Our Southern Vermont Homes with Acreage

Browse our homes with acreage in Southern Vermont below. Register with our site to save your favorite listings, custom searches, and to receive email updates when similar listings that match your criteria are posted. Already have an account? Log in here.

View VT Homes with Land for Sale (5+ Acres)

Contact TPW Real Estate for any and all your real estate needs or to schedule a tour.

Click here to view all listings for Southern VT homes with land.

3174 Green Hill Road Danby VT 05739

Danby, VT3174 Green Hill Road

Price$1,700,000

Est. Mortgage: $/month

MLS Number 4857317

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,554

This timeless and rare estate sits on 24 acres in the heart of Southern Vermont. Green Hill Farm combines modern design and finishes, with access to all the natural beauty of the Green Mountain State. Listed for the first time, the 5 bedroom, 3 bathroom main house was designed and built with a focus on energy efficiency and sustainability. A highly reputable architect and builder completed the main house in 2014. Maple hardwood floors with radiant floor heat are throughout the home. Open living space meets a chef's kitchen with double wall oven and double door subzero. The master suite is on the main level, with extensive closets and a sitting or dressing room. An additional guest room is on the main level. Three additional bedrooms and a living room that opens to the yard is on the lower level. Attached garage enters to a functional mud room. Views are to the south and west and this serene retreat includes a fenced apple and peach orchard, solar panel array, back up generator and property to explore. The completely renovated guest cottage is at the entrance to the property and is 3 bedrooms and 2 bathrooms. Charming stone fireplace and cathedral ceiling in open kitchen and living room. Green Hill Farm is located 22 miles from the Rutland Regional Airport. Dinner and theatre in Dorset is 14 miles. Worlds away from it all, but everything you could need is merely down the road.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

414 - 416 Dorset Hollow Road Dorset VT 05251

Dorset, VT414 - 416 Dorset Hollow Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 4830516

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,672

Incredible privacy with access to all village amenities, this estate with sweeping mountain views on 19 secluded acres in Dorset Hollow, is just 1/3 mile to the village. Stone pillars greet as one gently climbs a meandering drive to this historic 1930's "Enfield” house moved to this site where it received renewed foundation and life. A private sanctuary, this exceptional location offers a unique lifestyle opportunity supporting the sporting land lover, pets, or agricultural interest over a mix of open fields and hardwood forest. A 2004 restoration opened up the circular floor plan offering gathering spaces centered around a well-appointed country kitchen featuring a large marble island and great room with vaulted ceilings, enhanced architectural interests with natural light and fireplace. The dining room extends to the outside deck and leads to an additional living room. All gathering spaces boast wood burning fireplaces! The main level master suite features a private wood paneled study with fireplace, marble tile bath and views. The center hall staircase leads to 2 additional bedrooms and baths. The lower level offers a private bedroom suite with its own entry, as well as, the garage, laundry room and ample storage. In addition to all of this, a charming one bedroom guest cottage with fieldstone fireplace offers ideal guest lodgings or an income opportunity. The possibilities are endless with space to expand with additional buildings and other land improvements.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

115 Leon Stocker Drive Stratton VT 05360

Stratton, VT115 Leon Stocker Drive

Price$1,399,000

Est. Mortgage: $/month

MLS Number 4851605

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,132

This home is located close to all the action. Situated between Stratton Mountain resort and Mt Snow, 115 Leon Stocker is turn-key without compromise. It is 8 miles to Mt Snow and 11 miles to Stratton. Grout pond and the Appalachian trail are nearby for hiking, kayaking, fishing and swimming. The property itself is adjacent to the VAST snowmobile trails. The home was built in 1995 and boasts four bedrooms. Three bedrooms benefit from ensuite bathrooms for privacy and convenience. The fourth bedroom is upstairs. The main floor includes entry-way, living room, dining room, kitchen, three bedrooms, three bathrooms and large outdoor deck for entertaining. The home itself is situated on 2.6 acres (home is on a 1.1 acre lot plus the adjacent 1.5 acre lot). Additionally, this property includes almost 32 acres of land with a subdivision of 8 lots. The subdivision has been professionally surveyed and septic/wastewater permits are in hand for all 8 home sites. The 8 lots within the subdivision range in size from 2 to 6 acres. A graded road/cul-de-sac is in place and provides easy access to the subdivision's 8 lots. Wonderful development opportunity to build 8 homes or create a private family compound. Wastewater permits for each lot allow for homes up to 5 bedrooms in size.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1532 Morse Hill Road Dorset VT 05251

Dorset, VT1532 Morse Hill Road

Price$1,299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4681331

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,400

Fabulous property located at the top of Overlook and Wind Hill Roads on Morse Hill Road in Dorset, Vermont. With 58 acres, open meadow, forest, brook, and views to the south, this property is ready for your imagination! The farmhouse is a classic style and has been in the family for over 50 years. This property is available in its entirety - house with 58 acres.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1702 North Puckerbrush Road Reading VT 05062

Reading, VT1702 North Puckerbrush Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4819286

