Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

      Our Listings

      Scroll down to view all properties brokered by the agents here at Josiah Allen Real Estate. Find homes, land lots, commercial properites, and more- all in the Bennington County area 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!

      Remember to register to "favorite" listings you love and receive notification when similar properties hit the market.

      466 Upper Hollow @ Marcia Lane, Dorset, VT 05251

      Price$3,600,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4490923

      • Residential Single Family
      • Bedrooms 5
      • Bathroom 6
      • Stories 2
      • Construction Existing

      Dorset Hollow Pinnacle! Astounding Sunset Views...Understated Grace...180 trail laced acres at the height of the Dorset's Upper Hollow Road. Stunning Mountain Vista's are noted upon entering from the foyer or the family entry and exclaimed throughout! Simply wonderful this 7000 sf residence supports Vermont living at it's finest! Massive Stone fireplace walls grace the cherry paneled trophy room and the 50'X 22" Wolf/ Honed Costa Esmeralda Kitchen Great Room boasting coffer ceiling living/dining and breakfast room. Pantries, wine cellar and wet bar convenient of course. Wonderful radiant heated hardwood floors lead to the 3 room primary suite that includes sitting rm/office, exercise room and luxury bath. Four bedrooms and baths up while the bonus room speaks to the fun factor. Full light filled basement and Carriage house offers 7 bedroom permit expansion within if wished. Over-sized garages offer room for all the toys! This property meets Town and Field perfection!

      Listed by Laura Beckwith of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      440 Upper Hollow at Marcia Lane, Dorset, VT 05251

      Price$3,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4445332

      • Residential Single Family
      • Bedrooms 5
      • Bathroom 8
      • Area Mountain, Rural
      • Stories 2.5

      DORSET HOLLOW 8700 SF Residence "designed for entertaining" the entire family or consider it a personal "spa retreat"! From it's plush surroundings within sporting all the bells & whistles, to deep wrap around porches, stone terrace w/ outdoor kitchen, steam bath, spa indoors and out... Amazing Barn/ Pool House w/ his/her baths that walk out to a heated stone pool, indoor basketball court, exercise rm space for the toys!!! This is a classic vernacular residence boasting a welcoming foyer entrance w/ lovely staircase... leads to the great room kitchen with Rumford FP, formal dining, formal living w mantel FP, study and an amazing primary suite with "Benson" Timber Frame revealed. the guestrooms en suite are lush. A separate suite over the garage is open to a myriad of possibilities finished with bath & storage. FM RM w massive stone FP, PLUS Stone is generously used from walk out terracing to pillars, foundation, walls, barn & pool terrace. Substantial in every way! A special retreat!

      Listed by Laura Beckwith of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      89 Mountain Spring Road, Chittenden, VT 05737

      Price$3,200,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4432760

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 8
      • Stories 2
      • Construction Existing

      Spectacular Mountain and Water Views / 566 Acres Adjoining The Green Mountain National Forest. Pristine, conserved property with expansive trails, wildflower meadows, orchards, ponds and forest.Exclusive use of native plants, shrubs and trees supports a large population of over 100 species of birds, butterflies, fish and wildlife. Five buildings with extensive infrastructure. Suitable for further development. Located adjacent to The Mountain Top Inn and Resort (four season resort with Nordic, lake and equestrian activities). Killington Ski resort 30 minutes away. Airport is 20 minutes away. Call for private web site link that shows the property.

      Listed by Steven Bryant of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      792 Route 153, Rupert, VT 05768

      Price$2,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4438207

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 5
      • Stories 2
      • Construction Existing

      Stunning Vermont Vernacular on 284 acres! Incredible views, newly constructed(2010)legacy estate built with attention to detail and the highest quality materials. Long private drive to the top of the world! Recreation opportunity abounds! Hunt, fish White Creek or the Battenkill, ATV or snowmobile. Or relax by the 50 ft in ground resort quality pool and take in the view. Great equestrian potential. Four en-suite bedrooms, two fireplaces, gourmet kitchen with Viking range and Liebherr fridge, covered porch, two fireplaces. Finished basement with game room. Beautiful 33 x 28 ft storage barn and lovely grounds. Timber producing property in Current Use Program. Kohler Generator. 30 minutes to Saratoga and 15 minutes to Dorset. Incredible place. Must see.

