Properties Near 850 Sugarwood Hill Road Rutland Town, VT

Restore Properties
Stunning Brick Executive Ranch with Walkout Basement and Incredible Outdoor Living in Northeast City. Welcome to your dream home! This impeccably built brick executive ranch is the total package, solid construction, timeless elegance, and unbeatable versatility, all on a lush, oversized .76-acre lot in one of the city’s most desirable and walkable neighborhoods. Step inside to a show-stopping marble foyer that sets the tone for what’s to come. Sunlight pours into the spacious eat-in kitchen and formal dining and living rooms, all perfectly positioned to soak in the warm western sun. Whether you're hosting guests or enjoying a quiet evening, these sun-filled spaces feel like home. With gleaming hardwood floors, three generously sized bedrooms, and a private en suite bath in the primary, comfort meets class in every corner. And when it's time to relax or entertain, head out to your beautiful back deck, take in the peaceful setting, and let the kids or pets roam on the expansive green lawn. Downstairs, the walkout basement is a dream come true, featuring a huge family room, a cozy game and pool table nook, and a propane stove that makes snowy Vermont nights feel magical. With a convenient half bath on this level, there's no need to go back upstairs. But it doesn’t stop there. This home is energy efficient, with top-notch utilities that keep you comfortable while reducing costs. And with a third car garage offering plenty of room for storage, a workshop, or your favorite toys.
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.
Fantastic Country Club Location! This inviting one-level ranch offers a rare combination of golf course frontage and spectacular western mountain views. With 1,344 square feet of living space, the home features hardwood flooring under much of the carpeting—ready to be revealed for added warmth and timeless beauty. The welcoming layout includes generously sized living and dining rooms, a bright and spacious kitchen, and a wonderful glassed/screened porch overlooking a sparkling in-ground pool and the mountains beyond. Perfect for entertaining or relaxing, this outdoor retreat is sure to become a favorite gathering spot. The home offers three comfortable bedrooms, including a primary suite with its own private bath. An attached two-car garage and a level paved driveway provide convenience year-round, while the full unfinished basement offers endless possibilities for storage, a workshop, or future living space. Situated on a manageable .52-acre lot in a sought-after Country Club setting, this property provides the perfect canvas to add your own updates and create the home you’ve envisioned. Whether you’re looking for a full-time residence or a seasonal retreat, the location is unbeatable—close to recreation, shopping, dining, and all the conveniences of town. Opportunity knocks with this sweet home in an enviable setting, don’t miss your chance to make it your own!
Nestled on 4.1 private acres in a well-regarded Rutland Town neighborhood, this 3-bed, 2-bath residence offers both privacy and potential. With 1,558?sq?ft of living space, a wood-frame structure, and a durable metal roof, it’s a retreat that awaits your personal touch. Surrounded by mature trees and open green space, this home features a generous lot with easy access and year-round appeal. For outdoor enthusiasts, this location is unbeatable: Pico Mountain and Killington Resort, two premier Vermont ski areas, are just a short drive away. Efficient baseboard oil heating plus a wood stove ensure warmth in all seasons. The home is sold “as is”, offering an excellent opportunity for renovation or modernization. This residence is a rare find: comfortable today, promising tomorrow. Ready for updates, it invites you to personalize while enjoying the benefits of location, spacious land, and proximity to Vermont’s ski resorts.
Significant Price Reduction. Sellers have relocated and the house is empty and ready for new owners. Sitting on a level lot just minutes from Rutland is this well-kept raised ranch offering space for family and friends. The upper level of this home has a spacious kitchen open to the dining area, a large living area with a pellet stove insert, three bedrooms and a full bathroom. There is a balcony off of the primary bedroom and a three-season screen room off of the living room that is perfect for relaxing after a long day. The lower level of this home has a second kitchen and dining area, a large family room, another bedroom, a bathroom with a shower, and a laundry room. The beautifully-maintained front yard with perennials and an amazing tree will welcome you home. Pull onto the paved driveway and into the two-car garage. The fenced-in back yard with established gardens will not disappoint as it is a fairly level large space perfect for fun and entertaining. Swim in the pool on the hot Summer days and sit on the covered deck on the rainy days. There is lots of space for lawn games and you can even roast marshmallows in the firepit in the evening after grilling. There is ample space to store outdoor furniture and toys in the two sheds when Winter approaches. The location on a dead-end street with an easy drive into Rutland in one direction and the Village of Proctor in the other makes this a win, win, win property. Great house, great yard, and great location. Easy to show!
