Dorset VT Homes with Acreage

MLS Number 4700856

• Residential Single Family
• Construction Existing
• Bathroom 8
• Bedrooms 5
• Square Feet 8,700

This extraordinary country estate will captivate you with exceptional mountain vistas, sophisticated finishes and abundance of outdoor spaces. Perched upon a knoll in Dorset's exclusive Upper Hollow, this exquisite 8700 SF residence is sited on 17.25 acres w/ post and beam barn/pool house, indoor basketball court and outdoor heated pool. Beautiful gardens, mature landscaping and meticulously created stone patios, terraces and walkways create a most inviting setting.You'll enjoy the lush amenities of this Dorset gem!With craftsmanship of the highest caliber, this classic vernacular residence features wide pine floors, crown molding, wainscoating,slate, marble and soapstone throughout. The living areas boast post and beam finishes and open to the covered wrap around porch and stone patio with outdoor kitchen.The grand main floor master en-suite is privately situated and showcases a dramatic Benson post and beam design.This private retreat is designed for entertaining &maximizes the sweeping views.The gourmet kitchen opens to the living area and a formal dining room.A billiard room &comfortable den offer multiple gathering spaces for entertaining or simply relaxing.Five bedrooms en-suite, game room, 3 fireplaces. Just 5 minutes to the Dorset Green with the Dorset Inn, Barrows House, Dorset Playhouse & the 3 Pear Gallery. With Bromley and Stratton Mountains just a short drive away, you'll enjoy Dorset and the mountains from this expansive and alluring property.

Listed by Kim Morgan-Wohler of Wohler Realty Group

MLS Number 4744398

• Residential Single Family
• Construction Existing
• Bathroom 6
• Bedrooms 6
• Square Feet 7,537

Dorset Hollow Pinnacle offering 180 trail laced acres at the height of the Dorset's Upper Hollow Road. Amazing Sunsets... 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 or shower. 4 bedrooms and baths up comfortably accommodate guests and family. A 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, 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, grilling area & outdoor fireplace. This property meets field and stream perfection!

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

MLS Number 4674690

• Residential Single Family
• Construction Existing
• Bathroom 10
• Bedrooms 6
• Square Feet 11,500

This extraordinary gated country estate is surrounded by Four Ponds and waterfalls with absolute privacy in an outstanding Dorset location. The stone, brick and timber exterior is complemented by expansive stone terraces and exquisite landscaping. Lavish interior design and amenities (elevator and communications) including the finest finishes and features with fully integrated technology. The acreage includes a 6 acre parcel permitted for use as a guest house or recreation pavilion. Completely rare in scale and detail framed by gardens, terraces and stonework, Four Ponds represents the epitome of country living.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

MLS Number 4761453

• Residential Single Family
• Construction Existing
• Bathroom 8
• Bedrooms 8
• Square Feet 16,000

A simply outstanding opportunity, this private, 47 acre Country Estate with a 11,000 SF Colonial residence, a three-bedroom guest house, a four-car garage with caretaker's apartment, equipment barn, swimming pool and two build-able lots is now offered at less than 30% if its original construction cost. With expansive living spaces, a three-floor elevator, 9 fireplaces, a true cook's kitchen with hand painted cabinets and stone tops, a media room and library with custom butternut cabinetry, elegant bedroom suites and outdoor spaces that include a screened porch, stone terraces and covered porches that flank the view side, the additional amenities include a 2 bath pool house, large dog run, greenhouse, formal gardens, 2-story barn and a 3-car carport and generator room. Highlighted by exquisite landscaping in the heart of Southern Vermont, equidistant from NYC and Boston, Birchmeadow is perfect for use as a family compound or multi-generational gathering place.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

MLS Number 4794754

• Residential Single Family
• Construction Existing
• Bathroom 6
• Bedrooms 4
• Square Feet 8,559

Stony Brook is the masterpiece of designer/decorator Barbara Levin who built a Vermont retreat for her family in 1996. Featured in Architectural Digest, this serene home on 12 private acres in Dorset evidences careful thought, humor and craftsmanship. The massive timbers and rough boards of five antique barns were reimagined into a contemporary compound that follows the pools and eddies of the brook that runs through the property. Local craftspeople and artisans brought their imagination to the details, from the dry laid walls to the massive stones of the terraces to materials choices like the rare, unfading red slate of the roof. The gated driveway ribbons through the serene glades to a stone courtyard. The architectural components of the house reflect a lifetime of collecting extraordinary items, such as the antique prison door leading into the master-suite or the hand-made tin chandelier in the dining room. The foyer with its hand-hewn beams is the entrance point to three distinct areas, making for easy flow. The gathering spaces, each room with its own fireplace, include the sophisticated kitchen with an open floor plan, dining room, living room and library. The spacious master wing and three-bedroom guest wing with its own sitting area offer privacy. Many rooms in the house either open to the stone terrace and/or overlook the brook. Dorset is near four golf courses, skiing, the Dorset Theatre, Hildene and the Southern Vermont Arts Center.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

MLS Number 4779775

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

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.

MLS Number 4725160

• Residential Single Family
• Construction Existing
• Bathroom 4
• Bedrooms 4
• Square Feet 3,938

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.

