Residential

MLS Number 5052301

• Residential Single Family
• Bedrooms 6
• Bathroom 9
• Square Feet 10,993
• Acreage 10.51

Discover "the pinnacle of luxury living" in the heart of Manchester Village! Crafted by Breen Builders and Ramsay Gourd Architect, every detail reflects superior craftsmanship and timeless elegance! From the very foundation to the finishing touches, attention to detail and commitment to quality shine through! Experience the perfect blend of luxury and convenience in this stunning 10,000 sq.ft estate where impeccable artisanship meets breathtaking mountain views! This architectural masterpiece offers the serenity of nature with privacy and supple views! This is more than a home, it is your private retreat with the world at your doorstep! Additional 10 acre abutting lot also available for purchase. See attached video for property tour.

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

MLS Number 4974441

• Residential Single Family
• Bedrooms 5
• Bathroom 6
• Square Feet 6,500
• Acreage 5.15

Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rare and exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well known as two of Southern Vermont's best, along with a dream team of highly skilled craftsmen, all passionate Masters of their own trade, and the result is quite simply....BREATH TAKING!!! The serpentine driveway is bordered by Maples, Birches, Pines and curves gracefully up to the cloistered court yard. Step through the front door into a wide foyer adorned with a gallery of floor to ceiling windows which further enhances the intimacy between the home's interior aesthetic and natural landscape. The home's showstopper has to be its jaw-dropping Great Room, thoughtfully designed as the heart of the home, this massive space accommodates kitchen, dining and living under a vaulted, 26 ft ceiling accented with hand-sawn wood beams. It features an incredible Chef's kitchen at one end and a floor-to-ceiling fire place at the other. The kitchen boasts a 17-foot book matched soap stone clad island seating for 6-8 and light filled sunny breakfast nook. With an outdoor kitchen, fire pit, built in water fall soaking pool, 5 verdant acres, tastefully blends with its idyllic valley setting, serenity is sublime!!!

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

MLS Number 5063499

• Residential Single Family
• Bedrooms 9
• Bathroom 10
• Square Feet 7,900
• Acreage 29.9

Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed bedrooms, five fireplaces, original wood and marble floors, and handsome moldings throughout. The home has been thoughtfully expanded to include a sun-filled country kitchen with custom cabinetry, formal and informal dining rooms, a library, family room, and multiple living spaces that open to marble terraces and gardens. Enhancing the estate are extraordinary amenities, including a marble in-ground swimming pool with stone terrace, a tennis court, and a one-bedroom caretaker's cottage with attached garage for on-site management or guest overflow. A 2,400 square foot three-bedroom guest house, created from the original c.1796 post-and-beam barn, blends historic charm with modern comfort. A goat and chicken barn, equipment barn, and a separate 30' x 60' seven-bay toy and car barn provide abundant storage and the opportunity for a true Vermont farmstead lifestyle or a spectacular car collection. The grounds are equally captivating, featuring mature landscaping, open meadows, orchards, perennial gardens, and stone walls. Pergolas, walkways, and extensive marble terraces.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

MLS Number 5011880

• Residential Single Family
• Bedrooms 5
• Bathroom 4
• Square Feet 6,998
• Acreage 53

Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould Pleissner lived at the Plaza in New York City and summered here while her husband, celebrated artist Ogden Pleissner, used the barn as his studio-his works now hang at the Met, Shelburne Museum and in private collections. The 1790s farmhouse and 1820s barn underwent extensive renovations by Boston architects Judge, Skelton, Smith. The farmhouse was thoughtfully restored, while the barn was transformed into two living spaces. Modern updates, including new utilities and underground infrastructure, were discreetly integrated to preserve the pristine vistas. The Great Room of the Barn have seen many lively gatherings over the years. Today, this multi-generational sanctuary remains a tranquil retreat, bordered by Bourn Brook and encircled by the GMNF's Lye Brook Wilderness Area. The property retains its pastoral allure with goats grazing the fields and timeless pleasures like fly fishing, hiking and swimming. Currently serving as a family compound and wedding venue, the property holds an Act 250 permit for up to 43 cabins. For more details, refer to the commercial listing.

