$150,000 $53 per sq.ft. Ludlow VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2838  |  Acres: 0.26
Thursday Jul 9, 2026
Description: Bring your vision and unlock the potential of this classic village property, ideally located on a quiet cul-de-sac within walking distance of Ludlow's restaurants, shops, parks, and year-round community events. Offering a 4-bedroom wastewater allocation, four bathrooms, and a top-floor apartment with its own private fire escape, this versatile property presents a variety of possibilities for residential, investment, or mixed-use living (subject to applicable approvals). The building is fully sprinklered and features handicap-accessible ramps, with a flexible floor plan that can easily adapt to a range of needs. The property previously experienced flooding, and portions of the lower-level walls have been removed as part of the remediation process, providing a head start for future renovations. At the end of the cul-de-sac, a pedestrian bridge crosses the Black River, adding to the neighborhood's charm and convenience. Outdoor recreation is just minutes away, with Okemo Mountain Resort less than two miles from the property and mountain biking trails approximately one-half mile away. With its prime village location, generous layout, and tremendous potential, this is an excellent opportunity for buyers ready to restore and reimagine a well-located property. Being sold "as is". Visit the Okemo real estate community today. Taxes are based on town assessment. See MLS Property & Listing Details & 60 images.

Under Contract Ludlow VT Home for sale $$455,000 $216 per sq.ft.

$455,000 $216 per sq.ft. Ludlow VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2205  |  Acres: 2
Friday May 22, 2026
Description: Nestled between Okemo Mountain and the lakes region, this inviting 5-bedroom home sits on 2 peaceful acres framed by mature trees and an expansive open yard. Filled with warmth and character, the home is a charming reminder of simpler times, offering large sun-filled rooms and generous gathering spaces throughout. At the heart of the home is the open kitchen and family room, where a cozy wood stove creates the perfect setting for relaxing with family and friends. French doors lead to a spacious deck overlooking the beautiful backyard, an ideal spot for morning coffee, summer entertaining, or simply enjoying the peaceful surroundings. The home features five bedrooms, beautiful wood floors rich with history and character, and recent improvements including a newly replaced septic tank by the current owner. With its timeless appeal, spacious layout, and wonderful setting, this property presents an exceptional opportunity to restore and elevate a classic Vermont home to its next chapter. See MLS Property & Listing Details & 56 images.

$525,000 $245 per sq.ft. Ludlow VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3010  |  Acres: 4.5
Friday Jul 31, 2026
Description: Welcome to your private country oasis. Nestled in a serene and peaceful setting, this pretty, two-level country home perfectly blends rustic charm with modern convenience. As you step inside, you are immediately greeted by an inviting open-concept living, dining, and kitchen area designed for seamless everyday living and effortless entertaining. This home features a magnificent stone wood-burning fireplace, ideal for warming up on crisp Vermont evenings. On warmer days, you will enjoy air conditioning. Vaulted ceilings with exposed wood beams enhance the spacious, airy feel while preserving that quintessential country warmth. The thoughtful architectural layout offers maximum flexibility, with bedrooms and bathrooms conveniently located on both levels. The lower level is dedicated to a spacious and private primary bedroom suite, serving as a peaceful retreat complete with direct, walk-out access to the yard. Upstairs and downstairs, the home delivers a true country feeling, making it easy to relax and unwind. Step outside to enjoy the beautiful covered back deck, the perfect spot for morning coffee, evening dining, or simply listening to the sounds of nature. The home sits on a nice open yard that offers abundant space for outdoor recreation, gardening, or lawn games. Adding to the utility of the property is a detached two-car garage, providing excellent storage for vehicles, ski gear, and outdoor equipment. Location is everything, and this property puts the best of the region right at your fingertips. You are just minutes away from world-class skiing and riding at Okemo Mountain Resort, championship golfing, local boutique shopping, and diverse dining options. Plus, the nearby lakes region offers endless summer boating, swimming, and fishing. Whether you are looking for a year-round residence or a premier four-season vacation getaway, this country home offers the privacy you crave with the convenience you need. See MLS Property & Listing Details & 38 images.

