Londonderry Homes under $500,000

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Newest Londonderry Homes under $500,000

$395,000

3 Beds ⋅ 2 Baths ⋅ 5112923 MLS

Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area for skiing, hiking, camping, or simply enjoying the beauty and relaxed pace of Southern Vermont, 8 Winhall Station Road provides an excellent home base for every season. With multiple resorts and outdoor destinations nearby, this property offers a wonderful opportunity to enjoy the Vermont lifestyle year-round.

8 Winhall Station Rd, Londonderry

$499,000

4 Beds ⋅ 3 Baths ⋅ 5112125 MLS

IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful stained-glass windows, original woodwork, turned newel posts, period railings, and distinctive details that give this home a personality all its own. The updated kitchen brings a fresh feel to the heart of the home, while a slate-floor mudroom, wood and propane stoves, and generous living spaces add warmth and practicality. Upstairs, the vaulted primary bedroom is full of character, complete with intriguing hidden rooms and unexpected spaces that speak to the home's nearly two centuries of history. One of the true gems is the inviting covered back porch, a wonderful place to unwind, with an adjacent hot tub ready for crisp Vermont evenings after a day of skiing or exploring. A large barn provides substantial storage, workshop possibilities, and exciting potential for future use. South Londonderry is expected to have municipal sewer connectivity possibly available as soon as 2027, which may create additional options for future expansion or reimagining of the property, subject to permitting. Close to skiing, outdoor recreation, local shops, dining, and the villages of Southern Vermont, this is a rare combination of historic character, usable space, privacy, and opportunity.

215 Main St, Londonderry

$229,000

2 Beds ⋅ 1 Baths ⋅ 5111050 MLS

Second floor with slider over looking wooded lot on the Woodland Village Association. Two deeded parking spots and storage unit for this property. 2 bed room, 1 bath updated in 2024, great condition and ready for new owners! Stainless steel appliances, tile shower, laminate flooring and tile throughout. Woodland Village has an in-ground pool, tennis and basketball courts, playground and walking trails. Property is very well maintained, no worries about mowing the lawn or plowing it is all in lidded in the condo fee and trash!

22 Mercury Dr Unit B, Londonderry

$389,000

2 Beds ⋅ 2 Baths ⋅ 5110758 MLS

Propane Heating, Updated Kitchen! Step through the front door and feel it. Space. Light. Easy living. This Londonderry townhouse in Mountain Home Estates is LOCATION LOCATION LOCATION, right in the heart of Londonderry with paths, shopping and schools close by, yet just 10 minutes to Manchester. HARDWOOD FLOORS run the entire first floor, flowing from the sun filled living room into the dining area with sliders to your deck. Morning coffee outside, dinner with friends, sunsets on repeat. The recently remodeled kitchen brings the wow with GRANITE counters and STAINLESS STEEL appliances, open to the dining area so the cook is never left out of the party. A 1st floor half bath and 1st floor laundry keep everyday life simple. Upstairs, find a primary bedroom with a sunny bay window, a second bedroom with a walk in closet and a full bath. Downstairs, the finished lower level offers two flexible rooms for a home office, media room, gym or game night, plus storage. Already converted to propane, with electric only in the upstairs bedrooms that naturally stay warm. Now the BEST PART. One reasonable condo fee of just $433 a month covers landscaping, water and a well maintained association with a CLUBHOUSE, INDOOR POOL, OUTDOOR POOL and TENNIS COURTS. Swim in January. Serve in July. Resort style living every single day, plus PUBLIC WATER and PUBLIC SEWER! Quick close possible!

