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Windsor County VT Multifamily Homes & Duplexes for Sale

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  • /59

    $1,690,000

    • 10 Beds
    • 8 Baths
    • 7,566 Sq Ft

    156 Main St, Ludlow, VT 05149

    In the heart of the ever-popular Ludlow, Vermont, sits an 11,409 square foot commercial building with 7,566 square feet of finished space. Built in 1990, it is situated in a prime location on Main Street in the center of the village providing it with excellent visibility, walkability, and proximity to Ludlow’s charming boutiques and local dining. It is full of investment possibilities with seven

    Agent Photo

    John Napier

    TPW Real Estate

    156 Main St, Ludlow, VT 05149
  • /60

    $475,000

    $20K PRICE DROP
    • 3,036 Sq Ft

    7868 Pomfret Rd, North Pomfret, VT 05053

    CASH FLOW POSITIVE - PRICE REDUCTION! A rare opportunity to own a piece of Vermont history - The North Pomfret Store & Post Office, c.1830. This 3-story New Englander offers charm, character, and a solid income stream on 1.84 picturesque acres. With 5 total units, the property includes 3 residential apartments (one 2-bedroom, one 1-bedroom, and an Efficiency), a ground-floor commercial office

    Agent Photo

    John Bassette

    Bassette Real Estate Group

    7868 Pomfret Rd, North Pomfret, VT 05053
  • /2

    $129,000

    $10K PRICE DROP
    • 2,144 Sq Ft

    73 Union St, Springfield, VT 05156

    Nice sized in-town home and yard with large 2 car garage and shed. Lots of room for your toys. The home is currently a 2-unit home but was originally a single-family home and could be changed back into a one family without a lot of effort. Home does need some work so cash buyers only please. This could be your chance to get into rental business. Lots of possibilities for this home.Home is

    Agent Photo

    Julie Buffum

    Buffum Realty

    73 Union St, Springfield, VT 05156
  • /60

    $899,000

    $50K PRICE DROP
    • 5,497 Sq Ft

    31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767

    Charming 1900s Village Building, Three Condo Units, One Incredible Opportunity! In the heart of Rochesters picturesque village, this beautifully restored early 1900s building is a rare investment opportunity, offered as a single property with three fully furnished condo units. Perfect for an owner-occupant, a multi-generational retreat, or a savvy investor, this historic gem blends classic New

    Kate Cassidy Four Seasons Sotheby's Int'l Realty

    31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767
  • /60

    $150,000

    • 2,838 Sq Ft

    6 Mill St, Ludlow, VT 05149

    Bring your vision and unlock the potential of this classic village property, ideally located on a quiet cul-de-sac within walking distance of Ludlow's restaurants, shops, parks, and year-round community events. Offering a 4-bedroom wastewater allocation, four bathrooms, and a top-floor apartment with its own private fire escape, this versatile property presents a variety of possibilities for

    Kevin Barnes William Raveis Real Estate Vermont Properties

    6 Mill St, Ludlow, VT 05149
  • /41

    $1,576,000

    • 9,455 Sq Ft

    14 Summarsell Dr Unit 16, Hartland, VT 05048

    This charming converted farmstead features two primary buildings on one parcel, combining classic Vermont character with solid investment returns. The property offers a diverse mix of one-, two-, and four-bedroom apartments, plus one commercial unit currently leased to a local bath and body company. Additional income comes from a three-bay garage, a shed, and a storage container — all fully

    Loren Wehmeyer Tesla Realty Group, LLC

    14 Summarsell Dr Unit 16, Hartland, VT 05048
  • /10

    $700,000

    • 3,526 Sq Ft

    754 Hartford Ave, Hartford, VT 05001

    Opportunity is in the spin cycle at the White River Junction Laundromat! This turnkey, established business offers a rare chance to own a laundromat in a highly visible location with excellent accessibility and steady customer traffic. Adding to its appeal are two spacious, updated one-bedroom apartments, both fully occupied, providing reliable rental income alongside the business. Positioned in

    Samuel Roberts

    754 Hartford Ave, Hartford, VT 05001
  • /15

    $329,000

    • 4 Beds
    • 2 Baths
    • 1,373 Sq Ft

    40 Union St, White River Junction, VT 05001

    Good Cash Flow! Possibilty of Commercial business aspect exists with this property as its in the CB zone / Central Business district. This fully leased two unit property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an onsite owner to occupy one unit and let the extra additional rent help pay for your housing. A fairly low maintenance

    Alex DeFelice The Clerkin Agency, P.C.

