Dorset VT Homes with Acreage

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 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.

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 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 4751159

• Residential Single Family
• Construction Existing
• Bathroom 7
• Bedrooms 4
• Square Feet 5,405

Rarely does a property of this scale and quality come on the market. Set on 18 acres in beautiful Dorset Hollow, it features the main house, a separate 4,470 square foot guest house, large pond and breath taking mountain views that include Owl's Head and Mount Equinox. The custom designed and beautifully built main house offers a country "tavern" kitchen of antique wood, an exceptional great room opening to an expansive covered porch, and stone terraces. The oversized master suite includes his and hers walk-in closets with custom cabinetry, mountain views and a separate sitting/bedroom with its own bath and vistas. Two ensuite second floor guest rooms each enjoy captivating views. The guest house rivals the main house with an open kitchen and living area with a large brick fireplace. There are three ensuite bedrooms, covered deck, stone patio and astounding views. The lower level "magic kingdom" bunk room drops the jaws of the young. Two, two car heated garages flank both ends of the main house. Landscaping, mature gardens and gorgeous stonework throughout the property add to the magnificent setting. Beautifully maintained, this country estate is truly one of a kind.

Listed by Lisa Sullivan of Four Seasons Sotheby's Int'l Realty

MLS Number 4737889

• Residential Single Family
• Construction Existing
• Bathroom 7
• Bedrooms 5
• Square Feet 5,033

Situated amidst a spectacular setting on 13.49 acres with sweeping views of mountain vistas this exceptional Dorset Hollow Estate offers breathtaking scenery and a magnificent private retreat with main residence, 2 bedroom guesthouse , 50' in ground pool and pool pavilion. Designed for entertaining, the masterfully designed property features multiple fireplaces, a grand living area, gourmet kitchen and multiple bedroom suites . A spacious screened in gathering room off the great room offers a most inviting 3 season space for enjoying the panoramic view and sunsets with family and guests. With seamless access to the outdoors, the landscape design integrates the pool and pavillion with extensive stone terraces, bocce court, pergola and perennial gardens. Pavillion includes spa, outdoor shower and changing room. "Sleepy Hollow" guest cottage offers separate acommodation, yet convenience to the main house. With craftsmanship of the highest quality, this distinctive property has been created to enjoy all of the seasons, whether having a front row seat to magnificent fall foliage, being King of the perfect sledding hill or basking in the summer sun around the pool. Just a short drive to the Dorset Village, Dorset Playhouse, Dorset Inn and Barrows House, this location is premier. Winter recreation is nearby with Bromley and Stratton ski resorts. Rarely does such a remarkable property become available. This is one that offers endless enjoyment of everything the area offers.

Listed by Kim Morgan-Wohler of Wohler Realty Group

MLS Number 4705407

• Residential Single Family
• Construction Existing
• Bathroom 5
• Bedrooms 4
• Square Feet 5,711

Drive up the stone pillared private driveway to this beautiful Country Contemporary, designed by Bob Escher and built by Derek Cornell, Big Pine Builders in 2008 set on over 23 acres. As you approach the home you can't help but notice the beautiful mountain view. Walking up the stone path to the front door your senses come alive with the beautiful garden and tranquil setting. Once inside the wonderfully open living/dining room with fieldstone fireplace, soaring ceiling crisscrossed by massive beams and again the mountain views through the French doors leading out to the terrace beyond is a captivating scene. To your right is the heart of the home; the kitchen, complete with breakfast nook and access to the covered porch. The perfect spot for your morning coffee or afternoon tea. A main floor primary suite, which includes an office and laundry room, large bath with soaking tub and two walk-in closets. Two half baths, another laundry room and pantry complete the main floor. Upstairs are three spacious guest rooms, two full baths and a recreation room for kids and adults alike. If peace and tranquility are what you are looking for this home is a must see. All measurements are approximate.

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

MLS Number 4761677

• Residential Single Family
• Construction Existing
• Bathroom 5
• Bedrooms 4
• Square Feet 6,238

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.

MLS Number 4664784

• Residential Single Family
• Construction Existing
• Bathroom 4
• Bedrooms 4
• Square Feet 4,295

This farmhouse was the part of the Ams farm, one of the first working farms in Dorset. It sits on 11.9 acres and features the main house, guest house, large 2 story barn, pond, beautiful landscaping and amazing mountain views. This meticulously maintained home has an open kitchen and dining room with a Rumford fireplace making it a wonderful space to gather. The first floor also has a library with custom built shelves, den, large living room and three season sun room that is enclosed with windows and French doors allowing you to enjoy the gorgeous property and views. There is a large mudroom and breezeway that provide ample space for all of ones outdoor gear and toys. Above the mudroom there is a bonus room with a separate entrance. The second floor has a master suite with a vaulted ceiling, spa like bathroom and oversized 18 x 6 foot walk-in closet. There are three additional bedrooms; two that share a bath and an ensuite guest room. Landscaping, mature gardens, marble patios and gorgeous stonework throughout the property add to the magnificent setting. Beautifully maintained, this Vermont country home is truly one of a kind. A great opportunity to own a piece of Dorset history!

