505 houses for sale in Ludlow village, Ludlow town Windsor County Vermont

LUDLOW: Lake Pauline Waterfront with Existing Footprint and Permit in Place. Opportunity to own a unique lakefront property on Lake Pauline with approximately 600 feet of shoreline and over an acre of land just minutes from Okemo Mountain Resort. The existing home is positioned close to the water within an established footprint that could not be replicated under current regulations. This location provides direct access and a setting that is no longer achievable for new construction. A substantial improvement permit has been issued for the property, establishing a clear path forward for renovation or redevelopment. The next owner can move directly into execution with known requirements rather than starting the permitting process from the beginning. The home can be occupied in its current state, offering the ability to use the property while completing interior work over time. This creates flexibility for a buyer to phase improvements while enjoying the lake and surrounding area. The pro

Perched in an unrivaled location on the Moonshadow Trail, this spectacular mountain residence has been thoughtfully and extensively renovated to offer the perfect blend of luxury, comfort, and year-round recreation. Featuring 7 bedrooms and 6 1/2 baths, this exceptional home is designed to accommodate large gatherings while maintaining an inviting atmosphere throughout. The heart of the home is the stunning chef's kitchen, outfitted with professional-grade appliances, custom cabinetry, and generous workspace for entertaining on any scale. Anchored by a dramatic central fireplace, the open-concept living and dining areas showcase breathtaking long-range mountain views through expansive windows that bring the outdoors in. Rich hardwood floors add warmth and elegance throughout the home. The primary suite is a private retreat, complete with a bonus office and a spa-inspired bathroom featuring an oversized shower with a convenient dog-washing station. A spacious mudroom and ski room provid

Welcome to your custom Vermont dream home, perfectly situated on 4.77 private acres in the highly sought-after lakes region of Ludlow. Built by a premier local builder, this exceptional property showcases meticulous craftsmanship, high-end custom touches, and three finished levels of luxurious living space. Location is everything, and this estate places you just minutes away from Okemo's Jackson Gore, the main Base Area, championship golf, local shopping, distinct dining, and endless outdoor recreation.The heart of the home features a spectacular open-concept main floor designed for seamless entertaining. The kitchen, dining, and living areas flow effortlessly together, anchored by a magnificent stone fireplace that serves as the room's focal point. Slide open the doors to step onto the expansive wrap-around deck, complete with a dedicated gas line for easy grilling while you look out over your private kingdom. For ultimate convenience, the spacious primary bedroom suite is also locate

Three properties are being sold together with some owner terms possible. Investors, Dreamers, Skiers, Business Owners. Many possibilities and much potential. Bring your ideas. Weddings in the barn' Indoor growing' A ski house' A cafe or store' Lots of flexibility with no zoning. Renovations can continue or property can be sold as it is. In the past, the Okemo Shuttle has stopped across the road at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street has two units in the house with a total of 7 bedrooms. The upper leve is almost renovated with still a few things to do and the prep work has begun in the lower level. Live in the upper unit and have your business in the lower unit or have another income-producing unit. Perhaps make this home into one amazing single-family home. Even the attic was once used as living space perhaps as part of a third unit. The chimney flashing has been addressed, slate work done, a membrane roof over the ba

Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here for flowing water, open land, quiet roads, and easy access to the mountains. The property overlooks a gently moving brook and includes ownership on both sides of the water, giving you your own private stretch of stream and a natural buffer of woods and open space. A quiet paved road leads you home, winding past back woods and pastoral farmland before arriving at the property. The elevated deck becomes your front-row seat to the landscape below, perfect for morning coffee, summer dinners, or simply listening to the brook roll past. Inside, the home feels warm, functional, and comfortable. A large living room is anchored by a substantial woodstove that brings real Vermont heat and atmosphere through the colder months. The sunroom is a standout space, wrapped in windows and overlooking the brook, creating a peaceful place to read, work, or relax. From here, step directly

Lakefront Living Meets Mountain Adventure on Lake Rescue Located just minutes from Okemo Mountain, this home offers a rare opportunity to own a property that masterfully bridges the best of Vermont's lake and ski seasons. Whether you are seeking a premier lakefront retreat or a cozy mountain lodge, this home is designed to deliver the perfect four-season lifestyle. The interior is built for comfort in any climate. On chilly winter evenings, settle in by the wood-burning stove after a day on the slopes; in the summer, enjoy the open, inviting floor plan with custom concrete countertops, the perfect backdrop for hosting family and friends after a day on the water. With three bedrooms, two full baths, and a versatile lower-level workout or game room, the home provides ample space for relaxation and play. Practical features, including dedicated laundry and specialized storage, ensure this residence functions seamlessly as either a year-round home or an easy-care vacation getaway. The outdo

