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Windham County VT Multifamily Homes & Duplexes for Sale

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  • /53

    $314,900

    • 4,599 Sq Ft

    19 Henry St, Bellows Falls, VT 05101

    Don't miss out on this excellent opportunity to purchase this fully vacant 3-unit Victorian offering immediate cash flow potential with zero tenant transition delays. Built in 1890, featuring gorgeous detailed woodwork and classic styling throughout including 12-foot ceilings, this 4,500 sq ft in-town property combines historic character with income-producing infrastructure already in place. This

    Agent Photo

    DJ Chabot

    Town and Country Realty

    19 Henry St, Bellows Falls, VT 05101
  • /32

    $475,000

    $75K PRICE DROP
    • 4,116 Sq Ft

    33 Oak St, Brattleboro, VT 05301

    This is a rare opportunity to take over a multi-family redevelopment project in the heart of Brattleboro. Situated on a 0.40-acre site, the property features a vacant three-story building that has already been gutted and fully remediated for lead paint. With municipal zoning approvals already in place to expand from 8 to 13 units and full architectural plans included with the sale, the

    Kate Barry EXP Realty

    33 Oak St, Brattleboro, VT 05301
  • /2

    $350,000

    $50K PRICE INCREASE
    • 1,808 Sq Ft

    109 Central St, Brattleboro, VT 05301

    The current owner is occupying as a single family and therefore there are no filings on lead paint. Should new owner decide to return to rentals, the reports would need to be newly filed. only 1st floor unit is available to show on first showing. Current owner does not have a rental history. Please have your buyer fully qualified before requesting a showing.

    Christine Lewis Brattleboro Area Realty

    109 Central St, Brattleboro, VT 05301
  • /26

    $1,350,000

    • 7,660 Sq Ft

    131,133,141 Green St, Brattleboro, VT 05301

    What an opportunity to own 11 units in 3 separate buildings with a fantastic rental history. Close to downtown, schools, shopping and bus routes. Very well maintained properties with 3 - two bedroom units and 8 one bedroom units. On site laundry for the convenience of tenants. Wonderful features including hardwood floors and large windows for exceptional natural light. Great porches and very

    Susan Bellville Bellville Realty

    131,133,141 Green St, Brattleboro, VT 05301
  • /22

    $399,000

    • 3,286 Sq Ft

    19 Canal St, Brattleboro, VT 05301

    Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. Currently configured with 9 individual rentable rooms, the property has been successfully exclusively rented to The New England Center for Circus Arts students for years and maintains an

    Karen Hoppe Berkley & Veller Greenwood Country

    19 Canal St, Brattleboro, VT 05301
  • /2

    $350,000

    $30K PRICE DROP
    • 3,312 Sq Ft

    573 S Main St, Brattleboro, VT 05301

    Just around the corner! From the middle and high school, Oak groveelementary! Pop around the corner for all the high school games,exercise at the track. Interstate is minutes away for easy access towork or play! One apartment is over 1,000 square feet so tons of roomfor owner occupancy! 2 nice front porches. Worth looking at for eitheryour own home or as an investment. Masks

    Christine Lewis Brattleboro Area Realty

    573 S Main St, Brattleboro, VT 05301
  • /25

    $350,000

    $35K PRICE DROP
    • 3,551 Sq Ft

    1950 N Main St, Londonderry, VT 05148

    PRICE REDUCTION--to Sell!!. It is possible to Live rent or mortgage free!!! And HERE it is.This is a 3 unit multi-family, fully rented/money making property now..Live in one and let the other two pay your bills.. Or, use your imagination, create your vision of what this premier location could be. Zoned BOTH commercial AND residential.. this property could be a fabulous restaurant with rivers edge

    Wilkie Bushby TPW Real Estate

    1950 N Main St, Londonderry, VT 05148
  • /42

    $340,000

    $10K PRICE DROP
    • 2,745 Sq Ft

    120 Western Ave, Brattleboro, VT 05301

    Discover this lovingly cared-for two-unit multi-family property, ideally located in town with convenient access to shopping, restaurants, public transportation, and everyday amenities. Each unit offers a comfortable layout featuring 2 bedrooms and 1 bathroom, making this property an excellent opportunity for owner-occupants, investors, or those seeking rental income. Pride of ownership is evident

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    120 Western Ave, Brattleboro, VT 05301
  • /39

    $2,900,000

    • 34,419 Sq Ft

    14 Westminster St, Town of Rockingham, VT 05154

    For developers or investors seeking property with stable income and growth potential, the Warner Center campus presents an excellent opportunity. This surveyed 140-acre property comprises 24 residential rental units and 3 commercial spaces within six extensively renovated brick buildings – over 34,000sf altogether. The buildings are situated in a spacious, sunlit field, conveniently located

    Heidi Bernier Berkley & Veller Greenwood Country

    14 Westminster St, Town of Rockingham, VT 05154
  • /2

    $350,000

    $20K PRICE DROP
    • 3,002 Sq Ft

    10 Birge St, Brattleboro, VT 05301

    Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser.

    Christine Lewis Brattleboro Area Realty

    10 Birge St, Brattleboro, VT 05301
  • /37

    $215,000

    • 2,690 Sq Ft

    56 Atkinson St, Town of Rockingham, VT 05101

    Located in the village of Bellows Falls, this 2-unit multi family is available for an investor OR for an owner-occupied buyer to live on the first floor. The photos include what the lower unit looked like when it was vacant as well as current pictures. The basement was recently insulated/weatherized by SEVCA and the seller has installed a new oil tank and a new furnace. The second bedroom in the

    Heather Gleim CENTURY 21 North East

    56 Atkinson St, Town of Rockingham, VT 05101
  • /50

    $299,000

    • 3,942 Sq Ft

    2072 N Main St, Londonderry, VT 05148

    This is your chance to own in downtown Londonderry! You have the option of commercial, residential or BOTH. One unit is currently set up for residential use with living area and 3/4 bath on the first level and three bedrooms and full bath on the second floor. The second unit has been used for commercial use in the past with open space and 1/2 bath on the first floor with 3 rooms and 2 full baths

    Catherine Cairns Maple Leaf Real Estate

    2072 N Main St, Londonderry, VT 05148
  • /59

    $675,000

    $25K PRICE DROP
    • 6,144 Sq Ft

    2170 N Main St, Londonderry, VT 05148

    For more than 20 years, this mixed-use property has been consistently operated and maintained by the same owner an indicator of stability, reliability, and proven performance. The building features three distinct income channels: a fully equipped small-town diner with loyal local traffic, a well-established general market serving the community’s daily needs, and two rental apartments above that

    Jessica Ackley

    2170 N Main St, Londonderry, VT 05148
  • /23

    $499,000

    $41K PRICE DROP
    • 6,000 Sq Ft

    16 School St, Brattleboro, VT 05301

    Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a

    Kate Barry EXP Realty

    16 School St, Brattleboro, VT 05301
  • /5

    $380,000

    • 3,264 Sq Ft

    25 Cottage St, Brattleboro, VT 05301

    Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

    Christine Lewis Brattleboro Area Realty

    25 Cottage St, Brattleboro, VT 05301
  • /36

    $375,000

    $14K PRICE DROP
    • 3,460 Sq Ft

    733 Vermont 121, Westminster, VT 05101

    This 5-unit multi-family property presents a strong investment opportunity with steady, long-term tenants and consistent on-time rental history. Meticulously cared for over the years, the property features updated systems, public water, a double lot, and ample parking for tenants and guests alike.Current rents are below today’s market rates, offering clear opportunity for future income

    Morriah Adams BHG Masiello Brattleboro

    733 Vermont 121, Westminster, VT 05101
  • /23

    $425,000

    • 1,440 Sq Ft

    135 Overlook Dr, Londonderry, VT 05148

    Investment opportunity! This beautiful ski country compound offers 3 potential streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are

    Zachary Zupan EXP Realty

    135 Overlook Dr, Londonderry, VT 05148
  • /33

    $225,000

    $75K PRICE DROP
    • 2,209 Sq Ft

    16 Washington St, Brattleboro, VT 05301

    Major price reduction! This price reduction involves the seller staying on as a tenant for up to a year after closing. Ask for details! Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt

    Rebecca Seymour Brattleboro Area Realty

    16 Washington St, Brattleboro, VT 05301
  • /51

    $284,000

    $15K PRICE DROP
    • 2,360 Sq Ft

    5 Reynolds Dr, Brattleboro, VT 05301

    Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers an excellent opportunity for investors. Two of the three units have been recently and extensively renovated, featuring brand-new flooring, fresh paint, modern baseboards, and updated plumbing and light fixtures. All three units are currently occupied, providing immediate cash flow. Unit 2 also

    Kate Barry EXP Realty

    5 Reynolds Dr, Brattleboro, VT 05301
  • /19

    $804,650

    • 7,120 Sq Ft

    820 & 28 Western Ave, Brattleboro, VT 05301

    Exceptional cash flow, a desirable unit mix, and future potential come together in this well-maintained 8-unit investment package in vibrant Brattleboro. Offered together, the two 4-unit properties feature six spacious 2-bedroom, 1-bath apartments and two 1-bedroom, 1-bath apartments, appealing to a broad range of tenants. Pride of ownership is evident throughout, with recent improvements

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    820 & 28 Western Ave, Brattleboro, VT 05301
  • /7

    $249,000

    $50K PRICE DROP
    • 4,077 Sq Ft

    30 Green St, Town of Rockingham, VT 05101

    This 4-unit multifamily located in the village of Bellows Falls is ready for a new owner, suitable for either an investor or a buyer who would like this to be their primary residence, as apt 3 is vacant and is partially renovated. Needs appliances and flooring. Some recent improvements include a new furnace in 2024, updated wiring throughout the entire home, and a new water heater in 2025. See

    Heather Gleim CENTURY 21 North East

    30 Green St, Town of Rockingham, VT 05101
  • /5

    $250,000

    $20K PRICE DROP
    • 2,112 Sq Ft

    556 S Main St, Brattleboro, VT 05301

    New beginnings! Just right to live in one side, fix the other and have the tenant pay for your new lifestyle or have a family duplex and lie with extended family. the north side is vacant, needs renovation, and the south side has a tenant that will transfer with the building. Corner lot, yard, off street parking. Easy to see north unit, but otherwise a 48 hour notice to show.

    Christine Lewis Brattleboro Area Realty

    556 S Main St, Brattleboro, VT 05301
  • /37

    $340,000

    $10K PRICE DROP
    • 1,918 Sq Ft

    50 Oak Grove Ave, Brattleboro, VT 05301

    Excellent opportunity to own a three-unit investment property in a fabulous location. Enjoy being near the well-known Little League field, grab a hot dog and catch a game. Conveniently located near public transportation, the hospital, shopping, restaurants, schools, and other local amenities.The property offers a great yard set back from the road, providing both privacy and usable outdoor

    Kerry Mulverhill

    50 Oak Grove Ave, Brattleboro, VT 05301
  • /14

    $425,000

    $90K PRICE DROP
    • 3,364 Sq Ft

    28 Brook St, Brattleboro, VT 05301

    Strong returns and future potential define this well-maintained 4-unit investment property in vibrant Brattleboro. The building consists of four spacious 2-bedroom, 1-bath apartments, providing a desirable and consistent unit mix. Pride of ownership is evident throughout, making this a turnkey addition to any portfolio. Beyond the existing income, the property offers exciting upside with attic

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    28 Brook St, Brattleboro, VT 05301
  • /12

    $422,000

    $43K PRICE DROP
    • 3,756 Sq Ft

    820 Western Ave, Brattleboro, VT 05301

    Exceptional cash flow meets classic Vermont charm in this well-maintained 4-unit property in the heart of Brattleboro. The building features a desirable unit mix with two 2-bedroom, 1-bath apartments and two 1-bedroom, 1-bath apartments. Recent improvements include a freshly painted exterior in 2025 and bathroom renovations completed in 2023, reflecting pride of ownership and minimizing near-term

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    820 Western Ave, Brattleboro, VT 05301
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