Charleston Homes under $500,000

Welcome to the charming city of Charleston, nestled in the picturesque Orleans County of Vermont. Known for its stunning landscapes and tight-knit community, Charleston is a hidden gem that beautifully blends rural tranquility with vibrant local culture. With its rolling hills, sparkling lakes, and lush greenery, this quaint town offers an idyllic backdrop for those seeking a peaceful lifestyle.

Charleston is particularly appealing for homebuyers looking for affordability without compromising on quality of life. Here, you can find a variety of homes priced under $500,000, making it an ideal destination for first-time buyers, families, and retirees alike. Whether you’re searching for a cozy cottage, a spacious family home, or a charming farmhouse, Charleston offers a diverse range of properties to suit your needs and budget.

Beyond the welcoming homes, Charleston boasts a rich history and a plethora of outdoor activities. With access to hiking trails, fishing spots, and nearby lakes, residents can enjoy Vermont’s natural beauty year-round. The community hosts seasonal events and farmers’ markets, fostering a warm and friendly atmosphere that makes everyone feel at home.

In Charleston, you’ll find not just a house, but a place to create lasting memories. With its affordable housing options, stunning scenery, and vibrant community spirit, Charleston, VT, is the perfect place to call home. Explore the possibilities and discover your dream home in this enchanting town today!

Newest Charleston Homes under $500,000

$299,000

4 Beds ⋅ 2 Baths ⋅ 5111850 MLS

Country home located on 45 acres in both Derby and Charleston. House is in Charleston. Survey to be completed in October. Tenants to be gone on 12/1/26. Acreage, road frontage and taxes can vary depending on final survey. Classic floor plan with an archway between the kitchen and dining room. 1st floor bedroom and bath. 3 bedrooms and bath on 2nd floor. Full walkout daylight basement under the house and garage. Class 3 road ends at this farm. Rented to 4 single guys currently. Only 2 owners since it was built in 1965. Large glass-enclosed porch across the whole side of the house.

77 Wheeler Rd, Charleston

$500,000

2 Beds ⋅ 2 Baths ⋅ 5111421 MLS

Wow!!! Winterized home directly on a sandy level beach on Echo Lake. Road frontage is estimated. A rare opportunity to become a homeowner on one of the most pristine lakes. About 530 acres and over a mile long. This charming home has had only 2 owners. The first was for over 50 years. This home started as an A Frame and then a large addition added to its living space. 1st floor has a large living room with brick fireplace and open to the kitchen. Large entry and a sun room of sorts that is being used as a bedroom. 3/4 bath here too. 2nd floor has a large office currently used as an office/ bunk room, 2 bedrooms and a 1/2 bath. And, EVERY room except 1 bedroom faces the lake. Both upstairs bedrooms have private balconies. The town says this is a 2 bedroom house. I count 3 to 4.

994 W Echo Lake Rd, Charleston

$190,000

3 Beds ⋅ 1 Baths ⋅ 5100819 MLS

Welcome home to this charming 3-bedroom, 1-bath home nestled on a beautiful half-acre lot with frontage along the picturesque Clyde River. Whether you're looking for a peaceful place to call home or a cozy Vermont retreat, this property offers the perfect blend of comfort and convenience. Inside, you'll find an open concept family room that flows seamlessly into the dining and kitchen, ideal for gathering with family and friends! The full bathroom also includes a convenient laundry area on the first floor, making everyday living easy. The unfinished basement offers plenty of storage. With both interior and exterior access, it's as functional as it is versatile. Outside, enjoy the beauty of your riverside setting, complete with a large storage shed for all your tools, toys, and outdoor equipment. The generous yard provides plenty of room for gardening, entertaining, or simply relaxing while taking in the peaceful surroundings. Located in the small town of West Charleston, you're just minutes from I-91, shopping, dining, schools, and other everyday conveniences, while still enjoying the tranquility of country living. Don't miss your chance to own this delightful Vermont property with river frontage and room to make it your own!

