Brattleboro VT Homes $350k to $500k

Browse all homes between $350,000 and $500,000 for sale in Brattleboro, VT. Contact us 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

1073 Upper Dummerston Road Brattleboro VT 05301

MLS Number 4883540

  • Residential Single Family
  • Square Feet 2,120
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

A Vermont Country home in a peaceful and beautifully landscaped 1.5 acre lot located on Upper Dummerston Road. This home has been designed and finished with detail by some of the best craftsmen in this area. It features a large professional chef's dream kitchen complete with gas fireplace, Granite countertops, solid Maple Cabinets, Wolf and Jenn-Air side by side ovens and range. Walk-in pantry, hand-made Italian tiles and beautifully painted walls using various colored pigments from Provence. This home features three bedrooms including primary with cathedral ceiling, separate dining and living room with two tiled bathrooms, and a finished basement for entertaining and relaxation. The owners have meticulously designed the interior with warm colors, hardwood cherry and oak flooring, Hubbardton Forge lighting, solid wood doors, along with energy efficient windows, newly installed heat pump system for both floors. This home has a very spacious 2-car garage with full storage above, and tiled mudroom entrance. The grounds include several well-kept & designed Perennial and raised vegetable gardens, flowering trees & shrubs, stone walls, hand built outdoor craft or sitting structure. A professionally designed Ashfield Stone Patio with a Chef's dream Outdoor Wood Fired Oven hand crafted by local stone mason. This home is designed for comfort and entertaining indoors and out. The land across the street is in Land Trust. Close to Brattleboro Country Club. Delayed showings 9/25/21

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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35 Cedar Street Brattleboro VT 05301

Brattleboro, VT35 Cedar Street

Price$389,000

Est. Mortgage: $/month

MLS Number 4883412

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,628
  • Construction Existing

Come home to this beautiful light-filled farmhouse in the desirable Tree Streets neighborhood, with the Retreat Woods practically out the back door. Just 1/2 mile to downtown & I-91 and 1 mile to the farmer's market, this house couldn't be more conveniently located- a perfect blend of nature access and in-town living. Built circa 1880, this delightful farmhouse has been lovingly updated and is move-in ready. Upstairs is a master bedroom with french doors to a sitting room that looks out to the woods, a second bedroom with a skylight, plus a full bath with built-ins and a soaking tub. The first floor has a bright & spacious kitchen, open-concept living/dining room, office/den with a private entrance, a full bathroom with laundry, and another bedroom/study with extensive built-ins. There are hardwood floors throughout the home, 3 covered porches, a slate roof, and detached 2-car garage with a full second story. Extensive edible landscaping in the front includes mature fruit trees, berries & grapes, plus perennial & annual flowers, herbs & vegetables. The backyard, originally designed by Gordon Hayward, features well-established perennial woodland gardens and multi-level stonework. Closer to the house there is a stone patio and a new landscaping opportunity where a large tree was recently removed. Get in touch today as showings start Thurs. 9/23, with offers due by noon on Mon. 9/27. We look forward to seeing you soon!

Listed by Claire Renaud of Berkley & Veller Greenwood Country

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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11 Strawberry Hill Brattleboro VT 05301

Brattleboro, VT11 Strawberry Hill

Price$429,900

Est. Mortgage: $/month

MLS Number 4875082

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 2,542
  • Bathroom 3
  • Construction Existing

This 1940's Cape is rich with charm and elegance. From the beautiful oak floors which accentuate the detailed crown molding to the finely crafted trim work throughout the house. This is surely a must see! This house offers a beautiful and large living room with a wood burning brick fireplace. The den/library has a full wall bookcase that makes for a great retreat to read a good book. The kitchen is large with plenty of counter space along with an ample number of cabinets and a breakfast nook. Additionally, there is a very spacious formal dining room with matching built-in corner cabinets. The elegant staircase leads you upstairs to three uniquely designed bedrooms and one full bath. The basement includes a large bonus room with brick fireplace and complete laundry with utility sink. Above the spacious two car garage you will find another bedroom and adjacent office area along with the full bath ideal for office, guests or in-law. Retreat to the back yard and enjoy the large 36' X 18" crystal clear inground pool All of this is conveniently located in town on 1.9+/- nicely manicured acres.

