Properties Near 31 Chatterton Park Proctor, VT

Unlock the full potential of this 5,400 sq ft two-story commercial building located on a spacious 0.80-acre lot in Rutland, Vermont. Built on a solid slab foundation, this flexible space offers endless possibilities for entrepreneurs, investors, or those seeking a live/work setup. The property has served a variety of uses over the years, including a dog training facility, gymnastics studio, and most recently, a small manufacturing plant—demonstrating its adaptability across a range of business types. Upstairs and downstairs spaces are both accessible and ready for reconfiguration to meet your needs. A permitted mound septic system supports up to a 2-bedroom residence, providing the unique opportunity to live on-site while running your business below—ideal for artists, makers, small business owners, or remote professionals seeking workspace just steps from home. Ample on-site parking and a convenient location on North Grove Street add value and visibility to this already compelling offering. Whether you're expanding, relocating, or launching a new venture, this property is ready to support your vision. Also listed as a commercial property - MLS #5051386.

Historic charm, modern comfort, and park views-right in the heart of it all. Built in 1900 and lovingly maintained ever since, this exceptional home offers a warm, welcoming presence with sweeping views of Main Street Park and the mountains beyond. From the moment you arrive, you'll notice the graceful architecture and inviting outdoor spaces, perfect for morning coffee, afternoon reading, or gathering with friends while enjoying the sights and sounds of the park below. Inside, the flexible layout offers endless possibilities - a spacious single-family home, comfortable multigenerational living, or a private guest space. The main level includes a fully appointed one-bedroom suite with a newly renovated kitchen and bath, formal dining and living rooms, and three outdoor retreats: a sunny side porch, a serene screened-in back porch, and an enclosed front porch filled with southern and western light. Upstairs, the second floor features two- three additional bedrooms, a living room, a full bath, an extra kitchen, and an airy front porch-ideal for listening to summer concerts drifting up from the park. The private third-floor suite offers a quiet escape with cozy sitting areas, a generous closet, soaking tub, ¾ bath, and space to relax at the end of the day. With its thoughtful updates, classic details, and unmatched location, this home is more than a place to live-it's a place to create lasting memories. A rare opportunity in today's market. Also listed as multi family #5050843

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!

Desirable neighborhood in Rutland Town. Nicely secluded on 4 acres. House being sold "as is, where is". Requires some rehab. Great opportunity at this price.

Significant Price Reduction. Sellers have relocated and the house is empty and ready for new owners. Sitting on a level lot just minutes from Rutland is this well-kept raised ranch offering space for family and friends. The upper level of this home has a spacious kitchen open to the dining area, a large living area with a pellet stove insert, three bedrooms and a full bathroom. There is a balcony off of the primary bedroom and a three-season screen room off of the living room that is perfect for relaxing after a long day. The lower level of this home has a second kitchen and dining area, a large family room, another bedroom, a bathroom with a shower, and a laundry room. The beautifully-maintained front yard with perennials and an amazing tree will welcome you home. Pull onto the paved driveway and into the two-car garage. The fenced-in back yard with established gardens will not disappoint as it is a fairly level large space perfect for fun and entertaining. Swim in the pool on the hot Summer days and sit on the covered deck on the rainy days. There is lots of space for lawn games and you can even roast marshmallows in the firepit in the evening after grilling. There is ample space to store outdoor furniture and toys in the two sheds when Winter approaches. The location on a dead-end street with an easy drive into Rutland in one direction and the Village of Proctor in the other makes this a win, win, win property. Great house, great yard, and great location. Easy to show!

Welcome to 67 Meadow Brook Road – Modern Comfort in a Prime Location. Nestled in one of the area’s most desirable neighborhoods, this beautifully updated 3-bedroom, 1.5-bath home offers the perfect blend of style, comfort, and convenience. Step inside to find a thoughtfully renovated interior featuring modern finishes, an inviting living space, and a functional layout ideal for families or entertaining. The spacious kitchen boasts contemporary cabinetry, updated appliances, and ample counter space, seamlessly connecting to the dining and living areas. All three bedrooms are generously sized, with plenty of natural light and storage. The full bath has been tastefully updated, and the additional half-bath adds extra convenience for guests. Outside, enjoy a private and nicely sized backyard – perfect for relaxing, gardening, or hosting summer get-togethers. The lot provides just the right balance of space and low-maintenance living. Located close to schools, parks, shopping, and commuter routes, 67 Meadow Brook Road is a move-in-ready gem you won’t want to miss.

Welcome to this beautifully maintained raised ranch. Step inside to an open landing highlighted by a stunning Hubbardton Forge light feature. The bright and airy kitchen features a center island, granite countertops, Kraftmaid cabinets and an elegant Hubbardton Forge fixture over the sink. The layout is perfect for family gatherings and entertaining. On the main level, you'll find two generous bedrooms and a full bathroom. The living room and dining area are filled with natural light, creating a warm and inviting atmosphere. The ground level offers two versatile rooms that can be used for an office or a bonus room, a large sitting area, and a convenient 3/4 bathroom with laundry, providing ample space for relaxation and functionality. Recent upgrades include a brand new boiler, chimney, and heat pump, enhancing energy efficiency and comfort. Outside, enjoy breathtaking landscaping that extends throughout the property, complemented by multiple outdoor seating areas designed for shade and privacy. Off the back of the house, a deck provides access to your backyard oasis, perfect for outdoor living and entertaining. The fully fenced yard is ideal for outdoor activities and pets. Unique custom touches include horseshoe pits, rock walls and fireplaces in the backyard, perfect for fun and recreation. An attached one-car garage and shed adds convenience and storage. This home combines comfort, style, and exceptional outdoor living. Don't miss the opportunity to make it yours!

Well maintained Ranch on more than a half acre offers three bedrooms, including master with recently upgraded 3/4 bath. Two additional bedrooms share a full bath. The spacious living room has hardwood floors. The kitchen has tile flooring and new cabinetry. Basement level family room measures 27' x 21' and has Anderson sliding doors to the level back yard. Located in a lovely Northeast neighborhood, you won't be disappointed! Just a short drive to Killington ski area, Lake Bomoseen and all the amenities in Downtown Rutland City including our famous Farmers Market and hometown feel.

Welcome to 18 Piedmont Drive! This 3-bedroom, 2-bathroom ranch-style home is ideally situated in one of Rutland City’s most established and desirable neighborhoods. Offering single-level living, abundant natural light, and a spacious layout, this home is perfect for those seeking comfort and convenience. Step into a warm and inviting living room with large windows and a classic floor plan that provides distinct, functional spaces. The kitchen offers ample cabinetry and workspace, with easy access to the dining area for effortless everyday living. The primary bedroom features its own private en suite bath, while two additional bedrooms and a second full bath offer plenty of space for family, guests, or a home office. The partially finished basement adds flexibility—ideal for a recreation room, workout space, or hobbies. Outside, enjoy a generous lot with mature landscaping and plenty of room to relax, garden, or entertain. The two-car garage provides added convenience and storage. Located just minutes from schools, shopping, parks, and downtown amenities, this home offers the best of Rutland City living. Don’t miss your chance to own a solid, well-loved home in a truly welcoming neighborhood—schedule your showing today!

Attractive two-bedroom condo in the "Carriage" style with living space on the second floor. Enter the slate entry foyer with access to the one-car garage and rear patio. Walk upstairs to delightful open living space including large living room with brick hearth and remote controlled gas insert, formal dining area and updated kitchen. Fully appliance kitchen includes Fisher & Paykel two-drawer dishwasher, GE Profile dual fuel range and soapstone sink. Master bedroom has an exquisitely remodeled bath with tiled step-in shower and large skylight; second bedroom also has a private bath. Between the master bedroom and living room is a wonderful screened porch overlooking the in-ground pool, tennis court and clubhouse. Most recent improvements include a heat pump, Rinnai instant hot water heater, and furnace replacement. In warmer months, you will appreciate the comfort of central air conditioning. Enjoy Country Grove's walking paths, friendly sense of community, and walking distance to Rutland Country Club and Baxter's Restaurant. Also an easy drive to downtown amenities and skiing at Pico and Killington Resorts.

Location, Location, Location! This special corner-lot property offers .61 acres elevated from the road, complete with an in-ground pool, cabana with outdoor kitchen setup, and direct access to the Proctor Forest. Once the go-to spot for gatherings, celebrations, and summer entertaining, it’s ready to shine again. Listed with the town as 3 bedrooms and 2 baths, the home also offers the flexibility of 2 bedrooms plus an office. A recent professional remediation of the lower level provides peace of mind and the opportunity to double the home’s living space once refinished. Pool repairs are already scheduled to begin this Friday- so you can look forward to relaxation in your pool in 2026! One can change a home’s style, finishes, and décor, but you can’t recreate a setting like this one—and that’s what makes it truly special. So, roll up your sleeves and transform 31 Chatterton Park into the home of your dreams!

