$795,000 $340 per sq.ft. Londonderry VT Home »


Price Change! Reduced by $280,000 down 35% on May 24th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 2338  |  Acres: 7.8
Listed on Thursday Sep 18, 2025
Description: OPEN HOUSE SATURDAY 5/23 FROM 10AM to 12PM -- Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale lighting and bath fixtures. Located in the heart of ski country with views of Magic Mountain and just minutes from Magic, Bromley, and Stratton, this is a home for the outdoor enthusiast. A large pond in the backyard invites swimming, canoeing, and paddleboarding, while the expansive back deck overlooks the water--perfect for outdoor dining and entertaining. Upstairs bedrooms feature custom built-ins, and the primary suite--set in its own wing--boasts cathedral ceilings, a beautiful bath, and serene pond views. The well-planned gear room includes ample closets, cubbies, and hooks to keep outdoor essentials organized. Pet-friendly with a fully fenced backyard, custom dog cubbies, and a pet shower. Tesla EV charger included. The vintage barn offers flexible space for storage and an opportunity for another area to entertain. Live your best Vermont life in comfort, style, and natural beauty. See Listing Details & 39 images.

New Listing! Londonderry VT Home for sale $885,000 $281 per sq.ft.

$885,000 $281 per sq.ft. Londonderry VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3154  |  Acres: 2.1
Listed on Thursday Jun 11, 2026
Description: Nestled in a peaceful Londonderry setting, 157 Old Sawmill Road offers the perfect blend of Vermont charm, comfort, and outdoor recreation. Originally built in 1971 and extensively renovated and expanded in 1992, this inviting home features nearly 3,200 square feet of living space designed for year-round enjoyment. Surrounded by nature, the property enjoys direct access to trails leading to Lowell Lake, providing endless opportunities for hiking, kayaking, snowshoeing, and exploring the beauty of Southern Vermont. A private pond enhances the picturesque setting, while multiple decks offer ideal spaces for relaxing, entertaining, or taking in the serene surroundings. Inside, warm and welcoming living areas are highlighted by a wood-burning fireplace and pellet stove, creating cozy gathering spaces in every season. Numerous updates and improvements throughout the home reflect pride of ownership and add to its comfort and functionality. Conveniently located near Lowell Lake, Stratton Mountain, Magic Mountain, Bromley Mountain, and the village amenities of Londonderry, this property is equally suited as a primary residence, vacation retreat, or investment opportunity. Enjoy the privacy of a country setting while remaining close to skiing, dining, shopping, and four-season recreation. A rare opportunity to own a well-maintained Vermont home with direct access to some of the area's most treasured natural resources. See Listing Details & 60 images.

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
Listed on 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 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
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.

Under Contract Ludlow VT Home for sale $269,000 $173 per sq.ft.

$269,000 $173 per sq.ft. Ludlow VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1554  |  Acres: 0.15
Listed on Tuesday Feb 11, 2025
Description: This charming home, cherished by one family since the mid-1950s, presents a wonderful opportunity for renovation and personalization. This nine room home has 4 bedrooms, 1 bath, and an eat-in kitchen. The location is ideally situated within walking distance of Dorsey Park and Ludlow Village. Catch the shuttle bus to Okemo for a day of skiing or walk to the restaurants, grocery store and all the amenities that Ludlow offers. While updates are needed, the property offers a solid foundation with several key improvements already in place: numerous large, newer tilt-in windows, a standing seam roof, and convenient town water and sewer. A spacious detached garage provides ample storage and a potential workshop space, making renovations easier. This property is brimming with potential for a creative new owner to create their dream home. See Listing Details & 41 images.

Under Contract Ludlow VT Home for sale $435,000 $205 per sq.ft.

$435,000 $205 per sq.ft. Ludlow VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2125  |  Acres: 0.72
Listed on Friday May 1, 2026
Description: Charming Fixer-Upper in a Dream Location - Your Canvas Awaits! Step into a world of endless possibilities with this house, nestled in the heart of a picturesque neighborhood just a mere 0.8 miles from the magnificent Okemo Mountain. This property is not just a house; it's a golden opportunity for those with a vision, a passion for design, and a desire to create a home that reflects their unique style. There's ample room for family, friends, and guests. Each room is a blank slate, allowing you to infuse your personality and flair into every corner of your new home. A two-car heated garage offers not just parking space, but also potential for a workshop, storage, or a hobby area. Plus, you'll never have to worry about shoveling snow off your car in winter. This property boasts a prime location that combines the tranquility of neighborhood living with the convenience of being close to town. Just minutes away, you'll find delightful shopping options and exquisite restaurants that cater to every palate. And for adventure seekers, Okemo Mountain is your playground - whether you enjoy skiing, hiking, or simply taking in breathtaking views, this location is an outdoor enthusiast's dream come true. While the house requires some rehabilitation, this is where your creativity comes to life. Transform this space into the home you've always envisioned, tailored to your taste and lifestyle. Don't miss out on this exceptional opportunity - Contact us today to schedule a viewing! See Listing Details & 37 images.

$455,000 $216 per sq.ft. Ludlow VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2205  |  Acres: 2
Listed on Friday May 22, 2026
Description: Nestled between Okemo Mountain and the lakes region, this inviting 5-bedroom home sits on 2 peaceful acres framed by mature trees and an expansive open yard. Filled with warmth and character, the home is a charming reminder of simpler times, offering large sun-filled rooms and generous gathering spaces throughout. At the heart of the home is the open kitchen and family room, where a cozy wood stove creates the perfect setting for relaxing with family and friends. French doors lead to a spacious deck overlooking the beautiful backyard -- an ideal spot for morning coffee, summer entertaining, or simply enjoying the peaceful surroundings. The home features five bedrooms, beautiful wood floors rich with history and character, and recent improvements including a newly replaced septic tank by the current owner. With its timeless appeal, spacious layout, and wonderful setting, this property presents an exceptional opportunity to restore and elevate a classic Vermont home to its next chapter. See Listing Details & 56 images.

Under Contract Ludlow VT Home for sale $525,000 $357 per sq.ft.

$525,000 $357 per sq.ft. Ludlow VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2408  |  Acres: 0.91
Listed on Friday May 22, 2026
Description: Ideally located near Okemo Mountain Resort and the charm of the village, this highly desirable property offers both convenience and a true Vermont lifestyle. Thoughtfully updated in recent years, the home features a newer heating system, durable Hardie board siding, a standing seam metal roof, and a recently added hot tub. Spanning three levels of living space, the home offers multiple sleeping areas, a spacious kitchen perfect for gathering, vaulted ceilings, and the warmth of a classic Vermont Castings woodstove. An attached garage provides ample storage for all your Vermont gear, from skis to kayaks. Unwind on the outdoor deck in a peaceful, wooded setting, and enjoy the added luxury of a private hot tub--perfect after a day on the slopes or exploring the outdoors. Visit the Okemo real estate community today. Taxes are based on current town assessment. See Listing Details & 45 images.

$599,999 $143 per sq.ft. Ludlow VT Home »

6 Beds | 5 Baths |   Total Sq. Ft. 4184  |  Acres: 0.25
Listed on Monday May 18, 2026
Description: 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 Listing Details & 45 images. Includes a Virtual Tour

$600,000 $212 per sq.ft. Ludlow VT Home »


Price Change! Reduced by $185,000 down 31% on June 8th 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. Visit the Okemo real estate community today. Taxes are based on town assessment. See Listing Details & 54 images.

$739,000 $278 per sq.ft. Village of Ludlow in Town of Ludlow VT Home »

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.

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