Taking it to the top, tippy. From the very top of the Trailside complex you'll find the "Legacy" Townhome. A vacation home for generations, that lasted decades. This unique custom designed condo has been loved and well cared for by its current owners for many years. You're welcomed in from the beautiful flagstone walkway onto the covered porch with two exterior storage closets. Step into the

Frank Provance Diamond Realty

Okemo Trailside 22-CL is a spacious one-bedroom with a bunk room, ideally located just a minute's walk from the Upper Sachem Trail. This ski-in/ski-out condo, which has seen significant renovations, offers flat, easy access to the slopes and community amenities.Inside, you'll find an open 884-square-foot layout. The entry features a mudroom with rustic pine accents, perfect for storing

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

SouthFace Village Tamarack #6Ski-on, ski-off access, luxury amenities, and stunning views await at this beautiful, two-level condominium. This two-bedroom, three-bath unit is steps away from the brand-new recreation building, making it the perfect spot for apres-ski relaxation.Inside, you'll find a bright and sunny open-concept living space. A gas fireplace creates a cozy ambiance, while

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

If royalty is how you'd like to be treated then you've found your Castle. This two bedroom condominium is located at the Castle Hill Resort and Spa with unsurpassed amenities that any king and queen would appreciate. Just 3 miles to Okemo and all Ludlow has to offer and around the corner from charming, vibrant Proctorsville Green. This impeccable condo has been updated, well cared for and loved

Frank Provance Diamond Realty

Ledgewood on Okemo, a spacious condominium located in one of the most sought-after communities on Okemo Mountain. This property offers an abundance of space, featuring two en-suites and two additional bedrooms. The expansive great room opens to a large family kitchen with two breakfast bars, providing ample seating for the whole family. You'll also appreciate the private ski-in/ski-out access and

Katherine Burns William Raveis Real Estate Vermont Properties

Welcome to this nicely maintained 2-bedroom + loft condo offering direct access to the renowned Ascutney Trails—perfect for mountain biking, skiing, hiking, and trail running. Enjoy stunning mountain views from the spacious living room, which features two large sliding glass doors that flood the space with natural light. The open loft above the living area offers even more scenic vistas and

Daniel Preston KW Vermont Woodstock

This nicely updated 3 bedroom plus family room townhome has stunning views to the east in a mid- mountain setting.Enjoy the large updated kitchen with wood cabinetry, stone countertops, and wood crafted breakfast bar. The open living area with cathedral ceiling centered by a woodburning fireplace, leads out to a covered deck and hot tub offering spectacular mountain views. The private primary

Andre Menard Mary W. Davis Realtor & Assoc., Inc.

Nestled on a quaint hillside in the Okemo Valley, the Castle Hill Resort offers an abundance of amenities with ownership in the resort community. This rare two-bedroom condominium provides ample space for everyone with extra windows for light and views. This is rare as most buildings are Quad-plexes and this building is a top and bottom Duplex, sharing no walls with neighbors! Enjoy an on-suite

Joseph Karl William Raveis Real Estate Vermont Properties

Brookhaven condo D4 is located in the village of Ludlow and just a few minutes to the slopes at Okemo Mountain. This four-season destination is convenient to our lake’s region, restaurants, Fox Run Golf Club, shopping, and more. Enjoy easy access to the mountain with the Okemo Village Shuttle stopping in the Brookhaven parking lot. This top floor three-bedroom, two-full-bathroom condominium looks

Sarah Sheehan William Raveis Real Estate Vermont Properties

JUST REDUCED! Brand new construction in the heart of the village. It doesn't get any better than this completely re-conformed commercial space to condo. This turn key move in ready, fully furnished condo needs nothing, it's BRAND NEW. Walk to your favorite restaurants, and all of the other Ludlow amenities. The beautiful Fletcher Memorial Library is just across the street as is the gazebo on

Frank Provance Diamond Realty

This beautifully remodeled, top-floor end-unit condominium is the perfect slopeside retreat. Recent updates include new granite countertops, stainless steel appliances, custom cabinetry, new flooring throughout, an updated bathroom, and stylish furnishings. Even the doors have been upgraded to solid wood for a high-end touch. Turn the key and start enjoying—there's nothing left to do except hang

Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

A Rare Find...1 bedroom condominium at Castle Point, only 3 miles to Okemo Mountain Resort.This condo can be rented out or used whenever you like, it is a full ownership property and fully furnished. It is located in the back away from the hotel lobbies, but has access to the pool and gym facilities. On the first floor the condo has an open living room with a gas fireplace, dining room, and a

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

Jackson Gore area of Okemo– Adams House Quarter Share Ownership, Unit 625/627 Quarter III. Enjoy slopeside living with mountain views in this three-bedroom, three-bathroom condominium with just over 2000 square feet of living space. Located within The Adams House at Jackson Gore on Okemo, offering direct slope access. Enjoy luxury living with full access to The Spring House, which offers an

