$2,895,000 $718 per sq.ft. Killington VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 4031  |  Acres: 0.88
Saturday Mar 21, 2026
Description: EXCEPTIONAL BRAND-NEW SKI HOME IN KILLINGTON! Nestled on 0.88 acres in one of Killington's most sought-after locations, this brand-new multi-bedroom with five sleeping rooms--including three officially designated bedrooms--and four bathrooms, this home offers a high level of comfort, luxury, craftsmanship, and energy efficiency with arguably one of the best views in town. Enjoy soaring ceilings--28 feet in the den, 12 feet in the upstairs common areas and primary suite, and 10 feet in the basement--plus Anderson windows that flood the space with natural light. A real masonry fireplace with native granite stone anchors the open living area. The chef's kitchen features GE Profile appliances, three ovens, septic-safe disposal, and a Blanco barn sink. Moen matte finishes, custom woodwork, and ¾" knotty pine tongue-and-groove accents create a warm mountain retreat, complemented by Danaher-finished yellow pine floors with a durable oil coating. Each bath showcases Chicago brick tile for rustic charm. Built for efficiency, the home exceeds standards by 20% with whole-house spray foam, high-end plumbing, multi-zone HVAC with high-efficiency AC, heated garage, ski room with custom cubbies, 1,000-gallon propane tank, and generator readiness. Also, offer 3,000 + additional unfinished square footage for a total of over 7000 sq/ft. The exterior features CertainTeed cedar impression siding and a standing seam metal roof with snow guards. Just minutes from lifts and Killington's famous access road, this rare offering blends luxury, durability, and location. Easy to show or make sure to watch the video. See MLS Property & Listing Details & 50 images. Includes a Virtual Tour

Under Contract Londonderry VT Home for sale $$1,250,000 $356 per sq.ft.

$1,250,000 $356 per sq.ft. Londonderry VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3516  |  Acres: 42.92
Friday May 30, 2025
Description: With 42+ stunning acres and unrivaled panoramic mountain (and sunset) views, this beautiful historic home seamlessly blends an extraordinary sense of history, grace, modern amenities, and will offer you the quintessential Vermont experience! Originally built in 1810 and artfully reimagined in 1987, the 5BR farmhouse features exposed beams, wide plank wood floors, and architectural character, and the thoughtful layout and updated living spaces enhance functional living, energy efficiency, and lots of natural light - perfect for larger gatherings or intimate enough for simply finding your own space to retreat in peace and enjoy the view. There is a large timber-frame barn outfitted for horses or livestock, complete with stalls, tack room, and workshop areas. Additional outbuildings provide space for hobbies, tools, and vehicles, and nearby is a charming but rustic cottage (bring your imagination). The land itself is both scenic and purposeful, enrolled in Vermont's Current Use program, which supports sustainable forestry and brings the benefit of reduced property taxes. The land is full of possibilities - wander through flower-filled meadows, harvest sweet treats from the blueberry patch, or explore the woods and create a network of bike/hike/ski trails. All this, just minutes from Londonderry and neighboring towns, a renowned farmers market, restaurants, and shops. Four major ski areas, including Stratton, Bromley, Magic, and Okemo, are within easy reach, as are Lowell Lake and a host of outdoor adventures. 732 Under the Mountain Road is more than a property - it's a lifestyle, a legacy, and a rare opportunity to own a piece of Vermont's most breathtaking landscape. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

Under Contract Londonderry VT Home for sale $$1,300,000 $481 per sq.ft.

