Historic & Antique Homes

MLS Number 5034246

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 4
• Bathroom 3

This historic 19th century two-story brick Federal house was originally a popular tavern. It has been completely renovated/updated to serve today's relaxed living while retaining all classic features. A bright kitchen/dining/living great room w/fireplace is the heart of the home. A first-floor master suite includes a spa-like bath w/fireplace. There is an adjacent mudroom entrance with 1/2 bath and attached garage The wide center hall leads to full second story with 3 additional bedrooms, office, dressing room and full bath. The marble and stone cellar hosts a large Tavern Room with period bar and wine room, perfect for entertaining and family time. The large, level yard -- with private terrace --leads to and amazing 6-bay barn with large heated "family room/office" and loft/expansion potential. One-of-a-kind convenient to town and ski areas.

Listed by R. Diedrich August of Wohler Realty Group

MLS Number 5030327

• Residential Single Family
• Full Bath 3
• Address 708 Prospect Street
• Construction Existing
• Bedrooms 5

Location, Setting, Views! It's All Here! Step into the timeless elegance of this exquisite 1850's Cape-style farmhouse, gracefully nestled on 2.5 acres of picturesque village land in the heart of Manchester. With 5 spacious bedrooms and 5 bathrooms, this exceptional home seamlessly blends historic charm with modern comforts. The property boasts breathtaking easterly views, visible from the cozy kitchen window seat, expansive back patio, deck, and even while relaxing in the hot tub. The impressive great room invites natural light and highlights the stunning outdoor scenery, all while offering the warmth of a gas fireplace. A sun-filled kitchen serves as the heart of the home. Adjacent, the den offers a cozy space for movie nights or quiet relaxation. The formal dining room, featuring its own fireplace, is perfect for hosting everything from intimate dinners to larger celebrations. A wet bar, conveniently located to serve both indoor and outdoor spaces, enhances the home's entertaining potential. The unique floor plan exudes charm, with a mix of intimate nooks and private areas, perfect for creating your own retreat within the home. Just moments from Burr and Burton Academy, the scenic Equinox Preserve, and the vibrant heart of Manchester Village, this property offers the ideal blend of tranquility and in-town convenience. With its rich character, thoughtful updates, and unparalleled location, 708 Prospect Street is truly a place to call home.

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

MLS Number 4969778

• Residential Single Family
• Full Bath 5
• Construction Existing
• Bedrooms 7
• Bathroom 6

This charming historic home, nestled on a hillside in the heart of Weston Village, offers a unique blend of old-world character and modern comfort. Built in the 1800s, the house is rich with architectural details, including aged barn wood accents, warm pine floors, and sunlit rooms that create a welcoming atmosphere for family and friends. The spacious living area is perfect for gatherings, while the home also offers plenty of quiet spaces to relax and unwind. The master suite is a true retreat, featuring stunning views of the stream at the back of the property, a walk-in closet, a dressing room, and a luxurious full bath. Each of the additional bedrooms is equally private, with its own bath either en-suite or just across the hall. Outside, the firepit area in the backyard and the front patio offer peaceful spots to enjoy the soothing sounds of the West River. Plus, with the Village Green, Weston Playhouse, and local shops only 0.2 miles away, this home is ideally located to embrace all that Weston has to offer. This property is a timeless treasure, ready to be cherished by generations to come.

Listed by Jessica Citera of Cummings & Co

MLS Number 5000430

• Residential Single Family
• Full Bath 1
• Address 3357 Main Street
• Construction Existing
• Bedrooms 4

Historic Manchester Village... Lovingly restored mid-1800s residence holds court on this beautiful street with lantern-lined marble sidewalks and underground utilities. Walk to all area amenities, from numerous dining options to Equinox Pond hikes and various sports such as golf, tennis, paddle, and cross-country skiing. This two-story-expanded colonial offers lovely light, architectural details, and abundant storage. This home has gracious flowing spaces, an open double parlor/ living room, library/ office, dining room with a lavish butler's pantry, and a modern kitchen that opens onto an impressive great room. Enjoy family time in the large south-facing sun-filled great room complete with fireplace, vaulted ceiling, and an open loft. Abundant windows throughout the home follow the sun and bring in beautiful natural light all day. Convenient utility spaces complete the main level: a walk-in pantry, large laundry, bath, and two foyers. Upstairs, the spacious loft connects with the great room below, creating space that keeps the family connected. The loft has views of Equinox Mountain and offers two additional office spaces. There are two guest rooms, a hall bath, and a private primary suite offering four closets, including two walk-ins and a sunny ensuite bath. The spacious private deck is perfect for outdoor entertaining! The easy-care grounds provide lovely landscaping, a verdant back deck, and a front porch that welcomes friends walking by! Mountain views to East and West!

