Properties Near 11 Pleasant Street Ludlow, VT

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.

Welcome home to Trailside 15C on Okemo. Fully renovated and sold turn-key furnished, this 3-bedroom, 3-bath Trailside condominium is designed for effortless mountain living. The well-thought-out floor plan maximizes space and comfort, featuring a sun-filled main level with vaulted ceilings, exposed beams, and an open-concept kitchen, living, and dining area that captures a classic Vermont vibe. The spacious mudroom provides practical storage for all of your gear, while the deck extends your living space outdoors. Upstairs, retreat to a private primary en suite sanctuary. The lower level offers two additional bedrooms and a full bath, ideal for guests and family. A dedicated outdoor ski closet adds convenience after a day on the slopes. Enjoy Trailside’s amenities, including an in-ground pool and tennis courts, plus easy access to the Sachem Trail for winter skiing and summer hikes. This is four-season Okemo living at its best. Visit the Okemo real estate community today. Taxes are based on town assessment.

Welcome to a place where comfort meets mountain lifestyle. This beautifully updated 3-bedroom, 2-bath condo offers the perfect blend of warmth, space, and convenience—just a short walk to the ski trail for effortless days on the mountain. Inside, you’ll find wood floors, a thoughtful open layout, and a cozy fireplace that anchors the living space, making it ideal for both quiet evenings and gatherings with friends. Modern heating and cooling ensure year-round comfort, while recent updates add a fresh, move-in-ready feel throughout. The loft provides flexible space—perfect for a home office, guest area, or reading nook—while the walkout lower level adds functionality and easy access to the outdoors. Step onto the private deck to enjoy mountain air, morning coffee, or après-ski relaxation. Whether you’re looking for a weekend retreat or investment opportunity, this condo delivers comfort, character, and a location that invites you to enjoy every season. Schedule your showing today!!

Experience the perfect blend of comfort, style, and year round adventure in this beautifully updated 4-bedroom, 3-bathroom home designed for modern living. Inside, the inviting layout is ideal for both everyday living, entertaining guests or rental potential. A spacious mudroom with exceptional storage leads into the open living area, where vaulted ceilings, grand windows, and a cozy pellet stove create a warm, welcoming atmosphere. The dining area opens to a wraparound deck overlooking the backside of Okemo Mountain, a perfect setting for morning coffee or evening gatherings. The main level also features a generous bedroom and a full bathroom with convenient laundry. Upstairs, you’ll find three additional bedrooms and a shared bath. The finished basement expands the living space with a large game or family room, an additional bathroom, and a bonus room ideal for guests, a home office, or gym. Recent upgrades include a brand-new roof, energy efficient pellet stove, hot tub, dedicated Tesla EV charger, granite countertops, 10X 12 lighted shed, newly finished gravel patio area leading to stone pathway to sunken expansive Firepit and more! After a day of adventure, unwind in the hot tub under the stars. With unbeatable access to outdoor recreation in every season skiing and snowboarding in winter, plus lakes, hiking trails, kayaking and swimming spots in summer this home offers the best of Vermont living. Just 7 minutes to Okemo Mountain, 26 minutes to Killington and 9 minutes from serene Lake Ninevah.

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!

Slopeside at SouthFace Village Okemo! This may be the nicest one-bedroom condominium currently available on Okemo Mountain. Immaculate and barely used, it comfortably sleeps six and is offered fully furnished, move-in ready for your mountain escape. The interior features stylish quartz countertops, hardwood flooring, built-in shelving, and energy-efficient appliances. Ductless mini-splits provide air conditioning and reliable climate control, while neutral furnishings create a welcoming, comfortable vibe. Full compliance with the current fire and safety regulations, including a modern sprinkler system, provides security and rental readiness. SouthFace Village offers direct access to nearly 200 acres of private property for year-round recreation. Hike or bike Okemo's trails in the summer, and in the winter, step outside and hop on the Sunshine chairlift. Owners also enjoy access to a private pool and fitness center, perfect for relaxing after a day of adventure. If you're looking for the ideal retreat in the heart of Vermont's four-season playground, this condominium may be the perfect fit.

