Historic & Antique Homes

MLS Number 4955863

• Residential Single Family
• Village Ludlow
• Construction Existing
• Bedrooms 5
• Bathroom 2

Welcome home to this breathtaking 127-acre estate nestled at the foot of Okemo Mountain, just two minutes from downtown Ludlow. This extraordinary property encompasses sprawling meadows, enchanting forests, a network of scenic trails & panoramic views that will leave you in awe. Meticulously maintained, this generational farm sets the standard for perfection. The centerpiece of this remarkable estate is a beautifully renovated 4-bedroom, farmhouse. As you step onto the expansive stone patio, you'll be greeted by inspiring views in every direction, making it an ideal space for outdoor entertaining. Enter the oversized mudroom complete with laundry and custom storage designed to accommodate an abundance of gear. Inside the antique farmhouse, you'll find natural wood accents throughout, exposed natural beams, and tin ceiling, adding to its timeless charm and character. This well-appointed home can serve as your primary residence, a guest house, or sold to make way for your dream home on the surrounding acreage. The possibilities are endless. This exceptional parcel of land is one of the last remaining undeveloped properties in the area. It represents the ultimate playground for outdoor enthusiasts, unmatched in its offerings and natural beauty. Words alone cannot convey the possibilities and the sheer beauty of this unique parcel-this is a property that must be seen in person to fully appreciate its magnificence.

Listed by Frank Provance of Diamond Realty

MLS Number 4970214

• Residential Single Family
• Village So. Londonderry
• Construction Existing
• Bedrooms 25
• Bathroom 24

Welcome to 8 Melendy Hill Road, a unique opportunity to own a historic landmark, ideally located within 15 minutes of Stratton, Bromley and Magic Mountains, and 30 minutes to Okemo. Meticulously maintained and upgraded by the current owners for 23+ years, the property offers 25 bedrooms, 24 baths with 12,617 square feet on 8.65 manicured acres in the heart of South Londonderry. (See SPIR for room details.) The original home dates back to 1826 with additions in 1870 and 1950. The property includes a detached barn with garage and storage. Mature plantings grace the beautifully landscaped grounds, and the evening twilight offers breathtaking skyline views. The original 1826 Colonial Farmhouse was the Melendy Family Homestead for 115 years, and included a dairy farm with more than 600 acres. The next owners purchased the farmhouse in 1941, converting the property into The Londonderry Inn, a full-service lodging and restaurant establishment, which they successfully ran for 35 years.The present owners are only the fourth innkeepers since 1941, and have welcomed travelers and provided seasonal lodging for almost 24 years. Local activities include nordic and alpine skiing, snowboarding, snowmobiling, hiking, biking, kayaking, fishing, golf, trail rides and much more. The West River Trail is conveniently located across the road. Enjoy shopping and fine dining in Manchester VT, summer theater in Weston and Dorset, and visit the legendary Vermont Country Store in Weston.

Listed by Sarah Nichols of William Raveis Winhall

MLS Number 4965438

• Residential Single Family
• Construction Existing
• Bedrooms 8
• Bathroom 6
• Square Feet 5,699

On an Eastern hillside, between two ridgelines of the Taconic Range, is Goodman Farm. It is reminiscent of an earlier time with two cottages and an antique red barn set at the edge of a spacious hay meadow just outside the village of Dorset. The 187 acres abuts Rupert State Forest with panoramic views, perennial gardens, stone walls and a small pond. Crossing the stone bridge over Goodman Brook and continuing along a carriage width trail to an upper meadow, there is an exceptional building site, which offers complete privacy and spectacular mountain views. The houses include a 2,026 s/f farmhouse built in 1850 with 4 bedrooms and a 2,160 s/f cape built in the 1980s with 4 bedrooms. May Goodman, a former owner and the namesake, was one of the founders of the Dorset Players in 1927. Over the last half century, the owners have lovingly managed the land and created an extensive trail network through the woodlands suitable for walking, riding, mountain biking, or snow shoeing. The large and majestic trees, mostly maple, are a result of a soil rich in lime. According to the forester, these Eastern facing slopes of the Taconic are some of the most productive timberland in the state. Wild elderberries, black walnuts and apple trees abound, and it is an important wildlife corridor. The property is in current use and has a conservation easement with the Vermont Land Trust. 12 miles from Bromley and 24 miles from Stratton. 4 h from New York and 3 h 18 m from Boston.

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

MLS Number 4910977

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

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 4977864

• Residential Single Family
• Construction Existing
• Bedrooms 11
• Bathroom 9
• Square Feet 9,560

A rare gem and historically significant property in the picturesque setting of Manchester Village. Available for the first time in over 40 years! The embodiment of timeless elegance with a grand home and an adjacent carriage house, both on their own adjoining lots each with 1.27 acres. Boasting a total of 11 bedrooms, 6 full baths, 3 half baths and the main house includes a separate apartment with an additional kitchen. The main house is ready for full restoration and is the perfect canvas with almost limitless potential! Historical charm at every turn, this residence presents a unique opportunity to revive a piece of local history that once included Bromley Mountain Resort Founder, Fred Pabst Jr. and family. The move-in ready Carriage House with lots of light and charming character offers living space while renovations are underway and after, it could be used as a guest house, artist's studio, or private retreat! Enjoy the almost unheard of 2.54 park-like acres in the village of Manchester! The sprawling grounds provide a serene escape with mature trees and breathtaking mountain views perfect for outdoor activities, relaxation, and gatherings. A spectacular village location and positioned directly across from the renowned Ekwanok Country Club. Immerse yourself in the charm of the village atmosphere while enjoying convenient access to all of the area's best arts, dining, shopping, and endless recreational activities!

Listed by Greg Cutler of Four Seasons Sotheby's Int'l Realty

MLS Number 4951574

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 3
• Square Feet 2,974

Beautifully situated on 27.90 acres in both Landgrove and Weston, this beautifully maintained Vintage residence is loaded with historical charm. The setting is quintessential Vermont w/ meadow, woodlands, stonewalls, a pond & wonderful views of the surrounding mountain ridge lines. All of which combine to make this a very special offering. Just 20 minutes to Bromley, Okemo, & Stratton skiing & school choice make it a home for all Seasons.Rooms are generous and sunny w/ an abundance of windows. Wide pine floors, brick chimney¢er hall staircase maintain the characteristics of an historical home. Formal living room, large dining room that leads from the kitchen & a sunny family room w/wood burning stove opens to the outdoors & pathway to the pond. With views from every room, the 4 bedroom/3 bath floor plan offers a main floor primary bedroom, w/three more bedrooms & an office on the second floor. Third floor heated attic could be finished & is large w/plenty of room for storage. The home's systems, appliances & roof are updated & there is a full house generator. 10.9. acres are wooded, while 6 of the remaining 17 acres are open with golf tee & meadows.This is a rare property indeed. Location, Acreage, Pond, Views & a Well-Cared for 1850's Residence. The Village of Weston is nearby w/ the Weston Theatre Company & The Vermont Country Store. One of the most desirable locations to enjoy all the area has to offer, the arts, dining, shopping and year-round outdoor recreation!

Listed by Kim Morgan-Wohler of Wohler Realty Group

MLS Number 4959049

• Residential Single Family
• Square Feet 3,840
• Bedrooms 5
• Construction Existing
• Bathroom 5

Welcome to Sweet Berry Farm, a picturesque farmhouse nestled in the charming town of Jamaica, Vermont. This extraordinary property seamlessly blends historical charm with modern updates, offering a truly enchanting living experience. The mature apple trees, blueberry bushes, pear trees, blackberries, and grapes will satisfy any sweet tooth! Originally built in 1850, this farmhouse has stood the test of time and carries with it a rich sense of history. The well-preserved original features showcase the craftsmanship of the era, while a thoughtfully designed new addition provides contemporary comfort and functionality. With five bedrooms, there is ample space for family, friends, or guests to enjoy the serene countryside surroundings. Each room exudes warmth and character, with details such as exposed beams, original hardwood floors, and a cozy woodstove fireplace that invites relaxation. Situated on a generous 5.7 acre plot of land, Sweet Berry Farm boasts three outbuildings that can be utilized for various purposes. Whether you envision a workshop, artist's studio, or additional storage, these versatile spaces offer endless possibilities to cater to your specific needs. One of the remarkable features of this property is its proximity to Stratton Mountain. Imagine waking up to the surrounding mountains, then enjoying a day of skiing or snowboarding, just a short distance away. In the warmer months, explore the area's hiking trails, bike paths, and nearby ponds.

Listed by Carrie Mathews of William Raveis Winhall

MLS Number 4969778

• Residential Single Family
• Construction Existing
• Bedrooms 7
• Bathroom 6
• Square Feet 4,642

This Historic 1800's home is perched on a hillside in the heart of Weston Village. Aged barn wood features, beautiful pine floors and sun filled rooms make this a warm and comfortable place to be with friends and family. The large living area is perfect to gather; or if you prefer some quiet time there are plenty of places to relax. The impressive master suite overlooks the stream out back and has a walk-in closet, dressing room and full bath. The other bedrooms have their own private bathrooms, either on-suite or across the hallway. The sounds of the waters flowing in to the West River can be enjoyed from the firepit area in the backyard or from the front patio. Only .2 miles from the Village Green, Weston Playhouse and shops. This home can be enjoyed for generations!

Listed by Jessica Citera of Cummings & Co

MLS Number 4939589

• Residential Single Family
• Bedrooms 8
• Construction Existing
• Bathroom 9
• Square Feet 6,034

Rowell's Inn (1826) located in the village of Simonsville in Andover, Vermont is a transitional Federal style building built in 1826 by Edward L. Simons, the village's namesake. Its most prominent feature is a three-story Connecticut River Valley porch with a recessed arched opening fronted by a square baluster railing. Above this opening “SIMONS VILLE” is painted in black lettering. The Inn was originally a stagecoach stop and was variously used as a community meeting place, post office (1826-1950) and a general store. It was purchased in 1910 by Frederick Rowell who gave the building its current name. The building was updated with Queen Anne details, likely at this time, including colored glass double-leaf doors and two-over-two windows. Today it stands as a thriving family business after recently being saved for future generations to adore. After many updates and improvements, this property now features 6 Ensuite bedrooms, 2 receiving rooms, a cozy bar, a kitchen, and dining rooms that all of which could easily be configured into a stunning family home, outdoor activity clubhouse, and many more uses besides. Additionally, there is a one-bedroom apartment AND attached partially finished space for retail, office or studio! Close to Skiing, VAST trails and all that the green mountains have to offer this property holds tremendous potential whether you are looking for an ongoing business concern or a spacious and historic family home!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

MLS Number 4977939

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 3
• Square Feet 2,351

Discover your new home in Chester, VT! This versatile property features 4 beds, 3 baths, a spacious garage, and an RV port, accommodating single or two-family living. The flexible layout includes the potential for an in-law suite, or rental unit, making it adaptable to your needs. Well-maintained, has modern updates, and is a family-friendly and practical space filled with possibilities. Life in Chester is both convenient and charming. Enjoy the village atmosphere within walking distance to the Victorian village boasting historic charm, quaint shops, and local eateries. Schools and churches are within walking distance, adding to the community feel. Explore the Vermont outdoors with scenic trails and fishing spots, creating a serene environment. Winter enthusiasts can delight in the proximity of Okemo and Magic Mountain ski resorts for endless snow-filled adventures. Quick access to both I91 and VT Route 11 makes this a wonderful access point to the entire state of Vermont. This property isn't just a house; it's an opportunity to craft your ideal Vermont lifestyle. Join the welcoming community and make this house your home. Chester, VT offers practical living, a genuine community, and endless possibilities. Your dream home awaits in the heart of Vermont!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

MLS Number 4955577

• Residential Single Family
• Bedrooms 3
• Square Feet 1,824
• Bathroom 2
• Construction Existing

Classic 1852 brick colonial home located on the corner of Grafton and Main Streets in beautiful downtown Chester. A short stroll to the town green, library, shops and antique shops. Currently a 2 unit apartment, it's top floor consists of a two bedroom one bath unit while the downstairs is set up as a one bedroom cozy apartment. The house can very easily be converted back to a single family home by simply removing a wall on the lower level which was installed only a few years ago. The whole house has electric and plumbing updates. Two recent hybrid water heaters and furnace. A new roof was just installed. Priced to sell, please note current tenants are occupying both units. Appointments with at least 48 hours notice are needed. Showings will be scheduled in blocks of time. This is an excellent opportunity to either convert the home back to a single family or live in one and rent the other. Visit the Okemo real estate community today. Taxes are based on town assessment.

Listed by Katherine Burns and Joseph Karl of William Raveis Vermont Properties