Properties Near 1141 South Hill Road Ludlow, VT

Trailside on Okemo Mountain. Experience mountain living at its finest in this spacious 4-bedroom, 3-bathroom condo on Okemo Mountain, perfectly positioned at the top of the complex with enormous easterly views toward Ascutney Mountain. The entire unit has been completely renovated, including sliders and windows! Enter through a welcoming mudroom—ideal for ski gear and all four seasons—before stepping into a bright, open-concept main living area. The full kitchen features a convenient breakfast bar and flows seamlessly into the dining area, where a glass slider opens to the large, partially covered deck, perfect for entertaining or relaxing while taking in the mountain scenery. The living room offers vaulted ceilings, abundant natural light, and a wood-burning fireplace, with an additional glass slider providing easy deck access. The top floor is dedicated to the private primary suite, complete with its own balcony and a full bath featuring a soaking tub, creating a peaceful retreat after a day on the slopes. The lower level features three additional bedrooms, a 3/4 bathroom, and a laundry room, providing ample space for family and guests. Enjoy the convenience of nearby ski access, along with complex amenities including a seasonal inground pool and tennis court. Whether you’re seeking a full-time mountain home, a ski getaway, or an investment property, this Okemo Mountain condo delivers comfort, views, and four-season enjoyment in a premier location. Visit the Okemo real estate community today. Taxes are based on the town assessment.

SouthFace Village Tamarack #6 Ski-on, ski-off access, luxury amenities, and stunning views await at this beautiful, two-level condominium. This two-bedroom, three-bath unit is steps away from the brand-new recreation building, making it the perfect spot for après-ski relaxation. Inside, you'll find a bright and sunny open-concept living space. A gas fireplace creates a cozy ambiance, while mini-split systems provide efficient heating and cooling. The primary suite offers a private retreat, and a spacious bunk room with its own bath can easily accommodate the whole family. This newly built condo is a perfect blend of comfort and convenience, with tasteful furnishings and decor throughout. Come and experience the fun at SouthFace Village!

Charming Country Retreat in Ludlow – Minutes from Okemo Mountain Don’t miss this rare opportunity to enjoy the peace of country living in the heart of Ludlow, a quintessential Vermont ski town and home to Okemo Mountain Resort. This meticulously maintained home has been lovingly cared for by the same owner for over 30 years. Designed for easy living, this move-in-ready property features high-quality, low-maintenance materials including cement composite clapboard siding, Trex decking, and a standing seam metal roof—ideal for those who prefer play over projects. Enjoy the spacious, sun-filled interior with an updated kitchen, open floor plan, expansive windows, and a cozy wood-burning fireplace—perfect for entertaining year-round. With three levels of living space, there’s room for everyone, plus added flexibility.The finished walkout basement offers potential as a separate living area—an excellent opportunity for rental income or guest accommodations. An oversized two-car garage and a separate shed provide ample storage for gear, tools, and toys.Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers comfort, convenience, and Vermont charm in every season.

New construction in the desirable Prospect Street cul-de-sac above Ludlow Village! This newly built 4-bedroom, 3-bath home is ideally suited for either full-time living or a vacation retreat. Thoughtfully designed with today's buyers in mind, it features a cozy gas fireplace, a well-planned mudroom, bright open-concept living spaces, and quality finishes throughout. Warm hickory flooring complements the inviting layout, creating a comfortable and welcoming atmosphere. The spacious kitchen, dining, and living areas flow seamlessly together, making entertaining family and friends a breeze. The full basement offers outstanding expansion potential and is already pre-plumbed for an additional bathroom, providing a blank canvas for future living space, a recreation room, a home gym, or whatever suits your needs. The home is also pre-plumbed for central air conditioning, should a future owner choose to add it. Enjoy relaxing on the charming front porch, or take advantage of the side and backyard spaces, perfect for a fire pit, lawn games, barbecues, and outdoor gatherings. Conveniently located just around the corner from the Okemo shuttle and less than five minutes from the slopes, this home also offers easy access to Ludlow Village. Restaurants, shops, parks, and local amenities are just a short walk away, allowing you to enjoy the best of village living and mountain recreation. Visit the Okemo real estate community today.

