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550 Curtis Brook 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
13 Rte 22a, West Haven
$775,000
5 Beds ⋅ 3 Baths ⋅ 5108329 MLS
Step back in time with this extraordinary 222 year old legacy estate - a treasure owned by the same family for more than two centuries. This remarkable property is a rare blend of grandeur and natural beauty along with historical significance. Once part of the Underground Railroad, the property has a fascinating past, and some of its former residents served as Civil War soldiers. The house was also used as the setting for the movie American Gun starring James Coburn with several scenes filmed inside the home. Imagine owning a home that is not only part of local history, but also part of cinematic history. Built in 1804, the magnificent 4/5 bedroom main home has been remarkably preserved - offering timeless architectural details, original craftsmanship, a grand entrance, soaring 11-foot ceilings, 7 gorgeous fireplaces, and two 40' covered porches. Rarely does a home of this vintage come to market in such great condition. The property has been professionally inspected by a licensed real estate inspector, with inspection reports available for review. Complementing the main residence is a renovated 2/3 bedroom guest house or ADU offering an exceptional income opportunity. Rental income easily covers the property taxes for the entire property and more! The guest house is situated a distance away affording privacy to all residents. Set on 79 acres with subdivision potential, the property offers room for farming, recreation, or future development. A gorgeous barn features horse stalls upstairs and a cow area downstairs, along with several additional barns and outbuildings providing flexibility for agricultural, equestrian, or business uses. With its remarkable architecture, extensive acreage, guest house, barns, & fascinating past, this could make an exceptional wedding venue, bed & breakfast, working farm, or family compound. It is extraordinarily rare to find a home of this vintage with so much character in such great condition! Quotes available for heat/ac upgrades.

13 Rte 22a, West Haven
34 Pleasant St, Proctor
$310,000
4 Beds ⋅ 2 Baths ⋅ 5108257 MLS
Charming Proctor Village Home with Modern Updates Make your new home in the historic charm of Proctor Village, a quaint Vermont community known for the Vermont Marble Museum, Wilson Castle, Proctor Free Library, and more. Conveniently located just 10 miles from downtown Rutland, you'll have easy access to shopping, dining, services, skiing, hiking, and year-round recreation. Set on .33 acres, this inviting home offers direct access to a private backyard an ideal space for relaxing, entertaining, or enjoying the outdoors. Inside, you'll find 2 bedrooms and 2 full bathrooms, along with the convenience of second-floor laundry located near the bedrooms. The modern kitchen features granite countertops, updated appliances, and a dining area that flows naturally into the spacious living room. A wood stove provides an additional heating option and adds warmth and character to the space. The open floor plan creates a comfortable, connected atmosphere that's perfect for everyday living and gatherings. A charming sitting room features a built-in and a distinctive metal ceiling, adding unique character and a touch of Vermont charm. A wonderful blend of modern updates, comfort, character, and village convenience, this Proctor home is ready to welcome you.

34 Pleasant St, Proctor
883 Goodrich Cross Rd, Benson
$609,000
2 Beds ⋅ 2 Baths ⋅ 5108250 MLS
Set on nearly 37 unrestricted acres in the beautiful Benson countryside, this 2007 Cape offers a rare opportunity to own a large agricultural property without conservancy or land trust restrictions. The open, tillable acreage is partially fenced and includes mature apple, peach, and pear trees, berry bushes, a six-stall horse barn with power and tack space, and an additional large hay barn. The two-bedroom, two-bath home features second-floor access to a covered balcony overlooking the vast expanse of open land and surrounding countryside. A finished portion of the basement was previously used as a veterinary office, with its own private entrance and the original infrastructure still in place, offering excellent potential for a home-based business or other flexible use. A large two-car garage with automatic openers is connected to the home by a covered walkway. Additional features include a whole-house generator, buried propane, private well, and private septic. Wildlife is abundant, and the VAST trail system runs through a neighboring property nearby. With expansive, unobstructed sky views, usable acreage, established agricultural infrastructure, and newer construction that is increasingly difficult to find in Vermont, this is a truly breathtaking and exceptionally versatile property.

