Properties Near 145 Okemo Trailside Extension Ludlow, VT

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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.
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".
Welcome to 8 Okemo Heights, where classic Vermont charm meets modern comfort, just minutes from Okemo Mountain. This beautifully updated home offers the perfect blend of character and convenience, with warm wood floors, thoughtful upgrades, and tasteful furnishings included, making it truly move-in ready. The heart of the home features a bright and open country kitchen that seamlessly flows into inviting living and dining spaces. Large windows bring in natural light and frame seasonal views of Okemo, while multiple living areas provide flexibility for entertaining or relaxing after a day on the slopes. Cozy up by the wood stove or pellet stove on chilly winter days, creating that quintessential Vermont ambiance. A dedicated mudroom plenty of storage is ideal for your gear, keeping everything organized and ready for your next adventure. The primary bedroom on the main level offers convenience and comfort, while additional bedrooms upstairs provide ample space for guests. Step outside to enjoy the covered farmer’s porch or unwind on the deck featuring a hot tub, perfect for après-ski evenings under the stars. A detached barn adds valuable storage for outdoor gear, equipment, or recreational toys. Located just on the outskirts of town, this property offers a peaceful setting with easy access to Okemo, the village, dining, and year-round recreation. Whether you're looking for a full-time residence, weekend retreat, or investment opportunity, this Okemo-area home checks all the boxes. Visit the Okemo real estate community today. Taxes are based on town assessment.
Rare one bedroom walkout unit in Solitude Village. Sleeps 6. One of only five in the entire community. Steps to Promenade Trail. Open floor plan design includes cedar lined mudroom with numerous built-ins and boot dryer, kitchen with breakfast bar and dining area, living room with woodburning fireplace, primary bedroom suite, and half bath. Deck off the living room offers long distance vistas. Private ski closet located across from the mudroom offers additional space for skis, boards, boots, and other outdoor fun!
Recently updated large one-bedroom condominium at Trailside Village within easy walking distance to ski on / ski off access to the Sachem Trail. The open kitchen flows seamlessly into a separate dining area, creating a comfortable space for everyday living or entertaining. A sunken living room features a newly replaced wood-burning fireplace and new carpeting, offering a warm and inviting retreat after a day on the slopes. Additional highlights include a renovated bathroom, an air-locked mudroom ideal for ski gear storage, and the convenience of a Tesla charging station. Beautiful eastern, sunrise views. Open space from the patio for kids to play... This village complex was recently renovated with new roof, siding, decks, windows and doors! New in-ground pool in progress. Offered partially furnished.
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 gear. The renovated kitchen with new appliances includes a breakfast bar that flows into a separate dining area, while the sunken living room centers around a cozy soon-to-be-installed Regency electric fireplace. The unit includes a primary bedroom with an en-suite bathroom, a separate bunk room, and an in-unit laundry room with a side-by-side washer and dryer. Enjoy a short walk to the community pool ( currently being totally rebuilt) and 2 tennis courts, making this condo an ideal retreat for year-round recreation.
Outstanding views of Okemo Mountain from this well maintained, 3 bedroom, 2 full-bathroom condo with upgrades throughout. Living space is open and centered on a woodburning fireplace. Great mudroom with space to store all your gear. Located on the second level, this unit is bright with a private deck to enjoy sunsets and unobstructed views of ski trails, Black River, and pool. Primary bedroom has an updated ensuite bathroom and walk-in closet with built-in shelving. Updated kitchen and breakfast bar, all new lighting throughout, new hot water tank, and air-conditioning unit. Great access to skiing on the free mountain shuttle and an easy walk to village shops and restaurants. One of the best locations in Brookhaven!
Enjoy a fantastic four-season location featuring a beautiful new in-ground pool for summer enjoyment and convenient Okemo shuttle service to the slopes during ski season. Ideally situated close to Main Street in Ludlow and just five miles from the area’s lakes. This well-maintained three-bedroom condo offers a comfortable layout with a primary suite and an open, spacious living and kitchen area. A wood-burning fireplace creates a warm and inviting atmosphere—perfect for crisp foliage-season days and cozy Vermont winter evenings after a day on the slopes. The updated kitchen provides excellent storage, and the breakfast counter is ideal for additional seating or meal preparation. The condo is light and bright and includes a private deck for relaxing outdoors. An easy-to-maintain property with plenty to offer, this condo represents an excellent value in a highly desirable location.
Experience the ease of mountain living in this inviting Trailside condominium on Okemo Mountain Resort—a perfect year-round retreat in the heart of Vermont’s four-season playground. This thoughtfully designed 1-bedroom, 1-bathroom condo offers comfortable and efficient living with warm alpine charm. The main level features a full kitchen that opens seamlessly to the living room, where a classic wood-burning fireplace creates the ideal setting for cozy winter evenings after a day on the slopes (fireplace currently needs updating). Just beyond, step out onto the spacious deck and take in sweeping valley views—perfect for morning coffee, après-ski gatherings, or summer relaxation. The primary bedroom is conveniently located on the main level, along with a 3/4 bathroom, offering easy single-level living. Upstairs, a versatile loft provides additional sleeping or lounge space—ideal for hosting guests or creating a home office nook. Located within the private Trailside community, you’ll enjoy easy ski access along with desirable amenities including a tennis court and a seasonal in-ground pool just a short stroll away. Whether you're carving fresh powder in the winter, hiking and biking in the warmer months, or simply seeking a peaceful mountain escape, this Trailside condo delivers exceptional value and lifestyle in one of Okemo’s most sought-after slopeside neighborhoods. Visit the Okemo real estate community today. Taxes are based on town assessment. Total monthly fees are $1,070.
Okemo Mountain Lodge, come experience unbeatable convenience, ideally located at the base of Okemo Mountain Resort. This one-bedroom residence offers the ease of ownership with true ski-in/ski-out access. Easy access to the main base area, where ski services, lifts, dining, and après-ski options are all right outside your door. The unit comfortably sleeps four, making it perfect for personal getaways or hosting guests. With a proven rental history through Okemo Mountain Resort, this property presents an excellent opportunity for both enjoyment and investment. Own your mountain escape and start making memories slopeside. Visit the Okemo real estate community today. Taxes are based on the town assessment.
Unmatched Convenience at Okemo Welcome to Okemo Mountain Lodge, where location truly makes the difference. This clean and cozy slopeside condo sits directly at the base of Okemo, offering true ski-in/ski-out access, just steps from the A/B lift and the magic carpet. Skip the lodge crowds and enjoy watching the mountain activity from your private deck. Located on the top floor, the unit offers added privacy and quiet--no ski boots overhead--along with mountain views and effortless access to the slopes. The bedroom accommodates two queen beds, while the living area is enhanced by a custom mural by a local artist John Garoutte, inspired by the mountain and halfpipe, adding a unique and personal touch. For those who value ultimate convenience, minimal walking in ski boots, and the ease of coming and going throughout the day, this location is hard to beat. Fees include gas heat, gas hot water, water/sewer, cable, WIFI and trash. Additional features include reserved parking for one vehicle.
Okemo Mountain Lodge Converted C Building Location. This one-bedroom, one-bath condominium features a private deck, common laundry, and convenient on-site parking. Enjoy idyllic ski access with beginner-to-expert terrain just steps from your door—offering a true ski-in/ski-out lifestyle for all ages and ability levels. Centrally located, the property provides effortless access to all skier services, including the iconic base lodge restaurant, The Bull. Take in sweeping views of the ski trails as skiers and snowboarders dance down the mountain—whether from the comfort of your living room or while soaking up the warm spring afternoon sun on your private deck. (Sunscreen encouraged.)
Fabulous ski-in/ski-out opportunity at the base of Okemo Mountain! This top-floor (3rd level) one-bedroom, one-bath condominium offers unbeatable convenience and beautiful views overlooking the Okemo Base Lodge and the A-B chair lifts. With a sleeper sofa for additional guests, it’s the perfect Vermont retreat for weekend getaways or extended stays. A new electric fireplace provides ambiance and warmth for cozy evenings. Step right outside to enjoy the base lodge restaurants, outdoor fire pit, and year-round amenities. Walk over to the Loft for a casual burger and beverage, or take a quick two-minute drive to all the shops, dining, and entertainment along Main Street in Ludlow. You’re also just five minutes from Fox Run Golf Course, scenic Route 100, and the Lakes Region. Comfortable, convenient, and ideally located, this condo is a wonderful choice for family ski vacations or an excellent rental investment in the heart of the Okemo Valley.
Location, location, location! This recently built 320 sq. ft. tiny house sits on 2.34 stunning acres framed by majestic white birch trees, wooded privacy, and a partial view of Okemo Mountain. Completed in 2024, the home features an open floor plan with warm pine walls, a cozy combined living/bedroom area a functional kitchen, a ¾ bath, and an additional 128 sq. ft. bonus loft—ideal for extra sleeping space or storage. This is a turnkey, successfully cash-flowing Airbnb property, making it an appealing option for investors or those seeking a flexible Vermont getaway. Major utilities are already in place, including a 5+1 septic system, drilled well, 200-amp electric service (100 amps to the home), fiber-optic internet, a gravel driveway, and a storage shed. Offering exceptional versatility, you can: • Live in the tiny home while building a larger residence • Generate income by continuing Airbnb use • Enjoy it as a peaceful, low-maintenance retreat Ideally located, less than 4 miles from Ludlow—close to Okemo Ski Resort, restaurants, boutique shops, golf, fishing, and hiking—and a short drive to the Weston Playhouse and Vermont’s scenic Lakes Region.

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