Southern Vermont Homes for Sale from Josiah Allen

A residential Vermont Home for SaleFind all residential properties for sale brokered by the realtors at Josiah Allen Real Estate.

From Dorset to Stratton, Manchester to Danby, we have an incredible selection of Southern Vermont homes for sale. This list includes homes for sale in Bennington County and parts of Windham and Rutland counties.

Josiah Allen's Exclusive Residential Homes For Sale in Southern Vermont

Our realtors are happy to help you find just what you're looking for. Contact Josiah Allen Real Estate today! Remember to register to "favorite" homes you love and receive a notification when similar properties hit the market.

Browse Josiah Allen's Exclusive Southern Vermont Properties:
Commercial | Condos | Land

999 Route 30 Rupert VT 05761

Rupert, VT999 Route 30

Price$3,995,000

Est. Mortgage: $/month

MLS Number 4904677

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 7
  • Construction Existing
  • Zip 05761

Hagarbook Farm completely restored 5034 SF C. 1767 Residence consisting of magnificent Mettowee River frontage interior to the 320 acres, Hagar Brook and Waterfall, Harmons Mint Historic Site, Pond, Agricultural Fields, Extensive Trail System and View Sites galore! The Land Straddles both East Rupert and Dorset. Add significant buildings in lovely condition: 750 SF Guest House, Barn 37 X 100, Tractor Barn 26 X 50, Horse Barn 50 X 28 and additional out buildings--24 X 18, 20 X 14, 20 X 12, 16 X 12, 40 X 24! An exemplary eighteenth century compound approximately 3 miles north of the Dorset Green. The Great-Room Kitchen with exposed post and beam framing is the welcoming hearth of the home which walks out to the wrap around porch or sun room to the west where the living extends upon a wonderful level stone walled terrace overlooking the grounds and river beyond. Crisp architectural details witnessed in every room; Dining, Living, Family, Office and 4 Wonderful Bedrooms up. There are 5 baths, 2 half baths and a guest house ... Whether it's agricultural or equine interest, stream & field, auto collector, historical appreciation or family gathering ideals, this property is a treasure. Vermont Current Use real estate tax benefits for the next steward to embrace. 320 acres in the prized Mettowee Valley nearby Dorset!!!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

375 Overlook Road Manchester VT 05255

Manchester, VT375 Overlook Road

Price$1,525,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4967753

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 5
  • Construction Existing
  • Zip 05255

VIEW VIEW VIEW Beauty surrounds this Manchester exclusive and envious location on Overlook Road. The western views are almost 180 degrees and you can watch the sunset and see the full moon on a clear evening. . The floor plan exaggerates "open". The foyer, living, dining and kitchen areas, under cathedral ceiling, represent the "great room", all leading to the 3-season screened porch and ample deck. The master bedroom suite with walk-in closet is on the main level. On the second level are two bedroom suites and space for your exercise equipment, or home office. Also on this level is unfinished space for a 4th bedroom. The lower level is above grade and you can see the magnificent views from all 6 windows. This unfinished space offers an opportunity for multiple options. You have three levels of living space all with mountain views. The attached 3-car garage is fully insulated. Here is an added feature.....a golf practice tee with ball washer AND a practice tee off the back deck. Listing broker is also owner.

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

622 Longview Drive Manchester VT 05254

Manchester, VT622 Longview Drive

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4965963

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Zip 05254

Munson Falls Oasis! Nestled in beautiful Manchester Village, this listing is perhaps the best location in all of southern Vermont. Close to town, yet totally private. Bordered by a year round waterfall that cascades down the property to join the Battenkill River and Bromley Brook, a gorgeous place where the rivers meet. The home boasts a 30 ft cathedral ceiling as well as a full set of newly replaced windows taking in the views of Munson falls and the mountains with a peek of the backside of Bromley. It has been renovated and updated with beautiful hardwood floors thru-out main living area. A brand new kitchen with beautiful granite countertops, and stainless steel appliances, split heat/ air condition system, large wooden cathedral ceiling . Main floor Primary Bedroom with a walk in closet and stunning tiled bathroom with large separate shower, Jacuzzi tub, and granite countertops and heated tile floor. Open the sliding glass door from the bedroom to be right across the lawn from the soothing waterfall, to lull you to sleep. 4 other bedrooms, one of which with loft area would be a great at home work space. Oversized garage for additional storage. Laundry room and another office area on the main floor. This home is being sold as is, but will not disappoint including no flood insurance necessary with all the water features the house is positioned above them all. A rare property that must be seen to believe.