An exceptional opportunity to acquire two well-maintained multifamily properties offered together as an 11-unit investment package near Okemo Mountain Resort. The portfolio features seven 2-bedroom, 1-bath apartments, two 1-bedroom, 1-bath apartments, and two spacious 4-bedroom, 2-bath units, providing a versatile mix designed to appeal to a broad tenant base. Significant improvements include two new heating systems, a partial roof replacement in 2024, new Trex decks added in 2025, and recent exterior painting. Unfinished attic space may offer future expansion potential, subject to local approvals. Conveniently located near skiing, dining, shopping, outdoor recreation, and everything the Okemo Valley has to offer, these properties combine dependable income potential with long-term value in a desirable four-season destination. Whether expanding an established portfolio or pursuing an owner-occupancy strategy, this turnkey package presents a compelling investment opportunity. 3D virtual

Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations. Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living. The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility. Designed for both gathering and retreat, the property

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

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

Discover a rare mountain retreat at Okemo, beautifully remodeled from top to bottom with an elegant modern country flair. Perfectly located just off the Okemo Access Road, this exceptional home features three levels of living space along with generous front and back decks designed for seamless indoor-outdoor enjoyment. The main level welcomes you with a uniquely designed kitchen, a sun-drenched dining room perfect for entertaining, and a dramatic sunken living room anchored by a gorgeous, inviting fireplace. Upstairs, the top level serves as a private sanctuary, offering a tastefully styled primary en-suite bedroom and bath alongside a cozy loft sitting area that overlooks the scenic outdoors. The lower level provides excellent additional space for guests or recreation, complete with a cozy den, a full bath, a dedicated bedroom, and a versatile bonus room. Situated so close to the slopes that it captures the true essence of resort living, this property lets you embrace the ideal Vermon

Welcome to your private gated mini-estate. an enchanting sanctuary where every detail delights the eye. Nestled adjacent to meticulously manicured woods, this one-of-a-kind residence blends storybook charm with thoughtful, high-end finishes. A sweeping entry leads past intimate outdoor living spaces centered around a dramatic floor-to-ceiling exterior fireplace, perfect for cool evenings and quiet reflection. Step inside to discover warm, curated interiors where a matching floor-to-ceiling indoor fireplace anchors a cozy great room. an ideal focal point for gatherings and quiet nights in. The custom kitchen is a chef's and designer's showcase making meal prep effortless and stylish. Cute, artful decor and exceptional millwork accentuate every room. every little detail has been considered and executed with eye-popping precision. Natural light pours through thoughtfully placed windows, highlighting textures, finishes, and curated vignettes around nearly every corner. In addition to the f

Opportunity awaits in this three-bedroom, two-bath home set in a peaceful Vermont location near Bromley Mountain, Hapgood Pond, and the Catamount Trail. The single-level floor plan offers a comfortable living room with a brick fireplace, a separate dining area, and plenty of natural light. A new roof provides an important recent improvement, while the interior is ready for updates and a new owner's personal vision. With some TLC, this property could become a welcoming primary residence, weekend getaway, or four-season Vermont retreat. Enjoy easy access to skiing, hiking, swimming, cross-country skiing, and the many year-round recreational opportunities the area has to offer

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 fir

Grafton Lodge is a striking five-bedroom, four-bathroom timber frame retreat set on 72 acres of complete privacy, directly bordering the 146-acre Putnam State Forest. Built in 2022, this 4, 000+ sq ft home blends timeless craftsmanship with modern comforts, featuring wide hemlock floors, exposed beams, and walls of windows that invite the natural surroundings inside.At the heart of the home is a dramatic two-story great room, offering panoramic forest views and anchored by a wood stove for cozy winter nights. Heat pumps ensure year-round climate control, while thoughtful design provides comfort across three spacious levels, including a game room, exercise area, and home office. A spiral staircase leads to a bonus loft space on the fourth floor-ideal as a studio, library, or creative escape.Step outside to your own private sanctuary: a stone patio outfitted with a sauna, hot tub, fire pit, and grill-perfect for relaxing or entertaining under the stars. The property includes a state-appr

