Bennington County Real Estate

MLS Number 4904677

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 5
• Bathroom 7

Hagarbook Farm completely restored 5034 SF C. 1767 Residence consisting of magnificent Mettowee River frontage interior to the 320 acres, Hagar Brook and Waterfall, Harmons Mint Historic Site, Pond, Agricultural Fields, Extensive Trail System and View Sites galore! The Land Straddles both East Rupert and Dorset. Add significant buildings in lovely condition: 750 SF Guest House, Barn 37 X 100, Tractor Barn 26 X 50, Horse Barn 50 X 28 and additional out buildings--24 X 18, 20 X 14, 20 X 12, 16 X 12, 40 X 24! An exemplary eighteenth century compound approximately 3 miles north of the Dorset Green. The Great-Room Kitchen with exposed post and beam framing is the welcoming hearth of the home which walks out to the wrap around porch or sun room to the west where the living extends upon a wonderful level stone walled terrace overlooking the grounds and river beyond. Crisp architectural details witnessed in every room; Dining, Living, Family, Office and 4 Wonderful Bedrooms up. There are 5 baths, 2 half baths and a guest house ... Whether it's agricultural or equine interest, stream & field, auto collector, historical appreciation or family gathering ideals, this property is a treasure. Vermont Current Use real estate tax benefits for the next steward to embrace. 320 acres in the prized Mettowee Valley nearby Dorset!!!

Listed by Charles Mauro of Josiah Allen Real Estate,Inc.

MLS Number 4945895

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 6
• Bathroom 7

This private setting on 40 acres is nothing short of EXTRAORDINARY! An iconic Stratton Mountain estate with a newly expanded and renovated grand lodge, a guest house - each with unrivaled views of the Stratton Mountain trails. The upscale addition & renovation of this Pearl Buck property is just minutes to the StrattonMountain Base Lodge. With commanding southerly views of Stratton Mountain and surrounding ridge lines with sunset views to the west, this dramatic 4 bedroom/ 4.5 bath lodge is without comparison and the last rare parcel of this size near the resort with a world of privacy and tranquility. Three stone fireplaces, large beams, walls of glass and VIEWS, VIEWS, VIEWS. Additional 2BR/2BA Guest House, garage, pond and tennis court. Patios, Stonework, outdoor spaces.enhance the stunning location.Additional building sites available. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater at Weston and Dorset, the Manchester Music Festival, The Dorset Summer Equestrian Festival. Hiking, biking, kayaking, shopping and dining. Fall foliage, first tacks on powder days and the glorious Green Mountain Summers beckon. This one of a kind property has the essence of a true mountain lodge, set into its surroundings with a tranquil and peaceful vantage point. Adventure is at your doorstep.Additional parcels available. Make plans to visit this newly expanded and renovated property. You'll be enthralled!

Listed by Kim Morgan-Wohler of Wohler Realty Group

MLS Number 4912881

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 9
• Bathroom 7

Welcome to Forever Farm, a landmark property & location in Manchester Village, VT. This well maintained home is ready for family and friends - whether it be entertaining a large dinner crowd or relaxing on the front porch with a good book, this home is so versatile. The main house is comprised of 6 bedrooms, gorgeous cooks kitchen and several inviting living room spaces. The well manicure grounds give a pop of color year-round, whether it be the perennial gardens in the stone walls, colorful fall foliage on the maples, birches and fruit trees, snowcapped mountains or the spring time flowers, this home makes any season a delight. The separate carriage house with 3 bedrooms & 2 baths is a great retreat for guests. Horse stalls and outdoor riding ring, three bay heated garage, home gym & multiple ponds! This home awaits its new owner, to love and continue the tradition of Southern Vermont living. Property is being offer fully furnished & completely turn key.

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

MLS Number 4939595

• Land
• County Bennington
• Square Feet 16,857,720
• Acreage 387

Discover the potential of an alpine escape beyond compare in Snow Valley. Once a beloved winter destination in gorgeous Southern Vermont, Snow Valley operated largely under the radar from 1939 to approximately 1982, with a proud reputation as one of the nations very first ski areas and the very first snowboard area. The stunning 390+ acre property forms an ideal blank canvas for potential future home or family compound with all of the benefits of a resort experience. The region boasts over 120 inches of snowfall per year, truly perfect for the downhill and cross-country skiing Snow Valley was once renowned for, with its north-facing configuration of mountains that funnel snow well into the spring season. Picture-perfect vistas of Vermont countryside stretch in every direction, Snow Valley is ready to exceed every expectation. Additional 60 acre lot available - PID 00489 - Span 771-245-1019 owned by Prospect Rock LLC.

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

MLS Number 4905858

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 9
• Bathroom 7

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 and Boston. All measurements approximate.

