Ludlow Real Estate

Welcome to Ludlow, a charming town nestled in the heart of Vermont's Windsor County. Ludlow is a picturesque New England town known for its stunning natural beauty, vibrant community, and endless opportunities for outdoor adventures.

Located in the scenic Green Mountains, Ludlow offers residents and visitors alike a unique blend of small-town charm and modern amenities. Whether you're exploring the quaint downtown area with its boutique shops and cozy cafes or hitting the slopes at the nearby Okemo Mountain Resort, there's always something exciting to do in Ludlow.

In addition to its natural beauty and recreational opportunities, Ludlow boasts a rich history and a strong sense of community. From local festivals and events to community organizations and volunteer opportunities, Ludlow is a place where neighbors come together to support one another and celebrate all that this special town has to offer.

If you're looking to make Ludlow your home, you'll find a variety of real estate options to choose from, ranging from historic New England homes to modern mountain retreats. Whether you're seeking a cozy cabin in the woods or a spacious family home with mountain views, Ludlow has something for everyone.

Come discover the magic of Ludlow and experience the best that Vermont living has to offer. Join us in this vibrant community and make Ludlow your own slice of New England paradise.

Newest Listings in Ludlow

$675,000

3 Beds ⋅ 2 Baths ⋅ 5109264 MLS

Edelweiss Road is a desirable neighborhood on Okemo Mountain. This charming three-bedroom, two-bath home offers a convenient location just minutes from Okemo’s main base. With the V.A.S.T. trail nearby and incredible snowshoeing out your door this location offers year-round recreation. Set on just over one acre, the property provides a peaceful mountain setting while keeping you close to skiing, hiking, biking, and other seasonal activities. Pass through the oversized mudroom on the ground level and you’ll find a comfortable family room with a woodstove, creating a cozy gathering space after a day on the slopes. This level also includes a bedroom and ¾ bathroom. Upstairs, the open-concept living area features a propane woodstove, an updated modern kitchen, with access to a large front deck. Down the hall are two additional bedrooms and a full bathroom. With three bedrooms, two baths, two stoves, and over an acre of land, this home offers an inviting Vermont retreat in a highly desirable Okemo location. Outside you'll find a hot tub and a tool shed to store bikes or other toys. The real hidden upside is the attic which is ready for a future expansion. Just a short drive to Ludlow Village, you’ll also have easy access to local shops, restaurants, and amenities. Whether you’re looking for a ski getaway, year-round home, or Vermont escape, this property is ready to enjoy.

148 Edelweiss Rd, Ludlow

$1,250,000

4 Beds ⋅ 5 Baths ⋅ 5109132 MLS

Experience the ultimate mountain lifestyle in this turnkey, beautifully remodeled three-level townhome. Located just steps from the Lower Sachem Slope, this property offers a seamless blend of winter convenience and summer relaxation. Step inside through the practical air-lock mudroom, designed to keep the winter chill out and ski gear organized. The main living level boasts an open-concept dining and living area framed by soaring cathedral ceilings, rich wood flooring, a classic wood-burning fireplace, and walls of windows that flood the space with natural light. The brand-new kitchen is fully updated and ready for entertaining. From the living room, step out onto a spacious, private deck nestled in a peaceful wooded backdrop. The private primary suite encompasses the entire top floor, offering a quiet en-suite sanctuary. The lower level features three additional well-appointed bedrooms, full bathrooms, and dedicated laundry facilities, perfect for hosting family and guests. After a day on the slopes, unwind by lighting a fire, soaking in the private hot tub, or relaxing in the sauna. In mint condition and fully prepared for the upcoming ski season, this exceptional mountain retreat is ready to enjoy from day one.

