$259,000 $108 per sq.ft. Rutland City VT Multi Family »

Number of Units 2   Total Sq. Ft. 2397  |  Acres: 0.37
Friday Jul 3, 2026
Description: Versatility is the name of the game with this turnkey Five-bedroom, two-and-three-quarter-bath property that wears many hats beautifully. Whether you're dreaming of a spacious single-family residence, a multi-family income generator, or a thriving short-term rental venture, the flexibility here is genuinely rare--and the heavy lifting has already been done for you. Move right in without lifting a paintbrush. Everything is ready to go, which means you can start living, hosting, or earning from day one. The proven vacation-rental potential makes this an especially smart play for buyers who appreciate a property that pays its own way while you enjoy the perks of Vermont ownership. Step outside and the appeal only deepens. A generous lot offers room to garden, gather, or simply breathe, while convenient parking keeps everyday comings and goings refreshingly hassle-free. At a price point designed to turn heads, this is the kind of value that makes savvy shoppers do a double take. Location seals the deal. Pine Hill Park sits practically around the corner, rewarding hikers and bikers with miles of wooded trails. Golfers can tee off at the nearby Rutland Country Club, and peace of mind comes easy with Rutland Regional Medical Center close by. When winter arrives, the legendary slopes of Killington Resort are roughly twenty minutes away, and the local train station keeps regional travel simple. Opportunity, comfort, and income potential rarely arrive in one tidy package--so seize the moment and schedule your showing today. See MLS Property & Listing Details & 18 images.

$260,000 $126 per sq.ft. Rutland City VT Multi Family »

Number of Units 2   Total Sq. Ft. 2060  |  Acres: 0.21
Thursday Aug 6, 2026
Description: **Turn Key Buy and Hold Investment in Rutland City!** Looking for a solid buy-and-hold in Rutland City? This is it. This meticulously maintained multi-family has been extensively updated since 2020 and is ready for its next owner, including: - New electrical panel (2022) - Plumbing and electrical updates (2020) - New oil tank (2024) - New chimney (2021) - Complete remodel, including a new kitchen in Apartment 2 (2021) - New appliances (2020) - New deck (2022) - New boiler to be installed before close (2026) Each unit offers 2 bedrooms and 2 baths with generous living space, a private deck, and off-street parking. A barn/outbuilding on the property provides extra storage, currently used by the Apartment 1 tenant. With a flawless occupancy history and a prime location close to schools, parks, and downtown Rutland, this property offers long-term stability for any investor. It's currently producing a 4% CAP rate -- and with rents still priced below market, there's built-in upside from day one. Move in ready as-is, or unlock even more value: convert to cold-climate heat pumps and pass energy costs on to tenants, a strategy with the potential to boost the CAP rate to 5.5%. Don't miss this rare opportunity to add a stable, updated multi-family to your portfolio. See MLS Property & Listing Details & 20 images.

$280,000 $118 per sq.ft. Rutland City VT Multi Family »

Number of Units 2   Total Sq. Ft. 2366  |  Acres: 0.19
Monday Aug 10, 2026
Description: An opportunity to own a well-maintained two-family home with the flexibility to accommodate multi-generational living. With proper City of Rutland approval, the property may also lend itself to conversion to a single-family residence. For nearly 50 years, this home has been cherished as a primary residence by its two most recent owners. The first-floor unit feels comfortably like a traditional home, featuring two bedrooms, a welcoming living room, separate dining room, kitchen with oak cabinetry, and a spacious entry. The second unit also offers two bedrooms, bringing the total to four bedrooms across the property. Much of the interior has been thoughtfully refurbished in recent years, including updated bathroom vanity, plaster repair and preservation, fresh paint, removal of wall-to-wall carpeting, plumbing updates, new porch supports, and numerous additional improvements. Newer mechanicals include the boiler, expansion tank, piping, and hot water heater. See the attached list of improvements for a complete overview of the work completed. What truly sets this home apart is the wealth of original early-1900s character that remains intact, including built-ins, a pocket door, detailed woodwork, crown molding, and solid wood doors. Conveniently located just around the corner from Rotary Park, offering a playground, tennis courts, and open fields for recreation. With its desirable location, flexible floor plan, historic character, and updates, this property offers a wonderful opportunity to make a well-loved home your own. See MLS Property & Listing Details & 54 images.

