Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Readsboro VT Real Estate

In the southeastern corner of Bennington County, the mountainous town of Readsboro is located at the very bottom of the Green Mountain State. Within Readsboro are the villages of Readsboro and Heartwellville. Bordering Massachusetts, Readsboro’s main settlement runs along the Deerfield River; a tributary of the Connecticut River. The community of Readsboro enjoys a peaceful atmosphere with easy access to amenities in the many neighboring towns. 

Search the latest real estate in Readsboro, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ​Register to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

2298 West Hill Drive Readsboro VT 05350

Readsboro, VT2298 West Hill Drive

Price$399,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5012735

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1

Looking for a turnkey, cozy retreat? This thoughtfully designed property, just 10 years old, is ready for a new owner to enjoy its serene country charm. The current owner crafted this dream oasis from the ground up, offering a low-maintenance lifestyle. The home features a full basement with space for a car, ATV, or snowmobiles. On the main floor, you'll find a bedroom with a walk-in closet shared with the laundry room, and a full bath nearby. The open-concept living area combines the living room and kitchen/dining space seamlessly. The loft area includes additional sleeping space counted as the second bedroom. Outside, a shaded deck offers the perfect spot for dining and relaxation, and a charming shed provides storage for gardening tools. The property boasts 10 plus acres of ample open land for gardening and exploring, with trails winding through the surrounding woods-ideal for snowmobilers and ATV enthusiasts. Embrace the peace and quiet of Southern Vermont on your own slice of paradise.

Listed by Monica Sumner of BHG Masiello Brattleboro

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

516 Oberdorf Road Readsboro VT 05350

Readsboro, VT516 Oberdorf Road

Price$349,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 5010512

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

Charming, bright and cozy describe this bungalow in Alpenwald Village. 2 Bedrooms, 2 baths and a fabulous Great room for relaxing or entertaining. 3 lots totaling 4.1 acres of privacy for you to enjoy. One lot is even perc'd, cleared and ready for another building! Live in the Green Mountains, enjoy the outdoors and learn to relax, unwind and breathe. This charming property has direct access to the VASA (VT ATV Sportsman's Association) and VAST (VT Association of Snow Travelers) trail systems. Association dues are annual per lot of $350 each. Total of $1050. Please note, basement is crawl space with exterior access only. The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that purchaser independently verify all information.

Listed by Pauline Green of Steepleview Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1304 B Route 100 Readsboro VT 05350

Readsboro, VT1304 B Route 100

Price$264,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4994966

  • Land
  • Acreage 17.1
  • Utilities None
  • PricePerSqFt 15438.6
  • Waterfront 757

WOW! An Absolutely Beautiful 17 acres of park like land with River Frontage on the West Branch of the Deerfield River!!! Build your home or family compound and fly fish just out your front door. River Views with access AND Mountain Views. You can be directly ON the VAST network with 100s of miles of trails and The Jack Pines Pirates ATV UTV Trail system with 30 miles of trails so far! For more fun outdoor experiences you will be a stones throw away from The Dutch Hill Ski Area which has morphed from a de-funked DH ski area to a Back Country skiing, snowshoeing fun open access club! You'll be 35 minutes from World Class DH skiing at Mount Snow, 15 minutes from all of the fun water sports you can muster on one of the best lakes in the world (Harriman Reservoir). MASS MOCA and all the culture, pubs, beer making and dining in the big city of North Adams MA is about 15 minutes to the south! With the clearing done, driveway 90% done and WW permit in hand you are ready to get to building Your Dream Vermont Home!

Listed by Steve Goldfarb of Deerfield Valley Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

94 Alpenwald Lane Readsboro VT 05352

Readsboro, VT94 Alpenwald Lane

Price$259,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5005556

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 1

Charming four-bedroom chalet in Alpenwald Village. Wood floors and paneling throughout and a working wood-burning fireplace in living room. A large deck off the dining area overlooks the private and peaceful backyard. Additional rooms in walkout basement make this a incredible opportunity for either a full-time or seasonal home! Close to area ski attractions and snowmobile trails and just a short drive to MASS MoCA in North Adams or Williams College and the Clark Art in Williamstown.

