Under Contract Killington VT Home for sale $2,875,000 $719 per sq.ft.

$2,875,000 $719 per sq.ft. Killington VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4000  |  Acres: 0
Listed on Monday Sep 1, 2025
Description: NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of a single family home coupled with the convenience, service, and amenities of a homeowners association. Situated in the center of one of Killington's only ski on/ski off communities, the Vistas enables occupants to access the ski lifts and trails, and return home, without the need for a vehicle. The high quality homes being built offer 4 luxury bedroom suites each with a balcony and private bath, a great room with soaring fireplace, and a recreation room with walkout to a private deck. This home features a home office space, radiant heat, a ski storage/mudroom, and 1-car attached garage. Only 6 homes comprise the Vistas community on a 3.8 acre parcel of common land within the Sunrise community. Each home has full access to all Sunrise amenities including an indoor pool, outdoor summer pool, outdoor year round hot tub, fully equipped fitness center and locker rooms, tennis courts, and extensive trail network. Call now to hear more about this unique and limited opportunity to customize one of only three more homes being built at The Vistas. *Photos are representative of a previously constructed Vistas Home. Property for sale is yet to be built* See Listing Details & 31 images.

$2,895,000 $686 per sq.ft. Killington VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 4222  |  Acres: 0.88
Listed on Thursday Sep 3, 2026
Description: BRAND NEW CONSTRUCTION. Set on 0.88 private acres just minutes from Killington and Pico Mountain, this newly built mountain retreat is a true blank slate with some of the best views in town. Including three bedrooms and four bathrooms this is a thoughtfully crafted home. Ceilings soar to 28 feet in the den, 12 feet upstairs and in the primary suite, and 10 feet in the basement, with Anderson windows framing the surrounding scenery. A native granite masonry fireplace anchors the open living area. The kitchen features GE Profile appliances, three ovens, and a Blanco barn sink. Moen matte fixtures, custom woodwork, ¾" knotty pine tongue-and-groove accents, and Danaher-finished yellow pine floors add warmth throughout, while Chicago brick tile brings rustic charm to each bath. Built 20% beyond standard efficiency benchmarks with whole-house spray foam, high-end plumbing, and multi-zone HVAC with high-efficiency AC. Also included: heated garage, ski room with custom cubbies, 1,000-gallon propane tank, and generator readiness. Over 3,000 sq ft of additional unfinished space you could add to the home without an addition. CertainTeed cedar impression siding and a standing seam metal roof with snow guards complete the exterior. A rare chance to own brand-new construction minutes from the lifts and Killington's access road. Call today to learn more about this amazing home! See Listing Details & 55 images. Includes a Virtual Tour

$1,200,000 $474 per sq.ft. Leicester VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2530  |  Acres: 53.65
Listed on Wednesday Aug 19, 2026
Description: Set on 53.65 acres in a beautiful rural setting, this New England-inspired home was thoughtfully designed and built in 2006 with an emphasis on quality materials and craftsmanship. Just 5 miles from Brandon and 13 miles from Middlebury, the setting feels decidedly rural while remaining convenient to both communities. The 2,530-square-foot home features four bedrooms and 2 1/2 baths, including a first-floor primary suite. The living room rises to a dramatic 17-foot cathedral ceiling and features a fireplace, cherry hardwood floors, and an open balcony overlook. A formal dining room adjoins the kitchen, which offers ceramic tile flooring, extensive cherry cabinetry, granite countertops, and distinctive Italian porcelain wall tile. A laundry room is conveniently located off the kitchen on the way to the attached two-car garage. The spacious primary suite includes two 5' x 7' walk-in closets and a bath with a 12-foot cathedral ceiling, jetted soaking tub, separate shower, double vanity, and private water closet. Radiant floor heat extends throughout the home, unfinished basement, and garage. The dry 1,548-square-foot basement provides abundant storage and workspace. Fiber-optic internet, Low-E windows, generator wiring, a 2022 roof, and AZEK decking add comfort and practicality. An impressive three-bay monitor barn offers an oversized center bay suitable for an RV, two additional bays, workshop space, and an unfinished second story for storage. The grounds include established landscaping, apple and peach trees, grapevines, a stream, and seasonal mountain views. Approximately 51 acres are enrolled in Vermont's Current Use program as managed forestland. Nearby Fern Lake and Lake Dunmore, golf, hiking, and skiing provide abundant recreational opportunities. See Listing Details & 50 images.

