Proctor, VT | 34 Pleasant Street

Set atop a gentle knoll with pleasant mountain views and exceptionally convenient access, this historic 1850s farmhouse beautifully blends Vermont’s vernacular architecture with the comforts of modern living. A graceful wrap-around covered porch welcomes you through the formal front entrance, while a new attached two-car garage provides easy everyday access. The fully updated kitchen pairs hickory cabinetry, attractive countertops, stainless appliances and gleaming hardwood floors with a rare and wonderfully practical butler’s pantry - perfect for food prep, storage and entertaining. The comfortable living room features rustic pine wainscoting and a wall of custom built-in bookshelves, then opens to a sunny deck where mountain views and colorful sunsets provide a beautiful backdrop at day’s end. The main level offers a bedroom, dining room, hobby room, powder room and full bath with laundry. Upstairs, three generous bedrooms share a bathroom, kitchenette and enormous family room with its own exterior entrance. This flexible space offers exciting possibilities as a studio, office, home business, in-law suite or potential ADU. Outside, more than an acre of level and gently sloping lawn provides ample room for gardening, recreation, pets, children and gatherings. Located in desirable Rutland Town, you're just minutes from downtown Rutland’s shopping, dining, arts, recreation and services, while enjoying the benefits of town living and lower property taxes. If you value historic character, abundant space, flexibility and everyday convenience, this distinctive Vermont farmhouse deserves a look.

This home is once again available and ready for its next chapter. Recent exterior improvements include drainage work and a newly poured concrete wall, representing an investment of over $30,000. With these updates now complete, the property is refreshed and ready for its new owner to enjoy. Come take a look and discover everything this home has to offer! A bit about Proctor - Home to historic landmarks like Wilson Castle, the Proctor Free Library, Carriage Trails, and the beloved Proctor Pool, this charming town offers both beauty and community spirit. This well maintained home is tucked into a desirable neighborhood and sits on a landscaped lot that includes a stone retaining wall and privacy fence. The kitchen, featuring white cabinetry, granite countertops, tile backsplash, and KitchenAid gas cook-top opens to a dining area big enough to gather with friends and family and connects to the living room with a large west facing picture window, built-ins, all with oak hardwood flooring and benefits from centrally located heat pump. Totaling four bedrooms, 2.5 baths, the home includes a large primary bedroom, with three closets with a private bath. As characterized by the raised ranch, a style of home with finished living space below the main floor, the lower level offers a carpeted family room, a separate office with built-ins, and a dedicated workshop. This well maintained home has vinyl replacement windows, vinyl sided exterior, and is generator set and ready with Reliance ProTran transfer switch so you'll never be with out power. The attached garage - a must for living in Vermont - offers extra storage space. Enjoy outdoor living on your private back deck, with awning, that opens to a nice lawn complete with a handy storage shed to hold all your lawn and gardening tools. A well-regarded local school system and recreational opportunities make this an ideal place to call home.

Absolutely delightful location. Lovely 3 bedroom, 2 full bathroom Cape ideally situated on this lovely 1.9 acre cleared lot in Proctor. Home features an enclosed front porch, spacious kitchen with island peninsula offering additional counterspace and extra seating if needed - opens nicely to dining room. There is an intimate den/living room area as well as a formal living room, bedroom and full bathroom on the main level. Two very large bedrooms and another full bathroom upstairs. New heat pump hot water heater, mechanicals serviced, oil tank passed inspection. There is an oversized two car barn - perfect for your vehicles, toys & tools. Drainage professionally installed to keep the basement and yard dry from any mountainous runoff. Enjoy all of Proctor small town amenities such as: hiking trails, snowmobiling, kayaking, swimming, fishing & cookouts at Beaver Pond, library, pool for summer swimming, skating rink for both roller & ice skating, outdoor basketball and tennis courts, baseball, softball & little league fields, restaurant, fire station, park with gazebo, weekly curbside garbage pickup every week included in your taxes. Proctor also offers their own elementary school & high school. Small town living at its very best.