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

MLS Number 4910977

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 11
• Bathroom 13

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 4939833

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 5
• Bathroom 7

Built in 1989 as a private home oasis, this home does not disappoint. With privacy, views, a heated pool, tennis court, and indoor sauna, your home becomes your own personal resort. Entertaining is a breeze with the open floor plan. Everyone can enjoy the preparing of meals in the large chef's kitchen seated nicely next to the dining room with a gorgeous propane fireplace. After a meal retire to the great room with the wood burning fireplace and large windows to views. Speaking of views, did you see the views? Visible from all the rooms facing east (Bromley Mountain). At the end of the first floor is an expansive gym that can be used for wrestling, dance, working out or repurposed for whatever the new buyer might desire. Oh, and the sauna! On the second floor, you will find the primary suite which comes complete with a large sitting area, separate dressing room, and an expansive bathroom with jetted tub and separate shower....and views! Three additional bedroom suites and laundry room complete the second floor. The third floor offers an additional living space with a bedroom, tv room, full bath (room to add a small kitchen) and an additional exterior stairway in addition to the interior stairway. In the warmer months, enjoy your own heated swimming pool and a game of tennis. All measurements are approximate.

Listed by Lynn Rawson of Four Seasons Sotheby's Int'l Realty

MLS Number 4927884

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 4
• Bathroom 4

Peacefully relax on your back deck and enjoy the views of Mount Equinox from your own 28 acre oasis privately located off Manchester West Road. This unique property has everything you have been looking for in Vermont. The property features a main residence with air conditioning, 4 bedrooms; one being a first floor suite and a second floor primary with updated bath and walk in closet, a great room, two fireplaces, covered porch and back deck with outdoor grilling area. Many outbuildings and a detached 1 bedroom guest suite. You can enjoy a network of meticulous trails and manicured grounds, numerous garages and all with the convenience of Manchester Dorset and the Mountains. Snowmobile, hike, ski or ATV right out your back door to the trails. There is a cleared private gazebo area with a oversized fire pit. The expansive yard has a clubhouse, basketball/ pickle ball court, shooting rage and bocce ball court. Acreage also has access off of Three Maple Drive and can be further subdivided to suit the buyers needs in many different ways. A must see-- not often does property with so much to offer and potential come around in Manchester.

Listed by Andy Reed of Four Seasons Sotheby's Int'l Realty

MLS Number 4927054

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 5
• Bathroom 5

This Classic New England Colonial Farmhouse from the 1800's set on 86 acres underwent a complete renovation and updating, without removing any of the original charm, and the results are the sublime elegance reflected in its 10 major rooms. The Library, Livingroom, and Entryway feature beautiful decorative window and door trim, wide planked wooden floors are seen throughout the house. There are five bedrooms, three with ensuite baths, two additional bedrooms sharing a hall bath, and an office with its own bath. The completely redone cook's kitchen features a farm sink, wine rack, six burner range, Miele microwave/convection oven and marble countertops. Custom lighting illuminates the large dining area. Both the Library and Dining area have fireplaces with slate surroundings. The screened porch with its garden, field and mountain views and open on three sides, is accessible through French doors from the Living room. The house is surrounded by beautiful landscaping, with colorful perennials into the fall, with groves of maple trees described as "one of the most beautiful dooryards in Southern Vermont." A stone wall curves around the back of the house with two sets of stone steps which lead up to the sugar house (now a potting shed) and the pool area. The property also has a recently improved three-bedroom guest house with a gas burning fireplace, front deck and back patio with views of gardens, fields and mountains. A three-story barn and long shed round out the property.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

MLS Number 4945894

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 3
• Bathroom 4

Outstanding Circa. 2019 Manchester Green Mountain View Residence offering a wonderfully quiet in-town and convenient location. Pristinely maintained, this 3420 SF Expanded Cape with a custom architectural design for single level principal living includes a gracious Living Room with bar, stone raised hearth fireplace, and an added height ceiling with architectural details easily flows to the Open Cook's Island Kitchen which engages the Dining Room or quiet Study. Intelligently laid out utility space connecting the oversized 2 bay garage encompasses; storage, laundry, walk-in pantry, office & powder room. Main level walks onto porch for entertaining and there's the spacious primary suite boasting two walk-in closets, long double vanity, soaking tub, and shower. Walk up the stunning staircase that invites guests to a sitting loft and two private ensuite bedrooms. The unfinished bonus room supports a plumbed guest suite, playroom or office. Substantially built, there's double depth subflooring, under hardwood floors quieting domestic traffic noise and extra height full, open and dry 2550 SF basement that would easily expand custom living needs. Find a moment to relax on the view deck to catch up on some reading or create cuttings from the perennial or herb kitchen garden properly accessed from the side entry. Whole House Generator secures comforts! This property presents a turn-key, sophisticated "new build" that is not otherwise available in the Manchester! End of Road Splendor!

