Properties Near 41 Pine Hill Road Ludlow, VT

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Discover the quintessential Vermont mountain getaway at this inviting 3 bedroom, 2-bath South Hill home, offered fully furnished and turnkey with a proven short-term rental history. Whether you’re looking for a private retreat, an income-producing property, or the best of both, this home is ready to enjoy from day one. Set in the heart of the Okemo Valley, the location offers exceptional four-season appeal. Spend winter days skiing and snowboarding at Okemo, then return home to the warmth of a wood-burning fireplace and a relaxing soak in the 6-person hot tub. In summer and fall, enjoy hiking, biking, golf, lakes and the wonderful level and private back yard. Inside the wood two living areas, and a spacious lower-level recreation area provide plenty of room to gather and unwind. The eat-in kitchen features a massive granite-topped island with generous seating perfect for morning coffee or après-adventure meals with family and friends. Outside, the expansive two-tier deck creates an ideal setting for dining, entertaining, or simply enjoying the fresh mountain air. A detached shed provides convenient storage for skis, bikes, and other outdoor gear. With its desirable South Hill location, strong rental history, comfortable furnishings, and immediate access to the Okemo Valley lifestyle, this is a truly turnkey Vermont property with the flexibility to enjoy now and rent when you’re away.
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!
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.
This 1850s renovated property located right in the heart of the village adapts perfectly to your lifestyle or investment goals. This home functions seamlessly as a spacious 5-bedroom, 2-bathroom home or is ready to operate as two separate income-generating rental units. The unfinished third floor can easily be converted into additional living space, a master suite, or a bonus room. The spacious attached barn offers incredible storage. This property is just steps away from the local post office and village park and is located just minutes from Okemo Mountain Resort, making it a perfect Winter getaway or a lucrative Airbnb. Quick, direct access to Interstate 91 simplifies travel.
The historic Masonic Temple building is located in the heart of Ludlow Village at the corner of Depot Street and Pleasant Street. This top-floor condo with vaulted ceilings offers the perfect blend of in-town convenience and year-round Vermont adventure. Just steps from local shops, restaurants, and everyday amenities, you’ll love the ease of village living while being only minutes from Okemo Mountain Resort. Unit #3 is a spacious four-bedroom, three-bathroom residence situated on the top floor, offering ample room for gathering with family and friends. The thoughtful layout and renovated kitchen provide both comfort and privacy, making it ideal as a primary residence, vacation getaway, or investment opportunity. This four-unit building also features a shared basement common area, perfect for relaxing or socializing after a day of outdoor activities. Whether you're hitting the slopes, exploring nearby golf courses, enjoying the lakes region, or taking advantage of hiking and biking trails, this location puts you at the center of it all. Experience the charm of village living with unbeatable access to everything Ludlow has to offer, including ski shuttle access across the street! This is your opportunity to own a piece of Vermont in one of its most desirable four-season destinations. Visit the Okemo real estate community today. Taxes are based on the town assessment.
Welcome to your private country oasis. Nestled in a serene and peaceful setting, this pretty, two-level country home perfectly blends rustic charm with modern convenience. As you step inside, you are immediately greeted by an inviting open-concept living, dining, and kitchen area designed for seamless everyday living and effortless entertaining. This home features a magnificent stone wood-burning fireplace, ideal for warming up on crisp Vermont evenings. On warmer days, you will enjoy air conditioning. Vaulted ceilings with exposed wood beams enhance the spacious, airy feel while preserving that quintessential country warmth. The thoughtful architectural layout offers maximum flexibility, with bedrooms and bathrooms conveniently located on both levels. The lower level is dedicated to a spacious and private primary bedroom suite, serving as a peaceful retreat complete with direct, walk-out access to the yard. Upstairs and downstairs, the home delivers a true country feeling, making it easy to relax and unwind. Step outside to enjoy the beautiful covered back deck, the perfect spot for morning coffee, evening dining, or simply listening to the sounds of nature. The home sits on a nice open yard that offers abundant space for outdoor recreation, gardening, or lawn games. Adding to the utility of the property is a detached two-car garage, providing excellent storage for vehicles, ski gear, and outdoor equipment. Location is everything, and this property puts the best of the region right at your fingertips. You are just minutes away from world-class skiing and riding at Okemo Mountain Resort, championship golfing, local boutique shopping, and diverse dining options. Plus, the nearby lakes region offers endless summer boating, swimming, and fishing. Whether you are looking for a year-round residence or a premier four-season vacation getaway, this country home offers the privacy you crave with the convenience you need.
Experience true slopeside living at SouthFace Village on Okemo Mountain in this beautifully furnished one-bedroom, two-bathroom condominium with direct ski trail access. Designed for both comfort and ultimate convenience. This mountain retreat features a spacious exterior and a mudroom closet, perfect for storing all your ski gear after a day on the slopes. The main level offers an open-concept floor plan where the living room, centered around a cozy gas fireplace. This then flows seamlessly into the dining area and a well-appointed kitchen with a large island, creating the perfect space for entertaining family and friends. A convenient half bath completes the main level. Upstairs, you'll find a spacious bedroom, a full bathroom, and a versatile family room or den, offering additional living space for guests, a home office, or a relaxing lounge area. SouthFace Village offers exceptional resort-style amenities, including an outdoor heated pool, hot tub, fitness center, covered parking garage, and a private chairlift providing effortless access to the entire Okemo Mountain trail network. Whether you're seeking a weekend getaway, a year-round retreat, or an investment opportunity, this turnkey condominium delivers the ultimate Vermont mountain lifestyle in one of Okemo's premier slopeside communities. Visit the Okemo real estate community today. Taxes are based on town assessment.
Where History Meets Possibility. An 1862 Schoolhouse Reimagined. Step back in time and into opportunity. Built in 1862, this remarkable historic schoolhouse has been lovingly preserved, its character and craftsmanship thoughtfully maintained while seamlessly supporting modern use. Since 1973, the building has served as the home of a thriving distribution business, proof of its adaptability, strength, and enduring design. Inside, original details remain intact: upper glass transom windows above the interior doors, warm pine floors worn smooth by generations, and a classic belfry still standing proudly above, ready to ring once again. Every inch of space has been meticulously finished with custom trim and thoughtfully designed shelving, maximizing both beauty and functionality. Updated windows enhance efficiency, while mini-split systems provide supplemental heat in cooler months and air conditioning through the summer. The property’s 3.70-acre open lot allows for impressive accessibility, semi-trucks can easily enter, turn, and load, making commercial use entirely viable. Yet the charm of the structure invites imagination far beyond its current role. Envision a distinctive live/work residence, a destination-worthy Airbnb, a creative studio, gallery, event space, boutique distribution hub, or transform it into a singular single-family home rich with character and story. Historic soul. Modern comfort. Boundless potential. Dream big, this one is ready. Also listed as Commercial, MLS# 5077754.
If you're looking for the ultime village ski house look no more! This four bedroom three and a half bath TURN KEY home is nestled in the village of Proctorsville. Home to Singletons Store, Outer Limits Brewery, Murdoch's On The Green and much more walking distance away. Step into this lovely well appointed home and you'll feel right at home. The kitchen boasts granite counters with a large breakfast bar. Oak cabinetry, mostly stainless steel appliances, tile backsplash and under counter lighting. You'll love the open concept of the kitchen and dining room, with a granite two sided fireplace. Mozie on into the large living room with space for the whole crew and cozy up to the other side of the fireplace. The first floor is completed with an en-suite bedroom with a beautiful view of Hawks Mountain, the bathroom is finished with a tiled shower and a natural wood vanity. Rounding off the main floor with a half bath laundry room combo and a convenient corner nook for gear storage. Upstairs you find another en-suite bedroom with double sink, natural wood vanity and tiled shower. The two other large bedrooms share a full bath. One bedroom with a balcony overlooking Hawks Mountain State Forest which is a healthy walk away for recreating. Now down the the lower level where the fun begins. Pool table, foosball or a game of cards, pick your favorite. This Ultimate Village Ski House is priced to sell! Come take a look today!
This Lake Pauline residence offers an inviting, easygoing retreat in a convenient yet quiet location close to Okemo Mountain Resort. The cottage-style home features an open living and dining area with a cozy gas stove and access to a deck overlooking the water. The lakeside yard provides plenty of room for relaxing, lawn games, swimming, kayaking, and gathering around the firepit. Improvements completed within the past two years include Andersen windows, an updated kitchen and bath, and a new furnace. A delightful four-season getaway where lake and mountain living come together.
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.
Nestled between Okemo Mountain and the lakes region, this inviting 5-bedroom home sits on 2 peaceful acres framed by mature trees and an expansive open yard. Filled with warmth and character, the home is a charming reminder of simpler times, offering large sun-filled rooms and generous gathering spaces throughout. At the heart of the home is the open kitchen and family room, where a cozy wood stove creates the perfect setting for relaxing with family and friends. French doors lead to a spacious deck overlooking the beautiful backyard, an ideal spot for morning coffee, summer entertaining, or simply enjoying the peaceful surroundings. The home features five bedrooms, beautiful wood floors rich with history and character, and recent improvements including a newly replaced septic tank by the current owner. With its timeless appeal, spacious layout, and wonderful setting, this property presents an exceptional opportunity to restore and elevate a classic Vermont home to its next chapter.