MLS Number 4779773

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

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.

MLS Number 4757085

• Residential Single Family
• Construction Existing
• Bathroom 6
• Bedrooms 3
• Square Feet 5,045

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.

MLS Number 4763913

• Residential Single Family
• Construction Existing
• Bathroom 3
• Bedrooms 4
• Square Feet 2,700

Dorset, VT compound! This unique offering in private setting, yet close to it "all", is a great place to escape. Mountain views are captured as you head down the well manicured and landscaped property to the main house. You'll pass by the barn (permitted for a two bedroom guest apartment), bocce court and fire pit before finding yourself at the entrance to this contemporary home. As you approach the front entrance, the gunite in ground pool and outdoor kitchen are off to the right. Floor to ceiling windows allow the light to flood this warm and inviting home. Main level offers open living space, large master with closet built ins, access to the outdoor patio, and modern bath. Additional bedroom ensuite complete this level. The lower level provides two bedrooms, living space with walkout access to outdoors. An additional building lot is included in price. All measurements are approximate.

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty

MLS Number 4773632

• Residential Single Family
• Construction Existing
• Bathroom 4
• Bedrooms 4
• Square Feet 4,442

Great Home in Dorset, Vermont. A smart choice whether you are a local or seasonal resident. Old world craftsmanship, triple crown and dentil moldings throughout, coffered ceilings, fluted pilasters, cherry pine flooring, window seats, picture bay kitchen and more. Ideal location, with lovely long distance views just minutes to Dorset Village. Private setting with easy access to year round activity right outside your door. This remarkable colonial home offers traditional dining and living rooms, an open floor plan large kitchen with a seating area, traditional library with a fireplace, covered porch and a deck with views for entertaining. Sunny sitting area off the kitchen surrounded by a row of beautiful windows. Private first level master bedroom suite with walk-in closets and spacious bathroom. Three bedrooms upstairs, each with en suite bath. Large bonus room with cedar closet and build ins dressers above an attached 2 car garage with an additional stair case off the mudroom. Expand the home for friends, children and family, whether living with you or just visiting. Come see for yourself. $25,000 CREDIT FROM THE SELLER TOWARD THE OUTSIDE IMPROVEMENTS AS A PRICE REDUCTION AT THE CLOSING from the listing price. All measurements are approximate.

Listed by Tatsiana Clark of Four Seasons Sotheby's Int'l Realty

MLS Number 4786709

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

Dorset Hollow nearby the village and accessed from Barrows Heights as well. 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, to be subdivided or a property line adjustment to town specs into a 3 acres parcel creating an unique opportunity to price this residence under 800K. 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. Truly an unexpected village hide away offering a beautiful residence, fine existence, and fabulous views. (residence offered three ways: 19 acre listing or the 12 acre offering) Dorset Village Gem!

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

MLS Number 4670463

• Residential Single Family
• Construction Existing
• Bathroom 5
• Bedrooms 5
• Square Feet 5,200

This handsome home was renovated in 2008. Offering 2600 square feet of one level living and an additional 2200 square feet for guests and entertainment. This property offers 5 bedrooms,4.5 baths. Lovely chef's kitchen with all the desired bells and whistles opens to the dining room/ great room with vaulted ceiling and fireplace. The master bedroom wing includes a marble bath, private study and walk in closets. There is a second bedroom and full bath on the first floor. The large staircase unfolds to a beautiful office, stunning family room, and large stone fireplace and bar. Three additional spacious bedrooms and baths. Mountain views that live like a "treehouse" affect and a balcony off the second lovely primary suite. Sited on 5.5 acres with a pond on the ski side of town.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

MLS Number 4699474

• Residential Single Family
• Construction Existing
• Bathroom 4
• Bedrooms 4
• Square Feet 2,776

This spacious country home has been tastefully and stylishly renovated for today's living. The gracious & well proportioned rooms are designed for entertaining and family gatherings and include a formal living room with fireplace and French doors leading to a charming slate terrace. The elegant dining room adjoins a most efficient kitchen with a cozy sitting area and fireplace. A family room allows for relaxing sessions while watching television or reading. A second story features the master bedroom with fireplace and bath and two more guest bedrooms and bath. A bonus room over the garage has a bedroom and bath with a separate staircase for privacy. This special residence is located on the sought after Nichols Hill Road and includes over two acres of land. All measurements approximate.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

MLS Number 4762630

• Residential Single Family
• Construction Existing
• Bathroom 5
• Bedrooms 6
• Square Feet 3,634

Quiet setting, mountain views, and modest home create the perfect setting for this Vermont home. Eating on a knoll, above it all- yet close to area shopping, ski mountains, hiking trails and more, it provides the balance of serenity and function for all. Comfortably entertain and host your family and friends, or just enjoy home life with loved ones - the layout of this home does just that! Providers for larger gatherings, spacious en-suite guest rooms or sit by the fire enjoying a quiet evening or a nice morning on the back deck. Additional storage space for the outdoor enthusiasts "toys", this well maintained home is ready for it next owner to create lasting Vermont memories.

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty