Rutland County Real Estate

Welcome to Rutland County, Vermont! Nestled in the heart of the Green Mountain State, Rutland County offers a perfect blend of natural beauty, small-town charm, and vibrant community life.

With its picturesque landscapes, including the stunning Green Mountain National Forest and the sparkling waters of Lake Bomoseen, Rutland County is a haven for outdoor enthusiasts. Hiking, skiing, fishing, and camping are just a few of the activities that residents can enjoy year-round.

The county seat, Rutland City, serves as the region's hub, offering a bustling downtown area filled with local shops, restaurants, and cultural attractions. From art galleries to historic museums, there is always something to explore in this dynamic city.

Rutland County is also known for its strong sense of community. Residents take pride in their close-knit neighborhoods and actively participate in a variety of local events and festivals throughout the year. Whether it's the annual Winter Fest or the Vermont State Fair, there is always a reason to come together and celebrate.

If you are looking for a place to call home that offers a high quality of life, natural beauty, and a welcoming community, Rutland County is the perfect destination. Come discover all that this charming region in Vermont has to offer!

Newest Listings in Rutland County

$230,000

2 Beds ⋅ 1 Baths ⋅ 5115634 MLS

*Charming Vermont Cape with Country Appeal!* Discover the charm of Vermont living at 1646 Plains Road in Pittsford! Set on approximately 1.17 acres, this classic New England Cape offers a wonderful opportunity for buyers seeking character, outdoor space, and potential. Built in the late 1800s, this inviting two-bedroom, one-bath home blends traditional charm with modern conveniences, such as the eat-in kitchen, first-floor bedroom, and laundry, plus the second-floor loft and private second bedroom. Enjoy country living with a spacious yard offering raised beds for gardening, outdoor gatherings, pets, a farm stand, or simply relaxing in your own slice of Vermont. A screened back porch provides a welcoming spot to enjoy the fresh air, while the detached two-car garage offers valuable space for vehicles, storage, hobbies, or workshop needs. Whether you're searching for your first home, looking to downsize, or hoping to find a property that maximizes indoor/outdoor living, this home presents an exciting opportunity to make it your own. Conveniently located in Pittsford, you'll appreciate access to nearby amenities, an abundance of community events, and outdoor recreation that makes Vermont such a desirable place to live. On your corner lot, enjoy the beauty of the surrounding countryside while creating your own vision for this classic New England property. Bring your ideas and explore the possibilities at 1646 Plains Road, a home with timeless Vermont character, a generous lot full of potential, and room to make your dreams a reality!

1646 Plains Rd, Pittsford

$360,000

2 Beds ⋅ 1 Baths ⋅ 5115621 MLS

Why was 6 afraid of 7? Because... 789 on Post Rd! Welcome to 789 Post Road, where rustic character, peaceful surroundings, and the beauty of Vermont living come together. Wrapped in warm cedar siding and surrounded by picturesque acreage, this one-of-a-kind property feels like something straight out of a storybook; A private pond adds to the scenery, creating a setting that changes beautifully with the seasons. Whether you're enjoying a quiet morning overlooking the water, taking in the surrounding landscape, or simply appreciating the privacy of your own little escape, you'll find peace and quiet while being just minutes from the city amenities, hospitals, and grocery stores, and just 15 minutes to Pico and 20 minutes to Killington.

789 Post Rd, Rutland Town

$399,000

3 Beds ⋅ 3 Baths ⋅ 5115605 MLS

Welcome home to this inviting 3-bedroom, 3-bathroom ranch, situated on a spacious .43-acre lot in a quiet Rutland City neighborhood! Offering the ease and convenience of single-level living, this home features a large eat-in kitchen, an open-concept dining and living area, and beautiful hardwood floors throughout. The generously sized primary suite is a true retreat, complete with its own full bathroom and sliding glass doors that lead directly to your private backyard oasis. Step outside and enjoy the fully fenced backyard, featuring an inground pool and a charming three-season porch—perfect for relaxing, entertaining, or enjoying those beautiful Vermont summer days! Additional highlights include two bathrooms, an attached two-car garage with convenient access to the mudroom, and a thoughtfully designed layout featuring wide hallways and doorways for enhanced accessibility. With its spacious interior, desirable single-level layout, and wonderful outdoor living spaces, this home offers the perfect combination of comfort, convenience, and privacy—all within Rutland City. Don't miss the opportunity to make this special property your own!

19 Elmwood Dr, Rutland City

$215,000

4 Beds ⋅ 2 Baths ⋅ 5115568 MLS

Space, flexibility, and endless possibilities! Situated on just over an acre of land in Mendon, this 4-bedroom, 2-full-bath home offers a versatile layout with plenty of room to make it your own. The first-floor features two bedrooms, a full bathroom, an eat-in kitchen, and a comfortable living room. Upstairs, you'll find two additional bedrooms, a second full bathroom, and a bonus space currently set up with the potential for a functional kitchen. This flexible area could also be transformed into an additional bedroom, hobby room, home office, creative space, or whatever best suits your needs! The home also features a one-car garage located beneath the house, offering convenient storage and easy access for lawn equipment, recreational toys, and more. With just over an acre to enjoy, a flexible floor plan, and plenty of possibilities, this Mendon property is ready for its next chapter. Bring your ideas and imagine the potential!

33 Town Line Rd, Mendon

$399,000

2 Beds ⋅ 1 Baths ⋅ 5115518 MLS

Enjoy your own Vermont mountain retreat in the heart of Killington! Ideally located on the edge of Killington Golf Course, this inviting two-bedroom, one-bath condo offers easy access to Killington Resort, mountain views, and convenient shuttle service to the slopes. After a day on the mountain, unwind by the gas fireplace or enjoy your morning coffee on the balcony. In summer, take advantage of the inground pool, tennis courts, and beautiful golf course setting. Come fall, enjoy Vermont’s spectacular foliage. Whether you’re seeking a personal getaway, weekend escape, or investment property, this condo offers year-round appeal with no rental restrictions, giving you the flexibility to enjoy it yourself, rent it out, or both.

907 E Mountain Rd Unit H-4, Killington

$769,000

5115492 MLS

An Established Vermont Rental Investment — Nine Rental Units, Multiple Income Streams, and Room to Grow! Discover a unique investment opportunity in Clarendon, Vermont! Set on 3.3 acres of beautifully maintained grounds, open lawns, and scenic mountain views, this established income-producing property offers an appealing combination of residential variety, rental history, and future potential. The property features nine rental units, including an attractive, three-bedroom home, seven freestanding one-bedroom cottages, and a clean, well-maintained mobile home. The main residence enjoys its own setting, separate from the cottages, and features an updated kitchen and bath, hardwood flooring, comfortable living spaces, and a detached two-car garage. The seven freestanding cottages are arranged along a gently curving drive, each offering its own entrance and outdoor space, creating a pleasant, neighborhood-like atmosphere. Several have benefited from improvements, while others offer opportunities for additional renovations and potential income growth. An additional two-car-garage-sized storage building offers valuable space for maintenance equipment, furniture, tools, and supplies. The mobile home provides another well-maintained rental residence. With an established history of long-term tenants, this property offers multiple sources of rental income and the opportunity to build upon an existing rental operation. Separate utilities for each unit add to its investment appeal. Conveniently located just minutes from shopping, employment, medical services, and amenities, the property combines a peaceful Vermont setting with convenient access to everyday necessities. Whether you're an experienced investor expanding your portfolio or someone seeking an established income-producing property, 3019 Route 7B offers an attractive combination of existing income, residential diversity, and room for future growth.

3019 Vermont, Clarendon

$799,000

3 Beds ⋅ 2 Baths ⋅ 5115293 MLS

Big mountain adventures meet cozy chalet charm! This adorable three-bedroom, two-bath retreat with a bonus room puts you close to the K-1 gondola, Killington’s golf course and favorite local restaurants, with the added convenience of being on the Barrel Rider route for evening entertainment without having to drive. Enter through the lower level, where a welcoming bonus family room offers extra space for guests to relax and spread out. The kitchen features handcrafted custom cabinets, while a wood stove keeps the living room cozy after a day of mountain adventures. Radiant floors in both bathrooms add another touch of comfort. Step onto the deck to soak in the hot tub, gather around the fire pit and enjoy winter views of Killington and Pico, you can even watch the groomers light up the slopes at night! From snowy ski days to summer rounds of golf and afternoons on the mountain bike trails, this easy-to-maintain chalet is a home base for year-round fun. Bring your skis, mountain bikes, and adventure gear-your Killington getaway awaits!