883 Goodrich Cross Rd, Benson
112 High Ridge Rd Unit D8, Killington
$450,000
1 Beds ⋅ 2 Baths ⋅ 5108209 MLS
Welcome to Highridge, one of Killington’s most desirable condominium communities! This inviting one-bedroom plus loft, two-bath condo offers an abundance of natural light, cathedral ceilings, warm natural woodwork and a wood-burning fireplace, the perfect setting to relax after a day of mountain adventures. The open living and dining area provides a comfortable gathering space, while the loft adds flexibility for family and guests. A spacious ski locker is available for you right by the entry way. You will be amazed by the views of the fall colors and the winter scenery. Highridge offers an impressive collection of amenities, including an indoor heated pool, outdoor stone hot tub, exercise facility, sauna, tennis courts and a clubhouse with gathering space with large screen TV, a ping-pong table and fooseball table. Enjoy the convenience of the nearby ski-home trail, along with weekend and holiday shuttle service to the slopes. Offered furnished and ready for you to bring your gear and start enjoying the Killington lifestyle, this is an ideal home base in one of Vermont’s favorite year-round destinations. Skiing, golf, mountain biking, hiking, dining and endless outdoor recreation are all within easy reach. Come experience Highridge for yourself schedule your showing today!

112 High Ridge Rd Unit D8, Killington
425 Rt 30 N, Pawlet
$565,500
2 Beds ⋅ 3 Baths ⋅ 5108082 MLS
A true piece of Vermont history, this rustic 1880 timber frame barn embodies the craftsmanship and character of a bygone era. Encompassing approximately 5,500 square feet, the structure is exceptionally solid, showcasing the strength and character of its original hand-hewn beams and post and beam joinery offering soaring interior spaces and authentic architectural details. Set on 10.05 picturesque country acres, the property is surrounded by rolling pastures and neighboring farmland, and offers endless possibilities including agricultural operations, equestrian pursuits, working farm, contractor’s workshop, event venue, artisan workshop, professional offices, or a stunning conversion into a one-of-a-kind residence. All uses subject to local town and state approvals and permits. With 5 acre zoning in Pawlet this property is subdivided into two lots: barn on 5.03 acres and a second lot with 5.02 acres. The second parcel offers an ideal location with distant views for a new residence while allowing the historic barn to continue as a workshop, studio, home based business or other creative enterprise. The barn has been partially converted to a residence and is ready for renovation to create your perfect living space; or build elsewhere on the second lot with appropriate permits. Property past history includes use as a stagecoach stop, a restaurant lounge and currently a Vermont food production company. A peaceful four season property minutes to Pawlet Village, nearby Dorset & Manchester shopping and amenities, plus hiking, skiing, rail trail, equestrian pursuits, lake and river recreation, farmers markets, music, art & theater! All measurements approximate.

425 Rt 30 N, Pawlet
547 N Main St, Wallingford
$300,000
3 Beds ⋅ 2 Baths ⋅ 5108020 MLS
Welcome to this charming three-bedroom, two-bathroom single-family home situated on 1.2 acres just on the outskirts of beautiful Wallingford Village. Offering the perfect blend of convenience, versatility, and privacy, this home is close to all the amenities the village has to offer while providing quick and easy access to Rutland City. The home features a thoughtful layout with two Jack-and-Jill bathrooms, creating excellent flow and flexibility for both family living and guests. A first-floor bedroom adds even more versatility, whether used as a bedroom, home office, or guest space. First-floor laundry makes everyday living convenient and efficient. Step outside onto the beautiful deck overlooking the large backyard, where there is plenty of room to relax, entertain, garden, or simply enjoy the surrounding Vermont landscape. With just over an acre of land, there is space to spread out while still being conveniently located near the village. If you’ve been looking for a comfortable home in a wonderful location, close to Wallingford’s shops, restaurants, schools, and community amenities, while only a short drive from Rutland City, this one is worth a look!

