$499,000 $294 per sq.ft. Ludlow VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1700  |  Acres: 0.24
Listed on Friday Apr 3, 2026
Description: Welcome to Twine Hill...A fully updated 4-bedroom, 2-bath home combining modern upgrades with an amazing, functional layout. Recent renovations include a new furnace with anti-freeze system, LVP flooring, recessed lighting, fresh interior paint, and smart thermostats and security camera/system. Move in and start enjoying immediately. Designed for effortless single-level living, the home features main-floor laundry, an oversized mudroom with cubbies and built-ins, and generous closets, including a walk-through closet to the primary bath. Seasonal views of Okemo Ski Resort from the chef's kitchen, spacious primary bedroom, and inviting jacuzzi deck. Tucked away on a quiet private road yet just minutes to town, with town water, sewer, and road maintenance. Perfect as a primary residence, vacation getaway, or income property. See Listing Details & 51 images.

Under Contract Ludlow VT Home for sale $525,000 $188 per sq.ft.

$525,000 $188 per sq.ft. Ludlow VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 2791  |  Acres: 0.16
Listed on Tuesday Mar 3, 2026
Description: 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 Listing Details & 58 images.

$685,000 $242 per sq.ft. Ludlow VT Home »


Price Change! Reduced by $100,000 down 15% on March 29th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 2828  |  Acres: 1.14
Listed on Wednesday Jul 16, 2025
Description: 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 Listing Details & 54 images.

$739,000 $278 per sq.ft. Ludlow VT Home »


Price Change! Reduced by $56,000 down 8% on March 16th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2663  |  Acres: 3.18
Listed on Sunday Jun 22, 2025
Description: 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 Listing Details & 45 images.

$749,000 $371 per sq.ft. Ludlow VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2018  |  Acres: 0.09
Listed on Wednesday Feb 25, 2026
Description: 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 Listing Details & 44 images.

$900,000 $275 per sq.ft. Ludlow VT Home »


Price Change! Reduced by $50,000 down 6% on March 2nd 2026
5 Beds | 3 Baths |   Total Sq. Ft. 3278  |  Acres: 1.04
Listed on Monday Feb 2, 2026
Description: 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 Listing Details & 60 images.

$1,395,000 $331 per sq.ft. Ludlow VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 4214  |  Acres: 1.04
Listed on Wednesday Mar 18, 2026
Description: This stunning contemporary home blends timeless Vermont charm with exceptional versatility--just moments from Okemo Mountain. Offering 5 bedrooms, 3.5 baths, and over 4,000 square feet across three light-filled levels, the home is thoughtfully designed for both relaxed living and effortless entertaining. The beautifully renovated oversized kitchen serves as the heart of the home, ideal for gathering and hosting. The dramatic living room features soaring cathedral ceilings, a floor-to-ceiling stone fireplace, and sliders that open to an expansive Trex deck with hot tub--perfect for après-ski evenings. The main-level primary suite offers privacy and convenience, complete with an updated bath and modern finishes. Additional bedrooms and a separate den provide generous space for guests, while a versatile lower-level bonus room is ideal for a gym, studio, or storage. A rare highlight is the commercial-use space attached to the garage currently operating as a business, offering immediate income potential and flexibility for a variety of uses. With a strong rental history and offered mostly furnished, this turnkey property is ideal for continued short-term rental income or personal enjoyment. Located just a 2-minute drive (or 10-minute walk) to Okemo, with ski-home potential in favorable conditions. Recent upgrades include a new roof (2021), Trex decking, fresh exterior paint (2025), and expanded parking. A unique opportunity to own a versatile, income-producing property in one of Ludlow's most desirable locations. See Listing Details & 60 images.

$1,395,000 $339 per sq.ft. Village of Ludlow in Town of Ludlow VT Home »

Waterfront on Pond _Unnamed
4 Beds | 4 Baths |   Total Sq. Ft. 4111  |  Acres: 4.82
Listed on Friday Mar 27, 2026
Description: Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five acres, the home enjoys sweeping mountain views and a beautifully open landscape that invites year-round enjoyment. The yard is a true highlight--offering plenty of space to relax, entertain, and play. A picturesque pond becomes the centerpiece in every season, perfect for summer afternoons by the water or winter skating and hockey under the open sky. As the day winds down, take in stunning sunsets over the pond with Okemo Mountain as your backdrop--an everyday experience that never gets old. A large deck overlooks the scenery, while a patio with a hot tub creates the perfect spot to unwind after a day on the slopes or trails. With access to nearby snowmobile trails and only a short drive to the mountain, this setting is ideal for outdoor enthusiasts. Inside, the fully furnished home features over 4,000 square feet of thoughtfully designed living space. The main level showcases rich cherry hardwood floors, a well-appointed kitchen with premium stainless steel appliances, granite countertops, and custom cabinetry, along with inviting spaces for gathering and entertaining. Upstairs, the generous primary suite and additional bedrooms provide comfort and flexibility, while the lower level offers a dedicated home theater for relaxing after a day outside. An oversized attached garage provides ample room for vehicles, gear, and recreational toys, adding more convenience to this four-season retreat. The large Amish shed provides even more storage. This location and setting can't be beat. Don't miss out! See Listing Details & 54 images. Includes a Virtual Tour

