ludlow VT
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Under Contract
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$269,000 | $173 per sq.ft.
Price Change! reduced by $81,000 down 30% on November 28th 2025
2 Pond Street
4 Beds | 1 Baths | Total Sq. Ft. 1554 | Acres: 0.15
This charming home, cherished by one family since the mid-1950s, presents a wonderful opportunity for renovation and personalization. This nine room home has 4 bedrooms, 1 bath, and an eat-in kitchen. The location is ideally situated within walking distance of Dorsey Park and Ludlow Village. Catch the shuttle bus to Okemo for a day of skiing or walk to the restaurants, grocery store and all the amenities that Ludlow offers. While updates are needed, the property offers a solid foundation with several key improvements already in place: numerous large, newer tilt-in windows, a standing seam roof, and convenient town water and sewer. A spacious detached garage provides ample storage and a potential workshop space, making renovations easier. This property is brimming with potential for a creative new owner to create their dream home. See
MLS Property & Listing Details & 41 images.
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Under Contract
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$435,000 | $205 per sq.ft.
143 Okemo Acres
4 Beds | 3 Baths | Total Sq. Ft. 2125 | Acres: 0.72
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! See
MLS Property & Listing Details & 37 images.
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$455,000 | $206 per sq.ft.
191 Route 100 North
5 Beds | 2 Baths | Total Sq. Ft. 2205 | Acres: 2
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. See
MLS Property & Listing Details & 56 images.
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$525,000 | $218 per sq.ft.
20 Gill Terrace
4 Beds | 3 Baths | Total Sq. Ft. 2408 | Acres: 0.91
Ideally located near Okemo Mountain Resort and the charm of the village, this highly desirable property offers both convenience and a true Vermont lifestyle. Thoughtfully updated in recent years, the home features a newer heating system, durable Hardie board siding, a standing seam metal roof, and a recently added hot tub. Spanning three levels of living space, the home offers multiple sleeping areas, a spacious kitchen perfect for gathering, vaulted ceilings, and the warmth of a classic Vermont Castings woodstove. An attached garage provides ample storage for all your Vermont gear, from skis to kayaks. Unwind on the outdoor deck in a peaceful, wooded setting, and enjoy the added luxury of a private hot tub--perfect after a day on the slopes or exploring the outdoors. Visit the Okemo real estate community today. Taxes are based on current town assessment. See
MLS Property & Listing Details & 45 images.
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$599,999 | $143 per sq.ft.
49 Pleasant Street
6 Beds | 5 Baths | Total Sq. Ft. 4184 | Acres: 0.25
If you are a skier, this is your hop-on-the shuttle to Okemo location. If you want to park your car and walk to restaurants and shops, this is a great home base to scoot out from. If you want to generate rental income, this is a property that can allow you to have your cake and eat it too. An easy keeper, without a lot of landscape to take care of, this large residence has hardwood floors and handsome antique details. The main and second floor each offer three bedrooms, two baths, kitchen, and, if needed, separate entrances. Recent improvements include a large enclosed hot tub room and a new heating system. The third floor features a play room, another bath and tons of bonus space. Lots of flexibility for buyers who seek generous space for extended family, guests or rental income. A great locale for your next mountain get-away! See
MLS Property & Listing Details & 45 images. Includes a Virtual Tour
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$675,000 | $239 per sq.ft.
Price Change! reduced by $110,000 down 16% on May 12th 2026
119 Pine Hill Road
4 Beds | 4 Baths | Total Sq. Ft. 2828 | Acres: 1.14
Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy from the road with an emphasis on light and views to the south. Enter the oversized one-car garage with tremendous storage space for your skis, bikes, fishing poles, and more. Warm up by the inviting wood-burning fireplace after a day on the slopes or gather with friends and family in the open-concept living and dining area. With four generously sized bedrooms and ample bathrooms, there's room for everyone to spread out and unwind. Three of the bedrooms and two baths occupy the top floor, along with an office off the primary bedroom. The lower level features a large game room along with a bedroom and full bath. There is also extra sewer capacity for future expansion possibilities. The front lawn is level and features a stone retaining wall, perennials, and ample room for entertaining. Located near Ludlow village, you are close to excellent dining, shopping, and all the amenities this vibrant mountain town has to offer. Whether you are looking for a vacation getaway or a full-time residence, this home offers the quintessential Vermont lifestyle in an unbeatable location. Visit the Okemo real estate community today. Taxes are based on town assessment. See
MLS Property & Listing Details & 54 images.
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$739,000 | $278 per sq.ft.
Price Change! reduced by $56,000 down 8% on March 16th 2026
490 West Hill Road
4 Beds | 3 Baths | Total Sq. Ft. 2663 | Acres: 3.18
From mountain views to après-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow's most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this spacious home is ideal for hosting friends and family in every season. The oversized primary suite features a luxurious bath and dressing area. Warm oak and maple flooring run throughout, complemented by soaring vaulted ceilings above the fireplace and custom woodwork. The heated garage will the vehicles toasty, ready to head out with no effort of cleaning off the car on a powder day. Step outside to a brand new spacious deck where a sunken hot tub invites you to unwind under the stars, while the expansive deck and yard offers plenty of room for barbecues, lawn games, and entertaining. The oversized two car garage will keep the cars snow free and ready charge out on a powder day! A rare find this close to the slopes--whether you're seeking a full-time escape or the perfect vacation base, this home fits the bill. See
MLS Property & Listing Details & 45 images.
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$749,000 | $371 per sq.ft.
51 High Street
5 Beds | 3 Baths | Total Sq. Ft. 2018 | Acres: 0.09
Welcome to 51 High Street -- an immaculate, turnkey village home just steps from the Okemo shuttle stop, offering effortless access to Okemo Mountain Resort and all that Ludlow has to offer. This inviting residence features five bedrooms and 2.5 baths, thoughtfully updated for comfortable year-round living. The renovated kitchen shines with classic soapstone countertops and a charming Jøtul woodstove, flowing seamlessly into tastefully appointed living and dining spaces--ideal for gathering family and friends. Enjoy outdoor living on the sun-filled, south-facing front porch, or unwind on the expanded rear deck and patio with hot tub--perfect for après-ski fun or summer evenings. Modern comforts include mini-split systems, a newer furnace and hot water heater, and the peace of mind that comes with an updated interior and freshly painted exterior (2022/2023). Whether you're seeking a full-time village home, a four-season retreat, or an investment opportunity, this property delivers. Exceptional rental history available upon request. See
MLS Property & Listing Details & 44 images.
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$769,000 | $242 per sq.ft.
31 Plumley Avenue
4 Beds | 3 Baths | Total Sq. Ft. 3179 | Acres: 0.92
Charming Country Retreat in Ludlow - Minutes from Okemo Mountain Don't miss this rare opportunity to enjoy the peace of country living in the heart of Ludlow, a quintessential Vermont ski town and home to Okemo Mountain Resort. This meticulously maintained home has been lovingly cared for by the same owner for over 30 years. Designed for easy living, this move-in-ready property features high-quality, low-maintenance materials including cement composite clapboard siding, Trex decking, and a standing seam metal roof--ideal for those who prefer play over projects. Enjoy the spacious, sun-filled interior with an updated kitchen, open floor plan, expansive windows, and a cozy wood-burning fireplace--perfect for entertaining year-round. With three levels of living space, there's room for everyone, plus added flexibility.The finished walkout basement offers potential as a separate living area--an excellent opportunity for rental income or guest accommodations. An oversized two-car garage and a separate shed provide ample storage for gear, tools, and toys.Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers comfort, convenience, and Vermont charm in every season. See
MLS Property & Listing Details & 50 images.
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Under Contract
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$850,000 | $259 per sq.ft.
Price Change! reduced by $100,000 down 12% on May 18th 2026
114 Mountain View Drive
5 Beds | 3 Baths | Total Sq. Ft. 3278 | Acres: 1.04
A Peaceful Haven on Okemo Mountain. Tucked away at the end of a private road, this sophisticated five-bedroom retreat offers the perfect balance of mountain luxury and quiet seclusion. The heart of the home is a gorgeous great room featuring soaring ceilings, warm hardwood floors, and a majestic masonry fireplace. The open-concept design flows seamlessly into the kitchen and dining areas, making it an ideal hub for large gatherings. Retreat to the upper-level primary suite, a private sanctuary complete with its own fireplace and versatile space. With a massive deck spanning the length of the home, a lower-level entertainment room, and a private hot tub, this property is designed for year-round resort living. Visit the Okemo real estate community today. Taxes are based on current town assessment. ROFR See
MLS Property & Listing Details & 60 images.
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