Brattleboro VT Homes $500k to $800k

Browse all homes between $500,000 and $800,000 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 $500k to $800k

Search Smarter - Create an account to save your favorite listings and we'll notify you when similar properties hit the market.

Browse Brattleboro VT Homes By Price:
Under $200k | $200k-$350k | $350k-$500k | Over $800k


Homes in Brattleboro, Vermont priced between $500k and $800k often exude an undeniable charm and elegance. These properties typically offer a higher degree of luxury, with features such as expansive living spaces, gourmet kitchens, and stunning outdoor areas. Many boast unique architectural details, seamlessly blending Vermont's historic charm with modern amenities. Some homes in this price range may also offer exceptional views of the picturesque Vermont landscape, including mountains, forests, or water bodies. The location offers a wonderful balance of small-town charm and accessibility to cities like Boston and New York, making it a great choice for those seeking a peaceful retreat without being too far from urban conveniences. Learn more about Brattleboro!

145 Greenhill Parkway Brattleboro VT 05301

MLS Number 5000764

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,044

Rare opportunity to own a home with easy access into Brattleboro, yet privacy and amenities usually only found much further out of town. This beautiful property sits nestled on an end of road location with utter privacy thanks to mature trees and beautiful landscaping. There is large level lawn space backed by exposed natural ledge, terraced vegetable and flower gardens with stone retaining walls, a stunning in ground heated pool with new pump and heater, large patio entertaining space, brand new aluminum fencing, and an inviting year round hot tub. The interior of the home boasts a newly updated kitchen with custom cherry cabinets and granite counters, a farmhouse sink, stainless appliances, and great natural light, open to a spacious dining area and large three season porch with tremendous windows and light. Continue on to a large living room with wood burning stove and brick hearth, lovely updated half bath, and main floor office. The hall leads to a large mudroom entry off the 2 car garage with great storage. Head up the formal staircase to the second floor with primary bedroom with en-suite bath, 3 guest bedrooms, additional recently renovated full bath, and a large family room with amazing space and huge walk in closets. The whole home has tremendous storage and closet space, but additionally there is a pool house, wood shed, and tool shed. Finally there is a paved drive affording easy year round access and maintenance. Extensive updates make this truly turn key.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

31 Red Tail Lane Brattleboro VT 05301

Brattleboro, VT31 Red Tail Lane

Price$539,000

Est. Mortgage: $/month

MLS Number 4999433

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,120

This wonderfully unique home was designed and built for the owner, by the owner, in 2022. The house is close to downtown but is privately nestled in a new neighborhood just off the beaten path. The beautiful rear porch is surrounded by professionally maintained gardens, a meadow view, and a lovely secluded rear lawn. The interior open-concept layout shows a U-shaped kitchen with a long center island at one end and the living room with huge windows to the gardens at the other. One-level living is hard to find and this is a perfect fit with an attached garage so no raindrops will ever fall on your head. The energy efficiency of this home is 5-Star +. This is a house of the future - all-electric, no fossil fuels, an impressive HERS rating, an induction range, a heat pump dryer, and a heat pump water heater. The energy usage for the calendar year 2023 totaled $1188. (with daytime thermostat at 69, nighttime at 66). The addition of a modestly sized photovoltaic roof system would bring the annual energy usage down to zero.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

145 High Street Brattleboro VT 05301

Brattleboro, VT145 High Street

Price$589,000

Est. Mortgage: $/month

MLS Number 4999288

  • Multifamily
  • Units 6
  • Acreage 0.51
  • Square Feet 4,345
  • Utilities Other

Glorious Italianate Victorian Manse, tastefully sectioned into 6 apartments and 1 art Studio. Large .51 acre lot offers room to develop more needed housing if desired. Recent upgrades include 3 recently renovated units, new paved driveway for ample parking. Chimneys were capped with recent repointing work. Newer main roof. Private back patio and yard. There's room to expand for a 7th Apartment.

Listed by Dave White of OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

7 Chase Street Brattleboro VT 05301

Brattleboro, VT7 Chase Street

Price$589,000

Est. Mortgage: $/month

MLS Number 4996622

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,113

This 3-bedroom/2-bathroom home with attached 2-bedroom/1-bathroom in-law is situated on a corner lot in a quiet neighborhood steps to downtown Brattleboro. This recently renovated antique home offers the best of both worlds: With the convenient location, you'll enjoy easy access to local amenities including shops, restaurants, parks, and more. Escape the hustle and bustle of downtown in the peaceful, professionally landscaped backyard or explore the Retreat Trails, steps from the front door. While retaining its antique charm, the home has undergone extensive updates to offer all of the contemporary comforts. Enjoy the spacious layout of the main residence with ample natural light and modern amenities, including stainless appliances, wide pine plank flooring, and an inviting covered porch entry. The attached apartment, built in 2011 offers endless possibilities. The two units can easily be reconnected to enlarge your living space, or keep them separate and rent one for supplemental income. Don't miss your chance to own this exceptional property offering endless possibilities for comfortable in-town living and potential rental income.