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 fir

Wonderful investment opportunity in the Ludlow village. 2 unit multi-family with great rental history. Units are in excellent shape. First floor features a spacious 3 bedroom with hardwood floors. The second unit has 2 bedrooms also with Hardwood floors, both in move in ready condition. Units are currently rented and producing income. Just a mile from the Okemo access road and right in the heart of town, restaurants, shopping and all ludlow amenities. Live in one unit and pay your expenses with the other. Come and take a look

Discover the quintessential Vermont mountain getaway at this inviting 3 bedroom, 2-bath South Hill home, offered fully furnished and turnkey with a proven short-term rental history. Whether you're looking for a private retreat, an income-producing property, or the best of both, this home is ready to enjoy from day one. Set in the heart of the Okemo Valley, the location offers exceptional four-season appeal. Spend winter days skiing and snowboarding at Okemo, then return home to the warmth of a wood-burning fireplace and a relaxing soak in the 6-person hot tub. In summer and fall, enjoy hiking, biking, golf, lakes and the wonderful level and private back yard. Inside the wood two living areas, and a spacious lower-level recreation area provide plenty of room to gather and unwind. The eat-in kitchen features a massive granite-topped island with generous seating perfect for morning coffee or apres-adventure meals with family and friends. Outside, the expansive two-tier deck creates an ide

Grand Timber-Frame Inspired Retreat Near Okemo Skiing and Lakes. Exceptional Vermont luxury home thoughtfully crafted for large and extended families to gather in comfort. Set on more than five private acres, the property offers the perfect setting for year-round outdoor living and unforgettable apres-ski evenings. Unwind in the hot tub beneath the stars, gather around the fire pit on crisp Vermont nights, and enjoy the peace, privacy, and mountain air that make this home such a special four-season escape. Anchoring the light-filled great room is a dramatic two-story, two-sided stone fireplace, with oversized Marvin windows and doors showcasing the stunning scenery. As snow falls outside, the soaring wall of glass transforms the space into a real-life snow globe, while the roaring fire creates a warm, inviting backdrop for cozy dinners and memorable gatherings. A spacious floor plan allows everyone to spread out comfortably, with multiple bonus spaces and a separate lower-level retreat

Tucked away near the end of a quiet dead-end country road, this charming vintage rambler offers privacy, natural beauty, and the timeless appeal of rural Vermont living. Set on more than 17 acres of open meadows, woodlands, wildflower fields, aged apple trees and two crystal-clear ponds, the property invites you to reconnect with nature in every season. Summer days are made for exploring the woods, catching fireflies, and wading in the pond, while winter brings opportunities for sledding on your own hillsides or returning home from nearby cross-country ski trails to gather around the woodstove, the heart of the living room. Or travel just a little further for the downhill thrill seeker. Offering comfort and flexibility, this home features three private bedroom suites, each with its own bath-ideal for hosting family and friends. One is located on the first floor, the second-floor center suite enjoys the added bonus of a private den or office space. A practical mudroom with laundry conne

This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont country kitchen-dining and family room flow into a south facing sunroom overlooking the Ottauquechee River with a terraced yard providing direct access to the water. The home is midway between the resort communities of Woodstock and Killington 5 and 9 miles away. A public park and the Bridgewater Mill showcasing nationally and internationally recognized handmade furniture and pottery of Charles Shackelton and Miranda Thomas, respectively, in addition to a popular restaurant with live entertainment all within walking distance. Ideally sited offering an array of amenities at an attractive price

Welcome to your mountain sanctuary in the heart of Solitude Village, Okemo's premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great room, with its stunning stone fireplace and vaulted ceilings, creates the perfect apres-ski gathering space. Just off the great room, a custom beverage bar with seating for three invites you to unwind with a cocktail while watching the snow fall. The chef's kitchen is appointed with high-end appliances, granite countertops, and custom cabinetry, ideal for entertaining. The dining room comfortably seats twelve, making it perfect for holidays and celebrations. After a day on the slopes, drop your gear in the well-designed mudroom with built-in cubbies before heading down to the walkout lower level,