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

MLS Number 4919751

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 4
• Bathroom 6

Thank goodness you waited!! If you had bought something sooner, you would have missed out on this EXTRAORDINARY estate!! Located on the marsh, this 15 acres is filled with everything you've been hoping for. Water and mountain views with a pier to the marsh. Apple orchards. A bocce field and court. Garden area. An endless pool right in the expansive back deck. I know...that's just the exterior! Inside you'll find an expansive first floor that just begs you to host a party. A first floor main bedroom suite includes an office, huge walk-in closet, and full bath. Top it off with a separate wing with additional sleeping and living rooms, a partially finished basement, enormous lower level craft room/work room, and plenty of storage. Aren't you glad you didn't miss out on this? Make an appointment to see it before someone else snatches it up!!

Listed by Tg Glazer of William Raveis Winhall

MLS Number 4914705

• Commercial
• County Bennington
• Acreage 70

Business, Investment, and Lifestyle Opportunity in Southwestern Vermont This offering is the opportunity to control as much as 70 acres on both sides of Jackson Cross Road, that includes: 4 single family dwellings (three occupied), one camp structure, the original mobile home park layout of 64 lots (8 not currently served by utilities), 23 park owned mobile homes (subject to possible individual sales to tenants) *, a private water system, and two structures. There are multiple options available to the future owners including to live on the premises in one of the existing homes, to sell off more mobile homes or the single family homes, to subdivide the property and sell individual pieces, to install a park manager and operate this as an investment property from a remote location, amenities to enhance the park's appeal, to add an RV area for seasonal rental income, to develop the currently unused 11 acres on the north side for more homes or an owner's new home, or others. The two sides of Jackson Cross Road are owned under two separate entities, all under the same family control and therefore there are options for how much of the offering the future purchaser wants. The offering can be divided in several different ways however, at this time, there is a preference by the owners to sell everything at once. All mobile homesites either have connection or potential connection to the private water system and town sewer.

Listed by Paul Harsch of Harsch Associates

MLS Number 4945892

• Residential Single Family
• County Bennington
• Property Type Single Family
• Bedrooms 5
• Bathroom 7

Dorset Village Traditional & a most Desirable Guest House that offers a very appealing open floor plan ideal for modern lifestyles boasting an expansive 40'X20' multi-use Great Room Kitchen that also opens onto a private marble, stone walled terrace. All 5 ensuite Bedrooms in the Main house offer fireplaces creating an incredibly inviting residence to entertain family and guests. There is an attached direct entry 2 car garage, a mudroom, while new pine floors flow throughout Great room, the Living room with Fireplace and additional Library with Fireplace. The Gracious Foyer offers architectural interest of a substantial staircase. Multiple options exist in choosing an owner's suite as all the bedrooms offer substantial comfort. A fantastic, village-wide coveted Guest House supports single floor living, one Bedroom, guest Loft, bath, Galley Kitchen and vaulted living area. This residence easily accommodates mixed use, office or rental. A handsome stone wall along the marble village sidewalks supporting strolls to the Dorset Inn, Barrows House, Dorset Union Store, Library, Dorset Bakery, Flowerbrook Pottery, Dorset Green, Dorset Field Club, Dorset Theater and the Dorset Historical Society. This is a very special location and parcel with a generous, yet manageable level tree-lined half acre. Southern exposure Side and Front Porches offer Views to the West where the Sunsets prove magical! There's 4764 SF of Living: Main house, 4044 SF & Guest House, 720 SF/deck, Dorset Landmark!

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

MLS Number 4942770

• Commercial
• County Bennington
• Square Feet 9,399
• Acreage 0.96

A PRIME location on Northside Drive is now available! Calling on all investors, entrepreneurs, all business savvy buyers, this is your opportunity. A family run business for fifty plus years is now ready to turn over it's key to the next proprietor. The Knotty Pine Motel has been impeccably maintained with generous upgrades which include gorgeous concrete stamping adorning the pool and walkways, pleasing esthetic exterior and thoughtful decorating within each of the 21 rooms. Each room is tastefully decorated while still maintaining the charm and warmth of the original knotty pine walls. There is a lovely separate owners apartment available in the main house lending many options. This beautifully appointed living space can be occupied by owners, marketed as a rental, or included with the motels offering as an additional motel suite. While currently being a successful business, this property also has the ability to be many other commercially zoned businesses to compliment our continuing growth of Bennington's downtown. Northside Drive is on an upward trajectory with many new investors jumping onboard!This is not an opportunity, or property that you'll want to miss out on!

Listed by Monique Geannelis and Kelley McCarthy of Mahar McCarthy Real Estate