Brattleboro VT Homes $350k to $500k

Browse all homes between $350,000 and $500,000 for sale in Brattleboro, VT. Contact Brattleboro Area Realty if you have questions or would like to schedule a tour.

Brattleboro VT Homes For Sale Listed $350k to $500k

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Under $200k | $200k-$350k | $500k-$800k | Over $800k


Brattleboro, Vermont, offers a variety of homes in the $350k to $500k price range that cater to diverse lifestyle needs. These properties often boast unique architectural features, blending traditional New England style with modern comforts. Whether it's a spacious family home with ample outdoor space or a charming townhouse close to downtown, there's something for everyone. Many of these homes come with upgraded kitchens, hardwood floors, and fireplaces, offering a blend of comfort and luxury. Nestled in this scenic community, homeowners can enjoy the best of Vermont living, with its vibrant arts scene, outdoor recreational opportunities, and easy access to local amenities. Learn more about Brattleboro!

142 Greenleaf Street Brattleboro VT 05301

Brattleboro, VT142 Greenleaf Street

Price$450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4993163

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,732

Don't miss out on this exceptional West Brattleboro gem! Nestled conveniently in West Brattleboro, this single-level home boasts a stunningly renovated kitchen at its core. Adorned with exquisite marble countertops and a refined color scheme, this kitchen is the heart of the home, seamlessly connecting to the entire living space so the chef is always part of the festivities. Bathed in natural light, the ambiance is both airy and welcoming. Cozy up by the charming gas fireplace in the living room, adding warmth and character to the space. Enjoy the convenience of one-level living, with a primary bedroom featuring an ensuite bath. The current owners have spared no expense in enhancing this property, resulting in a harmonious and cohesive atmosphere throughout. Step outside onto the spacious deck on the west side, perfect for soaking in the summer sun. Thanks to solar panels on the roof, this home operates at nearly net zero electricity consumption, offering both environmental and financial benefits. During the winter months, the two-car garage below provides dry and convenient access. Explore the beautiful landscaped yard, complete with a gardener's shed tucked away on the east side, surrounded by lush perennials and fruit trees. This move-in-ready property is a true sanctuary. Delayed showings begin on May 4th, 2024, with an open house from 11 am to 2 pm. Don't miss your chance to make this your dream home!

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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55 Thayer Ridge Road Brattleboro VT 05301

Brattleboro, VT55 Thayer Ridge Road

Price$395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4993121

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,184

Meticulously maintained, and in a desirable West Brattleboro location, this home truly has it all. Current owners installed solar panels in 2018, enhancing this already energy-efficient home. The spacious main floor has an inviting circular flow. From the kitchen's granite counters and stainless appliances to the elegant dining room, you are led into the stunning living room complete with a pellet stove. Sliding doors capture nature's beauty overlooking the spacious deck, level yard and beautiful stone wall. The main floor has an en-suite bedroom, as well as a guest full bathroom. The second floor has 9 foot ceilings, two large bedrooms, and a full bath with a soaking tub. Gorgeous cherry floors upstairs and oak down. The meticulous design of this well-thought-out home includes the finished lower level adding additional living space and a fourth bedroom. Homes of this caliber, condition, quiet dead end location, and price are rare. Make your private appointment to tour this beauty. Delayed showings until Friday, May 3rd by appointment.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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99 Clark Street Brattleboro VT 05301

Brattleboro, VT99 Clark Street

Price$350,000

Est. Mortgage: $/month

MLS Number 4991267

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 0.09
  • Square Feet 2,810

Welcome to 99 Clark Street 4-unit multi-family residence with recent updates and renovations, ideally located in-town, offering accessibility to shops, downtown, hospitals, and schools. This property boasts a diversified unit mix, featuring 1 studio, 2 one-bedroom, and 1 three-bedroom units, ensuring broad appeal to prospective tenants. With a current NOI* of $39,402.75 and a valuation above 11.4% cap rate (12%+ cap if self-managed), this property stands as a solid investment opportunity. Each unit offers modern amenities and comfortable living spaces, promising tenant satisfaction and retention. Take advantage of the attractive price per unit and capitalize on the potential for long-term growth. Whether you're an investor seeking stable rental income or a homeowner looking to offset mortgage expenses, 99 Clark Street presents an enticing opportunity.

