25 AB South St, Bristol, VT 05443
• 

  

  /22

  $249,000

  $50K PRICE DROP

  • Land
  • 84 Acres
  • $2,964 per Acre

  000 Green Mountain Turnpike, Andover, VT 05143

  84+/- Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this property

  Daire Gibney Barrett and Valley Associates Inc.

  000 Green Mountain Turnpike, Andover, VT 05143
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  /37

  $165,000

  $10K PRICE DROP

  • 2,030 Sq Ft

  34 Willey St, Barre, VT 05641

  The hard part is already underway. Now it's your chance to bring the vision to life. This side-by-side duplex is more than a renovation project. It's an opportunity to create long-term value with many of the major updates already in place. A newer roof, updated electrical, replacement windows, and significant renovation progress mean you can spend less time tackling expensive infrastructure and

  Joshua Gosselin Heney Realtors - Element Real Estate (Barre)

  34 Willey St, Barre, VT 05641
• 

  

  /39

  $320,000

  • 3,720 Sq Ft

  99 Center St, Rutland, VT 05701

  RUTLAND CITY: Excellent investment opportunity! This income producing 4-unit multifamily offers immediate cash flow with tremendous value-add potential. Three units are currently occupied with a long history of reliable tenancy, while the fourth unit is ready for completion, providing an excellent opportunity to increase rental income. Current rents are well below market, offering significant

  Owen Loughan Westside Real Estate

  99 Center St, Rutland, VT 05701
• 

  

  /31

  $749,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  277 Topnotch Dr Unit 462, Stowe, VT 05672

  Exceptional opportunity to own a fully furnished 2-bedroom, 2-bath condominium in the highly desirable Topnotch Resort community. Ideally located just minutes from Stowe Mountain Resort and adjacent to world-class resort amenities, this turnkey property offers outstanding rental potential and year-round enjoyment.The well-appointed interior features an open-concept living and dining area, a

  Love2Live InVT Team Coldwell Banker Carlson Real Estate

  277 Topnotch Dr Unit 462, Stowe, VT 05672
• 

  

  /8

  $275,000

  • Land
  • 27.52 Acres
  • $9,993 per Acre

  00 Prickly Mountain Rd, Warren, VT 05674

  Rare opportunity to own 27.52± acres in the heart of Warren, Vermont, just minutes from Sugarbush Resort and the Mad River Valley’s year-round recreation. This private, wooded parcel offers a beautiful mix of terrain with a gently flowing stream, and potential views of Blueberry Lake with clearing. With ample road frontage on Prickly Mountain Road, the property provides convenient access while

  William Brokhof Vermont Backcountry Real Estate

  00 Prickly Mountain Rd, Warren, VT 05674
• 

  

  /39

  $150,000

  $25K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  7412 Mountain Rd Unit 4-36, 522, Stowe, VT 05672

  Upcoming Owner Dates (2026): Aug 21–28, Oct 2–5, Jan 29–Feb 01, Feb 15–Feb 19, Feb 26–Mar 02, Apr 09–Apr 12 A rare opportunity to own an investment property in Stowe with allowable short-term rentals, offering the perfect balance of personal enjoyment and income potential. The ultimate Stowe getaway, mountain living at its finest. This slopeside 4BR luxury penthouse fractional at Spruce Peak is

  Love2Live InVT Team Coldwell Banker Carlson Real Estate

  7412 Mountain Rd Unit 4-36, 522, Stowe, VT 05672
• 

  

  /31

  $260,000

  • 4 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  106 Coolidge Hwy Unit 6-276, Guilford, VT 05301

  Beautiful 1925 stucco Craftsman home needing TLC. Narrow strip oak flooring throughout, brick fireplace with original oak trim, original windows, beautiful oak staircase, arched doorways, dining room with enclosed porch, and a big country kitchen. There are many original features that make this property a great investment. The main house offers 2 sunny bedrooms; the adjacent finished apartment

  John Mcpherson Berkley & Veller Greenwood Country

  106 Coolidge Hwy Unit 6-276, Guilford, VT 05301
• 

  

  /12

  $90,000

  • 4,038 Sq Ft

  45 Vermont 5a, Burke, VT 05871

  Ready for your next Investment project? Located in the heart of West Burke Village, this 3 unit building offers large 3 and 4 bedroom units, 4 baths, 2 car garage, level lot, public sewer and drilled well. Close to skiing, snowmobiling, lakes, Kingdom Trails and all that the Northeast Kingdom offers.

