Rutland Town Ranch style home with three bedrooms and one bathroom on 2.90 acre conveniently located between Rutland and Killington. Enjoy this efficient home with an eat-in kitchen, the three bedrooms, a full bathroom and a spacious mudroom/laundry/pantry all on the first floor level. This is more than a mudroom since it offers a very handy utility sink, counter and additional storage right off the kitchen. Relax in front of the centrally located beautiful stone fireplace where the light and view from the large picture window offers you a view of the private yard and surrounding trees. The partially finished lower level adds great bonus space, including an exercise room and an office/study with another wood burning fireplace. Features include baseboard hot water heat, oil furnace, newer heat pump hot water tank, water softener and new leach field in 2022. The attached carport provides covered parking. The 2.90 acres is comprised of two lots with a wooded section, a large flat yard and a circular driveway. Ideally located just minutes to shopping, the hospital and downhill skiing. Rutland Town elementary school and recreation area are just down the road and school choice is offered for high school. This is an 'easy keeper' so a very appealing home for all buyers.
Welcome to this beautifully renovated condo that perfectly blends modern sophistication with everyday comfort. This stunning three-bedroom, two-and-a-half-bathroom residence offers an impressive open floor plan spanning nearly fifteen hundred square feet of thoughtfully designed living space. The main level impresses from the moment you step inside, featuring a versatile first-floor bedroom that's ideal for guests, a home office, or those who prefer single-level living. The heart of this home showcases gorgeous granite countertops that elevate your culinary experience while entertaining flows effortlessly through the connected living areas. Upstairs, you'll discover two generously sized bedrooms accompanied by a convenient three-quarter bathroom, creating the perfect private retreat for family members or overnight visitors. The recent renovations throughout ensure you can simply move in and start enjoying your new lifestyle without lifting a paintbrush. The attached carport provides covered parking, providing protection against the elements. The neighborhood truly shines with its convenient location near wonderful amenities. Take a leisurely stroll to Rotary Park for morning walks or weekend picnics. Golf enthusiasts will appreciate the proximity to Rutland Country Club, where fairways and fine dining await. For those who prefer to leave the car at home, Marble Valley Regional Transit offers easy access to explore everything the area has to offer.
Experience the ease of single-level living in this attractive ranch, located in Rutland’s Stratton Estates neighborhood. The bright interior features a spacious living room with vaulted ceilings that connects to an open kitchen and dining area, complete with French doors leading to a sunny enclosed screen porch for ultimate relaxation. The balance of this home’s floor plan consists of a primary bedroom with an attached bath, plus two additional bedrooms and a full bathroom. Convenience is guaranteed with durable vinyl siding and an attached two-car garage offering direct access to a dedicated laundry area/mudroom. This prime location is close to all in-town conveniences and phenomenal outdoor recreation, including Killington Resort.
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.
Ideally situated in Rutland City, this well-cared-for home offers a highly convenient location close to downtown, shopping, dining, schools, and medical services. Set on a manageable 0.30-acre city lot, the property has benefited from approximately $90,000 in updates and renovations since 2019, reflecting strong pride of ownership and thoughtful investment. The home features two bedrooms, one full bath, and an additional three-quarter bath, providing flexibility for daily living or hosting guests. An efficient heat pump offers modern heating and cooling, well-suited for Vermont’s four-season climate. Recent improvements enhance both comfort and functionality, making this a turnkey opportunity for a primary residence or a low-maintenance option in the heart of Rutland City. With its central location and substantial updates already completed, this property presents an excellent value in today’s Vermont market.
Welcome to 50 Chestnut Avenue — a beautifully maintained and thoughtfully updated two-story home offering space, comfort, and charm. The main level features a full bath and bedroom, ideal for guests or flexible living needs, along with a beautifully updated kitchen showcasing granite countertops, a large center island, and an abundance of cabinetry. Enjoy gatherings in the inviting dining room with a wood-burning fireplace, or unwind in the formal living room or cozy den area. Convenient main-floor laundry and both front and rear staircases add to the home’s appeal. Upstairs, you’ll find four or more bedrooms plus a versatile office space, storage and a ¾ bath, providing plenty of room for family, guests, or creative workspaces. With its combination of classic architectural detail and modern updates, this home offers comfort, function, and timeless Vermont character.
Come check out this cozy and affordable Vermont gem located in the desirable Rutland Town, offering charm, space and plenty of potential. This inviting 3-Bedroom home features an eat-in kitchen and a spacious living room with a fireplace- perfect for relaxing on a crisp Vermont evening. Situated on a corner lot with a nice big yard, the property offers room to garden, play or simply enjoy the outdoors. A detached structure-originally a two-car garage provides a one-car plus a finished space creating flexible options for hobbies or work-from-home needs. Additional highlights include a carport, shed with electricity, playhouse with swing, vinyl siding and standing seam roof. Owner is motivated to sell. Property is being sold as-is. Take advantage of this wonderful opportunity to own a home full of character and versatile enough to make your very own!
