Properties Near 5190 Whipple Hollow Road Pittsford, VT

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Beautifully renovated and move-in ready, this charming New Englander style home offers the perfect blend of classic character and modern upgrades, ideally situated on a quiet dead end street just moments from the local school in Proctor. Completely redone inside and out, the home features new siding and roofing, a redesigned layout, fresh paint and stylish, high quality finishes throughout. Step inside to discover bright, welcoming living spaces with a seamless flow, perfect for both everyday living and entertaining. The heart of the home is a custom marble kitchen with porcelain floor, thoughtfully designed with modern cabinetry, updated appliances, ample workspace and access to the backyard making it as functional as it is beautiful. The adjoining living and dining areas are filled with natural light and offer an attached ¾ bathroom for full flexibility plus an additional finished room that could be used as a home office, mud room or additional den. Upstairs you will find 4 bedrooms and a full bath. Outside, enjoy the peaceful setting of a low traffic neighborhood with the added benefit of being close to town amenities. Whether relaxing in the yard, or the deck by the pool or hot tub this location offers both privacy and convenience. Set in the heart of Proctor, a quintessential Vermont village known for its rich marble history and strong sense of community, you'll appreciate tree lined streets, close proximity to Rutland's amenities and a true small town feel. Outdoor enthusiasts will love the easy access to nearby trails, parks, and year round recreation, while winter adventures await just a short drive away at Pico Mountain and Killington Resort. A rare opportunity to enjoy a fully updated home in one of Vermont’s most welcoming small-town communities.
Rare opportunity to own this special home that has been in the same family for decades upon decades. Ideal location Pittsford and only minutes from all Rutland City amenities. This lovely picturesque corner lot boats plenty of room for numerous activities and endeavors. Spacious home: Main floor features: luminous heated sunroom with wall to wall glass windows & doors, knotty pine entry & laundry room, full bathroom, spacious kitchen, stainless steel appliances with center island for additional seating as well as a peninsula with dishwasher between kitchen & formal dining room. Living room and formal entry complete the main floor. Upstairs you will find three bedrooms and a 3/4 bathroom, exterior door to an outside staircase as a separate entry or exit from upper level. The yard is simply gorgeous. Fenced in area can be restored to a beautiful & relaxing patio/garden. There is a quintessential covered front porch to take in the scenery... a ramp for easy access leads you to a side deck with awning, ideal for cookouts & conversations. Oversize garage is an uderstatement. This garage features a normal size bay, an oversized bay and goes deep enough to offer yet another bay on the south facing wall of the garage. Extra bonus of large square footage storage upstairs in garage. So many possibilities with this property.
Tucked into a peaceful hillside setting in the heart of Proctor, 45 Eden Avenue offers the charm of a classic Vermont home with thoughtful modern updates throughout. This 3-bedroom, 2-bath home features an updated kitchen with modern appliances, refreshed first-level flooring, bathroom improvements and mini-splits for added comfort. Set on approximately 1.1 acres, the property offers a private country feel with mountain views, a detached garage and an inviting outdoor space that make the most of its wooded surroundings. Enjoy the quiet of a tucked-away setting while remaining close to the character and convenience of Proctor Village. Known for its marble history, unique architecture, marble sidewalks, and small-town Vermont charm, Proctor offers access to Beaver Pond Park, local walking trails, the Proctor Free Library, Wilson Castle, the Proctor Pool, and nearby recreation. Just a short drive from Rutland, Brandon, Lake Bomoseen and the Killington/Pico ski region, this location places you near shopping, dining, skiing, lakes, trails, and year-round outdoor adventure. A wonderful opportunity for those seeking privacy, character, and convenience in one of Rutland County’s most distinctive communities. Welcome home!
Escape to the beauty of Vermont with this inviting home set on a picturesque country lot at 5190 Whipple Hollow Road. Offering the perfect blend of comfort and peaceful surroundings, this updated move-in-ready property features an open and airy floor plan designed for today's lifestyle. The spacious living areas are filled with natural light, while the updated kitchen flows seamlessly into the dining and living spaces, making entertaining effortless. Step outside to the expansive wrap-around deck overlooking the beautiful yard—ideal for morning coffee and gatherings with family and friends. Recent improvements include a new kitchen, light fixtures, brand-new appliances, updated exterior doors, a new oil tank, and a spacious primary bathroom plus a fully updated second full bath. Whether you're looking for your first home, a peaceful retreat, or a place to enjoy the outdoors, this property offers the charm of country living with the convenience of nearby Rutland, outdoor recreation, skiing, golf, lakes, and year-round Vermont adventures. Don't miss this opportunity to make this wonderful property your next home!