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

5 Beds | 5 Baths |   Total Sq. Ft. 5160  |  Acres: 7.02
Listed on 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 Listing Details & 43 images.

Under Contract Londonderry VT Home for sale $1,498,500 $379 per sq.ft.

$1,498,500 $379 per sq.ft. Londonderry VT Home »


Price Change! Reduced by $251,500 down 17% on July 31st 2026
Waterfront on Pond _Unnamed
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.

$1,050,000 $565 per sq.ft. Ludlow VT Home »

Waterfront on Lake Rescue
3 Beds | 2 Baths |   Total Sq. Ft. 1860  |  Acres: 2.85
Listed on Thursday Jul 30, 2026
Description: Embrace sweet lakefront living in this beautiful home directly on Lake Rescue. The main floor welcomes you with an open kitchen, a dining area, and a cozy living room anchored by a classic brick fireplace, all framing picturesque views of the water. A private primary suite completes this main level for convenient single-story living. Upstairs, you will find a versatile loft space that also overlooks the lake, alongside two additional bedrooms and a full bathroom. Outside, the property features a private dock for your boat, a relaxing patio perfect for watching the lake activity, an outdoor storage shed, and plenty of parking spaces. This prime location offers easy access to Route 100N and sits just five minutes away from Jackson Gore, the local golf course, and the Clocktower Lodge area. See Listing Details & 46 images. Includes a Virtual Tour

$1,150,000 $517 per sq.ft. Ludlow VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3065  |  Acres: 0.57
Listed on Tuesday Jul 21, 2026
Description: Located just a few minutes walk from Okemo's Sachem trail, this two family spacious 5-bedroom, 3-bathroom multi-level home offers exceptional flexibility for year-round living, vacationing, or hosting family and friends. Lovingly owned for almost 30 years, this home is designed with a versatile multi-family layout. Each level provides its own inviting living space while maintaining the warmth and charm of a classic Vermont mountain home. The main level features a bedroom and bath while the open-concept floor plan features a full kitchen flowing into the dining area and living room. All this is anchored by a cozy wood-burning brick floor to ceiling fireplace. Step outside onto the expansive deck, where you'll enjoy peaceful wooded views and the privacy of a natural Vermont setting. Above, the loft overlooks the main living area and is complemented by two additional bedrooms, bath and a convenient laundry area. The walkout lower level functions as its own comfortable living space with two bedrooms, a second full kitchen, dining area, and living room centered around another wood-burning fireplace. Glass doors lead to a private backyard surrounded by mature trees, featuring beautifully established perennial gardens that create a tranquil outdoor retreat. Whether you're looking for a vacation home or a property with space for extended family and guests, this home offers outstanding versatility in one of Okemo's most desirable locations. Enjoy easy access to skiing at Okemo Mountain Resort, Fox Run Golf Club, nearby lakes, hiking and snowmobile trails, and the shops and restaurants of Ludlow Village, making this the perfect home base for four seasons of Vermont adventure. Visit the Okemo real estate community today. Taxes are based on town assessment. See Listing Details & 45 images.

$1,249,000 $1,001 per sq.ft. Ludlow VT Home »