Kevin Barnes William Raveis Real Estate Vermont Properties

Make the slopes your backyard and Ludlow your home base. This fully furnished two en-suite bedroom condominium offers private sleeping separation and cozy living. A rare opportunity to own in the heart of Ludlow, one of Vermont’s favorite ski towns. From your front door, stroll to restaurants, apres-ski spots, and everything Main Street has to offer. When winter arrives, hop on the Okemo shuttle

Frank Provance Diamond Realty

Jackson Gore Inn 225/227; Quarter II: Great Location with Deck off the living area with spectacular views of Jackson Gore slopes, overlooking the fire pit and courtyard! Two bedroom lockout design with plenty of room sleeping 10. Cozy and Comfortable open concept living, dining and kitchen. The lockout gives you flexibility for renting and privacy. Convenient elevator access to the pool,

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

Jackson Gore Village at Okemo – Adams House Condominium. Welcome to slopeside living at its finest in the Adams House at Jackson Gore Village, located at the heart of Okemo Mountain Resort. This spacious and beautifully appointed condominium offers effortless access to the slopes and a full suite of resort amenities. The open-concept living area features a comfortable space to gather, complete

Joseph Karl William Raveis Real Estate Vermont Properties

This 3-bedroom, 1-bath condo offers easy living in a cozy, convenient setting. Enjoy first-floor living with an open kitchen, dining, and living area that’s perfect for gathering after a day of adventure. Hike scenic Hawks Mountain or access the VAST snowmobile trails just minutes from your door, and enjoy a short drive to area golf courses and the beautiful lakes region for boating, swimming,

Frank Provance Diamond Realty

This home features a lovely open-floor plan, including a spacious living room with vaulted ceilings. The kitchen offers a convenient breakfast bar, perfect for pre-ski day breakfasts, and an attached dining room for additional space. After a long day on the slopes, you can relax on the deck with a private hot tub. The upper level boasts a private suite. Downstairs, you'll find three additional

Katherine Burns William Raveis Real Estate Vermont Properties

Jackson Gore Village at Okemo Mountain Resort - Welcome to the Adams House at Jackson Gore, where mountainside living meets year-round adventure. This spacious, well-appointed condominium offers comfort and convenience in one of Okemo’s most sought-after slopeside communities. Step inside to find a generous open-concept living space with a cozy gas fireplace, ideal for relaxing after a day on

Katherine Burns William Raveis Real Estate Vermont Properties

Jackson Gore Inn, Unit 416 Qtr. I Quarter Ownership - thirteen deeded weeks per year. This one-bedroom, top-floor location is awaiting your family! Its location faces east where you will watch spectacular morning sunrises while sipping on coffee from either your bedroom or living room. There are both hillside and valley views which lend to a peaceful and tranquil environment. With a sleeper

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

368/370 Qtr. IV~Enjoy two coveted winter weeks —including Christmas and New Year’s(2025-26)—at this spacious 1-bedroom, 2-bathroom lockout unit at the Jackson Gore Inn at Okemo. Located on the third floor and just steps from the Round House, this unit offers beautiful valley views and ideal proximity to lifts, pools, and dining. Unit C Features: 1 bedroom, sleeps eight, lock-out

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

SouthFace Village, Blue Spruce #4 is the newest development on Okemo Mountain. Discover the ultimate ski-in, ski-out living with this stunning 4-bedroom, 4-bathroom condominium nestled in the heart of a prestigious gated community with direct access to the Suncatcher Trail and Sunshine Chairlift Quad. This beautifully furnished home is designed for your comfort and enjoyment. Upon entering the

Joseph Karl William Raveis Real Estate Vermont Properties

Adams 709/711 Qtr. I: Rare opportunity to own a top-floor 1-bedroom, 2-bathroom lockout unit in the sought-after Adams House at Jackson Gore. This spacious, slope-facing residence offers stunning mountain views and ultimate ski-in/ski-out convenience. This luxury one-bedroom condo sleeps 8 with the flexibility of a lock-out option. Features include two baths, including one with a jetted tub, two

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

Jackson Gore Inn, Unit 434 QIV. Quarter Ownership. This top floor residence has beautiful valley facing views. Unit B Features: one bedroom with king bed, queen sleep sofa and queen wall bed, full kitchen, jetted tub, fireplace, entertainment center. This unit sleeps six and includes 1 locker for year round use. Other features include a large master bath offering his and her sinks, gas fireplace

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

Escape to mountain luxury with this fully furnished 1-bedroom, 2-bathroom condo located in the heart of the premier Okemo ski resort at Jackson Gore. Perfectly positioned just steps from the slopes, this stylish retreat offers the ultimate blend of comfort, convenience and year round adventure. The open-concept living space features a cozy gas fireplace and large windows with mountains views.

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

Welcome to Trailside 15-C. This recently renovated condo is ready for the next loving family. The natural light filled well appointed condo is turn key and just steps from the slopes. Step into the spacious mudroom with ample hooks, and cubbies to store your gear neatly and a live edge bench to put on your boots. You'll feel right at home when you walk into the light filled open living

Frank Provance Diamond Realty

Direct ski-on, ski-off two-bedroom top-floor unit in the Kettlebrook community. Nicely updated throughout. Enclosed mudroom entrance with built-ins, laundry, and exterior ski closet. The main level includes a well-designed kitchen and a separate dining area with a newly installed slider leading out to the deck, which looks out to the slopes; a living room with a wood burning fireplace and

Andre Menard Mary W. Davis Realtor & Assoc., Inc.