88 N Village Rd Unit 1, Ludlow

$625,000

3 Beds ⋅ 3 Baths ⋅ 5108753 MLS

This townhome is located on Lake Pauline at the end of a quiet road and with winter fast approaching, only minutes to the Jackson Gore base area at Okemo Mountain. With recent upgrades this unit is move in ready and is being offered fully furnished. Enjoy the fall foliage while kayaking on this peaceful lake or simply relax in a lounge on the large deck overlooking the shoreline and lake views. The (3) levels consist of a private master suite upstairs....an open living, dining, kitchen area on the main floor with vaulted ceilings, fireplace and sliders to a private deck with hot tub and a lower level walkout with (2) additional bedrooms, family room, laundry area and recently upgraded full bath. On nearly two acres, there are only (2) buildings and a total of (4) townhomes within this unique "Lakeside Pines" community.

145 Spruce Ln Unit #3, Ludlow

$1,250,000

5 Beds ⋅ 4 Baths ⋅ 5108626 MLS

Enjoy the best of both worlds at this country home. So close to the slopes of Okemo 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.

28 Mountain View Dr, Ludlow

$315,000

5108245 MLS

Build Your Vermont Dream Retreat Set within a private gated community just outside the charming village of Ludlow, this exceptional building lot offers a rare opportunity to create your own Vermont retreat. Ideally located just five miles from Okemo Mountain Resort, the property combines peaceful privacy with convenient access to world-class skiing, dining, shopping, and year-round recreation. Nestled at the end of a private road, the lot offers beautiful potential views of Okemo Mountain, with thoughtfully cleared areas capturing spectacular sunsets throughout the year. Whether envisioning an elegant mountain getaway or a full-time Vermont residence, this setting provides the ideal canvas for your dream home. A wastewater permit is already in place, and electric service is conveniently located at the end of the driveway, providing an excellent head start for future construction. Enjoy the best of Vermont living, seclusion, mountain views, stunning sunsets, and proximity to Ludlow and Okemo, all from this exceptional homesite. Wastewater Permit: WW-2-1-4950-3 Annual Community Fees: $1,500 Private Road | Gated Community | Approximately 5 Miles to Okemo Mountain Resort

000 Hemlock Hill Rd, Ludlow

$1,499,000

4 Beds ⋅ 5 Baths ⋅ 5108128 MLS

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.

45 Trailside Rd, 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

$210,000

3 Beds ⋅ 3 Baths ⋅ 5107815 MLS

Jackson Gore Penthouse | Top-Floor Luxury with Spectacular Views JG 447III: Sunny and spacious, this exceptional Jackson Gore Penthouse occupies the top floor above the Round House and offers an enviable location with spectacular views of the courtyard, lifts, and surrounding slopes. The expansive primary suite features its own fireplace, creating a warm and inviting retreat after a day on the mountain. The generous open-concept living and dining area provides the perfect setting for gathering, relaxing, and entertaining, complete with a second fireplace and plenty of comfortable space for family and friends to include two covered balconies. Sleeping up to 10 guests, this well-appointed penthouse is ideal for memorable ski vacations in every season. A washer and dryer add convenience to this impressive mountain getaway. Qtr III includes 2 weeks at Christmas/New Years. Unit H Penthouse Features: 3 Bedrooms, sleeps 10, King Bed, 2 Queen Beds, 2 Queen Sleep Sofas, full kitchen, breakfast bar, jetted bath tub, washer/dryer, 2 fireplaces, 2 covered balconies, entertainment center.

447 Qtr. I I I Jackson Gore Inn, Ludlow

$639,900

2 Beds ⋅ 2 Baths ⋅ 5107692 MLS

Welcome to your ultimate slopeside retreat at Kettlebrook! This beautifully updated, two-level condominium offers a rare opportunity to own in one of the mountain's most desirable communities. Boasting two bedrooms and two full bathrooms, this immaculate property is in great condition and stands fully prepared for the upcoming 26/27 ski season.The thoughtful two-story layout maximizes both comfort and privacy. On the main level, you will find a bright, open-concept kitchen, living, and dining area perfect for entertaining. The main floor hearth is currently being converted to a hassle-free propane fireplace, promising effortless warmth on chilly winter nights. This level also features a sunlit bedroom and a convenient full bathroom.The lower level serves as a private oasis, offering a second spacious bedroom and another full bathroom. This separate living space makes the property ideal for hosting guests or family members. Flooded with natural light, the home provides a cozy sanctuary in the winter and a bright, airy escape during the summer months.Location is everything with this premium mountain home. You are situated just steps from the ski trail for true slopeside convenience. Additionally, a short drive brings you right into the charming village of Ludlow, giving you quick access to local restaurants, shopping, and groceries. Do not miss your chance to secure this turnkey mountain gem.