Listed by Sean Taylor of Moresi Real Estate Partners

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

22 Tunnel Street Readsboro VT 05350

Readsboro, VT22 Tunnel Street

Price$179,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5013228

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 6
  • Bathroom 3

Discover the charm of this up-and-down duplex, nestled in the heart of Readsboro, Vermont! Formerly Colo's General store this property offers abundant storage and flexible living arrangements, and presents a fantastic opportunity for owner-occupancy or rental income. The home has been lovingly held by the same family for years and is now ready for new owners to make it their own. While it will need a little elbow grease and TLC, the possibilities are endless with this spacious layout. Located just a short distance from local attractions, such as hiking trails, ski resorts, and scenic outdoor activities, this duplex is perfectly positioned for those who want to enjoy Vermont's natural beauty and thriving tourism scene. Whether you're looking to create a multi-generational living space or tap into the rental market, this property offers great potential. Don't miss this chance to restore and make this home your own!

Listed by Morriah Adams of BHG Masiello Brattleboro

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

00 Vt Route 8 Readsboro VT 05350

Readsboro, VT00 Vt Route 8

Price$99,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5012263

  • Land
  • Acreage 31
  • Utilities None
  • PricePerSqFt 3193.55
  • Zoning Conservation

Discover 31 stunning acres in Southern Vermont, ideally situated just 10 minutes from the Massachusetts border. Enjoy the convenience to Williams College, MASS MoCA in North Adams, and Berkshire East Mountain Resort all less than 30 minutes away. For outdoor enthusiasts, Harriman Reservoir in Wilmington, VT, is just down the road, offering endless opportunities for boating, kayaking, and fishing. In winter, you'll be less than 45 minutes from the exclusive Hermitage Club and the renowned Mount Snow, perfect for golf in the summer and world-class skiing and snowboarding in the winter. This property offers the perfect blend of serene countryside living and easy access to vibrant city life. An ideal location to explore diverse interests and enjoy a variety of experiences, this is your gateway to a truly exceptional lifestyle.

Listed by Kim Meeker of Southern Vermont Realty Group

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

167 Orberdorf Road Readsboro VT 05350

Readsboro, VT167 Orberdorf Road

Price$80,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5012097

  • Land
  • Acreage 2.4
  • PricePerSqFt 33333.33
  • Zoning R

Looking to build your dream home? This 2.40-acre parcel in Alpenwald Village offers the perfect blend of privacy and proximity to nature. Nestled on the border of Massachusetts, this lot places you at the heart of everything. The owner is actively working with Trinity Engineering to install a septic system for a three-bedroom home, Frost Well Company for the drilled well, and Green Mountain Power is arranging for electricity to be brought to the lot-all of which will be completed before the transfer of ownership. Outdoor enthusiasts will love this location. Directly across from the village entrance, you'll find Dutch Hill, where you can enjoy free access to backcountry skiing, cross-country touring, telemark skiing, split boarding, and hiking. The property is also near Mount Snow Ski Resort and Berkshire East Mountain Resort. For ATV lovers, the Readsboro Jack Pine Pirates maintain the VASA trail system, offering miles of trails through the scenic mountains of Readsboro and Stamford. If water activities are more your speed, both Herrmann and Sherman Reservoirs are nearby for swimming, boating, and fishing. In addition to outdoor recreation, you'll be just 15 minutes away from the arts, shopping, and dining options. Whether you're looking for a primary residence or a vacation home, this location is ideal. A yearly fee of $700 covers road maintenance.

