Rutland County Homes under $750,000

Welcome to Rutland County, Vermont—a charming gem nestled in the heart of New England. Known for its stunning landscapes, vibrant community, and rich history, Rutland County offers a unique blend of small-town charm and modern amenities. With the majestic Green Mountains as a backdrop, outdoor enthusiasts will find endless opportunities for hiking, skiing, and exploring the picturesque surroundings.

One of the most appealing aspects of Rutland County is its diverse real estate market, particularly for those seeking homes under $750,000. Here, you'll discover a variety of options that cater to different lifestyles and preferences. From quaint single-family homes with classic New England architecture to contemporary residences designed for modern living, there's something for everyone.

Imagine waking up in a cozy home that reflects the beauty of the seasons, where vibrant fall foliage and serene winter landscapes become part of your everyday life. Many properties in this price range boast spacious yards, perfect for family gatherings or enjoying a quiet evening under the stars. Additionally, Rutland County's strong sense of community fosters a welcoming atmosphere, making it an ideal place for families, retirees, and everyone in between.

With excellent schools, local shops, and a variety of recreational activities, Rutland County is not just a place to live; it’s a place to thrive. Whether you're looking for a peaceful retreat or an active lifestyle, this beautiful county offers the perfect backdrop for your next home. Explore the possibilities and discover why Rutland County is the perfect choice for your new beginning!

Newest Rutland County Homes under $750,000

$199,900

3 Beds ⋅ 2 Baths ⋅ 5113064 MLS

Bring Your Vision to Life in This Historic Victorian! Step back in time with this charming 1860 Victorian home, ideally situated on a 1/3 acre village lot and offering a wonderful opportunity for those with the energy and imagination to restore a piece of local history to its former grandeur. Rich in character and period appeal, this classic property is ready for new owners to bring their vision and creativity to life. The property also features a detached barn, offering excellent potential for storage, workshop space, hobbies, or future possibilities. Conveniently served by town water and sewer, this village property combines historic character with everyday convenience. Located close to all village amenities, you'll enjoy easy access to shops, dining, services, schools, recreation, and community activities. Whether you're an enthusiast of historic homes, an investor looking for a rewarding project, or simply someone who appreciates the charm and craftsmanship of a bygone era, this property offers a rare opportunity to create something truly special. Bring your tools, your ideas, and your imagination as this Victorian is ready for its next chapter!

15 Cedar St, Fair Haven

$199,000

2 Beds ⋅ 2 Baths ⋅ 5113023 MLS

Space, convenience, and opportunity come together at this 2-bedroom, 2-bath, two-story condo in Mountain View Condos. Offering a townhouse-style layout, the home provides comfortable separation between the main living areas and bedrooms while delivering the ease of condominium living. The main level features a surprisingly spacious living and dining area with plenty of natural light and flexibility for furniture placement. The kitchen eat-in offers an abundance of cabinetry and counter space, along with a dishwasher, electric range, double-basin sink, and room to update at your own pace. A bathroom and laundry space on the main level adds to the functionality of the floor plan. Upstairs are two generously sized bedrooms, good closet space, and a full bath. Large windows throughout the home provide natural light, while the two-story configuration gives the condo the feel and functionality of a traditional home. Outside, a covered entry, mature landscaping, and established grounds create an attractive residential setting. The interior is ready for a new owner's personal touches, providing an opportunity to update the finishes to suit your own style rather than paying for someone else's renovations. Conveniently located in Rutland with easy access to shopping, dining, recreation, and the services of the greater Rutland area, this unit offers an appealing combination of space, location, low-maintenance condo living, and potential. Bring your ideas and make this one your own. Welcome home!

155 Dorr Dr Unit 7, Rutland City

$350,000

3 Beds ⋅ 3 Baths ⋅ 5113007 MLS

Two homes in one, or one home that works as hard as you do. This classic colonial offers rare flexibility for the buyer who wants to live and work under one roof, or for co-buyers ready to stop renting and start building equity together. The second floor is a complete living space with its own kitchen, in-unit washer and dryer, and a full walk-up attic for generous storage. It's served by three staircases: a private rear exterior entrance, a rear interior stair, and the front foyer staircase, so you can live together or keep things separate. The main level opens with a spacious foyer and offers a living room, dining room, pantry, a 3/4 bath, a convenient half bath off the foyer, and a bedroom with its own private deck and separate pull-down attic storage. A former kitchen is ready to become a studio, office suite, or restored kitchen. A beautiful covered wraparound deck links the front and side entrances, giving clients or guests a welcoming approach. Outside, enjoy a generous, partially fenced backyard and a multi-car garage with room for vehicles, equipment, or inventory. Home business, house hack, shared ownership, or multi-generational living, this property adapts to your plans. Schedule your showing today.