  Connie Sleath Coldwell Banker LIFESTYLES- Littleton

  45 Vermont 5a, Burke, VT 05871
• 

  

  /27

  $415,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  248 Cowan Rd, Averill, VT 05901

  From that first fish caught to the first swimming lesson, you'll make lasting memories here on Little Averill. Featuring 382ft+/- of direct water frontage with a sandy shoreline and picturesque views of Brousseau Mountain across the water, this deep cold-water pond is renowned for its crystal-clear water and excellent lake trout fishing. The traditional two-bedroom, one-bath camp features a

  Ryan Harrington Harrington Realty

  248 Cowan Rd, Averill, VT 05901
• 

  

  /15

  $825,000

  • Land
  • 77.6 Acres
  • $10,631 per Acre

  0 Winhall Hollow Rd Unit 5079556, Bondville, VT 05340

  Large wooded parcel located in the heart of Southern Vermont’s ski country, just minutes from Stratton Mountain. This undeveloped Winhall property offers a rare opportunity for a variety of potential uses, from a private estate to recreational land or possible future development. The land consists primarily of wooded acreage with a gently rolling landscape and natural Vermont forest. Located on

  Trent Stephens Wohler Realty Group

  0 Winhall Hollow Rd Unit 5079556, Bondville, VT 05340
• 

  

  /21

  $499,000

  $26K PRICE DROP

  • 3,168 Sq Ft

  4232 Vermont 105, Sheldon, VT 05483

  Excellent investment opportunity in Sheldon, Vermont! This well-maintained 4-unit multifamily property at 4232 Vermont Route 105 features three spacious 2-bedroom, 1-bath units and one comfortable 1-bedroom, 1-bath unit, offering a strong mix of rental options. The property is serviced by a drilled well and private septic system and has been kept in good condition, making it a solid addition to

  Michael Preseau CENTURY 21 North East

  4232 Vermont 105, Sheldon, VT 05483
• 

  

  /50

  $225,000

  $22K PRICE DROP

  • 2,548 Sq Ft

  31 Granite St, Barre, VT 05641

  This is not just a duplex; this is a Cash Flow property! This is one of the most affordable ways to own a cash-flowing duplex in Central Vermont, with major flood mitigation already done for you. Key Updates and Features include, New Roof (2020): The property features a new roof installed in 2020 with a standard guarantee on shingles, ensuring long-term durability and protection against the

  Leslie Drown Leslie Drown Real Estate LLC

  31 Granite St, Barre, VT 05641
• 

  

  /34

  $629,900

  • 3,068 Sq Ft

  339 Monkton Ridge, Monkton, VT 05469

  Discover the perfect blend of country living and investment potential with this duplex situated on 1.2 acres. Whether you're looking for an owner occupied property with rental income or a solid addition to your investment portfolio, this versatile property delivers. The larger unit features four spacious bedrooms and two full bathrooms, combining classic Vermont charm with thoughtful updates.

  Paul Cannizzaro Cannizzaro Real Estate

  339 Monkton Ridge, Monkton, VT 05469
• 

  

  /21

  $765,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  11 Trail's Bend Dr Unit Lot 8, South Burlington, VT 05403

  PARK STREET COMMONS is a boutique 14-unit townhome community crafted by Sheppard Custom Homes, a builder known for exceptional quality, thoughtful design, and timeless finishes. Step inside to bright, open living spaces filled with natural light, enhanced by 9' first-floor ceilings, beautiful hardwood floors, and clean, modern lines throughout. The kitchens are designed to impress with custom

  Hank Gintof Signature Properties of Vermont

  11 Trail's Bend Dr Unit Lot 8, South Burlington, VT 05403
• 

  

  /59

  $1,275,000

  • 6 Beds
  • 6 Baths
  • 5,616 Sq Ft

  1450 Clarendon Ave, West Rutland, VT 05777

  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

  Hughes Group Team Casella Real Estate

  1450 Clarendon Ave, West Rutland, VT 05777
• 

  

  /60

  $525,000

  $70K PRICE DROP

  • Land
  • 20.2 Acres
  • $25,990 per Acre

  00 Long Hill Rd, Woodstock, VT 05071

  Discover the perfect blend of privacy and convenience with this exceptional 20.2-acre parcel, combining two lots into one remarkable opportunity. Featuring a 50 foot right-of-way for access, this wooded retreat offers multiple prime building sites. With selective clearing, you can take in breathtaking views in your choice of direction; east, south, north, or west. Located just minutes from South

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  00 Long Hill Rd, Woodstock, VT 05071
• 

  

  /16

  $1,400,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,844 Sq Ft

  286 Coldbrook Rd, Wilmington, VT 05363

  This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf

  Melissa Nebelski Real Broker LLC

  286 Coldbrook Rd, Wilmington, VT 05363
• 

  

  /43

  $174,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  133 E Mountain Rd Unit 3A8, Killington, VT 05751

  Fully renovated and effortlessly stylish, this 1-bedroom walkout condo in the main building of Mountain Green is the perfect blend of modern comfort and mountain charm. Bathed in natural light, the open-concept living space features recessed lighting throughout, sleek laminate flooring, and a built-in electric fireplace that creates a warm, inviting atmosphere after a day outdoors.The

  Nathan Mastroeni

  133 E Mountain Rd Unit 3A8, Killington, VT 05751

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