74 Ft. of Waterfront on Lake Rescue
3 Beds | 2 Baths |   Total Sq. Ft. 1248  |  Acres: 1.11
Listed on Friday Aug 14, 2026
Description: Lakefront Living Meets Mountain Adventure on Lake Rescue Located just minutes from Okemo Mountain, this home offers a rare opportunity to own a property that masterfully bridges the best of Vermont's lake and ski seasons. Whether you are seeking a premier lakefront retreat or a cozy mountain lodge, this home is designed to deliver the perfect four-season lifestyle. The interior is built for comfort in any climate. On chilly winter evenings, settle in by the wood-burning stove after a day on the slopes; in the summer, enjoy the open, inviting floor plan with custom concrete countertops, the perfect backdrop for hosting family and friends after a day on the water. With three bedrooms, two full baths, and a versatile lower-level workout or game room, the home provides ample space for relaxation and play. Practical features, including dedicated laundry and specialized storage, ensure this residence functions seamlessly as either a year-round home or an easy-care vacation getaway. The outdoor amenities are thoughtfully curated for both mountain gear and lake fun. Private decks take full advantage of the elevated position and panoramic water views, while the custom, installed Dock Doctors dock provides effortless access to the clear waters of Lake Rescue for swimming and boating. After your adventure, whether you've been skiing Okemo or boating on the lake, unwind in the four-person hot tub or gather around the stone fire pit. Storage is never an issue: the detached one-car garage includes an EV charger and overhead space dedicated to skis, boats, bikes, and all the equipment required for active lake and mountain living. Featuring a Vermont Wastewater Permit for a four-bedroom home, this home offers significant flexibility for future expansion or customization. This home is much more than a seasonal lake house or a ski crash pad; it is a year-round destination designed for those who want to experience the very best of Vermont's mountain and lake lifestyle in every season. See Listing Details & 51 images. Includes a Virtual Tour

New Listing! Ludlow VT Home for sale $1,250,000 $600 per sq.ft.

$1,250,000 $600 per sq.ft. Ludlow VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3563  |  Acres: 1.04
Listed on Tuesday Sep 8, 2026
Description: Enjoy the best of both worlds at this country home. So close to the slopes with the Okemo Shuttle yet privately tucked into a wooded, one-acre country setting. The heart of the home is a spacious, light-filled great room featuring soaring ceilings, skylights, hardwood floors, an open loft and an impressive floor-to-ceiling stone fireplace. The fully renovated kitchen offers abundant cabinetry, stainless steel appliances and an oversized island with plenty of room for gathering. Five bedrooms are comfortably arranged over three levels, including a main-level primary suite, two upper-level bedrooms connected by a new Jack-and-Jill bath, and two lower-level bedrooms with an additional new shared bath. The lower level also features a recreation room, providing plenty of space for family and guests. Outside, a generous deck surrounded by trees creates a private setting for relaxing and enjoying the hot tub. A separately accessed bonus area offers several possibilities as a workshop, home office, studio or potential rental space; bring your vision. Offered mostly furnished and turnkey, this welcoming mountain home is ready to enjoy in every season. See Listing Details & 39 images. Includes a Virtual Tour

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

4 Beds | 4 Baths |   Total Sq. Ft. 4487  |  Acres: 1.28
Listed on 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 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
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 & 60 images. Includes a Virtual Tour

Under Contract 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
Listed on 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 Listing Details & 60 images. Includes a Virtual Tour

$1,499,000 $334 per sq.ft. Ludlow VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 5971  |  Acres: 1.3
Listed on Thursday Sep 3, 2026
Description: 45 Trailside Road offers the ideal combination of mountain living, generous indoor space, and exceptional outdoor living on Okemo Mountain. This distinctive mountain home welcomes you through a spacious mudroom with barnboard details and ample space for four-season gear. Beyond, natural light fills the open kitchen, dining, and living areas, creating an inviting space for gathering. The well-appointed, custom kitchen features cherry cabinetry, stainless steel appliances, an oversized island, a cozy breakfast nook, and easy access to the expansive deck. Outdoor spaces are a highlight, including a large curved deck overlooking the private, wooded backyard, a covered porch perfect for grilling, an extensive wraparound deck, and a hot tub for relaxing after a day on the mountain. The primary suite features vaulted ceilings, generous closets, and a beautifully remodeled bath with a soaking tub and heated floor. Three additional bedrooms, a family room, and a dedicated office provide plenty of flexibility for guests, recreation, and working remotely. A three-car garage offers abundant space for vehicles and recreational equipment. Enjoy proximity to Okemo's slopes for winter skiing and summer mountain biking, while the nearby VAST trail network adds even more four-season recreation. With its warm Craftsman-inspired details, spacious layout, and peaceful mountain setting, 45 Trailside Road is designed to be enjoyed in every Vermont season. Visit the Okemo real estate community today. Taxes are based on town assessment. See Listing Details & 60 images.

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