Private, yet accessible location on South Hill. These are hard to come by! Nicely set back from the road is this two-story contemporary with room for family and guests. Nice lawn area as well as wooded acreage. You will enjoy your peace and quiet as you sit out on your covered porch with a cup of coffee or a cocktail! Enter into a small mudroom and you have a half flight of stairs going either up or down. On the upper level, you have three accessory rooms...den, office, and bonus room that would be a great laundry room. Nice kitchen space with light and it's open to the dining room and living room. Slider out to the huge, covered porch and large open deck. There's a woodstove hookup in the living room. On the lower level, there are three good sized bedrooms and a large family room with a walk out entrance and windows on three walls. This will be a wonderful home for the next owner. The current owner has enjoyed 25 years here. You can be next!
Tucked into a wooded setting just minutes from Okemo Mountain and Ludlow Village, this easy-keeping Saltbox makes a comfortable and uncomplicated Vermont home base. The main level features an open kitchen, dining and living area with vaulted ceilings, hardwood floors and a centrally located wood stove, plus a bedroom and full bath. Upstairs, an open balcony overlooks the living area and leads to two additional bedrooms and a second bath. The walkout lower level offers a den, laundry and generous storage space. A detached two-car garage and woodshed provide plenty of room for vehicles, snowmobiles and outdoor gear. Recent improvements include a new boiler and hot water heater (2025), hardwood flooring (2020) and a standing seam roof (2019). Convenient, comfortable and easy to maintain; just the kind of Vermont getaway that is close to everything be it hiking, biking, snowmobiling, skiing and golf!
Three properties are being sold together. Investors, Dreamers, Skiers, Business Owners, Anyone with Ideas and Support...Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? With no zoning there are many possibilities. Pick up where the current owners left off with renovations and make it your own. In the past, the Okemo Shuttle has stopped across the street at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street could be used as a single family or two units. The town currently lists 7 bedrooms. The upper level is almost renovated with still a few things to do and the prep work has begun in the lower level. Live in the upper unit and have your business in the lower unit or have another income-producing unit or make into one amazing single-family home. Even the attic was once used as living space perhaps as part of a third unit. The chimney flashing has been addressed, slate work done, a membrane roof over the bay window area installed, some support work and vapor barrier added in basement, many windows reglazed, soffit and fascia painted, etc. The cosmetic work in the upper unit is done with the bathroom in progress. The barn that is on 2071 Main Street has had work done to the roof (sheathing boards, slate, and ridge cap). The upper level is an impressive open space. The lower workshop area of the barn needs flooring work. 2055 Main Street was once a large building built around 1880 and was the Fletcher Library. It was most recently a 4-unit apartment building with office space on the lower level. After a fire, the newer concrete foundation at the back of the structure was capped and covered for a future use. This property also has a large barn which has had work done to the roof. 28 Pleasant Street is behind the Main Street properties and has a separate access off Pleasant Street. Schedule your tour today! One of the owners is a licensed real estate broker.
Charming Fixer-Upper in a Dream Location – Your Canvas Awaits! Step into a world of endless possibilities with this house, nestled in the heart of a picturesque neighborhood just a mere 0.8 miles from the magnificent Okemo Mountain. This property is not just a house; it’s a golden opportunity for those with a vision, a passion for design, and a desire to create a home that reflects their unique style. There’s ample room for family, friends, and guests. Each room is a blank slate, allowing you to infuse your personality and flair into every corner of your new home. A two-car heated garage offers not just parking space, but also potential for a workshop, storage, or a hobby area. Plus, you’ll never have to worry about shoveling snow off your car in winter. This property boasts a prime location that combines the tranquility of neighborhood living with the convenience of being close to town. Just minutes away, you’ll find delightful shopping options and exquisite restaurants that cater to every palate. And for adventure seekers, Okemo Mountain is your playground – whether you enjoy skiing, hiking, or simply taking in breathtaking views, this location is an outdoor enthusiast's dream come true. While the house requires some rehabilitation, this is where your creativity comes to life. Transform this space into the home you’ve always envisioned, tailored to your taste and lifestyle. Don’t miss out on this exceptional opportunity – Contact us today to schedule a viewing!
Opportunities like this are rare. Tucked into one of the most desirable locations near Okemo Mountain, this property offers exceptional access to year-round recreation, dining, shopping, and entertainment while avoiding the congestion of the main Access Road. Just under a half mile away, Witalec Road provides a convenient cut-through directly to the Access Road and mountain parking, helping you bypass much of the typical ski traffic. This home is ready for its next chapter and presents outstanding potential for buyers looking to build equity and create a personalized Vermont retreat. While the property does need updating and finishing work, several key improvements have already been started, including a partially finished primary suite with an en-suite bath. This important addition offers a strong foundation for future renovations and gives the next owner the opportunity to complete the space to their own vision and style. The property is also on town water and sewer, making a change of use possible and adding valuable flexibility for future plans. Whether envisioned as a full-time residence, a ski getaway for family and friends, or an investment property in a highly sought after mountain destination, the possibilities are wide open. The location places you just minutes from world class skiing and snowboarding at Okemo, championship golf, lakes, hiking and snowmobile trails, as well as the shops and restaurants of Ludlow. Bring your ideas, tools, and imagination to unlock the full potential of this property. With its unbeatable location, solid start, and renovation upside, this is a rare opportunity to create something truly special in the heart of Vermont’s four-season playground.
Experience true slopeside convenience at Okemo Mountain Lodge A302, a remodeled and turnkey one-bedroom, one-bath condominium located at the Clock Tower base area. This top-floor end unit is one of only six residences in the highly desirable Tower section, offering a more private setting and a rare opportunity within the development. The open kitchen, living, and dining area is designed for easy mountain living, with a large breakfast bar perfect for lining up the pancakes before heading out for first tracks. Step onto the balcony overlooking the lifts to enjoy your morning coffee, watch the mountain come to life, or unwind after a day on the slopes. The entry area includes a private ski locker for added convenience. From this exceptional base-area location, you are close to rentals, ski school, daycare, the cafeteria, and popular après-ski destinations including The Bull Lounge and The Loft. Downtown Ludlow is just minutes away for additional dining and shopping, while Fox Run Golf Club, hiking and biking trails, and the nearby lakes region make this an ideal retreat in every season. Association dues include heat, Wi-Fi, cable, snow removal, and trash removal, making ownership easy—simply arrive, relax, and enjoy all that Okemo and the surrounding area have to offer. Visit the Okemo real estate community today. Taxes are based on town assessment.
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.
Brand new custom renovated 3bedroom/2bath home in the charming and desirable town of Cavendish, close to Okemo and four-season recreation. From the outside, this home exudes classic New England charm, but step inside through the mudroom to witness a breathtaking, top-to-bottom modern renovation. Inside, discover a bright, open floor plan with gleaming variegated hardwood floors, and recessed lighting throughout. Stunning kitchen has been thoughtfully designed with white shaker cabinets, black concrete countertops, stylish backsplash and new stainless-steel appliances The "wow-factor" continues with modern fixtures, recessed lighting, custom trim and two-tone pain. Upstairs you will find the master bedroom and bathroom with striking double vanity, intricate tile work, and elegant gold-tone fixtures. Enjoy year-round climate-controlled comfort with energy efficient electric ductless mini splits on each level. The home is located in a quite idyllic country setting, overlooking the historic Black River from your elevated deck. The property is connected to town water/sewer, saving long term expense and headaches. This stunning modern home is 100% move-in ready and waiting for its next owner. Listing broker is a member of the LLC selling the property. Property can be purchased via the existing LLC with existing 80% financing in place to obtain over ~$200K of year 1 depreciation to offset buyer tax liability from any income source. Please reach out for explanatory offering memo for more information.
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.
Ski to unit! Beautifully updated one bedroom ground floor unit with direct access to the slopes and base lodge amenities. Walking distance to restaurants, ski shop, ski school, ski rentals, and child care. Includes designated parking. Views of the lifts and trails. Recent upgrades (2024-25) include remodeled kitchen with quartz countertops, tile floor, wood cabinetry, and stainless steel appliances as well as updated flooring throughout, recessed dimming lights, programmable electric fireplace, custom closet built ins, and updated windows, bedroom and living room furnishings, and hot water tank. Private ski closet with plenty of space for ski equipment and supplies. A large deck off the living room offers private outside space, embracing views of the slopes and the joy of slopeside living!
Okemo Mountain Lodge Prime Location. This fabulous top-floor, one-bedroom, one-bath condominium offers true ski-in/ski-out convenience with parking and beautiful views overlooking the Okemo Base Lodge and A-B chairlifts. Located on the third level, this well-appointed retreat features a sleeper sofa and a Murphy bed for additional guests and a new electric fireplace, creating a warm and inviting space after a day on the slopes. Step outside and you’re right at the heart of Okemo’s base area, with restaurants, shops, rentals, and ski school. Walk to The Loft for a casual meal and a beverage, or take a quick 2-minute drive to the shops, restaurants, and entertainment along Main Street in Ludlow. Fox Run Golf Course, scenic Route 100, and Vermont’s Lakes Region are all within approximately five minutes. Whether you’re looking for the perfect family ski getaway or a convenient Vermont retreat, this prime Okemo Mountain location delivers exceptional year-round access and convenience. Visit the Okemo real estate community today. Taxes are based on town assessment.
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.
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.

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