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.

$60,000 PRICE REDUCTION! Now is your opportunity to make this property yours at an even more attractive price. With this significant price improvement, motivated sellers are ready to make a deal—this one deserves a look! Nestled adjacent to one of Rutland Town’s most sought-after neighborhoods, this circa-1800 farmhouse is believed to be the original homestead for the area. Set on over three acres, the property features a classic red barn, a wide, level yard ideal for gardens, play, or outdoor entertaining. With over 2,800 square feet of finished living space and 12 rooms, the possibilities are endless. Create dedicated spaces for a home office, playroom, sewing or craft room, studio, library, or whatever suits your lifestyle. The spacious living room is filled with natural light and features beautiful wood floors, a brick hearth, and a fireplace. The eat-in kitchen offers a functional layout with room to add a large island, plus a walk-in pantry for extra storage. A graceful curved staircase and period woodwork add a touch of Victorian flair, blending seamlessly with the home’s farmhouse character. Storage is abundant, including two walk-in attic rooms perfect for seasonal items, keepsakes, or transforming into project or studio space. Good mechanical updates with nearly new boiler, solid electrical updates, mostly new replacement windows, and low-maintenance vinyl siding enhance efficiency and ease of ownership, while a standing seam roof installed in 2015 adds long-term durability. An attached two-car garage makes Vermont winters easier, and the separate workshop is ideal for hobbies or tools. The barn provides additional space for recreational vehicles, equipment, or storage, while a smaller shed is perfect for garden and lawn implements. All of this comes with the convenience of a prime Rutland Town location—close to schools, services, and outdoor recreation—offering a home with room to live, work, create, and grow.

Lovingly updated to preserve the charm of yesteryear while offering modern amenities, this inviting home blends classic character with comfortable living. A beautifully renovated kitchen features stunning cabinetry, soft-close drawers, pull-out shelves, crown molding, marble countertops, an under mount sink, stainless steel appliances, and a charming window seat. Just beyond, the spacious dining room offers a built-in hutch and direct access to a lovely, screened side porch, perfect for relaxing or entertaining. Filled with natural light, the spacious living room showcases an attractive wood mantel and propane fireplace, creating a cozy retreat during Vermont winters. Heat pumps provide an alternative heating source and year-round heating and cooling comfort. Separated by a glass door, the versatile den is ideal for a study, home office, or quiet retreat. Hardwood floors, natural woodwork, beautiful built-ins, and abundant natural light add warmth and character throughout. A convenient covered entry leads to a mudroom area with a closet for coats, boots, and outdoor essentials. Upstairs, four bedrooms include a generously sized primary bedroom with double closets. An updated bathroom features attractive cabinetry, a modern vanity, and a soaking tub, Additional storage is available in the attic, while the full basement offers laundry, ample storage, and a built-in workbench for hobbies and projects. Outside, enjoy a partially fenced yard, mature shade trees, and a spacious side yard with room to garden, play, or relax. A paved driveway and detached garage add convenience. Located in Proctor, this home offers a well-regarded local school system, active community groups, and abundant historical, cultural, and recreational opportunities. Enjoy the perfect blend of classic New England charm, thoughtful updates, and modern comforts in the heart of Proctor.

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.

NEW PRICE! Nearly $40,000 Price Reduction! Now listed at $350,000! Come take a look and discover all this wonderful raised ranch in Proctor has to offer! Set on a landscaped lot in a desirable neighborhood, the property features a stone retaining wall, privacy fence, and inviting outdoor spaces to enjoy. The kitchen offers white cabinetry, granite countertops, a tile backsplash, and a KitchenAid gas cooktop, opening to a spacious dining area with plenty of room to gather with family and friends. The adjoining living room features a large west-facing picture window, built-ins, and oak hardwood flooring. A centrally located heat pump adds year-round comfort. With four bedrooms and 2.5 baths, there’s room to spread out and make yourself at home. The spacious primary bedroom features three closets and a private bath. The finished lower level adds versatility with a carpeted family room, a separate office with built-ins, and a dedicated workshop. Additional features include vinyl replacement windows, vinyl siding, and a generator-ready setup with a Reliance ProTran transfer switch for added peace of mind during power outages. The attached garage offers welcome convenience during Vermont winters, along with extra storage space. Enjoy outdoor living on the private back deck, complete with an awning and overlooking a pleasant lawn and handy storage shed for lawn and gardening equipment. Proctor offers a wonderful blend of history, recreation, and community spirit. Explore local landmarks such as Wilson Castle and the Proctor Free Library, enjoy the Carriage Trails, or winter days ice skating at the local rink. With a well-regarded local school system and plenty of recreational opportunities, this home offers comfort, functionality, and a great opportunity to enjoy all that Proctor has to offer!

REDUCED! 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.

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.

For your Consideration! A cozy and well-maintained ranch-style home tucked away in scenic and historic Proctor, Vermont. Primary features include: two sizable bedrooms, a bathroom, a two-car garage and a large garden shed situated perfectly in the fenced in (and spacious!) back yard. Between the house and the attached garage is a fabulous multipurpose room that can evolve with your seasonal needs: dress it up as a sun room, add storage for your winter clothes, or maybe even a work-from-home space! With amazing curb appeal, room to grow, and a picture perfect setting; what could you possibly be waiting for?

Price Reduced! -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. New Roof was completed on 9/4/26!

Take a look at this ideal ranch-style home with 1.5 acres, 3-bedrooms and an attached garage! Surround by nature's best including, but not limited to: stunning mountain views, a stream, a large yard, woods and covered porches (with a cozy swing!); it already feels like home. With many upgrades including: flooring, vinyl replacement windows, upgraded kitchen and decks and so much more all you need to do now is make it your own.

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!

Beautiful classic home located in the town of Proctor. This home has 4 bedrooms with one of the bedrooms located on the first floor. The home has kitchen,living room,dining room,enclosed porch. All appliances are included: refrigerator,stove,dishwasher,washer,dryer.

Escape to your own piece of Vermont with nearly 3 private acres offering space, flexibility, and the opportunity to bring your personal touches to a quieter way of life. Whether you’re looking for a year-round home, a place to spread out, or simply a property where you can enjoy the outdoors, this home offers plenty of possibilities. The main level provides easy single-floor living with the kitchen, bathroom, and bedrooms conveniently located together. Head downstairs to the finished basement, where additional living space, a second bathroom, and an extra bedroom create even more room for guests, a home office, recreation, or many other possibilities. Outside, the property continues to deliver. A detached garage provides valuable protection for your vehicles during Vermont’s winters, while the additional shed offers plenty of storage for tools, landscaping equipment, outdoor gear, and hobbies. With nearly 3 acres to enjoy, there’s room for gardening, recreation, pets, or simply taking in the peace and privacy that comes with this property. A property with the space, storage, and flexibility to make it truly your own. Come see what Vermont living could look like here.

Discover the perfect blend of comfort, style, and low-maintenance living in this beautifully renovated condominium in Pittsford’s Old Colony Way community. Thoughtfully updated throughout and meticulously maintained since its purchase in 2024, this inviting home offers a truly turnkey opportunity. Simply move in and enjoy! Step inside to find warm wood flooring, tasteful finishes, and a welcoming layout that makes everyday living feel effortless. The updated kitchen features crisp white cabinetry, butcher block countertops, black appliances, open shelving, and attractive modern accents. This eat-in kitchen offers a charming space for meals and gatherings, complemented by stylish pendant lighting and a custom shiplap accent wall. The comfortable living room features beautiful wood floors and sliding glass doors leading to a private rear deck, where you can relax and take in the peaceful wooded surroundings and seasonal Vermont foliage. It’s an ideal spot for morning coffee or unwinding at the end of the day. Upstairs, the inviting bedrooms showcases rich natural wood ceilings, warm architectural details, and a cozy retreat-like atmosphere. The home’s updated bathrooms feature thoughtfully selected fixtures, attractive accent walls, and contemporary finishes that carry the home’s cohesive style throughout. Additional highlights include distinctive wood accents, updated lighting, and charming built-in storage. Every space reflects a balance of modern convenience and classic Vermont character. Enjoy the ease of condominium living in a scenic setting, with convenient access to Rutland, Killington, local amenities, outdoor recreation, and everything that makes this part of Vermont so special. Welsome home!