Wallingford Homes under $500,000

Welcome to Wallingford, Vermont—a charming town nestled in the heart of Rutland County, where the beauty of nature meets the warmth of a close-knit community. Known for its stunning landscapes, Wallingford offers a picturesque setting with rolling hills, lush forests, and serene lakes, making it an idyllic spot for those seeking a peaceful retreat or a vibrant place to call home.

Wallingford is rich in history and character, featuring quaint streets lined with historic buildings and a friendly atmosphere that welcomes newcomers with open arms. The town boasts an array of outdoor activities, from hiking and biking in the summer to skiing and snowshoeing in the winter. Local parks and recreational areas provide ample opportunities for family fun and community gatherings.

For homebuyers looking to settle in this delightful town, Wallingford offers an impressive selection of homes under $500,000. Whether you’re searching for a cozy cottage, a charming family home, or a spacious property with room to grow, you’ll find a variety of options that cater to different tastes and budgets. The real estate market here is vibrant and diverse, making it an excellent time to explore your options and invest in your dream home.

With its stunning natural surroundings, rich community spirit, and affordable housing options, Wallingford, VT, is not just a place to live—it's a place to thrive. Come discover the magic of Wallingford and find your perfect home in this enchanting corner of Vermont!

Newest Wallingford Homes under $500,000

$160,000

5112693 MLS

Bring your vision to this distinctive Greek Revival-style property in the heart of Wallingford Village. Currently configured as a two-family home, with each unit offering three bedrooms and one bath, this property presents an opportunity for an investor, cash buyer, or purchaser utilizing a renovation loan. The first-floor unit offers more than 1,500 square feet and features an impressive collection of original architectural details, including handsome columns, raised-panel wainscoting, built-ins, and beautiful wood floors with decorative inlay. A classic walk-in pantry provides additional storage, while the rear entry offers space for a potential mudroom, and storage area. Laundry hookups are also available. The covered side porch adds to the home's village appeal. The approximately 0.4-acre lot provides plenty of off-street parking and includes an 18' x 22' single-bay garage building with workshop space and updated electrical. A separate post-and-beam barn includes a single overhead door along with an original carriage-style entry door, creating even more possibilities for storage, workspace, hobbies, or future use. Located within Wallingford Village's Neighborhood Commercial zoning, this property offers flexibility and opportunity, subject to town regulations. The existing two-family configuration provides a solid starting point for someone looking to renovate and prepare the property for rental income, owner occupancy, or another investment strategy. The home does require renovation and is being sold in as-is condition. This an opportunity for someone ready to take on a project and put their own plans into action. With generous living space, period features, useful outbuildings, ample parking, and a convenient village location, there is plenty here to work with. Bring your ideas, your plans, and your vision to Wallingford and see what you can make of this unique property.

60 Depot St, Wallingford

$165,000

3 Beds ⋅ 1 Baths ⋅ 5112254 MLS

Welcome to this charming 3-bedroom, 1-bath home offering plenty of potential in the heart of Wallingford. Situated on a level 0.25-acre lot with a peaceful, country-like setting, this property provides a great opportunity for buyers looking to add their own personal touches or investors seeking their next project. Inside, you'll find a spacious living room, formal dining room, and a functional layout ready to be refreshed and made your own. A wonderful farmer's porch provides the perfect spot to relax and enjoy the surroundings. Outside, the large, level yard offers plenty of room for gardening, recreation, pets, or outdoor entertaining. There is also a detached 2 car garage. Located in an established neighborhood close to Wallingford Village, local shops, dining, schools, and everyday conveniences, with easy access to Route 7 and a short drive to Rutland. Outdoor recreation, hiking, skiing, and the natural beauty of southern Vermont are also within easy reach. With its desirable setting, generous garage space, and investment potential, this home is ready for its next chapter. Bring your ideas and make it your own!