$287,000 $138 per sq.ft. Rutland City VT Multi Family »

Price Change! Reduced by $23,000 down 8% on July 15th 2026
Number of Units 2   Total Sq. Ft. 2080  |  Acres: 0.17
Thursday Apr 16, 2026
Description: Fantastic 2-Family Opportunity in a Desirable Rutland City Neighborhood! This well-maintained side-by-side duplex offers the perfect blend of comfort and investment potential. Each unit features 3 spacious bedrooms and 1 full bath, with plenty of natural light and a functional layout. The property includes a detached two-car garage, ideal for storage or parking during Vermont winters. Conveniently located near shopping, restaurants, schools, and year-round recreation including skiing, hiking, and biking. Whether you're looking for an owner-occupied investment or a solid addition to your rental portfolio, this Rutland City gem delivers both location and value. See MLS Property & Listing Details & 21 images.

$295,000 $115 per sq.ft. Rutland City VT Multi Family »

Number of Units 2   Total Sq. Ft. 2556  |  Acres: 0.14
Saturday Aug 8, 2026
Description: Back on market because buyer lost financing - no fault of the property! Completely renovated and ready to perform. This turnkey duplex at 29 Hopkins Street in Rutland City offers two spacious units, each with 3 bedrooms and 1 full bath, an ideal setup for investors or owner-occupants looking to offset their mortgage. Everything has been done. New siding, new roof, new windows, fresh paint throughout, and beautifully refinished wood floors that add warmth and character to each unit. Both apartments feature all new appliances, making them immediately move-in or rent-ready without lifting a finger. The upper unit offers even more with access to a finished third floor that creates excellent bonus space, complete with two closets. Perfect for a home office, playroom, or additional living area that sets this unit apart. Utilities are already separated, simplifying management and maximizing flexibility. With strong rental demand in Rutland and 3-bedroom units typically commanding around $1,800/month, this property is well-positioned for solid cash flow. Vacant and ready for immediate occupancy or tenant placement. Clean, updated, and easy to rent! See MLS Property & Listing Details & 45 images.

$299,000 $115 per sq.ft. Rutland City VT Multi Family »

Number of Units 2   Total Sq. Ft. 2598  |  Acres: 0.15
Monday May 25, 2026
Description: Great income-producing opportunity right in the heart of downtown Rutland City. This nicely maintained two-unit, two-story property offers comfort, flexibility, and strong rental appeal. Each unit is equipped with its own laundry hookup, adding everyday convenience for tenants or owner-occupants alike. Enjoy outdoor living with a windowed porch for the lower unit and a private back terrace for the upper unit. The property also features a two-car garage, ample driveway parking, and two separate fenced yard/garden spaces--perfect for pets, gardening, entertaining, BBQs, or simply relaxing outdoors. Ideally situated directly across from the Green between Route 4/7 and Main Street, this location offers easy walkability to shopping, restaurants, parks, and everything downtown Rutland has to offer. The first-floor unit is owner-occupied full-time, while the upstairs unit offers 3 bedrooms and 1 bathroom with interior stairwell access. A lease is currently in place with long-term tenants paying $2,000 per month, providing immediate income potential. A versatile investment property in a prime downtown location with excellent owner-occupant or income-producing possibilities. LAST DAY OF SHOWINGS FRIDAY JUNE 5 OFFERS DUE SATURDAY JUNE 6 See MLS Property & Listing Details & 46 images.

$319,000 $95 per sq.ft. Rutland City VT Multi Family »

Price Change! Reduced by $1,000 down 0% on August 13th 2026
Number of Units 2   Total Sq. Ft. 3374  |  Acres: 0.22
Thursday Aug 13, 2026
Description: Turnkey income producing Victorian Duplex in the heart of Rutland City! Built in 1884, this well-maintained multi-family offers classic architectural character and immediate cash flow, with both units currently occupied by tenants. The upstairs unit is a cozy 2-bedroom, 1-bath layout. The downstairs unit is a spacious 3-bedroom, 1.5-bath home spread across two levels: the first floor features a kitchen, dining room, living room, a generously sized bedroom, and a full bath with in-unit laundry, while the second floor adds two more bedrooms, a half bath, and access to a large walk-up attic offering abundant storage. Additional highlights include hardwood and tile flooring throughout, an oil-fired hot water baseboard heating system, a stone and marble foundation, an unfinished basement, and a two-car detached garage on a gravel driveway, all set on a level city lot with public water and sewer. Whether you're adding a cash-flowing asset to your portfolio or planning to eventually live in one unit while a tenant helps cover the mortgage, 21 Royce St is a solid opportunity in a convenient Rutland City location. See MLS Property & Listing Details & 54 images.

$345,000 $140 per sq.ft. Rutland City VT Multi Family »

Number of Units 2   Total Sq. Ft. 2457  |  Acres: 0.38
Friday Jul 17, 2026
Description: Welcome home to this well-maintained property offering space, flexibility, and endless possibilities! The main level offers three comfortable bedrooms, a full bathroom and a beautiful updated kitchen with a convenient walk in pantry. A first-floor washer and dryer add everyday convenience and functionality to the home's thoughtful layout. The spacious living room and large dining area ideal for gathering with family and friends. Upstairs, you'll find three additional bedrooms, offering exceptional flexibility for a growing household, welcoming guests, creating a home office, or designing the perfect hobby or recreation space. Enjoy peace of mind with a new roof installed aprx. 3 years ago and most major mechanical systems less than seven years old. The home is also pre-wired for a whole house generator, making future installation simple and convenient. Step outside to the rear deck and unwind while overlooking the private backyard, naturally screened by mature foliage for a secluded setting. Adding to its appeal, this property was once configured as a two-unit home and offers the potential to be converted back, making it an excellent opportunity for multi-generational living or investment potential. Whether you're looking for a spacious single-family home or a property with income-producing possibilities, this versatile home is ready to meet your needs. See MLS Property & Listing Details & 43 images.

$449,500 $146 per sq.ft. Rutland City VT Multi Family »

Price Change! Reduced by $100,500 down 22% on August 5th 2026
Number of Units 2   Total Sq. Ft. 3084  |  Acres: 0.32
Tuesday May 12, 2026
Description: Investment opportunity with outstanding Route 7 North visibility and commercial zoning that opens the door to a wide variety of uses. This turnkey, income-producing property offers over 3,000 square feet of beautifully renovated space and includes a one-bedroom apartment that is currently leased to a long-term tenant for $1,060 per month, providing reliable year-round income. The spacious main residence features four bedrooms and four and a half baths and has operated as a highly successful Airbnb for the owners over the past several years. The property is also currently booked with seasonal renters from December 1 through March 31, offering immediate income to the next owner. Renovated from top to bottom in 2006, this impressive building was updated with quality furnishings, modern utilities, plumbing, insulation, wiring, oil furnace, central air, appliances, and an attractive interior highlighted by a cozy fireplace. Formerly a successful salon, the property offers exceptional flexibility for continued short-term rental use, an owner-occupied business, or a variety of commercial ventures. A large rear storage shed, abundant paved parking, and the fact that the property is being offered fully furnished make this a truly turnkey investment. Fantastic location just minutes to Killington Resort, pristine lakes, and an active downtown featuring Paramount Theatre, outstanding restaurants, farmers markets, and year-round events. Experience the very best of Vermont and Live Vermont! See MLS Property & Listing Details & 36 images.

$269,900 $123 per sq.ft. Shaftsbury VT Multi Family »

Price Change! Reduced by $50,100 down 19% on July 23rd 2026
Number of Units 2   Total Sq. Ft. 2190  |  Acres: 2
Monday Dec 1, 2025
Description: Currently being used as a primary home a vacant 2nd home, this property could be either a single family residence with/without an in-law house or as a 2 unit multifamily with 2 separate houses with your tenants paying all utilities responsible for their own plowing and yard upkeep. This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large living room. 3 bedrooms, including an addition with a large primary with 2 closets inlcuding one whick is a large walk-in closet. A large full bath with washer/dryer hookups completes the living area. The house has a partial concrete basement under the older portion, with a crawlspace under the addition. This main house needs some TLC including interior paint and could use new carpet and vinyl flooring. The smaller second house is located a few hundred feet from the main house and has its own separate driveway and a separate septic system (the 2 houses do share a common drilled well) This house features a 2 room design with the kitchen / living room space, large bedroom, full bath, and a utility/laundry room. At 798 sqft, there is plenty of room. There is some unresolved freeze damage to the plumbing in the 2nd house. All income figures are based on estimated rents for both houses. The property will be sold with units vacated so you can place your own tenants under your own terms. Stand-alone house rentals are hard to find and having 2 such houses on the same lot makes it twice as appealing. See MLS Property & Listing Details & 27 images.