Prime Rutland City Lot with Endless Potential Come explore this ideally situated and rare Rutland City lot, offering over an acre of level land ready to accommodate all your hobbies, projects, or future plans. Whether you’re seeking space for recreation, gardening, or just room to spread out, this property delivers. A bonus outbuilding at the rear of the lot adds valuable storage or could serve as the perfect workshop, studio, or hobby space. Located in the heart of Vermont’s outdoor playground, you’re just 20 minutes from Killington Resort’s world-class skiing and mountain adventures. Both Rutland Country Club and Proctor Pittsford Country Club are just minutes away, and the renowned Pine Hill Park—home to one of the state’s most elite mountain biking and hiking trail systems—is practically in your backyard. This is a rare opportunity to own a spacious city lot with unbeatable access to the best of Vermont’s four-season recreation.

Welcome to 8 Kingsley Ave - Incredible location on a dead-end street with oversized, double city lot! Step inside this 1900's circa home to find so many original charming features including a grand staircase, wood floors, french doors, fireplace, and custom shutters. The main floor opens way to the foyer with a welcome dining room and spacious living room at either side. Directly connected to the living room you'll find an adorable covered patio perfect for that first morning coffee.To sum up the main floor - you have your kitchen with adjacent laundry room and 1/4 bath. Entering the 2nd floor, you will find 3 generous bedrooms and 3 additional bathrooms. The star of the show is the stunning bonus area with lovely built ins, formally used as a law office by Senator Jefford, which could easily be used as an in-law suite, additional rental income, or an amazing rec room / movie room, or whatever your heart desires! With its own separate entrance, bathroom, and additional rooms, the new owners have endless options to customize the space to meet their unique needs. Outside you will find a beautiful partially fenced in yard perfect for families and pets. The owners already have hottub hookups installed making it easy for the new owners to create the perfect backdoor oasis of their dreams. Minutes to downtown shopping, dining, skiing, lakes, golfing, you name it - yet you have the privacy of a home tuck away from all the hustle. Truly so unique. Don't wait to call this one home!

Welcome to this delightful 3-bedroom home with tons of character and potential, located on a spacious city lot just a stone's throw from the Rutland Country Club, Pine Hill Park and Downtown Rutland. Whether you’re ready to move right in or looking to add your personal touch, this home is a fantastic opportunity! You'll enjoy the cozy sunroom, a peaceful retreat ideal for plant lovers or anyone looking to bask in natural light. A formal living room and dining area gives this house countless options for hosting parties or enjoying the company of your loved ones. The garage is perfect for keeping your vehicle safe or using as extra storage as well as a full attic and basement with endless possibilities for a home office, playroom, additional bathroom or storage!

Handsome brick front carriage house style condo in sought after Country Grove. Become part of this welcoming community where residents enjoy an active, relaxed lifestyle. The amenities are impressive: an inground pool and clubhouse, tennis courts, and a lovely trail system for outdoor enjoyment. Some residents move here just to be within walking distance of the Rutland Country Club and its beautiful golf course, where you can stroll over to enjoy dinner at Baxter’s Restaurant. This carriage style unit offers the convenience of a one car garage and mudroom entry on the first level, with all your main living space on the second. The updated two bedroom, two full and one half bath home enjoys a bright southern exposure. The open concept living and dining area features a cozy fireplace for added warmth and charm, while the screened porch is perfect for summer relaxation. Recent energy efficient upgrades include a new furnace, central air system, hot water tank, windows, garage door, newer carpet, and fairly new appliances, ensuring both comfort and savings. A wonderful opportunity to enjoy the lifestyle and conveniences Country Grove has to offer, with occupancy available in early October.

Beautiful 2BR unit w/office area and 1.5 BA's (up and down). Roll-in shower down in master area. This extremely well-maintained unit is tucked in the corner for privacy, and includes 2 parking spaces. Amenities include updated appliances, 3 season porch with wooded view. The kitchen, dining area and living room have all been updated. Move-in condition. Heritage Hill is the perfect community with ground level BR and Bath. It is near Rutland Regional Medical Center, shopping, recreational facilities, churches, and world class resorts.