138 River St, Wallingford

$499,000

3 Beds ⋅ 2 Baths ⋅ 5112016 MLS

Vermont living with room to breathe and adventure at your doorstep. Perfectly situated on 10 acres just outside Wallingford village, this inviting 3-bedroom, 2-bath home offers the ideal combination of comfort, recreation, and spectacular natural beauty. Inside, the home features comfortable living spaces, a beautifully appointed dining area, open concept kitchen, 3 bedrooms and 2 bathrooms creating an inviting setting for gatherings and cozy Vermont evenings. The spacious primary bedroom offers plenty of room to unwind, along with a generously sized attached bath that feels like its own private retreat. The finished basement expands the living space considerably, offering a versatile den, game room with bar area, and dedicated workout space. A two-car garage provides convenient storage for vehicles, gear, and all of your Vermont adventures. Outside, the 10-acre setting is where this property truly shines. Step onto the large front deck and take in expansive views toward the dramatic White Rocks Cliffs. With room to explore, relax, garden, entertain, or simply enjoy the changing seasons, the land offers a wonderful sense of privacy and possibility. And when adventure calls, the location is hard to beat, approximately 28 minutes to Manchester Center, 22 minutes to Okemo, and 40 minutes to Killington, putting shopping, dining, skiing, hiking, and four-season recreation within easy reach. Whether you're looking for a full-time Vermont home, a weekend retreat, or a place with room for everyone to gather, this special property offers the space, setting, and location to make Vermont living truly enjoyable.

2920 Us-7, Wallingford

$220,000

2 Beds ⋅ 2 Baths ⋅ 5111405 MLS

Welcome to Wallingford, a quintessential New England town nestled in the Otter Creek Valley along Route 7, between the Taconic and Green Mountain Ranges. Just 10 miles south of Rutland and 22 miles north of Manchester, this School Street home is ideally located within easy reach of town amenities, outdoor recreation, and the surrounding countryside. Tucked away on a quiet residential street, this well-loved, remodeled, and thoughtfully improved home offers a wonderful opportunity for home ownership. The current owner has made numerous updates, with a complete list available, including practical improvements, energy-efficiency upgrades, and tasteful aesthetic enhancements. The professionally designed kitchen features quartz countertops, stainless steel appliances, and a generous pantry, with room to add an island for additional workspace and gathering space. The inviting living room offers a cozy atmosphere, an open staircase, and the charm of the home's original front door. A full bath on each level adds everyday convenience. At the center of the home, the dining room features a new south-facing sliding glass door that fills the space with natural light and provides easy access to the backyard and lower-level patio. Outside, the yard is a treasure, complete with a firepit, perennial plantings, and pretty birch trees—an inviting setting for relaxing, gardening, or gathering with friends. Enjoy the best of small-town living with Wallingford's library, welcoming coffee shop and bakery, local eateries, gift shops, and everyday conveniences all just a short distance away. Outdoor enthusiasts will love being less than five minutes from White Rocks Recreation Area, with beautiful hiking, waterfalls, and access to the Long Trail. A true Wallingford gem, this special home offers comfort, character, and an inviting Vermont lifestyle.

150 School St, Wallingford

$179,000

4 Beds ⋅ 1 Baths ⋅ 5110628 MLS

This AFFORDABLE & Spacious Offering is a combination of Manufactured Home with two site-built additions; and benefits from a number of Seller updates. These include the furnace, well pump & pressure tank, and roofing (after removing original skylights). There are ceiling fans in most rooms and hardwood flooring in common living areas. The open deck off the Kitchen offers a secluded outdoor relaxation-dining option. The open yard area is surrounded by trees, providing insulation from roads and neighbors. While bordered by both the old & current Rt. 7, traffic noise is not oppressive & diminished in evening. This Home would benefit from repairs of some deferred maintenance, as well as contemporary updates, fresh paint, new carpeting (refer to the Listing Property Owner Report), which could significantly add market value! There is ample open area for a new detached garage, garden, and outdoor recreation. Mill River District School buses could pick-up/return students at the driveway.