Listed by Lisa Sullivan of Four Seasons Sotheby's Int'l Realty

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 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 and Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

MLS Number 4641841

• Residential Single Family
• Construction Existing
• Bathroom 5
• Bedrooms 4
• Square Feet 5,696

Windward Hill with Commanding Taconic Mountain Range Views... the winding drive elevates through 16 park-like acres along a single stone boulder waterfall spilling into the trout pond! Nature is at its' finest from this architecturally designed contemporary offering light filled open living with window walls capturing the outdoors at every angle! INDOOR-OUTDOOR Textured character captures interest from stone exterior accents, herring bone brick and hardwood flooring to serpentine staircase rising to levels promising views! The two story stone fireplace warms the cathedral open double living room space and dining while walking out to a vaulted screen summer room and expansive view-side decking with outdoor kitchen. The well appointed cook's kitchen offers an eating bar and plenty of cabinet storage. A lovely private master suite offers great comfort seating and outdoor access. Three generously proportioned and separate bedrooms are all on the main level with adjacent baths. Multiple uses are had in the grand family room with raised hearth fireplace. Boasting further: there is an exercise room/bath , workshop/studio all within the footprint and offering easy access to the three car attached garage. This well executed contemporary ideally befits the perfected tranquil end of road landscape!!!

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

MLS Number 4741614

• Residential Single Family
• Construction Existing
• Bathroom 6
• Bedrooms 5
• Square Feet 4,306

Dorset's Upper Hollow Road Treasure! Curb appeal always draws as this stately C.1791 Colonial captivates interest in its refinement and restored expanse. All of the 10 level pastoral acres graciously embrace the Vermont Tradition surrounded by 360 degree mountain hollow views. There's old growth trees and wide stone walled gardens greeting guests upon approach. Enter through the wide center hall with a simple staircase as the front to back living room is to the left, the architectural details are evident, from the raised paneled fireplace offering a beautiful "key" style mantle, a library alcove at one end and the extended deep & private side porch beyond. To the right a lovey study with powder room. Across the back of the center hall one enters the elegantly preserved dining room boasting wide beaded panels, chair rail and receded cupboard. Original main level wide board flooring is found throughout the original structure. As time expanded the "back house", a sunny kitchen wing evolved wrapped around the raised hearth fireplace which can easily open to the original dining room creating "great room" appeal. The side entrance offers a spacious sense with very practical storage for household needs. The front and rear staircases lead to 5 comfortable en-suite bedrooms offering marble baths. Off the kitchen there's an office w direct access garden shed inspiring an herb garden. Oversized 2 car garage. The privately sited heated pool & cabana patio is a Dorset Hollow Splendor!

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. This home is turn key and offered fully furnished.

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

MLS Number 4770094

• Residential Single Family
• Construction Existing
• Bathroom 4
• Bedrooms 4
• Square Feet 3,467

This 1820's, Dorset village home is within a few steps to the Dorset Inn and Church Street and overlooks the Dorset Field Club golf course, with sunny, daytime westerly mountain views and evening sunsets. In the historic district, the home is located on one of the larger village parcels (3.4 acres) and is backed by the lands of the "pinnacle" which is owned by the town for recreational use. The interior of the home is extremely well-suited for family living and entertaining. A large, gourmet kitchen with fireplace, added by its current owner, is the "centerpiece" of the home. Formal living rooms, formal dining room, and large barn board family, all with fireplaces flow graciously for large gatherings. The second floor has a Master Suite and an additional 3 bedrooms and two baths. The two story barn/garage, has plenty of additional room for storage or ready to finish into extra living space. Don't miss an opportunity to own a beloved Dorset antique home with a wonderful history! Owner is a licensed Vermont real estate agent.

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

MLS Number 4743200

• Residential Single Family
• Construction New Construction
• Bathroom 3
• Bedrooms 3
• Square Feet 2,500

Brand New Construction with gorgeous views! This open living concept home offers warmth, light and space to all who enter. Attention to details is what comes to mind when viewing this home! Enter through the front covered porch, post and beam concept with lofted space and beautiful kitchen along with main floor master, mudroom entry and oversized garage complete the main level of living. Lower level offers two spacious, light and bright bedrooms, bath and storage space. This private setting is close to area amenities, the best of all worlds!

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty