Properties Near 145 Main Street Ludlow, VT

Location, location, location! This recently built 320 sq. ft. tiny house sits on 2.34 stunning acres framed by majestic white birch trees, wooded privacy, and a partial view of Okemo Mountain. Completed in 2024, the home features an open floor plan with warm pine walls, a cozy combined living/bedroom area a functional kitchen, a ¾ bath, and an additional 128 sq. ft. bonus loft—ideal for extra sleeping space or storage. This is a turnkey, successfully cash-flowing Airbnb property, making it an appealing option for investors or those seeking a flexible Vermont getaway. Major utilities are already in place, including a 5+1 septic system, drilled well, 200-amp electric service (100 amps to the home), fiber-optic internet, a gravel driveway, and a storage shed. Offering exceptional versatility, you can: • Live in the tiny home while building a larger residence • Generate income by continuing Airbnb use • Enjoy it as a peaceful, low-maintenance retreat Ideally located, less than 4 miles from Ludlow—close to Okemo Ski Resort, restaurants, boutique shops, golf, fishing, and hiking—and a short drive to the Weston Playhouse and Vermont’s scenic Lakes Region.

Welcome to Miner's Knoll, a 3 bedroom, 2 bath home on .95 +/- acres with large deck overlooking the Jewell Brook with a full size, detached two car garage and paved driveway. This turn key property is being sold with furniture and dishware, utensils, etc. and has been used as a successful short-term rental by previous owner and also occupied as a full-time residence. Vt state approved septic system and town water make this an attractive option for an affordable ski house, investment property or year-round home. Close to Okemo and the Lake Region, Weston Playhouse and several ski mountains for year-round seasonal fun!

Priced to sell! Discover your Vermont getaway with this charming 3-bedroom, 2-bath home just minutes from Okemo Mountain Resort in Proctorsville Village. Ideal as a low-maintenance vacation retreat or full-time residence, this well-kept home on .26± acres combines comfort and convenience in one of the most desirable areas of the Okemo Valley. Enjoy a spacious living room and bright eat-in kitchen with breakfast nook, and a wonderful enclosed breezeway—the perfect spot to relax or entertain in 3 seasons. The primary bedroom and living room offer generous space, while the two-car garage provides workshop and storage space off the paved driveway. Outside, enjoy mountain views and a deep yard with room to gather, garden, or play. From your doorstep, walk to Proctorsville Village for local dining, the iconic Singleton’s General Store, or the nearby elementary school. Whether you’re hitting the slopes at Okemo, golfing at Fox Run Golf Course, or simply enjoying Vermont’s four-season beauty, this property is a rare opportunity to own an affordable ski home in one of southern Vermont’s most loved destinations. Move-in ready and waiting for your next adventure.

A Village Gem with Endless Possibilities! This spacious home sits on an exceptional 2.29-acre lot right on the edge of Ludlow village. You’re just a short stroll from local restaurants, charming shops, and the bustling farmers market, giving you the perfect blend of small-town convenience and private, expansive outdoor space. With three levels and five bedrooms, there's plenty of room for family and guests. The home features classic hardwood floors, a convenient walk-in pantry, and a screened-in porch perfect for enjoying quiet mornings. A second side porch offers a lovely spot to relax outdoors. The property includes several valuable updates, such as a tankless water heater and a new oil tank. The detached two-car garage is in good condition and provides excellent space for vehicles or storage. While some repairs and vision are needed to bring it to its full potential, this home is a fantastic opportunity. Imagine the possibilities: a welcoming family home, a comfortable ski retreat, or a lucrative rental property. The beautiful, open lot provides ample space for outdoor activities, and with a little work, the existing outdoor pool with a Trex deck could become a centerpiece for summer fun. This is your chance to create something special in a highly sought-after location.

Location, Location, Location...Large families and investors take note. This classic colonial located on the corner of Main Street and Twenty Mile Stream Road is ready for the next family to enjoy or use for rental income. This was the family's gathering house for 55 years, and now it could be yours. There are 6 bedrooms, a woodstove/fireplace, mudroom, 1 car garage/workshop, and bonus space on the third floor and above the garage. The 2 story bay windows make an architectural statement and the lower one has a wrap-around window seat. With a standing-seam metal roof and vinyl siding, this is an easy-to-maintain exterior. This home will need some updating and will be sold fully furnished. Located less than 5 miles from Okemo Resort and walking distance to the famous Singleton's General Store and the town green where the bus stop is located. The green also hosts a summer concert series, and Murdocks Restaurant.

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.

Step back in time with this charming brick Colonial home, built in 1830 and beautifully situated in the heart of Proctorsville Village. Rich in history and character, this residence offers the perfect blend of classic New England architecture and convenient village living—just steps from shops, schools, restaurants, and the village green that adds to its timeless charm. The main level welcomes you with a traditional layout featuring a spacious country kitchen, a formal dining room, and a large living room ideal for gatherings. A full bathroom on this level adds modern comfort and convenience. Upstairs, you’ll find four inviting bedrooms and a three-quarter bathroom, providing ample space for family and guests alike. The third level offers attic space that has the potential to become additional living space. Enjoy the best of Vermont’s four seasons from this ideal location—just a short drive to Okemo Mountain Resort for skiing and snowboarding, nearby hiking and biking trails, scenic rivers and lakes for summer adventures, and local golf courses for leisurely afternoons. This is the perfect location just to catch a concert on the green or cross the street for a cup of coffee. Whether you’re seeking a primary residence, a vacation getaway, or a piece of Vermont history, this Cavendish Village gem offers warmth, character, and endless potential in a quintessential small-town setting.

Jackson Gore Village at Okemo Mountain Resort. Jackson Gore Inn Quarter Ownership, Unit 331- 333, QII. Beautiful views of the slopes from the living area. This three-bedroom unit offers lockout capabilities, making it a great option to rent one side and use the other. Features include a full kitchen, three bedrooms, a washer/dryer, two gas fireplaces, and a private balcony overlooking the Jackson Gore courtyard and base area. Accommodating up to 12 guests, this condo is ideal for family gatherings and entertaining friends. Positioned right at the heart of the action, Jackson Gore ensures you enjoy direct slope access, complemented by the convenience of your personal ski locker and secure underground heated parking garage. Indulge in the resort's premier amenities, with full access to the Spring House, including a heated outdoor pool, fitness center, hot tubs, sauna, and more. Whether you're a winter sports enthusiast or seeking year-round adventure, Okemo provides it all. From skiing in the winter to pristine lakes in the summer, hiking trails, local shopping, festivals, and a diverse dining scene – your every desire is met. Seize the opportunity to own a slice of this alpine haven, where luxury, convenience, and endless recreation converge. Live the resort life, every season, every day! Visit the Okemo real estate community today. ROFR

Downtown Ludlow Convenience - Welcome to Mill #210, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of being steps from shops, dining, and village amenities while still feeling tucked away. With a proven rental history, this home offers excellent rental potential as well as a perfect Vermont retreat. Visit the Okemo real estate community today. Taxes are based on the town assessment.

Jackson Gore area of Okemo– Adams House Quarter Share Ownership, Unit 625/627 Quarter III. Enjoy slopeside living with mountain views in this three-bedroom, three-bathroom condominium with just over 2000 square feet of living space. Located within The Adams House at Jackson Gore on Okemo, offering direct slope access. Enjoy luxury living with full access to The Spring House, which offers an indoor and heated outdoor pool, fitness center, and spa. Other amenities include underground parking, slopeside hot tub, and conveniently located ski lockers, just to name a few. This great open floor plan features a fully equipped kitchen, jetted bathtub, gas fireplace, and lock-out capabilities. This floor plan sleeps 10 with 2 kings, 2 queens, and a queen sleeper sofa. Ownership allows you 13 set weeks a year with the opportunity for additional bonus weeks and RCI membership. Okemo is the perfect choice for year-round fun, including a picturesque lakes region, mountain biking, local shopping, dining, and more! Visit the Okemo real estate community today. ROFR

Great location on the top floor of Adams House! This three-bedroom residence sleeps 10 and has a deck and windows on all three sides, giving you not only super slope views but also panoramic views! 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, extra large foyer, and the lockout side has a bedroom suite with a king-sized bed and washer/dryer. 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! Qtr. III offers 2 weeks ownership over Christmas/New Years in 2025-26 season.