      Listed by David Shehadi of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      1166 West, Manchester, VT 05254

      Price$1,975,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4634446

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 6
      • Stories 2
      • Construction Existing

      "White Tree Farm" Manchester Village, Exceptional 16 Acre Estate privately approached over a stone bridge and winding through ancient Maples opening to an ideal pastoral landscape framing this magnificent compound! The circa. 1800 center chimney colonial boasts 5 antique brick and mantel fireplaces within 4300 sf of finely appointed tradition. Recent restoration and expansion brought about the Kitchen Great Room with 2 warm brick hearths and leads to awning shaded summer dining...formal dining... Living & Cherry Study accesses raised stone terrace that takes in the sunset. Four bedrooms, 5 1/2 baths... porches, and herbaceous perennial gardens within an expansive 70 X 130 foot stone wall enclosure properly presents the signature 'White Tree'. Adjacent, a 4 Bay garage, workshop, greenhouse and storage. The 1500 s.f. Guest House sited quietly to the south offers 3 bedrooms and 2.5 baths. The barn, stone berm garage and corn crib give consent to quintessential Vermont perfection! 2 significant Ponds, a small stream and level to gentle roll of grounds with orchard, gardens, berries and games all gazing upon the majestic Equinox Mountain!

      Listed by Laura Beckwith and Adrienne Sherwood of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      334 Dole Road, Rupert, VT 05776

      Price$1,895,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4336932

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 3
      • Area Rural
      • Stories 2

      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!

      Listed by Chip Watson of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      326 West Fields Road, Manchester, VT 05254

      Price$1,850,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4247795

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 7
      • Area Village
      • Stories 2

      Manchester Village Architectural Masterpiece with purposeful execution of bringing the wonder of Nature, Light and Mountain Views into not only every room but every corner, hall perspective, ceiling, loft and angle!Dramatically executed this home lives in "STYLE"! Once one enters the winding drive upon approach the cedar and stone draws...now the impressive entrance peers through the 25' cathedral step down living onto stone terrace and spectacular mountain views beyond. Outstanding perspective continues with soaring stone center fireplace which also opens to Chef's kitchen. A Fabulous Sun Room with radiant heat absorbs east/south exposures...The guest rooms superb... extraordinary comfortable 3 room primary suite listens to cascading waters. Talk about play rooms...pool room, bar, gym, workshop, wine cellar, loft retreat... over 8600 SF of private luxury on 5 landscaped West Field acres!

      Listed by Laura Beckwith of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      2220 Depot Street, Manchester, VT

      Price$1,650,000The price has recently decreased

      MLS Number 4621224

      • Commercial
      • Year Built 1965
      • Acreage 3.9

      Established Inn with 16 renovated rooms. The ideal location near town gives good visibility on the route leading from Manchester to 4 ski resorts and year round outdoor recreation. The rear of the Inn overlooks Bromley Brook and the beautifully landscaped property allows guests private enjoyment of the brook with the mountain view beyond. Together with a nice pool and a breakfast room with large central fireplace, the well-maintained Inn is great for families and groups traveling together. And for a buyer or a family seeking a home-based business, the 2-story, very private, handsome owners' quarters, built in 2005, is exceptional. With 3 bedrooms and 2 1/2 baths, it features wood floors, radiant heat, open living with a beautiful kitchen, 9 foot ceilings, a master suite with steam shower and jacuzzi, attached heated garage and a view to the mountains from both levels. At asking price; the new owners would enjoy a 5.5% CAP rate when an all expense paid life style is included when making a financial evaluation of this property. There is plenty of upside potential for this property; all going to the bottom line!