Listed by Lori Muse of Muse and Associates Real Estate

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%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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92 Canal Street Brattleboro VT 05301

Brattleboro, VT92 Canal Street

Price$395,000

Est. Mortgage: $/month

MLS Number 4824025

  • Multifamily
  • Square Feet 7,068
  • Units 7
  • Acreage 0.28

MAKE MONEY TODAY!! Prime location! Turnkey investment! Use current available space for your business (rent-free!)Or rent all units and maximize your investment!!! Walk to downtown, Coop, Hospital and other great services - capture that downtown excitement. Truly an incredible money-making investment with great roadside visibility! Layout is very flexible; come and take a look and see what fits your needs! Over 7,000 sqft of multi-use space...7 units: 3+ storefronts, 1 2-bed, 2 1-bed, 1 studio, 1 garage, 12+ parking spots, loading dock, and lots of storage. Updated electric and plumbing, new Buderus heat and hot water system in 2014, new vinyl roof in 2015.

Listed by Brattleboro Area Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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22 Myrtle Street Brattleboro VT 05301

Brattleboro, VT22 Myrtle Street

Price$350,000

Est. Mortgage: $/month

MLS Number 4881992

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,668

Rare ownership opportunity in a most-desired area of Brattleboro. This “tree street” property is currently used by an extended family as a 2-family, but could easily be converted back to a single-family or single-family with in-law apartment. VERY quiet, peaceful neighborhood. Close to downtown, walking trails at Retreat Farm and Chestnut Hill Reservoir, Crowell Park, Memorial Park, and Exit 2 of I-91. Many improvements and up-dates. Both floors offer 2 BR's, spacious kitchen, dining and living rooms and laundry hook-ups. 1st FL has 2 BA's, an office and an expansive deck with southern exposure. 2nd FL has one 4-fixture BA and a sweet sunroom and deck with southern exposure. Both floors offer a nice mix of hardwood and softwood flooring. High ceilings! Loads of windows for natural lighting. Plenty of off-street parking on paved driveway and a 2-car garage. Spacious and private backyard awaits your creativity. New heating system! Superb opportunity for an excellent neighborhood property! Delayed showings begin September 18, 2021.

Listed by Dan Normandeau of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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22 Myrtle Street Brattleboro VT 05301

Brattleboro, VT22 Myrtle Street

Price$350,000

Est. Mortgage: $/month

MLS Number 4881993

  • Multifamily
  • Units 2
  • Square Feet 2,668
  • Bathroom 2
  • Acreage 0.21

Rare ownership opportunity in a most-desired area of Brattleboro. This “tree street” property is currently used by an extended family as a 2-family, but could easily be converted back to a single-family or single-family with in-law apartment. VERY quiet, peaceful neighborhood. Close to downtown, walking trails at Retreat Farm and Chestnut Hill Reservoir, Crowell Park, Memorial Park, and Exit 2 of I-91. Many improvements and up-dates. Both floors offer 2 BR's, spacious kitchen, dining and living rooms and laundry hook-ups. 1st FL has 2 BA's, an office and an expansive deck with southern exposure. 2nd FL has one 4-fixture BA and a sweet sunroom and deck with southern exposure. Both floors offer a nice mix of hardwood and softwood flooring. High ceilings! Loads of windows for natural lighting. Plenty of off-street parking on paved driveway and a 2-car garage. Spacious and private backyard awaits your creativity. New heating system! Superb opportunity for an excellent neighborhood property! Delayed showings begin September 18, 2021.

Listed by Dan Normandeau of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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191 Clark Avenue Brattleboro VT 05301

Brattleboro, VT191 Clark Avenue

Price$395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4871233

  • Multifamily
  • Square Feet 4,260
  • Units 4
  • Acreage 0.44

A handsome, fully renovated 1800s office/multi family building a stone's throw from the hospital with 3 occupied apartment units. The 1,800+ square foot ground floor is finished as a medical office with reception, laboratory, exam rooms, offices and waiting room. The property offers ample off street parking and could easily be converted to any type of professional office or many commercial uses that fall under the Institutional Zoning District. At market rent for the office space, a new owner can expect to yield a 9% cap rate. The three upstairs apartments are equipped with separate electric meters. Owner currently pays for all utilities, but conversion is possible. Building was totally renovated and enlarged in 2000. It's in excellent condition.