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

333 Bennett Road Wells VT 05774

Wells, VT333 Bennett Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 4968269

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05774

Nature Lover's Paradise! Almost 8 pristine acres half of which is your own private pond filled with fish, ducks and birds along with other abundant wildlife throughout the property. Incredibly Tranquil setting with end of the road privacy. Built in 2020 this property is equipped with all the modern amenities that are sure to enhance ones quality of life. This house features beautiful post and beam construction with a breathtaking 25ft high cathedral ceiling in the main living area. 3 Bedrooms and 3 bathrooms. Natural light permeates the entire living space. Italian artistry and hand made mosaic tiles throughout the home gives off a very European flair that is so calming and alluring. Partially finished basement boasts an approximately 500 foot gym with matted/rubber flooring. Hot tub and private jacuzzi will keep you loose and warm. Whole house generator ensures uninterrupted power supply. Property also boasts an adorable full season guest cabin for entertaining and overflow or for a retreat from the main home. Close to Lake St. Catherine, 30 minutes to Dorset, Manchester, Rutland and ski resorts. This property promises an extraordinary lifestyle or would be a remarkable corporate retreat. Don't miss this chance to own this exclusive piece of Vermont's natural splendor. Contact us to arrange a private viewing of this incredible estate.

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

480 Dutch Hill Road Danby VT 05739

Danby, VT480 Dutch Hill Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4970205

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Construction Existing
  • Zip 05739

Incredible Offering! Stunning mountain views overlooking Danby Pond situated on almost 8 acres. Beautiful landscaping adds to the country charm. Natural light floods the interior, creating a bright and inviting atmosphere. Open floor plan allows for seamless flow between rooms, making it an ideal space for entertaining and family gatherings. Impressive fieldstone fireplace makes the space radiate warmth and hospitality. Step out on the deck to take in the outstanding views, read a book, or light the grill. First floor primary suite. Two additional bedrooms upstairs. Ideal office on 2nd floor. Walkout basement is above grade and partially finished ( roughed in electrical and plumbing) with a fieldstone fireplace. When finishes are done it brings the square foot finished area up to approximately 4600 ft. Completely sheet rocked and insulated. Ideal for extra living space, bedrooms, recreation, etc. Central Air. Attached two car garage. School Choice. An exceptional offering. Come take a look!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

104 Green Meadows Road Manchester VT 05255

Manchester, VT104 Green Meadows Road

Price$1,195,000

Est. Mortgage: $/month

MLS Number 4972322

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05255

This is a fantastic opportunity to purchase a 2002 Farm House in Manchester Vermont! Located just outside downtown Manchester the home has spectacular mountain views , which can be viewed from a graceful wraparound covered porch and sweeping front lawn. The yard is framed by split rail fencing and the lighted driveway leads you to the over-sized attached garage. The interior of the home offers a chef's kitchen with soapstone counters, ceramic farm sink, double ovens and subzero refrigerator/freezer. The mudroom/laundry area is just inside the garage door. Just off the kitchen is the Living Room with wood burning stove, and 2 sets of french doors which lead to the Family Room. A formal dining room, office/study, 3/4 bath and Master Suite complete the 1st floor. The vaulted foyer leads you upstairs to 2 additional bedroom suites, both with full baths, and a large office/playroom area. Basement has a recreation room, storage rooms, 3/4 bath with a sauna

Listed by Sara Buckley of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

2512 Tinmouth Road Danby VT 05739

Danby, VT2512 Tinmouth Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 4921352

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05739

Rarely found local 41.5 Acre Horse Farm with stallion fenced pastures, 200 X 100 level riding paddock, great drainage, 11 Stall Barn w water, pasture water, hay storage, tack room, grain room & the wonderful 1800's 5 bay colonial residence! Open rolling hills and woodland surrounded by fabulous mountain views. The residence offers an attached 2 bay garage w/ direct entry to a spacious mudroom that enters the eat in kitchen, a wide plank paneled keeping room offers large Dutch oven fireplace, spacious dining room w mantel fireplace and a large main level primary suite/bath or office as used currently. Climb the lovely staircase to the open landing that boasts 3 bedrooms all of lovely proportions while one features the third fireplace. This house is comfortable in every way and could easily adapt to opening the keeping room to the eat-in kitchen. The hardware, windows and the architectural detail delights! Inviting sitting porches welcome family & friends for a summer sunset visit. The ease of the barn access from the house is comforting as the horses are enjoyed in constant view. Approximately 50% of the land is open and has not seen any chemicals in over 30 years giving "organic" virtue to all surroundings! Located with easy access to Manchester and Dorset, Pawlet or Wallingford/ Rutland... This property provides privacy with not a single neighbor in sight from the home, a generator for both house and barn and fiberoptic internet through VTEL supports any home office needs.

