Windsor County VT Multifamily Homes & Duplexes for Sale

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

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.

Investors take notice, an income property to add to your portfolio. Or a great opportunity to live in one unit and have rental income to help pay the expenses. Enjoy easy access to I89 and I91 and all the Upper Valley has to offer.

Peter Roberts Roger J. Roberts Real Estate

Prime investment opportunity in Wilder, one of Hartford’s five thriving villages. This early-1900s multifamily, minutes from Upper Valley amenities, is ready for redevelopment with significant upside potential.The property features three units offering multiple strategies: renovate and lease all for strong cash flow, or occupy one while offsetting costs with rental income. Its location

Ralph Harvey Listwithfreedom.com

Currently used as a single-family residence with in-law apartment on the 3rd floor, this home has the potential to make a great multi-unit property. With the proper egresses it could easily be turned into a 2-unit property, and with town approval, could be converted into an excellent 3-unit with one unit on each floor. Previously a nursing home, this home also appears to have been used as a

Chelsea Richardson Barrett and Valley Associates Inc.

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 3.25 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 space, and the historic U.S. Post Office

John Bassette Bassette Real Estate Group

Classic Farmhouse character combines with modern systems and amenities in an unbeatable location midway between historic Woodstock and Kellington Vermont Offered fully furnished and equipped with a strong Airbnb/VRBO history covering the costs of ownership relying primarily on income from the separate second story unit as the owners lived on the main level except when traveling on business. The

Laird Bradley Williamson Group Sothebys Intl. Realty

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

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

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

**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.

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

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

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

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

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

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.

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

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

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

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

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

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.

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

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.

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

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

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.

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

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.

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