Classic Vermont charm meets everyday comfort in this inviting Pittsford Village home, where original character, thoughtful updates, and a spacious backyard come together at an exceptional value. A welcoming covered front porch offers the perfect place to enjoy your morning coffee or unwind after a busy day. Step inside to discover original hardwood floors that add warmth and timeless appeal throughout much of the home. The comfortable living room is centered around a cozy wood stove, creating an inviting atmosphere during Vermont's colder months. The eat-in kitchen and formal dining room provide flexibility for both everyday living and entertaining, while a full bath with first-floor laundry adds convenience. Upstairs, three comfortable bedrooms and a second full bath offer space for family, guests, or a home office. The .38-acre lot features a spacious backyard with room for gardening, pets, play, or outdoor gatherings. Replacement windows, low-maintenance vinyl siding, and a standing-seam metal roof provide lasting durability and reduced maintenance. A detached garage and ample driveway parking complete the property. Ideally located in the heart of Pittsford Village, you'll enjoy walking to the Pittsford Recreation Area and Lothrop Elementary School, with local shops and amenities just minutes away. Rutland is only 15 minutes away, and Burlington International Airport is less than 90 minutes from home. Blending character, functionality, and value, this home offers an opportunity that's becoming increasingly difficult to find in today's market. Sale is subject to the sellers securing suitable housing. Relocation options have been identified, and a flexible closing timeline is available.
Nestled in the picturesque marble town of Proctor, this three-bedroom, two-bath home offers comfort, convenience, and small-town Vermont living at its best. Uniquely situated along the Otter Creek Valley, Proctor is one of Rutland County's most scenic communities, home to the Vermont Marble Museum, Wilson Castle, the Fletcher Proctor Memorial Bridge, Beaver Pond, the Proctor Free Library, Carriage Trails, outdoor skating and roller rink, community pool, and more. Set on a corner lot with a fully fenced yard, this home offers inviting outdoor spaces, including an enclosed front porch perfect for relaxing and a spacious side yard ideal for entertaining, gardening, or pets. Inside, the renovated kitchen features abundant cabinetry, butcher block countertops, newer flooring, and a functional layout. The comfortable living room has wood floors, while an adjoining bonus space makes an excellent home office, reading nook, or play area. A bathroom is conveniently located on each level. The first floor features a half bath just off the rear entry which has a large coat closet, while the second floor offers a newer bath complete with a tiled step-in shower. Upstairs you'll find three bedrooms, each equipped with its own nearly brand-new heat pump, providing efficient heating and air-conditioned comfort. In total, five nearly brand-new heat pumps have been installed throughout the home. Additional updates include some newer windows, electrical improvements, and plumbing upgrades, offering peace of mind while leaving opportunities for cosmetic updates to make the home your own. Outside, a detached vintage garage with an attached potting shed, garden space, and mature shade trees complete the property. Combined with Proctor's highly regarded school system, vibrant community, and rich blend of historical, cultural, and recreational amenities, this home presents a wonderful opportunity to enjoy all that this special Vermont town has to offer.
Discover the possibilities in this inviting home, perfectly situated on a spacious corner lot in a desirable neighborhood. The main level offers a comfortable, move-in-ready living space with a warm, welcoming layout ideal for everyday living or entertaining. Upstairs, you’ll find an unfinished area brimming with potential, ready to be transformed into additional bedrooms, a home office, or a creative studio to suit your needs. The property’s generous yard provides room for gardening, play, or future outdoor projects, while the corner location offers extra privacy and curb appeal. A detached garage with attached workshop offers additional potential, as well as the 3 small outbuildings. Located in the historic marble town of Proctor, with local schools K-12, easy access to Rutland's amenities and tons of year round recreation. Whether you’re a first-time buyer, an investor, or someone with a vision, this home is a rare opportunity to create something truly special. PRICE REDUCED! PROPERTY VACANT....EASY TO SHOW. SELLER MOTIVATED. MAKE AN OFFER!
Move right into this spacious 3-bedroom, 2-full-bath manufactured home situated on a private 1.25-acre lot offering peace, privacy, and room to enjoy the outdoors. While some cosmetic updating could make it truly shine, the home is comfortable and move-in ready with many major improvements already completed. Recent updates include new windows, durable vinyl siding, a newer standing seam metal roof, and a newer one-car garage, providing years of low-maintenance ownership. The property offers a great balance of rural tranquility and convenience, with shopping, dining, lakes, skiing, and year-round recreational opportunities just a short drive away. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this affordable property offers solid value, privacy, and plenty of potential to make it your own.

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