777 Roaring Brook Rd, Killington

$225,000

2 Beds ⋅ 1 Baths ⋅ 5115235 MLS

Bungalow charm meets practical living in this well-maintained West Rutland home! Featuring a functional layout with essential living spaces on the main floor, this home offers an open-concept living and dining area, a thoughtfully designed kitchen with distinctive custom wood countertops and plenty of cabinetry, a bedroom, and a full bath. The charming enclosed front porch adds a welcoming touch and provides extra space to relax and enjoy the changing seasons. Upstairs, discover a large bedroom, walk-in closet, an additional nook-style room, and extra storage. A mudroom offers valuable space for Vermont’s winter gear and everyday essentials, with plenty of potential to finish and customize to your taste. The full, usable basement provides a workbench, laundry area, and additional storage. Improvements add to the home's appeal, including exterior paint completed in 2025, added blown-in insulation on the first floor, new exterior doors, new flooring throughout, and a bathroom renovation completed just four years ago. Located in the well-known Pleasant Street area, this home is just minutes from a grocery store, local eateries, the dog park, and the heart of West Rutland. Enjoy the small-town atmosphere, strong sense of community, and school spirit that make this area special. With easy access to Route 4, commuting and shopping are convenient, while nearby hiking trails, biking routes, and lakes offer plenty of opportunities to enjoy Vermont’s outdoor lifestyle. With its charming bungalow character, functional layout, flexible living spaces, and the added appeal of low property taxes, this home is a great opportunity to make yourself at home in West Rutland.

877 Pleasant St, West Rutland

$430,000

3 Beds ⋅ 3 Baths ⋅ 5115160 MLS

YOUR DREAM SKI HOME AWAITS! Tucked away on 1.7 private, wooded acres in Chittenden, this charming 3 bedroom, 3 bath Vermont retreat offers the perfect blend of rustic character and modern updates. Its distinctive gambrel style roof, rich wood accents, exposed beams, and soaring vaulted ceilings create a warm, inviting mountain home feel. The living room flows into a spacious dining area, while the newly renovated kitchen features updated cabinetry, countertops, and luxury vinyl plank flooring. Two bedrooms and a full bath complete the main level. Upstairs, the generous loft style primary bedroom enjoys a brand-new private bathroom. The expansive basement offers excellent storage or workshop space, plus a new 3/4 bath and laundry area. Outside, unwind on the large deck, gather around the fire pit, or enjoy the spacious backyard surrounded by trees. A large barn style shed provides extra storage for skis, bikes, and gear. Recent improvements include two new bathrooms, fresh paint, new flooring, drilled well and more. Just 20 minutes to Killington Resort and 5 minutes to Mountain Top Inn, your four season Vermont escape awaits!

123 Powerhouse Rd, Chittenden

$242,500

4 Beds ⋅ 2 Baths ⋅ 5115095 MLS

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.

22 High St, Proctor

$199,900

5115058 MLS

FAIR HAVEN: 2 Unit Multi-Family located on outskirts of town, country views, convenient to stores, school and downtown, close to lovely park with music in the park during summer. Shed for storage on spacious level lot of 0.69 acres. Front porches on both apartments, laundry facilities and circular paved driveway for easy access. Needs some cosmetics. Close to Lake Bomoseen, New York and Rutland, near Route 4 highway. Upstairs tenant is moving, so will be vacant. Call for an appointment.

18 Capitol Hl, Fair Haven

$414,000

3 Beds ⋅ 2 Baths ⋅ 5115048 MLS

Private Rutland Town Retreat with Mountain Views on 5.4 Acres. Enjoy privacy, beautiful mountain views, and the charm of Vermont living in this well-built 3-bedroom, 2-bath home set on 5.4 acres in Rutland Town. The home features a spacious kitchen, abundant windows, and skylights that fill the interior with natural light throughout the day. A south-facing deck provides the perfect spot to relax, enjoy the sunshine, and take in the peaceful surroundings. The home offers a unique and functional layout, with two bedrooms located half a level below the main living area and a third bedroom in the open loft above. Solar panels help keep electricity costs very low (some panels are owned by Tesla). A detached two-car garage with a large storage area above provides plenty of room for vehicles, recreational equipment, and additional storage. Whether you are looking for a starter home, a private Vermont getaway, or a vacation property, this home offers space, privacy, energy savings, and plenty of potential. A wonderful opportunity to enjoy country living while remaining conveniently located in Rutland Town. Easy to show. Come see all this property has to offer!

702 Gleason Rd, Rutland Town

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Rutland County Real Estate

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