$595,000 $425 per sq.ft. Ludlow VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1898  |  Acres: 0.52
Saturday Jul 18, 2026
Description: Opportunity on Okemo! Walk to the Sachem Trail from this ideally located mountain home offering four bedrooms, two-and-a-half baths, and three levels of living space. Enjoy eastern views and bright morning sunrises. With no association fees and access from a publicly maintained road, this property offers the benefit of low overhead compared to other mountain residences.The price reflects the home's current exterior condition, offering buyers the opportunity to make improvements as desired. Bring your vision and create your own Okemo retreat in a location that is hard to beat. See MLS Property & Listing Details & 38 images. Includes a Virtual Tour

$599,999 $143 per sq.ft. Ludlow VT Home »

6 Beds | 5 Baths |   Total Sq. Ft. 4184  |  Acres: 0.25
Monday May 18, 2026
Description: If you are a skier, this is your hop-on-the shuttle to Okemo location. If you want to park your car and walk to restaurants and shops, this is a great home base to scoot out from. If you want to generate rental income, this is a property that can allow you to have your cake and eat it too. An easy keeper, without a lot of landscape to take care of, this large residence has hardwood floors and handsome antique details. The main and second floor each offer three bedrooms, two baths, kitchen, and, if needed, separate entrances. Recent improvements include a large enclosed hot tub room and a new heating system. The third floor features a play room, another bath and tons of bonus space. Lots of flexibility for buyers who seek generous space for extended family, guests or rental income. A great locale for your next mountain get-away! See MLS Property & Listing Details & 45 images. Includes a Virtual Tour

Under Contract Ludlow VT Home for sale $$600,000 $212 per sq.ft.

$600,000 $212 per sq.ft. Ludlow VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2828  |  Acres: 1.14
Wednesday Jul 16, 2025
Description: Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy from the road with an emphasis on light and views to the south. Enter the oversized one-car garage with tremendous storage space for your skis, bikes, fishing poles, and more. Warm up by the inviting wood-burning fireplace after a day on the slopes or gather with friends and family in the open-concept living and dining area. With four generously sized bedrooms and ample bathrooms, there's room for everyone to spread out and unwind. Three of the bedrooms and two baths occupy the top floor, along with an office off the primary bedroom. The lower level features a large game room along with a bedroom and full bath. There is also extra sewer capacity for future expansion possibilities. The front lawn is level and features a stone retaining wall, perennials, and ample room for entertaining. Located near Ludlow village, you are close to excellent dining, shopping, and all the amenities this vibrant mountain town has to offer. Whether you are looking for a vacation getaway or a full-time residence, this home offers the quintessential Vermont lifestyle in an unbeatable location. Visit the Okemo real estate community today. Taxes are based on town assessment. See MLS Property & Listing Details & 54 images.

New Listing! Ludlow VT Home for sale $$700,000 $192 per sq.ft.

$700,000 $192 per sq.ft. Ludlow VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3641  |  Acres: 3.4
Thursday Aug 6, 2026
Description: Tucked away from the road in a beautiful country setting, this charming 1920s Cape offers character, privacy, and exceptional flexibility, all just a short drive from Okemo Mountain, Ludlow Village, and the quintessential Vermont village of Weston. The main home features three bedrooms and three bathrooms, along with a large office or den and comfortable living spaces that retain the home's original character while benefiting from thoughtful updates. Additionally, this home offers a spacious country kitchen, formal dining room, and a living room that is open to the kitchen, dining, and easy access outside, making this the perfect space to enjoy your friends and family. Many recent improvements, including updates to the kitchen, flooring updates, a new wood-burning fireplace insert, and an updated heating system in 2024. A large screened-in porch provides the perfect place to relax and enjoy the peaceful surroundings. An attached two-car garage offers everyday convenience along with generous unfinished storage space above. The property also includes a spacious two-bedroom apartment featuring its own kitchen, spacious mudroom, office, and one bathroom, providing excellent flexibility for a variety of living arrangements. The home could also easily be transitioned into a more traditional five-bedroom residence for those looking for additional living space under one roof. Outside, the lovely yard is tucked away from the country road, creating a private Vermont setting with plenty of room to enjoy the outdoors. A separate storage shed provides additional space for tools, recreational equipment, and seasonal gear. With five bedrooms between the two living spaces, multiple work-from-home options, abundant storage, and a location convenient to skiing, dining, shopping, and year-round recreation, 488 Andover Road offers a unique opportunity for a primary residence or Vermont getaway with room to adapt to your needs. Visit the Okemo real estate community today. See MLS Property & Listing Details & 60 images.

$729,000 $361 per sq.ft. Ludlow VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2018  |  Acres: 0.09
Wednesday Feb 25, 2026
Description: 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. See MLS Property & Listing Details & 44 images.

New Listing! Ludlow VT Home for sale $$799,000 $292 per sq.ft.

$799,000 $292 per sq.ft. Ludlow VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 2737  |  Acres: 1.07
Wednesday Aug 26, 2026
Description: 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. See MLS Property & Listing Details & 51 images.