$1,300,000 $481 per sq.ft. Londonderry VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2700  |  Acres: 5.4
Friday May 22, 2026
Description: Thoughtfully designed with both craftsmanship & efficiency in mind, the home exceeds modern energy standard, achieving an impressive energy efficient rating. 3-bedroom, 2-bath barn-style residence with 1-bedroom guest house & sauna. The 5BR Wastewater permit allows for potential future expansion/addition. A Masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody of a gentle brook & surrounding woods, creating a sense of calm. Step into an expansive open floor concept, with dramatic ceilings that amplify the home's sense of scale. The Shaker style inspired chef's kitchen is well equipped with new Unique brand appliances, salvaged soap stone sink, open cabinetry & a custom breakfast bar. The dining room is furnished with a refurbished-custom dining table, creating the feel of farm fine dining. The primary suite is a true sanctuary, featuring a spa-inspired ensuite bath with striking VT green slate walk-in shower, clawfoot bathtub, artisan sink, &curated furnishings that exude warmth & sophistication. Accompanied by a loft that serves as a bonus room or office, the 2nd level adds a spacious dimension to the home. Two additional bedrooms offer generous space for family or guests, with views of the surrounding woods & mountains. A luxurious bathroom features a vintage sink & a free-standing tub. The accessory dwelling is a tree house like structure, with 1 Bedroom, 1 bathroom, full kitchen, private hot tub & sauna. This space is ideal for guest to unwind & enjoy a spa-like experience. Every space is thoughtfully designed to offer a lifestyle where nature's beauty and exquisite-yet rustic craftsmanship meet. Owner is licensed realtor. See MLS Property & Listing Details & 60 images.

Under Contract Londonderry VT Home for sale $$1,385,000 $444 per sq.ft.

$1,385,000 $444 per sq.ft. Londonderry VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4153  |  Acres: 9.05
Wednesday May 20, 2026
Description: Set on nine acres, this inviting three bedroom brick home offers a rare blend of comfort, space, and rural charm. The main level features a large primary bedroom, with a beautiful full bathroom and walk in closet. Each room on the main level you'll find bright and comfortable living spaces and a beautiful sunroom that overlooks the surrounding fields. Upstairs, two spacious bedrooms share a bathroom, providing an ideal layout for family or guests. The finished basement offers a family room and bar area, perfect for entertaining, relaxing or additional living space. The main property has an attached two car garage. The property includes a spacious barn with a full 1 bedroom apartment above- perfect for guests, extended family, or rental opportunity. With abundant storage throughout both the home and barn, this property is perfectly suited for those seeking peaceful country living with modern amenities and room to grow. See MLS Property & Listing Details & 41 images.

New Listing! Londonderry VT Home for sale $$1,392,000 $270 per sq.ft.

$1,392,000 $270 per sq.ft. Londonderry VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 5160  |  Acres: 7.02
Wednesday Jun 17, 2026
Description: Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations. Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living. The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility. Designed for both gathering and retreat, the property includes multiple decks, a covered porch, open meadow, and expansive fenced acreage. A three-car garage and solar power system further enhance functionality and efficiency. Conveniently located near Stratton, Bromley, Magic, and Okemo Mountains, as well as Lowell Lake, Manchester, Weston, Londonderry, and South Londonderry, the property provides easy access to skiing, hiking, cycling, fishing, golf, shopping, dining, and cultural attractions throughout the region. 224 Cobble Ridge Road presents a rare opportunity to own a private Southern Vermont retreat combining quality craftsmanship, flexible living spaces, and exceptional access to the region's four-season amenities. See MLS Property & Listing Details & 43 images.

$1,600,000 $404 per sq.ft. Londonderry VT Home »

7 Beds | 5 Baths |   Total Sq. Ft. 4649  |  Acres: 211.45
Monday Feb 23, 2026
Description: Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with antique mantels add warmth and character, while the expansive kitchen hearth draws one in for easy conversation and board games. Built-in bookcases, plaster walls, wood paneling, and windows overlooking the land lend the house a quiet, grounded grace. The farmhouse also includes a lower-level guest apartment with a private entrance. Nearby, a charming guest cabin, once the town's blacksmith shop, provides a private haven for visitors. The barn has been thoughtfully reimagined and now houses a commercial kitchen, gym, and offices, offering flexibility for creative enterprise and agricultural ventures. A separate barn includes a woodworking shop. In recent years, pastureland surrounding the home and pond was reclaimed for grazing goats, restoring the agrarian rhythm of the property. Wildflowers and apple trees scatter the fields. A three-quarter-mile hike through the wood reveals a cool swimming hole. Additional woodland trails invite walking, snowshoeing, and foraging for berries, mushrooms and fiddleheads. Timberland Farm is a legacy holding, and very private, yet within easy reach of Stratton, Bromley, Magic Mtn. and Okemo. 17 miles from Manchester and 26 miles from Rutland Airport. 3 h from Boston and 4 h from New York. No showings through May 16th, 2026. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect. See MLS Property & Listing Details & 41 images. Includes a Virtual Tour

