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Homes for Sale in Vermont - Investment

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  • /12

    $865,000

    • 12 Beds
    • 8 Baths
    • 5,568 Sq Ft

    1931 Vermont Route 67 E, Shaftsbury, VT 05262

    Rare investment opportunity in one of the area’s most desirable neighborhoods! This unique offering includes two historic buildings set on a spacious 1-acre lot, featuring a total of 8 well-maintained units—comprised of (4) two-bedroom apartments and (4) one-bedroom apartments. Each building offers shared covered front porches, perfect for enjoying the charm of this pleasant street setting. The

    Julie Glover Mahar McCarthy Real Estate

    1931 Vermont Route 67 E, Shaftsbury, VT 05262
  • /6

    $560,000

    • Land
    • 50 Acres
    • $11,200 per Acre

    90 Reading Farms Rd, Reading, VT 05062

    Exceptional Private Land Offering with Southern Views. A rare opportunity to acquire a private parcel of land located directly off a paved, State maintained road. The property features beautiful southern exposure with multiple potential pond sites and a gently varied landscape ideal for estate development. Surrounded by large, protected, multi-million-dollar estates, the setting offers

    Derek Eisenberg Continental Real Estate Group, Inc.

    90 Reading Farms Rd, Reading, VT 05062
  • /33

    $265,000

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    125 Kennedy Dr Unit 3, South Burlington, VT 05403

    Welcome to easy living at the desirable Georgetown HOA in South Burlington! This meticulously maintained 2-bedroom, 1-bath condo offers comfort, convenience, and flexibility—perfect for owner-occupants or investors alike. Step inside to find updated flooring that adds warmth and continuity throughout the main living spaces. The bright and inviting living room flows seamlessly into the dining

    Rob Foley Flat Fee Real Estate

    125 Kennedy Dr Unit 3, South Burlington, VT 05403
  • /60

    $1,000,000

    • 10 Beds
    • 4 Baths
    • 3,874 Sq Ft

    919 Vermont Route 100, Hancock, VT 05748

    Rare turnkey multi-unit investment opportunity along Vermont’s scenic Route 100 corridor. This versatile 3,874 SF (4,954 total) property functions as two fully independent residences connected by a breezeway - with options for 1 or 2 more apartments —ideal for short-term rentals, co-living, group housing, or owner-occupied income generation such as a home office. The property offers 16 rooms

    Lisa Friedman Great American Dream Realty

    919 Vermont Route 100, Hancock, VT 05748
  • /20

    $383,000

    • 4 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    4 Emerson Terrace, Randolph, VT 05060

    This 2-story home offering 4 bedrooms, 2.5 baths, and 1,863 sq ft on a spacious 0.5-acre double lot. The main level features full wood flooring and a functional kitchen with butcher block countertops, and stainless steel appliances. Also on the main floor, a bedroom with custom cabinetry, dedicated office space, mudroom, entry closet, and separate laundry area for added convenience. The partially

    Derek Greene Derek Greene

    4 Emerson Terrace, Randolph, VT 05060
  • /29

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,882 Sq Ft

    39 Safford St, Royalton, VT 05068

    A good investment opportunity! Conveniently located, in the heart of South Royalton Village, is a traditional 3 bedroom home with the bonus of a detached garage that has a studio apartment above it. Within level walking distance from this property are the Vermont Law and Graduate School, the White River Valley High School, the South Royalton Health Center and shopping and dining in South Royalton

    John Wetmore Wetmore Real Estate

    39 Safford St, Royalton, VT 05068
  • /16

    $235,000

    • 5 Beds
    • 2 Baths
    • 1,864 Sq Ft

    138 Maple St, Rutland, VT 05701

    Step into a piece of history with this well-maintained turn-of-the-century duplex, perfectly situated for comfortable living or smart investment. Built in 1900, this two-family home blends classic architectural details with practical, move-in-ready spaces that are ideal for owner-occupants, house-hackers, or investors seeking steady rental income. The first-floor apartment offers a spacious

    Joshua Lemieux Remax Summit

    138 Maple St, Rutland, VT 05701
  • /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
  • /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
  • /38

    $1,499,000

    • 4 Beds
    • 5 Baths
    • 3,500 Sq Ft

    2391 Music Mountain Rd, Stockbridge, VT 05772

    OVER $496,000 PRICE ADJUSTMENT AND OVER $120,000 RENTAL INCOME, THIS ONE YOU SHOULD CONSIDER OWNING. LUXURY FURNISHINGS TOO. TIMBERS IN THE SKY – Featured in Log and Timber Home Living magazine, this one-of-a-kind Vermont timber frame retreat, built in 2022, blends dramatic architecture with refined comfort. Fully furnished with luxury pieces, the open floor plan showcases a soaring great room

    Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

    2391 Music Mountain Rd, Stockbridge, VT 05772
  • /17

    $160,000

    • Land
    • 2.9 Acres
    • $55,172 per Acre

    Lot 21 Sunderland Hill Rd, West Arlingtn, VT 05250

    This scenic undeveloped lot in Sunderland, Vermont, offers an exceptional opportunity to build in a peaceful yet convenient location. Set along a picturesque bike route, the property features level terrain that makes it ideal for easy construction and design flexibility. The land is already cleared, opening up the possibility for lovely mountain views and allowing you to envision your home

    Andy Reed Four Seasons Sotheby's Int'l Realty

    Lot 21 Sunderland Hill Rd, West Arlingtn, VT 05250
  • /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

    • 6 Beds
    • 3 Baths
    • 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
  • /54

    $2,175,000

    • 3 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    481 Weeks Hill Rd, Stowe, VT 05672

