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

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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: 6.7% last updated on Sep 29, 2022
* 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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528/540 Nichols Hill Road Dorset VT 05251

Dorset, VT528/540 Nichols Hill Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4917068

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 6
  • Construction Existing
  • Zip 05251

Magnificent Offering... Quintessential Dorset Farm! 187 pristine acres in the heart of Dorset on coveted Nichols Hill! Mixture of beautifully managed meadows, sugarbush, woods, stream and pond in Current Use and The Vermont Land Trust. Equine or agriculture friendly with access to all lands through myriad of groomed trails. Incredible panoramic views are distant and intimate. Lovely Goodman Brook meanders thru the property and there is a small pond. Two very well appointed homes include the original farmhouse, a newer constructed cape, a large P&B antique barn and outbuilding in a picturesque tranquil setting. A 1850 2026 SF Colonial and a 1980 2160 SF Cape totals 4,186 finished square feet offering 8 bedrooms between the two homes. Understated elegance. Healthy Forestry Plan. Sellers have gone to great lengths to preserve the property and habitat. Vermont Land Trust owns the development rights but there is the ability for one more homestead within the property. Perfect for a family compound or off-set income potential. Forestry and Land Trust Docs available upon request. Superb View Setting... Bike Ride to Dorset Village... this is the ultimate offering base toward an amazing Dorset Compound!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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1121 Herrick Brook Road Pawlet VT 05761

Pawlet, VT1121 Herrick Brook Road

Price$1,600,000

Est. Mortgage: $/month

Pending

MLS Number 4928211

  • Residential Single Family
  • Bedrooms 9
  • Bathroom 5
  • Construction Existing
  • Zip 05761

Incredible opportunity! This rare offering has been in the same family since 1958. Historic Brick Georgian Farmhouse nestled into the base of Woodlawn mountain on 37.6 acres with a lovely setting on coveted Herrick Brook Road. One of Pawlet's true gems. A beautiful pond greets you as you enter the grounds and the large mature trees protect the home as it sits back from the road. The expansive great room has wide board floors, a large stone fireplace, and high ceilings - generating a wonderful combination of elegance, comfort and grace. Four more fireplaces and two wood stoves provide a heartwarming ambiance as you tour the 5,036 sq ft. This charming 1803 home boasts 9 bedrooms, 5 bathrooms, a spacious upstairs hallway, and two staircases. There are several outbuildings including a darling 2 bed/two bath cottage that could be used for rental income or as a guesthouse. There are large barns that are in very good condition and include a workshop. Lovely gardens and landscaping around the home, outbuildings, and the very large yard are beautifully manicured. This estate is very farm/equine friendly and is surrounded by beautiful meadow hayfields, with one side bordering Herrick Brook stream. Would be a great venue for hosting weddings and family celebrations. This incredibly tranquil setting and homestead with mountain views is just waiting for the next generation to come along and apply their love and energy to this very rare property. Come take a look!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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210 Starry Drive Manchester VT 05255

Manchester, VT210 Starry Drive

Price$1,390,000

Est. Mortgage: $/month

MLS Number 4911240

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

Manchester Private 8.4 Hill Top Acres... An Open "Big Sky" feeling that is quietly located where traffic noise virtually non-exists yet convenient to all Manchester amenities! South of the Village of Manchester, the access to this unique location gently rises and enters though a beautiful meadow along both sides of the long drive where a circular front drive brings guests and a tuck away 3 Bay attached garage services the family. This modern farmhouse offers a formal entry that immediately delivers abundant sun lit vaulted living room, formal dining, and great-room kitchen with family rm & dining areas. Three Fireplaces warm the Living, Family Room, and again the Main Level Primary Suite with two walk-in closets, tray ceiling and luxurious bath. Hardwood floors throughout flow seamlessly creating very easy living for private times or entertaining larger gatherings. The granite shaker style island kitchen meets a cooks demands w plenty of storage, pantry and counter space! Upstairs there are three more bedrooms with adjacent baths, salon seating for bedrms, as well as an office or yoga room sited privately. Down stairs meets a walk-out double bonus room, overflow space, a bath and gym... all mechanics easily accessible. There's a deep front porch naturally and a generous deck with access from the breakfast nook or living room that expands summer living... central AC, Radiant heat and baseboard... Recent roof and hot water heater... This yard amazes! Stunning Mountain Views!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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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: 6.7% last updated on Sep 29, 2022
* 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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4145 Route 153 Rupert VT 05768

