Properties Near 44 Freeman Road Cavendish, VT

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, inviting living area where a cozy fireplace creates the perfect setting to unwind with family and friends. The recent renovations bring a modern touch to this classic mountain retreat, making it move-in ready as your ideal ski home or all-season getaway. At Winterplace, you're not just purchasing a home—you’re gaining access to top-tier amenities, including indoor hot tubs, a heated pool, and tennis courts. And when the snow melts, the adventure continues. The Okemo Valley offers year-round recreation, from mountain biking, hiking, and lake activities to a semi-private 18-hole golf course, and lakes just a short drive away. Whether you're seeking a serene weekend escape or a vibrant base for every season, Winterplace N203 is a rare opportunity to own in one of Vermont’s most sought-after resort communities. Make it yours and start living the mountain lifestyle today. Visit the Okemo real estate community today. Taxes are based on current town assessment.

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 design that seamlessly blends the living, dining, and kitchen areas. The inviting living room, complete with a cozy wood-burning fireplace, sets the perfect ambiance for relaxation. The well-appointed kitchen features a convenient breakfast bar, perfect for casual meals. With three comfortable bedrooms and two full bathrooms, this condo provides ample space for entertaining guests or unwinding after an exhilarating day on the slopes. Beyond the comforts of the interior, this nicely positioned middle-floor home offers immediate access to Winterplace's impressive array of amenities. Just a short stroll away, you'll find an indoor pool, soothing hot tubs, a communal fire pit, a BBQ area, and exterior tennis courts, ensuring a perfect year-round mountain retreat for all seasons. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Excellent value priced to sell - Prime location, ski-on, ski-off with direct access to Sachem Trail, with just a few steps from your door, and you'll be on the slopes! This is a bright and sunny condo featuring 3 bedrooms, 2.5 bathrooms, and a loft. The living and dining area features a cathedral ceiling, a wood-burning fireplace, and a deck offering a long-distance view. Recent updates include kitchen appliances and countertops. Enjoy this end unit with 3 levels of living space with no one living above or below you. Just minutes away from the Fox Run Golf course, a championship 18-hole course. The Okemo Trailside community features a heated swimming pool and two tennis courts for your summertime enjoyment. Guest comments include "could not beat the location for a ski weekend. We were just steps to Sachem Trail. It easily accommodated 2 families," and "just can't beat skiing home for a quick lunch and hoping right back on the trails!"

Welcome to your mountain getaway on Okemo! This renovated spacious 3-bedroom, 2.5-bathroom home offers the perfect combination of comfort and convenience in a sought-after ski location. The main level welcomes you with a generous mudroom with storage and direct access to the attached one-car garage. Two bedrooms and a full bathroom are also located on this level, along with a sunken living room filled with natural light from skylights above. Enjoy the soapstone fireplace on cold winter evenings. The modern updated open kitchen flows seamlessly into the dining area, where sliders lead to a large back deck complete with a sunken hot tub—ideal for soaking after a day on the slopes. Upstairs, the private primary suite offers a walk-in closet and a full bathroom with double vanities. The lower level is designed for fun and relaxation with a spacious game room, half bath, and laundry area. An easy keeper with a new roof, 50amp outlet in garage for EV charging, new flooring/carpet and more! Whether you’re seeking a mountain retreat for family gatherings, a comfortable year-round residence, or an investment opportunity, this Okemo Mountain home has it all. Visit the Okemo real estate community today. Taxes are based on town assessment.

Motivated sellers...Don't miss out!! This is the best of both worlds...convenient location and privacy all at the same time. This home is in absolutely perfect condition. Just 2 years old, there will be no headaches for the next owner. Three levels of living space for you to enjoy. The wall of windows brings the outside in. The woods surrounding the house give you solitude, but there are glimpses of the Okemo ski trails through the trees. The lower level offers a walkout entrance, a huge family room, and a bonus room. There is a full bath, laundry room and locked storage closet on this level. The main level has a huge mudroom and a beautiful light-filled living area. The open floorplan means no one misses anything while they are in the kitchen, and everyone can enjoy the fireplace. There are two bedrooms and a full bath on this level. Upstairs there is a large loft sitting area that would be a great spot if you wanted to work from home. The primary bedroom and bath adjoin the loft space. This home is modern, cheerful and full of light. It is offered fully furnished and ready to go. Snowmobilers will enjoy the fact that the VAST trail run by Highland Views so you can ride right from home. Shaw's is 2.3 miles, Okemo base lodge 3 miles, Fox Run Golf 3.7 miles and the lakes are 7 miles. No matter what your interests, you can do it from here....ski, hike, bike, golf, paddle, snowmobile and more. Come see for yourself.

