Rutland Town Real Estate

Welcome to Rutland Town, a charming town located in Rutland County, Vermont. Nestled in the heart of the Green Mountains, Rutland Town offers a perfect blend of small-town charm and natural beauty.

With its picturesque landscapes and friendly community, Rutland Town is the ideal place to call home. Residents enjoy easy access to outdoor activities such as hiking, skiing, and fishing, making it a paradise for nature lovers.

The town also boasts a rich history and vibrant culture, with local shops, restaurants, and community events that showcase the unique character of the area. Whether you're exploring the historic downtown area or taking in the stunning views of the surrounding mountains, Rutland Town has something for everyone to enjoy.

If you're looking to make Rutland Town your new home, there are a variety of real estate options to choose from. From cozy cottages to spacious family homes, there is something to suit every taste and budget. Let us help you find your perfect property in this idyllic town and start living the Vermont dream in Rutland Town.

Newest Listings in Rutland Town

$445,000

3 Beds ⋅ 4 Baths ⋅ 5115670 MLS

Situated along North Grove Street in the northern section of Rutland Town, this spacious three-bedroom, four-bath home offers the convenience of single-level living with the added flexibility of a finished walkout lower level. The main floor features hardwood flooring, a generously sized kitchen with center island and seating, and two distinct living areas, including a comfortable family room with vaulted ceiling, skylights, and wood stove. An additional living room features an attractive arched window and access to an elevated balcony overlooking the surrounding countryside. The primary suite and additional bedrooms provide comfortable accommodations, while the finished lower level offers substantial bonus space, including a large office and recreation area ideal for a variety of uses. Multiple decks provide opportunities to enjoy the property's scenic setting, mature landscaping, and beautiful views of Vermont's changing seasons. An attached two-car garage adds everyday convenience. Conveniently located for access to downtown Rutland, shopping, dining, and medical services, the property also offers proximity to Killington and Pico ski resorts, Okemo Mountain Resort, and Rutland Southern Vermont Regional Airport in nearby Clarendon. With generous living space, a versatile floor plan, and access to some of Vermont's most popular recreational destinations, this property offers an appealing combination of location, functionality, and scenic surroundings.

2529 N Grove St, Rutland Town

$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

$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

$599,900

4 Beds ⋅ 5 Baths ⋅ 5114072 MLS

Set on 2.27 acres with sweeping mountain views, this spacious four-bedroom Rutland Town home offers approximately 4,368 square feet of total living area, including below-grade space. A welcoming covered porch opens to a bright foyer and warm hardwood floors. Multiple gathering areas include a living room with brick fireplace, a light-filled sunroom, dedicated office space and additional flexible living areas. The updated kitchen features extensive cabinetry, stainless steel appliances, generous counter space and a large island with seating. An indoor pool room provides a rare opportunity to restore or reimagine a distinctive amenity. The partially finished lower level offers additional space for recreation, hobbies or guests, while the attached two-car garage adds everyday convenience. Broad lawns, long-range views and easy access to Rutland-area amenities and year-round Vermont recreation complete this unique country property.

969 Post Rd, Rutland Town

$691,000

4 Beds ⋅ 4 Baths ⋅ 5112771 MLS

This charming and well-maintained Cape is situated on a beautifully manicured lot in a desirable, established Rutland Town neighborhood. Inside, you’ll find three spacious bedrooms, including a primary suite, a large open eat-in kitchen, formal dining room, home office, and plenty of additional living space. A newly renovated accessory dwelling offers excellent flexibility for extended living, or potential rental income, along with additional storage. The partially finished basement, complete with theater space, provides even more room to make your own. Outside, relax on the classic covered front porch and take in the peaceful surroundings. Out back, an open deck leads to an expansive yard with plenty of space for entertaining, recreation, gardening, or simply enjoying the outdoors. With its versatile layout, generous lot, and sought-after Rutland Town location, this home has so much to offer. Don’t miss your opportunity Welcome Home!

53 Countryside Dr, Rutland Town

$535,000

3 Beds ⋅ 3 Baths ⋅ 5112692 MLS

This versatile and attractive 3-bedroom, 3-bath raised ranch offers an appealing combination of comfort, flexibility and convenience in desirable Rutland Town. The upper level features a spacious living room with elegant built-ins and a wall of western-facing windows that frame beautiful sunsets and fill the home with natural light. The adjoining kitchen and dining area have been tastefully updated with luxury vinyl plank flooring, crisp white raised-panel cabinetry, stainless appliances and whimsical under-cabinet lighting. A comfortable primary suite, two additional rooms currently used as an office and den, a full bath and an expansive bonus room above the garage provide exceptional flexibility for bedrooms, work, play or exercise. Generous under-eave closets add valuable storage. The walkout lower level nearly doubles the home's living space, offering a welcoming family room with brick fireplace, a sunny bedroom with direct patio access, den, full bath and a second kitchen and dining area. With its wrap-around breakfast bar and separation from the main living areas, this space is ideal for entertaining, extended-stay guests or multigenerational living. An attached 3-car garage provides ample room for vehicles, hobbies and workshop space, with convenient direct access to the lower level. A Buderus boiler and new Olimpia Splendid heat-pump mini-split provide efficient year-round comfort. Outside, level lawns, a paved driveway and charming garden shed complete the property. Just minutes from downtown Rutland's shopping, dining, arts and services, yet removed from the urban bustle and higher city taxes, this is a wonderfully adaptable home in a convenient Rutland Town setting.