547 N Main St, Wallingford
59 East St, Middletown Springs
$475,000
3 Beds ⋅ 2 Baths ⋅ 5107922 MLS
This beautiful 1810, meticulously maintained, village home and 4 car barn have been lovingly restored from top to bottom and inside to out by the current talented owners. And yes, the heat pump is considered a heating system and has heated this home year-round. Air conditioning in the summer and heat source in the winter with the Harmon pellet stove for additional heat. The open kitchen overlooks the spacious dining area and sun filled entrance. A very welcoming room for family and friends to gather during each season of the year. The rooms flow from the kitchen/dining area to the living room with the pellet stove, to the den and then the fully insulated sunroom. The first floor 3/4 bathroom has a step in shower and laundry area. The two interior stairways lead to three bedrooms upstairs and another 3/4 bathroom that overlooks the gardens and beautiful stonewalls (hand built by the seller) that are throughout the property. Beautiful perennial gardens accent the yard. The front, two car garage (16x24) has a stairway up to a full storage or game room area and a car port for additional exterior storage. The back two car garage (20x22) has been fully insulated for a year-round workshop! This beautiful home had the siding removed, insulation added and all new exterior composit LP Smart Siding with a 50 yr. warranty. Basement and sunroom fully insulated also. The home has been thoughtfully plumbed for a conventional furnace if desired. A tranquil setting and a tastefully renovated home that has all the expensive, hard work completed for you. Located in this picturesque town of Middletown Springs with a village green and nearby lakes, rivers, and mountains for outside recreation in any seasons.

59 East St, Middletown Springs
52 S Main St, Rutland City
$300,000
5107800 MLS
A solid investment or owner-occupant opportunity awaits at 52 South Main Street in Rutland City. This well-maintained four-unit property features four one-bedroom apartments offering clean, comfortable and practical living spaces. The building has benefited from several important improvements that help take some of the uncertainty out of owning an older multifamily property. The asphalt roof and vinyl siding are approximately 12 years old, the boiler is approximately 5 years old, and vinyl replacement windows are found throughout. The apartments themselves are clean and reasonably updated—simple, functional spaces that have been well maintained without trying to be something they're not. Current rents are believed to be below today's market, providing a new owner with potential for increased income over time. Ample off-street parking adds convenience, and the central Rutland location makes it easy to reach downtown, shopping, medical services, employment and major travel routes. For an investor, this is a manageable four-unit with many of the larger building improvements already completed and potential upside in the rents. For an owner-occupant, it offers the opportunity to live simply while three additional apartments help support the cost of ownership. Clean, practical and conveniently located, 52 South Main Street offers a straightforward multifamily investment with room for future income growth.

52 S Main St, Rutland City
39 Williams St, Rutland City
$249,000
3 Beds ⋅ 1 Baths ⋅ 5107787 MLS
Thoughtfully transformed from the studs out, this charming 1950s National Homes house has been completely reimagined for modern living while retaining its original warmth and character. Originally built as an affordable, factory-constructed home, it has now been upgraded well beyond its humble beginnings with quality materials and high-efficiency improvements throughout. The home was completely gutted and rebuilt with new plumbing, electrical, lighting, insulation and spray-foam insulated exterior walls, providing modern comfort and efficiency in every season. The former enclosed kitchen and living room were opened up to create a more welcoming flow, with the new kitchen featuring attractive porcelain tile flooring, hardwood cabinetry, granite countertops and stainless appliances. All three bedrooms received new closets, insulation, trim, electrical and lighting while preserving the original hardwood floors with professional refinishing. The beautifully remodeled bathroom features porcelain tile flooring, new fixtures and a striking quartz vanity top. The improvements continue below, where new perimeter drains, three-inch foam board and spray-foam insulation, a dehumidifier and sump pump have transformed the cellar into a clean, dry and useful space for storage, hobbies, crafts or a workshop. A high-efficiency Buderus boiler, new fuel oil tank and Energy Star washer and dryer add further efficiency and peace of mind. Out back, an expansive deck overlooks the generous backyard and offers a surprising sense of privacy for a city home. Conveniently located near downtown Rutland’s shopping, dining, arts, recreation and services, this turnkey home is an ideal choice for a first-time buyer, downsizer or anyone seeking comfortable one-level living without taking on a renovation project. Simply move in and enjoy the results of a renovation done right. Seller is a licensed VT real estate broker.