Absolutely delightful 3 bedroom, 2 bathroom ranch on desirable 1 acre lot in Rutland Town. Attractive floor plan with luminous living room with electric insert in fireplace, cherry flooring in living room, kitchen with cherry cabinets, ceramic tile flooring, granite countertops, stainless steel appliances & convenient pantry - opens effortlessly to dining area. Very large primary suite with walk in closets & 3/4 bathroom. Another bedroom plus full bathroom on main floor w/laundry. Two heat pumps for supplemental heating & cooling. Finished lower level features a bedroom and a family room/den or office. The Dining area has a large window & access to private back deck overlooking above ground pool, luscious greenery and spacious expansive lawn. Tasteful lighting fixtures & decor throughout. Detached two car garage is ideal for vehicles as well as storage for tools & toys. Outbuilding/Shed for additional storage. Brand new asphalt shingle roof and newly paved driveway. Desirable Rutland Town Location.

Charming Proctor Village Home with Modern Updates Make your new home in the historic charm of Proctor Village, a quaint Vermont community known for the Vermont Marble Museum, Wilson Castle, Proctor Free Library, and more. Conveniently located just 10 miles from downtown Rutland, you'll have easy access to shopping, dining, services, skiing, hiking, and year-round recreation. Set on .33 acres, this inviting home offers direct access to a private backyard an ideal space for relaxing, entertaining, or enjoying the outdoors. Inside, you'll find 2 bedrooms and 2 full bathrooms, along with the convenience of second-floor laundry located near the bedrooms. The modern kitchen features granite countertops, updated appliances, and a dining area that flows naturally into the spacious living room. A wood stove provides an additional heating option and adds warmth and character to the space. The open floor plan creates a comfortable, connected atmosphere that's perfect for everyday living and gatherings. A charming sitting room features a built-in and a distinctive metal ceiling, adding unique character and a touch of Vermont charm. A wonderful blend of modern updates, comfort, character, and village convenience, this Proctor home is ready to welcome you.

Bring your imagination, a little elbow grease, and your vision to this four-bedroom, two-bathroom single family home in beautiful Proctor, Vermont. Set on over two acres of land, this property offers a wonderful opportunity to create something truly your own in a peaceful Vermont setting. A true diamond in the rough, this home is ready for someone with a vision to bring out its potential. With four bedrooms, two-bathrooms, generous land, and a beautiful location, there is plenty of room to dream, renovate, and make this property your own. Whether you're looking for a project, a place to put down roots, or an opportunity to build equity, this property is ready for its next chapter. Roll up your sleeves, bring your creativity and transform this Vermont property into the home you've been imagining. Come see the possibilities and make this diamond in the rough shine!

A Rare Piece of Vermont History Awaits! Step into 261 McKinley Avenue, a distinctive Vermont farmhouse dating to circa 1820 and set on approximately 2 acres in Rutland Town. Rich in character and local history, this special property offers a rare opportunity to own a home with a story that spans more than two centuries. A tidbit of history: the property was notably featured in a 1958 Rutland Daily Herald photograph titled “Twilight Vermont Winter Scene". Today, this charming 2-story Colonial offers 2,220 square feet, 5 bedrooms, and 2 baths, providing plenty of room for family, guests, hobbies, or home office space. Historic details include natural woodwork, original ceiling beams, hardwood floors, a wood fireplace, and an abundance of natural light. A soaking tub, first-floor laundry, and primary bedroom add everyday convenience. There's also a large pantry/storage space plus a dedicated office. Outside, the possibilities continue. The approximately 2-acre property features wooded areas, meadow views, garden space, a screened front porch, side porch, barn, shed, and additional outbuilding. Two garages provide exceptional storage and workspace for vehicles, equipment, or recreational gear. Modern conveniences include updated electrical, a drilled well, septic system, oil baseboard heat, wood stove, window AC, and access to fiber-optic internet. The kitchen is equipped with a gas range (needs replacement), refrigerator, dishwasher, microwave, plus a washer and dryer. Furnishings may be included with an acceptable offer. Competitively positioned for timely sale. If you're searching for more than a house—if you want character, history, land, versatility, and a true sense of place—261 McKinley Avenue deserves your attention. Properties with this kind of history and provenance rarely become available. Come discover this remarkable Vermont property and imagine that it's you, creating the next chapter of its story. OPEN HOUSE: Saturday, 09/05 from 3:00 PM - 4:00 PM

