Ludlow Homes under $500,000

Welcome to Ludlow, Vermont—a picturesque gem nestled in the heart of Windsor County. Known for its stunning landscapes, vibrant community, and rich history, Ludlow offers a unique blend of small-town charm and outdoor adventure. With the majestic Green Mountains as your backdrop, this idyllic town is perfect for both nature enthusiasts and those seeking a serene lifestyle.

Ludlow is renowned for its proximity to Okemo Mountain Resort, making it a haven for skiing, snowboarding, and year-round outdoor activities. Whether you’re hitting the slopes in winter or hiking the lush trails in summer, Ludlow is a playground for all seasons. The town also boasts a delightful downtown area filled with quaint shops, cozy cafes, and local eateries, providing a warm and welcoming atmosphere.

For those looking to plant roots in this charming community, Ludlow offers an array of homes under $500,000. From cozy single-family residences to inviting townhouses, there’s something for everyone in this price range. Imagine waking up to the serene sounds of nature, with easy access to both recreational activities and community events.

Investing in a home in Ludlow means embracing a lifestyle that values connection, adventure, and tranquility. Whether you’re a first-time buyer, looking for a vacation getaway, or seeking a peaceful retirement spot, Ludlow’s real estate market has options that cater to your needs. Experience the beauty and charm of Ludlow, Vermont—your dream home awaits!

Newest Ludlow Homes under $500,000

$62,000

1 Baths ⋅ 5112398 MLS

This studio sleeps four with a Queen bed and a Queen sleep sofa. The galley kitchen is fully equipped. The full bath has jetted bath tub/shower. Enjoy the ambiance of a gas fireplace along with a nice view looking up the Jackson Gore Peak. A underground, heated parking spot along with access to all Jackson Gore amenities is included.

219 Qtr I V Jackson Gore Inn, Ludlow

193 Jackson Gore Rd Unit 618-620, Ludlow

$200,000

3 Beds ⋅ 3 Baths ⋅ 5112201 MLS

Experience the Ultimate Mountain Getaway! Escape to your own slice of paradise with this luxury three bedroom condo at the Jackson Gore Adams House. Perfect for winter enthusiasts and nature lovers alike, this cozy retreat offers everything you need for an enjoyable and entertaining getaway. Just steps away from the ski lifts, enjoy immediate access to slopes and breathtaking mountain views. One Mile from five-star golfing at Fox Run Golf Club. Minutes to shopping and fine dining in downtown Ludlow village. Located in the lakes region you are just minutes from picturesque lakes and waterfalls. This fully furnished three bedroom features an open layout with tasteful finishes, a cozy fireplace, and large windows that flood the space with natural light. Fully equipped kitchen with stainless steel appliances, granite countertops, & ample cabinet space perfect for preparing meals after a day on the slopes. A luxurious bathroom in the primary suite with a deep, jetted soaking tub, and modern fixtures for ultimate relaxation. Enjoy all the many resort amenities. Heated outdoor pool & hot tubs to unwind in style, soaking in the panoramic mountain views. State-of-the-art gym facilities. Friendly concierge staff ready to assist with all your needs, from restaurant reservations to activity planning. Dedicated indoor parking space and private storage for your gear and belongings. Perfect as a vacation retreat this property offers unmatched convenience and luxury with great rental potential when not using your time.

193 Jackson Gore Rd Unit 618-620, Ludlow

$67,000

1 Beds ⋅ 2 Baths ⋅ 5112027 MLS

Convenient Slopeside Location! Jackson Gore Inn, Unit 434 QIII. Quarter Ownership. This top floor residence has beautiful valley facing views. Unit B Features: one bedroom with king bed, queen sleep sofa and queen wall bed, full kitchen, jetted tub, fireplace, entertainment center. This unit sleeps six and includes 1 locker for year round use. Other features include a large master bath offering his and her sinks, gas fireplace in the living area and a fully-equipped kitchen. Convenient location to the Main Elevator and all the amenities in all four seasons!