156 Clarendon Rd, Wallingford

$369,000

5109480 MLS

Investors and owner-occupants: take note! This well-maintained three-unit property in East Wallingford offers flexibility, income potential, and a convenient location. Whether you're looking to expand your rental portfolio, offset your mortgage with rental income, or create a multi-generational living arrangement, this property offers various possibilities. The upper-level apartment features three bedrooms, a spacious carpeted living room, and a full bath, providing comfortable living space for a larger household. The lower level is divided into two separate one-bedroom, one-bath units, creating three distinct rental opportunities under one roof. The apartments are clean, updated, and move-in/rent-ready, with numerous improvements throughout. Multiple upgrades have also been made to the mechanical systems, providing a solid foundation for the next owner. Each unit has its own electric meter, with tenants responsible for their individual electric costs, helping keep ownership expenses manageable. A separate detached garage adds even more value, featuring electricity and a poured concrete floor. Use it for additional storage, additional rental income a workshop, parking, or as an added amenity for tenants. Conveniently located in East Wallingford, this property offers easy access to area amenities while providing the versatility and income potential that today's investors are looking for.

6098 Rte 140, Wallingford

$300,000

3 Beds ⋅ 2 Baths ⋅ 5108020 MLS

Welcome to this charming three-bedroom, two-bathroom single-family home situated on 1.2 acres just on the outskirts of beautiful Wallingford Village. Offering the perfect blend of convenience, versatility, and privacy, this home is close to all the amenities the village has to offer while providing quick and easy access to Rutland City. The home features a thoughtful layout with two Jack-and-Jill bathrooms, creating excellent flow and flexibility for both family living and guests. A first-floor bedroom adds even more versatility, whether used as a bedroom, home office, or guest space. First-floor laundry makes everyday living convenient and efficient. Step outside onto the beautiful deck overlooking the large backyard, where there is plenty of room to relax, entertain, garden, or simply enjoy the surrounding Vermont landscape. With just over an acre of land, there is space to spread out while still being conveniently located near the village. If you’ve been looking for a comfortable home in a wonderful location, close to Wallingford’s shops, restaurants, schools, and community amenities, while only a short drive from Rutland City, this one is worth a look!

547 N Main St, Wallingford

$285,000

3 Beds ⋅ 1 Baths ⋅ 5103919 MLS

Nestled in the quintessential village of Wallingford, Vermont, this charming three bedroom, one bathroom home is ready to welcome its new owners. Warm, inviting, and full of character, you’ll appreciate the beautiful hardwood floors, classic wood trim, and cozy atmosphere throughout. The charming kitchen features a center island, creating the perfect space for meal preparation, casual dining, or gathering with family and friends. Whether you’re looking for your first home, a place to downsize, or simply a home in a wonderful village setting, this property offers comfort and convenience. Ideally located just moments from the Wallingford Elementary School, Sweet Birch Coffee Shop, the Village Market, and the many local shops and restaurants, you’ll love being within walking distance of everything this vibrant community has to offer. Outdoor enthusiasts will also enjoy nearby Elfin Lake, perfect for swimming, kayaking, fishing, or simply taking in Vermont’s natural beauty. If you’ve been searching for a cute, cozy home in one of Vermont’s most beloved villages, this Wallingford gem is one you won’t want to miss.

96 Prospect St, Wallingford

$125,000

3 Beds ⋅ 1 Baths ⋅ 5101366 MLS

Opportunity awaits with this three-bedroom, one-bathroom mobile home situated on a spacious one-acre lot just outside Wallingford Village. Renovations have been started, providing the perfect opportunity for the next owner to complete the finishing touches and make this home their own. Enjoy the mountain view while unwinding at the end of the day on the spacious deck overlooking the property. A new well adds peace of mind, while the wood stove offers a cozy and efficient heat source during Vermont’s colder months. Conveniently located just minutes from the shops, restaurants, and amenities of Wallingford Village, and only a short drive to Rutland City, this property offers the perfect balance of country living and everyday convenience. Whether you’re looking for an affordable primary residence, an investment opportunity, or a property with potential to make your own, this one-acre property is ready for its next chapter. Bring your vision and see all the possibilities!