Listed by John McPherson and John Hatton of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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9 Fort Dummer Heights Brattleboro VT 05301

MLS Number 4837329

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,256

Welcome to the Green Mountain State! Enjoy the picturesque scenery as you drive up the beautiful mountain view road. This ideal location is one minute from Fort Dummer State Park and only minutes from the vitality of downtown Brattleboro and local schools. This property has so much to offer and there is something for the entire family. A Chef's dream! Get engrossed in the expansive kitchen with endless counter space, storage, and oversized island with second sink. The open kitchen dining area is fabulous and allows access to a stunning front deck. The first floor provides two separate living rooms. Use one for a dedicated fun room or take advantage of its private entrance, bathroom and deck for use as separate living quarters. There is also a welcoming mud room with adjoining full size closet. A gorgeous set of French doors invites you into a spacious home office. Extras include a walk-in pantry, laundry room, Harman pellet stove and solid hard wood/tile flooring throughout the home. The second floor has 4 bedrooms/2 baths and custom built in features. The full front farmer's porch and huge sunny deck offer the tranquility you desire to enjoy a morning coffee or take in the beautiful sunsets. Lovely gardens, a two bay garage with workshop complete this home that has been well loved and cared for. The quality and the craftsmanship is beautiful and unique. Tucked away on a dead end road at a location we all desire.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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76 Green Meadow Brattleboro VT 05301

Brattleboro, VT76 Green Meadow

Price$379,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4864679

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,911

EXTRAORDINARY OFFERING. Absolutely charming ranch style home situated on a double lot in one the most sought-after residential neighborhoods in Brattleboro. Wonderful features throughout. Sky-lit, stone floored entrance foyer connects the garage, kitchen and stunning Florida/Sun Room. Elegant formal Living Room with brick fireplace and bookshelves, Dining room with built-in china display. Den/Study, which could easily be converted to third bedroom, has drop leaf desk top in wall. Multiple bay windows allow for great natural light. Full basement and stairs to attic storage. Central Air-conditioning.

Listed by Vincent Dolan of RE/MAX Town & Country

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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93 Summit Circle Brattleboro VT 05301

Brattleboro, VT93 Summit Circle

Price$495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4861222

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,016

This exquisite Crastsman style home is located on over 2.5 acres with mature plantings, stone walls and spectacular Easterly views (wonderful sunrises!). The interior is beautiful and light filled and attention to details is evident in the custom milled window & door casings, the built-in cases & columns in hand rubbed mission oak finish, authentic forged brass, cast iron and cut glass hardware. Features include: Thoughtfully designed Kitchen with custom maple cabinets with cherry overtrim, Corian counters, built-in table/bench and stainless appliances; Adjacent Dining Room with hardwood flooring and large windows framing the view; Inviting Living Room with pillared entrance, Hearthstone woodstove and patio doors to the rear deck; Double French doors from the LR access the Formal Entrance with large closet, Italian ceramic flooring, entry door stained glass sidelights, Laundry and Powder Room. Custom period staircase accesses the Master Bedroom and the 2 Guest Bedrooms. The Master features walk in closet and tiled en suite Bath with soaking tub and separate oversized glass fronted shower. The Guest Bedrooms share another tiled Bath. Full Basement provides a Buderus Boiler, fire suppression system, bulkhead & work area. Other features include: wood blinds, covered front porch and so much more. A beautiful home on a special piece of Vermont!! (Sale subject to seller finding suitable alternate housing). Delayed showings until 5/21/2021.

Listed by Robert Doyle of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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238 Marlboro Road Brattleboro VT 05301

Brattleboro, VT238 Marlboro Road

Price$370,000

Est. Mortgage: $/month

MLS Number 4845361

  • Multifamily Multi-Family
  • Square Feet 1,728
  • Units 6
  • Bathroom 6
  • Acreage 0.37

WOW! So much to offer! RT 9 road frontage, .37 acres, plenty of off street parking, commercial possibilities, easy commuting to the cities! It is unusual to find a modern building with 6 income producing units. Last owner lived in one unit, had a business in another and still had income from 4 apartments. The off street parking is plentiful with more room for gardening and a nice street presentation. Located on pavement, on the bus route. minutes to downtown and walking distance to some support stores. This would make a great family complex for multi generational families, moms and dads with the x generation still living at home, or parents and grand parents who are a lively part of the family. For investors: easy to maintain, desirable a bit of country location, clean lines for easy paint and maintenance, new 2nd floor escape stairs in the rear, makes this building worth the look. Check out the income and net to see if it is a great investment for you.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 September 21, 2021.