434 Qtr. I I I Jackson Gore Inn, Ludlow

$69,000

1 Beds ⋅ 2 Baths ⋅ 5112026 MLS

Convenient Slopeside Location! Jackson Gore Inn, Unit 453 QIII. Quarter Ownership - thirteen deeded weeks per year. This one-bedroom slopeside residence has a top floor location featuring beautiful slope views! With a sleeper sofa and wall bed in the living room and a king bed in the master, this unit sleeps six. Conveniently located near the north elevator, with streamlined access to the Roundhouse and the Jackson Gore Courtyard. Other features include a large master bath offering his and her sinks, gas fireplace in the living area and a fully-equipped kitchen. The entry foyer provides extra space for all your gear. Unit B Features: 1 Bedroom with King bed, Queen sleep sofa, Queen wall bed, full kitchen, jetted bath tub, fireplace, entertainment center, sleeps six.

453 Qtr. I I I Jackson Gore Inn, Ludlow

421 Qiv Jackson Gore Inn Unit 421 Q4, Ludlow

$63,000

1 Baths ⋅ 5111651 MLS

Jackson Gore Inn, Unit 421 QIV - Wake up to views of the mountain trails and Jackson Gore base area. This top-floor studio overlooks the courtyard and slopes, offering one of the Inn’s best vantage points. A lofted sleeping area with a queen bed sits above the living space, while the main level features a open living area with queen sleeper sofa and propane fireplace, dining area, full kitchen, and a full bathroom with a jetted tub. Sleeping up to four, this inviting retreat is a comfortable place to unwind after a day on the mountain. Enjoy convenient access to the Inn’s amenities, including a year-round heated indoor/outdoor pool, sauna, hot tubs, owners’ lounge, access to the Spring House, underground garage parking, ski locker, on-site dining, and guest and owner services. Step outside to explore the slopes, Timber Ripper, Adventure Zone, and year-round activities in the Jackson Gore courtyard. When you’re away, the resort-managed rental program offers an opportunity to rent the unit and help offset ownership costs. Beyond Jackson Gore, enjoy all-season recreation in the Okemo Valley, along with some of the best dining, shopping, and golf that Vermont has to offer. Taxes are based on town assessment. Visit the Okemo real estate community today! ROFR

421 Qiv Jackson Gore Inn Unit 421 Q4, Ludlow

$95,000

2 Beds ⋅ 2 Baths ⋅ 5111106 MLS

Unit 246/248, Quarter I: Quarter ownership. Located on the second floor, convenient to the pool, fitness room and the ski base areas! Great two bedroom / lock-out capabilities. Unit J Features:2 Bedrooms, Sleeps eight, Lock out capability, King bed, Queen bed, Queen sleep sofa, Double sleep sofa, full kitchen, covered balcony, jetted bath tub, fireplace, entertainment center. Come and enjoy what Jackson Gore at Okemo has to offer year round !!

246/248 Qtr. I Jackson Gore Inn, Ludlow

$197,500

3 Beds ⋅ 3 Baths ⋅ 5110947 MLS

Enjoy the best of Jackson Gore living in this spacious 3-bedroom, 3-bath Adams House residence, ideally situated on the ground floor with beautiful slope views and a private deck. Designed for comfortable mountain living, the residence sleeps 10 and features two fireplaces, creating a warm and inviting atmosphere after a day on the slopes. Features include: Updated kitchen with stainless steel appliances, granite countertops and farm-style sink, spacious living room with queen sleeper sofa and fireplace, primary bedroom suite with king-sized bed, bathroom with jetted tub, fireplace, bedroom with two queen beds, washer and dryer, and the lockout side has a bedroom suite with a king-sized bed. Soak in the outside hot tubs after skiing or snow tubing. It’s a short walk to the Spring House to enjoy the spa or added exercise of swimming, a yoga class, or the weight room. Amenities include: indoor/outdoor pools, underground heated garage, use of the Spring House, Adventure Zone, and Mountain Coaster. Enjoy the comforts of true ski on/ski off lifestyle! Added Benefit: Qtr III owns 2 weeks at Christmas/New Years 2026-27!

625/627 Qtr. I I I Adams House, Ludlow

$52,000

1 Baths ⋅ 5110559 MLS

Jackson Gore Inn Unit 240 Quarter IV: Quarter Ownership. Enjoy your morning coffee with the rising sun. Views from this unit include overlooking the Spring House and up the Black River Valley with easy access to the elevators, laundry room, owners lounge and library. This is a handicap adaptive unit. 13 deeded weeks per year and includes some fabulous amenities to enjoy year-round. Unit A-Studio HCP Features: Sleeps four, Queen bed, Queen sleeper sofa, full kitchen, jetted bath tub, fireplace, entertainment center.