This private and serene three bedroom, furnished country get-away is located in Pittsford but just minutes to the Chittenden Reservoir and Killington/Pico down hill skiing. The open living room with a dining area greets you at the front door. There is an efficient kitchen with ample counterspace and oak cabinets conveniently located just off the dining area. The first floor has a charming step-down sunroom that provides extra living space for family and friends with a sliding glass door for extra sun light and easy access to the garden. There is a full bathroom and laundry/mudroom area with a door leading to the large covered back porch. From here you can entertain in style or just relax while listening to the babbling brook that passes between the house and back garden path. The stairway to the second level has a generous landing area with three bedrooms off of it. The primary bedroom has a full bathroom with a dressing room that is currently being used as an office. From here you have the luxury of sitting on the second story partially covered porch with an open balcony for sunbathing in the summer and warmer winter days! There is a yard with a patio and paths with bridges to cross the brook to a lovely garden area. The main yard has beautiful perennial gardens. A peaceful location just minutes to recreation, the Mountain Top Inn and Rutland shopping. 9/4 New Roof!

Come see 5190 Whipple Hollow Road and discover your opportunity to own a beautiful Vermont country retreat at an attractive price. If you’ve been waiting for the right home, the time to see this one is now! Open House: Saturday, September 5th, 2026 from 12pm-1pm. Set on a picturesque country lot, this inviting, move-in-ready property offers the perfect blend of comfort, privacy, and Vermont charm. The open and airy floor plan is filled with natural light, while the updated kitchen flows seamlessly into the dining and living areas—perfect for entertaining or simply enjoying everyday life. Step outside onto the wrap-around deck overlooking the beautiful yard, an ideal setting for morning coffee, summer gatherings, and relaxing evenings surrounded by nature. All improvements made since 2023 include a brand new kitchen, plus both the primary and secondary bathrooms, updated light fixtures, new appliances, updated exterior doors, fresh paint, new flooring, and a new septic tank replaced in August, 2026. A new oil tank, plus all mechanics of the home have 2026 annual service tags. Whether you're searching for your first home, a peaceful getaway, or a place to enjoy everything Vermont has to offer, this property delivers country living with convenient access to Rutland, skiing, golf, lakes, hiking, and year-round outdoor recreation. OPEN HOUSE — COME TAKE A LOOK BEFORE IT’S GONE! With an attractive price and so many recent updates, this is an opportunity you won’t want to miss. Come see it, fall in love with the setting, make your offer, and move in before the last of the foliage falls!

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!

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 a great opportunity at 31-33 Gorham Bridge Road in the scenic town of Proctor. This two-unit property offers flexibility for investors, owner-occupants, or those looking for additional living space under one roof. With approximately 1,809 finished square feet, the duplex includes a spacious 3-bedroom, 2-bath unit and a 2-bedroom, 1-bath unit, providing a versatile layout with plenty of possibilities. Set on 0.36 acres, the property enjoys a pleasant setting with mountain views and a spacious yard surrounded by the natural beauty of Vermont. The home features a slate roof, public water and sewer, oil-fired forced air heat, wall air conditioning units, and a full basement offering additional storage. An enclosed front porch provides a comfortable spot to relax and enjoy the surrounding scenery. Proctor offers the charm of a small Vermont community while keeping everyday conveniences within easy reach. Outdoor enthusiasts will appreciate nearby Beaver Pond, the Carriage Trails, local hiking opportunities, the Proctor Pool, and the town's ice and roller skating rink. The community is also rich in history, with local landmarks such as the Vermont Marble Museum, the iconic Marble Bridge, and Wilson Castle. The Proctor Free Library, parks, recreational programs, and local schools add to the town's welcoming atmosphere. For additional shopping, dining, entertainment, and services, Rutland is conveniently accessible while outdoor recreation, skiing, golf, and countless Green Mountain adventures are all within reach. Whether you're looking to expand your investment portfolio or occupy one unit while making use of the second, this Proctor duplex offers plenty of potential in a scenic and convenient location.