45 Fieldstone Dr, Londonderry

$364,000

3 Beds ⋅ 2 Baths ⋅ 5109858 MLS

Escape to Vermont living in this bright and inviting 3 bedroom, 2 bathroom home set on a generous 0.64-acre corner lot along a quiet country road. Offering 1,150 sq. ft. of comfortable space, this property perfectly balances peaceful rural charm with exceptional convenience. The main level features a functional galley kitchen flowing into an open-concept living and dining area ideal for hosting after a day outdoors. Upstairs, you’ll find 3 bright bedrooms and a full bathroom complete with a soaking tub for ultimate relaxation, as well as a private balcony off one bedroom to enjoy morning coffee and crisp mountain air. Outside, the spacious yard includes a handy storage shed and plenty of room to garden or unwind. Unbeatable location just minutes to skiing at Bromley and Magic Mountains, local shops in downtown Londonderry, and a quick summer dip in Utley Brook. Whether you are seeking a full-time residence or a low-maintenance getaway, this home offers the best of Southern Vermont in every season.

14 Roberts Rd, Londonderry

$350,000

2 Beds ⋅ 1 Baths ⋅ 5109816 MLS

Welcome HOME to 4 Fir Street, a charming 2-bedroom, ¾-bath prefab home situated on a full basement and its own 1-acre lot on a private road in desirable Londonderry. Enter through the inviting sunroom into a large living room, great kitchen, and dining area. First-floor laundry adds convenience, while the large deck leads to a fenced-in backyard perfect for relaxing and entertaining. The partially finished basement offers tons of storage and additional usable space. 2-car carport included. Enjoy the privacy of your own land while being close to everything Londonderry has to offer. A wonderful opportunity for buyers looking for affordability, privacy, and a home they can truly call their own!

4 Fir St, Londonderry

$315,000

2 Beds ⋅ 2 Baths ⋅ 5109703 MLS

UPDATE MAJOR IMPROVEMENT!!! Brand new roof and siding are currently being installed. This important improvement enhances the building's appearance, curb appeal, and long-term value while adding peace of mind for the new owner. Why rent when you can own and build equity? Welcome to 7 Midridge Circle, a move-in-ready 2-bedroom, 1.5-bath townhouse in a convenient Londonderry location. This well-maintained home features a spacious layout with two good-sized bedrooms upstairs. The primary bedroom includes two closets for plenty of storage. The lower level offers approximately 450 square feet of bonus space, perfect for a family room, home office, gym, playroom, or whatever fits your needs. The home also includes a dedicated carport and access to a community in-ground pool, making it easy to enjoy the warmer months. Conveniently located near major highways, shopping, grocery stores, restaurants, medical facilities, parks, and recreation. Londonderry’s well-regarded school system is another great benefit. A great opportunity for a first-time buyer, downsizer, or anyone looking for an affordable home in a convenient location. Come take a look and see if 7 Midridge Circle is the right fit for you! Don’t miss your chance to make this home your own, schedule your private showing today!

7 Midridge Cir, Londonderry

$329,900

2 Beds ⋅ 2 Baths ⋅ 5109255 MLS

PRICE IMPROVEMENT!! OPEN HOUSE Saturday October 3 11AM-1PM Beautiful, brand-new manufactured home located in the peaceful, rural setting of Ponderosa Mobile Home Park. This spacious home features, Two full bedrooms, including a private en-suite bedroom with a full bathroom and another full size bathroom. Two porches, including one generously sized for comfortable outdoor seating, perfect spot for rocking chairs! Sheetrock walls, Upgraded countertops and flooring. An open-concept layout with plenty of living space Enjoy a quiet country atmosphere while benefiting from a thoughtfully designed, modern home. Park approval is required. Applicants must complete an application and pay the required credit-check fee. Indoor pets only. Owner Occupied Only.

9 Cartwright Dr, Londonderry

$329,900

2 Beds ⋅ 2 Baths ⋅ 5109001 MLS

PRICE IMPROVEMENT!! Open House Saturday October 3 11AM to 1 PM Beautiful, brand-new manufactured home located in the peaceful, rural setting of Ponderosa Mobile Home Park. This spacious home features, Two full bedrooms, including a private en-suite bedroom with a full bathroom and another full size bathroom. Two porches, including one generously sized for comfortable outdoor seating, perfect spot for rocking chairs! Sheetrock walls, Upgraded countertops and flooring. An open-concept layout with plenty of living space Enjoy a quiet country atmosphere while benefiting from a thoughtfully designed, modern home. Park approval is required. Applicants must complete an application and pay the required credit-check fee. Indoor pets only.