240 Qtr I V Jackson Gore Inn, Ludlow

$55,000

1 Baths ⋅ 5110556 MLS

Jackson Gore Inn Unit 240 Quarter II: Quarter Ownership. Enjoy your morning coffee with the rising sun. Views from this unit include overlooking the Spring House and up the Black River Valley with easy access to the elevators, laundry room, owners lounge and library. This is a handicap adaptive unit. 13 deeded weeks per year and includes some fabulous amenities to enjoy year-round. Unit A-Studio HCP Features: Sleeps four, Queen bed, Queen sleeper sofa, full kitchen, jetted bath tub, fireplace, entertainment center. Qtr 2 has both the Martin Luther King long weekend, plus the President's vacation week in 2027

240 Qtr I I Jackson Gore Inn, Ludlow

270/272 Qtr. I I Jackson Gore Inn, Ludlow

$105,000

2 Beds ⋅ 3 Baths ⋅ 5110078 MLS

Jackson Gore Inn Unit 270/272 Quarter II: This is a unique two-bedroom with 3 full bathrooms unit, conveniently located on the 2nd floor and close to the Round House! Come home for lunch with simple ski access! This 2 bedroom, sleeps ten with a King bed, 2 fixed Queen beds, Queen sleep sofa, plus a Double sleep sofa. A full kitchen, jetted bath tub, gas fireplace and 3 TVs. This qtr share includes both the Martin Luther King weekend in January along with the President's Vacation weekend in February.

270/272 Qtr. I I Jackson Gore Inn, Ludlow

$425,000

3 Beds ⋅ 2 Baths ⋅ 5109865 MLS

A TRULY PERFECT VERMONT FIND..ENCHANTED COTTAGE WITH RIVER FRONTAGE!! If you have been waiting for the perfect property to come along, this is it. Ideally perched overlooking the Black River, you will enjoy many recent updates and the long river frontage that provides easy kayak and small boat access to Lake Rescue without the upscale lake prices. During the recent renovation, nearly every room was touched. Some of the updates include; a new kitchen, cabinets and granite countertops, replacement windows, sheetrock and both bathrooms. This home brings back memories of spending summers on the water and sitting by the campfire or on the deck overlooking the water. This wonderful country cottage will provide a consistent relaxing environment but with the added updates, modern conveniences and visual appeal, this home is move-in ready. Conveniently located off Route 100N for easy access to skiing, golfing, restaurants, shops and much more...

1616 Rte 100n, Ludlow

$429,000

4 Beds ⋅ 3 Baths ⋅ 5108015 MLS

This classic old farmhouse radiates charm and captures the timeless spirit of Vermont living. Lovingly held by one family for over a century, this historic property perfectly balances privacy with exceptional convenience, sitting just over a mile from Main Street in Ludlow. The original home dates back to the pre-1900s, while a thoughtfully integrated 1970s addition introduces rich, Vermont-sourced barn beams into its architecture. Outdoor lovers will appreciate the perennial gardens, patio at the rear of home, two handy garden storage sheds, and direct frontage on Jewell Brook, the perfect spot to dip your toes in and unwind on warm afternoons. A sun-filled, three-season front porch with large windows leads to the kitchen, which has brand new appliances, and an adjacent full bathroom. This home offers three distinct and versatile common areas designed for relaxation and entertaining. The oversized living room serves as the heart of the home, anchoring the space with a wood-burning fireplace, real barn beam ceilings, and expansive windows that flood the room with natural light. Adjacent to the living room, an additional family room features exposed beams and skylights, opening directly onto a peaceful backyard patio. A separate dining room is situated just off the kitchen's other side. A spacious mudroom connects the garage with the living room and serves as the typical Vermont winter season entry, keeping outdoor gear neatly organized. The flexible floor plan accommodates main-level living with an ensuite bedroom on the ground floor. Upstairs, the home expands into two additional spacious guest bedrooms, one of which includes a convenient half bath. Adding to the property's immense potential is a two-car attached garage featuring an unfinished second floor, offering an ideal canvas for a future studio, home office, or guest suite.

291 Rte 100 S, Ludlow

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