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 Church Street Dorset VT 05251

Dorset, VT41 Church Street

Price$795,000

Est. Mortgage: $/month

MLS Number 4958313

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05251

Dorset Village... Currently commercial, however, Design Review District Residential with town approval to grandfather former residential status or consider a lovely "Mixed Use" purpose. The zoning permit for "change of use" shall be the process of the qualified buyer. There is a Village ordinance to not increase the number of water fixtures: 2 original bathrooms and kitchen sink remain in place. The colonial is 3400 approximate SF, located on the highly revered Dorset Green. Walk to all Dorset Village amenities and numerous trails that meander out from the village. There is currently a Lease to a Tenant Gallery representing exceptional talent in the fine arts. No information shall be shared until such a buyer is processed forward with extremely high interest. Everything about this location is value! The room proportions are generous... there is a front and rear staircase... Generous Parking to the rear of the building as well as on the Dorset Green. IMPORTANT TO NOTE: Limited days and times for assisted showings with tenant approval, Wednesday - Sunday, noon to 4 pm. Call Broker. Building is located immediately west of Dorset Union Store which is a community hub of year round activity, deliveries, and special events. Buyer Due Diligence and Patience in this process shall be required. There is some maintenance needed however, strong bones and architectural integrity in place. BUYERS and Buyers AGENT MUST READ THE REMARKS.

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

5601 Upper Cold River Road Shrewsbury VT 05738

MLS Number 4971605

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05738

North Shrewsbury, tranquil country setting on 10.3 acres. Immaculate contemporary three-bedroom home with expansive work and storage spaces, perfect for an at-home business/studio/guest quarters. There is a spring fed pond, stocked with largemouth Bass, which is also great for skating in the winter, an outdoor half basketball court, distant views south toward Okemo Ski Area, and all within easy access to the VAST Trail network right from the property. The current owners built the house and have expanded, upgraded and meticulously maintained it over the years, pride of ownership shows. Enter through the mudroom, which also has access to the oversized two-car garage (with tractor bay behind), to an updated eat-in kitchen with quartz countertops. The open dining room, and living room with fireplace, flow seamlessly and are unified by Brazilian hardwood floors and each open to the south facing deck. An office and half bath/laundry room round out the ground floor. Upstairs there is a large primary suite with ensuite bath, which includes a large walk-in shower. Two additional large bedrooms share a full bath on this level. A large unfinished attic space could provide further expansion possibilities, or just great storage space. The basement contains a large family room, currently set up with a pool table, as well as a wood stove and wood storage. The current owners have primarily heated with wood (three cords annually), while an oil FHA system serves as a backup. Views!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

229 Antone Mountain View Road Rupert VT 05761
Pending

MLS Number 4961457

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05761

Fantastic "Higher Ground" timber frame barn styled residence on Antone Mountain View just 10 minutes to the Dorset Green located nearby Merck Farmland Center in quiet Rupert Vermont. VIEWS include intense intimate Mountain Views to the South and Southwesterly overlook of Pastoral 12 acres leading to Long Range Mountain Views that pleases the eye from every angle! The hearth of the home centers around a stone fireplace with propane gas insert on the center wall, while the walk-out walls of windows envelope the views. The Kitchen-Great Room soars up toward the Cupola boasting breathtaking structure. The main level primary suite shall not disappoint! The house has been finished in timeless native materials such as honed slate and birch hardwood flooring throughout...all while the mortise and tenon post and beam structure is a marvel! The level features a primary suite while the second level offers 2 bedrooms, an office and loft. Walk out onto the wrap around expansive stone walled terrace which supports indoor/outdoor ease in living! Private Road association. The dry full basement offers height for finishing. This house has always been a second home residence. Appliances and equipment "as is" original 2000. Showings by appointment only. All measurements approx. No Drive By's Please. Private Road and Driveway. Closing must be no earlier than 10/16/23

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 2023 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 3, 2023 3:53 AM EDT