$1,150,000 $517 per sq.ft. Ludlow VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3065  |  Acres: 0.57
Tuesday Jul 21, 2026
Description: Located just a few minutes walk from Okemo's Sachem trail, this two family spacious 5-bedroom, 3-bathroom multi-level home offers exceptional flexibility for year-round living, vacationing, or hosting family and friends. Lovingly owned for almost 30 years, this home is designed with a versatile multi-family layout. Each level provides its own inviting living space while maintaining the warmth and charm of a classic Vermont mountain home. The main level features a bedroom and bath while the open-concept floor plan features a full kitchen flowing into the dining area and living room. All this is anchored by a cozy wood-burning brick floor to ceiling fireplace. Step outside onto the expansive deck, where you'll enjoy peaceful wooded views and the privacy of a natural Vermont setting. Above, the loft overlooks the main living area and is complemented by two additional bedrooms, bath and a convenient laundry area. The walkout lower level functions as its own comfortable living space with two bedrooms, a second full kitchen, dining area, and living room centered around another wood-burning fireplace. Glass doors lead to a private backyard surrounded by mature trees, featuring beautifully established perennial gardens that create a tranquil outdoor retreat. Whether you're looking for a vacation home or a property with space for extended family and guests, this home offers outstanding versatility in one of Okemo's most desirable locations. Enjoy easy access to skiing at Okemo Mountain Resort, Fox Run Golf Club, nearby lakes, hiking and snowmobile trails, and the shops and restaurants of Ludlow Village, making this the perfect home base for four seasons of Vermont adventure. Visit the Okemo real estate community today. Taxes are based on town assessment. See MLS Property & Listing Details & 45 images.

$1,350,000 $301 per sq.ft. Ludlow VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4487  |  Acres: 1.28
Tuesday Jun 23, 2026
Description: Welcome to Okemo Pines! Tucked away just moments from the slopes, 42 Cedar Drive stands as a premier example of elegant timber frame architecture. This luxurious 4-bedroom, 3.5-bath residence combines rustic Vermont character with modern, high-end finishes. Step inside to an open-concept main level adorned with premium white oak floors. The breathtaking great room serves as the heart of the home, where a towering cathedral ceiling and a dramatic fieldstone fireplace create a warm, inviting ambiance beneath walls of glass that frame the surrounding scenery. The epicurean kitchen is a chef's dream, outfitted with custom cherry cabinetry, a farmhouse sink, and a walk-in pantry. For ultimate convenience, the main floor features a private, luxurious primary suite with an expansive walk-in closet. The upper levels host two additional guest rooms and a quiet office space. Below, the bright, walk-out lower level is an entertainment haven, featuring a massive game and billiards room, a comfortable den, a fourth bedroom, and a full bath. With an attached two-car garage and an unbeatable location just sixty seconds from downtown Ludlow and the Okemo base lodge, this home represents the pinnacle of mountain living. Visit the Okemo real estate community today. Taxes are based on the town assessment. See MLS Property & Listing Details & 53 images.

$1,395,000 $439 per sq.ft. Village of Ludlow in Town of Ludlow VT Home »

Waterfront on Pond _Unnamed
4 Beds | 4 Baths |   Total Sq. Ft. 4111  |  Acres: 4.82
Friday Mar 27, 2026
Description: Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five acres, the home enjoys sweeping mountain views and a beautifully open landscape that invites year-round enjoyment. The yard is a true highlight-offering plenty of space to relax, entertain, and play. A picturesque pond becomes the centerpiece in every season, perfect for summer afternoons by the water or winter skating and hockey under the open sky. As the day winds down, take in stunning sunsets over the pond with Okemo Mountain as your backdrop-an everyday experience that never gets old. A large deck overlooks the scenery, while a patio with a hot tub creates the perfect spot to unwind after a day on the slopes or trails. With access to nearby snowmobile trails and only a short drive to the mountain, this setting is ideal for outdoor enthusiasts. Inside, the fully furnished home features over 4,000 square feet of thoughtfully designed living space. The main level showcases rich cherry hardwood floors, a well-appointed kitchen with premium stainless steel appliances, granite countertops, and custom cabinetry, along with inviting spaces for gathering and entertaining. Upstairs, the generous primary suite and additional bedrooms provide comfort and flexibility, while the lower level offers a dedicated home theater for relaxing after a day outside. An oversized attached garage provides ample room for vehicles, gear, and recreational toys, adding more convenience to this four-season retreat. The large Amish shed provides even more storage. This location and setting can't be beat. Don't miss out! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

Under Contract Ludlow VT Home for sale $$1,400,000 $639 per sq.ft.