Beautiful condo in the heart of downtown Ludlow. Village vibes, unbeatable convenience—The Mill offers walk-to-everything access and a front-row seat to shopping, restaurants, golfing, with the Okemo shuttle just steps away. Perfect as a year-round home or your go-to landing pad after carving turns on the mountain. With exposed beams, original brickwork, and wide plank wood ceilings, this sweet

Frank Provance Diamond Realty

Welcome to your dream mountain getaway! This 4-bedroom townhouse, nestled on Okemo Mountain, boasts mountain views and offers the perfect blend of comfort and adventure. Enjoy the convenience of a private shuttle service to the Sachem ski trail, ensuring you're never far from the slopes. Recent updates include an energy-efficient furnace, new windows and sliders, and carpeting throughout .With

Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

Top-Floor 1BR/2BA at Jackson Gore – Sleeps 6, Gorgeous Views, Premium Resort AccessExperience the best of slopeside living with this beautifully appointed 1-bedroom, 2-bathroom top-floor unit at Jackson Gore, Okemo Mountain Resort. Perfectly positioned with incredible valley views and a glimpse of the outdoor heated pool, this residence offers both comfort and convenience, just steps from the

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

Discover the perfect balance of comfort, convenience, and stunning valley views in this beautifully appointed 2-bedroom, 3-bathroom residence located in the sought-after Bixby House at Jackson Gore, Okemo Mountain Resort. This spacious and well-designed unit offers an exceptional slopeside experience with direct ski access and all the amenities you need for a relaxing, four-season Vermont

Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

Winterplace on Okemo. Welcome to this beautifully updated 3-bedroom, 2-bathroom condo, ideally situated in the highly coveted Winterplace community on Okemo Mountain. This exceptional home offers unparalleled convenience for ski enthusiasts, boasting easy access to Okemo's main base and the summit, all within a short walk to the nearby ski trail.Step inside to discover a spacious open-concept

Katherine Burns William Raveis Real Estate Vermont Properties

Jackson Gore on Okemo. An excellent opportunity to own a vacation home at Jackson Gore on Okemo, #365 Quarter IV ownership. This option provides an easy way to enjoy a mountain retreat with a minimal investment. This studio property is located within the Jackson Gore Inn, offering slopeside views of the mountain. Owners have access to a wide range of resort amenities, including the pool, hot

Joseph Karl William Raveis Real Estate Vermont Properties

Your Perfect Mountain Getaway: Ski-In/Ski-Out End-Unit Townhouse!Imagine stepping right onto the slopes from this exceptional 4-bedroom, 3.5-bath townhouse-style condominium. As an end unit, you'll appreciate the added privacy, especially in the en-suite primary suite with no neighbors above. The main floor is designed for easy living with a practical mudroom entry, a convenient half bath,

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

Adams House Unit 505/507 QII: Quarter ownership. This 2 Bedroom, 3 Bathroom lock-out style unit that sleeps 8 in Adams House is in an excellent location. When you park in the heated North garage, you find yourself only steps away from the unit which is located on the first floor. A very short walk down the hall and you pass the owners locker location. Walk into the living room and you'll be

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

Beautifully Updated Okemo Trailside Townhome. This tri-level end unit has the feel of being in a country home surrounded by lush trees, however it is on the private shuttle route or a short walk to the trail. You enter the enlarged and spacious mudroom, then into the open kitchen/living/dining rooms with sliders to the wrap around deck. The wood burning fireplace warms this floor for a ski lodge

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

This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the tubing hill and take in all the action just outside your door!This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including

Allison Griep KW Vermont Woodstock

Experience true slopeside living for a fraction of the cost with this quarter-share at Jackson Gore on Okemo—Unit 342/344 QIV. This spacious 3-bedroom, 3-bathroom condo sleeps up to 12 and features a lock-out design, allowing you to use one side and rent the other, use both, or rent both for maximum flexibility and income potential. Highlights include a fully equipped kitchen, two fireplaces,

Sarah Sheehan William Raveis Real Estate Vermont Properties

Winterplace at Okemo, discover the perfect blend of mountain luxury and year-round adventure. Winterplace N203 is a beautifully renovated three-bedroom, two-bathroom residence nestled in one of the most desirable locations at Okemo Mountain Resort. This ski-in, ski-out home offers a spacious and stylish interior, thoughtfully designed for comfort after a day on the slopes. Step into the warm,

Katherine Burns William Raveis Real Estate Vermont Properties

Tucked away from the Charlestown Road on its own acre is the peaceful complex of Oakwood Park. As one of 18 units, 16 Oakwood Drive has been recently updated to include new tastefully chosen and professionally installed vinyl plank flooring coordinating with the durable vinyl in the neighboring kitchen/dining areas. Some fresh paint throughout offers a clean backdrop for personalization. The

Barbara Cleveland Century 21 Highview Realty