Southern Vermont Real Estate

MLS Number 4910977

• Residential Single Family
• Bedrooms 11
• Square Feet 10,877
• Bathroom 13
• Construction Existing

An enchanting history describes a homestead at Ormsby Hill beginning in 1764 that was historically used to entertain friends a family during the summer months. It was one of the first Federal style mansions to be built in Manchester. Over the years, it evolved and grew to become a luxury Bed and Breakfast Inn with a superlative reputation for hospitality in beautifully appointed guest rooms and common areas. It has always catered to the romantic getaway market with fireplaces and whirlpool tubs in every guest room. Additions were built on the North end of the original building for more guest rooms and on the South end of the building to accommodate the owners of the inn in great style. Original hearths, incredible trim on ceilings and moldings, and great architecture make this property unique in its grandeur.

Listed by Wendy Beach of Hearthside Group

MLS Number 4917068

• Residential Single Family
• Square Feet 4,186
• Bathroom 6
• Construction Existing
• Bedrooms 8

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 David Shehadi of Josiah Allen Real Estate,Inc.

MLS Number 4834579

• Commercial
• Year Built 1963
• Acreage 4.29

Turn-key operation or development opportunity, you decide! Large and loyal clientele. Elegant property. Owner home on site. No commute to work. First time offered. PRICED TO SELL! The Paradise Motor Inn is located in Bennington, Vermont. Don't miss this unique opportunity to own one of the finest hospitality establishments in the heart of Southern Vermont. The property is well maintained and offers a variety of added values and experiences: extensive gardens and lawns, tennis courts, pool, and pickle ball. Ski, golf, or hike, all within a few miles from the Inn.

Listed by Marek Kovac and Paul William Carroccio of TPW Real Estate

MLS Number 4915207

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

This exceptional secluded country estate with breathtaking mountain views sits on a rolling hill in Dorset's exclusive Upper Hollow with 17.25 acres to explore. Showcasing the best in craftsmanship, sophisticated finishes, manicured stone patios, terraces, and walkways, makes this a beautifully refined residence. A custom wood beamed barn hosts an exclusive indoor basketball court and pool house that is beyond compare. Plans to renovate the current floor plan to open the spacious and welcoming gathering and entering space is underway. Whether you prefer a classically designed New England home or a more contemporary flow, the home boasts wide pine floors, crown molding, wainscoting, slate, marble and soapstone throughout. The living areas feature post and beam finishes and open to a covered wrap around porch and stone patio with an outdoor kitchen. The grand Master suite displays a dramatic Benson wood post and beam architecture warming the private retreat. You'll enjoy this special property for its ability to host all of your guests with 5 en-suite bedrooms, 3 wood burning fireplaces, and game room, you'll have plenty of room to gather, entertain or just lounge by the pool. 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 4905858

• Residential Single Family
• Construction Existing
• Bedrooms 9
• Bathroom 7
• Square Feet 6,956

Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining pantry, formal dining and living rooms. The private estate includes a three car garage, four bedroom caretakers cottage, artist studio and gunite in-ground pool. Set on the outskirts of the historic town of Bennington offering shopping, live theatre, restaurants, horseback riding and proximity to mountain and cross-country skiing. This is a rare opportunity to own an exquisite estate property with a myriad of possibilities as a family compound or country retreat. Only 45 minutes to Albany International Airport and approximately three hours to Manhattan. All measurements approximate.

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

MLS Number 4912881

• Residential Single Family
• Construction Existing
• Bedrooms 7
• Bathroom 5
• Square Feet 4,866

Do you like to entertain and host large crowds? Forever Farm is the setting! Have a sit down holiday dinner for many in the spacious cooks kitchen, retire by the wood paneled fireplace with an after dinner drink, or enjoy the covered porches during foliage. This Manchester compound situated conveniently to town shopping, restaurants, the Equinox resort and area ski mountains is a great year round gem! Work out daily in your home gym, skate on the pond during the winter months while family and friends hit the slopes! Bring one and all! The main home offers four guest bedrooms, two en-suite masters and a tastefully appointed three bedroom/two bath guest house above fully restored barn. This home is equipped with horse stalls, riding area and close to area trail systems. This is a rare offering.

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

MLS Number 4868628

• Residential Single Family
• Bedrooms 7
• Bathroom 8
• Square Feet 8,154
• Construction Existing

Ian Fleming, Famed creator of James Bond, once mused in the guest register of Black Hole Hollow Farm, "Lived here like a king - an uninvited one - in fragrant and luxurious solitude" a bucolic and timeless sanctuary. This remarkable estate located on 228 verdant acres bordering both state and national forest, offers an unparalleled backdrop to an especially private hideaway. Extensive walking and riding trails are interwoven throughout. The beautiful stone mansion overlooks lush hilled lawns, two tiered ponds and waterfalls. Original house dates from 1772, expanded and designed by the renowned architect Jerome Cerny in the 1930's. The grand living room and downstairs bedrooms open onto the gardens through French doors and master suite provides private access to a poetic walled garden. There are fireplaces throughout, attached guest house, heated greenhouse, barn, cutting and vegetable garden. The estate has entertained a cast of characters including Sir Ian Fleming, spending summers finding inspiration and writing the classics "Diamonds Are Forever," "Goldfinger" and "For Your Eyes Only." Owners were Josephine Hartford Bryce, heiress of A&P, and husband Ivar rumored to be the inspiration for Bond. Easy drive to Albany Int'l Airport, Manchester and Saratoga's thoroughbred racing. Cultural activities of theatre, art, museums and dance nearby. To hike, ride, hunt, farm, fish or drive off-road in the surrounding forest. To find inspiration in a deeply rooted sense of home.

Listed by Chris DeFelice of Four Seasons Sotheby's Int'l Realty

MLS Number 4874056

• Residential Single Family
• Square Feet 12,126
• Bathroom 10
• Bedrooms 6
• Construction Existing

This exquisite Dorset estate brings sophisticated European charm to the pristine mountains of Vermont. Nested in the exclusive Dorset Hollow, when the gates of Four Pounds part one is transported beyond New England. Reminiscent of a French château, the use of natural materials grounds this expansive stone and timber residence adorned with cedar and copper. Herringbone brickwork, magnificent Tudor chimneys, old-world shutters, and intricate terraces and stone walls add to the grandeur of this build. With multiple spring-fed ponds and glorious gardens, this lush corner of Vermont is a haven for birds and wildlife. The reclaimed 16th-century French front doors lead to the heart of this thoughtfully designed 11,500 SF home. The layout offers grand spaces for hosting, quiet corners for moments of respite, 6 ensuite bedrooms, a gym, an elevator and more. The finishes are welcoming and invigorating - rich woodworking, terra cotta tile, exposed beams, dramatic archways. With spectacular views from every window, you and your guests will revel in this refined sanctuary. Minutes to Dorset and Manchester with their beautiful shops, restaurants, and marble sidewalks, you can indulge in the best of Vermont life while enjoying complete privacy on 18.7 acres (6.7 acre being separately deeded - perfect for a guest house). Revel in the arts at the Dorset Playhouse, Manchester Music Festival and Art Center. Helicopter service to NYC and airports nearby. Make this your East Coast address.

Listed by Cheyanne Pugliese and Kim Morgan-Wohler of Wohler Realty Group