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

MLS Number 5027846

• Residential Single Family
• Full Bath 6
• Address 815 Route 100
• Construction Existing
• Bedrooms 6

Escape to this enchanting circa 1830 Colonial, a quintessential Vermont country retreat perfectly positioned at the edge of Weston Village with breathtaking Green Mountain views. Embrace the beauty of nature with nearby XC ski trails, snowmobiling, and snowshoeing, plus five renowned ski mountains just a short drive away. In summer, Weston comes alive with concerts on the village green, summer theater, charming shops, and farm-to-table dining. The property's picturesque grounds feature lush perennial gardens, apple trees, classic stone walls, and a secluded in-ground swimming pool-offering a serene sanctuary for relaxation. Step inside and be transported back in time with beautifully preserved historical details, while five en suite bedrooms provide comfort and public areas continue to embrace New England traditions and character. A charming guest cottage with a kitchenette, living/dining area, bedroom, and ¾ bath is perfect for visitors or extended stays. Additional highlights include a detached studio, a spacious attic, and an attached garage, giving you endless possibilities to enjoy this stunning countryside escape. Discover the timeless beauty of Vermont living-floor plans and 3D video assist in revealing the layout. Showings by appointment scheduled around occupancy. Furniture list being finalized.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

MLS Number 5033115

• Residential Single Family
• Full Bath 1
• Village Belmont
• Address 81 Tarbellville Road
• Construction Existing

Nestled in picturesque Belmont Village, this stunning four-bedroom, three-bathroom home perfectly blends modern comforts with historic elegance. From the moment you step inside, you'll be captivated by the timeless charm and sophisticated design, featuring classic tin ceilings, elegant stone accents, hardwood floors, an immaculate basement, home office and large windows that bathes the home with natural light. When you enter through the thoughtfully designed mudroom you will find that this spacious, open-concept home creates a warm and inviting atmosphere. The gourmet kitchen offers beautiful green slate countertops, a large island and a breakfast nook. The formal dining room opens nicely into the large living room with charming built-in bookshelves. The curved walls in the front foyer with the open grand staircase lead you to the second level complete with a master suite with walk-in closet and custom bathroom, a full bathroom with clawfoot tub, and second staircase and three additional bedrooms. Step outside to the large two-tiered back deck, ideal for entertaining, a wrap around front porch and your own private pond, all on a level 1.39 acres. With skiing just a short drive away, you'll have the best of all worlds: vibrant village living, access to winter adventures and summer recreation at Star Lake, just up the road.

Listed by Mendi Michael of Engel & Volkers Okemo

MLS Number 5025297

• Residential Single Family
• Full Bath 1
• Address 1871 Route 103
• Construction Existing
• Bedrooms 2

Historic Train Stationhouse! Unique design and character in a prime ski location on 4 acres with a private pond. This efficient historic gem was relocated to the current more convenient location with added acreage and a commercial outbuilding. The owned solar power offers low cost of living and years of energy benefits for new owners. This property features 2 bedrooms & 2 baths with beautiful cathedral ceilings with wood details. The updated kitchen offers stainless steel appliances and butcher block countertops, while the open dining and living make entertaining a breeze. The first-floor bedroom features an oversized closet and nice natural light. While the first-floor full bath has been updated with classic white tile. Ascending the beautiful wooden staircase the second floor offers a versatile family room, which could serve as a guest space or office. The additional large bedroom and updated bath on this level contribute to the home's open and spacious feel, providing comfort and privacy. The heated commercial building offers a commercial kitchen wash area, a half bath and an attached garage storage area. So many possibilities await. Only 7 miles to Rutland Airport, Winter Sports enthusiasts: 10 minutes to Okemo, 30 minutes to Killington, 45 minutes to Stratton. In the Summer just a 15-minute drive to Echo Lake and all the fun of Ludlow or Rutland. Don't wait this historic gem is amazing! Call today.

Listed by Margretta Fischer of Wohler Realty Group

MLS Number 4991704

• Residential Single Family
• Full Bath 1
• Address 19 Prospect Street
• Construction Existing
• Bedrooms 3

Step into the charm of Ludlow village living with this captivating gem on Prospect St! Nestled on a serene street, this village charmer seamlessly blends historic allure with modern convenience, offering a lifestyle of ease and elegance. Enjoy easy access to the Okemo shuttle, local shops, and delectable dining options, all while relishing the tranquility of this picturesque neighborhood. Indulge in the timeless beauty of this meticulously remodeled 1910 Victorian-style home. From the expansive covered front porch, feel the warmth and hospitality perfect for lazy afternoons and balmy evenings. The traditional foyer welcomes with classic wood details and a graceful staircase, setting the tone for exquisite craftsmanship throughout. The open layout flows from the living area to the formal dining room, ideal for entertaining guests or relaxing with loved ones. The kitchen is a culinary haven with thoughtful built-ins and a convenient pantry. Step out to the charming three-season porch, doubling as a versatile mudroom. A spacious barn offers endless possibilities as a garage, storage, or additional living space. Whether you adore turn-of-the-century properties or seek immersion in Ludlow village life, this home is a must-see. Schedule a showing today and experience Ludlow living at its finest. Visit the Okemo valley real estate community today. Taxes are based on current town assessment.