    40 Union St, White River Junction, VT 05001
  • /24

    $650,000

    • 2,674 Sq Ft

    5863 Vermont 14, Royalton, VT 05068

    Overlooking the magnificent White River and Second Branch, this attractive older home has been a labor of love for the past 30 years. The long list of upgrades, additions, improvements, etc. speak for themselves. The spacious first floor has been used as home occupation featuring a 350 sq. ft. impressive office space. Own your own island in the White River and enjoy the rich gardening soil in the

    Dean Goulet Dunrovin Real Estate

    5863 Vermont 14, Royalton, VT 05068
  • /13

    $489,000

    • 3,483 Sq Ft

    13 Hawthorn St, Hartford, VT 05001

    Strong Cash Flow! Profitable Investment Opportunity! This four unit multifamily property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an on site owner occupancy and the extra rents to pay for your housing.Located in charming Wilder village on a generous .25 +/- acre in town lot. The units consist of three bedroom, two bedrooms and a

    Alex DeFelice The Clerkin Agency, P.C.

    13 Hawthorn St, Hartford, VT 05001
  • /41

    $999,500

    • 3,218 Sq Ft

    1 Depot St, Hartford, VT 05001

    Excellent Upper Valley investment opportunity! This well-maintained six-unit multifamily property features a desirable mix of 3 one-bedroom apartments and 3 two-bedroom apartments, ideally situated in the heart of Wilder. The property sits directly across from the bus stop and offers convenient access to major employers and amenities — just 9 minutes (4.2 miles) from Dartmouth College and 17

    Loren Wehmeyer Tesla Realty Group, LLC

    1 Depot St, Hartford, VT 05001
  • /14

    $599,000

    $51K PRICE DROP
    • 2,947 Sq Ft

    108 Main St, Ludlow, VT 05149

    Wonderful investment opportunity in the Ludlow village. 2 unit multi-family with great rental history. Units are in excellent shape. First floor features a spacious 3 bedroom with hardwood floors. The second unit has 2 bedrooms also with Hardwood floors, both in move in ready condition. Units are currently rented and producing income. Just a mile from the Okemo access road and right in the heart

    Gary Coger Four Seasons Sotheby's Int'l Realty

    108 Main St, Ludlow, VT 05149
  • /32

    $1,650,000

    • 7,226 Sq Ft

    533 N Main St, White River Junction, VT 05001

    CASH COW! Here's your opportunity to own a premier 9-unit multifamily investment in the heart of White River Junction! This stunning Victorian is boasting fine architecture, curb appeal, and strong income potential, offering immediate cash flow with the property substantially occupied and generating market rents. Investors will appreciate the estimated 7.5% cap rate, making this an exceptional

    Samuel Roberts

    533 N Main St, White River Junction, VT 05001
  • /25

    $525,000

    $14K PRICE DROP
    • 2,304 Sq Ft

    81 High St, Cavendish, VT 05142

    This 1850s renovated property located right in the heart of the village adapts perfectly to your lifestyle or investment goals. This home functions seamlessly as a spacious 5-bedroom, 2-bathroom home or is ready to operate as two separate income-generating rental units. The unfinished third floor can easily be converted into additional living space, a master suite, or a bonus room. The spacious

    Tyleen Murray Kelley Real Estate, Inc.