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 pro

Set on 81 feet of premier frontage along picturesque Lake Rescue, this exceptional Vermont retreat captures the essence of lakeside living. Perfectly positioned on the quieter backside of the lake, the home enjoys extended daylight along with breathtaking sunrises and sunsets that paint the sky year-round. Inside, a spectacular stone wood-burning fireplace anchors the living room, where expansive windows frame stunning water views and flood the space with natural light. Meticulous craftsmanship is evident throughout, with magnificent stonework and thoughtful details enhancing every room. The heart of the home is a wide-open custom kitchen designed for both gathering and entertaining, featuring two islands, granite and butcher block countertops, and a gas range. The main level offers true convenience with a primary suite, private office, mudroom with ample storage, laundry area, and a half bath, all designed for easy living. Upgrades include a recently replaced roof (just one year old),

This Lake Pauline residence offers an inviting, easygoing retreat in a convenient yet quiet location close to Okemo Mountain Resort. The cottage-style home features an open living and dining area with a cozy gas stove and access to a deck overlooking the water. The lakeside yard provides plenty of room for relaxing, lawn games, swimming, kayaking, and gathering around the firepit. Improvements completed within the past two years include Andersen windows, an updated kitchen and bath, and a new furnace. A delightful four-season getaway where lake and mountain living come together

Perfectly positioned in the heart of Vermont's sought-after Golden Triangle, this charming two-bedroom plus loft home offers the ideal balance of year-round recreation and cozy mountain living. Just minutes from Magic Mountain, Bromley Mountain, and Stratton Mountain, you'll enjoy easy access to skiing, hiking, golf, shopping, dining, and all the outdoor adventures Southern Vermont has to offer. Lovingly cared for, the home has been thoughtfully enhanced with tasteful touches that add warmth and character while preserving its inviting charm. Recent improvements include a new roof and new oil tank, providing added peace of mind for the next owner. The versatile floor plan features two comfortable bedrooms plus a loft. Whether you're looking for a full-time residence or a weekend escape, this home offers the flexibility to fit your lifestyle. Enjoy relaxing after a day on the slopes or simply unwinding in the peaceful surroundings that make this area so special. With its unbeatable locat

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.

Nestled among the trees in a serene country setting, this inviting home with walls of windows is filled with abundant natural light and offers the perfect balance of peaceful retreat and year-round recreation. Enjoy lake living with your own dock, with a dock slip, ideal for boating, relaxing, and taking in the tranquil surroundings. Located near Okemo Mountain Resort, this property is a true four-season getaway, offering easy access to skiing, hiking, and outdoor adventure. The home features three spacious sleeping areas, including a private en suite, a bunkroom, a bedroom, and a large loft, providing comfort and privacy for family and guests. A floor-to-ceiling stone fireplace creates the perfect gathering space for relaxing evenings, while the lower level offers additional room for guests or a flexible living space. Whether you're looking for a peaceful escape or an active lifestyle, this property delivers the best of both worlds. Visit the Okemo real estate community today. Taxes a

Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by a wood-burning fireplace and a large entertainment room complete with a wet bar, creating an ideal setting for gatherings, celebrations, or relaxing at home. The thoughtfully designed primary suite features a beautiful en-suite bathroom, while first-floor laundry adds everyday convenience. The flexible floor plan provides abundant space for family, guests, remote work, hobbies, or multi-generational living. Outside, a paved driveway leads to a detached one-car garage, and the level backyard offers plenty of room for recreation, gardening, pets, or outdoor entertaining. Mature trees and established landscapin

Belmont Retreat with Long-Range Views. Enjoy peaceful surroundings and beautiful long-range eastern views from this charming three-bedroom, two-bath modified ranch on 1.72 picturesque acres in Belmont. The cozy kitchen flows into a spacious dining area, while abundant natural light fills the inviting family room, which opens to an oversized deck, perfect for relaxing and enjoying the views. Two main-level bedrooms and a full bath complete the first floor. The private, lower-level ensuite bedroom offers a separate walk-out entrance providing flexibility for guests or additional living space. A one-car tuck-under garage leads into the basement, with laundry and plenty of storage. A newer standing-seam roof adds peace of mind to this comfortable Vermont home, surrounded by nature and tranquility. One mile to the Belmont Village; less than ten (10) minutes to the Okemo Base Lodge and Ludlow shopping and restaurants. Twenty minutes to Rutland