    Welcome to 481 Weeks Hill Road—an extraordinary luxury retreat offering the perfect balance of privacy, design, and income potential in the heart of Stowe! Built in 2021 and impeccably maintained, this stunning ski chalet lives like new and is currently a high-performing investment, generating $150,000 annually in rental income while still allowing for generous owner use.From the moment you

    Sandy Palmer Vermont Real Estate Company

    481 Weeks Hill Rd, Stowe, VT 05672
  • /25

    $975,000

    • 8,888 Sq Ft

    124 Elm St, Bennington, VT 05201

    An exceptional opportunity to own a prominent historic Victorian property in the heart of Bennington, offered as a residential or multifamily real estate asset only. Built in 1887 by renowned architect William C. Bull, this meticulously restored property offers flexible residential and mixed-use potential within the Village of Bennington, subject to applicable municipal approvals. The main

    Marek Kovac TPW Real Estate

    124 Elm St, Bennington, VT 05201
  • /5

    $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
  • /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

    $699,000

    • 10 Beds
    • 4 Baths
    • 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
  • /59

    $99,000

    • 2 Beds
    • 3 Baths
    • 1,369 Sq Ft

    510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149

    Jackson Gore Village at Okemo – Adams House Condominium. Welcome to slopeside living at its finest in the Adams House at Jackson Gore Village, located at the heart of Okemo Mountain Resort. This 2-bedroom Qtr Three has the coveted "Golden Goose" calendar this year - both Christmas and New Year's! (Two weeks back-to-back!). This spacious and beautifully appointed condominium offers effortless

    Joseph Karl William Raveis Real Estate Vermont Properties

    510/512 Qiii Jackson Gore Adams House Unit 510/512 QIII, Ludlow, VT 05149
  • /36

    $279,000

    • 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
  • /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
  • /3

    $44,000

    • 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
  • /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
  • /49

    $1,100,000

    • 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

    • 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
  • /22

    $50,000

    • 3 Beds
    • 2 Baths
    • 1,162 Sq Ft

    178 Taylor St, Milton, VT 05468

    Opportunity in Milton within the Birchwood Manor community. This 1985 single-wide offers a 3-bedroom, 2-bath layout with a functional footprint ready for a full renovation. The home presents a clear path for buyers seeking a project, investment, or the chance to design an affordable residence to their own specifications. Most areas will require updates including flooring, roofing, and general

    Adam Cross Flex Realty

    178 Taylor St, Milton, VT 05468
  • /16

    $215,000

    • 3 Beds
    • 2 Baths
    • 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
  • /17

    $319,000

    • 3 Beds
    • 1 Bath
    • 836 Sq Ft

    624 Breezy Hill Rd, Barton, VT 05822

    Move-in ready 3-bedroom, 1-bathroom home located in the heart of Barton, Vermont! This charming, energy-efficient property features beautiful wood floors throughout, a brand-new septic system, and a spacious new deck—perfect for relaxing or entertaining. The oversized detached garage provides ample space for vehicles, storage, or a workshop. A reliable backup generator adds peace of mind during

    Christopher Wells Rise Realty

    624 Breezy Hill Rd, Barton, VT 05822
  • /22

    $249,000

    • 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
  • /26

    $199,000

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    210 Division St, Bennington, VT 05201

    Turnkey Two-Unit Investment Opportunity in a Prime Downtown Location!This beautifully renovated duplex is perfect for a first-time investor or owner-occupant looking to build equity while generating income. The property features a two-bedroom unit and a one-bedroom unit, both thoughtfully updated and well maintained.The first-floor unit has been fully renovated, including an updated

    Lilli West Maple Leaf Realty

    210 Division St, Bennington, VT 05201
  • /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
  • /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
  • /60

    $549,000

    • Land
    • 20.2 Acres
    • $27,178 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
  • /6

    $80,000

    • Land
    • 2.35 Acres
    • $34,043 per Acre

    0 New Boston Rd Unit 5081771, Waterford, VT 05819

    Here’s your opportunity to build in a country, yet neighborhood setting without giving up convenience. This 2.35+/- acre lot is located along a low-traffic road, just minutes from Route 5, I-91, and local amenities. With public water, shared septic, electric, and cable readily available, the path to construction is already smoothed out. Whether you're planning your future home or considering

    Ben Reed Tim Scott Real Estate

    0 New Boston Rd Unit 5081771, Waterford, VT 05819
  • /43

    $179,000

    • 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
  • /21

    $379,000

    • Land
    • 12.05 Acres
    • $31,452 per Acre

    101 Catherine Rd, Jamaica, VT 05343

    Discover 12 scenic acres close to Stratton Mountain Resort with sweeping mountain views and endless potential. This unique property features a charming small treehouse and two Jamaica cottage structures set on permanent foundations ready to be finished. Cabin would be perfect for income producing tiny homes, storage, creative space, or future development. An active septic permit is already in

    Jamie Wylie Stratton Real Estate

    101 Catherine Rd, Jamaica, VT 05343
  • /3

    $125,000

    • Land
    • 4.28 Acres
    • $29,206 per Acre

    658 Lower Elmore Mountain Rd, Morristown, VT 05661

    Here is a great off the road country location for your next 3 bedroom home PLUS add Lot 1 for another family member or investment. Limited south and westerly exposure from the field. A small brook meanders through the woods. Minutes to State Route 12 and Morrisville or Lake Elmore and the Historic Elmore Store. Mt. Mansfield Ski Area, Lamoille Rail Trail and many work and play opportunities are

    Marcia Marble Marble Realty, Inc.

    658 Lower Elmore Mountain Rd, Morristown, VT 05661

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