100 Kettlebrook Rd Unit E4, Ludlow

$799,000

6 Beds ⋅ 4 Baths ⋅ 5107270 MLS

Welcome to Chapman House - a truly unique historic home with room for many friends and family. This property has been very fortunate to have owners who have consistently cared for and improved this amazing place. The current owners have added safety features including sprinklers and detectors and fire pulls with a system panel. These updates have allowed them to share this Victorian with others as a successful rental property for large groups. There is more rental potential with some marketing. The main floor includes the kitchen, a breakfast area, a dining room that seats many, a tv room, a game room with an air hockey/pool table, a laundry room/half bath, a space for throwing darts, and best of all the tavern in the back with its own bar, tv, and a brick hearth for a potential propane or electric stove or fireplace. The side door from the bar area leads to a deck for grilling and chilling and relaxing outside. The second floor has four bedrooms and two bathrooms with the ability to connect two bedrooms for a suite. The third floor which can be locked off as an owners' area or if there is a smaller rental group has two large bedrooms, a bathroom with a shower, and a cozy area to gather in the tower for conversation or a board game. Egress doors are on both the second and third floors for safety. Okemo is a quick drive up the access road and shuttle access this season may be possible too. Great food is just next door or a short walk into town opens up more possibilities for food and cocktails. Tapper is a town-maintained road and there is plenty of parking. The exterior painting is almost finished and some interior painting is on the schedule. Property is being sold turnkey. Information on the rentals and management are available by request. Road frontage noted is for Pond Street and does not include Tapper. Square footage measurements are a combination of public information and measured.

21 Tapper St, Ludlow

$850,000

5107225 MLS

Welcome to this versatile and well maintained mixed-use property offering three-unit potential in an excellent in town location, just minutes from the mountain. The property currently features two beautifully updated residential apartments plus a commercial office space, with the potential to convert the commercial space to a third residential unit, offering even greater income potential. The two existing apartments are in excellent condition and move in ready. The lower level apartment features two bedrooms, including a primary with an ensuite bath, and has been completely updated with quality finishes. The additional one bedroom apartment is also nicely updated and offers comfortable, turnkey living. The building itself has been extensively renovated over the years, with improvements made from the ground up, providing a solid foundation for an owner occupant or investor. Live in one unit while renting the others, use the property as a full investment, or explore the possibilities of creating a third residential unit. With its convenient in town location, proximity to the mountain, local amenities, and strong income potential, this property offers flexibility and opportunity in one attractive package. Come take a look at this gem and discover the possibilities!

110 Main St, Ludlow

$400,000

5107106 MLS

Discover your future Vermont sanctuary at 50 North Ridge Road. Spanning an impressive 20.33 acres, this stunning parcel offers the perfect canvas for your dream homestead project. Tucked away off a private road, the property's driveway leads you to approximately one acre of cleared land. This site is exceptionally well-prepared, boasting a 5-bedroom wastewater permit and an active building permit for a 2-bedroom, 2-bathroom residence. Explore the historic farmer's trail that meanders through the acreage, or simply take in the beautiful local views right from your build site. Located just minutes from the heart of Ludlow, you’ll enjoy seamless access to charming boutiques, local dining, and the region's picturesque lakes while maintaining total seclusion. With the groundwork already laid, this exceptional lot is shovel-ready for you to plant your roots in the vibrant Ludlow community.

50 N Ridge Rd, Ludlow

Start Your Search

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .