Welcome to 27 Georgeanna Blvd, a beautifully maintained four bedroom, 3-bath Colonial nestled in one of Rutland Town's most popular neighborhoods. This spacious and inviting home offers the perfect blend of classic charm and modern convenience. Step inside to find a welcoming formal living room ideal for entertaining, a cozy den with a fireplace perfect for relaxing evenings, and a formal dining room for hosting memorable gatherings. The eat-in kitchen features ample cabinet space and overlooks the private back yard, while the main floor laundry adds everyday ease. Upstairs, you'll find four generously sized bedrooms including a primary suite with en-suite bath. The partially finished basement offers flexible space for a playroom, home gym, or office, while the attached 2-car garage provides convenient storage and direct entry. Set on a well-kept lot in a peaceful residential area, this home combines comfort, functionality, and timeless style. Located minutes from local schools, shopping and outdoor recreation. Don't miss the opportunity to make this wonderful property your new home!

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. Governed by Rutland Town Taxes and Zoning. Also listed as a commercial property - MLS #5051386.

Step back in time with this distinguished Greek Revival home located on North Main Street in the heart of Wallingford. Known as the Meacham-Stafford-Klock House, this 1807 residence blends rich history with versatile living space, offering endless possibilities for today’s lifestyle. Featuring six or more bedrooms, four bathrooms, and two kitchens, the layout offers flexibility for extended family, guests, or an in-law suite. Elegant formal rooms include a dining room, three fireplaces, and beautiful period details throughout. The walkout lower level includes a charming studio or office space showcasing the original hearth and beehive brick oven, preserving the home's historic character while providing modern function. Set on a .46-acre lot, the property also includes a detached barn with a two-car garage, perfect for storage, workshop, or creative pursuits. A true Wallingford landmark, this home invites you to carry its story forward—offering timeless architecture, gracious proportions, and a sense of history rarely found today.

Embrace the charm of country living with this delightful 3-bedroom, 1.5-bathroom home set on a serene 3.7-acre lot. This property offers the perfect balance of comfort and functionality, surrounded by breathtaking views and unmatched privacy. The modern kitchen boasts granite countertops, a gas cook stove, and a heat pump seamlessly connecting to a cozy living room, making it ideal for everyday living. The dining room, complete with a warm gas fireplace, opens to a multi-level deck that’s perfect for relaxing or entertaining. The lower level adds versatility with a half-bath, laundry, a private office, and a second kitchen-living area. Outside, the expansive lot invites you to enjoy the pond, go on some outdoor adventures, or simply soak in the peaceful surroundings. This charming home is ready to offer a serene retreat with modern amenities—schedule your visit today!

Tucked away on a quiet, dead-end road, just moments from the heart of downtown Brandon, this beautifully reimagined farmhouse embodies the perfect blend of classic Vermont character and contemporary living. Thoughtfully restored by its recent stewards, every detail reflects care, quality and an enduring sense of home.

Step in to the welcoming foyer and then move into a living area that flows seamlessly from front to back, filled with natural light, boasting newly finished wide pine floors, and a convenient powder room.

The home features a newly designed open concept kitchen where modern functionality meets understated elegance. Upstairs are three distinctive bedrooms, each offering their own personality. The beautifully renovated bath features a spacious walk-in shower and refined finishes.

On the lower level is a versatile, great room that opens to an expansive deck overlooking the river and the private level backyard. An idyllic setting for morning coffee or evening gatherings under the stars.

19 River Street is an established short-term rental or it’s equally suited to be your full time residence with a comprehensive list of updates enhancing efficiency, safety and design. This is a property where every element feels intentional and every space invites you to stay, in a town you will fall in love with.

Showings begin Sunday November 2, 2025

This is the perfect blank canvas for your next project! This home is down to the studs and ready for you to leave your mark. Located in a rare-to-market, great city neighborhood, this property offers the opportunity to connect to public utilities. The lot is customizable to your preferences, with the majority of it notyet planted with grass, allowing you to create your perfect lawn. Additionally, the home offers expansion potential with four exterior doors leading outside, giving you thechance to build the deck or porch of your dreams. The home is being sold AS-IS. Located just a couple of minutes from downtown Rutland and 30 minutes from world-class skiing at Killington, this home is ideal as a primary residence or a second home.

Welcome to 35 Lewis Lane, a well-maintained three-bedroom ranch nestled on a level 0.38-acre lot in a quiet Fair Haven neighborhood. This home offers a desirable open-concept layout connecting the living room, dining area, and kitchen, perfect for everyday living and entertaining. Beautiful hardwood floors flow through the bright and spacious living area, hall, and bedrooms. The primary bedroom features an attached half bath for added convenience, while the second bathroom includes a walk-in shower stall. Enjoy the versatility of laundry hookups on both the main floor and in the basement, giving you flexible options. A highlight of the home is the insulated sunroom located just off the dining area, ideal for enjoying Vermont’s changing seasons. The home also features newer replacement windows, boosting energy efficiency and natural light. Downstairs, the partially finished basement offers a large family room and plenty of storage space. The attached two-car garage provides easy access and additional storage. Don’t miss this opportunity to own a move-in-ready home in a great location!

Welcome to 14 Haywood Avenue — a well-maintained, move-in-ready raised ranch in a quiet Rutland City neighborhood. The bright living room flows into the open kitchen and dining area, where sliding glass doors lead to a private deck overlooking the large backyard. The main level also features three comfortable bedrooms and a full bathroom.
The lower level adds valuable living space with a spacious family room, laundry area, and half bath, along with access to the attached garage and a walkout to the backyard. Set on a generous lot with mature trees, a large paved driveway, and close proximity to Rutland Regional Medical Center, schools, parks, and downtown, this home offers convenience, comfort, and plenty of room to enjoy inside and out. 14 Haywood Avenue is a home you won’t want to overlook.

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.

Welcome to easy, single-level living in the heart of Rutland. This well-cared-for ranch offers comfort, convenience, and peace of mind with a newer roof, siding, and replacement windows—all less than 10 years old. Inside, you’ll find an updated kitchen. The kitchen and dining area opens to the living area, along with stylish flooring that flows seamlessly through the main spaces.   This home offers a convenient laundry area, modern security system, tiled bath, and 3 bedrooms, including the large primary bedroom. Plenty of closets make staying organized a breeze, while the partially enclosed porch, single car garage and backyard shed offer plenty of storage for your outdoor gear. The generous backyard is ideal for gardening, play, or simply relaxing in your private outdoor space. With solid updates already in place and just a few areas ready for your personal touch, this move-in-ready home is the perfect blend of comfort, practicality, and potential.

Showings to begin on Friday October 17th.

Welcome to 809 Gorhamtown Road, where historic charm and modern updates meet on a peaceful 1.1-acre lot just outside the village of Poultney. The spacious three bedroom, 2 bath home offers 2,228 square feet, including a 1-bedroom accessory apartment, ideal for multigenerational living, guest space or rental income. The main house has a recently renovated first floor with ensuite, that is handicapped accessible. Two additional bedrooms, one with a fireplace, and full bath, provide ample space on the upper floor. The accessory unit, with a separate entrance, offers even more opportunity. While the second floor and apartment would benefit from updating, the potential is undeniable. Enjoy the quiet country setting with the convenience of being just minutes to downtown Poultney, the Vermont University in Castleton and area lakes and trails.

Welcome to 48 Baxter Street, a charming and spacious home located just steps from downtown Rutland’s shops, dining, and activities. This inviting property offers four bedrooms upstairs, providing plenty of space for family, guests, or a home office. The main floor features a bright kitchen with stainless steel appliances, a comfortable dining area, and a welcoming living room—perfect for gatherings and everyday living. A large front entry adds character and functionality, while the side porch offers a cozy spot to relax. Convenience is key with first-floor laundry and a one-car detached garage. Blending comfort with walkability, this home is an ideal choice for those who want to enjoy all that Rutland has to offer.

A rare opportunity to enjoy easy, elegant living in one of Rutland City’s most distinctive buildings. This second-floor residence at the Kingsley Condominium spans the full depth of the building, offering light, character, and comfort from front to back.

One serene bedroom and one bonus room at the rear of the home open to an outdoor area — the perfect spot for morning coffee or an evening unwind. The beautifully renovated main bathroom (new in 2024) showcases modern finishes and thoughtful design.

At the front, a spacious eat-in kitchen invites gatherings around the island, featuring abundant cabinetry and a separate pantry for all your storage needs. The adjoining living room, graced with soaring windows and hardwood floors, is filled with natural light and provides a welcoming space to relax or entertain with ease.

A cozy den with built-ins, a convenient half bath, and in-unit laundry complete the thoughtful floor plan. Classic woodwork, drapery-finished windows, and timeless details throughout give this home warmth and personality—ready for you to move in and make it your own.

With a completed pre-listing inspection and all key updates being addressed, this residence offers both peace of mind and a rare chance to call one of Rutland’s few condominium addresses home.

Discover the perfect canvas for your custom home in the desirable Grandview Estates subdivision of Rutland Town. This 0.66-acre lot offers a peaceful, wooded setting with gentle slopes, ideal for creating a private retreat, while still being just minutes from the vibrant city of Rutland and the world-class slopes of Killington Mountain Resort. Enjoy the best of Vermont living with nearby skiing, hiking, mountain biking, and kayaking, plus convenient access to shopping, dining, and year-round events. Utilities including high-speed fiber-optic internet, electricity, cable, and telephone service are available at the street. Whether you envision a year-round residence or a vacation getaway, this location combines natural beauty, recreational opportunities, and accessibility in one exceptional property. Inquire today for more information on lot lines, covenants, zoning, and other property details.