9 Cartwright Dr, Londonderry

67 Old Nashua Rd Unit Unit 56, Londonderry

$299,900

2 Beds ⋅ 2 Baths ⋅ 5108831 MLS

Welcome to Rolling Meadows! This spacious 2-bedroom, 1.5-bath townhouse offers a comfortable layout with plenty of room to make your own. The living room features a vaulted ceiling and cozy wood stove, creating a warm and inviting space. Newer appliances add convenience in the kitchen, while the private deck overlooking a small pond offers a peaceful spot for morning coffee or relaxing at the end of the day. Upstairs you’ll find two generously sized bedrooms and a full bath. The partially finished basement provides even more usable space, possible home office along with room for maybe a rec room, workout area, hobbies, or storage. In-unit laundry and a carport add to the everyday convenience. Located in South Londonderry, Rolling Meadows offers easy access to shopping, dining, commuter routes, and everything Londonderry has to offer. A wonderful opportunity for buyers looking for space, convenience, and a setting that feels just a little tucked away.

67 Old Nashua Rd Unit Unit 56, Londonderry

$360,000

2 Beds ⋅ 2 Baths ⋅ 5108360 MLS

Charming Farmhouse Gem in the Heart of Londonderry Welcome home to this inviting 2-bedroom, bonus room and 2-bathroom residence centrally located in Londonderry, VT a dream location for outdoor enthusiasts with quick, convenient access to world-class skiing at Magic, Bromley, Stratton, and Okemo Mountains in the winter. Summer and fall you are close to hiking the multitude of trails, kayaking, swimming or fishing at a one of the nearby state parks. The local coffee shop is within walking distance as well as the Londonderry Farmers Market! Inside, the home features classic farmhouse-style decor and warm, bright natural light throughout its comfortable living spaces. Step outside into a private backyard oasis designed for year-round fun and relaxation, complete with a cozy fire pit, a classic tree swing, and a custom treehouse. Whether you are looking for a primary residence or the ultimate Vermont ski getaway, this property seamlessly blends cozy style, outdoor adventure, and quintessential New England charm.

5892 Rte 100, Londonderry

$210,000

4 Beds ⋅ 2 Baths ⋅ 5107941 MLS

Welcome to your gateway to Vermont's premier winter and summer adventures! Located in the desirable town of Londonderry, this spacious four-bedroom, two-bathroom home offers incredible potential for ski enthusiasts, weekenders, or year-round residents alike. Situated on an flat half-acre lot, the property provides plenty of open outdoor space for yard games, gardening, or future expansion, all with easy driveway access and ample parking. If location is everything, this home delivers. Positioned right in the hub of southern Vermont, you are just a short drive away from four major ski resorts. With Magic Mountain right next door , you also have great proximity to Stratton, and Bromley (within 15 mins.) as well as Okemo and Mount Snow, just slightly further. This is truly the heart of ski country! In the warmer months, enjoy close proximity to local swimming holes, farmers markets, hiking trails, and the charming shops and dining of Londonderry , Chester and nearby Weston and Manchester. The house is completely move-in condition meaning you can drop your bags, unpack your skis, and start enjoying the mountains immediately. At the same time, it is priced to reflect that it needs updates and modernizing and a few repairs. This is a fantastic "equity-builder." Bring your design ideas, and sweat equity to customize the interior finishes to your exact taste while instantly building value in a highly sought-after market. Offered at a very reasonable price point, properties with this kind of square footage, acreage layout, and proximity to major ski areas rarely come up at this value. Ready to make this your Vermont home? Schedule a walkthrough today to see the incredible potential waiting for you in Londonderry!

4820 Vt Route 11, Londonderry

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