Affordable Okemo Trailside 3 bedroom plus den end unit. In great condition and ready to be your ski get-a-way this season. Updates include kitchen, main level bathroom and a brand new wood burning fireplace installed in the Fall of 2025. On 2 levels, there is an open kitchen/dining/living area, bath and bedroom on the main level, 2 bedrooms, bath, laundry and a cozy den finish the lower level. The condo is nicely furnished, just walk in, light the fire and pour yourself a glass apres ski, for a warm relaxing evening. Walk to the Sachem Trail to enjoy the trails, and walk back for your down time. Trailside has a summer pool and tennis courts to get you here in the Summer months.

This is a neat spot. Close enough to the village that you can walk to shops and restaurants but just far enough out that you enjoy the peace and quiet of a dead-end road. The house sits up from the road which means that you get to enjoy some views of Okemo. If you would rather not drive up to the mountain, you can walk to the end of the street and hop on Okemo's shuttle. Built in 1993, this home offers living space on three levels. You walk into a small mudroom where you can leave your coats and boots. Then, into the large family room with space for TV, games or exercise all of which gets to take in the view. Also on this level, there is a bonus room...work from home, no problem! The full bath rounds out the lower level. Up a flight to the kitchen which is open to the large living room with brick fireplace and sliders to the wrap around deck. Two bedrooms and another full bath on this level. Up again to the primary bedroom where you would enjoy sliders, a small balcony and a view of the mountain as soon as you open your eyes in the morning. Very large bath with stall shower for the primary bedroom. There is an oversized two car garage. There are several updates in the past couple of years...new siding, sliders, roof and deck. Come have a look to see if this is what you have been waiting for!

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, being able to sleep 8 with the sofa bed. Enjoy full access to resort-style amenities including an indoor & outdoor heated pools, hot tubs, fitness center, ski lockers, underground heated 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!

Located in the heart of Jackson Gore at Okemo Mountain Resort, Adams House 717/719 Q1–4 presents a rare opportunity to own 100% interest in a traditionally quarter-share residence—all four quarters conveyed together, offering full ownership with excellent rental flexibility. This turn-key, ski-on/ski-off residence is being sold fully furnished, allowing a new owner to step right into the winter season with no setup required. The one-bedroom layout features two full bathrooms and lockout capability, allowing the home to function as one larger unit or two separate accommodations. The main living space includes a full kitchen with an open living/dining area, fireplace, sleeper sofa, and a murphy bed. The lockout bedroom offers two queen beds and a full bath, creating a flexible configuration that can sleep up to eight guests when used as a single unit. The lockout design also enhances rental versatility and income potential. Enjoy full access to Jackson Gore’s exceptional amenities, including 4 personal ski lockers, heated garage, heated indoor/outdoor pool and hot tubs, and The Spring House, which offers an indoor pool, hot tub, fitness center, and sauna. Jackson Gore is located near our lakes region as well as many award-winning golf courses, making this a true four-season destination. A unique opportunity to secure full ownership in one of Okemo’s most desirable slope-side locations, offered fully furnished and ready for immediate winter enjoyment. ROFR applies.

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.

Motivated Seller. Come see this Fully Furnished Move in Ready Retreat! Current owners are ready to pass along their special piece of Vermont. Enjoy the charms and privacy of a dead end road while being only five minutes from Jackson Gore at Okemo. Location is ideal for rental property or personal residence. This four bedroom home with two car garage and large basement has it all. Master suite above the garage gives privacy yet easy access to the rest of the home. Large slate entry has room for all your outdoor gear. Basement currently houses a pool table with room for even more toys or games. Step outside to a wonderful backyard with fire pit. Unwind in your 4/5-person hot tub, new in 2025. Quick access to both the VAST snowmobile and Catamount nordic trail systems. At the top of the Healdville trail you will find the fire tower with expansive views of the Okemo Valley. A fairly level yard and driveway allow for easy maintenance while a wooded area gives privacy and space for nature. The Generac generator will even kick on if you ever lose power. Furnished, cared for and ready for the next owner. Come see all this location has to offer!

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.

Exceptional Investment Opportunity in the Heart of the Village of Ludlow! Located on Pleasant Street in the village of Ludlow, this three-unit multi-family property offers versatility, convenience, and strong income potential. Whether you're seeking an investment property, employee housing, or the opportunity to live in one unit while renting the others, this property checks all the boxes. With a total of five bedrooms across three separate units, the layout is both functional and appealing. The first unit on the main Level is a spacious first-floor unit which features a full kitchen, comfortable living room, two bedrooms, and two bathrooms. Ideal for an owner-occupant or long-term tenant, this unit offers easy access and generous living space. Upstairs, the second unit includes a full kitchen, living area, two bedrooms, and a full bathroom—perfect for seasonal or year-round rental. Also located on the upper level, the third unit offers a full kitchen, living area, one bedroom, and a bathroom, providing additional rental flexibility and income potential. Positioned on the shuttle route to Okemo Mountain Resort, this property is especially attractive to winter enthusiasts and vacation renters. Tenants and guests will appreciate the convenience of easy access to skiing and snowboarding without the need to drive. Beyond winter, Okemo Mountain Resort transforms into a four-season destination offering hiking, mountain biking, scenic lift rides, and adventure activities. Enjoy close proximity to Ludlow’s charming downtown shops and restaurants, as well as the local golf course in town. The beautiful lakes region nearby—including Lake Rescue and Echo Lake—adds even more appeal with boating, swimming, and summer recreation just minutes away. Village location, multiple income streams, and year-round recreational appeal make this Pleasant Street property in one of Vermont’s most desirable mountain towns. Don’t miss your chance to invest in the vibrant Ludlow community!

Walk to the Sachem Trail from this recently remodeled, warm and charming, 2 bedroom, 2 bath, 2 level condominium. Easy maintenance with an open floor plan (kitchen, dining and living room with wood burning fireplace and slider to the deck). Updates include: new kitchen cabinets, granite countertops, wood plank flooring, carpet, and paint. The new bathrooms have large format tiling and frameless glass showers. The building has all new siding, decks, windows and doors, ensuring years of headache free usage. Current special assessments are paid. Make this your 4 season happy place while skiing/boarding inn the winter months and enjoy the tennis courts and heated outdoor pool in the summer months.

Welcome to 55 Trickle Brook Drive, a charming and well-designed home offering three bedrooms and two full bathrooms, being sold fully furnished, and ideally located just about 10 minutes from Okemo Mountain and close to the Proctor-Piper State Forest. This inviting property blends comfort, functionality, and year-round recreation, with nearby access to hiking, mountain biking, and snowmobiling trails. Enter through a spacious mudroom with ample room for storing your outdoor gear. The main level features an open kitchen, living, and dining area with vaulted ceilings, wood floors, and a propane fireplace that creates a cozy gathering space. The primary bedroom with an en-suite bath is also located on this level for convenient single-floor living. The lower level provides a generous secondary living area, along with laundry, a full bath, and two additional bedrooms ideal for guests, family, or flexible use. Step outside to a large deck tucked away for privacy, complete with a hot tub perfect for relaxing after a day on the mountain or trails. Additional outdoor living spaces include a covered deck off the main living area and a covered porch off the lower-level living space, offering multiple options for entertaining or unwinding outdoors. Whether you’re looking for a full-time residence or a Vermont getaway, this home offers comfort, versatility, and an excellent location. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline. Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and include a spacious eat-in kitchen, full bathroom, partial concrete basement, replacement windows, and a recently installed oil tank. The detached one-car garage provides convenient storage for your kayaks, paddleboards, and other lake toys. This property offers a spectacular location less than two miles from Okemo Mountain. Whether you’re roasting marshmallows by a lakeside campfire in summer or playing board games by the warmth of the stove on a snowy day, this home invites year-round enjoyment. Importantly, the home was unaffected by recent flooding and comes with an elevation certificate confirming it lies outside the flood plain. This property is being offered "AS IS".