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Windsor County VT Multifamily Homes & Duplexes for Sale

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  • /2

    $179,000

    • 1,662 Sq Ft

    32 Reed St, Springfield, VT 05156

    Nice, neat 2-unit property with good rental history. Each unit has 2 bedrooms, 1 bath. Separate parking for both units and back yard for outdoor enjoyment. Property has been well maintained and could be converted into a one family if desired. Great income opportunity or great starter home if you are looking to get part of your mortgage paid by rental income.

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 544-4229

    32 Reed St, Springfield, VT 05156
  • /60

    $949,000

    • 6 Beds
    • 6 Baths
    • 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

    Kate Cassidy Four Seasons Sotheby's Int'l Realty

    31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767
  • /16

    $425,000

    • 6 Beds
    • 4 Baths
    • 2,243 Sq Ft

    3 MacE Hill Rd, Hartland, VT 05048

    Strong Cash Flow! Profitable Investment Opportunity! This fully leased three unit multifamily property is an excellent chance for investors to add a consistent cash flowing property to their portfolio or for an onsite owner to occupy one unit and let the extra additional rents help pay for your housing. A low maintenance property with nice updates over the years which include separate electrical

    Alex DeFelice The Clerkin Agency, P.C.

    3 MacE Hill Rd, Hartland, VT 05048
  • /13

    $220,000

    • 5 Beds
    • 3 Baths
    • 2,655 Sq Ft

    30 Union St, Springfield, VT 05156

    Well maintained 3plex located in a desirable quaint residential Springfield neighborhood with a NOI of over $28,000 and listed at over a 12%+ cap rate. This property features a desirable mix of spacious 2x2br/1ba and 1x1br/1ba, and a 5 car driveway. This building has been recently renovated and updated, and is 100% occupied. Current gross income is north of $44,000A new owner can step

    Michael Gilman 3GEN Real Estate Inc

    30 Union St, Springfield, VT 05156
  • /24

    $329,000

    • 864 Sq Ft

    Unlisted Address

    INVESTMENT POSSIBILITY!Rare chance to own a Duplex on Mt. Ascutney. 2 bedroom, 1 bath unit up with Woodstove hookup in fireplace. Living room, kitchen. Deck. Downstairs is a 1 bedroom 1 ba. with kitchen, living room with fireplace insert, patio. There is a shortage of rentals in our area. Ascutney offers outdoor recreation on over 1000 acres of protected land. Mountain

    Dana Waters Dark Horse Realty

    Unlisted Address
  • /30

    $299,000

    • 5 Beds
    • 3 Baths
    • 2,338 Sq Ft

    600 N Windsor St, South Royalton, VT 05068

    Also listed as a single family under MLS 5052630, this property is just 3⁄4 of a mile from the heart of South Royalton and Vermont Law School, this versatile property offers tremendous rental potential with some TLC.With three separate units—each with its own private entrance—this is the perfect opportunity to renovate and generate strong rental income. The main unit in the house has 3 bedrooms

    Franchesca Collins Hall Collins Real Estate Group

    600 N Windsor St, South Royalton, VT 05068
  • /45

    $560,000

    • 9,740 Sq Ft

    2 Valley St, Springfield, VT 05156

    EXCELLENT INVESTMENT PROPERTY CONSISTS OF 2 COMMERCIAL GROUND FLOOR LEVEL SPACES & 7 APARTMENTS. WELL MAINTAINED WITH A GOOD RENTAL HISTORY & A DESIRABLE IN-TOWN LOCATION.

    Don Chabot Town and Country Realty

    2 Valley St, Springfield, VT 05156
  • /23

    $379,000

    • 1,451 Sq Ft

    78 Division St, Hartford, VT 05001

    This cozy, well cared for New Englander is move in ready. Keep it as a two unit, or turn it back into a single family home. The choice is yours. The house has a nice boot room to organize all of those winter layers leading into a kitchen that flows into the living room. The first floor bedroom is a nice option. Public transportation is nearby and so are biking trails. Kilowatt field is a short

    Josh Hunt Snyder Donegan Real Estate Group

    78 Division St, Hartford, VT 05001
  • /34

    $695,000

    • 3 Beds
    • 3 Baths
    • 2,274 Sq Ft

    5863 Vt Route 14, South Royalton, VT 05068

    Owner/Broker has converted a single family to 3 units during the last 30 years. Many upgrades, improvements, additions, etc. to list. Must See.Very convenient location only 3 miles to Vermont Law School.4 acres consisting of commercial, agriculture, and ownership of an island in the White River. Long water frontage and Route 14 and 107 frontage.430 sq. ft. Office was not