969 Vt Route 105, Charleston

$385,000

3 Beds ⋅ 2 Baths ⋅ 5094156 MLS

Nestled among rolling countryside and surrounded by open agricultural landscapes, this charming raised ranch offers 10 acres of Vermont serenity with exceptional privacy and unobstructed rural scenery. Located in Charleston, this property provides a rare opportunity to enjoy a peaceful and tranquil setting. A generous entryway creates a practical transition into the residence while offering convenient access to the lower level, attached two-vehicle garage, and main living quarters. Upstairs, the thoughtfully arranged floorplan features an inviting kitchen space combined with an adjoining eating area, perfect for gatherings or everyday routines. Expansive windows throughout the central family room allow sunlight to pour inside, creating a bright and welcoming atmosphere. The sleeping quarters include a comfortable primary bedroom along with two additional bedrooms creating accommodations suitable for visitors, hobbies, remote employment, or growing households. A full bath finishes the upper floor and includes washer and dryer connections for added convenience. Downstairs, a versatile unfinished area presents numerous possibilities. With separate exterior access, laundry hook-ups, and another full washroom, the space could support entrepreneurial ventures, extended household arrangements, recreation, creative pursuits, or future customization to suit evolving needs. Outside, the acreage offers room for gardening, outdoor activities, animals, equipment, or simply appreciating the surrounding beauty. Additional highlights include a storage outbuilding, 200-amp electrical service, drilled well, onsite wastewater system, paved parking area, front deck, plus direct VASA trail accessibility for outdoor enthusiasts. ** NEW ROOF **

504 Fontaine Rd, Charleston

$498,800

6 Beds ⋅ 5 Baths ⋅ 5088299 MLS

One of the most spectacular properties in the Northeast Kingdom. Built by master carpenter Daniel Lamadeleine, the property features not just one but two beautiful homes on a gorgeous, level ten-acre wooded lot including a three-and-a-half-acre meadow, a beautiful stream and pond potential. 673 is a stunning structure, a modern 2BR+ twin lofts, handcrafted kitchen, dining area and a family room looking out over the meadow and an especially unusual Dr. Seussian leaning pine. Over the gorgeous chef's kitchen, check out the insanely hip winch-powered, open-frame elevator for access to the western loft. The ground floor includes a massive pine floor and pine wall L-shaped open studio, a floor-to-ceiling window potential office and a half bathroom. 675 is a traditional 4BR cape that has been used as a rental to significantly offset carrying costs and property taxes. A soaking tub and secret ground-floor bedroom closet appears to be just a bookcase. This rare mix of stunning homes and prime property with an occupancy-ready rental cottage offers utilitiy, style and investment appeal. Poised to launch the artist, craftsperson, micro-farmer or urbanite looking to get away from it all. Dazzle guests. Raise chickens, lambs, pigs or build an equestrian riding ring and farm barn. Ski Burke, Jay Peak and paddle the NEK ponds and lakes including nearby majestic Lake Willoughby. Paradise. The 2,964 square feet are for both homes finished square footage combined and the Barn house likely has considerably more finished square footage than is stated on the lister card.

675 Sanderson Hill Rd, Charleston

$434,000

3 Beds ⋅ 2 Baths ⋅ 5087854 MLS

Set on 10.10± acres, this inviting 3-bedroom, 2-bath home offers comfortable living along with an exciting opportunity for added value and future development. The home features a functional layout, spacious mudroom ideal for Vermont living, and an attached 2-car garage with additional storage above. A standout feature of the property is the potential for a separate 2± acre building lot, already equipped with its own septic system and electrical service. The lot could be ideal for building a new home, guest accommodations, an investment property, or future family use. The seller is offering the opportunity to purchase the building lot separately for $50,000, subject to subdivision approval. The lot shares the existing drilled well with the main residence. Prefer to keep the entire property? Purchase all 10.10± acres and enjoy the flexibility to develop the additional lot in the future or potentially generate rental income. Subdivision is required prior to a separate sale of the building lot. Whether you're looking for acreage, a comfortable Vermont home, an investment opportunity, or the flexibility to secure a future building site, this property offers possibilities rarely found at this price point.

93 Carpenter Blvd, Charleston

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