Listed by Kate Barry of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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16 Vermont Avenue Brattleboro VT 05301

Brattleboro, VT16 Vermont Avenue

Price$419,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4990567

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,846

Vermont Avenue! Impressive in-town home in a desirable location. The property comes with a quick 1/4 mile sidewalk jaunt to downtown, or in the other direction, the Marina/trails. In a much-loved neighborhood, this absolutely charming three bedroom, 1.5 baths Craftsman-style home includes high quality, beautiful woodwork- including the floors and charming built-ins. You will appreciate the lovely southern exposure, the attractive, aesthetic layout, a cozy propane fireplace, central air-conditioning, first floor office with French doors, a fabulous sunroom looking out over the fenced-in level backyard, a covered front porch, 2 car garage and much more! Delayed showings until Saturday, April 13th. Make your appt. today!

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Cottage Street Brattleboro VT 05301

Brattleboro, VT25 Cottage Street

Price$380,000

Est. Mortgage: $/month

MLS Number 4950677

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 0.15
  • Square Feet 3,264

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

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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965963 Western Avenue Brattleboro VT 05301

MLS Number 4949950

  • Multifamily
  • Units 2
  • Bathroom 2
  • Acreage 0.46
  • Square Feet 2,358

This elegant former professional office building has been completely renovated and converted to two, upscale apartments in 2021 - 2022. The first floor is beautifully appointed with period maple woodwork, floors and built-ins. Each apartment has 2 bedrooms, a sleek new kitchen, renovated baths, and refinished hardwood floors or high-end carpeting. Both apartments have new Ruud FHA furnaces with new, insulated ductwork and new Ruud hot water heaters. The building has been extensively rewired including new recessed LED ceiling lights and three new CB panels. The sewer pipe to the street was replaced and the Town water lead intake pipe was replaced with copper. There is blown-in cellulose insulation in the walls and cap and an additional 6” of fiberglass was added to the cap. The slate roof has had any broken slates replaced, a new snow and ice shield on the westside and a couple of valleys replaced. All but two windows have alum combo storms and all window weights were replaced. This listing includes a subdivided .28 acre subdivided building lot (See MLS 4932872).

Listed by Pamela Long of East Coast Inn Brokers

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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573 South Main Street Brattleboro VT 05301

MLS Number 4930318

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 0.65
  • Square Feet 3,312

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.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10 Birge Street Brattleboro VT 05301

Brattleboro, VT10 Birge Street

Price$370,000

Est. Mortgage: $/month

MLS Number 4928848

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 0.15
  • Square Feet 3,002

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!

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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965 Western Avenue Brattleboro VT 05301

Brattleboro, VT965 Western Avenue

Price$360,000

Est. Mortgage: $/month

MLS Number 4928630

  • Multifamily
  • Units 2
  • Acreage 0.18
  • Square Feet 2,358
  • PricePerSqFt 152.67

This elegant former professional office building has been completely renovated and converted to two, upscale apartments between 2021 and 2022. The first floor is beautifully appointed with period maple woodwork, floors and built-ins. Each apartment has a sleek new kitchen, 2 bedrooms, renovated baths and refinished hardwood floors or high-end carpeting. Both apartments have new Ruud FHA furnaces with new, insulated duct work and new Ruud hot water heaters. The building has been extensively rewired including new recessed LED ceiling lights and three new electric meters and circuit breaker panels panels. This turn-key upscale apartment building is located in the Village Center Zoning District making it perfect for someone seeking both living and office space. Walking distance to Academy School. Available together with adjacent building lot (MLS #4932872) for $410,000.

Listed by Pamela Long of East Coast Inn Brokers

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2024 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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 18, 2024 5:53 PM EDT