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.
Price Improvement- $299,000 as-is, where-is Newly refurbished in-ground pool! This special corner-lot property offers .61 acres elevated from the road, complete with an in-ground pool, cabana with outdoor kitchen setup, with 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 and most rooms have original wood floors. A recent professional remediation of the lower level (undetected small pipe/water leak) provides peace of mind and the opportunity to double the home’s living space once refinished. 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- you won't be sorry you did. Fabulous community and location!
The Sycamore Inn: Rich in history and timeless appeal, this distinctive home is part of a stately mid-1800s property once known as the Governor’s Mansion. In the early 1980s, the residence was thoughtfully restored and converted into a limited collection of condominium homes, preserving the craftsmanship and architectural detail of its era. Unit #2 is conveniently located on the first floor offering both front and rear entrances. Inside, soaring cathedral ceilings create a dramatic first impression, paired with beautiful period woodwork and classic detailing. Floor-to-ceiling windows in every room flood the space with natural light, accentuating the recently refinished hardwood floors in the living and kitchen/dining areas. The open kitchen has been updated with an oversized granite island ideal for seating and entertaining, along with space for a full dining table, with a striking arched inlaid buffet providing additional storage. The layout includes two generously sized bedrooms, one large full bath, an en suite half bath, and abundant storage throughout with custom closet systems. Additional features include an in-unit washer and dryer and a private, fully enclosed basement storage area. Located in the heart of Rutland City, this home offers historic charm with everyday convenience just steps from downtown amenities. Enjoy world-class skiing at Killington/Pico Resort or recreating on Lake Bomoseen or St Catherine, all just minutes away. Schedule your private showing.
Charming Family Home with Endless Opportunities! Welcome to this delightful 4-bedroom, 1-bathroom home, cherished by a single family that created countless memories over the years. Imagine the nostalgia of living in a property where children once rode horses and enjoyed sleigh rides. This charming home sits on a spacious double lot and features a detached 2-car garage. Just steps away, you'll find a tranquil setting where local deer roam freely, adding to the picturesque landscape. Conveniently located near the hospital, shopping, schools, and renowned Killington and Pico Ski Resorts, this property is perfectly situated for both winter sports enthusiasts and those seeking community amenities. The opportunities are endless for you to modernize and personalize this home, turning it into your dream space. Picture yourself relaxing in the cozy living room with a cup of hot chocolate, creating new memories to last a lifetime. Don’t miss the chance to see this charming property – schedule your visit today!
This well-located ranch home is only ~3 miles from Rutland and under ~13 miles from Killington, easily accessible via a maintained paved road. A key feature is the spacious 1.5-story garage with power and a workshop area. The upper level offers additional storage, which could be ideal for an office or creative space. The fenced backyard is practical for outdoor use and includes a playset! An oversized mudroom provides extra space for everyday needs and is perfect for 3 season use. The living room, located next to the kitchen, has lovely wood floors. The bedrooms share a full bath, and laundry facilities are conveniently located in the walkout basement. Heating options include both forced hot air and a pellet stove. The water heater has been updated in the last five years to a highly efficient heat pump model. This home is ready for its next owners!
Perfect, cute, and convenient — this charming home delivers big appeal where location truly matters. Recently brought back to life, this adorable property has been thoughtfully refreshed with a all-new kitchen with appliances, new bathroom, updated flooring, fresh paint, and numerous modern touches that make it feel like new. Warm natural light fills every room, creating an inviting and cheerful atmosphere from the moment you step inside. The spacious backyard is a standout feature, offering plenty of room for outdoor entertaining, play, gardening, or transforming it into your own private retreat. Whether you envision a firepit, garden beds, or a peaceful sitting area, the possibilities are wide open. A large bonus room in the partially finished basement adds even more versatility—ideal as a game room, hobby space, home gym, or extra storage. But it’s the location that truly elevates this property. Nestled in a friendly, walkable neighborhood, you’re just minutes from downtown and all the amenities it offers. Enjoy quick access to local restaurants, shopping, entertainment, parks, breweries, coffee shops, and community events. Commuting is a breeze with major roadways nearby, and you’re close to schools and essential services, making daily life both convenient and enjoyable. Whether you’re a first-time buyer, downsizing, or simply seeking a well-located home with character, comfort, and charm, this property checks all the boxes — and then some.