Jackson Gore on Okemo Unit 342/344 Q IV quarter ownership. Come enjoy true slopeside living for a fraction of the cost of a traditional condo. This 3 bedroom - 3 bath suite with lock-out, features applianced kitchen, a balcony with valley views, 2 fireplaces, living area, dining area, and laundry. The king suite lock-out is like a luxury hotel room while the other side has living spaces and 2 bedrooms. You can sleep up to 12 people. Use one side and rent the other, use both sides, or rent both sides. Bonus time is available if using Okemo as your rental agent. Other amenities available all year long are a private ski locker, indoor/outdoor pools, hot tubs, fitness facilities, tennis, valet parking, access to RCI, sauna, steam room, and playgrounds. Jackson Gore is known for year-round activities like concerts, festivals, Adventure Zone with roller coaster and ropes course, disc golf, hiking, snow tubing, and of course, skiing! Visit the Okemo real estate community today! ROFR

Charming and well-maintained 3-bedroom, 2-bathroom manufactured home on leased lot in a peaceful 55+ community. This inviting home features an open concept layout, high ceilings, and is filled with natural light pouring in through multiple skylights, creating a bright and airy atmosphere. Step outside to a new deck with an awning—perfect for enjoying warm summer days. The fenced yard is great for pets or gardening and includes a garden shed for extra storage. The roof was replaced just two years ago, providing added peace of mind. Conveniently located just minutes from Okemo Mountain and Fox Run Golf Course.

Adams 705/707 Quarter IV: Quarter ownership. This top floor, 3 bedroom unit is in a wonderful location with magical mountain views up the Jackson Gore Peak! This is a lockout condominium with two bedrooms on one side and one bedroom on the lockout side with incredible ski access. The large Primary Bedroom boasts a King sized Bed, a fireplace and beautiful en-suite bathroom. The second bedroom has a Queen sized Bed with a full bathroom in the hallway. The lockout side has two Queen Beds and a full bathroom. The lockout capability gives you opportunities to rent out one side, the other or the whole! Fully equipped with two gas fireplaces one in the master suite and one in the living area, a washer and dryer, granite counter tops and a farm sink in the kitchen, and a two person jetted tub in the master bath. Amenities include: two outside slope view hot tubs, Indoor Lockers, the Spring House with inside pool and weight room, the Ice Skating Rink, on-site Restaurants, the Waffle House, Snow Tubing, Tennis, outside pool and hot tubs at JG, the Adventure Zone, Outdoor Summer Concerts, and Ski School. There is hiking out your door and mountain biking and golfing closeby. Imagine skiing in the morning, coming home for lunch and relaxing by the fire with your family in the afternoon after your tubing and hot tub! This is a must see and ready for your family to create amazing lifetime memories! Comfortably sleeps 10!

Jackson Gore Inn Unit 444/446 Qtr. III Quarter ownership. E-Loft. This 2 BR with Loft, 3 BA, lock-out style, valley view, unit sleeps 10. In addition to the extra natural light the cathedral ceiling brings into this residence, this top floor location ensures your relaxation after a busy day enjoying all the resort and community amenities. There is a king bed with bath in the primary suite, a queen bed in the loft, a queen sleeper in the living room plus another full bathroom off the kitchen. The lock-out unit with 2 queen beds and private bath offers additional flexibility for both family and rental use. Rental information is available. With a fully equipped kitchen, gas fireplace, and jetted bathtub, this residence will be a wonderful home away from home during your Vermont getaway.

Jackson Gore Inn 225/227; Quarter II: Great Location with Deck off the living area with spectacular views of Jackson Gore slopes, overlooking the fire pit and courtyard! Two bedroom lockout design with plenty of room sleeping 10. Cozy and Comfortable open concept living, dining and kitchen. The lockout gives you flexibility for renting and privacy. Convenient elevator access to the pool, daycare and owner lockers. Come and make memories here at Jackson Gore! Unit F Features: Sleeps ten, King bed, 2 fixed Queen beds, Queen sleep sofa, Double sleep sofa, full kitchen, jetted bath tub, fireplace, entertainment center.