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 7,374

A magical property located in the hills of Reading surrounded by large country properties in the heart of horse country. State Forest land abuts this property. This home is a perfect retreat for those seeking solitude. The sweeping drive carries you through the woods to the home-site which is centered in an open area totally hidden from the town gravel road. Pleasant view are here now, with dramatic views if you chose to thin the woodland below. Walking the grounds you will find a natural landscape with added fruit trees, a new barn with storage for 2 or 4 cars and a loft, a hidden back field and even an ancient "lime kiln". Inside there are so many quality features that you may have only dreamed about... top of the line kitchen with Sub-Zero freezer and fridge, Wolf range, refrigerator drawers, cookbook library, and a separate prep room known as the "gadget room". There is an office, den, living, dining room on the first floor along with screen porch to the rear. There are two wings to the second floor, giant master suite with abundant storage and a stunning bath along with two guest rooms and a laundry room that will make you want to do your laundry. The other wing would be a perfect in-law suite or nanny's quarters with two sleeping rooms, sitting room, full bath and washer/dryer. The lower level has a large family room, gallery, exercise room and 2 storage areas. This property is second to none with Okemo and Woodstock just miles away. Be sure to check out the video!

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

135 Tyler Lane Dorset VT 05251

Dorset, VT135 Tyler Lane

Price$768,400

Est. Mortgage: $/month

MLS Number 4850708

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

Nestled in "Dorset Hills", awaits a log cabin situated on 17.21 acres. This property offers views and a sense of retreat from it all, minutes from both Manchester and Dorset Village. Available for the first time in 30+ years, this property is not one to be missed. Listed at town of Dorset assessed value. The home features plenty of charm, natural light, and a fireplace that centers the space and invites you in. Large living area and an open concept from the kitchen to the dining space. Upstairs loft area, full-bath, and a bedroom with double bunks. First floor bedroom with a first floor full-bath with washer/dryer. A deck surrounds the home and overlooks the running stream nearby. Enjoy the splendor of each season, with easy access to all the area has to offer. Opportunity to make this unique Dorset property your own. Offered furnished.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

239 Birchstone Lane Dorset VT 05251

Dorset, VT239 Birchstone Lane

Price$750,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4852843

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,577

Vermont at its best with 8+ private mountain top acres. This Tedd Benson Douglas Fir post & beam home has walls of windows offering abundant natural light and sweeping mountain views. This four bedroom, three bath home has a large open kitchen/dining area, living room with wood stove, office with custom cherry built-ins, bonus rec room or media room in the loft, large mudroom/entry from the two-car garage, walk-in laundry room and ample, dry basement for storage and work room. The wrap-around deck opens to an expansive lawn with mature perennial gardens, raised vegetable garden beds and a series of wooded walking trails. Tucked into the wood line is the Nut Hut, a three-season sleeping cabin or artist studio with all the views. Installed in 2020, the discreet solar panels cover the electric needs. Less than 10 minutes to Dorset and Manchester with great dining and art, this home is near a convenient village store, VT Summer Festival horse show, apple orchard and blueberry picking farm. A must see!

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

2825 North Road Sunderland VT 05250

Sunderland, VT2825 North Road

Price$400,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4850324

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

Comfortable, open, single level home on a beautiful country road in Sunderland. Situated on 12.75 acres, including a large open yard with fenced space in back...relax on the back deck and enjoy the mountain views. Enter the large mud room with half bath from the side door or directly from the attached, spacious 2+ car garage. Open country kitchen with dining area, leads through sliding glass doors to the large back deck. The living room with wood burning stove is ideal for relaxing after spending the day outdoors. Extra wide plank pine floors throughout. Main level offers 2 additional bedrooms and a full bath on the way to the master suite. Access the lower level's finished family room and laundry from the hall staircase. The master suite comes complete with office, walk in closets, bath and direct access to the back yard. Ample storage throughout the home. High speed internet and great cell service! Town maintained dirt road. Minutes from Manchester and Bennington. School choice in grade 7-12.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1254 Route 133 Ira VT 05777

Ira, VT1254 Route 133

Price$325,000

Est. Mortgage: $/month

MLS Number 4848740

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,067

This is a quintessential Vermont property! Beautiful 3,000 square foot farm house built in 1789, surrounded by 29 acres of open and wooded land, including a babbling brook behind the house, maple sugarbush, pond, trout stream and rolling meadows with beautiful mountain views. The farm house has been partially updated and is ready for your finishing touches to make it a truly spectacular home. Just 15 minutes from downtown Rutland and 30 minutes to Pico ski resort. The land is currently deeded as two separate parcels with the potential to subdivide further. Residents of Ira have school choice for grades K-12.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3412 West Sandgate Road Sandgate VT 05250

Sandgate, VT3412 West Sandgate Road

Price$215,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4811442

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,792

An extraordinary opportunity to own a secluded, private and beautifully maintained 3 bedroom, 3 bath home with cathedral ceilings, as well as, an enormous bright & airy kitchen/family room, dining room and living room! The property also includes a cottage, large metal building for many uses and a single car garage/workshop on 7.3 rural private acres! Lots of income potential for rent-able cottage and metal building big enough and suitable for RV storage. Metal building has large front and back doors with existing storage racks and has electric service. Get your fishing gear and head down to Terry Brook which runs alongside and through the property. Agriculture opportunity with large meadow. The circular drive makes entering and exit a breeze!

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 May 13, 2021.