Properties Near 75 Pleasant Street Woodstock, VT

Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Center. This classic New England duplex (eastern side) home serves perfectly as a full time residence, or an easy keep as a second home. Through a classic covered porch enter the foyer with gleaming hardwood floors and high ceilings. The spacious living room has a propane stove, and large six over six windows flooding the room with natural light. The DR has original built-ins, and connects to a roomy farmhouse eat-in kitchen. Rear mudroom steps out to covered porch and detached garage. Office or overflow bedroom with 3/4 bath completes the main level. Moving upstairs there are three bedrooms, a full and a half bath. Opportunity to expand into the attic space above.

This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car garage with ample storage above is connected by a breezeway. 3 mini splits for efficiency and comfort. Backup generator, pellet stove, wood stove. Newer heat pump water heater, new windows. Huge shed barn for storage or workshop.

Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway. Inside, you’ll find four comfortable bedrooms and a warm, inviting layout designed for making memories. Gather around the beautiful wood-burning fireplace after a day on the slopes, or enjoy a game in the pool table room with friends and family. Period details and thoughtful updates create a cozy balance of history and comfort, while natural light and open spaces bring the outdoors in. This home is equally suited as a vacation retreat, an investment property, or a welcoming primary residence. Wide lawns offer plenty of room for play and gardening, and river views provide a peaceful backdrop in every season. Here, relaxation and adventure are always close at hand — whether it’s skiing, hiking, or simply soaking in the Vermont lifestyle.

NEW PRICE!! Discover classic Vermont charm at The Harry Emmons House, an antique brick cape located in the village of Taftsville, ideally situated on a level, open lot. A traditional covered farm porch leads to a gathering room with a brick fireplace. The main level features bright, airy living spaces with high ceilings and exposed beams, comfortable rooms, a country kitchen, a sunny dining room, den, and a bedroom with a separate dressing area. The upper-level features two attractive bedrooms, a full bathroom, ample storage space, and room for future expansion. Additional highlights include a separate rental apartment, a two-car barn garage, and a workshop. The Harry Emmons House is conveniently close to the Village of Woodstock, Vermont, and the Upper Valley regions of Vermont and New Hampshire, making it an ideal spot for those seeking both tranquility and accessibility.

Situated on a lovely .4 acre parcel in the heart of Woodstock Village, this newer construction open-concept home offers modern conveniences combined with superb access to all that Woodstock has to offer. The main floor opens to a vaulted-ceiling living room, dining area, and well-appointed kitchen. Down the hall are two nicely sized bedrooms, and a full bath and laundry/utility room. A 3rd bedroom upstairs rounds out the beautifully functional floor plan. Adding to the comfort of this home is an efficient, on-demand hot water heating system, plus air conditioning via mini-splits in almost every room. There is ample storage throughout the main home and an easily accessible crawl space. Enjoy a cup of coffee in the backyard while listening to the stream that runs along the edge of the property, or take a short stroll and enjoy a meal at one of the many restaurants just minutes away. Walking and biking trails are right out the door, and skiing at Killington is less than 25 minutes away. Don't miss out on this incredible opportunity. Open House Saturday, November 1 from 2 - 4 PM.

Don't let days on market steer you away! It took awhile for this home to be constructed and this brand new home is now ready for it's first homeowner! No HOA Fees in Quechee VT! The open-concept floor plan features 3 bedrooms and 2 full baths, seamlessly connecting the kitchen, dining area, and living room. The primary suite includes a private full bath and a spacious walk-in closet. Additional highlights include a covered front porch, a generous back deck and an oversized 1-car garage with direct entry into the mudroom. Public water and sewer. An energy efficient, NEW home located within close proximity to I-89, Lebanon (10 mins), Hanover (20 mins) and Woodstock (10 mins).

Open House Saturday 12/20 2:00-4:00. Nestled in the heart of the Quechee Club community with a seasonal view across the valley, just 7 miles east of Woodstock, this spacious four-bedroom, four bathroom home offers the best of Vermont living. Quechee Lakes is a private, full-amenity resort with two championship golf courses, a private lake and beach, tennis and pickleball, indoor/outdoor pools, a fitness center, and a racquet complex. In winter, enjoy downhill skiing at the Quechee Ski Hill and relax over breakfast in the base lodge, plus cross-country trails, snowshoeing, and skating. Just minutes away, Quechee Village features its historic covered bridge, river views, and the renowned Simon Pearce restaurant and glass-blowing studio. The home is also ideally located for Upper Valley convenience: about 20 minutes to Killington Mountain, Dartmouth College, and Dartmouth Hitchcock Medical Center. Set in the peaceful Ottauquechee River Valley, the property offers quiet wooded surroundings while remaining close to charming villages and essential services. Inside, you’ll find an open main-level floor plan, four large bedrooms, 4 bathrooms, and a large 2 car garage-level basement perfect for storage or workshop use. A versatile option for full-time living with a new furnace and new hot water heater, the perfect ski vacation retreat, or a multigenerational getaway, this home provides year-round access to the best of Vermont—golf, skiing, outdoor recreation, dining, and culture.

Set on 7.5 beautiful open acres, this classic 1960s ranch offers an incredible opportunity to own a piece of Quechee’s countryside — without the Quechee Lakes fees. Built and lovingly cared for by one family, this is the first time the property has ever been offered for sale. The land is open, level, and bathed in sunshine — ideal for horses, small animals, or gardening. A 10-stall horse barn and a separate dog kennel (easily convertible to a chicken coop or small-animal shelter) make this property perfectly suited for those seeking a hobby farm or equestrian lifestyle. The single-level home offers a comfortable layout with some updates already in place, leaving room for your personal touch and improvements. Located just minutes from the heart of Quechee and all Upper Valley amenities — including Dartmouth College and Dartmouth Health — this property combines a peaceful rural setting with exceptional convenience.