$1,800,000 $371 per sq.ft. Village of So. Londonderry in Town of Londonderry VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4853  |  Acres: 2.4
Wednesday May 6, 2026
Description: One-of-a-Kind Vermont Lifestyle Property Home, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home--rich in character, thoughtfully updated, and designed for everyday living. Originally an inn and lovingly reimagined by its current owners, the residence offers comfortable living spaces alongside multiple options for creative use, hosting, or generating income. A separate rental ADU, classic Vermont barn, greenhouse, and expansive grounds bordered by historic stone walls create a setting that feels both private and full of possibility. Adding to the property's versatility is the space currently home to the nationally recognized SoLo Farm & Table--an award-winning farm-to-table restaurant with a loyal following. Fully equipped with a state-of-the-art kitchen, wood-fired masonry grill, sound-insulated dining rooms, and curated wine display, this space is ideal for a turnkey culinary venture--or could be reimagined as a studio, event venue, workshop, or expanded residential use. Outdoor living is equally compelling, featuring a beautifully designed stone patio with a custom-built whole animal cooker, a hard-wired generator, established growing spaces, and room to gather, create, and unwind. Whether you envision continuing a celebrated culinary destination, cultivating a home-based business, or simply enjoying a distinctive Vermont property with room to grow, this offering presents a rare opportunity to live, work, and thrive in one remarkable setting. See MLS Property & Listing Details & 50 images.

$1,050,000 $439 per sq.ft. Ludlow VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 2390  |  Acres: 0.9
Friday Sep 19, 2025
Description: Okemo Acres on Okemo Mountain - New Construction Opportunity Located just off Okemo Ridge Access Road and only minutes from Okemo's base lodge, this brand-new 3-bedroom home (with a septic permit for a 4th bedroom) is being built by a highly regarded local builder. The home will be completed within nine months of contract signing, with buyers having the opportunity to collaborate directly with the builder on finishes and details. The two upper levels are designed with an open-concept layout, featuring a custom kitchen with quality appliances, abundant natural light, and a spacious primary suite with a private ensuite bath. The walkout lower level will be fully finished, offering flexible space for recreation, a home office, or guest accommodations. Oversized windows throughout the home will frame the mountain setting and capture beautiful views. Schedule a visit today to explore the land and meet with the trusted local builder to start planning your new Okemo retreat. See MLS Property & Listing Details & 9 images.

Under Contract Ludlow VT Home for sale $$1,195,000 $402 per sq.ft.

$1,195,000 $402 per sq.ft. Ludlow VT Home »


Price Change! Reduced by $105,000 down 9% on June 27th 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2971  |  Acres: 1.03
Wednesday Jan 14, 2026
Description: Perched on South Hill with sweeping views of Okemo Mountain, this thoughtfully built home captures everything you want in a Vermont mountain retreat--comfort, quality, and a setting that's hard to beat. Just minutes from the slopes, downtown Ludlow shopping, and dining, it offers the perfect balance of country feel and everyday convenience. Inside, the layout is open and inviting, designed for both relaxing and gathering. The kitchen is truly the heart of the home, with warm wood cabinetry, generous counter space, and a large center island that naturally brings everyone together--morning coffee before first chair or unwinding after a day on the mountain. From there, the space flows easily into a welcoming living area with a comfortable mountain feel--ideal for cozy nights by the fire or laid-back après-ski with family and friends. It's a home that feels easy to live in and even easier to enjoy. Expansive windows frame the views of Okemo and fill the home with natural light throughout the day, keeping the connection to the outdoors front and center. Quality craftsmanship and thoughtful design are evident throughout, creating a space that feels both timeless and built to last. Whether you're hosting weekend getaways or enjoying a quiet morning overlooking the mountains, this South Hill home is all about making memories in a place you'll want to return to year after year. A rare opportunity to own in one of Ludlow's most desirable locations. Visit the Okemo real estate community today. Taxes are based on town assessment. ROFR See MLS Property & Listing Details & 50 images.

