Properties Near 44 Freeman Road Cavendish, VT

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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. Right of First Refusal.
Enjoy effortless escapes in this inviting 3-bedroom, 2-bathroom slopeside condo at Winterplace. Located on the ground floor with southern exposure, this unit boasts abundant natural light and stunning winter views. You will love the ski-in/ski-out convenience for hassle-free winter adventures. The spacious living area is perfect for cozy evenings by the fire after a long day on the slopes. Enjoy the gourmet kitchen with stainless steel appliances, granite countertops, and elegant cherry cabinets. Relax in the spa-like bathrooms, which also feature cherry vanities and granite countertops. The convenient mudroom is equipped with ski racks, bench and cubbies for easy gear storage. Winterplace has wonderful amenities with an indoor pool, hot tub, and locker rooms. In warmer months, enjoy the tennis courts, a barbeque area and basketball hoop.
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.
One of only four units like this in the complex of 54 condos. This unique 3 bedroom plus loft with three and a half baths is a town house layout. Walk directly into abundant mudroom, no stairs involved. The walk in owners closet with custom cubbies will be more than adequate for all of your gear. The entire condo has been tastefully decorated by a professional and the furnishings that are included are in great condition. The open floor plan of the living, dining and kitchen will keep everyone together to get cozy in front of fireplace or breakaway to the loft for some privacy and or gaming. You'll love the spacious primary suite, with a two person jetted tub and custom tiled separate shower with granite seat to complete the primary bath. The second bedroom en-suite, has it's own sitting room that can be locked out and rented separately. Upstairs to the third en suite bedroom, full bath, loft area and bonus room are a great space for guests. The amenities at the Castle include the Aveda Spa, workout facility with Life Fitness machines, free weights and a cardio room, inground heated year round salt pool, hot tub, tennis and pickle ball courts. Enjoy the culinary delight of Chef Fonz who is on premise at the Castle Restaurant and Inn, providing meals fit for a King and Queen! Choose this condo as your Vermont retreat and be treated like royalty at the Castle Hill Resort and Spa!
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.
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 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.
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.
Step back in time with this true Victorian grand home, a beautiful reminder of days gone by. The residence is adorned with detailed woodworking, spacious rooms, and hardwood floors, capturing the essence of its period charm. With six bedrooms and numerous bonus rooms, this home offers ample space for family and guests. The main home features a large kitchen with cherry cabinetry, a generous dining room, a living room with a fireplace, a half bath, and a cozy family room. The upper level includes a primary bedroom suite, two additional bedrooms, hallway wood closets, and a full bath. The third floor provides two extra rooms, perfect for play or creative pursuits. The attached "carriage house" is ideal for guests, complete with its own kitchen, living room, three bedrooms, and three baths. This space offers a private retreat for visitors, ensuring comfort and independence. Spend your summer days with a cup of tea on the covered porch, listening to the soothing sounds of the Jewel Brook. Set up your Adirondack chairs across the road and enjoy direct frontage on the Jewel Brook. Located on the outskirts of Ludlow Village, this home on a quiet road and is conveniently close to all that Ludlow and Okemo has to offer: skiing, golf, tennis, biking, hiking and more. If you seek generous space to share with friends and relatives, this home is not to be missed!
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.
Unit 717/719 Quarters I, II, III and IV: An amazing opportunity to own all four quarters in the Adams House, offering your family a Vermont vacation on your schedule! This luxury top-floor, corner residence with a one bedroom lock-out has a great view of the Bright Star Basin up to the peaks of Jackson Gore. Features include two baths, two queen beds, a wall bed, and a sleep sofa. Enjoy the plentiful amenities apres ski, including fitness center, skating arena, tennis, indoor/outdoor pool, and Okemo's Adventure Zone. Adams C-II: 1 Bedroom, Sleeps 8, 2 fixed Queen beds, Queen wall bed, Queen sleep sofa, lockout capability, 2 Baths, Jetted bath tub, Full Kitchen, Washer & Dryer, Fireplace
Ideally located and beautifully maintained, this well-appointed 4-bedroom, 2-bath home offers nearly 2,000 sq ft of comfortable living space on 2.19 peaceful acres with mountain views. With many recent updates and true move-in-ready condition, this Vermont gem is perfect for year-round living or a weekend retreat. The spacious kitchen features a convenient breakfast bar and flows seamlessly into the dining area, which opens to a large outdoor deck, ideal for relaxing or entertaining in a serene setting. The inviting living room boasts a cozy fireplace, while each of the ample-sized bedrooms provides plenty of space for family or guests. A 2-car garage offers room for vehicles, outdoor gear, and equipment. Outside, you'll find a charming pond, a private backyard, and direct access to nature, perfect for those who love outdoor living. Located just minutes from Okemo Mountain and downtown Ludlow's shops, dining, and amenities, this property is also near snowmobiling, hiking, and mountain biking trails, making it a dream for outdoor enthusiasts. Whether you're seeking a primary residence or a vacation escape, this property truly has it all. Don't miss your chance to own a slice of Vermont paradise - Come and take a look!
Welcome to Okemo's iconic roundhouse. While not completely round, this distinctive home is only about 1,200' from the main base area - an easy walk even in ski boots. It is all about location! You will find 3 + bedrooms, 2 full baths, sauna, and hardwood floors in the common areas. The wrap-around deck provides great views of Okemo ski trails and Ascutney Mountain as well as provides for added outdoor entertaining. The mudroom has a slate floor and lots of space to keep your snow gear. The bonus room has a pellet stove and can be your second living room. The main living room has a gas fireplace/stove that adds ambiance to the home along with the great natural light from the windows. The kitchen has plenty of cabinetry and the dining area flows from the kitchen to the living room. The lower bath has a large whirlpool tub and a sauna for relaxing after a day on the slopes or a hike up the mountain. Come see one of the most affordable houses that is this close to the trails. Visit the Okemo real estate community today. Taxes are based on current town assessment. ROFR
Your Winter Wonderland Awaits at Winterplace A103! Imagine stepping out your door and being on the slopes in moments! This beautifully updated 2-bedroom, 2-bathroom condominium is ideally located, just a short stroll from the ski trails (approx. 100 yards) and the refreshing community pool (approx. 100 feet). Skiers will appreciate the easy access to both the upper mountain lifts and the gentle slopes leading to the original base lodge. Inside, you'll find a haven of modern comfort with recent renovations including a fully reimagined kitchen boasting granite countertops and new cabinetry, and spa-like bathrooms featuring tiled showers, new fixtures, and luxurious radiant floor heating. New windows and select flooring enhance the appeal. Winterplace offers a wealth of amenities including an indoor pool, two hot tubs, seasonal tennis/pickleball courts, barbecue areas, and a basketball court, ensuring year-round enjoyment.
The Castle Hill Resort & Spa is your place to enjoy and relax. Top floor end unit has 2 levels of living spaces. There are three spacious bedrooms, 3.5 baths, a second level loft area (den) and a lock out area with a bedroom, 3/4 bath and den that can be rented out if you choose. Cathedral ceilings, air conditioning, gas fireplace with an open kitchen/dining/living room. A private main level primary bedroom with a walk in closet and full bath creates a calm atmosphere away from the other bedrooms. The amenities at Castle Hill Resort include an outdoor heated pool, hot tub and tennis courts. Additionally there is an Aveda Spa with a fitness center and massage and facial rooms. Located minutes from Okemo Mountain, Ludlow village and restaurants and a beautiful golf course.
Welcome to the Castle Hill Resort and Spa community! This well-maintained 3 bedroom plus loft upper-level end unit has over 2200 square feet of space and is just a short drive to skiing and Okemo Mountain Resort amenities. The tiled mudroom entry leads to bright open spaces including the kitchen with breakfast bar, as well as the dining and living areas accented by a cathedral ceiling and centered by a gas fireplace. A deck offering seasonal hillside views is accessed from the dining and living areas. The primary suite features a tray ceiling and includes a full bath with whirlpool tub, tile floor, and stone countertop as well as a walk-in closet. The main level guest room has direct access to a 3/4 bath with tile floor and heated towel bar. A separate family room with wet bar also has direct access to the bath. Laundry facilities and half-bath with stone countertop and tile floor complete the footprint of this bright and sunny unit. The upper level includes a bedroom with direct access to a 3/4 bath as well as a large loft that provides additional living and entertaining spaces. A private exterior ski closet located by the front door offers additional storage space for skis and boards. Come enjoy the exceptional location of this luxury community, offering access to the Castle Hill spa and amenities, including heated outdoor pool and hot tubs, tennis courts, and fitness facilities and just a short drive to all the Okemo and Ludlow village amenities.
Set on a knoll overlooking the elementary school and view beyond, this three bedroom, two bath contemporary cape is within 5 min. of Okemo and features a sleek, renovated kitchen with quartz counters and upgraded appliances. A large, light-filled living/dining area perfect for entertaining and a cozy tv room (which could function as a first floor bedroom) and full bath with updated vanity complete the first floor. The dormered second floor, features a large primary bedroom with a walk-in closet. Two additional bedrooms, one with built-ins and a full updated bath complete the second story. The basement offers additional space with a tv/game room and office/study. Ready for a project? Plumbing has been roughed-in for a third bathroom. The laundry room has a driveway entrance providing a convenient spot to drop your ski gear. The oversized, two car detached garage is equipped with a pellet stove, 10’ ceilings, large workspace and a second floor ready to be finished for an extra game room or office. The deck off the kitchen is perfect for grilling and the firepit out back is a great place to stargaze. Easy walking distance to village shops and restaurants.
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 Rt. 91.OPEN HOUSE SATURDAY MAY 3 11am to 1pm or viewings by appointment.

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