Solitude Village on Okemo Mountain! Discover your perfect mountain retreat in this stunning first-floor condo located in the highly sought-after Solitude Village at Okemo. This two-bedroom, two-and-a-half-bath gem is designed for year-round enjoyment and effortless relaxation. Step inside to find a thoughtful layout, complete with built-in cubbies in the entryway—ideal for storing gear after a day on the slopes. The open-concept living and dining area, anchored by a cozy wood-burning fireplace, provides the perfect space to unwind or gather with friends and family. The kitchen's convenient layout makes meal preparation a breeze. Ski-in/ski-out access to the Promenade trail means you can hit the slopes with ease, and the views from your private deck offer a breathtaking backdrop year-round. When you're not on the mountain, take advantage of Solitude Village’s exceptional amenities, including the heated indoor/outdoor pool, hot tub, sauna, and fitness room. A short stroll brings you to the Solitude Day Lodge, home to a seasonal restaurant, known for its delicious lunches. Just a quick drive away, you’ll find everything else Okemo has to offer, from the Base area to Jackson Gore. Whether you’re seeking adventure or relaxation, Unit H-102 is your gateway to the best of mountain living. Do not miss this opportunity to own your slice of paradise at Okemo! Visit the Okemo real estate community today. Taxes are based on current town assessment.

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 getaway. Enjoy a cozy, open-concept living and dining area with a gas fireplace, fully equipped kitchen, and large windows that frame sweeping views of the valley. Each bedroom is generously sized, and the unit includes three full baths for maximum privacy and comfort. The layout is ideal for families, couples, or rental guests, with a flexible floor plan and quality finishes throughout. Amenities include an onsite owners lounge, business center, private underground heated parking access to the Spring House fitness center, heated indoor and outdoor pools, slopeside hot tub and summer tennis. The unit sleeps 8 and is pet friendly.

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 cathedral ceiling; and a guest bedroom with a full bath. Kitchen upgrades include wood cabinetry and floors, stainless steel appliances, and stone counters. A private primary bedroom suite with wood cabinetry, stone counters, and an oversized glass shower occupies the entire second floor. Updated baseboard heating system throughout. Enjoy one of the best locations in this Okemo slopeside community.

The Castle Hill Resort & Spa is an award winning destination located just minutes from Okemo Mountain Resort. This ground floor 3br +loft & den features 3.5 baths. This townhouse condo has floor to ceiling windows that provide natural light throughout. The open living room, dining room, and kitchen offer an inviting atmosphere for gatherings. The ground floor patio offers outdoor seating and has wooded private views. These sought after ground floor units give flexibility to owners as you can stay on one side while renting out the other with the lockout capabilities. The furnance and hot water tank have recently been updated. The Castle Resort & Spa is beautiful and enjoyed year-round. From skiing in the winter, to the lakes in the summer, golf in the spring, or hiking in the fall, this area has so much to enjoy. You can explore the area with endless adventures or stay at the resort enjoying all the amenities on site. Conveniently located inside The Castle Resort is a fine dining, French influenced American cuisine restaurant. Relax at the Aveda spa with a massage, use the fitness center, or take a Pilates class all on site at the resort. A year-round heated, salt water pool and tennis courts are more amenities you'll enjoy! After a day on the slopes at Okemo Mountain, relaxing by the fireplace or indulging in all the Castle Resort has to offer, truly make it a perfect getaway! Visit the Okemo real estate community today. Taxes are based on current town assessment.

Bixby House 640/642 Whole Ownership. This luxury two-bedroom, valley side home features fully-equipped kitchen with stainless steel appliances, tiled back splash, farm sink and granite counters. The cozy living room includes a dining area and gas fireplace. The tiled foyer entry provides storage for outdoor gear. Primary bedroom has a king bed and a spacious master bath with his and her sinks. Guest bedroom, with 2 queen beds, offers lock-out capability for separate rental opportunity. Enjoy convenient slopeside location at Bixby House, combined with the luxury amenities including an onsite owners' lounge, business center, private underground heated parking and access to the Spring House fitness center, heated indoor and outdoor pools, ice skating at the Ice House, slopeside hot tub and summer tennis. The only residences at Jackson Gore where homeowners can bring their furry four-legged friends along. Come see for yourself why slopeside living is so sweet at Okemo's Jackson Gore. This unit sleeps 8.

Charming Renovated Farmhouse on South Hill – Minutes to Okemo Mountain Resort this beautifully renovated 3-bedroom, 2-bath farmhouse nestled on South Hill. Perfectly blending classic New England charm with modern comforts, this home offers the ideal retreat just minutes from Okemo Mountain Resort. Step inside to find a warm and inviting living space anchored by a cozy wood-burning stove, perfect for après-ski evenings. The thoughtfully updated kitchen and bathrooms provide modern convenience while preserving farmhouse character. A versatile loft area adds extra room for guests, a home office, or a play space. Hang out on the deck and enjoy long distance views. Set in a peaceful location yet close to the slopes, dining, and the village of Ludlow, this property is ideal as a primary residence, vacation getaway, or investment. With its timeless style and unbeatable proximity to year-round recreation, this South Hill farmhouse is ready to welcome its next chapter. Visit the Okemo real estate community today. Taxes are based on town assessment.

Chester Haven on a Quiet Dead-End Road. Tucked away in a serene neighborhood, this spacious 5-bedroom, 4-bath home offers over 3,400 sq ft of beautifully designed living space—perfect for both everyday comfort and grand entertaining. Located on a peaceful dead-end street, yet just minutes from the charm and convenience of Main Street, this property offers the best of both worlds. Inside, you’ll find an open-concept kitchen, dining, and living area that flows effortlessly onto a large deck—ideal for hosting gatherings or enjoying the quiet outdoors. Two oversized primary suites with private ensuites provide luxurious comfort for guests or multigenerational living. A standout feature is the expansive bonus room, currently outfitted as a professional recording studio with soundproofing—ideal for musicians, podcasters, or anyone in need of a creative or quiet workspace. Step outside to a private, tree-lined backyard with multiple decks perfect for relaxing or entertaining. A two-car garage adds convenience, while the whole-house Tesla battery ensures seamless comfort and peace of mind year-round. Whether you're entertaining a crowd or enjoying a peaceful evening at home, this one-of-a-kind Chester retreat offers space, versatility, and thoughtful features throughout. A wonderful value as a primary home or as a vacation home 2 families could share and still have privacy.

Okemo Village home located at the base of Okemo Mountain. This charming village farmhouse is a must-see! Nestled on desirable High Street, the welcoming sunroom/mudroom entry opens into a bright and cheerful kitchen. The formal dining room off the kitchen flows seamlessly into the living room, creating an inviting space for gatherings. The main level features two bedrooms, two spacious 3/4 bathrooms, and a convenient laundry area. Upstairs, you’ll find two additional bedrooms and a full bath. Hardwood floors throughout both levels add warmth and character. A large sunroom with a fireplace and glass slider doors overlooks the backyard, accented by perennial plantings. Conveniently located in the heart of Ludlow Village, this home is close to restaurants, shops, and Okemo Mountain. This is a great location for year-round nature enthusiasts, with nearby ski mountains, lakes, a golf course, hiking trails, and more. Visit the Okemo real estate community today. Taxes are based on the town assessment.

This charming renovated farmhouse being sold totally turnkey sits up above the Village of Ludlow on a country lot complete with a peaceful spot to sit by the brook. The current owners have picked up where the prior owners left off with some stylish updates and improvements. The main level of the home will welcome you with beautiful wood floors in the open living area with many spaces to sit and relax. Enjoy the heat of the gas fireplace, watch a movie, or work a little at the desk. The kitchen is an amazing gathering spot with the Vermont natural wood island, farmhouse table, and wraparound butcherblock counters for creating some tasty eats. The back mudroom has plenty of room for gear and a convenient washer and dryer and is next to an updated bathroom. Upstairs are three bedrooms including one very large one for slumber parties. The updated bathroom has a tub for soaking or a shower if you prefer. There is a central air-conditioning unit on this level for those Summer nights that are too warm for sleep. Everyone's favorite part of the house is the large covered porch complete with a sunken hot tub, seating in front of a wood-burning Vermont stone fireplace, and room to grill. Make you memories here! Plenty of parking in the resurfaced driveway. A quick drive to down the hill for dinner in the Village after a day on the slopes of Okemo. The owners have loved this property, but their busy family isn't enjoying it much anymore and they have successfully dabbled in rentals.

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. The modern kitchen is equipped with stainless steel appliances with views to the mountain and living/dining area, making it both functional and inviting. The spacious primary suite includes 2 queen sized beds, generous closet space and an en-suite bath with a soaking tub. A second full bathroom adds flexibility for guests along with a Murphy bed. Enjoy full access to resort-style amenities including an indoor & outdoor heated pool, hot tubs, fitness center, ski lockers, underground parking and a 24-hour front desk. Dining, shopping and year round recreation are just steps away - skiing, snowboarding, hiking are all at your doorstep. Whether you're seeking a weekend escape, an income-generating property or a full-time mountain home, this condo offers it all in one unbeatable location. Turnkey and ready for your next adventure - Schedule your showing today!

This lovingly restored Arts and Crafts style home is located just 10 minutes from Okemo Mountain. Built in 1928, this home sits on a peaceful, elevated street in Cavendish, just steps from the town’s sledding hill. Owned by the same family for 20 years, the memories made here are priceless. The children learned to ski at Okemo and with everyone grown, the family is ready to pass along this property. Quite a lot of updating has happened paying attention to detail and preserving the original features of the house. The custom kitchen cabinets were designed to fit with the style of the house and the granite island makes for a perfect gathering space. The dining room will also seat many and is open to the living area where you can relax in front of the gas fire view stove. Finishing the third floor created a cozy space for everyone to watch a movie and relax before retiring to the 4 bedrooms on the second floor. The owners also built a garage with plenty of room on one side to store kayaks and much more gear to enjoy all that Vermont has to offer year round. The hot tub room on the other side of the garage welcomes you after a day on the slopes. The level side yard has a firepit ready for toasting marshmallows and telling stories. Wake up early or sleep in. Either way the covered front porch will be waiting for you and your first cup of coffee while the fresh Vermont air wakes you up for another amazing day.

Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the stairway, this home could be opened back up into a large single-family home. The attached barn adds some great space for fun and potential or just storage. It makes this home a true Vermont property. Both units are currently rented bringing in good income from great tenants who would like to stay. Be part of the Cavendish community just minutes from Okemo, the lakes, and an easy drive to I-91.