4 Bedroom homes for sale & real estate in Chester, VT

4 Bedroom Homes for Sale in Chester, VT

Effortless Style Meets Vermont Village Living Sweeping arches, sun-soaked spaces, and vintage charm, this Ludlow Village home is the perfect blend of character and modern comfort. Lovingly cared for over 33 years, it's been thoughtfully renovated to keep the history intact while adding all the upgrades you want. Wake up to southern light streaming into your sunroom, sip coffee on the elevated deck with mountain views, or gather friends around the patio's hot tub and gas fire pit after a day on the slopes. With Okemo Mountain Resort just minutes away, you can ski in winter, golf in summer, and explore pristine lakes all year long. Inside, high-speed internet keeps you connected while heated

4 Bedroom Homes for Sale in Chester, VT

This property is a great source of revenue, with a good sound structure and well maintained utilities this property can serve as a great investment. Within walking distance to down town Springfield where you can find groceries, shops, restaurants and more.

4 Bedroom Homes for Sale in Chester, VT

Step back in time with this charming brick Colonial home, built in 1830 and beautifully situated in the heart of Proctorsville Village. Rich in history and character, this residence offers the perfect blend of classic New England architecture and convenient village living—just steps from shops, schools, restaurants, and the village green that adds to its timeless charm. The main level welcomes you with a traditional layout featuring a spacious country kitchen, a formal dining room, and a large living room ideal for gatherings. A full bathroom on this level adds modern comfort and convenience. Upstairs, you’ll find four inviting bedrooms and a three-quarter bathroom, providing am

4 Bedroom Homes for Sale in Chester, VT

Situated in a serene country setting just moments from the conveniences of town, 215 Elm Hill Street offers the ideal combination of privacy, comfort, and understated elegance. This beautifully maintained home features over 2,200 square feet of bright and inviting living space, designed for both relaxation and effortless entertaining. The expansive 1.25 acre lot is level and open, creating a natural sense of space and tranquility. Spend your summer days by the sparkling in-ground pool or host gatherings on the lush lawn surrounded by mature trees and peaceful views. Inside, large sunlit rooms flow easily from one to the next, creating a warm and welcoming atmosphere throughout. A spacious b

4 Bedroom Homes for Sale in Chester, VT

Once a tavern for travelers and a stagecoach stop in the early 1800s, 1607 Massey Road stands as a testament to Vermont’s enduring spirit. This distinguished 1810 Federal style home rests gracefully on over 48 acres of rolling meadow, woodland, and quiet pasture, offering a rare blend of seclusion, scale, and story. With more than 4,100 square feet of living space, the home welcomes you with generous rooms, wide fireplaces in the living room and bedrooms, and a sense of history in every beam and board. A classic kitchen with a center island opens to a breakfast nook bathed in morning light. Upstairs, a vast attic space invites conversion into a workshop, studio, or retreat beneath the

4 Bedroom Homes for Sale in Chester, VT

Welcome to SouthFace Village, Okemo Mountain’s newest slope-side community. This fully furnished, end-unit condo offers the ideal blend of modern comfort and mountain charm, ready for immediate occupancy. With four bedrooms and three bathrooms, this spacious unit boasts natural light and unrivaled access to the slopes, including the on-site Sunshine Quad chairlift for SouthFace owners. Key features include a high-end kitchen with premium appliances and quartz countertops, hardwood flooring and a gas fireplace to enjoy apres-ski moments. There is dedicated owner parking with a convenient storage locker. Energy-efficient construction with sustainable materials and superior craftsmanship