Properties Near 141 Upper Crossroad Ludlow, VT

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Bixby House 640/642 Whole Ownership. This luxury two-bedroom, valley side home features fully-equipped kitchen with stainless steel appliances, tiled back splash, farm sink and granite counters. The cozy living room includes a dining area and gas fireplace. The tiled foyer entry provides storage for outdoor gear. Primary bedroom has a king bed and a spacious master bath with his and her sinks. Guest bedroom, with 2 queen beds, offers lock-out capability for separate rental opportunity. Enjoy convenient slopeside location at Bixby House, combined with the luxury amenities including an onsite owners' lounge, business center, private underground heated parking and access to the Spring House fitness center, heated indoor and outdoor pools, ice skating at the Ice House, slopeside hot tub and summer tennis. The only residences at Jackson Gore where homeowners can bring their furry four-legged friends along. Come see for yourself why slopeside living is so sweet at Okemo's Jackson Gore. This unit sleeps 8.
Slopeside at SouthFace Village Okemo! This may be the nicest one-bedroom condominium currently available on Okemo Mountain. Immaculate and barely used, it comfortably sleeps six and is offered fully furnished, move-in ready for your mountain escape. The interior features stylish quartz countertops, hardwood flooring, built-in shelving, and energy-efficient appliances. Ductless mini-splits provide air conditioning and reliable climate control, while neutral furnishings create a welcoming, comfortable vibe. Full compliance with the current fire and safety regulations, including a modern sprinkler system, provides security and rental readiness. SouthFace Village offers direct access to nearly 200 acres of private property for year-round recreation. Hike or bike Okemo's trails in the summer, and in the winter, step outside and hop on the Sunshine chairlift. Owners also enjoy access to a private pool and fitness center, perfect for relaxing after a day of adventure. If you're looking for the ideal retreat in the heart of Vermont's four-season playground, this condominium may be the perfect fit.
Enjoy the charms and privacy of a dead end road while being only five minutes from Jackson Gore at Okemo. This four bedroom home with two car garage and large basement has it all. Master suite above the garage gives privacy yet easy access to the rest of the home. Large slate entry has room for all your outdoor gear. Basement currently houses a pool table with room for even more toys or games. Quick access to both the VAST snowmobile and Catamount nordic trail systems. At the top of the Healdville trail you will find the fire tower with expansive views of the Okemo Valley. A fairly level yard and driveway allow for easy maintenance while a wooded area gives privacy and space for nature. The Generac generator will even kick on if you ever lose power. Come see all this location has to offer!
Chester Haven on a Quiet Dead-End Road. Tucked away in a serene neighborhood, this spacious 5-bedroom, 4-bath home offers over 3,400 sq ft of beautifully designed living space—perfect for both everyday comfort and grand entertaining. Located on a peaceful dead-end street, yet just minutes from the charm and convenience of Main Street, this property offers the best of both worlds. Inside, you’ll find an open-concept kitchen, dining, and living area that flows effortlessly onto a large deck—ideal for hosting gatherings or enjoying the quiet outdoors. Two oversized primary suites with private ensuites provide luxurious comfort for guests or multigenerational living. A standout feature is the expansive bonus room, currently outfitted as a professional recording studio with soundproofing—ideal for musicians, podcasters, or anyone in need of a creative or quiet workspace. Step outside to a private, tree-lined backyard with multiple decks perfect for relaxing or entertaining. A two-car garage adds convenience, while the whole-house Tesla battery ensures seamless comfort and peace of mind year-round. Whether you're entertaining a crowd or enjoying a peaceful evening at home, this one-of-a-kind Chester retreat offers space, versatility, and thoughtful features throughout. A wonderful value as a primary home or as a vacation home 2 families could share and still have privacy.
Okemo Village home located at the base of Okemo Mountain. This charming village farmhouse is a must-see! Nestled on desirable High Street, the welcoming sunroom/mudroom entry opens into a bright and cheerful kitchen. The formal dining room off the kitchen flows seamlessly into the living room, creating an inviting space for gatherings. The main level features two bedrooms, two spacious 3/4 bathrooms, and a convenient laundry area. Upstairs, you’ll find two additional bedrooms and a full bath. Hardwood floors throughout both levels add warmth and character. A large sunroom with a fireplace and glass slider doors overlooks the backyard, accented by perennial plantings. Conveniently located in the heart of Ludlow Village, this home is close to restaurants, shops, and Okemo Mountain. This is a great location for year-round nature enthusiasts, with nearby ski mountains, lakes, a golf course, hiking trails, and more. Visit the Okemo real estate community today. Taxes are based on the town assessment.