Listed by Rebecca Hiam of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

135 Upper Dummerston Road Brattleboro VT 05301

MLS Number 4993919

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,600

An ideal location from which to enjoy the countless in-town and country activities available in the Brattleboro area! This circa 1910 arts and crafts style cedar shingle house was one of Brattleboro's historic downtown homes and was moved to its current enviable location in 1996. The house sits 1/8th of a mile off of Route 30, within one mile of downtown Brattleboro and even closer to the active Retreat Farm (with its seasonal music and food truck roundups), the Meadows (water related activities) and the extensive Retreat trail system. The house is under 1/4 mile from the Brattleboro Country Club for golf, cross-country skiing and dining. The home offers an exceptional combination of country living and accessibility and features wood floors with radiant heat, a wood burning fireplace with built-in bookcase surrounds, high ceilings throughout, a formal dining room, office, and a kitchen with informal kitchen dining area with abundant natural light. The second floor is home to four spacious bedrooms and a full bathroom. The primary bedroom includes another private ensuite bath. There is ample outdoor common area including a 440 square foot deck above the home's two-bay garage and a covered entry porch which looks to the property's yard and surrounding woods. The walkout level basement is currently utilized as a rented apartment with one bedroom, an office space, and an open plan kitchen and living/dining space. Showings Begin 5/4! Contact us to discuss this special offering!

Listed by Eben Viens and Susan LeCours of Barrett & Valley Assoc. Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

101 Clark Street Brattleboro VT 05301

Brattleboro, VT101 Clark Street

Price$595,000

Est. Mortgage: $/month

MLS Number 4991268

  • Multifamily
  • Units 6
  • Acreage 0.1
  • Square Feet 7,578
  • Utilities Cable - Available

Excellent turn key investment opportunity with this 6-unit multi-family residence in-town Brattleboro. This property features a well-balanced unit mix, offering 3 two-bedroom and 3 three-bedroom units, catering to a variety of tenant needs. With a current NOI* of $98,367.47 this property represents a lucrative investment opportunity. Each unit has been meticulously maintained and offers modern amenities for tenant comfort and satisfaction. At an attractive price per unit, this property is ideal for investors seeking stable rental income or homeowners looking to diversify their portfolio. With a current occupancy rate of 100% this demonstrates strong tenant demand and potential for further growth. This property can also be sold together with 99 Clark Street (MLS #4991276)

Listed by Kate Barry of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

41 Juniper Ridge Road Brattleboro VT 05301
Active With Contract

MLS Number 4986088

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 3,741

Experience the best of country living in this spacious and elegant home in West Brattleboro. This outstanding property boasts over 3000 sq. ft. of living space, with plenty of natural light and long range mountain views. The home features a stunning open kitchen/dining area with maple cabinets and quartz countertops, ideal for entertaining. One will find amazing hickory flooring in the main living area, lots of natural light, and a full walkout basement with new carpeting. Enjoy the outdoors from the two large decks, one with a hot tub for watching the stars. An expansive backyard is ideal for hosting gatherings or relaxing in nature. The home also offers a gym/exercise room, an office, a mudroom, three garage bays, and ample storage space. Situated on 3.36 acres of private land, this home is only two miles from town and close to all amenities. This exceptional property has received thoughtful upgrades, like the newer septic leach field and heating system. In short, this property is at the top of its game. This is a rare opportunity to own a gorgeous home in a prime location. Don't miss it!

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

39 Williston Street Brattleboro VT 05301

Brattleboro, VT39 Williston Street

Price$549,000

Est. Mortgage: $/month

MLS Number 4984534

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,182

Take a moment to admire this charming Victorian townhouse, nestled on a quiet one-way street. Delightfully landscaped and renovated, the owner has taken care to modernize (heating system, wiring, plumbing, roof, bathrooms, etc.) without compromising the character & charm we all love. Beautiful maple woodwork and lofty ceilings add to the lovely turn-of-the-century details. With three separate flexible levels that can either connect as a traditional one family home or be used separately, the options with this property are endless. Live on the first floor, enjoy a real fireplace and continue the proven Airbnb business of renting the second and third floors, and live for free. (If this is attractive to you, income figures are available.) Or, use it as a single family home, using the third floor level for an au pair, live-in help, or for a teenager hang level. Owner has explored changing zoning to a three family, and converting to three apartments. A short distance to downtown, to the hikes on the Retreat Trails, to pass time with a book at the Library, or to leave your car at home and take a ride on the MOOVER bus! So much to say about this property...only a look will say it all!

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

237 Hillcrest Terrace Brattleboro VT 05301

MLS Number 4977385

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 5,620

This fantastic split-level three bedroom and four bath contemporary has so much to offer, with over an acre this landscaped corner lot is at the end of the cul-de-sac located on desirable Hillcrest Terrace. The windows throughout the home perfectly frame amazing views on each level. The main level has a large kitchen with stainless steel appliances, a granite island, cherry wood cabinets, and lots of counter space for preparing meals. The dining room and large den with built-ins and fireplace is a great place to spend time. The four season sunroom with custom bar and access to the large private deck offers spectacular mountain views. The second level has a bedroom and a full bath with laundry. The large primary suite has a fireplace, marble bath, a vanity with double sinks, jetted tub and shower, a walk-in closet, and custom dressing area. The lower level has a bedroom, unfinished half bath, family room with fireplace, and a large bonus room for additional living space, home gym, or game room. The attached two car garage has a lot of storage space and separate workshop. The location of this home is fabulous with Living Memorial Park trails and year round activities right next door. The seller has installed solar panels, mini splits, and a new hot water heater. This property is a must see. Open House Saturday, May 25 from 10:00 AM - 1:00 PM.

Listed by Cassandra Ehrlich of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

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 June 17, 2024 12:52 AM EDT