Listed by Melissa Nebelski of Skihome Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

359 Case Lane Readsboro VT 05350

Readsboro, VT359 Case Lane

Price$59,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5017730

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 512

Built back in the 60's by the same family who has enjoyed it ever since, this camp is finally ready for its next owners. Bring your creative visions or keep it a rustic basecamp. Great spot for hiking, mountain biking, snowmobiles and four wheelers. Access to seemingly endless trails and the VAST network is just down the road along with the Green Mountain National Forest. The camp needs some TLC. There is a newer furnace and hot water heater, as well as a new roof and septic tank, both replaced in 2022. The water source is a reliable spring that gets unhooked every winter. Sold as is.

Listed by Mike Masters of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

79 Heartwellville View Road Readsboro VT 05350

Readsboro, VT79 Heartwellville View Road

Price$10,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4989884

  • Land
  • Acreage 1
  • PricePerSqFt 10000
  • Zoning residential

Escape to serenity with this exceptional 1.1-acre residential lot in the enchanting Alpenwald Village, nestled in the heart of Southern Vermont. Priced at just $10,000, this opportunity is not just about land-it's about embracing a lifestyle of safety, privacy, and natural beauty. Your Private Retreat: Experience peace and tranquility in a secure, family-friendly community with annual HOA dues of $450 for well-maintained private roadways. With minimal traffic and a strong sense of neighborhood, this is the perfect place to build your dream home away from the hustle and bustle. Nature at Your Doorstep: Imagine daily adventures filled with hiking, fishing, boating, and hunting right in your backyard. The revitalized Dutch Hill Ski area is nearby, offering exhilarating backcountry skiing and hiking. Embrace the great outdoors and live life to the fullest! Revel in the convenience of being close to charming towns like Bennington, Wilmington, and North Adams, where you'll find dining, shopping, and entertainment-all while returning home to your peaceful haven. Easy Access: Located just a couple of hours from Connecticut and New York, your dream escape is closer than you think. With convenient access to Routes 8 and 100, you're never far from adventure. Expand Your Horizons: Interested in more space? The adjoining lot (#78) is also available (MLS#4989888). Build your dream home and create lasting memories.

Listed by Jennifer Densmore of Deerfield Valley Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

78 Heartwellville View Road Readsboro VT 05350

Readsboro, VT78 Heartwellville View Road

Price$10,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4989888

  • Land
  • Acreage 1.1
  • PricePerSqFt 9090.91
  • Zoning residential

Escape to serenity with this exceptional 1.1-acre residential lot in the enchanting Alpenwald Village, nestled in the heart of Southern Vermont. Priced at just $10,000, this opportunity is not just about land-it's about embracing a lifestyle of safety, privacy, and natural beauty. Your Private Retreat: Experience peace and tranquility in a secure, family-friendly community with annual HOA dues of $450 for well-maintained private roadways. With minimal traffic and a strong sense of neighborhood, this is the perfect place to build your dream home away from the hustle and bustle. Nature at Your Doorstep: Imagine daily adventures filled with hiking, fishing, boating, and hunting right in your backyard. The revitalized Dutch Hill Ski area is nearby, offering exhilarating backcountry skiing and hiking. Embrace the great outdoors and live life to the fullest! Revel in the convenience of being close to charming towns like Bennington, Wilmington, and North Adams, where you'll find dining, shopping, and entertainment-all while returning home to your peaceful haven. Easy Access: Located just a couple of hours from Connecticut and New York, your dream escape is closer than you think. With convenient access to Routes 8 and 100, you're never far from adventure. Expand Your Horizons: Interested in more space? The adjoining lot (#79) is also available (MLS#4989884). Build your dream home and create lasting memories.

Listed by Jennifer Densmore of Deerfield Valley Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 October 8, 2024 5:09 PM EDT

 

Cornwall Majestic

5 BR, 12,000 sq ft, Almost 70 Acres $6,500,000 Details

465 +/- Woodstock Acres

5BR,  7 Stall Equestrian Barn, $6,750,000 Details

 

Iconic Burlington Estate

7BR, 17.6 +/- ac, $14,000,000 Details