Brattleboro Condos for Sale

Welcome to Brattleboro, Vermont – a charming town nestled in the heart of Windham County, where the beauty of nature meets a vibrant community spirit. Known for its picturesque landscapes and rich cultural heritage, Brattleboro is a haven for those who appreciate the arts, outdoor adventures, and a close-knit community.

Brattleboro is renowned for its historic downtown, where you can stroll along Main Street, lined with unique shops, local eateries, and art galleries. The town is also home to the Brattleboro Museum & Art Center, which showcases contemporary art and offers engaging programs for all ages. With the Connecticut River winding through the landscape and the nearby Green Mountains providing endless opportunities for hiking, skiing, and exploring, Brattleboro is perfect for outdoor enthusiasts.

For those considering a move to this delightful town, we are excited to present a selection of stunning condos for sale. These residences offer a perfect blend of modern amenities and classic charm, providing a comfortable retreat after a day of enjoying all that Brattleboro has to offer. Whether you’re seeking a cozy one-bedroom condo or a spacious multi-bedroom unit, you’ll find a variety of options that cater to different lifestyles and budgets.

Living in a Brattleboro condo means embracing the ease of maintenance-free living while being part of a vibrant community. Imagine sipping your morning coffee on your private balcony, with breathtaking views of the surrounding hills, or hosting friends in your stylish living space. Discover your dream condo in Brattleboro today and start your new chapter in this enchanting Vermont town!

Newest Brattleboro Condos for Sale

$189,500

2 Beds ⋅ 2 Baths ⋅ 5112756 MLS

This cozy condo faces a hillside, landscaped with beautiful mature hydrangeas. Besides beauty, the hillside offers privacy and quiet. And no headlights will shine in your windows. The seller has totally renewed the unit with a new hot water heater, newer boiler, new gas range, new microwave, new closet doors and new flooring, and it was newly painted throughout. Then it was professionally cleaned. It is ready for you to move in. Association amenities include a swimming pool, tennis/pickleball courts, basketball, hiking trails, little libraries and common area gardens. The Association takes care of all outside maintenance. Downtown Brattleboro is within walking distance. Easy living awaits you at 29 Morningside Commons.

29 Morningside Commons, Brattleboro

$229,000

2 Beds ⋅ 2 Baths ⋅ 5111836 MLS

In this second floor condo you will not be bothered by steps overhead. You can relax on the back deck overlooking nature. You can spread out in the comfort of a living room, eat-in kitchen, 2 bedrooms and 1.5 bathrooms all on one floor. The seller replaced the double stainless steel refrigerator, the gas range, the dishwasher and the kitchen floor 2 years ago. The washer and dryer are 5 years old. The boiler and hot water heater were replaced 10 years ago. A wall air conditioning unit and 3 ceiling fans add to the ambiance. The Morningside Commons Association takes care of everything outside and provides a swimming pool, tennis/pickleball courts, a basketball area, hiking trails, little libraries and common area gardens for your enjoyment. Downtown Brattleboro is within walking distance. 164 Morningside Commons awaits you.

164 Morningside Commons, Brattleboro

$299,000

2 Beds ⋅ 2 Baths ⋅ 5110840 MLS

Quite simply, one of the finest units ever offered at Morningside Commons. This beautifully updated 2nd-FL condominium combines thoughtful design, quality upgrades, and true move-in-ready convenience in one of the association's most desirable locations. A priv. 1st-FL entry provides a practical mudroom area before leading upstairs to a bright, welcoming living space. The spacious LR flows seamlessly into the kitchen and opens to a priv. rear deck, creating an ideal setting for everyday living & entertaining. The standout kitchen features abundant cabinetry w/ soft-close drawers, brilliant under-cabinet lighting, a new butcher block island w/ seating, 5-burner gas range, pantry, & adjoining nook perfect for meals, work, or reading. The well-designed floor plan separates living areas from BR’s. The generous primary BR incl. a walk-in closet & updated en-suite BA, while a second BR w/ oversized closet is ideal for guests, hobbies, or a home office. A second full BA, laundry closet, & add’l storage complete the layout. Gleaming maple hdwd floors, attractive tile & vinyl finishes, large sliding windows, & abundant nat. light create a warm & inviting atmosphere throughout. Many recent improvements, incl. an on-demand heat & hot water sys., recessed lighting & paint thru-out, walk-in shower, & more. Situated on a desirable outside corner of the community, this unit enjoys exceptional privacy while remaining just steps from a charming footpath providing direct access to Morningside Cemetery for peaceful daily walks. This offering incl. a dedicated covered carport w/ a priv. shed large enough for bicycles, tools, seasonal tires, & more. Association amenities incl. a swimming pool, tennis/pickleball courts, community gardens, & little libraries. Conveniently located near the hospital, shopping, pharmacies, I-91, Amtrak, & downtown Brattleboro, this exceptional condominium delivers the perfect blend of comfort, style, convenience, & value. A rare opportunity not to be missed!