This charming renovated farmhouse being sold totally turnkey sits up above the Village of Ludlow on a country lot complete with a peaceful spot to sit by the brook. The current owners have picked up where the prior owners left off with some stylish updates and improvements. The main level of the home will welcome you with beautiful wood floors in the open living area with many spaces to sit and relax. Enjoy the heat of the gas fireplace, watch a movie, or work a little at the desk. The kitchen is an amazing gathering spot with the Vermont natural wood island, farmhouse table, and wraparound butcherblock counters for creating some tasty eats. The back mudroom has plenty of room for gear and a convenient washer and dryer and is next to an updated bathroom. Upstairs are three bedrooms including one very large one for slumber parties. The updated bathroom has a tub for soaking or a shower if you prefer. There is a central air-conditioning unit on this level for those Summer nights that are too warm for sleep. Everyone's favorite part of the house is the large covered porch complete with a sunken hot tub, seating in front of a wood-burning Vermont stone fireplace, and room to grill. Make you memories here! Plenty of parking in the resurfaced driveway. A quick drive to down the hill for dinner in the Village after a day on the slopes of Okemo. The owners have loved this property, but their busy family isn't enjoying it much anymore and they have successfully dabbled in rentals.
**Incredible Opportunity Awaits!** Escape to your dream getaway in this charming classic A-frame home, perfectly located in one of Vermont's most desirable areas. Ideal for both summer and winter enthusiasts, this property offers easy access to skiing, snowmobiling, golfing, and the vibrant life surrounding the lake, all right at your fingertips! Nestled on a tranquil wooded lot along a peaceful dirt road, you’re just minutes away from the bustling heart of Ludlow and the renowned Okemo Ski Resort. With convenient access to VAST trails and the serene Lake Pauline, adventure is always just outside your door! Step inside to discover a bright and airy open-concept living space, where natural light pours in through large windows and a sliding door that opens to a spacious deck with stunning views of Okemo Mountain. The main level features two cozy bedrooms and a bathroom, while a spacious loft upstairs provides additional living space for relaxation or entertainment. The lower level includes a separate one-bedroom apartment with its own entrance, perfect for guests or generating rental income. With two outbuildings for ample storage, this property is not just a home—it's a remarkable investment opportunity for both long-term and short-term rentals, making it an affordable gem in a prime location. Embrace the charm of this classic chalet-style retreat and create lasting memories in this enchanting escape! Don’t let this incredible opportunity pass by-schedule your viewing today!
Escape to mountain luxury with this fully furnished 1-bedroom, 2-bathroom condo located in the heart of the premier Okemo ski resort at Jackson Gore. Perfectly positioned just steps from the slopes, this stylish retreat offers the ultimate blend of comfort, convenience and year round adventure. The open-concept living space features a cozy gas fireplace and large windows with mountains views. The modern kitchen is equipped with stainless steel appliances with views to the mountain and living/dining area, making it both functional and inviting. The spacious primary suite includes 2 queen sized beds, generous closet space and an en-suite bath with a soaking tub. A second full bathroom adds flexibility for guests along with a Murphy bed. Enjoy full access to resort-style amenities including an indoor & outdoor heated pool, hot tubs, fitness center, ski lockers, underground parking and a 24-hour front desk. Dining, shopping and year round recreation are just steps away - skiing, snowboarding, hiking are all at your doorstep. Whether you're seeking a weekend escape, an income-generating property or a full-time mountain home, this condo offers it all in one unbeatable location. Turnkey and ready for your next adventure - Schedule your showing today!
Affordable Okemo Trailside 3 bedroom plus den end unit. In great condition and ready to be your ski get-a-way this season. Updates include kitchen, main level bathroom and a brand new wood burning fireplace installed in the Fall of 2025. On 2 levels, there is an open kitchen/dining/living area, bath and bedroom on the main level, 2 bedrooms, bath, laundry and a cozy den finish the lower level. The condo is nicely furnished, just walk in, light the fire and pour yourself a glass apres ski, for a warm relaxing evening. Walk to the Sachem Trail to enjoy the trails, and walk back for your down time. Trailside has a summer pool and tennis courts to get you here in the Summer months.