    Dean Goulet Dunrovin Real Estate

    5863 Vt Route 14, South Royalton, VT 05068
  • /43

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft

    400 E Lake Rd, Ludlow, VT 05149

    **Incredible Opportunity Awaits!** Escape to your dream getaway in this charming classic A-frame home, perfectly located in one of Vermont's most desirable areas. Ideal for both summer and winter enthusiasts, this property offers easy access to skiing, snowmobiling, golfing, and the vibrant life surrounding the lake, all right at your fingertips! The main level features two cozy bedrooms and a

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

    400 E Lake Rd, Ludlow, VT 05149
  • /60

    $1,597,000

    • 6 Beds
    • 6 Baths
    • 4,486 Sq Ft

    515 Shattuck Hill Rd Unit 515, 513 & 511, Reading, VT 05062

    Nestled in the tranquil hills of West Windsor, Vermont, Rock Haven Estate is a remarkable 33.49-acre country sanctuary offering THREE separate luxury homes, set along a private drive & surrounded by nature’s beauty. Whether you're looking for a full-time residence with income-generating opportunities or a private family compound, Rock Haven Estate is a rare find! The Rock House - Hilltop Elegance

    Kate Jarvis Williamson Group Sothebys Intl. Realty

    515 Shattuck Hill Rd Unit 515, 513 & 511, Reading, VT 05062
  • /60

    $859,000

    • 7 Beds
    • 7 Baths
    • 4,581 Sq Ft

    7137 Us Route 4, Bridgewater, VT 05034

    The historic Bridgewater Inn consists of a 3-bedroom, 3-bath spacious home excellent for families or groups. The home has two covered porches, a large eat-in kitchen, living room with gas fireplace and two game rooms. The house has new furniture, paint and floors along with new flush mounted mini splits.Attached are 4 turnkey suites with entrances separate form the home. The property is

    Laura Derderian Killington Valley Real Estate

    7137 Us Route 4, Bridgewater, VT 05034
  • /36

    $325,000

    • 2,452 Sq Ft

    358 Us Route 5 S, Windsor, VT 05089

    Charming Duplex in the Heart of Windsor – Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income—or a savvy investor seeking solid returns—this well-maintained property offers both comfort and cash

    Daniel Preston KW Vermont Woodstock

    358 Us Route 5 S, Windsor, VT 05089
  • /30

    $650,000

    • 3 Beds
    • 3 Baths
    • 4,324 Sq Ft

    3630 Vt Route 103 N, Chester, VT 05143

    Exceptional Investment Opportunity in Chester, VTDiscover 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

    Gary Coger Four Seasons Sotheby's Int'l Realty

    3630 Vt Route 103 N, Chester, VT 05143
  • /52

    $419,000

    • 5,984 Sq Ft

    643 Main St, Cavendish, VT 05153

    After owning this property for more than 50 years, the Seller is ready to relocate and pass along this classic brick home with lots of square footage and potential. Once having 4 apartments in the main house and an attached barn, the Seller made the upper level of the barn into her own unit. The kitchen was removed from one of the house units and made into a laundry room, so there are currently

    Tyleen Murray Kelley Real Estate, Inc.

    643 Main St, Cavendish, VT 05153
  • /48

    $575,000

    • 9 Beds
    • 6 Baths
    • 5,054 Sq Ft

    12 Commonwealth Ave, Ludlow, VT 05149

    A rare find in the heart of the Ludlow Village. This three-family property offers over 5,000 sq. ft. of income-generating space, just steps from the Okemo shuttle and downtown Ludlow! With a strong rental history this property offers both versatility and value. Two of the three units have been beautifully, recently updated and are turn key. One unit used by by the Seller, the second currently

    Frank Provance Diamond Realty

    12 Commonwealth Ave, Ludlow, VT 05149
  • /10

    $385,000

    • 6 Beds
    • 4 Baths
    • 2,949 Sq Ft

    7 Commonwealth Ave, Ludlow, VT 05149

    Bring your vision and unlock the potential! This property has been fully gutted and is ready for your transformation. With a new roof, windows and siding and decking on the porch, you're well on your way! Conveniently located in the Village Of Ludlow near skiing, golf, lakes for swimming, and village shopping, it’s the perfect opportunity for contractors, investors, or DIYers. With two separate

    Frank Provance Diamond Realty

    7 Commonwealth Ave, Ludlow, VT 05149
  • /25

    $539,000

    • 2,304 Sq Ft

    81 High St, Cavendish, VT 05142

    Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

    Tyleen Murray Kelley Real Estate, Inc.