Discover endless charm in this classic 1920’s farmhouse in Rutland City, set on an oversized .75-acre lot! The home offers timeless character paired with thoughtful updates, giving buyers a solid foundation to add their own finishing touches. A welcoming front porch sets the tone, leading you inside to discover hardwood floors throughout most of the home, bringing warmth and authenticity to the space. Recent improvements include all new windows, fresh paint, new kitchen countertops, and modern appliances. Bathrooms have been refreshed with new flooring and a new vanity. The detached oversized garage is a standout feature—equipped with 3-phase power, running water, and electricity, it’s ideal for a workshop, hobbyist, or serious storage needs. A shed adds even more utility. On the exterior, portions of the slate roof have been replaced, with fresh reflashing completed around the chimney and roof peak for peace of mind. Inside, you’ll appreciate the blend of history and potential, with hardwood floors in nearly every room except the living room and kitchen. Whether you’re seeking a property with character, space to grow, or simply a place to make your own, this home delivers. Come bring your vision and enjoy the charm of a farmhouse lifestyle right in Rutland City!
PRICE IMPROVEMENT - Come explore this charming and beautifully updated bungalow featuring three bedrooms and two baths on 0.80 acres of land. This is an excellent opportunity to own a well-cared-for home in close proximity to Rutland Regional Medical Center, downtown Rutland, and all the area’s conveniences. Inside, you’ll find new flooring, freshly painted cabinets with upgraded hardware and recessed lighting that brightens the living spaces. The home also includes many recent updates—new windows & upgraded electrical upstairs and in the mudroom. The kitchen is equipped with stainless steel appliances, including a new dishwasher and refrigerator. For added protection for your vehicle, the home features an attached carport with a new roof. The spacious backyard is a wonderful area to play or entertain on the patio with the Pergola. This is one of the larger intown lots. A list of Furnishings to convey with property to be provided. With world-class skiing & biking and Vermont recreation just minutes away, this home offers the perfect blend of comfort, convenience and location. Call to schedule your private viewing today!
Discover this charming 3-bedroom home in the heart of Rutland. The interior features a blend of hardwood and linoleum flooring. Notable updates include a new roof installed in 2022. The home is equipped with an oil furnace, along with solid electrical, plumbing, and foundation. Outside, you’ll find durable aluminum siding and a convenient 1-car garage. An unfinished basement provides ample storage or future potential
This newer office building is perfect for a professional office space. The first floor had been used as a customer waiting room with 1 bathroom while the second story features 3 private offices and a half bath. Adding to the versatility of this space, the sellers have confirmed with the town this could also be converted to a single family home. No permits/applications have been filed for change of use.
This inviting Colonial home sits on a spacious city lot with a fenced-in area—perfect for pets, play, or gardening! Inside, the bright and welcoming layout offers a comfortable flow throughout the main level. Whether you’re relaxing in the bright, sunny living room or enjoying a cup of coffee on the front porch, this home offers plenty of inviting spaces to make you feel right at home. Enjoy the ease of one-level living with a bedroom, full bath, and laundry all on the first floor. Upstairs, you’ll find two additional bedrooms and a charming, sun-filled loft—ideal for a reading nook, play area, or home office. Recent updates include a new hot water heater (2025) and a recently replaced roof in 2018, giving you peace of mind for years to come! Located close to all city amenities, this home blends classic character with a convenient Rutland location—don’t miss the chance to make it yours!
Charming Rutland City Home This adorable Rutland City home offers over 2,000 sq ft of living space, featuring 4 bedrooms, 3 baths, and a detached 1-car garage. The spacious, sun-filled kitchen is perfect for casual meals, while the formal dining room, inviting front living room, full bathroom, and cozy 3-season porch complete the first floor. Upstairs, you’ll find bright, airy bedrooms with hardwood floors and another full bath. A pleasant surprise awaits on the upper level, where additional finished rooms and a converted attic provide excellent potential for a guest suite or even a 2-unit setup with the proper permits. Perfect as a family home or a Vermont getaway, this property offers comfort, character, and flexibility in a convenient Rutland City location—close to all that Vermont has to offer.
Discover this delightful two-bedroom, one-bathroom bungalow-style home located in the heart of Rutland City. Offering easy one-level living, this home features beautiful floors and a well-designed layout that creates a warm and inviting atmosphere. The nice-sized yard provides plenty of space for gardening, outdoor activities, or simply relaxing in your own private outdoor oasis. With its easy-to-maintain design, this home is ideal for those seeking comfort and convenience. Perfectly situated close to all amenities, shopping, dining, and Rutland Regional Medical Center, this charming home offers an unbeatable combination of location and livability. Don’t miss your chance to own this adorable and affordable home!
Welcome Home to this charming and spacious 3-bedroom, 1.5-bath Colonial-style home located in Rutland City. This classic residence offers a comfortable layout with generous living spaces and plenty of character throughout. Features include a brand new heating system, multiple bonus rooms and a nice-sized yard, perfect for outdoor enjoyment. Conveniently located close to shopping, dining, schools, and all city amenities and just 30 minutes to Killington Ski Resort for world-class skiing and recreation. An affordable opportunity to own a lovely Vermont home!
