Ludlow VT
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$269,000 | $173 per sq.ft.
Price Change! reduced by $81,000 down 30% on November 28th 2025
2 Pond Street
4 Beds | 1 Baths | Total Sq. Ft. 1554 | Acres: 0.15
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. See
MLS Property & Listing Details & 41 images.
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$275,000 | $210 per sq.ft.
Price Change! reduced by $10,000 down 4% on April 22nd 2026
33 Pleasant Street Extension
2 Beds | 1 Baths | Total Sq. Ft. 1312 | Acres: 0.23
Located in the Village Of Ludlow this turn key ranch has been a great second home/investment for the current owner. Situated on the the outskirts of town with a classic neighborhood feel and the comfort of locals nearby. Take in the Okemo views as soon as you set foot on the property with ample parking for guests in the circular driveway. Step into the recently renovated house to include windows, metal roof and updated interior. This easy keeper is fully equipped and has hardwood floors and bunk beds for the kids that will bring years of memories for the family. The bonus space is ready to be finished to add real value to the home. The plan is drafted for a primary ensuite bedroom with sitting room and a spacious family room. Come check out this village home today! It won't last long... See
MLS Property & Listing Details & 35 images.
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Under Contract
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$299,000 | $934 per sq.ft.
103 Bear Hill Road West
1 Beds | 1 Baths | Total Sq. Ft. 320 | Acres: 2.34
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. See
MLS Property & Listing Details & 17 images.
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Under Contract
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$299,000 | $340 per sq.ft.
1658 Route 100 N
3 Beds | 1 Baths | Total Sq. Ft. 880 | Acres: 1.2
Opportunities like this don't come around often. Owned by the same family since 1964, this well-maintained ranch sits on 1.2 acres across two combined lots in one of Vermont's most sought-after corridors--right along Route 100 near Lake Rescue. The home is in great condition with all major systems in working order--simply bring your vision and updates to make it your own. Inside, you'll find wood floors throughout, a practical layout, and abundant storage, including a full dry basement. It's approximately 880 sq ft upstairs, with 3 bedrooms, 1 bathroom, 1 kitchen, and 1 living room. Outside is where the property really shines: a large heated greenhouse off of the main road, a two-car garage, and a yard framed by mature shrubbery that naturally buffers road noise. From the backyard, enjoy peaceful views of a neighboring pond--your own quiet slice of Vermont. Just 7 minutes to Okemo and 16 minutes to the Killington Skyeship Gondola--this location delivers year-round appeal. The bones are here. The setting is right. The opportunity is yours to make it something special. Great location. Great price. Come experience why this one stands out. See
MLS Property & Listing Details & 38 images.
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$405,000
126 Red Bridge Road
0 Beds | 0 Baths | Total Sq. Ft. 0 | Acres: 1.06
Welcome to the ULTIMATE Summer Camp! With 430 feet of shoreline access where you'll have a gateway way to the lakes. From your frontage you have direct access to the Red Bridge Spillway with easy swimming access to Lake Rescue or portage over your canoe, kayak or paddle board. The flat yard and wooded buffer from the road gives this property the feel of a private Idaho. Enjoy endless summer days and nights from this unique camp. Come see it today and be ready for the summer heat. Property is being sold as is. See
MLS Property & Listing Details & 20 images.
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$411,000 | $374 per sq.ft.
Price Change! reduced by $4,000 down 1% on March 25th 2026
696 Route 100 North
Waterfront Owned 600 Ft. of shoreline | 2 Beds | 1 Baths | Total Sq. Ft. 1100 | Acres: 1.11
LUDLOW: Rare opportunity to own an exceptional piece of Vermont waterfront on Lake Pauline, featuring approximately 600 feet of direct shoreline and over an acre of land just minutes from Okemo Mountain Resort. Properties with this level of frontage and proximity to the water are increasingly rare, offering a unique chance to enjoy a grandfathered lakeside setting that could not be replicated under current regulations. The existing home is ideally positioned to take full advantage of the lake, creating a true four-season retreat with strong potential as a primary residence, vacation getaway, or income-producing property. Whether enjoying summer days on the water or winter access to nearby skiing, this location offers the best of both worlds. The current owner has been actively working through the permitting process, which is now nearing completion. Upon issuance, the property will be ready for renovation and finishing. The seller is prepared to begin improvements but is also open to transferring the property with the permit in place, allowing the next owner to bring their own vision to life while benefiting from reduced upfront uncertainty. Additionally, the property includes a separate roadside structure offering potential for a studio, workshop, or future small business use (buyer to verify), adding further flexibility and upside. This is a rare chance to secure a highly desirable lakefront parcel with substantial frontage, strong location near Okemo, and the ability to create a customized lakeside retreat. Opportunities like this are limited and increasingly hard to find in the Ludlow market. See
MLS Property & Listing Details & 29 images.
