Properties Near 6723 Whipple Hollow Road Pittsford, VT

Welcome to your peaceful mountain retreat in the heart of Vermont's premiere ski country. Only minutes from Killington and Pico Mountains, this spacious 2.5-story, 4 bedroom, 3 bathroom home offers the perfect blend of rustic charm and modern comforts. All surrounded by Vermont’s natural beauty and stunning views of Killington Mountain. Step inside to a bright and open living space where the vaulted ceiling, exposed beams, and the large multi-floor windows frame the tranquil forest setting. The inviting great room features a grand stone hearth and wood stove, creating a cozy atmosphere after a day on the slopes. The adjoining dining area and kitchen make entertaining easy, with warm wood cabinetry, ample counter space, and a breakfast bar that’s perfect for gatherings. Off of this space is a wonderful wrap-around deck that offers unobstructed mountain views. Completing this level are two guest bedrooms with each offering its own sense of privacy and relaxation, highlighted by natural light and peaceful woodland or mountain views. The primary suite is located just above this space and has a private entrance overlooking the great room below. Downstairs, a finished walkout lower level provides flexible space for a media room, home office, or guest suite complete with a recessed ceiling, built-in shelving and an additional full bathroom. So if you are into skiing, snowmobiling, hiking, swimming or anything outdoors then this home is a must see. Welcome Home!

Set on 10.42 acres, this well-maintained home features a grand yard with perennial gardens, sweeping driveway, rock wall, scattered trees, offering both privacy and beauty. Inside, soaring cathedral ceilings with exposed king post trusses create an impressive focal point, complemented by a loft sitting area ideal for a home office or private retreat. The spacious primary suite features an open flow, with double vanity and walk in closet. One of the downstairs bedrooms easily shuts off as a private guest suite. Two decks, including a 26’x16’ deck off the dining room, offer views of the sprawling, beautiful grounds. Spacious walkout basement with a new unit heater, large windows and French doors provides natural light and versatile living space. New and inspected fuel oil tank. Four new heat pumps provide additional heat and make a fully air-conditioned home, complemented by a newer automatic full-house generator for year-round comfort and peace of mind. Set on a quintessential Vermont country road, this home is just a short drive to lakes, Green Mountain hiking, and world-class skiing at Killington.

READY FOR IMMEDIATE OCCUPANCY! The "turn-key" condition & thoughtful 1-level design & quality construction is readily apparent throughout this 7-year-new senior-friendly Owner/Contractor Home. Enjoy a spacious floorplan, with abundant storage spaces, energy-efficient and low-maintenance features. Full dry open pcc foundation has walkout entry, a second laundry hookup, and 4th bath sub-slab plumbing. There is capacity in the septic system for a 4th bedroom. The property includes a 2.3 acre open & woodsy house lot and 1.4 acres of Quiet private road; with shared maintenance by 9 other user/owners. Handy to school bus pickup for Barstow Elementary & choice of area high schools. Minutes to boating, fishing and snowmobiling on National Forest. Killington Resort amenities & Rutland city services are within a 20minute drive by paved road.

Steeped in history yet thoughtfully updated, this grand Colonial in Pittsford, Vermont, combines timeless charm with modern convenience. Pittsford is a welcoming community known for its small-town feel, scenic beauty, and easy access to Rutland, Brandon, Middlebury, Lake Bomoseen, and Killington Ski Area. The newly renovated kitchen is a true centerpiece with vaulted ceilings, original beams, radiant brick flooring, a striking center island with stone countertops, upscale appliances, and a cozy sitting area with a convenient half-bath. A warm living and dining area with a woodstove features a large picture window overlooking the backyard oasis. A handsome family room with built-in bookshelves, a private office, and an adjacent ¾ bath complete the first level. Upstairs, four inviting bedrooms with wide pine floors share a full bath. The private five-acre lot is designed for entertaining with a sparkling in-ground pool and pool house, a welcoming firepit, and a unique covered Pig roast area. Fruit trees, grapevines, a blueberry patch, and a thriving vegetable garden highlight the Vermont lifestyle. Numerous improvements add peace of mind, including updated wiring with 200-amp service, PEX plumbing, spray-foam insulation, and generator hook-up. Blending original craftsmanship with thoughtful upgrades, this special property offers a rare chance to own a piece of Vermont’s history, beautifully tailored for today’s lifestyle and ready to enjoy in every season. LIVE VERMONT!

Fantastic Country Club Location! This inviting one-level ranch offers a rare combination of golf course frontage and spectacular western mountain views. With 1,344 square feet of living space, the home features hardwood flooring under much of the carpeting—ready to be revealed for added warmth and timeless beauty. The welcoming layout includes generously sized living and dining rooms, a bright and spacious kitchen, and a wonderful glassed/screened porch overlooking a sparkling in-ground pool and the mountains beyond. Perfect for entertaining or relaxing, this outdoor retreat is sure to become a favorite gathering spot. The home offers three comfortable bedrooms, including a primary suite with its own private bath. An attached two-car garage and a level paved driveway provide convenience year-round, while the full unfinished basement offers endless possibilities for storage, a workshop, or future living space. Situated on a manageable .52-acre lot in a sought-after Country Club setting, this property provides the perfect canvas to add your own updates and create the home you’ve envisioned. Whether you’re looking for a full-time residence or a seasonal retreat, the location is unbeatable—close to recreation, shopping, dining, and all the conveniences of town. Opportunity knocks with this sweet home in an enviable setting, don’t miss your chance to make it your own!