Brattleboro Vermont Real Estate

Great opportunity for starting or expanding your investment portfolio. Good rental income and affordable property. Nice location. Good parking for tenants and private porches. Minimal yard maintenance.

What a great way to start your home ownership! A tenant can help with the monthly expenses letting you build your own reserves and take a bit of pressure off the cost of home ownership! This 2 family has two-3 bedroom units, a nice yard and off street parking. Check it out and see for yourself...please respect the 48 hour notice for tenants, mask up! No interior photos due to tenant privacy. The vacant lot next door is not part of the offering. Seller to complete a 1031 Exchange. Owner is a Licensed Real Estate appraiser.

Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers a rare "move-in ready" opportunity for both savvy investors and owner-occupants. 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. With new toilets and stainless/modern appliances, these vacant units are truly turn-key and ready for immediate occupancy at market rates. Unit 2 also benefits from a recently installed water heater. The third unit provides immediate cash flow with a reliable tenant in place. Enjoy peace of mind with separate utilities, state lead compliance, vinyl siding, and several replacement windows. Located in a highly walkable area—just steps from downtown, grocery stores, the hospital, and public transit—this property combines low maintenance with high income potential. The spacious 2-bedroom units feature bright living areas and comfortable bedroom sizes, while the 1-bedroom unit offers a cozy, efficient layout. Each unit is thoughtfully designed to maximize natural light and functional living space. Off-street parking included. With major updates already completed—including vinyl siding, selective window replacements, and recent interior renovations—this property is designed for low-overhead management. The separate utility configuration allows tenants to manage their own heating and electric costs, further simplifying ownership. Don't miss this opportunity to own a high-quality, turn-key multifamily in one of Brattleboro's most convenient locations. Schedule your showing today!

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.

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 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. There are two furnaces and two oil tanks, one for the first floor, one for the second floor, and a propane wall unit for the third floor.

Just around the corner! From the middle and high school, Oak grove elementary! Pop around the corner for all the high school games, exercise at the track. Interstate is minutes away for easy access to work or play! One apartment is over 1,000 square feet so tons of room for owner occupancy! 2 nice front porches. Worth looking at for either your own home or as an investment. Masks please. Owner is a licensed appraiser and is doing a 1031 exchange. 48 hour notice to show.

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. Seller is doing a 1031 exchange. 48 hour notice to show, mask up please!

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

This turnkey income generator is now move in ready! One side is vacant and ready for your plans, the other has a successful Airbnb rental history and was completely renovated in 2018. Brand new hot water heater, dishwasher, garbage disposal, and toilet have just been installed. Both have in-unit washer & dryer. Enter through the thoughtfully crafted mudrooms with generous built-in storage. The open-concept kitchen, dining, and living areas create an inviting downstairs living space, while the private second floor houses the bedrooms and full bath. The Airbnb unit is available to come completely furnished as seen in photos. The other unit is a mirror image with strong rental history. This Multi-Family home features a two-car garage, mature landscaping, a generous garden area, and the most charming, quintessential New England attics that could be finished into an office, play area ... anything you can dream up. 58-60 Frost Place delivers proven performance with flexible ownership options, representing the sweet spot where investment meets lifestyle. You'll love the walking proximity to downtown but it will be nice to have parking for 8+ cars on this quiet tucked away street. This beloved Connecticut River town attracts visitors and long term residents by its unique people powered arts scene, and strong community spirit that won Vermont's 2023 "Strongest Town Contest."

Conveniently located in Brattleboro Center, this historic three-family home offers the perfect blend of Historic charm, and modern convenience. It is an ideal opportunity for an investor seeking profitable rental income or an owner-occupant looking to live on the main level while offsetting their mortgage with two additional rental units. The first-floor unit features high ceilings, French doors, built-ins, and beautiful pine floors in the living and dining rooms. The updated kitchen includes stainless steel appliances, refaced cabinets, newer floor, newer refrigerator, dishwasher, and hood. This unit offers a spacious master en-suite, a second large bedroom, a hallway bath, a mudroom entryway and a large laundry room with ample storage. The side entrance leads to a private porch and a newer, spacious Trex deck, perfect for entertaining or relaxing while enjoying cool summer breezes. The second floor contains two additional apartments. Unit 2 includes two bedrooms and one bath w/ private covered porch and separate back entrance, while Unit 3 is a studio with a combined bedroom/living area and a spacious walk-in closet. Each unit is equipped with separate electric meters and panels. Major Improvements in the last 10 years include vinyl siding (2019), a new oil tank (2019), a water tank (2018), the Trex deck, reinforced porches & pvc railings, and numerous interior upgrades. The property also features a full basement with a workshop, four parking spaces, and a newer bicycle shed. The location is ideally situated near Main Street shopping, restaurants, the hospital, museum & art center, and the Connecticut River. It is a commuter’s dream, located in close proximity to the Brattleboro Transportation Center, the Amtrak Station, and the highway (I-91). For winter and outdoor enthusiasts, it is less than an hour from premier Southern Vermont ski resorts, including Mt. Snow, Stratton, and Bromley. Don't miss out on this amazing Opportunity!

What will the next life be for this iconic property? From popular and innovative hair salon to successful dental practice to a 4 unit family complex….pick your use!!! Owner occupied business…roomy apartments…small business complex…this multi use property has been renovated in the last few years with nice kitchens and baths..and has been used essentially as a single family with a huge yard, paved parking and easy access. Some permits may be required but it is a great base to start a new investment

Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The building offers a diverse income stream through a combination of residential and commercial tenants. Tenants benefit from proximity to shops, municipal services, public parking, and local transit routes. The property has a consistent rental history and is served by town water and sewer. This is an opportunity to acquire a multi-unit downtown building with established income and future upside potential. Showings by appointment only.