      Listed by Robert Dowling and Clare de Zengotita of Josiah Allen Manchester Office

      Josiah Allen Manchester Office
      3609 Main Street
      Manchester VT, 05254
      Office: 802.362.3355

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      2199 Lower Hollow Road, Dorset, VT 05251

      Price$1,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4314697

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 5
      • Stories 2
      • Construction Existing

      Dorset Hollow perfection! 25 acres, spectacular views, 3 ponds and a timeless setting make this a one of a kind offering. Superbly crafted post and beam home, well maintained by the original owners, trails, indoor pool, workshop, and sheep barn round off this very special home. Truly a majestic place that will inspire wonderful memories for many generations to come.

      Listed by David Shehadi of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      926 Hebron, Rupert, VT 05768

      Price$1,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4634662

      • Residential Single Family
      • Bedrooms 5
      • Bathroom 6
      • Stories 2.5
      • Construction Existing

      Bennington County 265 acres laced with over ten miles of open and trails which have been hand carved over the last 15 years to such vantage points that it is impossible not to appreciate every acre!!! The ponds, orchards, hidden meadows or pasture with equine run in and fencing, wild life and lovely building sites are easily accessed... This is a sanctuary worth experiencing!!! The residence is impeccably designed with an eye for detail inspired by reclaimed antique architectural niches, cabinetry, lighting and amazing flooring through out... Gracious Proportions that flow easily for any lifestyle and need... The ceilings are 9 feet with vaults in the Great Room Kitchen and Master Bedroom of 14 feet... there are room extensions offering three window walls for the Living Room, Great Room Dining and Master Suite which by the way offers generous three rooms of private and luxurious quarters. The fireplaces and hearths are in all the appropriate living and suite areas... the views to the southern Taconic Range with gentle rolling mountains in foreground. Remarkable unfinished attic and walk out windowed basement that offers auto drive in option and dumb-waiter... A masterpiece in design and execution... Serenity... and all that land can give back to it's steward! 15 minutes to the Dorset Green... 40 Mile rail trail... easy access to Albany and greater Manchester amenities...Amazing Estate Quality Offering!

      Listed by Laura Beckwith and Adrienne Sherwood of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      195 Derby Hill, Rupert, VT 05768

      Price$1,300,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4628396

      • Residential Single Family
      • Bedrooms 7
      • Bathroom 8
      • Stories 2
      • Construction Existing

      Private 18 acre resort-type compound 20 minutes to Manchester outlet shopping or 30 minutes to skiing, perfects the multi-generational family retreat! The three dwellings integrate seamlessly into a tranquil mountain top landscape with phenomenal views of the Mettowee Valley which is captivating at all hours and in all weather for all seasons. The design of the buildings and landscaping captures casual function, comfort and convenience with easy flow to outdoor expansive decking, walkways, and heated pool. The 4000 SF main residence offers 4 master bedrooms complete with spa tubs, steam showers, and sauna. From the chefs Kitchen great-room perfectly designed for entertaining... three fireplaces, spacious living room... every comfort is available. The 1700 sf party barn offers fully equipped kitchen, media room, staging, two additional rooms and bath with extended 80X40 asphalt basketball and tennis wall. The creatively appointed 1200 sf guest house offers 3 BRS/2 BA, 2 bonus rooms, common room, loft, pantry storage and connects to the 2 bay garage in addition to a 3 bay garage on site. Play house or tree house... every hobby and creative lifestyle desire is successfully accommodated. Certainly a one of a kind opportunity for personal use...or income... or corporate retreat. This is very special.

      Listed by Laura Beckwith of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      414/416 Dorset Hollow Road, Dorset, VT 05251

      Price$1,295,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4608868

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 6
      • Area Rural, Village
      • Stories 2

      Enter this amazing 10 acre property through stone pillared entrance way. Meander up a long driveway to find this very private location, yet walking distance to Dorset Village. Beautiful antique home with charming quest house. Major high end renovation completed 10 years ago. Truly a must see. Subject to subdivision

      Listed by Charles Mauro of Josiah Allen Dorset Office

      Josiah Allen Dorset Office
      3115 Vermont Route 30
      Dorset VT, 05251
      Office: 802.867.5555

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

      Broker Reciprocity

      Copyright 2017 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.