Wallingford Real Estate

Welcome to Wallingford, a charming town nestled in Rutland County, Vermont. With a population of around 2,800 residents, Wallingford offers a peaceful and close-knit community for those looking to escape the hustle and bustle of city life.

This picturesque town is known for its beautiful natural surroundings, including the nearby White Rocks National Recreation Area, where outdoor enthusiasts can enjoy hiking, camping, and stunning views of the surrounding mountains. Wallingford is also home to several historic sites, such as the Wallingford House and the Wallingford Railroad Station, which offer a glimpse into the town's rich history.

In Wallingford, residents can enjoy a laid-back lifestyle while still having convenient access to amenities. The town features local shops, restaurants, and community events that bring neighbors together. With its strong sense of community and small-town charm, Wallingford is the perfect place to call home for those seeking a tranquil and welcoming environment.

Whether you're looking to settle down in a peaceful rural setting or simply want to explore the beauty of Vermont, Wallingford has something to offer everyone. Come discover the beauty and warmth of Wallingford – a hidden gem in the heart of Rutland County.

Newest Listings in 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

$485,000

4 Beds ⋅ 3 Baths ⋅ 5105504 MLS

Turnkey Vermont Home with Long-Range Views. Beautifully situated at the center of it all, this exceptional home offers an ideal location for those commuting to Rutland, Ludlow, or Manchester. Set on a quiet cul-de-sac, the property provides both convenience and the added appeal of a desirable neighborhood setting. The home has been thoughtfully updated throughout, with quality improvements including electrical, windows, flooring, and air conditioning, creating a truly turnkey opportunity with little to do but move in and enjoy. The flexible four-bedroom layout includes two ensuite bedrooms, providing excellent space for family and guests. The lower level offers a spacious game room, an ensuite bedroom, and additional living space, while the upper level includes a second ensuite and two additional bedrooms. French doors open to the back deck and expansive lawn, where long-range views create a beautiful backdrop for outdoor entertaining and relaxation. With its combination of modern updates, versatile living space, privacy, and convenient location, this home is an excellent choice for year-round living or a Vermont getaway. Visit the Okemo real estate community today. Taxes are based on town assessment.

50 Wickham Ln, Wallingford

$299,000

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

$895,000

4 Beds ⋅ 4 Baths ⋅ 5100375 MLS

Storybook setting lined with classic stone walls, open meadows, and sweeping views of White Rocks National Park sets this exceptional property apart. Custom built in 2007 with distinctive Craftsman-style architecture, the home makes an unforgettable first impression with its massive timber and stone front entry. Inside, a vaulted great room showcases a dramatic wall of windows, handsome Elmwood flooring, and a double-sided propane fireplace that creates warmth and character throughout the living spaces. The custom kitchen is designed for both entertaining and everyday living, offering granite countertops, a large propane range, custom bar seating, and Hubbardton Forge pendant lighting. The adjoining dining room enjoys the ambiance of the double-sided fireplace, making it ideal for gatherings and special occasions. A spacious mudroom, a true Vermont essential, includes a convenient ¾ bath. The desirable first-floor primary suite features a generous bedroom, soaking tub, and walk-in shower. The second level offers three spacious bedrooms, an oversized full bath, and a home office/den overlooking the great room below. An attached two-car garage is complemented by a large heated workshop and substantial storage space above with future expansion potential. The full basement provides excellent storage and mechanical systems. Outside, the open meadow offers endless possibilities for recreation, gardening, animals, or even a potential future building site. Enjoy privacy, natural beauty, and stunning mountain views in every season. Located in the quintessential Vermont village of Wallingford, you'll enjoy charming restaurants, country stores, bakeries, the famous Wallingford Locker, nearby Elfin Lake, and an abundance of walking and hiking trails. A rare offering that combines quality craftsmanship, comfortable living, and one of the area's most beautiful settings.

275 East St, Wallingford

$360,000

2 Beds ⋅ 2 Baths ⋅ 5099383 MLS

Set atop a gentle knoll and framed by mature trees, this 1950 home was reimagined from the studs out in a 1999 renovation, with a thoughtful addition in 2001 that expanded the living space. The surrounding grounds -open lawn, established perennial gardens, and a classic stone wall - create a setting that feels both cared-for and connected to nature. One gap in the wall offers a quiet invitation into the woods beyond, hinting at trails and quiet moments just steps from your door. Beyond the wall, private trails wind through 11+ acres, ready for exploring on foot or snowshoe. Winter enthusiasts will love the location even more: VAST trail access is just up the road, so you can head out on your snowmobile straight from home - no trailering required. Upstairs, two comfortable bedrooms share a convenient half bath - a peaceful retreat at the end of the day. A detached two-car garage adds everyday convenience, with storage above. It's a rare blend: the warmth and character of a woodland retreat, with modern updates and easy road access.