397 Sunset Dr, Rutland Town

$750,000

5111210 MLS

Build your home as an addition to this Exceptional 8.26 Acre Property (septic and permits required ) with 10,000+ Sq. Ft. of Buildings & Income Potential! Rare opportunity in desirable Rutland Town! This versatile property offers over 10,000 sq. ft. of buildings, including a classic 3,400 sq. ft. two story barn, attached 2,000 sq. ft. building with garage bays and heated office, newer 1,600 sq. ft. barn, 2 bay garage, and additional garage spaces,12 bays total, previously rented for storage units, The property generated over $45,000 in gross annual rental income, with net income exceeding $35,000 per year for the prevues owners subject to required permits and approvals. Equestrian amenities include four stalls,tack room, fenced pasture, paddocks, grazing areas, riding arena, water and hay storage. Features include 600 amp 3 phase electric, additional 100 amp service, drilled well, heavy duty roadside fencing, over 300 feet of river frontage, and beautiful Killington and Pico Mountain views. With excellent visibility and convenient access toRutland, this property offers tremendous flexibility for storage, contractor/workshop space, equestrian use, hobby farming, business use, residential, recreational or other possibilities, subject to zoning and approvals. Approximately 30 minutes to Killington, 20 minutes to Pico, and 15 minutes to Lake Bomoseen. this listing is also offered as commercial listing MLS#5108668

834 Creek Rd, Rutland Town

$260,000

2 Beds ⋅ 1 Baths ⋅ 5110864 MLS

Welcome to 69 Flory Heights! This 2-bedroom, 1-bath home offers 1,233 sq ft on a spacious lot in desirable Rutland Town, in a quiet neighborhood setting, but yet close to city amenities. This one level Ranch style home offers an attached, underneath, garage with a manageable half an acre fenced in and spacious back yard. It offers a great combination of indoor and outdoor space with a deck and plenty of space to entertain. This home has hardwood floors throughout with two good-sized bedrooms and full bath with bathtub. Living room/dining room includes a functioning marble faced, wood burning fireplace. Finally, the family room offers space to make it your own! Whether it be a den, home office or playroom. Family room has sliding glass doors that lead out to the deck. Whether you're looking for a primary residence, second home or investment, this home has plenty of potential. Close to Killington for skiing and Lake Bomoseen in the summer. Lower taxes compared to the surrounding area and Rutland Town School offers PreK-8th elementary school and school choice for High School.

69 Flory Hts, Rutland Town

$375,000

3 Beds ⋅ 2 Baths ⋅ 5109714 MLS

$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.

2279 N Grove St, Rutland Town

$449,900

3 Beds ⋅ 2 Baths ⋅ 5109416 MLS

Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch offering over 1,400 square feet of single-floor, turnkey living space. This home blends high-end modern finishes with inviting, open-concept living. The heart of the home features hardwood maple cabinets, sleek granite countertops, stainless steel appliances, and a spacious farmhouse sink. The bright floor plan showcases stunning oak hardwood floors, complemented by beautiful wide plank ceilings. Both bathrooms highlight marble-top vanities, and elegant tile flooring. The large, finished basement includes a designated office space, providing plenty of quiet room for remote work or recreation. The exterior presents a paved driveway, one-bay attached garage, and new siding. If you are looking for a quiet neighborhood with sprawling rural views and beautiful sunsets, look no further. This is a phenomenal opportunity to own a low-maintenance, completely modernized home that is situated in the sought-after Rutland Town School District. Enjoy the perfect balance of peaceful, country living while remaining just minutes from the convenience of city shopping, dining, and amenities.

436 E Pittsford Rd, Rutland Town

$750,000

4 Beds ⋅ 3 Baths ⋅ 5108368 MLS

Welcome to 550 Curtis Brook - this beautifully maintained 1992 Colonial is situated a top a quiet, town-maintained dead-end street in the highly sought-after, Rutland Town. Set on an acre, this property offers the perfect combination of privacy, space, convenience, and Vermont charm with no neighbors to the left or behind you. Step inside and you’ll immediately appreciate the light, bright, and airy feel of this spacious home. The inviting sunroom is a standout gathering space, flooded with natural light and enhanced by a brand-new propane stove insert, new stone surround, and new mantel. The oversized kitchen truly serves as the heart of the home, featuring a grand island, top-of-the-line appliances, generous pantry storage, and plenty of room to entertain. Multiple bonus spaces provide flexibility for work, hobbies, guests, or simply spreading out. The partially finished basement offers even more potential and could be transformed into additional living or recreational space to suit the new owners needs. If that's not enough, other recent updates include a newer roof, 4 new heat pumps, paved driveway, and more. The outdoor living is just as appealing. Step out to your own peaceful setting overlooking mature trees and pastures right from the new Trex decking on the expansive back deck. A new electrical subpanel has been installed for a future hot tub, with hookups ready for the new owners to complete their setup. The property also features a fully equipped koi pond, adding a peaceful touch to the already beautifully, private grounds. Enjoy the benefits of Rutland Town, including highly regarded schools and school choice for grades 9–12, while remaining conveniently close to the city for everyday necessities. Outdoor enthusiasts will love the easy access to Pico and Killington, and beyond. If you’re looking for abundant natural light, privacy, thoughtful updates, flexible living space, and an exceptional location, this house is ready to welcome you home.

550 Curtis Brook Rd, Rutland Town

$385,000

4 Beds ⋅ 3 Baths ⋅ 5107576 MLS

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.

1213 Us Route 7, Rutland Town

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Rutland Town Real Estate

Newest Listings in Rutland Town

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