Our Southern Vermont Listings

View all Southern Vermont properties brokered by the agents at Josiah Allen Real Estate. Find homes, land lots, commercial properties, and more in the Northshire, Stratton and Southern Bennington County areas of Vermont. With offices in Manchester and Dorset, our realtors are happy to help you find just what you're looking for. Contact us today!

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466 Marcia Lane Dorset VT 05251

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4744398

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

Dorset Hollow Pinnacle offering 180 trail laced acres at the height of the Dorset's Upper Hollow Road. Amazing Sunset Color... Stunning Long Range Mountain Vista's are captured immediately from the impressive foyer and continues to captivate from room to room throughout this architect designed residence! With over 7500 light filled square feet this gracious residence with lovely custom cabinetry and crown moldings supports Vermont living at it's finest! Massive Stone fireplace walls grace the cherry paneled library as well as the 50 X 22 expansive Great Room Kitchen featuring an incredible breakfast room and a Honed Costa Esmeralda island, Wolf appliances and handsome coffer ceiling for the living/dining. Just off the kitchen are the well planned wet bar, wine cellar and pantries. Warm radiant heated hardwood floors lead to the 3 room primary suite that includes sitting rm/office, exercise room and luxury bath with relaxing soaking tub and shower. Four bedrooms and baths up comfortably accommodate guests and family. The bonus room integrates nicely for full time use supporting any hobby or media interest. Full light filled basement and Carriage house offers expansion for guest quarters within the generous floor plan if desired. Over-sized garages either attached or detached offer room for all the toys! Raised stone terrace creates indoor / outdoor ease for all living areas that offers heated path to the spa and grilling area. This property meets field and stream perfection!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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520 South Street Middletown Springs VT 05757

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4771241

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 7
  • Construction Existing
  • Zip 05757

Its name is Legendary. Its Reputation Renowned. Situated on 573 private acres Honey Pond Farm is a one of a kind recreational retreat. It features an unconventional USGA rated personal Golf Course written up in Links and Stratton Magazines. It has hosted many Charity Events, Celebrations and Invitational and Pro-Am Tournaments.The course is comprised of 3 Greens, multiple Fairways and 26 tees surrounding a 25 acre area played as 18 holes, including a 584 yd. par 5 teed from a Cornfield. The unique Country Playground features a Tennis Court, Bocce Court, Fishing Ponds, and 10+ miles of Hiking, Hunting, ATV & Horseback Riding trails leading to a Mountain Top Vista and Camp Site with Breathtaking views of the Adirondacks, Killington, Pico & Lake George area. The 7000 + SF completely renovated home boasts 7 Bedrooms (attached guest house), 6½ Baths, a Wine Cellar, Full Gym, Gameroom w/Pool Table and Full Bar, 4 Car Garage and expansive Decks with Panoramic views. Several outbuildings dot the property, including a CaddyShack w/Party Deck. Possibilities of ownership include use as a year round Family or Corporate Retreat, High-end summer Golf Camp, exclusive Air BnB experience, or combination thereof. It's roughly 20 Minutes from Dorset, 30 from Manchester & 45 to Killington/Pico/Okemo & Stratton. Arrange a tour to see this property including an ATV ride up to the Mountain Top Vista & Camp Site with 180 degree SPECTACULAR views.

Listed by Steven Bryant of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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435 West Fields Road Manchester VT 05254

Price$2,325,000

Est. Mortgage: $/month

Listing Number X57133282

  • Non-MLS Residential
  • Bathroom 5
  • Bedrooms 4
  • Acreage 5.1
  • Square Feet 5,800

Listed by Laura Beckwith of Josiah Allen, Dorset

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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61 Dunn Lane Dorset VT 05251

Price$1,575,000

Est. Mortgage: $/month

MLS Number 4761677

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05251

Handsomely crafted Adirondack style home perfectly integrates sophisticated design with its dramatic surroundings! The passion of the tried and true team of Architect Ramsey Gourd and Master Builder Mark Breen is splendidly executed with distinction and attention to detail throughout this exceptional contemporary. Nestled on a very secluded seventeen acre meadow pond lot, offering panoramic mountain views! Serenity and grace abound!

Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

414 - 416 Dorset Hollow Road Dorset VT 05251

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4779775

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05251

Amazing Views, 19 acres, Dorset Hollow by the village. Stone pillars greet as one gently climbs the meandering drive to this treasured 4170 SF noted "Enfield" house. Walking distance to village, yet a private sanctuary, this exceptional location establishes an incredibly unique lifestyle opportunity supporting the sporting land lover, pets, or agricultural interest over a mix of open fields and hardwood forest. History moved this antique home in the '30's to this site where it received renewed foundation and life. In 2004, a welcomed and rather impressive restoration opened the circular floor plan offering natural light and gathering spaces centered around a well appointed cooks marble kitchen island with vaulted ceilings and enhanced architectural interest to the great room. A relaxed dining room also open, extends outdoors to decking, continue through a warm living room. All living areas boast fireplaces! The private study also has a fireplace serves as the sitting room to the main level primary suite and lovely marble & tile bath. There is a private lower level bedroom suite with its own entry. The center hall leads to the deep seating porch or the lovely staircase to 2 bedrooms and 2 baths. Lower level conveniently houses the autos and offers tons of storage. A full one bedroom guest house offers comfort for guests or income. Truly an unexpected village hide away offering a beautiful residence, fine existence, and fabulous views. (see 12 acre listing) Dorset Village Gem!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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230 Natural Form Manchester VT 05255

MLS Number 4715113

  • Commercial
  • Year Built 2003
  • Acreage 20.15

First time on the market, in the heart of Manchester with spectacular views is this rare property which consists of 20+ acres of open field, including a 2500' grass air strip, a 4000 sq.' home, an airplane hanger that will accommodate 4 to 6 small planes and a separate pilots lounge. The home was under construction when the family stopped the progress. It needs considerable work to finish the vision, however most of the structural and mechanical systems and wiring are in place. It is in a state where the new owners can put their own input for design and utilization with a good start from the quality components that are there. There is a first floor master, a 20 ft. indoor wave pool and a rooftop "control tower" with open views of the Green Mountains. A variety of development possibilities with this excellent and unique offering.

Listed by Steven Bryant and Vivian Thomas of Josiah Allen Real Estate, Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

1284 Upper Hollow Road Dorset VT 05251

Price$1,300,000

Est. Mortgage: $/month

MLS Number 4725160

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05251

Located at the pinnacle of the Upper Hollow Road, this historic Vermont hill farm is ideally situated to provide views of the entire mountain range forming Dorset Hollow. Mature plantings shield the property from the road with open rolling meadows on the other three sides. Originally built in 1855, with an addition in 2000, the property is being offered for the first time in 63 years. Entry is through a foyer with a coat closet / powder room. The L-shaped living / dining room has numerous windows providing views and light, wood floors, exposed beams and a central wood burning fireplace. The corner eat-in kitchen is open and light-filled with plentiful cabinetry, three entrances give access to all living areas, and a door to the deck and fenced in side yard. Entered from the DR the south facing morning room leads to the vaulted ceiling master bedroom. Exposed ceiling beams, two walk-in closets, wood floor and a white tile bath comprise the master. A stair in the morning room leads to the lower level with three exposures containing a TV room with French doors leading to a small terrace, a guest room with a tiled bath and walk-in closet. Two additional large bedrooms, one with wood burning fireplace, are entered from the foyer stair. Antique wide pine floor, exposed beams, light and views and a third tile bath complete this floor. 1020 sqft detached garage. 25 pastoral acres that shall service agriculture, privacy or support as the property is sub-dividable.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

334 Dole Road Rupert VT 05776

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4336932

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05776

Mountain View Farm is a horseman's paradise. Panoramic far reaching views. Center chimney reproduction saltbox home with tunnels to the four plus garage garage barn and greenhouse. Brand new five stall horse barn with tack room that could easily be expanded to ten stalls. Two ten acre corrals with heated water troughs overlooks swimmimg pond. Restored cape cod caretaker's or guest home with 5 fireplaces, second pond, mature fruit trees all bordering lands of Merck Forest. Fantastic breathtaking property, a must see! Internet is available through Consolidated Communications. The owner would consider dividing the properties.