Listed by Sarah Sheehan of William Raveis Real Estate Vermont Properties

MLS Number 5038088

• Residential Single Family
• Address 663 Depot Street
• Construction Existing
• Bedrooms 3
• Bathroom 2

Experience the warmth of history with the ease of modern living at 663 Depot Street. This fully renovated 3-bedroom, 2-bath home offers historic charm with today's updates. Since 2022, insulation, drywall, electrical, plumbing, HVAC, furnace, water heater, fixtures, countertops, cabinets, and appliances have all been replaced. The home's original wood flooring has been carefully refinished to honor its roots. Period-appropriate paint colors and thoughtful details like exposed beams and original woodwork add to the timeless feel. The attached 2-story post-and-beam barn-larger than the house-offers incredible potential to expand your living space or create a dream workshop. Set on 1 acre with a sprawling lawn, fire pit, and a prime location near Chester's Stone Village, Grist Mill, Smitty's Market, and more. Just 15 min to Okemo and the lakes, 30 min to Bromley, and under an hour to Killington, Stratton, and Mount Snow, it's ideal for year-round fun. Currently enjoyed as both a family getaway and a successful Airbnb, it offers strong income potential. Whether you're looking for a primary home or investment, this timeless property is not to be missed.

Listed by Betsy Adamovich of Real Broker LLC

MLS Number 5023329

• Residential Single Family
• Full Bath 3
• Address 120 Village Street
• Construction Existing
• Bedrooms 4

Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4 additional bedrooms, 3 1/2 baths, a formal dining room, large living room as well as front parlor. The large kitchen with a center island, 6 burner gas range opens to a deck patio on one side and the large garage on the other. Most of the wood floors are Brazilian cherry, combined with antique maple upstairs, and pale bamboo in the primary suite. There is a feel of the rambling farmhouse in this home, artfully combined with the contemporary elements and comforts. Just a short distance to Manchester, this large , yet cozy home would make the perfect place for a growing family, or to develop into multiplex housing with a few units, as there is already the footprint of a duplex here with two kitchen hook-ups, basements, and furnaces. Recent zoning changes will make this home “mixed-use residential”, opening up a host of creative possibilities for small business as well as housing. Great location & excellent school choice. Worth the trip!

Listed by Jill Simon of Josiah Allen Real Estate,Manchester Branch Office

MLS Number 5024631

• Residential Single Family
• Full Bath 1
• Address 96 S. Main Street
• Construction Existing
• Bedrooms 4

This spacious 1800's home is filled with Vermont charm and located in the heart of Chester. Filled with natural light from newly installed windows, the home boasts beautiful wood floors throughout and antique door handles that capture the essence of the era. Spacious bedrooms provide ample comfort, while smart thermostats ensure modern convenience. A newly built, covered front porch welcomes you into the home, and a deck off the kitchen leads to an open, level backyard-perfect for gardening or outdoor activities. One of the standout features of this property is the versatile studio space. Accessible via its own entrance from Main Street, this expansive area features vaulted ceilings and two half baths, offering endless possibilities. Whether you're looking to create a storefront, set up an at-home business, or convert the space into a private apartment, the potential is limitless. This property offers a unique opportunity to live in a quintessential Vermont town while having the flexibility to tailor the space to your needs. It's a must-see for anyone seeking a charming, functional home with potential for growth!

Listed by Jessica Citera of Cummings & Co

MLS Number 5034964

• Residential Single Family
• Full Bath 1
• Address 6795 Vt Route 100
• Construction Existing
• Bedrooms 4

Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful Quilt Shop, this property presents an exceptional opportunity for a variety of uses - whether you're looking to return it to a spacious home with 4-bedrooms, or start your own thriving business venture. Quilt shop business is NOT included in the purchase of the property. Quilt shop business to be sold separately. The property features plenty of parking, making it ideal for commercial use or family gatherings. A true highlight is the large, historic waterwheel barn, providing a space with endless potential for creative projects or storage. If you're a handy person, the barn is a perfect opportunity for a workshop. Comfort is a priority, with modern amenities including air conditioning, ensuring year-round comfort. Whether you're looking to settle into a quiet country home or embark on your next business adventure, this property is a rare find in picturesque Southern Vermont. Don't miss your chance to own a piece of Vermont. Schedule a showing today and explore the possibilities! Please note the Quilt Shop is NOT part of the sale. The buildings are. There are 4 pictures that are a virtual renovation of rooms in the house.

Listed by Sandy Laserte of Berkshire Hathaway HomeServices Stratton Home