124 Clarendon Rd, Wallingford

$435,000

3 Beds ⋅ 2 Baths ⋅ 5098161 MLS

Tucked into the rolling Wallingford countryside, this three-bedroom, two-bathroom home proves that spacious living and rural serenity can happily coexist on one generous lot. Inside, the newer kitchen anchors the home with fresh finishes showcasing Quartz countertops. A pellet stove was added in the living room to provide an extra heat source in the winters. Three efficient heat pumps keep every corner comfortable across all four Vermont seasons. One level living, three bedrooms and full bath complete the main flor. The lower level was completed to offer flexible bonus space that adapts to your needs—home office, playroom, studio, a hobby you keep promising to start. Step outside and the real showstopper appears: a sprawling 700-square-foot TimberTech deck built for lazy mornings and lively gatherings envelopes the Craven above-ground pool and a sizable barn wired with fifty-amp electric stands ready for workshops, storage, toys, or big-dream projects. The expansive rolling lawn that leads to the creek in the far back of the property; delivering breathing room that suburban lots simply can't match. Location seals the appeal. Elfin Lake sits just up the road for paddling and picnicking, while the trails of White Rocks National Recreation Area reward every hiker and nature lover nearby. Families appreciate proximity to Mill River Union High School, and powder chasers will love that Killington Ski Area is a scenic drive away.

470 Creek Rd, Wallingford

$469,900

4 Beds ⋅ 2 Baths ⋅ 5093927 MLS

Welcome to your Vermont dream nestled among the rolling green hills of Wallingford, where country charm meets everyday comfort in this stunning 4-bedroom, 2-bathroom home. This property delivers the kind of lifestyle most people only daydream about during morning meetings. Step inside to discover a thoughtfully designed interior featuring spacious and generous living areas perfect for gathering with the family. The large kitchen serves as the heart of the home. Outside is where this property truly shines. The expansive lot provides endless possibilities, whether you envision sprawling gardens, or simply wide-open space to breathe. Then there is the huge barn — your ultimate playground for boats, vehicles, equipment, or that woodworking shop you have always promised yourself. The outdoor space is nothing short of spectacular, with the kind of Vermont scenery that makes neighbors jealous and visitors linger longer than planned. Nearby, you will find Stone Meadow Park and Elfin Lake for summer swims, White Rocks National Recreation Area for hiking adventures, and Killington Resort for world-class skiing just a short drive away. Golf enthusiasts will appreciate proximity to both Stonehedge Golf Course and Rutland Country Club. This is more than a home — it is a lifestyle waiting to be lived. Schedule your private showing today. Sellers are Motivated!

188 Green Hill Ln, Wallingford

$450,000

4 Beds ⋅ 2 Baths ⋅ 5076979 MLS

*Location, location, location Shared private access to Elfin Lake.* Welcome to this 4-bedroom, 2 bathroom home situated on a private road, offering peace and quiet while being just minutes from the center of Wallingford, only 15 minutes from all the amenities that Rutland has to offer, and 35 minutes to Manchester where you will enjoy shops of all kinds. The first floor features an updated kitchen that opens to the dining area, filled with natural light from the surrounding windows. The spacious living room includes a cozy gas stove perfect for enjoying winter evenings. Completing the main level is a ¾ bathroom and a versatile room that could serve as a bedroom, office, hobby room, or provide convenient first floor living options. Upstairs, you’ll find four additional bedrooms and a full bathroom, offering plenty of space for everyone to be on one level or flexibility to use the rooms to fit your needs. The walk-out basement includes an additional finished room ideal for a home gym, hobby area, or bonus space. A major highlight of this property is its membership in an association with shared private access to Elfin Lake. Enjoy swimming and kayaking in the summer, playing tennis on the courts, and the convenience of a bathhouse with restroom facilities located right at the lake. In the winter, take advantage of ice skating an exceptional year-round amenity that few homes can offer!

60 Irish Ln, Wallingford

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