11 E Washington St, Rutland City

$579,000

2 Beds ⋅ 2 Baths ⋅ 5113005 MLS

This is the kind of lakefront that is getting harder to find. Step across to your level lakeside lawn to 50 feet of remarkably usable Lake St. Catherine shoreline, launch a kayak from your own yard, head out by boat or simply settle in and enjoy the view. Maybe even fish! Historically, this frontage accommodated two docks. The protected setting offers some shelter from the winds of the open lake, while a short boat ride brings you out to everything Lake St. Catherine has to offer. Year round homes on coveted Cones Point seldom come to market. Originally a classic seasonal lake camp, significant investment transformed this property for year round living. A concrete foundation and walkout lower level add valuable living space rarely found among these original Cones Point homes. Two bedrooms and two baths include a lower level bedroom, three quarter bath and gathering space with propane stove. Slide open the doors and step directly into the lakeside yard. Upstairs, enjoy some air conditioning and supplemental heat from the heat pump, then step onto the lakeside deck. Gather around the fire pit, relax in the gazebo or settle into the outdoor swing and watch the lake and boaters go by. A detached one car garage and two sheds give you plenty of room for kayaks, lake gear and the extras that come with life on the water. Year round systems include propane hot air heat, a 240 foot drilled well installed in 2018 with a documented 6 gallon per min yield, and a permitted two bedroom mound septic system with a 1,000 gallon tank. Roof shingles are approximately 10 years old. Swim, paddle, boat, fish or simply stay put and enjoy the view. Lake St. Catherine State Park is approximately 4 minutes away, Rutland about 30 minutes and Killington skiing about 45 minutes away.

473 Cones Point Rd, Poultney

$450,000

5112962 MLS

A rare blend of investment potential, modern living, and Vermont charm — this fully remodeled mixed-use property in the heart of Mendon delivers exceptional visibility on a high-traffic corner lot framed by sweeping mountain views. Designed for flexibility and opportunity, the property features thriving commercial spaces below and a beautifully updated 2-bedroom apartment above — ideal for an owner-occupant, entrepreneur, or investor seeking strong income potential. Live where you work, lease all the units for passive cash flow, or create a custom business destination in one of Vermont’s most traveled corridors. Thoughtfully renovated from top to bottom, every space has been refreshed with modern updates while preserving the versatility needed for a wide range of commercial uses. Perfectly positioned just minutes from Rutland, Killington Resort, and Pico Mountain, this property benefits from year-round tourism, steady traffic exposure, and convenient accessibility. Turnkey properties with this level of visibility, flexibility, and character are increasingly hard to find. Whether you're expanding your portfolio or launching your next venture, this is a standout opportunity in a prime Vermont location. Schedule your private showing today and experience the possibilities firsthand.

1360 Rte 4 E, Mendon

$525,000

3 Beds ⋅ 3 Baths ⋅ 5112805 MLS

Set up off a publicly maintained gravel road, this lovingly cared-for Cape offers beautiful western-facing mountain views and breathtaking sunsets, with a charming setting that feels like home from the moment you arrive. Step through the inviting front entry and you’ll immediately appreciate the warmth and character this home has to offer. Beautiful oak floors run throughout the first floor and staircase, while tile adds durability and charm to the kitchen, hallways and all three bathrooms. The spacious living room features a cozy wood-burning fireplace and opens seamlessly to the dining area, creating a wonderful space for gathering. A convenient breakfast bar connects the kitchen and dining area, while sliding glass doors lead to a private back deck—perfect for morning coffee, summer dinners, or relaxing at the end of the day. The first floor offers a comfortable bedroom, 3/4 bathroom, and convenient laundry/utility room, along with an abundance of closets throughout the home. Upstairs, you'll find a full bathroom and two generously sized bedrooms, both which capture beautiful mountain views, including a spacious primary bedroom suite with its own ¾ bath. Enjoy quiet evenings on the covered front porch while taking in the stunning western sunsets and surrounding mountain scenery. An attached garage and standby generator add everyday convenience and peace of mind. Located in the Town of Wells, this property offers the added benefit of no zoning, along with school choice beginning in 7th grade. Just minutes to Lake St. Catherine and access to the Slate Valley mountain biking trails, you’ll have plenty of opportunities to enjoy the outdoors. Manchester is approximately 30 minutes away, with multiple ski areas less than an hour from home. Charming, comfortable, and wonderfully situated, this inviting Vermont home is ready to welcome you.