995 Centerville 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

$1,429,000

4 Beds ⋅ 3 Baths ⋅ 5096933 MLS

A Private Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, and peaceful woodlands, this lovely and stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home is enhanced by underground utilities that preserve the natural landscape and create a true sense of sanctuary. The interior features soaring vaulted ceilings, walls of windows that flood the home with natural light, and an open floor plan designed for comfortable living and entertaining. The beautifully renovated white kitchen flows seamlessly into the spacious family room, where rich brick flooring and two fireplaces create a warm and inviting gathering space. Offering four bedrooms and three full baths, the home features two primary suites—one on the first floor and another on the second making it ideal for family, guests, or multi-generational living. Originally owned by an equestrian, the restored historic barn has been thoughtfully converted into a five-stall horse barn with a spacious loft that has served as a basketball court and recreation area, offering endless possibilities. The solar energy system keeps electric costs to a minimum while underground power enhances the property's pristine appearance. Miles of open land provide opportunities for horseback riding, hiking, cross-country skiing, farming, gardening, or simply enjoying the abundant wildlife and spectacular mountain views. Located in one of Vermont's most desirable country settings, surrounded by beautiful homes and scenic landscapes, yet just minutes from world class skiing at Killington Resort, "The Beast of the East," and Okemo Mountain Resort. Manchester is nearby for upscale shopping, dining, galleries, and entertainment, while Rutland offers a vibrant downtown, renowned Farmers Market, the Paramount Theatre, excellent restaurants, and Amtrak's Ethan Allen Express with direct service to New York City.

2643 Sugar Hill 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

$42,000

5089304 MLS

Welcome to the corner of Hawkins Road and Autumn Heights in the charming town of Wallingford. This 1.7-acre parcel offers a peaceful natural setting with mostly wooded terrain and a meandering seasonal stream flowing through the property. A previously roughed-in driveway and cleared homesite could easily be reclaimed, providing a head start for your future plans. Whether you envision a primary residence, vacation camp, RV getaway, or simply your own private retreat in nature, this property offers plenty of possibilities. Enjoy the beauty of wildflowers, ferns, mature hardwoods, and classic Vermont stone walls throughout the land. Utilities are available at the road for convenient connection. A wastewater permit will be required for residential construction, as the seller has not completed soil testing or obtained prior septic permits. Ideally located less than 5 miles from the quaint village of Wallingford, approximately 14 miles to Okemo Mountain Resort, and about 15 miles to Rutland, this property provides easy access to year-round recreation and amenities. Outdoor enthusiasts will appreciate nearby White Rocks National Recreation Area and the Long Trail / Appalachian Trail, along with opportunities for biking, rock climbing, snowmobiling, fishing, swimming, and farm-to-table dining. Come enjoy your own slice of Vermont and become part of this welcoming neighborhood. Visit the Okemo real estate community today. Taxes are based on town assessment.

269 Hawkins Rd, Wallingford

$799,000

4 Beds ⋅ 2 Baths ⋅ 5086779 MLS

TAKE NOTE- HUGE PRICE ADJUSTMENT. GREAT VALUE...Welcome to a quintessential Vermont farmhouse where history and comfort meet. This 1800s home has been thoughtfully refreshed while preserving its yesteryear charm. Original wood beams are showcased throughout, adding warmth and architectural character. Recent improvements include updated flooring, an efficient woodstove, a pellet stove, and more. A custom barn door opens to a welcoming entrance room with a vaulted ceiling and a wet bar, perfect for snowy days and drying gear after winter adventures. The kitchen features modern appliances and granite counters while maintaining a timeless feel with exposed beams. Enjoy gatherings in the adjacent dining room with a built-in cabinet for your favorite pieces. The living room offers a cozy setting with an original fireplace, wide pine floors, and wrought-iron latch doors that truly stand out. A separate family room is ideal for movie nights or game days. The home offers a convenient first-floor bedroom/office and three additional bedrooms upstairs for family and guests. Set on 20 acres, the property provides privacy, open meadows, a pond, groomed trails, and stunning mountain views. Enjoy morning walks, wildlife, and evenings on the covered back deck. Snowmobiling is right outside your door, and the slopes are just 35 minutes away. A three-car garage/workshop offers excellent storage and connects to a picturesque barn featuring multiple bays, a large tractor area, and back-covered storage. Located on a stunning Vermont country road in Wallingford, ideally situated between Manchester and Okemo, offering easy access to shopping, fabulous restaurants, and world-class skiing. Everything Vermont is known for is right at your fingertips, all within a wonderful country neighborhood setting. A true gem. More than a property, this is an opportunity to embrace Vermont living at its finest. Discover the true meaning of Home Sweet Vermont.

3259 W Hill Rd, Wallingford

$999,999

3 Beds ⋅ 2 Baths ⋅ 5085183 MLS

Nestled in the scenic countryside of Wallingford, Vermont, this exceptional equestrian property is a true horse lover’s dream. Set on nearly 23 picturesque acres with sweeping mountain and meadow views, this remarkable property offers everything needed for horses, hobbies, and country living. Designed with the equestrian enthusiast in mind, the property features a spacious 62’ x 120’ indoor riding arena, a well-appointed outdoor arena, 13 stalls, fenced pastures, and a round pen. Each paddock is thoughtfully equipped with its own run-in shed and water access, creating a functional and comfortable setup for horses year-round. Currently set up as a top notch boarding facility, this property was thoughtfully designed for the equestrian by an equestrian! The ease of day to day operation has already been established with functionality and efficiency in mind! With many functional outbuildings and a charming sugar house that adds classic Vermont character and offers endless possibilities. The inviting 3-bedroom, 2-bath home is filled with warmth and natural light, featuring a generous open floor plan ideal for everyday living and entertaining. Beautiful tongue-and-groove ceilings highlight the living room, while rich hardwood floors add timeless appeal. Large windows frame the stunning surrounding views and bring the beauty of the outdoors inside. Whether you are seeking a working horse property, a private retreat, or a place to enjoy the Vermont lifestyle, this one-of-a-kind property must be seen to be truly appreciated.

1374 Us Route 7s, Wallingford

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