$2,295,000 $350 per sq.ft. Ludlow VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 6548  |  Acres: 61.41
Listed on Friday Jun 6, 2025
Description: 61 Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Less than 10 minutes to the Okemo ski area and the Ludlow village amenities, this luxury home has received numerous updates in the last several years. Large updated eat-in country kitchen w/ wood cabinetry, stone countertops and updated stainless steel appliances. A gas fireplace with sitting room compliments this wonderful space. Doors off the kitchen and dining room lead out to a fieldstone patio with grill island as well as a recently constructed gazebo overlooking mt. views and a lovely pond. A circular great room with floor to ceiling windows is centered by a woodburning fireplace and offers spectacular hillside vistas. A dining room off the kitchen and great room offers additional space for formal dining. The primary bedroom is privately located in a separate suite off the main living area. Updated primary bath includes a large enclosed tile shower. The upper level includes a guest suite with a recently completed bathroom with soaking tub, 2 additional bedrooms, and an recently updated 3/4 bath, and sauna. Lower level includes a large family room, a separate TV room, a 3/4 bath, + 2 bonus rooms (additional accommodations). Additional features include an attached heated two car garage, a mud room, and a historic barn. Mini splits provide a/c on main and upper levels. Updated windows, roof, A/C, and boiler. Owners have purchased another property in the area and are ready to sell! See Listing Details & 60 images. Includes a Virtual Tour

$2,650,000 $428 per sq.ft. Ludlow VT Home »

5 Beds | 6 Baths |   Total Sq. Ft. 6188  |  Acres: 0.8
Listed on Friday Aug 30, 2024
Description: This beautiful and very spacious newly constructed home, with energy efficient upgrades, has over 6,000 square feet of living space on three levels. Within walking distance to the slopes, located close to the Base Lodge area, this home has everything a ski home needs. Enter through the carefully crafted front door into one of the two mudrooms, or through the two car garage or by the side mudroom and you will see walls of three-pane glass picture windows (for insulation and acoustics) looking at your mountain range view. An open floorplan with vaulted ceilings, large chef's kitchen with an island, hickory flooring, dining and living room with a fireplace that has a metal insert with internal blowing. There are 5 and a half bathrooms, plenty of spacious bedrooms, and a beautiful media/recreation room with a wall of windows, vaulted ceiling and view, which will be a fun space for entertaining guests! A hot tub, and covered porch/deck add to the exterior ambiance. Radiant heat on the ground floor, air recuperation system, 2x8 walls, foam insulation in walls and roof and more! See Listing Details & 40 images.

$3,100,000 $406 per sq.ft. Village of Ludlow in Town of Ludlow VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 7634  |  Acres: 0.92
Listed on Friday Jul 11, 2025
Description: Welcome to your mountain sanctuary in the heart of Solitude Village--Okemo's premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great room, with its stunning stone fireplace and vaulted ceilings, creates the perfect après-ski gathering space. Just off the great room, a custom beverage bar with seating for three invites you to unwind with a cocktail while watching the snow fall. The chef's kitchen is appointed with high-end appliances, granite countertops, and custom cabinetry--ideal for entertaining. The dining room comfortably seats twelve, making it perfect for holidays and celebrations. After a day on the slopes, drop your gear in the well-designed mudroom with built-in cubbies before heading down to the walkout lower level--complete with a pool table, exercise space, sauna, and hot tub for ultimate relaxation. A large game room with tons of comfortable seating for movie watching. The spacious primary suite includes a private balcony, perfect for morning coffee with mountain views. Additional features include a dramatic carport entry, two-car garage, ample storage, and timeless craftsmanship throughout. Whether you're seeking a serene winter escape or an active four-season retreat, this home delivers. ROFR See Listing Details & 60 images.

$3,250,000 $567 per sq.ft. Ludlow VT Home »