706 High Chapparal Rd, Wells

$699,000

5 Beds ⋅ 4 Baths ⋅ 5112781 MLS

Don’t let this one get away! Perfectly designed and thoughtfully crafted, this impeccably maintained custom home offers an exceptional blend of comfort, space, and privacy on 19 wooded acres in Mount Holly, just 8 minutes from Okemo. With 5 bedrooms and 3 bathrooms, the home features bright, spacious rooms filled with natural light and a layout designed for both everyday living and entertaining. The finished basement adds even more flexibility with a double office suite, perfect for working from home, guests, or creative space. The 3-car garage offers plenty of room for vehicles and Vermont gear, with additional finished space above that includes its own bathroom and heat create an ideal bonus area for a studio, guest suite, or recreation room. Outside, 19 acres of wooded privacy that includes a level open yard complete with dog fence create a peaceful Vermont retreat while keeping you remarkably close to skiing and four-season recreation. This is a special property that combines thoughtful design, meticulous care, and an unbeatable location.

2089 Vt-103 S Rte, Mount Holly

$235,000

3 Beds ⋅ 2 Baths ⋅ 5112773 MLS

Escape to your own piece of Vermont with nearly 3 private acres offering space, flexibility, and the opportunity to bring your personal touches to a quieter way of life. Whether you’re looking for a year-round home, a place to spread out, or simply a property where you can enjoy the outdoors, this home offers plenty of possibilities. The main level provides easy single-floor living with the kitchen, bathroom, and bedrooms conveniently located together. Head downstairs to the finished basement, where additional living space, a second bathroom, and an extra bedroom create even more room for guests, a home office, recreation, or many other possibilities. Outside, the property continues to deliver. A detached garage provides valuable protection for your vehicles during Vermont’s winters, while the additional shed offers plenty of storage for tools, landscaping equipment, outdoor gear, and hobbies. With nearly 3 acres to enjoy, there’s room for gardening, recreation, pets, or simply taking in the peace and privacy that comes with this property. A property with the space, storage, and flexibility to make it truly your own. Come see what Vermont living could look like here.

3707 Whipple Hollow Rd, West Rutland

$691,000

3 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! Open House 10/10 & 10/11/2026 11am-1pm!

53 Countryside Dr, Rutland Town

$160,000

5112693 MLS

Bring your vision to this distinctive Greek Revival-style property in the heart of Wallingford Village. Currently configured as a two-family home, with each unit offering three bedrooms and one bath, this property presents an opportunity for an investor, cash buyer, or purchaser utilizing a renovation loan. The first-floor unit offers more than 1,500 square feet and features an impressive collection of original architectural details, including handsome columns, raised-panel wainscoting, built-ins, and beautiful wood floors with decorative inlay. A classic walk-in pantry provides additional storage, while the rear entry offers space for a potential mudroom, and storage area. Laundry hookups are also available. The covered side porch adds to the home's village appeal. The approximately 0.4-acre lot provides plenty of off-street parking and includes an 18' x 22' single-bay garage building with workshop space and updated electrical. A separate post-and-beam barn includes a single overhead door along with an original carriage-style entry door, creating even more possibilities for storage, workspace, hobbies, or future use. Located within Wallingford Village's Neighborhood Commercial zoning, this property offers flexibility and opportunity, subject to town regulations. The existing two-family configuration provides a solid starting point for someone looking to renovate and prepare the property for rental income, owner occupancy, or another investment strategy. The home does require renovation and is being sold in as-is condition. This an opportunity for someone ready to take on a project and put their own plans into action. With generous living space, period features, useful outbuildings, ample parking, and a convenient village location, there is plenty here to work with. Bring your ideas, your plans, and your vision to Wallingford and see what you can make of this unique property.

60 Depot St, Wallingford

$549,000

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

$239,000

3 Beds ⋅ 1 Baths ⋅ 5112689 MLS

Welcome to 100 New Street, a beautifully updated, move-in-ready home sitting on a generously-sized lot in the heart of the village of West Pawlet. Originally built in 1900, this charming residence blends classic character with modern upgrades. First floor laundry in the mudroom is convenient, and the open floor plan is light and airy. There are three bedrooms, including one on the first level. The kitchen includes plenty of storage and room to cook. The lovely living room has a toasty pellet stove to keep you warm on chilly days. Recent updates include a new roof, sliding door off of primary bedroom, complete weatherization, redone driveway, and more. A flat yard with plenty of garden space and two sheds rounds out this great property. Schedule a showing and see all this lovely gem has to offer!

100 New St, Pawlet

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