Spacious 5-bedroom bungalow-style home located in Rutland, Vermont, offering a solid opportunity for buyers seeking space, flexibility, and long-term potential. This well-built residence features a sprawling floor plan with two first-floor bedrooms, large living and dining rooms, 3 season porch and a kitchen and bathroom with room for customization and improvement. The second floor has another bathroom and three substantially sized bedrooms and closets. With its size and configuration, the property may offer potential for conversion to a multi-family residence, subject to buyer due diligence and local zoning approvals. The home includes a detached two-car garage and sits on a conveniently located lot close to downtown Rutland, nearby parks, and the Rutland Country Club.
Come see this charming corner-lot property located on a quiet street in the quaint and welcoming town of Proctor. Ideally situated in the heart of town, this home offers convenient access to the elementary school, local dining, and all that this tight-knit community has to offer. The spacious backyard is perfect for gatherings, summer cookouts, or even the addition of a pool—offering endless possibilities for outdoor enjoyment and relaxation. Inside, the home presents a great opportunity for those with vision. With some TLC and thoughtful updates, this property could be transformed into a warm and intimate residence full of character. Whether you’re a first-time buyer, investor, or someone looking for a project in a picturesque Vermont town, this is a home worth exploring.
Traditional Proctor Home. Conveniently located in town near the Middle/High School, Proctor Pool, and the seasonal Skating Rink, this classic home offers comfort and functionality. A welcoming airlock entry greets you at the front door, while the open side porch provides a covered spot to relax and enjoy views of the backyard and two-car garage. Inside, a practical mudroom, pantry, and laundry area sit just off the side entrance, leading directly into the kitchen. The main level also features a dining room, living room, and a full bath. Upstairs, you’ll find three generously sized bedrooms, a bathroom with a tub (no shower), and plumbing that suggests a former second kitchen-offering potential for flexible use. The full, unfinished basement provides dry storage space and houses a newer furnace and oil tank, adding peace of mind for the next owner. *most likely Cash or Conventional financing for this property*
Affordable sale of this 3-bedroom, 2-bath home with 1 car garage, and a she-shed. featuring a spacious kitchen, dining room, first-floor bedroom, and living room. Sunny front bedroom on the 2nd with 2 other bedrooms or a bonus room. Plenty of yard space for all of you to enjoy, gardening, fruit trees, and more. Come add your touches to this home.
Cash buyers or rehab loan only. Solid family home in the heart of Rutland City, offered as is and priced with needed improvements in mind. The property requires a new roof, interior renovation and the furnace is not currently operational. With strong bones and classic character, this home presents a great opportunity for renovation. The first floor includes a kitchen, dining room, 3 season sun room, office, half bath and a large living room with a fireplace (not currently used), plus an electric stove for supplemental heat. Upstairs you’ll find three bedrooms and a full bath. Hardwood floors run throughout, complemented by beautiful natural woodwork and multiple built-in features. Additional features include a one-car garage, side yard and three season porch. Conveniently located just minutes from downtown Rutland’s dining and shopping, and a short drive to Killington Ski Area. Property sold where- is and as-is including personal property at or on premises.
Solid family home in the heart of Rutland City. This home just needs some updating but has good bones. The first floor offers a Kitchen, dining room and large living room with fireplace which current owner does not use. There is also a pellet stove for added heat. The second floor offers 4 big bedrooms and a full bath. Hardwood floors throughout, beautiful natural woodwork and glass French doors to living room and dining room. Shared drive way, one car garage and a side yard. Relax on the covered front porch or bbq on the back deck. Within minutes to downtown Rutland for dining and shopping or just a short drive to Killington Ski Area. Property is being sold "AS IS"
Move in condition condominium. Proven money-maker as a 'traveling nurse' rental, ask for details. Quiet street, no thru traffic & sidewalks for kids. NOTE: I've included some photos of the unit as it was furnished for rental use.
Whether you are looking for a single-family home or a multi family home, this versatile opportunity has unlimited potential. Discover the perfect blend of flexibility and charm in this spacious home, thoughtfully designed to accommodate a variety of lifestyles. Currently configured as a comfortable single family residence, this property also offers the rare potential to be converted back into a multi-family home, making it ideal for extended families, rental income, or future expansion. Priced to reflect the equity potential once your vision is complete, this home presents an incredible opportunity for savvy buyers to maximize both comfort and value. With generous living spaces, abundant natural light, and a layout that supports either one cohesive home or multiple units, the possibilities are endless. Whether you’re seeking a large primary residence or a smart investment opportunity, this home delivers unmatched versatility in a desirable location. Welcome Home! *Also listed as a single family residence. MLS #5070602.
© 2026 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.