    81 High St, Cavendish, VT 05142
  • /37

    $649,000

    $46K PRICE DROP
    • 2,288 Sq Ft

    11 Maple St, Woodstock, VT 05091

    A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently

    John Wetmore Wetmore Real Estate

    11 Maple St, Woodstock, VT 05091
  • /40

    $319,000

    • 1,774 Sq Ft

    16 Furnace St, Springfield, VT 05156

    Also see the single-family listing! This is a beautifully renovated duplex with incredible income potential! This property features a fully updated, separate entrance 1-bedroom, 1-bathroom unit with its own electrical meter (shared baseboard heat between both sides). Market data suggests similar units in the area can command around $750/month in rent. For an owner-occupant, leveraging this 1-bed

    Franchesca Collins Hall Collins Real Estate Group

    16 Furnace St, Springfield, VT 05156
  • /45

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,697 Sq Ft

    818 Main St, Cavendish, VT 05153

    Opportunity meets flexibility at this charming two-unit property in the heart of Proctorsville. Ideal for an owner who wants a vacation getaway with built-in income potential — or as an easy, turnkey investment — this well-kept duplex offers multiple paths to ownership. The downstairs unit features a three-season porch/mudroom entry, two bedrooms, an open-concept living, dining area, and kitchen,

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    818 Main St, Cavendish, VT 05153
  • /49

    $134,900

    $15K PRICE DROP
    • 2,361 Sq Ft

    110 Valley St, Springfield, VT 05156

    2 unit investment property features a 4 bedroom and a 2 bedroom unit. Both units are up down configurations. The first unit features decent kitchen with washer and dryer, living room, 3/4 bath, 2 first floor bedrooms and 2 upstairs bedrooms with a covered porch in the rear. The second unit has a living room, large kitchen with washer/dryer hookups, large 3/4 bath, deck, bedroom down, and a

    Steve Schoppmeyer BHG Masiello Brattleboro

    110 Valley St, Springfield, VT 05156
  • /38

    $249,500

    • 1,922 Sq Ft

    3668 Vt Route 103 N, Chester, VT 05143

    Entrepreneurs and investors take note! This commercially zoned property offers exceptional potential for a home-based business, investment opportunity, or live/work lifestyle. The property features an oversized barn, multiple outbuildings, and ample space to support a wide variety of business ventures, workshops, storage, or hobby pursuits.The home is currently configured as two charming

    Daniel Vigeant Mary W. Davis Realtor & Assoc., Inc.

    3668 Vt Route 103 N, Chester, 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
  • /40

    $439,000

    • 2,496 Sq Ft

    2055 & 2071 Main and 28 Pleasant St, Cavendish, VT 05142

    Three properties are being sold together. Investors, Dreamers, Skiers, Business Owners, Anyone with Ideas and Support...Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? With no zoning there are many possibilities.Pick up where the current owners left off with renovations and make it your own. In the past, the Okemo Shuttle has stopped across the street at

    Tyleen Murray Kelley Real Estate, Inc.

    2055 & 2071 Main and 28 Pleasant St, Cavendish, VT 05142
  • /16

    $739,000

    $60K PRICE DROP
    • 5,003 Sq Ft

    65 Giddings St, North Springfield, VT 05150

    Check out the Cash flow in this unique 7-unit property. Consisting of six 1-bedroom units, and one 2-bedroom units, this fully rented multi is perfect for the new investor or to simply add to your current portfolio. This building is conveniently located to town close to food, shops and much more! Text for showing requests. Need at least 72 hrs. for tenant notice. Pictures are from before tenants

    Amy Vashaw Twin State Realty LLC

    65 Giddings St, North Springfield, VT 05150
  • /9

    $225,000

    $24K PRICE DROP
    • 3,312 Sq Ft

    715 Giddings St, Springfield, VT 05150

    This Unique property features a large 3 unit building all featuring 2 bedrooms and 1 bathroom, with an additional carriage house with 2 bedrooms and 1 bathroom aswell. With a new heating system replaced in 2023 and many other key updates.

    Thaddeus Abare Barrett and Valley Associates Inc.