Come see this charming Victorian home that sits proudly on a rare double lot in the heart of Proctor. Recently revitalized, this property beautifully blends its historic character with the convenience of modern updates, making it truly move-in ready. Step inside to find thoughtful improvements throughout, including a brand-new boiler, updated electrical, fresh flooring, new paint, cabinets, appliances and much more—all carefully selected to ensure comfort, efficiency, and style for years to come. Upstairs, the spacious primary suite is a true retreat, featuring its own private bathroom and a walk-in closet—rare finds in a classic Victorian. Whether you’re winding down at the end of the day or starting your morning, this space offers comfort and privacy you’ll love. The home’s layout provides plenty of room to spread out, whether you’re entertaining guests, enjoying family gatherings, or creating a cozy retreat for yourself. Outside, the double lot offers an abundance of space for all your hobbies—gardening, play, or simply relaxing in the Vermont fresh air. The location couldn’t be more ideal. Just steps away is the beautiful marble high school, a local landmark, and only down the street you’ll find Proctor’s well-loved “Pool” and skating rink, mtn bike trails, which offer year-round fun for all ages. Whether you’re looking to cool off in the summer or lace up your skates in the winter, recreation is right at your fingertips.
Welcome to this beautifully maintained raised ranch. Step inside to an open landing highlighted by a stunning Hubbardton Forge light feature. The bright and airy kitchen features a center island, granite countertops, Kraftmaid cabinets and an elegant Hubbardton Forge fixture over the sink. The layout is perfect for family gatherings and entertaining. On the main level, you'll find two generous bedrooms and a full bathroom. The living room and dining area are filled with natural light, creating a warm and inviting atmosphere. The ground level offers two versatile rooms that can be used for an office or a bonus room, a large sitting area, and a convenient 3/4 bathroom with laundry, providing ample space for relaxation and functionality. Recent upgrades include a brand new boiler, chimney, and heat pump, enhancing energy efficiency and comfort. Outside, enjoy breathtaking landscaping that extends throughout the property, complemented by multiple outdoor seating areas designed for shade and privacy. Off the back of the house, a deck provides access to your backyard oasis, perfect for outdoor living and entertaining. The fully fenced yard is ideal for outdoor activities and pets. Unique custom touches include horseshoe pits, rock walls and fireplaces in the backyard, perfect for fun and recreation. An attached one-car garage and shed adds convenience and storage. This home combines comfort, style, and exceptional outdoor living. Don't miss the opportunity to make it yours!
The sellers work, ski, bike and everything Vermont launch pad for 37+ years now for sale. Great location. 226 sq ft and 64 sq ft outside decks, fenced in back yard great for your dog(s). New 2024 furnace. 2018 new windows. garage and mudroom reroofed in 2021. Concrete septic tank and drywell. 7.4 miles to Pico, 13 miles to Killington Snowshed lots,4.8 miles to Home Depot, 30.3 miles to Okemo Jackson Gore, 10 miles to Chittenden Reservoir Dam. Barstow School District. Seller is a real estate professional.
Attractive two-bedroom condo in the "Carriage" style with living space on the second floor. Enter the slate entry foyer with access to the one-car garage and rear patio. Walk upstairs to delightful open living space including large living room with brick hearth and remote controlled gas insert, formal dining area and updated kitchen. Fully appliance kitchen includes Fisher & Paykel two-drawer dishwasher, GE Profile dual fuel range and soapstone sink. Master bedroom has an exquisitely remodeled bath with tiled step-in shower and large skylight; second bedroom also has a private bath. Between the master bedroom and living room is a wonderful screened porch overlooking the in-ground pool, tennis court and clubhouse. Most recent improvements include a heat pump, Rinnai instant hot water heater, and furnace replacement. In warmer months, you will appreciate the comfort of central air conditioning. Enjoy Country Grove's walking paths, friendly sense of community, and walking distance to Rutland Country Club and Baxter's Restaurant. Also an easy drive to downtown amenities and skiing at Pico and Killington Resorts.
