Ludlow VT
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Under Contract
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$525,000 | $188 per sq.ft.
11 Pleasant Street
5 Beds | 4 Baths | Total Sq. Ft. 2791 | Acres: 0.16
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! See
MLS Property & Listing Details & 58 images.
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$545,000 | $178 per sq.ft.
Price Change! reduced by $40,000 down 7% on February 7th 2026
32 Plumley Avenue
3 Beds | 3 Baths | Total Sq. Ft. 3062 | Acres: 0.93
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! See
MLS Property & Listing Details & 31 images.
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$550,000 | $202 per sq.ft.
1787 Route 100 North
3 Beds | 4 Baths | Total Sq. Ft. 2727 | Acres: 0.45
From location to layout, this home offers the best of Vermont living. Set along scenic Route 100 in the heart of the lakes region, you'll enjoy year-round recreation just minutes from Okemo Mountain Resort, Killington Resort, and Plymouth State Park. This thoughtfully remodeled farmhouse blends classic charm with modern updates. Offering 3 bedrooms and 4 bathrooms, the home features generous living space designed for both comfort and entertaining. A newer addition to the home provides a spacious second living area complete with a bar and room for game tables--perfect for gathering after a day on the slopes or lake. The second level includes a private primary ensuite with a wet bar, creating a relaxing retreat. The main house offers a large mudroom entry, bright sunny living room, spacious country kitchen, and dining area with direct access to your outdoor living space. You will find two additional bedrooms and a bath upstairs. Enjoy your own private patio and garden oasis, ideal for relaxing or entertaining. Additional highlights include a charming farmer's porch, fenced yard, and a detached one-car garage. A turnkey opportunity in one of Vermont's most desirable four-season locations. Visit the Okemo real estate community today. Taxes are based on town assessment. See
MLS Property & Listing Details & 47 images.
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$685,000 | $242 per sq.ft.
Price Change! reduced by $100,000 down 15% on March 29th 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. See
MLS Property & Listing Details & 54 images.
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Under Contract
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$685,000 | $329 per sq.ft.
48 Holly Lane
3 Beds | 3 Baths | Total Sq. Ft. 2079 | Acres: 2.01
Enjoy the best of Vermont living in this inviting country chalet home in Ludlow. Offering 3 bedrooms and 3 bathrooms, this property features an open floor plan designed for both comfort and entertaining. The main level seamlessly connects the kitchen, dining area, and living room, creating a welcoming space for gathering with family and friends. Floor-to-ceiling windows fill the home with natural light while showcasing scenic views of Okemo Mountain Resort, bringing the outdoors in year-round. The wood burning fireplace is enjoyable after a day on the slopes. Ideally located just minutes from Ludlow Village, you'll enjoy easy access to local shops, restaurants, nearby lakes, and golf courses, making this a perfect four-season retreat or full-time residence. Don't miss the opportunity to own a home that combines convenience, views, and Vermont charm--schedule your showing today! Visit the Okemo real estate community today. Taxes are based on the town assessment. See
MLS Property & Listing Details & 41 images.
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Under Contract
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$725,000 | $287 per sq.ft.
New Listing!
79 Tepper Drive
Waterfront Owned 73 Ft. of shoreline | 3 Beds | 2 Baths | Total Sq. Ft. 2529 | Acres: 0.18
This home is on a quiet end-of-road location on the east side of Lake Rescue/Round Pond with sunset views over Okemo. It is in need of work. See
MLS Property & Listing Details & 1 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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$900,000 | $275 per sq.ft.
Price Change! reduced by $50,000 down 6% on March 2nd 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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