Pittsford Vermont Real Estate

Calling All Visionaries – Prime Fixer-Upper Opportunity Once a beautiful 4-bedroom, 3-bath home, this property is now ready for a fresh start. Whether you're up for a full renovation or looking to build something entirely new, this is your chance to reimagine a space in a fantastic location. Set on a generous 1-acre wooded corner lot, the setting offers rare privacy and seclusion while still being just minutes from town and local amenities. Surrounded by mature trees and nature, it’s the kind of quiet Vermont spot that’s getting harder to find. Bring your contractor, your plans, and your imagination—there’s plenty of potential here for the right buyer ready to roll up their sleeves. -This property is eligible under the First Look Initiative which expires after 30 full days on market. No investor offers until first look period expires. No offers regardless of buyer type will not be negotiated within the first 7 days of listing. Access to the property is not allowed - floors and roof compromised.

Cozy ranch in move-in condition, with beautiful views across the valley to the Pomainville farm, Wildlife Management Area, and the mountains. This 2 bedroom home has a heat pump and wood stove to keep you comfy. There's a great front yard enclosed with stylish fencing, and plenty of space for gardening and storage behind and on either side of the house. There's room to expand and put up a garage too! Inside the living room and eat-in kitchen are roomy and afford lots of natural light. In a convenient location with ready access to Route 7 and on to Rutland, Brandon, or Middlebury.

Charming Craftsman Retreat. Escape to the peace and privacy of the VT countryside with this well maintained craftsman-style converted manufactured home nestled on over 10 acres in scenic Sugar Hollow region of Pittsford. Step inside to a warm and inviting interior that showcases natural pine cathedral ceiling and walls, complemented by earth-toned finishes that reflect the serenity of the outdoors. With 3 bedrooms and a spacious en- suite with a laundry room, this home offers both comfort and functionality for modern living. A modern kitchen, gas cook top stove, laminated counter tops, custom crafted cabinets, newer appliances, and modern lighting, makes this kitchen your dream come true. Stay cozy year-round with two energy efficient heat pumps, lp gas FHA throughout, and a pellet stove for that authentic country charm. Enjoy peace of mind with a standing seam metal roof, newer vinyl siding— 2” x 6” insulated exterior walls, 2 x 12 ceiling and R52 attic insulation, all designed to stand up to Vermont’s seasons. The expansive lot offers endless possibilities—gardening, hunting, hiking, outdoor entertaining, and more. Only minutes from Brandon or Rutland to enjoy area shopping, restaurants or events. For outdoor enthusiasts, there’s local: golfing, lakes, skiing, hiking, biking, hunting, and so much more. Whether you're looking for a peaceful year-round residence or a seasonal private getaway, this home delivers the perfect blend of rustic elegance and modern convenience.

Newly renovated two story home with a partially finished walkout basement sitting on 2-acres with a meadow view that's home to horses across the street. Move-in ready, single story living on the upper level with kitchen, living room, mudroom, laundry, 3-bedrooms, and 1 full bathroom. Expand your living space downstairs to gain almost double the square footage. The partially finished basement has an additional living room, bedroom, plus a large bathroom framed and ready for you to make it your own. The lower level could become an in-law suite or separate apartment as it has full-size windows and it's own entry. The 2-acres surrounding the property feature a mostly level yard, wooded perimeter, a fenced chicken coop and wooden playset. BRAND NEW PRIVATE DRILLED WELL to be installed early September. Whether you want to start your own homestead, or have a private setting but still be close to town, look no further. Schedule a showing and see it today!

Welcome to 3277 US Route 7, Pittsford, VT. Fully renovated 3-bedroom, 2-bath home blending modern comfort with Vermont charm. About 1,209 sq ft of finished space and true turn-key living. Recent upgrades include new roof, electrical and plumbing, hot water heater, windows, doors and locks, fresh interior/exterior paint, new appliances, partial new flooring, plus a gorgeous wraparound porch and a spacious back deck for relaxing or entertaining. Public water; private septic recently pumped with new risers and baffles for a smooth handoff. Prime location near Rutland's shops, cafes, Paramount Theatre, year-round events and farmers markets, with outdoor access to Pine Hill Park trails, Chittenden Reservoir and Lake Bomoseen, and quick trips to Pico and Killington. Everyday needs are close by, including grocers, dining, and Rutland Regional Medical Center, with easy commuting on US-7. Seller will finish the exterior paint to match current color or repaint to buyer's choice. Investor note: Comprehensive renovations mean low near-term maintenance and immediate long-term or mid-term rental potential! Move-in ready with modern systems and timeless character. Schedule an appointment today!

Welcome to this beautifully updated two-bedroom, two-bathroom Cape-style home, perfectly set on nearly ¾ of an acre in lovely Pittsford, Vermont. From the moment you arrive, you’ll appreciate the charm and functionality this property offers. Step inside to find gorgeous hardwood floors, a spacious living room with a large brick fireplace, and three heat pumps to keep you comfortable year-round. The main floor bonus room adds versatility—perfect for a home office, guest room, or play area. The kitchen and dining areas flow seamlessly, with a slider leading to the backyard for easy indoor-outdoor living. The inviting covered front porch is the perfect spot to sit, relax and admire the genuine beauty of the changing seasons that Vermont is well known for! Upstairs and down, you’ll enjoy an abundance of closet space, while the basement is ready for your finishing touches—ideal for a game room, home office, or additional living area. The detached two-car garage was thoughtfully renovated in 2023 including a 50 amp outlet, perfect for car charging, an air compressor or a welder! With a newer roof, updated plumbing and electrical this home is ready to go with minimal maintenance! This property truly captures the Vermont lifestyle—comfortable, stylish, and set in a beautiful natural setting. Centrally located between Killington/Pico and Middlebury ski areas! Don’t miss your chance to make this one yours!

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!

Discover the perfect Vermont retreat with this private raised ranch set on over 10 acres in Pittsford. The main level offers a spacious kitchen with granite countertops, a center island with sink, updated appliances, and an open flow into the dining area. The living room is a true highlight, featuring soaring floor-to-ceiling windows that frame peaceful backyard views. The first floor includes one bedroom, a bathroom and a primary suite with a soaking tub and oversized tiled shower. The partially finished basement provides another bedroom, large family room and laundry area, while the oversized two-car garage offers ample storage, a workshop, and plenty of space for projects. A bonus outbuilding with porch has electricity and can serve as an art studio, playhouse, or guest cottage. Outside, the property blends open yard with wooded areas, complete with maintained trails perfect for walking, exploring, or simply enjoying nature. Located just 30 minutes to both Killington Ski Resort and Lake Bomoseen providing the ideal Vermont lifestyle for year round living.

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!

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.

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!