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
Listed on 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 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
Listed on 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 Listing Details & 41 images.

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


Price Change! Reduced by $150,000 down 9% on May 11th 2026
7 Beds | 5 Baths |   Total Sq. Ft. 4649  |  Acres: 211.45
Listed on 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 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
Listed on 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 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
Listed on 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 Listing Details & 9 images.

$1,245,000 $419 per sq.ft. Ludlow VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 2971  |  Acres: 1.03
Listed on 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 Listing Details & 50 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
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

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

Waterfront on Lake Rescue
5 Beds | 3 Baths |   Total Sq. Ft. 3459  |  Acres: 1
Listed on 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 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
Listed on 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 Listing Details & 51 images. Includes a Virtual Tour

$2,650,000 $686 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 & 41 images.

$3,100,000 $597 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 $917 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

$3,400,000 $838 per sq.ft. Ludlow VT Home »

Waterfront on Lake Rescue
4 Beds | 5 Baths |   Total Sq. Ft. 4058  |  Acres: 0.51
Listed on Friday May 1, 2026
Description: Set on 81 feet of premier frontage along picturesque Lake Rescue, this exceptional Vermont retreat captures the essence of lakeside living. Perfectly positioned on the quieter backside of the lake, the home enjoys extended daylight along with breathtaking sunrises and sunsets that paint the sky year-round. Inside, a spectacular stone wood-burning fireplace anchors the living room, where expansive windows frame stunning water views and flood the space with natural light. Meticulous craftsmanship is evident throughout, with magnificent stonework and thoughtful details enhancing every room. The heart of the home is a wide-open custom kitchen designed for both gathering and entertaining, featuring two islands, granite and butcher block countertops, and a gas range. The main level offers true convenience with a primary suite, private office, mudroom with ample storage, laundry area, and a half bath--all designed for easy living. Upgrades include a recently replaced roof (just one year old), ensuring peace of mind for years to come. A detached two-car garage includes a charming apartment above--perfect for guests, rental income, or a private studio space. Outdoors, beautifully curated plantings and a gentle creek create a serene setting to complement the lakefront lifestyle. Whether you're swimming, boating, kayaking, skiing, golfing, hiking, snowmobiling, skating, or fishing, this property offers year-round recreation--or simply the perfect place to relax and take it all in. A true Vermont picture, where views, ambiance, and lifestyle come together in one remarkable offering. See Listing Details & 60 images. Includes a Virtual Tour

$4,450,000 $729 per sq.ft. Ludlow VT Home »

5 Beds | 6 Baths |   Total Sq. Ft. 7901  |  Acres: 0.92
Listed on Friday Jun 5, 2026
Description: Experience the pinnacle of slopeside luxury in this extraordinary ski-in/ski-out mountain retreat, positioned between Okemo's coveted Ledges and Sachem Ski Trails. Masterfully crafted across three impeccable levels, this exceptional residence showcases timeless mountain elegance, superior craftsmanship, and refined finishes throughout. Designed for effortless living and grand-scale entertaining, the home features two dedicated mudrooms with direct trail access, allowing you to step right onto the slopes. Lighted stairways connect generous living spaces that blend comfort and sophistication at every turn. The main level serves as the family gathering space, offering an inviting great room anchored by a stunning stone fireplace, a recreation room with billiards, and a chef's kitchen designed to impress. Outfitted with premium appliances, custom cabinetry, island seating, and an oversized beverage refrigerator, the kitchen is perfectly suited for both intimate gatherings and après-ski celebrations. After a day on the mountain, retreat to the lower-level family room and relax by the fire, rejuvenate in one of two spacious indoor saunas, or escape to private lofts and bonus rooms ideal for a home office, reading nook, or additional guest accommodations. Outside, an extensive deck invites year-round enjoyment with ample space for outdoor dining, grilling, and entertaining. Unwind beneath the stars in the brand-new hot tub while taking in panoramic views of the ski slopes and surrounding mountains. From the deck and interior living spaces, enjoy a front-row seat to the chairlift and the beauty of the landscape. Completing this remarkable offering is parking for more than ten vehicles, including a spacious two-car attached garage with abundant storage for all your mountain gear. A rare opportunity to own one of Okemo's premiere slopeside residences, where luxury, convenience, and breathtaking mountain views converge to create the ultimate alpine lifestyle. 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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