5 Beds | 7 Baths |   Total Sq. Ft. 5728  |  Acres: 0.92
Listed on Monday Feb 23, 2026
Description: Solitude home at the top of the hill awaits! Solitude on Okemo Mountain, where this exceptional five-bedroom home captures the ultimate ski location, breathtaking long-range views, and unparalleled privacy. Perfectly positioned to embrace the beauty of the surrounding mountains, this residence offers a rare opportunity to enjoy true slope-side living in one of Vermont's most sought-after resort communities. The main floor offers a sunken living room with views of the Okemo Valley. Off the living room is a dining room and kitchen with a large island and room for entertaining. The family room off the kitchen has a full bathroom and access to the large deck with a hot tub overlooking the ski trail. From the main floor, you can access the heated garage. Above the garage is a primary suite. The primary suite has a vaulted ceiling,a gas fireplace, a balcony, and a soaking tub with window views. The bathroom has a large shower, a double vanity, and a walk-in closet. Back down to the main level, you can access another second floor with 2 en-suites, each with a full bathroom. There is a den and a full bathroom to complete the second level. The basement area offers a full game room and family room, 2 additional bedrooms, a full bathroom, a half-court basketball room, and a mudroom, which opens to the bridge that brings you to the ski trail. The current homeowner has thoughtfully enhanced the property with numerous upgrades, including new mechanical systems and additional improvements that enhance efficiency and livability. Step outside and experience mountain living at its finest in this secluded setting, where serenity meets adventure right at your doorstep. Whether you're relaxing after a day on the slopes or entertaining while taking in the sweeping vistas, this home delivers the very best of resort lifestyle. If you're looking for the best of the best, call us today to schedule your private showing and discover this extraordinary mountain retreat. See Listing Details & 60 images. Includes a Virtual Tour

$3,550,000 $542 per sq.ft. Ludlow VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 6548  |  Acres: 163.37
Listed on Monday Jan 26, 2026
Description: Rare opportunity to own one of the largest privately owned parcels within minutes of Okemo! 163+ Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Under 10 minutes to Okemo, this luxury home has received numerous updates in the last several years. Large updated eat-in country kitchen w/ wood cabinetry, stone countertops and updated stainless steel appliances. A gas fireplace with sitting room compliments this wonderful space. Doors off the kitchen and dining room lead out to a fieldstone patio with grill island as well as a recently constructed gazebo overlooking mt. views and a lovely pond. A circular great room with floor to ceiling windows is centered by a woodburning fireplace and offers spectacular hillside vistas. A dining room off the kitchen and great room offers additional space for formal dining. The primary bedroom is privately located in a separate suite off the main living area. Updated primary bath includes a large enclosed tile shower. The upper level includes a guest suite with a recently completed bathroom with soaking tub, 2 additional bedrooms, and an recently updated 3/4 bath, and sauna. Lower level includes a large family room, a separate TV room, a 3/4 bath, + 2 bonus rooms (additional accommodations). Includes an attached heated two car garage and a historic barn. Mini splits provide a/c on main and upper levels. Updated windows, roof, A/C, and boiler. Owners have purchased another property in the area and are highly motivated to sell! See Listing Details & 60 images. Includes a Virtual Tour

$3,650,000 $705 per sq.ft. Ludlow VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 5181  |  Acres: 13.58
Listed on Tuesday Jul 1, 2025
Description: Built over the course of two years and completed in 2023, this nearly new custom timberframe home showcases exceptional craftsmanship and fine attention to detail. Privately sited on over 13 acres, the property offers sweeping, panoramic views of southern Vermont's mountains and valleys; vistas that are truly second to none. The home's architectural highlights include hand-hewn Douglas fir beams with walnut pegs, a striking custom stone fireplace, Marvin windows, radiant heat, white oak flooring, a handcrafted maple staircase, and soaring 30-foot ceilings. Designed with comfort and entertaining in mind, the spacious interior offers an effortless flow and abundant natural light throughout. The gourmet kitchen is a cook's dream, featuring double ovens, an oversized granite island, and generous dining spaces that are perfect for intimate dinners or large gatherings. The thoughtful floor plan allows for excellent separation of space, ensuring privacy for both owners and guests. From the moment you step into this home, be it through the ski room or the front door, you are met with top notch quality and a fluid transition between the outside and indoor spaces. A true celebration of Vermont living, this home was built to enjoy for generations, to bring the outdoors in and offers warmth, light, and a connection to nature in every season. Come take a look at "The Barn"; you will not be disappointed! See Listing Details & 60 images. Includes a Virtual Tour

$4,500,000 $1,429 per sq.ft. Village of Ludlow in Town of Ludlow VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 3150  |  Acres: 127
Listed on Monday Sep 29, 2025
Description: MAJOR 7 FIGURE PRICE REDUCTION! Your Vermont Mountain Retreat Awaits Discover 127 acres of pure Vermont beauty at the foot of Okemo Mountain, just 2 minutes from downtown Ludlow. This rare property offers expansive meadows, forested trails, and panoramic views of Okemo, Mount Ascutney and beyond. Enjoy direct access to cross country skiing, hiking, snowshoeing, the VAST trail system, and year-round outdoor adventure. The updated finished 3150 square ft 4 bedroom house with bonus rooms and barn is move-in ready. Perfect for your full-time home, vacation getaway, or guest house while you build your dream retreat elsewhere on the property. This is a once-in-a-lifetime chance to own one of Ludlow's last large undeveloped parcels. Preliminary engineering, structural work and surveys are complete, making this a perfect candidate for multi-phased development. Owner financing available. Create a private estate, build a family compound, or  develop a ski-centric neighborhood of townhomes, chalets, or even commercial lodging. See Listing Details & 42 images.

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