OPEN HOUSE SATURDAY AUG 23rd from 2pm-330pm Amazing added development opportunity on this large, double lot property. Live in the existing home while building a new house to sell or rent for more income. Offered at an incredible value, this classic home is nestled on a rare half-acre / Double Lot in the city-an exceptional find! Owned and cherished by the same family since 1979, this property offers solid bones and endless potential...Ideal first home with expansion possibilities on .50 acres. City home but feels like country The main level features a true Vermont essential-a mudroom-along with a spacious kitchen, formal dining room, living room, sunroom, and a convenient half bath. Upstairs, you’ll find four comfortable bedrooms and a full bathroom. The dry, spacious basement provides a great workshop space as well as direct access to the garage, adding practicality and storage options. A detached shed is perfect for storing lawn equipment and tools. Don't miss this chance to bring your vision to life and build equity in a well-located home with a generous lot and so much to offer! Ideal situation for an ADU/multi generational homestead

Lovely 3 bedroom, 1.5 bath home in the quiet Charter Hills neighborhood of Rutland City. This property comes with hardwood flooring, newer stainless appliances in the kitchen and a newly renovated full bath with dual sinks and some very nice tile work to boot. 2 Car attached garage, corner lot, washer dryer in the basement. Close to schools, hospitals and downtown. Right near Combination Pond for ice skating in the winter and fishing in the summer months.

Welcome to Proctor, Vermont! This charming 3-bedroom, 2-bath home is nestled in a picturesque neighborhood known for its mature trees, lush lawns, and welcoming atmosphere. Thoughtfully updated yet full of character, this home features timeless details such as tin ceilings, gleaming wood floors, and a beautiful window seat in the dining room that floods the space with natural light. The recently remodeled kitchen offers modern functionality while maintaining a cozy, inviting feel, perfect for everyday living or entertaining guests. Both bathrooms have also been tastefully updated, and the home has been freshly painted throughout, making it truly move-in ready. Enjoy your morning coffee or evening relaxation from any of the three charming porches, and take advantage of the spacious 3-car garage offering plenty of room for vehicles, gear and extra storage. Outdoor enthusiasts will love the location that is just minutes from hiking trails, ski resorts, and only 10 minutes from the nearest city, providing the perfect blend of nature and convenience. This home is the ideal combination of classic charm and modern updates in a serene yet accessible setting. Welcome Home!

Solid Opportunity here on East Street. This classic beauty offers the perfect blend of charm and modern convenience, featuring stunning wood floors and adorable decor that will make you fall in love at first sight. Whether you're looking for a single-family haven or a cozy three-unit setup, East Street has got you covered! Large two car garage offers a terrific family fun room! The level and private back yard includes fruit tree, firepit and swing! Imagine sipping your morning coffee on the front enclosed porch, enjoying the serenity of your new neighborhood. With a fantastic location, you'll be just steps away from local shops, parks, and all the vibrant life your community has to offer. Many recent improvements (but still a few cosmetics to finish). You will not want to miss this opportunity.

Act fast - this upgraded Craftsman bungalow in Northeast Rutland offers rare net-zero living with modern updates and timeless charm. Featuring 3 bedrooms and 2 full baths, this 1,152 sq ft home is powered by two owned solar trackers with Tesla battery backup, keeping energy costs close to zero. The seller will pay off the solar loan at closing, so you can move in and start saving from day one. Inside, enjoy refinished hardwood floors, ductless heat pump units, and an eat-in kitchen with updated appliances. The layout offers a first-floor bedroom and full bath, plus two spacious bedrooms and a second full bath upstairs. The full basement includes interior access, heat pump water heater, and backup oil system. Outside, the large covered porch and open backyard with partial fencing provide space to relax or entertain, all on a flat 0.33-acre lot with mountain views. With new insulation, upgraded systems, and close proximity to downtown, this home is showing-ready and priced for quick action. A one-car detached garage and a well-maintained dirt driveway complete the package. Homes with this blend of energy efficiency, charm, and updates do not last long in today's market.

Hidden Rutland Gem – Spacious Home with Character and Privacy Tucked away behind another property, this charming Rutland home offers surprising space, privacy, and timeless appeal. Originally built in 1946 with a substantial addition in 1996, the home now features an open-concept living area with cathedral ceilings, exposed beams, and great natural light. A warm, country-style kitchen sits at the heart of the home and could easily be opened to the newer living space for seamless flow. Beautiful wood floors and rich tones add character throughout. The cozy living room is nice for those cooler night by the woodstove for the added ambiance. The layout includes three bedrooms, a full bath, den, and office. The lower level, accessible from both inside and out, provides additional storage, a laundry room, mechanicals, and a split garage perfect for a workshop or hobby space. Step outside to a spacious two-level deck and private backyard, ideal for entertaining or relaxing by a fire. Set on a beautifully landscaped 0.55-acre lot—unusually large for the city—this home offers space to spread out while remaining close to town amenities. A lovingly maintained property and a fantastic opportunity for the next owner!