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

MLS Number 5063616

• Residential Single Family
• Bedrooms 4
• Bathroom 2
• Square Feet 3,150
• Acreage 127

MAJOR 7 FIGURE PRICE REDUCTION! Your Vermont Mountain Retreat Awaits Discover 127 acres of pure Vermont beauty at the foot of Okemo Mountain, just 2 minutes from downtown Ludlow. This rare property offers expansive meadows, forested trails, and panoramic views of Okemo, Mount Ascutney and beyond. Enjoy direct access to cross country skiing, hiking, snowshoeing, the VAST trail system, and year-round outdoor adventure. The updated finished 3150 square ft 4 bedroom house with bonus rooms and barn is move-in ready. Perfect for your full-time home, vacation getaway, or guest house while you build your dream retreat elsewhere on the property. This is a once-in-a-lifetime chance to own one of Ludlow's last large undeveloped parcels. Preliminary engineering, structural work and surveys are complete, making this a perfect candidate for multi-phased development. Owner financing available. Create a private estate, build a family compound, or develop a ski-centric neighborhood of townhomes, chalets, or even commercial lodging.

Listed by Frank Provance of Diamond Realty

MLS Number 5058692

• Residential Single Family
• Bathroom 1
• Square Feet 1,152
• Acreage 66.88

SUMMIT TO SHORELINE, An Exclusive World Overlooking Vermont's largest Freshwater Lake. Perched high above the shimmering waters of Lake Bomoseen, this 66-acre sanctuary offers a rare blend of privacy, grandeur, and boundless possibility, complete with 165 feet of owned, direct shoreline for private access to the lake itself. A darling vineyard cottage, complete with water and sewer, is already in place, ideal for living on-site while building your dream estate and easily converted into a charming guest cottage afterward. Multiple access points invite the creation of an extraordinary estate, a collection of multi-generational homes, or a private compound that will stand as a legacy for generations. Its ideal southern exposure invites solar possibilities, blending sustainability with elegance. From this commanding vantage, the lake stretches below like a jewel, framed by rolling hills and mountain ranges that dissolve into the horizon. Year-round activities abound, from boating, fishing, and swimming to skiing at Killington Resort, the largest ski area in the Northeast. Just minutes away, the charming town of Castleton offers the cultural energy of Vermont State University, local dining, and quintessential country stores. You're also only a short ride to the Ethan Allen Express, offering an easy day trip to the heart of New York City. Put down roots in Vermont, ranked the Safest State in America by U.S. News & World Report, and savor our beautiful lifestyle. LIVE VERMONT!

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

MLS Number 5049540

• Residential Single Family
• Bedrooms 5
• Bathroom 4
• Square Feet 5,181
• Acreage 13.58

Built over the course of two years and completed in 2023, this nearly new custom timberframe home showcases exceptional craftsmanship and fine attention to detail. Privately sited on over 13 acres, the property offers sweeping, panoramic views of southern Vermont's mountains and valleys; vistas that are truly second to none. The home's architectural highlights include hand-hewn Douglas fir beams with walnut pegs, a striking custom stone fireplace, Marvin windows, radiant heat, white oak flooring, a handcrafted maple staircase, and soaring 30-foot ceilings. Designed with comfort and entertaining in mind, the spacious interior offers an effortless flow and abundant natural light throughout. The gourmet kitchen is a cook's dream, featuring double ovens, an oversized granite island, and generous dining spaces that are perfect for intimate dinners or large gatherings. The thoughtful floor plan allows for excellent separation of space, ensuring privacy for both owners and guests. From the moment you step into this home, be it through the ski room or the front door, you are met with top notch quality and a fluid transition between the outside and indoor spaces. A true celebration of Vermont living, this home was built to enjoy for generations, to bring the outdoors in and offers warmth, light, and a connection to nature in every season. Come take a look at "The Barn"; you will not be disappointed!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

