Properties Near 1073 Upper Dummerston Road Brattleboro, VT

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4 condo units being sold together as a great residential package investment opportunity! Rent them, live in one and/or sell them off individually. This offering includes 4 of 5 units in a charming condo development just minutes from downtown, the hospital, shopping, and I-91. Unit 5 has been sold. The property features a large shared yard, off-street parking, and strong rental potential. The owner currently receives approximately $7,000/month in rental income. Additionally, the town has indicated the lot could support the construction of another house, offering even more upside. All units are fully furnished and currently rented, except one mid-renovation. Unit 1 is a spacious 2BR/1BA with a walk-in pantry, washer/dryer, mudroom, oil heat, and private side porch. Unit 2 is a cozy 1BR+ with a walk-in pantry, electric heat, and small porch. Unit 3, currently under renovation, is a large 2BR with gas heat, generous living room, and private front porch—ready for finishing touches. Unit 4 is an updated 1BR/1BA in excellent condition with charming period details. All units feature classic touches like clawfoot tubs and porches. A unique opportunity to own a versatile, income-producing property with potential for future development.
This very Vermont country home is nestled on a peaceful, beautifully landscaped 1.5 acre lot along Upper Dummerston Road. Built with unparalleled craftsmanship by some of the region’s finest artisans, the home exudes exceptional quality throughout. At the heart of the residence is a large chef's kitchen, complete with a gas fireplace, granite countertops, solid maple cabinetry, and premium Wolf and Jenn-Air side-by-side ovens and range & walk-in pantry. The home features three bedrooms, one located on the first floor, and one upstairs with a soaring cathedral ceiling. Additional spaces include a formal dining room, a spacious living room, two beautifully tiled bathrooms, and a finished basement designed for both relaxation and entertaining. The interior is thoughtfully crafted with warm tones, hardwood cherry and oak floors, and solid wood doors. Energy-efficient windows and a newly installed boiler system, and heat pumps for both floors ensure year-round comfort. A generous 2-car garage offers ample storage space above, while a tiled mudroom provides added convenience. The maintained grounds include perennial and raised vegetable gardens, flowering trees and shrubs, stone walls, and a custom-built outdoor craft/sitting area. A professionally designed Ashfield Stone Patio, complete with a wood-fired oven (Pizza!!) crafted by a local mason, offers the perfect setting for outdoor entertaining.
This beautiful Victorian home is just a short stroll from vibrant Brattleboro and has access to a huge town trail network. Nicely landscaped and has a partially fenced yard for pets or children. The house has lovely Victorian detailing and includes 3 covered porches. The formal entry has hardwood flooring, period staircase, stained glass window and a 3/4 bath. The adjacent front parlor includes oak flooring, ceiling fan and double French doors opening onto a cozy living room w/ornate fireplace w/gas stove, ceiling fan and hardwood floors. There is a formal dining room w/built-in hutch and Southern pine flooring. Then kitchen is delightful boasting elegant wainscoting, spacious center island and a walk-in pantry/mud room. The 2nd level offers a blend of comfort and style w/3 bedrooms, 2 of which share a full tiled bath. The primary bedroom is a serene retreat w/direct access to a 2nd floor covered porch, a private dressing room and an en suite tiled bath. The 3rd level unveils even more versatility with a large finished storage room that opens onto a "Summer Bedroom" w/colored glass windows, perfect for additional living space or creative pursuits (artist studio?). This charming home celebrates period Victorian features and a sense of elegance. There is a 2-Car garage, central air conditioning and the residence is located in a highly sought after neighborhood. A special spot offering comfort, beauty and a unique sense of place. Delayed showings 4/28/25.
You choose! This amazing property can be used as one of the grand ladies of the neighborhood...just open a door or two and repurpose the kitchen...what a nice laundry room it would make...or use as is with 2 flats, live in 1 and have a bit of income from the other...What else, you might ask! There is a rear section of the house ready to be reclaimed, and a barn attached that could also be built out as living space!. So...a nice big rambling home or maybe 2 more apartments! And there is more! In the back, out of the way...there is a beautiful 40x40 building for all sorts of uses...storage, workshop,....perhaps create a bonus room! There is so much to consider you will need to take a bit of extra time to look at this one. Please, respect the tenants, a 48 hour notice and be prepared for shoe removal for the apartments!
You choose! Such a versatile property...invest in 2 rentals...live in either unit and rent the other...maybe develop the barn into another unit, home business, workshop..(check with Zoning). Just short of an acre (.86) the land is the big, big seller....the huge, mostly level back yard is already lush with flourishing fruit trees and blueberry bushes. There is a garage/gardening shed for your lawn tractor and gardening equipment, or tune it up and give your collectable car a new home. Age in place! Everything you need on the first floor with bed, bath and laundry. Newly renovated, this one sparkles and shines. There are still some touches for the new owner in the warmer weather to complete, but you can move right in, start collecting rent from the 4 room apartment in the rear, range, fridge, w/d included. $850 a month and they pay their utilities. Great for income or generation x interim housing! Apartment shown on 2nd showing and with 48 hour notice. Shoes off, so wear those slip ons.

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