New Listing! Ludlow VT Home for sale $$1,350,000 $301 per sq.ft.

$1,350,000 $301 per sq.ft. Ludlow VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4487  |  Acres: 1.28
Tuesday Jun 23, 2026
Description: Welcome to Okemo Pines! Tucked away just moments from the slopes, 42 Cedar Drive stands as a premier example of elegant timber frame architecture. This luxurious 4-bedroom, 3.5-bath residence combines rustic Vermont character with modern, high-end finishes. Step inside to an open-concept main level adorned with premium white oak floors. The breathtaking great room serves as the heart of the home, where a towering cathedral ceiling and a dramatic fieldstone fireplace create a warm, inviting ambiance beneath walls of glass that frame the surrounding scenery. The epicurean kitchen is a chef's dream, outfitted with custom cherry cabinetry, a farmhouse sink, and a walk-in pantry. For ultimate convenience, the main floor features a private, luxurious primary suite with an expansive walk-in closet. The upper levels host two additional guest rooms and a quiet office space. Below, the bright, walk-out lower level is an entertainment haven, featuring a massive game and billiards room, a comfortable den, a fourth bedroom, and a full bath. With an attached two-car garage and an unbeatable location just sixty seconds from downtown Ludlow and the Okemo base lodge, this home represents the pinnacle of mountain living. Visit the Okemo real estate community today. Taxes are based on the town assessment. See MLS Property & Listing Details & 53 images.

$1,395,000 $439 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
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 MLS Property & Listing Details & 60 images. Includes a Virtual Tour

New Listing! Ludlow VT Home for sale $$1,400,000 $639 per sq.ft.

$1,400,000 $639 per sq.ft. Ludlow VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3224  |  Acres: 1
Thursday Jun 25, 2026
Description: Experience the essence of Vermont mountain living in this exceptional five-bedroom, four-and-a-half-bath retreat, ideally located just minutes from Okemo Mountain Resort and offering partial winter views of the mountain. Nestled on approximately one acre and boasting over 3,300 square feet of beautifully finished living space, this inviting home combines timeless mountain character with the comfort and amenities today's buyers seek. From the moment you enter you will notice a soaring cathedral ceiling, natural woodwork, abundant natural light, and stunning wide-plank wood floors that create a warm and welcoming atmosphere. The spacious living room serves as the heart of the home, where a beautiful fireplace invites family and friends to gather after a day of skiing, hiking, golfing, or exploring Vermont's four-season recreation. Designed for both everyday living and entertaining, the well-appointed kitchen features stainless steel appliances, beautiful cabinetry, and generous workspace for preparing everything from casual breakfasts to holiday meals. The private primary suite offers a relaxing sanctuary, while four additional bedrooms and multiple baths provide ample space for family and guests. The lower-level family room is the perfect destination for game nights and après-ski gatherings, complete with a billiard table and room to unwind. Step outside onto the expansive deck to enjoy fresh mountain air, seasonal views toward Okemo, morning coffee, summer barbecues, and evenings under the stars. A two-car garage offers convenient storage for vehicles and outdoor gear, while the home's spacious layout comfortably accommodates large gatherings and memorable weekends. Whether you're searching for a luxury vacation home, an investment opportunity, or a year-round residence, this remarkable property delivers the ideal blend of location, comfort, and mountain lifestyle in one of Vermont's most sought-after destinations. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

New Listing! Ludlow VT Home for sale $$1,500,000 $765 per sq.ft.