$295,000 $262 per sq.ft. Sharon VT Multi Family »

Number of Units 2   Total Sq. Ft. 1992  |  Acres: 10.5
Wednesday Apr 1, 2026
Description: 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. Usability/buildability of the land to be confirmed by purchaser. PRE-INSPECTION AVAILABLE UPON REQUEST - Owner corrected a lot of the issues that were discovered at the inspection, leaving mostly cosmetic fixes for the new owners. One unit is rented month-to-month, and one has a 12-month lease. Purchaser could potentially buy out the lease, or request the building vacant at closing. Owner would consider granting a right of first refusal on the neighboring doublewide (two unit), which shares the septic system. This does not transfer with the property but could give a future owner the opportunity to acquire the adjacent units if they ever become available, and potentially control the entire septic system. So much potential for an investor to build sweat equity in this property. Video tours of each unit available upon request. 48-hour notice required for showings as both units are occupied. See MLS Property & Listing Details & 24 images. Includes a Virtual Tour

$129,000 $60 per sq.ft. Springfield VT Multi Family »

Price Change! Reduced by $10,000 down 8% on July 3rd 2026
Number of Units 2   Total Sq. Ft. 2144  |  Acres: 1
Tuesday Feb 3, 2026
Description: 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 being offered AS IS and cash sale only. See MLS Property & Listing Details & 1 images.

$129,000 $55 per sq.ft. Springfield VT Multi Family »

Price Change! Reduced by $20,900 down 16% on July 31st 2026
Number of Units 2   Total Sq. Ft. 2361  |  Acres: 0.13
Saturday May 16, 2026
Description: 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 bedroom up with an additional room off the bedroom. The 2nd unit needs to have a permanent heat source installed. Exterior features a metal roof, recently painted exterior, deck, covered porch, adequate parking, and a decent sized rear yard the borders a brook. Recent separate 100 amp CB electrical systems. Shared on demand propane domestic hot water. 2nd unit heat and adding a 2nd hot water tank would mean both units pay their own utilites. Currently owner occupied both units so income and expenses are estimated. Adequate onsite parking. See MLS Property & Listing Details & 49 images.

$249,900 $166 per sq.ft. Springfield VT Multi Family »

Waterfront on River
Number of Units 2   Total Sq. Ft. 1510  |  Acres: 0.25
Wednesday Jun 3, 2026
Description: Back on the market with an impressive list of recent improvements! Major updates include a new roof, new sewer line, upgraded electrical wiring, and a new hot water heater. The first floor has been extensively remodeled with fresh paint, high-end click-lock flooring, new kitchen cabinets, a dishwasher, bathroom vanity, toilet, and more. In addition to the oversized 1-car garage, the home features two enclosed porches as well as a deck overlooking the Black River. Formerly a single-family home, the property is currently configured as a duplex, featuring a 2-bedroom apartment on the first floor and a 1-bedroom apartment on the second floor. If you're looking for a home with with rental income potential or a property to accommodate multi-generational living, this versatile home offers plenty of possibilities. Currently the 2nd floor unit is rented and the 1st floor is vacant. Come see if it's the right fit for you! This home is also being sold as a single-family residence, please see MLS#: 5092654 See MLS Property & Listing Details & 26 images.

$299,000 $169 per sq.ft. Springfield VT Multi Family »

Price Change! Reduced by $20,000 down 7% on August 12th 2026
Number of Units 2   Total Sq. Ft. 1774  |  Acres: 0.25
Wednesday Jun 17, 2026
Description: Open House July 31 from 3-5 PM. 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 unit could significantly lower your net monthly housing costs, allowing you to spread out in the freshly renovated 3-bedroom, 2-bathroom main unit on a spacious corner lot. Enjoy the convenience of main-level laundry hookups and beautifully refreshed wood floors finished with commercial-grade, high-durability paint. The property also features a fantastic bonus space: a former 2-car garage that has been thoughtfully converted into a dedicated workshop featuring a raised floor perfect for hobbies, trades, or extra storage. Speak with your lender about how utilizing potential rental income could expand your home-buying budget beyond standard single-family limits! Note: Rental amounts, financing options, and purchasing power vary by lender and market conditions. Furnished photos have been virtually staged. See MLS Property & Listing Details & 40 images.