Perched on South Hill with sweeping views of the surrounding Vermont landscape, this authentic timber frame home offers the quintessential Green Mountain lifestyle on 10+/- private acres. Soaring exposed post-and-beam construction, tongue-and-groove cathedral ceilings, and rich hardwood floors flow throughout, giving the home a warmth and character that simply can’t be replicated. The open main level is anchored by a stone hearth and wood stove — the heart of the home on a crisp Vermont evening. The living and dining areas open seamlessly beneath an impressive timber truss system, while the kitchen features stainless steel appliances and dark stone countertops. A first-floor bath adds convenience. Upstairs, the timber frame continues to impress with vaulted bedroom spaces, loft potential, and views that remind you why you came to Vermont in the first place. The unfinished basement offers a blank canvas — workshop, additional living space, or storage. Outside, a classic red barn with two-car garage bays provides exceptional storage or hobby space, and the expansive deck is made for summer evenings with a view of the sunrise. The grounds offer room to garden, roam, and breathe. Minutes to Okemo Mountain Resort, downtown Ludlow dining and shops, and the crown jewel of Vermont four-season living. Visit the Okemo real estate community today. Taxes are based on the town assessment.

Tucked away on a quiet country road in one of Chester’s most coveted areas, this striking contemporary home offers the ultimate Vermont lifestyle—just miles from the Okemo Mountain base lodge. Embraced by nature and thoughtful landscape, the property seamlessly connects refined indoor living with the natural beauty of its private riverfront, complete with your own summer swimming hole. Inside, the main level centers around a commanding, floor-to-ceiling fieldstone wood-burning fireplace, beautifully complemented by rich hardwood floors and a bespoke custom kitchen. Designed for privacy, the primary suite features a spa-like ensuite bath, while two additional guest bedrooms and a 3/4 bath provide plenty of space for family or weekend visitors. Intelligently designed for flexible living, the upper-level loft serves as an inspiring home office or studio, while the bright, walk-out lower level offers incredible potential for a game room, home gym, or ski lounge. Transition effortlessly outdoors to the oversized front deck for morning coffee, or unwind in the expansive screened porch out back listening to the sound of the river. The detached 2 bay, 2 level barn offers extra storage space. There is a greenhouse perfect for gardening. With direct access to nearby VAST trails for winter recreation, this is a true four-season retreat. Visit the Okemo real estate today. Taxes are based on current town assessment.

This popular Sachem floor plan at the Okemo Trailside community is ready for new owners. Four bedrooms and two and a half baths across three levels, with a very recent remodel. It features a light, bright open floor plan, a beautifully updated kitchen with plenty of counter space and new appliances, a breakfast bar, a dining area with sliders off the deck, and a living room with a cathedral ceiling! The upper level features the primary bedroom, a remodeled private bath, and a small balcony for your morning coffee. Enter the completely finished lowest level, which includes three additional bedrooms, a full bath and laundry room. An air lock mudroom at the entrance stores your gear. The wraparound deck is roomy enough for outdoor entertaining. Okemo Trailside amenities include a heated summer pool, (new in 2025), and 2 tennis courts. Located on the private, on-demand, Trailside shuttle route with a very short drop-off to the Sachem Trail.

Back on the market and drastically reduced! Situated on the bank of the Black River at the edge of the Village Of Proctorsville is this three bedroom all ensuites, 5 bath log home. The Great Room boasts a local stone floor to cathedral ceiling wood burning fireplace where you can sit and relax after a day on the slopes. Then take in river views from the formal dining room. Also on the first floor is a primary ensuite. Upstairs the huge lofted area is the perfect spot to game, watch TV or just chillax. Two ensuite bedrooms with private decks to take in the view of Hawks Mountain Range and the Black River. The attached two car oversized garage has enough room for cars and toys. A little TLC and a couple finishing touches and this house will be dynamite.

This beautiful three bedroom plus family room townhome is quietly located bordering a woodland with long distance mountain views, and is serviced by a private shuttle that whisks you to and from the Upper Sachem ski trail to your door. An expansive mudroom with tile floor and cubbies leads out to your own exterior ski closet. The large custom kitchen includes wood cabinetry, stone countertops, stainless steel appliances including five burner gas range, hardwood floors, and a magnificent center island that accentuates the space. The hardwood floors flow into the living area, centered by a woodburning fireplace and highlighted by a cathedral ceiling. A slider off the living area leads to a covered deck overlooking the peace and serenity of the location. The primary suite includes bath with skylit whirlpool tub and glass enclosed shower. Two additional bedrooms and family room are located on the ground floor and include a full bath, sauna, and laundry room with updated washer and dryer.

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.