Step into timeless elegance with this beautiful Victorian-style home offering 3 bedrooms and 2 bathrooms, perfectly blending vintage charm with modern functionality. The main floor welcomes you with a warm and inviting front sitting room, a cozy living room, and a formal dining room perfect for entertaining. The kitchen features a convenient walk-in pantry, providing plenty of storage and organization needs. Completing the first floor is a ¾ bathroom and an additional room offering flexibility—ideal as a home office, guest space, or extra bedroom. Upstairs, you'll find three more bedrooms and another ¾ bath. Outside, relax and unwind on the covered front porch—an ideal spot to enjoy your morning coffee, read a book, or simply take in the neighborhood charm. A standout feature of the property is the large barn-style garage in the backyard. Whether you're seeking extra storage, a workshop, or a dedicated space for your hobbies, this structure delivers versatility and potential. With its classic Victorian details, covered front porch, walk-in pantry, and thoughtful layout, this home is full of warmth and possibility. Schedule your showing today!

Lovely three bedroom 1.5 bathroom ranch on delightful city lot. Entire spacious back yard fenced in to create a safe & playful environment. Large living room with hardwood floors, expansive eat-in kitchen. Primary bedroom with half bath. Full bath and two other bedrooms complete this one level home. Freshly painted interior, brand new carpet in all three bedrooms. Full basement is perfect for all kinds of storage. Freshly painted exterior. Private back yard patio. One car garage and storage shed. Ideal corner lot location. Easy & convenient one level living. This home has experienced many new upgrades over the years. See IMPROVEMENT list attached.

Welcome to this well-maintained 3-bedroom, 2-bathroom single-family home offering 1,600 square feet of comfortable living space. Nestled in a fantastic neighborhood, this home features a spacious primary bedroom with attached bathroom, an inviting layout, and a flat, usable yard—perfect for outdoor entertaining or family fun. Conveniently located just minutes from top-rated schools, shopping, and everyday amenities, this property combines comfort, convenience, and community. Whether you're a growing family or looking to settle into a peaceful yet accessible area, this home has it all.

Charming single family home or commercial property - or BOTH. Hang your business shingle at this prime Route 7 North location. Newly renovated in 2022 to include entire kitchen updated with tall cabinets, quartz countertops & all new appliances. Original oak floors sanded and refinished, original oak flooring upstairs also sanded and refinished. Two new heat pumps for supplemental heat & refreshing air conditioning, one on main floor, one upstairs. All new windows & doors, custom blinds and freshly primed and painted interior. This home features three bedrooms, updated & tiled 1.5 baths, dining room, living room with fireplace/woodstove insert, den/office area. Laundry with brand new washer & dryer moved into one of the upstairs bedrooms for ease & convenience. New replacement windows & some new doors. Hardwood floors throughout. Lovely covered front porch, relaxing covered back deck. New roof & electrical in 2015. Seconds away from all city amenities. Cozy and inviting home.

Welcome to 9 Temple Street, a grand, character-filled Colonial home offering over 3,700 sq ft of living space in Rutland City. Built in 1890 and thoughtfully updated, this home blends classic craftsmanship with modern essentials, making it perfect for multi-generational living, entertaining, or simply stretching out in comfort. Inside, you’ll find original birds-eye maple flooring, high ceilings, and intricate woodwork throughout. The kitchen features cherry cabinetry, and plenty of room to cook and gather. An attic, a basement, and large closets throughout ensure you’ll never run out of space. A heated, enclosed wraparound porch adds even more living space and charm. The indoor pool, though currently unused, offers an exciting opportunity to reclaim a one-of-a-kind amenity right at home. For buyers seeking opportunity, there's strong potential to restore the pool to its former glory or reimagine the space entirely. Updates have been made, including a Buderus boiler, updated plumbing, 200-amp electrical service, and newer appliances. Situated on a generous 0.34-acre lot in a quiet neighborhood, this home is just minutes to downtown Rutland, local schools, parks, shopping, and under 30 minutes to Killington Resort. Whether you’re dreaming of a unique family home or a standout property with income potential, 9 Temple Street delivers. This as-is sale is perfect for buyers ready to transform a one-of-a-kind home. Showings Begin after an Open House Saturday, 7/26 from 11am-1pm.

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!