Motivated Seller! Rare opportunity to own this beautiful year-round Vermont Cape-style home! Only 5 minutes to Jackson Gore at Okemo. This updated and well-cared-for home has it all: hardwood floors, a cathedral ceiling, a finished basement with a kitchen, a covered rear porch, a mudroom, and a 2-car attached garage. Enjoy the backyard oasis, featuring an above-ground pool, a large CedarWorks playset for children, a fire pit, a Jamaica Cottage Shop shed, a poultry coop, and ample green space for your favorite activities. Just minutes to Okemo Mountain, Buttermilk Falls, VAST (snowmobiling trails), lakes, hiking trails, bike park, and numerous outdoor events: concerts, farmers' markets, and festivals. Living made easy with the rooftop solar array panels and the warmth of the pellet stove will help reduce your energy footprint while keeping utility costs low. This home checks all the boxes: space, sustainability, peace & quiet, and it's close to everything the area offers! The sellers had a new septic wastewater leach-field installed in October 2025. Don’t miss your chance to own a slice of Vermont tranquility at 491 Alpine Drive. Schedule your showing today!
Welcome to the Castle Hill Resort and Spa community! This well-maintained 3 bedroom plus loft upper-level end unit has over 2200 square feet of space and is just a short drive to skiing and Okemo Mountain Resort amenities. The tiled mudroom entry leads to bright open spaces including the kitchen with breakfast bar, as well as the dining and living areas accented by a cathedral ceiling and centered by a gas fireplace. A deck offering seasonal hillside views is accessed from the dining and living areas. The primary suite features a tray ceiling and includes a full bath with whirlpool tub, tile floor, and stone countertop as well as a walk-in closet. The main level guest room has direct access to a 3/4 bath with tile floor and heated towel bar. A separate family room with wet bar also has direct access to the bath. Laundry facilities and half-bath with stone countertop and tile floor complete the footprint of this bright and sunny unit. The upper level includes a bedroom with direct access to a 3/4 bath as well as a large loft that provides additional living and entertaining spaces. A private exterior ski closet located by the front door offers additional storage space for skis and boards. Come enjoy the exceptional location of this luxury community, offering access to the Castle Hill spa and amenities, including heated outdoor pool and hot tubs, tennis courts, and fitness facilities and just a short drive to all the Okemo and Ludlow village amenities.
Welcome to Okemo's iconic roundhouse. While not completely round, this distinctive home is only about 1,200' from the main base area - an easy walk even in ski boots. It is all about location! You will find 3+ bedrooms, 2 full baths, a sauna, and hardwood floors in the common areas. The wrap-around deck provides views of Okemo ski trails and is great for outdoor entertaining. The mudroom has a slate floor and lots of space to keep your snow gear. The bonus room has a pellet stove and can be your second living room. The main living room has a gas fireplace/stove that adds ambiance to the home along with the great natural light from the windows. The kitchen has a lot of cabinetry and the dining area flows from the kitchen to the living room. The lower bath offers a large whirlpool tub and a sauna for relaxing after a day on the mountain. Come see one of the most affordable houses that is this close to the trails. Visit the Okemo real estate community today. Taxes are based on the current town assessment.
Enjoy big Okemo views from this charming three-bedroom, two-bath home tucked on a quiet dead-end street just minutes from Okemo Mountain and downtown Ludlow. A spacious mudroom welcomes you inside — perfect for storing skis and gear after a day on the slopes. The bright and inviting living room features large windows that fill the space with natural light and a wood-burning fireplace for cozy winter evenings. Step out onto the expansive deck with a hot tub and take in sweeping views of Okemo and the surrounding mountains. Whether you’re looking for a comfortable year-round home or a vacation getaway, this property offers the ideal blend of privacy, convenience, and Vermont charm. Visit the Okemo real estate community today. Taxes are based on current town assessment.
Walk to the Sachem Trail from this recently remodeled, warm and charming, 2 bedroom, 2 bath, 2 level condominium. Easy maintenance with an open floor plan (kitchen, dining and living room with wood burning fireplace and slider to the deck). Updates include: new kitchen cabinets, granite countertops, wood plank flooring, carpet, and paint. The new bathrooms have large format tiling and frameless glass showers. The building has all new siding, decks, windows and doors, ensuring years of headache free usage. Current special assessments are paid. Make this your 4 season happy place while skiing/boarding inn the winter months and enjoy the tennis courts and heated outdoor pool in the summer months.