Rupert, VT4145 Route 153

Price$995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4929900

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing
  • Zip 05768

Historic Farmhouse located on 100+ acres in beautiful Rupert, VT! Built around 1850 or before, this home has 5 bedrooms / 4 baths, a beautifully renovated kitchen and a bright airy sunroom that looks towards the mountains. Sensational mountain views throughout the property. Originally settled by Revolutionary Veteran in 1780; known by recent generations as the C.I. Sheldon Farm, its barn was once the most "modern" in Rupert. Along with the larger barn and silo, there is a 3 car detached garage/barn with stalls and room for storage. The rail trail runs through the property which is great for walking, running or biking! There is a pond near the house and beaver ponds out by the headwaters of the Indian river next to the rail trail. There are other trails that adventure through the acres that can be used for many different activities! Equine friendly. Hunters paradise. Subdividable. Whole house generator. High end upgrades throughout. Well insulated. 5 fireplaces housing 2 beautiful VT wood stoves and 2 Regency remote/thermostat controlled high efficiency inserts. . 15 minutes to the villages of Pawlet and Dorset , 20 minutes to Manchester. Great opportunity. School Choice. Come take a look!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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288 Cedar Lane Peru VT 05152

Peru, VT288 Cedar Lane

Price$879,000

Est. Mortgage: $/month

MLS Number 4905381

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05152

Living large on the beautiful Newman Pond in picturesque Peru VT! Vacation where you live! This impressive contemporary home privately sited on 12 acres with its many thoughtful details offers casual resort worthy living with all the practicalities for every day living. A flowing commodious floor plan with spacious airy rooms includes a light flooded, grand scale casual great room, a true chef's kitchen complete with a walk in pantry & built in Meile coffee maker as well as the lovely dining & living rooms offering perfect spaces for gathering. 4 spacious bedrooms of which 2 are expansive primary suites with large bathrooms & generously sized walk-in closets provide ample room for family & guests. In addition there is a fully equipped gym/exercise room, sauna, bath as well as a bonus room for an office. An oversize heated garage fits 2-3 cars as well as allowing plenty of space for all the toys! In addition there is a separate studio building w/ 2 bedrooms, 2.5 baths, loft area & a 2 car garage. This property truly has it all, step out the door & adventure awaits- swimming, canoeing, kayaking & fishing on your own private sparkling 11 acre pond embraced by the surrounding Green Mountains. Peru's own Bromley Mountain Ski Area & Wild Wings XC Ski Center, JJ Hapgood General Store & Bromley Market are all just 5 min away. Stratton & Magic ski areas, theater, shopping, golfing, art galleries & a multitude of varied dining choices are all within a short drive. *Measurements Approx

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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2391 Vermont RT 153 Pawlet VT 05775

Pawlet, VT2391 Vermont RT 153

Price$696,000

Est. Mortgage: $/month

MLS Number 4927864

  • Residential Single Family
  • Bedrooms 1
  • Bathroom 1
  • Construction Existing
  • Zip 05775

Welcome to Rush Hollow Reserve, a truly unique 410 ACRE, one of a kind property located in southern Vermont close to Manchester, 4.5 hours to NYC, 3.40 hrs to Boston. Rush Hollows offers fresh spring fed streams, ponds and the Indian River which allows for swimming holes and water for the livestock. This lovely 1000 SF post and beam home sits in the midst of valley with long range views to the south towards Mt Equinox. The farm allows for a nearly self sufficient operation with corn and hay harvested on site throughout the seasons. The forests are full of sugar maple groves with 2500 taps and potential for aprox 10,000 taps tp produce the purest Maple Syrup. In addition to the trails cut through the fields, the D & H Rail Trail which runs through the ranch is wonderful for riding horses as well as hiking and biking. Some of the pastures and fields are prepared for future vineyards and have numerous agricultural options. Most of Rush Hollow is in current use and Vermont land trust. 600 Ft Mtn top dominates the property. There is a 10 acre parcel overlooking the farm land that is not in land trust which would allow for an amazing future home and potential rental of current studio house. Large 10,000 SF barn for livestock, 80 stalls/ 6 horse stalls, horse paddock, mile of fencing around pastures. Truly an amazing and rare opportunity in southern Vermont. Come take a look.

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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4599 Route 30 Pawlet VT 05761

Pawlet, VT4599 Route 30

Price$675,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4911216

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05761

Nice parcel with great views. Charming house with a separate two car garage with living space above-738 sq ft with a sleeping loft. This space needs to be completed. Small part of property restricted from building. Presently listed as land also.

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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329 Canterbury Road Manchester VT 05255

Manchester, VT329 Canterbury Road

Price$575,000

Est. Mortgage: $/month

MLS Number 4928488

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05255

Great location with sweeping mountain views!!! This three bed/two bath home sits high up on Canterbury Rd, only 2 minutes from the center of Manchester. The contemporary style build allows the skylights to create passive solar heat and year round natural light. The 2.3 acres provide lots of space for outdoor activities, gardens, enjoying the mountain view, or simply relaxing in the gazebo. Attached one car and a detached two car garage allows for plenty of storage. New roof from 2019. One floor living. Close to ski mountains and all Manchester amenities. Come take a look!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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

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Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 5, 2022 9:39 PM EDT.