    715 Giddings St, Springfield, VT 05150
  • /30

    $650,000

    • 4,324 Sq Ft

    3630 Vt Route 103 N, Chester, VT 05143

    Exceptional Investment Opportunity in Chester, VT Discover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been meticulously

    Gary Coger Four Seasons Sotheby's Int'l Realty

    3630 Vt Route 103 N, Chester, VT 05143
  • /10

    $465,000

    $14K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    13 Bullard St Unit 15, White River Junction, VT 05001

    Fully rented duplex with strong rental history. One side has been completely remodeled and updated with slate flooring. vinyl planking and carpet in the bedrooms. Tile shower and granite countertops and new windows. Both sides have a full basement with washer and dryers. one with a boiler and one with a hot air furnace. Nice private back yard. Both driveways have recently been black topped.

    David White OwnerEntry.com

    13 Bullard St Unit 15, White River Junction, VT 05001
  • /24

    $399,000

    • 2,370 Sq Ft

    51 Andover St, Ludlow, VT 05149

    Minutes from Okemo Mountain and the heart of Ludlow, this well-maintained triplex offers the perfect blend of Vermont lifestyle and strong investment performance. Listed at just over an 8.5% cap rate, the property features three units consisting of two 2-bedroom, 1-bath apartments and one 1-bedroom, 1-bath apartment. Residents enjoy easy access to skiing, hiking, restaurants, shops, and the

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    51 Andover St, Ludlow, VT 05149
  • /11

    $699,000

    • 4,252 Sq Ft

    62 Twenty Mile Stream Rd, Cavendish, VT 05142

    Turnkey and meticulously maintained, this 4-unit multifamily property offers strong cash flow and peace of mind for the next investor. Listed at just over an 8% cap rate, the property features three 2-bedroom, 1-bath units and one spacious 4-bedroom, 2-bath unit, providing an attractive mix for a variety of tenants. Significant recent improvements include two new heating systems and a partial

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    62 Twenty Mile Stream Rd, Cavendish, VT 05142
  • /24

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    37 Dee Haven, Sharon, VT 05065

    Looking to start your investment portfolio? This property is a great place to start. In a quiet Sharon cul-de-sac, this property has two 2-bedroom units, one on each floor. Newer roof, newer shared septic, poured concrete foundation. The lot includes 10.5 acres of land, majority of which abuts land owned by the Vermont Department of Fish & Wildlife, which connects to the White River.

    Devin Josler Black House Real Estate

    37 Dee Haven, Sharon, VT 05065
  • /37

    $815,000

    • 4,723 Sq Ft

    2003 Main St, Cavendish, VT 05142

    Strong cash flow and future upside come together in this well-maintained 7-unit multifamily opportunity. Offered at an attractive 10% cap rate, the property features a diverse unit mix with four 2-bedroom, 1-bath apartments, two 1-bedroom, 1-bath apartments, and a spacious 4-bedroom, 2-bath unit. Recent exterior painting enhances curb appeal while helping to minimize near-term maintenance. The

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    2003 Main St, Cavendish, VT 05142
  • /5

    $225,000

    $24K PRICE DROP
    • 2,767 Sq Ft

    3 Wall St, Springfield, VT 05156

    This property is a great source of revenue, with a good sound structure and well maintained utilities this property can serve as a great investment. Within walking distance to down town Springfield where you can find groceries, shops, restaurants and more.

    Thaddeus Abare Barrett and Valley Associates Inc.

    3 Wall St, Springfield, VT 05156
  • /37

    $450,000

    $25K PRICE DROP
    • 2,056 Sq Ft

    57 Pleasant St, Ludlow, VT 05149

    Located in the heart of the Village of Ludlow, this versatile multi-family property features three well-appointed apartments with excellent rental potential. The property includes a private one-bedroom unit tucked away at the rear of the home with an upper-level bedroom retreat, plus two spacious two-bedroom apartments offering comfortable living areas and functional layouts. Enjoy a prime

    Katherine Burns William Raveis Real Estate Vermont Properties

    57 Pleasant St, Ludlow, VT 05149
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