MLS Number 5074911

• Residential Single Family
• Bedrooms 4
• Bathroom 5
• Square Feet 6,548
• Acreage 163.37

Rare opportunity to own one of the largest privately owned parcels within minutes of Okemo! 163+ Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Under 10 minutes to Okemo, this luxury home has received numerous updates in the last several years. Large updated eat-in country kitchen w/ wood cabinetry, stone countertops and updated stainless steel appliances. A gas fireplace with sitting room compliments this wonderful space. Doors off the kitchen and dining room lead out to a fieldstone patio with grill island as well as a recently constructed gazebo overlooking mt. views and a lovely pond. A circular great room with floor to ceiling windows is centered by a woodburning fireplace and offers spectacular hillside vistas. A dining room off the kitchen and great room offers additional space for formal dining. The primary bedroom is privately located in a separate suite off the main living area. Updated primary bath includes a large enclosed tile shower. The upper level includes a guest suite with a recently completed bathroom with soaking tub, 2 additional bedrooms, and an recently updated 3/4 bath, and sauna. Lower level includes a large family room, a separate TV room, a 3/4 bath, + 2 bonus rooms (additional accommodations). Includes an attached heated two car garage and a historic barn. Mini splits provide a/c on main and upper levels. Updated windows, roof, A/C, and boiler. Owners have purchased another property in the area and are highly motivated to sell!

Listed by Andre Menard of Mary W. Davis Realtor & Assoc.,Inc.

MLS Number 5065200

• Residential Single Family
• Bedrooms 3
• Bathroom 5
• Square Feet 3,059
• Acreage 3.85

Welcome to Three Maple Drive, a beautifully crafted, brand-new single-family home nestled in a quiet and scenic location in Manchester, Vermont. Built in 2023 with impeccable attention to detail, this 3,059 sq ft modern farmhouse seamlessly blends luxury, comfort, and timeless design-all set on a private 3.85-acre lot with gorgeous mountain views. This home features three spacious bedroom suites, each with its own private bath, along with an additional half bath on the main level and a ¾ bath in the expansive bonus room above the garage-perfect for a guest suite, office, or studio. The heart of the home is an open-concept kitchen, dining, and living area filled with natural light from oversized windows and designed for effortless entertaining and everyday living. High-end tile work, thoughtfully chosen countertops, and custom finishes create a sense of understated elegance throughout the kitchen and bathrooms. Built with quality and longevity in mind, this home is truly turn-key-from its clean, contemporary farmhouse style to its well-considered layout and luxurious touches. Whether you're seeking a primary residence, a second home, or a Vermont retreat, this property offers it all. Enjoy the peace and privacy of country living while being just 5 minutes from downtown Manchester, close to Dorset, and surrounded by some of the area's best walking and hiking trails. Luxury, comfort, and an unbeatable location-this home checks every box.

Listed by David Shehadi of Josiah Allen Real Estate,Inc.

MLS Number 5051212

• Residential Single Family
• Bedrooms 5
• Bathroom 5
• Square Feet 7,634
• Acreage 0.92

Welcome to your mountain sanctuary in the heart of Solitude VillageOkemo’s premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great room, with its stunning stone fireplace and vaulted ceilings, creates the perfect aprs-ski gathering space. Just off the great room, a custom beverage bar with seating for three invites you to unwind with a cocktail while watching the snow fall. The chef’s kitchen is appointed with high-end appliances, granite countertops, and custom cabinetryideal for entertaining. The dining room comfortably seats twelve, making it perfect for holidays and celebrations. After a day on the slopes, drop your gear in the well-designed mudroom with built-in cubbies before heading down to the walkout lower levelcomplete with a pool table, exercise space, sauna, and hot tub for ultimate relaxation. A large game room with tons of comfortable seating for movie watching. The spacious primary suite includes a private balcony, perfect for morning coffee with mountain views. Additional features include a dramatic carport entry, two-car garage, ample storage, and timeless craftsmanship throughout. Whether you're seeking a serene winter escape or an active four-season retreat, this home delivers. ROFR

Listed by Joseph Karl of William Raveis Real Estate Vermont Properties