This warm and welcoming home combines classic charm with practical comfort, offering cozy spaces that invite you to unwind and make yourself at home. There’s so much to love here—from the spacious layout and warm interior touches to thoughtful features like the heated driveway and sun-filled rooms.The sun-drenched kitchen features white cabinetry, stainless appliances, and a spacious breakfast bar that flows easily into the open dining area. Off the main living space, a wall of sliding glass doors opens to an expansive sunroom with peaceful wooded views and a cozy wood stove—ideal for year-round relaxation. Upstairs, you’ll find generously sized bedrooms with natural light and charming angled ceilings. A partly finished lower level adds even more flexibility, whether you’re dreaming of a home office, game room, or guest suite. Practicality meets possibility with a large attached two-car garage, a covered carport, a roomy workshop area, and a heated driveway—a true winter luxury that means no more shoveling after snowstorms. The convenient first-floor laundry room adds to the ease of everyday living. This property offers a rare combination of privacy, space, and proximity to skiing, golfing, lakes, and all that Ludlow has to offer.
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!
Here is YOUR RARE OPPORTUNITY to own a private piece of sought after Belmont, Vermont. A tree lined country road leads to this home on TEN acres of forested mountain solitude. All this, just minutes from Okemo Mountain Resort, Ludlow Lakes Region and Ludlow Village. A short drive to Bromley and Stratton Mountains and Killington Resort. The quaint Vermont Village of Weston with The Weston Play House and The Vermont Country Store is just over the hill. Direct access to VAST Trail System is out the front door. The land is surrounded by centuries old stone walls and private trails meander through the property, perfect to forage for ramps, fiddle heads and mushrooms. The home offers 2 bedrooms, 2 bathrooms and a newly renovated KraftMaid kitchen with Premier Pro Series 6 burner propane stove. Natural light fills the expansive living room through large windows. Vaulted ceiilings and exposed beams enhance the spaciousness. When the fall colors leave and the snows fall, choose your source of warmth from the glass front pellet stove fireplace insert, the woodstove that opens in front to view the fire, The Rinnai stove or the propane furnace. The location, the land and the home offer year round comfort, recreation and peaceful enjoyment. Plus...Should the power go out your enjoyment is secure with the Kohler automatic whole house propane generator. Do we have your attention yet?
If royalty is how you'd like to be treated then you've found your Castle. This two bedroom condominium is located at the Castle Hill Resort and Spa with amenities that any king and queen would appreciate. Just 3 miles to Okemo and all Ludlow has to offer. And around the corner from charming, vibrant Proctorsville Green. With two bedrooms, a den, and lock out capabilities, you'll have plenty of space and rent flexibility. In the kitchen you'll appreciate granite counters and newer appliances. Enjoy hardwood floors in the open kitchen and dining areas. The gas fireplace will keep everyone cozy after a long day on the slopes. The primary en-suite has a walk-in closet, custom tiled shower, jetted tub and dual vanities with granite tops. The second bedroom is en-suite and has a den which can be locked out and rented on it's own. The unit has central air-conditioning for year-round comfort. Relax by the pool, soak in the outdoor hot tub, play tennis or work out in the gym at the Aveda Health Spa. Just around the corner is the quaint village of Proctorsville, the quintessential Vermont town! Home to Singleton's Store, Outer Limits Brewery and Murdock's Restaurant on the Village Green which hosts concerts Wednesday evenings in the Summer. A perfect setting for your Vermont getaway!
Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline. Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and include a spacious eat-in kitchen, full bathroom, partial concrete basement, replacement windows, and a recently installed oil tank. The detached one-car garage provides convenient storage for your kayaks, paddleboards, and other lake toys. This property offers a spectacular location less than two miles from Okemo Mountain. Whether you’re roasting marshmallows by a lakeside campfire in summer or playing board games by the warmth of the stove on a snowy day, this home invites year-round enjoyment. Importantly, the home was unaffected by recent flooding and comes with an elevation certificate confirming it lies outside the flood plain. This property is being offered "AS IS".

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