104 Morningside Commons, Brattleboro

$179,000

1 Beds ⋅ 1 Baths ⋅ 5110478 MLS

Don't wait to come view this newly remodeled, low maintenance, affordable and desirable ground floor end unit. Inviting circular flow, the spacious living room has a brand new slider with a view of the rear yard and the Whetstone brook. Plus, you have a brand new kitchen and appliances. The large bedroom with double closet has direct access to the newly renovated bath. This condo is located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more. Come visit this sweet home with an attractive price.

40 Brookside Dr Unit 2, Brattleboro

$190,000

2 Beds ⋅ 1 Baths ⋅ 5107706 MLS

Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer. Newer kitchen cabinets, countertop, flooring, bathroom vanity, vinyl windows and front door. This condo is located in a prime location with quick, easy access to I91, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more.

39 Brookside Dr Unit 5, Brattleboro

$230,000

2 Beds ⋅ 2 Baths ⋅ 5099302 MLS

This inviting 2 bedroom, 2-bathroom townhouse is located with privacy but close to Brattleboro amenities. Drive into your one car garage, in addition there is a storage area and laundry room. The second floor has a spacious living room and galley kitchen with eating nook which flows into a dining room and outdoor deck. The third level of this cozy condominium has a full sectional bathroom and 2 bedrooms with vaulted ceilings. Just next door is the Living Memorial Park offering swimming, baseball games, pickleball, skiing, skating and annual events, The popular Farmer's Market is also close by. Close to 1-91 this convenient property can be your next ....home sweet home. THE SELLERS WILL CONTRIBUTE 5,000.00 FOR CLOSING COST WITH ACCEPTABLE OFFER,

11 Evergreen Ln, Brattleboro

$299,000

2 Beds ⋅ 3 Baths ⋅ 5093917 MLS

Rare opportunity to enjoy single-level living with all modern conveniences on the main floor in this magnificent condo unit. Featuring a spacious primary bedroom with a walk-in closet and full en-suite bathroom, this home offers comfort and functionality throughout. A second bedroom provides flexibility for guests, a home office, or additional living space. The open-concept kitchen and dining area features quality KitchenAid appliances and flows seamlessly into the inviting living room. An additional full bathroom, first-floor laundry, and a walkout patio complete the main level. Large windows provide an abundance of natural light throughout the home. The finished lower level offers a spacious family room with a walkout door, a convenient half bath, and an additional large unfinished area ideal for storage, a workshop, or hobby space. Only a handful of units at Morningside Commons offer this highly desirable floor plan. Enjoy all the amenities Morningside Commons has to offer, including an inground pool, tennis and pickleball courts, and beautifully maintained grounds. Leave the snow removal, lawn care, and landscaping to someone else and enjoy the ease of low-maintenance living.

136 Morningside Commons, Brattleboro

$239,000

1 Beds ⋅ 1 Baths ⋅ 5081546 MLS

Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors magical in combination and truly beautiful. A home, an artist loft...so many uses, so unique, so inspiring...A Joy to own.

116 Birge St Unit 2, Brattleboro

$139,000

1 Beds ⋅ 1 Baths ⋅ 5081405 MLS

Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $156.00/month.

219 High St Unit 3, Brattleboro

$135,000

1 Beds ⋅ 1 Baths ⋅ 5081287 MLS

Welcome to this beautifully refurbished one-bedroom, one-bath condominium in desirable West Brattleboro. Freshly updated with new flooring, fresh interior paint, vanity, and a new oven, this move-in-ready home offers comfortable, low-maintenance living in a convenient location. Ideally situated just minutes from I-91, this condominium provides easy access for commuters while placing you close to many of the area's most popular recreational and attractions. Enjoy nearby skiing, scenic walks along Whetstone Brook, outdoor activities at Living Memorial Park, the vibrant Brattleboro Farmers' Market, and the beloved Vermont Country Deli. Whether you're looking for a year-round residence, a weekend getaway, or an investment opportunity, this inviting condominium combines modern updates with an exceptional location close to recreation, dining, and everything the Brattleboro area has to offer.

39 Brookside Dr Unit 7, Brattleboro

$239,000

1 Beds ⋅ 1 Baths ⋅ 5077121 MLS

Price Improvement! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings, cool factory-style windows, slate siding, and 2,000 square feet of sunny living space. The second level has a bedroom and a full bath, and the third level has two spacious private rooms that have been used in the past as bedrooms or office space with a large common/recreation area in between. Beautiful double patio doors open to a private sun-filled deck for outdoor dining. Zoning allows for a multitude of uses. Whether it's a primary residence, an artist studio, or a second home, this is a must-see for those who appreciate in-town offerings with a vibe and the only condo-ized loft on the market. Centrally located you are a stones throw to our lively downtown, Co-op, Kikitta Ahki park, hospital and I91. Look for the building with the Estey clock and prepare to be enraptured.

116 Birge St Unit 3, Brattleboro

Start Your Search

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .