Ludlow VT
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$595,000 | $425 per sq.ft.
106 Upper Loop
4 Beds | 3 Baths | Total Sq. Ft. 1898 | Acres: 0.52
Opportunity on Okemo! Walk to the Sachem Trail from this ideally located mountain home offering four bedrooms, two-and-a-half baths, and three levels of living space. Enjoy eastern views and bright morning sunrises. With no association fees and access from a publicly maintained road, this property offers the benefit of low overhead compared to other mountain residences.The price reflects the home's current exterior condition, offering buyers the opportunity to make improvements as desired. Bring your vision and create your own Okemo retreat in a location that is hard to beat. See
MLS Property & Listing Details & 38 images. Includes a Virtual Tour
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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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Under Contract
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$600,000 | $212 per sq.ft.
Price Change! reduced by $185,000 down 31% on June 8th 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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$700,000 | $192 per sq.ft.
488 Andover Road
5 Beds | 4 Baths | Total Sq. Ft. 3641 | Acres: 3.4
Tucked away from the road in a beautiful country setting, this charming 1920s Cape offers character, privacy, and exceptional flexibility, all just a short drive from Okemo Mountain, Ludlow Village, and the quintessential Vermont village of Weston. The main home features three bedrooms and three bathrooms, along with a large office or den and comfortable living spaces that retain the home's original character while benefiting from thoughtful updates. Additionally, this home offers a spacious country kitchen, formal dining room, and a living room that is open to the kitchen, dining, and easy access outside, making this the perfect space to enjoy your friends and family. Many recent improvements, including updates to the kitchen, flooring updates, a new wood-burning fireplace insert, and an updated heating system in 2024. A large screened-in porch provides the perfect place to relax and enjoy the peaceful surroundings. An attached two-car garage offers everyday convenience along with generous unfinished storage space above. The property also includes a spacious two-bedroom apartment featuring its own kitchen, spacious mudroom, office, and one bathroom, providing excellent flexibility for a variety of living arrangements. The home could also easily be transitioned into a more traditional five-bedroom residence for those looking for additional living space under one roof. Outside, the lovely yard is tucked away from the country road, creating a private Vermont setting with plenty of room to enjoy the outdoors. A separate storage shed provides additional space for tools, recreational equipment, and seasonal gear. With five bedrooms between the two living spaces, multiple work-from-home options, abundant storage, and a location convenient to skiing, dining, shopping, and year-round recreation, 488 Andover Road offers a unique opportunity for a primary residence or Vermont getaway with room to adapt to your needs. Visit the Okemo real estate community today. See
MLS Property & Listing Details & 60 images.
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$729,000 | $361 per sq.ft.
Price Change! reduced by $20,000 down 3% on June 30th 2026
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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