Ludlow, VT Homes for Sale with Acreage

One-of-a-kind Lake Rescue sanctuary with 179 feet of shoreline, stone walls, perennial gardens, apple trees, and a sprawling flat lawn perfect for games and gatherings. Offering exceptional flexibility, this special setting on 4.35 acres has the potential to become a family compound, multi-generational retreat, or income-producing investment. A 3-bedroom septic permit is already in place,

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

Experience Vermont's Premier Mountain Living Without Full Ownership Costs. Step directly onto Okemo's slopes from your slopeside retreat at Jackson Gore. This condo-tel quarter-share gives you deeded ownership of 13 weeks annually (25% of the year)—at a fraction of the cost of whole ownership. You own one of four deeded interests in this unit. You receive every fourth week on a rotating schedule,

Rachael Lange Lange & Lange

Welcome to one of Okemo’s most distinctive properties, an iconic SKI-ON, SKI-OFF Tennessee log-style home set directly on the Moon Shadow ski trail within Solitude Village. Offered fully furnished and turnkey, this home is ready for enjoyment. Its exceptional rental performance provides an opportunity to offset substantial ownership costs and meaningfully reduce the effective cost of owning a

Sarah Sheehan William Raveis Real Estate Vermont Properties

Tucked away from the road in a beautiful country setting, this charming 1920s Cape offers character, privacy, and exceptional flexibility, all just a short drive from Okemo Mountain, Ludlow Village, and the quintessential Vermont village of Weston. The main home features three bedrooms and three bathrooms, along with a large office or den and comfortable living spaces that retain the home's

Sarah Sheehan William Raveis Real Estate Vermont Properties

Perched in Solitude, one of Okemo’s most sought-after on-mountain neighborhoods, 924 Okemo Ridge Road offers exceptional slope access, sweeping long-range views, and the scale to comfortably bring generations together under one roof. With 7 bedrooms and 6.5 bathrooms, this is a true ski home designed for gathering, hosting, and making memories year after year. The home delivers classic ski lodge

Katherine Burns William Raveis Real Estate Vermont Properties

This classic old farmhouse radiates charm and captures the timeless spirit of Vermont living. Lovingly held by one family for over a century, this historic property perfectly balances privacy with exceptional convenience, sitting just over a mile from Main Street in Ludlow. The original home dates back to the pre-1900s, while a thoughtfully integrated 1970s addition introduces rich,

Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

New construction, exceptional scale, and a location designed for enjoying everything the Okemo Valley has to offer. Set on 2.21 private acres just minutes from Okemo and within easy reach of Killington, this striking contemporary residence offers 3,456 square feet of thoughtfully designed living space with the comfort and amenities expected of a luxury mountain home.The main level makes

Mendi Michael Engel & Völkers Okemo

Discover the quintessential Vermont mountain getaway at this inviting 3 bedroom, 2-bath South Hill home, offered fully furnished and turnkey with a proven short-term rental history. Whether you’re looking for a private retreat, an income-producing property, or the best of both, this home is ready to enjoy from day one.Set in the heart of the Okemo Valley, the location offers exceptional

Mendi Michael Engel & Völkers Okemo

Welcome to Chapman House - a truly unique historic home with room for many friends and family.This property has been very fortunate to have owners who have consistently cared for and improved this amazing place. The current owners have added safety features including sprinklers and detectors and fire pulls with a system panel. These updates have allowed them to share this Victorian with

Tyleen Murray Kelley Real Estate, Inc.

Welcome to your private country oasis. Nestled in a serene and peaceful setting, this pretty, two-level country home perfectly blends rustic charm with modern convenience. As you step inside, you are immediately greeted by an inviting open-concept living, dining, and kitchen area designed for seamless everyday living and effortless entertaining. This home features a magnificent stone wood-burning

Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

45 Trailside Road offers the ideal combination of mountain living, generous indoor space, and exceptional outdoor living on Okemo Mountain. This distinctive mountain home welcomes you through a spacious mudroom with barnboard details and ample space for four-season gear. Beyond, natural light fills the open kitchen, dining, and living areas, creating an inviting space for gathering. The

Sarah Sheehan William Raveis Real Estate Vermont Properties

Privately sited on 42 pastoral acres, this gracious Vermont country retreat offers approximately 4,000 square feet surrounded by expansive lawns, perennial gardens and two picturesque ponds. The four-bedroom, four-bath residence is ideal for comfortable living and entertaining, with red birch floors, nine-foot ceilings and wonderful connections to the outdoors through multiple screened porches, a

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

Embrace sweet lakefront living in this beautiful home directly on Lake Rescue. The main floor welcomes you with an open kitchen, a dining area, and a cozy living room anchored by a classic brick fireplace, all framing picturesque views of the water. A private primary suite completes this main level for convenient single-story living. Upstairs, you will find a versatile loft space that also

Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

Welcome to Okemo Pines! Tucked away just moments from the slopes, 42 Cedar Drive stands as a premier example of elegant timber frame architecture. This luxurious 4-bedroom, 3.5-bath residence combines rustic Vermont character with modern, high-end finishes. Step inside to an open-concept main level adorned with premium white oak floors. The breathtaking great room serves as the heart of the home,

Katherine Burns William Raveis Real Estate Vermont Properties

Tucked into a wooded setting just minutes from Okemo Mountain and Ludlow Village, this easy-keeping Saltbox makes a comfortable and uncomplicated Vermont home base. The main level features an open kitchen, dining and living area with vaulted ceilings, hardwood floors and a centrally located wood stove, plus a bedroom and full bath. Upstairs, an open balcony overlooks the living area and leads to

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five acres, the home enjoys sweeping mountain views and a beautifully open landscape that invites year-round enjoyment. The yard is a true highlight-offering plenty of space to relax, entertain, and play. A picturesque pond

Debra Staniscia Four Seasons Sotheby's Int'l Realty

Set high with vistas of southern Vermont's valleys and mountains, "The Barn" is a remarkable custom timber frame retreat where exceptional craftsmanship meets breathtaking natural beauty. Completed in 2023 after two years of thoughtful design and construction, this residence was created to be a place of gathering, connection, and lasting memories for generations to come.Privately situated on

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

An irreplaceable 27-acre land holding on Okemo Mountain, offering one of the most unique ownership opportunities in southern Vermont. With direct access to the Mountain Road Trail, acreage bordering the Sidewinder Trail, and Coleman Brook defining the northern boundary, this extraordinary property occupies a setting that is virtually impossible to replicate. Selective clearing could reveal

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

Set back in the woods on a quiet road, this property is within 5 minutes of Okemo Mountain Resort, golfing, shopping and dining. The open concept floor plan on the main level is inviting and warm, offering enough space for friends and family to gather. A wall of windows allows you to watch the winter snowfall, admire the summer greenery and the fall foliage, while also overlooking the back deck.

Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.