Listed by Chip Watson of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

414 - 416 Dorset Hollow Road Dorset VT 05251

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4779773

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05251

Amazing Views, 12 acres, Dorset Hollow by the village. Stone pillars greet as one gently climbs the meandering drive to this treasured 4170 SF noted "Enfield" house. Walking distance to village, yet a private sanctuary, this exceptional location establishes an incredibly unique lifestyle opportunity supporting the sporting land lover, pets, or agricultural interest over a mix of open fields and hardwood forest. History moved this antique home in the '30's to this site where it received renewed foundation and life. In 2004, a welcomed and rather impressive restoration opened the circular floor plan offering natural light and gathering spaces centered around a well appointed cooks marble kitchen island with vaulted ceilings and enhanced architectural interest to the great room. A relaxed dining room also open, extends outdoors to decking, continue through a warm living room. All living areas boast fireplaces! The private study also has a fireplace serves as the sitting room to the main level primary suite and lovely marble & tile bath. There is a private lower level bedroom suite with its own entry. The center hall leads to the deep seating porch or the lovely staircase to 2 bedrooms and 2 baths. Lower level conveniently houses the autos and offers tons of storage. A full one bedroom guest house offers comfort for guests or income. Truly an unexpected village hide away offering a beautiful residence, fine existence, and fabulous views. (see 19 acre listing) Dorset Village Gem!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

360 Partridge Hill Manchester VT 05255

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4780922

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Construction Existing
  • Zip 05255

Magnificent VIEW inspired, this Intelligent Architectural Designed 3759 SF one level residence is perfect for this spectacular site which purposely eliminates the view of neighboring homes, frames the spectacular views from each room while the fit and finish of this outstanding house shall delight the most discriminating purchaser! Begin with the finest of hardwood Tiger wood flooring throughout all living areas and custom tile floors for each bath, finely crafted custom cabinetry, custom interior doors, Lutron lighting controls, de-humidification system, whole house generator, ventilation system, green insulation, interior wall sound proofing, radiant heating, central vacuum, laminated Marvin glass, central air, heat recovery ventilators, 400 amps electrical service, and high efficiency heating! The cooks kitchen offers stunning granite tops, commercial grade appliances, beamed ceiling and plentiful cabinetry. Easy open flow from room to room walks through to the beam ceiling living room with handsome stone masonry wood burning fireplace which walks out to the Tiger wood decking. Open formal dining with half wall invites a lovely lit ambiance. The most comforting primary suite boasts a private study, gas fireplace for the spacious bedroom, lovely walk in closet and a luxurious Waterworks bathroom. There are two generous en-suite guest rooms. Walk in pantry, great laundry, ample broom closet, a truly worthwhile mudroom with sink, 2 car garage. Manchester Perfection!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

208 Lower Hollow Road Dorset VT 05251

Price$1,275,000

Est. Mortgage: $/month

MLS Number 4757085

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 6
  • Construction Existing
  • Zip 05251

Charming, classic contemporary with a 72.6 glorious acre sanctuary where peaceful surrounds meet natural grace. Fantastic Mountain views , lovely patio looking onto beautiful pond and magnificent perennial gardens and landscape....Expansive 5045 sq ft residence of graceful country living. Carefully crafted in a very comfortable style, this lovely home blends an informal living essence with fine classical detailing. The ample floor plan flows into both intimate, private spaces, yet invites generous entertainment. Capturing the spirit of the Majestic Views of both Lower and Upper Dorset Hollow, perched on a bluff with a forested backdrop, this lovely home and property is truly one of a kind.

Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

4879 4977 Route 30 Dorset VT 05251

MLS Number 4772558

  • Commercial
  • Year Built 1975
  • Acreage 16.2

For the first time in 47 years, Mettowee Mill Nursery, a well established Dorset nursery, landscaping, retail business is for sale, Over 16 acres of plantings, 12 greenhouses, a two bedroom home, 3 garages, retail shop and sheds with fantastic views all bordering the Mettowee River. The 4.5 acre parcel is zoned commercial and the 11.7 acre parcel is zoned residential.

Listed by Chip Watson of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2019 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 October 18, 2019.

 
Broker Reciprocity

Copyright 2019 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 October 18, 2019.