Location, Location, Location! This special corner-lot property offers .61 acres elevated from the road, complete with an in-ground pool, cabana with outdoor kitchen setup, and 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, the home also offers the flexibility of 2 bedrooms plus an office. A recent professional remediation of the lower level provides peace of mind and the opportunity to double the home’s living space once refinished. Pool repairs are already scheduled to begin this Friday- so you can look forward to relaxation in your pool in 2026! 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!
This charming, well maintained, 4-bedroom cape with attached garage in Proctor is a must see! Main level has two bedrooms, two bathrooms, a laundry room, an eat-in kitchen with breakfast bar, living room and den. There are lots of built-in cabinets, closet space, and storage areas. The upper floor has 2 bedrooms, perfect for office or craft space, household members or guests. The basement is partially finished with a large entertaining room with a fireplace and bar area perfect for social gatherings. There is also an unfinished area that walks up to the garage which makes for a great workshop and/or storage area. Large western facing deck with hot tub area is perfect to enjoy BBQ’s and sunsets. The spacious manicured yard with mature trees and shrubs has a shed for storing your yard tools and games. Proctor has a swimming pond and ice-skating rink. This home is close to hiking and mountain biking trails and Pico and Killington is just a short drive away.
Welcome to 3277 US Route 7, Pittsford, VT. Fully renovated 3-bedroom, 2-bath home blending modern comfort with Vermont charm. About 1,209 sq ft of finished space and true turn-key living. Recent upgrades include new roof, electrical and plumbing, hot water heater, windows, doors and locks, fresh interior/exterior paint, new appliances, partial new flooring, plus a gorgeous wraparound porch and a spacious back deck for relaxing or entertaining. Public water; private septic recently pumped with new risers and baffles for a smooth handoff. Prime location near Rutland's shops, cafes, Paramount Theatre, year-round events and farmers markets, with outdoor access to Pine Hill Park trails, Chittenden Reservoir and Lake Bomoseen, and quick trips to Pico and Killington. Everyday needs are close by, including grocers, dining, and Rutland Regional Medical Center, with easy commuting on US-7. Seller will finish the exterior paint to match current color or repaint to buyer's choice. Investor note: Comprehensive renovations mean low near-term maintenance and immediate long-term or mid-term rental potential! Move-in ready with modern systems and timeless character. Schedule an appointment today!
Welcome to this delightful 3-bedroom home with tons of character and potential, located on a spacious city lot just a stone's throw from the Rutland Country Club, Pine Hill Park and Downtown Rutland. Whether you’re ready to move right in or looking to add your personal touch, this home is a fantastic opportunity! You'll enjoy the cozy sunroom, a peaceful retreat ideal for plant lovers or anyone looking to bask in natural light. A formal living room and dining area gives this house countless options for hosting parties or enjoying the company of your loved ones. The garage is perfect for keeping your vehicle safe or using as extra storage as well as a full attic and basement with endless possibilities for a home office, playroom, additional bathroom or storage!
Handsome brick front carriage house style condo in sought after Country Grove. Become part of this welcoming community where residents enjoy an active, relaxed lifestyle. The amenities are impressive: an inground pool and clubhouse, tennis courts, and a lovely trail system for outdoor enjoyment. Some residents move here just to be within walking distance of the Rutland Country Club and its beautiful golf course, where you can stroll over to enjoy dinner at Baxter’s Restaurant. This carriage style unit offers the convenience of a one car garage and mudroom entry on the first level, with all your main living space on the second. The updated two bedroom, two full and one half bath home enjoys a bright southern exposure. The open concept living and dining area features a cozy fireplace for added warmth and charm, while the screened porch is perfect for summer relaxation. Recent energy efficient upgrades include a new furnace, central air system, hot water tank, windows, garage door, newer carpet, and fairly new appliances, ensuring both comfort and savings. A wonderful opportunity to enjoy the lifestyle and conveniences Country Grove has to offer, with occupancy available in early October.
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.

© 2025 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.