Wallingford Vermont MLS Listings Homes For Sale with 4 or more Bedrooms

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Under Contract WALLINGFORD VT Home for sale $$375,000 | $206 per sq.ft.

$375,000 | $206 per sq.ft. WALLINGFORD VT HOME FOR SALE

140 Prospect Street 4 Beds | 2 Baths |   Total Sq. Ft. 1820  |  Acres: 0.57

Welcome to this stately four-bedroom, two-bathroom Colonial, gracefully perched atop a hill in the heart of Wallingford, Vermont. Combining timeless character with thoughtful modern updates, this beautiful home offers the perfect blend of elegance, comfort, and convenience. At the heart of the home is a stunning, updated kitchen that seamlessly flows into the open-concept living and dining areas, creating an inviting space for everyday living and effortless entertaining. A cozy wood-burning stove adds warmth and charm, while large windows frame beautiful views of the surrounding landscape. Upstairs, you'll find a charming three-season sunroom overlooking the beautiful backyard--the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful surroundings throughout the changing seasons. Thoughtfully updated throughout, this home offers stylish finishes and a layout designed for today's lifestyle. Outside, enjoy a spacious yard with room to relax, garden, or gather with family and friends while taking in the scenic setting. Located in one of Vermont's most sought-after communities, you'll appreciate being just moments from Wallingford's beloved amenities, including the local schools, The Village Market, Sweet Birch Coffee and Bakery, Elfin Lake, restaurants, the post office, convenience stores, and more. Whether you're looking for small-town charm, a vibrant community, or easy access to everything you need, this exceptional property truly offers the best of Vermont living. Beautifully updated, ideally located, and ready to welcome you home--this is one you won't want to miss. ~ Welcome Home! See MLS Property & Listing Details & 52 images.


Under Contract WALLINGFORD VT Home for sale $$420,000 | $116 per sq.ft.

$420,000 | $116 per sq.ft. WALLINGFORD VT HOME FOR SALE

113 North Main Street 6 Beds | 4 Baths |   Total Sq. Ft. 4388  |  Acres: 0.46

Step back in time with this distinguished Greek Revival residence located on North Main Street in the heart of Wallingford. Known as the Meacham-Stafford-Klock House, this circa 1807 home blends historic charm with exceptional versatility, offering gracious living spaces and endless potential. Featuring six or more bedrooms, four baths, and two kitchens, the flexible floor plan is ideal for extended family living, guest accommodations, or an in-law suite. Elegant formal rooms, three fireplaces, and beautiful period details showcase the home's timeless character. The walkout lower level offers a unique studio or office space complete with the original hearth and beehive brick oven, thoughtfully preserving a piece of the property's rich history. Situated on a .46-acre lot, the property also includes a detached barn with a two-car garage, providing excellent storage, workshop, or hobby space. A rare opportunity to own one of Wallingford's treasured historic homes, offering classic architecture, generous proportions, and enduring New England charm. Property being sold in "as is" condition with no warranties expressed or implied by the Sellers. See MLS Property & Listing Details & 52 images.


WALLINGFORD VT Home for sale $$465,000 | $200 per sq.ft.

$465,000 | $200 per sq.ft. WALLINGFORD VT HOME FOR SALE
Price Change! reduced by $10,000 down 2% on March 25th 2026

60 Irish Lane 4 Beds | 2 Baths |   Total Sq. Ft. 2471  |  Acres: 0.8

*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! See MLS Property & Listing Details & 43 images.


WALLINGFORD VT Home for sale $$479,900 | $237 per sq.ft.

$479,900 | $237 per sq.ft. WALLINGFORD VT HOME FOR SALE

188 Green Hill Lane 4 Beds | 2 Baths |   Total Sq. Ft. 2253  |  Acres: 12.9

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. See MLS Property & Listing Details & 24 images.


WALLINGFORD VT Home for sale $$799,000 | $303 per sq.ft.

$799,000 | $303 per sq.ft. WALLINGFORD VT HOME FOR SALE
Price Change! reduced by $126,000 down 16% on July 8th 2026

3259 West Hill Road 4 Beds | 2 Baths |   Total Sq. Ft. 2634  |  Acres: 20.2

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. See MLS Property & Listing Details & 47 images.


WALLINGFORD VT Home for sale $$1,429,000 | $462 per sq.ft.

$1,429,000 | $462 per sq.ft. WALLINGFORD VT HOME FOR SALE

2643 Sugar Hill Road 4 Beds | 3 Baths |   Total Sq. Ft. 3092  |  Acres: 134.5

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. See MLS Property & Listing Details & 41 images.


WALLINGFORD VT Home for sale $$1,699,999 | $332 per sq.ft.

$1,699,999 | $332 per sq.ft. WALLINGFORD VT HOME FOR SALE
Price Change! reduced by $300,001 down 18% on June 11th 2026

310 Hateful Hill 4 Beds | 5 Baths |   Total Sq. Ft. 5122  |  Acres: 145

Don't let the road name fool you, there is nothing to hate about this Robert Carl Williams grand estate and farm with stables. Nestled on a hilltop in East Wallingford, you will find one of the finest properties in the area with a nicely appointed 4 bedroom 5 bath house boasting 5 fireplaces, a historic huge barn, a run-in horse shelter, a Morton barn/riding arena, and a 5 bay carriage house/garage all surrounded by 145 acres consisting of pastures, trails, woods, lawns, and a pond. The home is finished with granite countertops, marble baths, AGA range cooking stove, indoor lap pool, sauna, hardwood floors, a grand staircase, and almost 360-degree views of mountains and valleys. Enjoy those views from one of several decks, including one off the primary bedroom, or the outdoor fireplace patio, The circa 1840 3-story barn with a slate roof is a masterpiece of historic engineering. From the craftsmanship of the posts and beams to the many stables, animal pens, and Dutch doors, this has so much potential. The large Morton building with double sliding doors on both ends makes a great riding arena or massive storage for all the toys. Many old roads and paths are still present so you can explore the many acres. The exterior of the home was freshly painted including the decks. Okemo Resort is about 12 miles away and the city of Rutland is about 15 minutes away. This property will not disappoint. Visit the Okemo real estate community today. Taxes are based on current town assessments. See MLS Property & Listing Details & 60 images.


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