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$425,000 | $475 per sq.ft.
Price Change! reduced by $70,000 down 16% on September 22nd 2025
121 East Lake Road
3 Beds | 1 Baths | Total Sq. Ft. 895 | Acres: 0.49
Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline. Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and include a spacious eat-in kitchen, full bathroom, partial concrete basement, replacement windows, and a recently installed oil tank. The detached one-car garage provides convenient storage for your kayaks, paddleboards, and other lake toys. This property offers a spectacular location less than two miles from Okemo Mountain. Whether you're roasting marshmallows by a lakeside campfire in summer or playing board games by the warmth of the stove on a snowy day, this home invites year-round enjoyment. Importantly, the home was unaffected by recent flooding and comes with an elevation certificate confirming it lies outside the flood plain. This property is being offered "AS IS". See
MLS Property & Listing Details & 25 images.
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Under Contract
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$425,000 | $271 per sq.ft.
8 Okemo Heights
4 Beds | 2 Baths | Total Sq. Ft. 1568 | Acres: 0.32
Welcome to 8 Okemo Heights, where classic Vermont charm meets modern comfort, just minutes from Okemo Mountain. This beautifully updated home offers the perfect blend of character and convenience, with warm wood floors, thoughtful upgrades, and tasteful furnishings included, making it truly move-in ready. The heart of the home features a bright and open country kitchen that seamlessly flows into inviting living and dining spaces. Large windows bring in natural light and frame seasonal views of Okemo, while multiple living areas provide flexibility for entertaining or relaxing after a day on the slopes. Cozy up by the wood stove or pellet stove on chilly winter days, creating that quintessential Vermont ambiance. A dedicated mudroom plenty of storage is ideal for your gear, keeping everything organized and ready for your next adventure. The primary bedroom on the main level offers convenience and comfort, while additional bedrooms upstairs provide ample space for guests. Step outside to enjoy the covered farmer's porch or unwind on the deck featuring a hot tub, perfect for après-ski evenings under the stars. A detached barn adds valuable storage for outdoor gear, equipment, or recreational toys. Located just on the outskirts of town, this property offers a peaceful setting with easy access to Okemo, the village, dining, and year-round recreation. Whether you're looking for a full-time residence, weekend retreat, or investment opportunity, this Okemo-area home checks all the boxes. Visit the Okemo real estate community today. Taxes are based on town assessment. See
MLS Property & Listing Details & 57 images.
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$490,000 | $269 per sq.ft.
Price Change! reduced by $45,000 down 9% on March 10th 2026
400 East Lake Road
3 Beds | 2 Baths | Total Sq. Ft. 1819 | Acres: 9.1
Versatile Ludlow retreat on 9 acres with proven short-term rental history, offering flexible living options ideal for owner-occupants or investors seeking income near Okemo Mountain. This property is configured as a single-family residence with two distinct living levels, each featuring private entrances and amenities that allow for multiple use scenarios. The ground floor living area includes a one-bedroom layout with a ¾ bath, kitchen, and combined living-dining space -- well suited for guests, rental income, or extended family. The upper level features two bedrooms plus a loft, a ¾ bath, wood stove, and access to a deck with winter views of Okemo Mountain, creating a cozy and inviting primary living space. Set on 9 private acres, the property offers space, seclusion, and year-round recreational appeal just minutes from Okemo, downtown Ludlow, and four-season activities. With a history of short-term rental use, this home presents an excellent opportunity to offset ownership costs while maintaining flexibility for personal use. A rare combination of land, location, and adaptable living -- ideal for a Vermont getaway, full-time residence, or income-producing property. See
MLS Property & Listing Details & 47 images.
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Under Contract
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$499,000 | $294 per sq.ft.
4 Twine Hill Road
4 Beds | 2 Baths | Total Sq. Ft. 1700 | Acres: 0.24
Welcome to Twine Hill...A fully updated 4-bedroom, 2-bath home combining modern upgrades with an amazing, functional layout. Recent renovations include a new furnace with anti-freeze system, LVP flooring, recessed lighting, fresh interior paint, and smart thermostats and security camera/system. Move in and start enjoying immediately. Designed for effortless single-level living, the home features main-floor laundry, an oversized mudroom with cubbies and built-ins, and generous closets, including a walk-through closet to the primary bath. Seasonal views of Okemo Ski Resort from the chef's kitchen, spacious primary bedroom, and inviting jacuzzi deck. Tucked away on a quiet private road yet just minutes to town, with town water, sewer, and road maintenance. Perfect as a primary residence, vacation getaway, or income property. See
MLS Property & Listing Details & 51 images.
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