    81 High St, Cavendish, VT 05142
  • /22

    $695,000

    • 8 Beds
    • 6 Baths
    • 6,960 Sq Ft

    61 Depot St, Hartford, VT 05001

    Approved to be converted into 4 Residential units with 2 commercial office spaces. Number of rooms and baths based on a proposed conversion of the building with the commercial spaces on the lower level and 4 apartments above. Includes 20 off street parking spots, elevator, and two sets of stairwells. Sprinkler and fire alarm. Metal roof, air conditioned and heated. Signage on Street, paved

    Richard Ballou RE/MAX Upper Valley

    61 Depot St, Hartford, VT 05001
  • /60

    $875,000

    • 7 Beds
    • 5 Baths
    • 3,192 Sq Ft

    65 Andover St, Ludlow, VT 05149

    This stunning, turnkey three-unit property is perfect as a family compound, investment opportunity, or live/rent scenario. The main home features two updated units: a 3-bedroom, 2-bath lower-level apartment with a beautiful covered porch, and a 3-bedroom, 2-bath upper-level apartment with its own smaller porch. Behind the main home sits a two-story 1-bedroom carriage house with radiant electric

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    65 Andover St, Ludlow, VT 05149
  • /36

    $575,000

    • 6 Beds
    • 5 Baths
    • 3,217 Sq Ft

    423 Main St, Chester, VT 05143

    Absolutely stunning architecture located just steps from the village green and across the road from the historic Congregational Church. This property has five apartments. The kitchen appliances are included in each and there is a shared washer and dryer available for tenant use. Each of the five units has its own 100-amp electric panel box. The heat is a central, oil fired boiler providing

    Betty McEnaney Diamond Realty

    423 Main St, Chester, VT 05143
  • /40

    $795,000

    • 6 Beds
    • 3 Baths
    • 3,325 Sq Ft

    29-31 High St, Ludlow, VT 05149

    Location, Location, Location! GENERATING $76,800.00 PER YEAR! In the heart of the village, on the coveted, much sought after, quiet High St. is this three family beautiful property. A short stroll to downtown Ludlow and all it has to offer. Two beautiful units in the main house with hardwood flooring, updated kitchens and both with 3 season sun porches. A cozy two bedroom apartment above the

    Frank Provance Diamond Realty

    29-31 High St, Ludlow, VT 05149
  • /60

    $1,490,000

    • 11 Beds
    • 11 Baths
    • 6,069 Sq Ft

    86 Main St, Ludlow, VT 05149

    Turnkey Village Inn and Restaurant in the heart of Ludlow, Vt. only steps to Okemo Mountain Ski Resort. This fully furnished and equipped property includes 9 guest rooms with private baths, a 2 bedroom, 2 bathroom owner’s apartment, and a former wine bar/restaurant space ready to relaunch with all FF&E included. Historic charm throughout, wood floors, fireplaces, and original detail-paired with

    John Napier TPW Real Estate

    86 Main St, Ludlow, VT 05149
  • /19

    $359,000

    • 4 Beds
    • 3 Baths
    • 2,144 Sq Ft

    25 Independent Dr, Hartland, VT 05048

    Affordable, Large multi family building on 6.36+/- acres currently being used as 3 units but has a 4th unit which will need to be finished and updated. This property has lots of space and many options for rental revenue. Add this property to your rental portfolio and rent all four units or Live on site in one unit and have the other three units help pay for your living expenses. This property is

    Alex DeFelice The Clerkin Agency, P.C.

    25 Independent Dr, Hartland, VT 05048
  • /27

    $290,000

    • 4 Beds
    • 4 Baths
    • 2,688 Sq Ft

    34 Union St, Springfield, VT 05156

    Well maintained 4plex located in a desirable quaint residential Springfield neighborhood with a NOI of $33,000 and listed at over a 11% cap rate. Featuring spacious 4x1br, and abundant off-street parking and driveway. This building has been recently renovated and updated, and 1 unit has been left vacant for a potential owner/occupant.A new owner can step into to this turnkey and property

    Michael Gilman 3GEN Real Estate Inc

    34 Union St, Springfield, VT 05156
  • /57

    $419,000

    • 2 Beds
    • 2 Baths
    • 1,832 Sq Ft

    55 Horseshoe Ave, Hartford, VT 05001

    Excellent opportunity to own a Wilder village / Frost Park area duplex! This single family conversion home features a wonderful, level, spacious in town neighborhood lot, convenient location, possibility of single level living, and income potential all make this home a rare find! This multi-family home has 2 units, each with 1 bedroom and 1 bath. The kitchen, dining & living room areas have a

    Alex DeFelice The Clerkin Agency, P.C.

    55 Horseshoe Ave, Hartford, VT 05001
  • /13

    $169,900

    • 9 Beds
    • 3 Baths
    • 2,901 Sq Ft

    66 Valley St, Springfield, VT 05156

    INVESTMENT PROPERTY, with two 4 BR's apts. and one 1 BR's apt. Walk to town locations. Gross rent, $43,140.00, total expenses $19,992.00, net $23,140.00. Current cap rate is 13.6%. Requires a minimum of 48-hour notice to show.

    Don Chabot Town and Country Realty

    66 Valley St, Springfield, VT 05156
  • /7

    $314,000

    • 4,077 Sq Ft

    96 Chester Rd, Springfield, VT 05156

    DON'T MISS THIS GREAT INVESTMENT OPPORTUNITY. 5 UNITS PLUS 3 GARAGE SPACES. 3- 2 BR's, 1- 3 BR's UNIT and 1- 1BR's UNIT. ACTUAL CAP RATE 11.55%, PROFORMA CAP 14.29%. SHOWING APPOINTMENTS REQUIRE 48 HOUR NOTICE TO TENANTS. PRICE IS NEGOTIABLE FOR CASH OFFERS AND QUICK CLOSING!

    Don Chabot Town and Country Realty

    96 Chester Rd, Springfield, VT 05156
  • /40

    $495,000

    • 2,280 Sq Ft

    1377 Vermont 103, Chester, VT 05143

    Chester Vt 1377 VTRT 103. , Multi Family , Many good uses for property. One and two-family residential and professional office, retail store if it were a home occupation or home business. There are 2 separate buildings. One needs to be finished, main building 3 floor could be finished for more living space.

    Mike England Michael England Real Estate

    1377 Vermont 103, Chester, VT 05143
  • /14

    $189,000

    • 3,024 Sq Ft

    515 Main St, Chester, VT 05143

    Looking to live near the Chester Green? This may be the home for you! Currently used as a four-unit apartment building with one 2 bedroom apartment, one 1 bedroom apartment and two studio apartments. The house is in need of renovation however, the style and location would lend well to that investment.

    John Tolosky Barrett and Valley Associates Inc.

    515 Main St, Chester, VT 05143
  • /3

    $590,000

    • 17 Beds
    • 2,768 Sq Ft

    1185 U S 5 S, Windsor, VT 05089

    Introducing a prime investment opportunity nestled on 1.44 acres of picturesque countryside just moments away from the convenience of town living. Whether you're a seasoned investor seeking a lucrative addition to your portfolio or a newcomer to the world of real estate investment, this 8-unit property presents an attractive proposition. With its idyllic location, modern updates, and reliable

    Katie Ladue Gilbert KW Vermont Woodstock

    1185 U S 5 S, Windsor, VT 05089
  • /40

    $799,000

    • 7 Beds
    • 6 Baths
    • 5,028 Sq Ft

    52 Upper, Bridgewater, VT 05035

    A "turn-key" commercial opportunity in a highly visible location! Being well situated between the world class skiing of Killington and the numerous amenities of historic Woodstock Village entrepreneurial dreams for this diverse property can easily take flight! Within this classic New England style structure are a professionally appointed and immaculate commercial kitchen, spacious dining rooms,

    John Wetmore Wetmore Real Estate

    52 Upper, Bridgewater, VT 05035
  • /13

    $749,000

    • 11 Beds
    • 6 Baths
    • 6,000 Sq Ft

    23-25 Depot, Ludlow, VT 05149

    Okemo-LudlowUnique commercial property in the center of Ludlow Village. Presently 6 apartment units, plus an 8-bay garage. This property has high visibility and plenty of off-street parking, offering many commercial opportunities.Trustee, seller is a Licensed Real Estate Broker. Siding is asbestos shingle.48 Hours advanced notice needed to show, best times late morning & early

    Frank Ellison Ellison Real Estate, Inc.

    23-25 Depot, Ludlow, VT 05149
  • /2

    $650,000

    • 5 Beds
    • 2 Baths
    • 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

    Gary Coger Four Seasons Sotheby's Int'l Realty

    108 Main St, Ludlow, VT 05149
  • /2

    $379,000

    • 7 Beds
    • 4 Baths
    • 3,894 Sq Ft

    102-104 State St, Windsor, VT 05089

    INVESTMENT PROPERTY. 4 UNITS, 1 1-bedroom unit & 3 2-bedroom units. Separate basement for each unit. Recent improvement includes, new roof, replaced plywood, foam board and membrane, at a cost of $70,600.00. Heat is separate pellet stoves for each unit, also an oil-fired steam system if needed for backup. Electric is separate, tenants pay electric. Landlord pays heat. Minimum of 48-hour required

    Don Chabot Town and Country Realty

    102-104 State St, Windsor, VT 05089
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