$1,500,000 $765 per sq.ft. Ludlow VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 2887  |  Acres: 27
Tuesday Jul 7, 2026
Description: An irreplaceable 27-acre land holding on Okemo Mountain, offering one of the most unique ownership opportunities in southern Vermont. With direct access to the Mountain Road Trail, acreage bordering the Sidewinder Trail, and Coleman Brook defining the northern boundary, this extraordinary property occupies a setting that is virtually impossible to replicate. Selective clearing could reveal sweeping easterly mountain views. Whether your vision is a legacy family compound, an exceptional private mountain retreat, or a long-term investment, opportunities of this scale and location rarely become available. Think beyond the existing improvements and imagine what 27 trailside acres on Okemo Mountain could become. The residence offers three levels of living space plus a basement and includes five marble bathrooms. The home has been vacant, vandalized, and is in significant disrepair, requiring extensive restoration. The condition of all utilities and mechanical systems is unknown, and the property is being sold strictly "as is." Winter access is currently by ski lift, with off-season access via Mountain Road. For buyers who recognize that truly exceptional locations cannot be recreated, this is an opportunity to secure one of Okemo Mountain's most remarkable land holdings. See MLS Property & Listing Details & 27 images.

Under Contract Ludlow VT Home for sale $$1,695,000 $925 per sq.ft.

$1,695,000 $925 per sq.ft. Ludlow VT Home »

Waterfront on Lake Rescue
5 Beds | 3 Baths |   Total Sq. Ft. 3459  |  Acres: 1
Wednesday May 27, 2026
Description: Enjoy year-round sunsets from this premier Lake Rescue location. With direct lake access, swim from your dock or launch your boat for a day on the lake. The sprawling flat yard is ideal for lakeside living, whether kicking a ball with the kids, playing badminton or for summer gatherings by the water. Recent improvements include a new 5-bedroom septic system, freshly painted exterior and main level interior, new kitchen counters and stove, new flooring, updated exterior deck railing and a bank of trees along the north border for added privacy. Mini splits provide air conditioning for warm summer days. Super close to Okemo Mountain Resort for skiing and golf. A rare opportunity to acquire one of the best spots on Lake Rescue! See MLS Property & Listing Details & 33 images. Includes a Virtual Tour

$1,790,000 $682 per sq.ft. Ludlow VT Home »

Waterfront on Lake Rescue
3 Beds | 3 Baths |   Total Sq. Ft. 2623  |  Acres: 0.57
Wednesday Jun 3, 2026
Description: A rare Lake Rescue opportunity awaits on the highly coveted east side of the lake. This exceptional, year-round three-bedroom, three-bath waterfront home is perfectly positioned to capture breathtaking afternoon sunsets over the water with Okemo Mountain painting the background. The main level features a thoughtfully designed open layout, highlighted by a dining area and a spectacular great room with vaulted ceilings and a dramatic wall of windows that seamlessly brings the outdoors in. The chef's kitchen is beautifully equipped with premium cherry cabinetry, granite countertops, a social breakfast island, stainless steel appliances, and a professional six-burner range with a grill. Also on the main level, you will find a convenient guest bedroom, a full bath, and a luxurious primary bedroom suite complete with a four-clawfoot jetted tub and a steam shower. The finished lower level expands your living space with a generous family room and a private guest bedroom suite with its own full bath. High-end indoor comforts abound, including exquisite, Vermont-made Hubbardton Forge lighting and a brand-new, high-efficiency furnace. Outside, your private oasis boasts 50 feet of pristine water frontage, a private dock, beautifully landscaped stone walkways, a lakeside slate patio, and a hot tub. An oversized, heated garage provides abundant space to store all your recreational equipment. This remarkable property delivers luxury, comfort, and four-season adventure. See MLS Property & Listing Details & 51 images. Includes a Virtual Tour

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