$1,400,000 $639 per sq.ft. Ludlow VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3224  |  Acres: 1
Thursday Jun 25, 2026
Description: Experience the essence of Vermont mountain living in this exceptional five-bedroom, four-and-a-half-bath retreat, ideally located just minutes from Okemo Mountain Resort and offering partial winter views of the mountain. Nestled on approximately one acre and boasting over 3,300 square feet of beautifully finished living space, this inviting home combines timeless mountain character with the comfort and amenities today's buyers seek. From the moment you enter you will notice a soaring cathedral ceiling, natural woodwork, abundant natural light, and stunning wide-plank wood floors that create a warm and welcoming atmosphere. The spacious living room serves as the heart of the home, where a beautiful fireplace invites family and friends to gather after a day of skiing, hiking, golfing, or exploring Vermont's four-season recreation. Designed for both everyday living and entertaining, the well-appointed kitchen features stainless steel appliances, beautiful cabinetry, and generous workspace for preparing everything from casual breakfasts to holiday meals. The private primary suite offers a relaxing sanctuary, while four additional bedrooms and multiple baths provide ample space for family and guests. The lower-level family room is the perfect destination for game nights and après-ski gatherings, complete with a billiard table and room to unwind. Step outside onto the expansive deck to enjoy fresh mountain air, seasonal views toward Okemo, morning coffee, summer barbecues, and evenings under the stars. A two-car garage offers convenient storage for vehicles and outdoor gear, while the home's spacious layout comfortably accommodates large gatherings and memorable weekends. Whether you're searching for a luxury vacation home, an investment opportunity, or a year-round residence, this remarkable property delivers the ideal blend of location, comfort, and mountain lifestyle in one of Vermont's most sought-after destinations. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,500,000 $765 per sq.ft. Ludlow VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 2887  |  Acres: 27
Tuesday Jul 7, 2026
Description: An irreplaceable 27-acre land holding on Okemo Mountain, offering one of the most unique ownership opportunities in southern Vermont. With direct access to the Mountain Road Trail, acreage bordering the Sidewinder Trail, and Coleman Brook defining the northern boundary, this extraordinary property occupies a setting that is virtually impossible to replicate. Selective clearing could reveal sweeping easterly mountain views. Whether your vision is a legacy family compound, an exceptional private mountain retreat, or a long-term investment, opportunities of this scale and location rarely become available. Think beyond the existing improvements and imagine what 27 trailside acres on Okemo Mountain could become. The residence offers three levels of living space plus a basement and includes five marble bathrooms. The home has been vacant, vandalized, and is in significant disrepair, requiring extensive restoration. The condition of all utilities and mechanical systems is unknown, and the property is being sold strictly "as is." Winter access is currently by ski lift, with off-season access via Mountain Road. For buyers who recognize that truly exceptional locations cannot be recreated, this is an opportunity to secure one of Okemo Mountain's most remarkable land holdings. See MLS Property & Listing Details & 27 images.

New Listing! Ludlow VT Home for sale $$1,970,000 $437 per sq.ft.

$1,970,000 $437 per sq.ft. Ludlow VT Home »

Waterfront on Pond Pond Brook
5 Beds | 6 Baths |   Total Sq. Ft. 4965  |  Acres: 42.6
Monday Aug 17, 2026
Description: Privately sited on 42 pastoral acres, this gracious Vermont country retreat offers approximately 4,000 square feet surrounded by expansive lawns, perennial gardens and two picturesque ponds. The four-bedroom, four-bath residence is ideal for comfortable living and entertaining, with red birch floors, nine-foot ceilings and wonderful connections to the outdoors through multiple screened porches, a sunny deck and covered porch. At the heart of the living room is an impressive wood-burning fireplace, handcrafted with stone gathered from the property and finished with a custom cherry mantel. Three additional gas fireplaces add warmth throughout the home. The spacious kitchen is ready for a crowd, with Vermont soapstone countertops, a butcher-block island, three sinks and three dishwashers. The main-level primary suite enjoys its own gas fireplace and screened porch. Upstairs are two additional bedrooms, two baths and a handsome library with built-in shelving, fireplace and access to a balcony overlooking the landscape. Multi-zone radiant heat and central air provide year-round comfort, while the full basement includes a wine cellar, play area and generous storage. Outdoors, enjoy a heated 16' x 32' saltwater pool, two ponds, blueberry and raspberry bushes, beautiful gardens and stone walls. A detached 1,500-square-foot barn offers workshop and storage areas plus a guest suite with bedroom, bath and kitchenette. Tucked away in a peaceful setting yet just minutes from Ludlow Village and Okemo Mountain Resort, this is a wonderful place to experience the best of Vermont in every season. See MLS Property & Listing Details & 41 images.

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