Properties Near 127 Pleasant Street Cavendish, VT

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.

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.

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.

In need of the perfect ski cabin just 15 minutes from Okemo Mountain? Set on over ten private acres, this home offers the perfect mix of comfort and country charm. The main living room features cathedral ceilings, a propane stove, and access to the deck with a hot tub—ideal for relaxing after a day on the slopes. The kitchen, finished with Vermont soapstone counters and updated appliances, opens to the dining and gathering spaces so everyone can stay connected. With three separate living areas, there’s space for quiet reading, movie nights, or lively après-ski evenings around the woodstove. Upstairs, you’ll find three bedrooms, including a private primary suite. Thoughtful details—live-edge accents, built-ins, and warm wood throughout—give the home character without feeling overdone. Close to VAST trails for snowmobiling and Knapp Pond Recreation Area, great for fishing and kayaking, making this a great spot for every season. Offered furnished, so you can arrive with your gear and start enjoying life in Vermont before the snow falls. Visit the Okemo real estate community today. Taxes are based on the town assessment.

This warm and welcoming home combines classic charm with practical comfort, offering cozy spaces that invite you to unwind and make yourself at home. There’s so much to love here—from the spacious layout and warm interior touches to thoughtful features like the heated driveway and sun-filled rooms.The sun-drenched kitchen features white cabinetry, stainless appliances, and a spacious breakfast bar that flows easily into the open dining area. Off the main living space, a wall of sliding glass doors opens to an expansive sunroom with peaceful wooded views and a cozy wood stove—ideal for year-round relaxation. Upstairs, you’ll find generously sized bedrooms with natural light and charming angled ceilings. A partly finished lower level adds even more flexibility, whether you’re dreaming of a home office, game room, or guest suite. Practicality meets possibility with a large attached two-car garage, a covered carport, a roomy workshop area, and a heated driveway—a true winter luxury that means no more shoveling after snowstorms. The convenient first-floor laundry room adds to the ease of everyday living. This property offers a rare combination of privacy, space, and proximity to skiing, golfing, lakes, and all that Ludlow has to offer.