39 Williams St, Rutland City
1298 Stage Rd, Benson
$325,000
3 Beds ⋅ 2 Baths ⋅ 5107754 MLS
Welcome home to this beautiful 3-bedroom, 2-bathroom log home, built in 2011 and nestled on 1.6 acres in a peaceful country setting. With its inviting layout, spacious living areas, and blend of comfort and functionality, this property is the perfect place to enjoy the quiet of country living. Step inside from the covered entry into a large mudroom, offering plenty of space for coats, boots, and everyday storage. From there, you'll enter the home's open concept kitchen, living room, and dining area, creating a warm and spacious gathering place for family and friends. The first floor also features two bedrooms and a full bathroom. Upstairs, you'll find a versatile bonus space that could easily serve as a den, home office, reading area, or hobby room. The second floor is completed by the private primary suite, featuring a spacious bedroom, full bathroom, and walk-in closet. The basement offers a truly unique feature: a walk in vault room, currently set up as a gun room. This secure space could also be used for storing valuables, equipment, important belongings, or whatever best suits your needs. For year-round comfort and efficiency, the home is equipped with both a wood-burning furnace and a forced-hot-air furnace, giving you flexible heating options. When it's time to relax, step outside onto the large deck, the perfect spot to enjoy your morning coffee, entertain guests, or unwind on warm summer evenings while taking in the peaceful country surroundings. If you're looking for a comfortable log home with acreage, privacy, versatile living space, and a beautiful country setting, this one is worth a look!

1298 Stage Rd, Benson
43 North St, Middletown Springs
$689,000
3 Beds ⋅ 4 Baths ⋅ 5107736 MLS
Set at the highest point of the property, Higher Ground looks south across open fields and a gently rolling valley toward distant Vermont mountains. Originally constructed as a barn in the 1840s, the post-and-beam structure was moved from the lowest point of the property to its highest and reimagined by the current owners. Original timber framing and authentic barn elements remain integral to the architecture, complemented by modern systems. The main level includes a primary bedroom and adjoining bath, open living and dining areas oriented toward the view. A staircase and bridge lead to two additional bedrooms, each with its own bath. Mature forests, open fields and stone walls give the property a distinctive Vermont character. A 150-foot elevated and enclosed outdoor run or small pets connects directly to the house. The lower level provides 10-foot clear height, workshop, storage, one-car garage and additional bathroom. Historic Middletown Springs is a village of approximately 650 with a general store, post office, library, town hall, and K-6 school, with school choice for grades 7-12. Dorset and Manchester are about 30 minutes through the scenic Mettowee Valley; Rutland is under 40 minutes away, and five premier Vermont ski areas are within about an hour. Boston and New York City are all within roughly four hours, with rail and air connections from Rutland and Albany. For those seeking climate-resilient real estate in Vermont, Higher Ground offers an unusual combination of elevation, open land and water resources. A deep drilled well and access to a natural spring provide multiple water sources and valuable resource independence. Middletown Springs has no local zoning ordinance, offering flexibility for future improvements, additions or an accessory dwelling, subject to Vermont state wastewater and potable-water requirements. Offered turnkey and fully furnished, Higher Ground combines architectural character, privacy, water security and long-term potential.

43 North St, Middletown Springs
514 Old Ti Rd, Hubbardton
$550,000
2 Beds ⋅ 2 Baths ⋅ 5107690 MLS
Privacy truly abounds at this peaceful Hubbardton retreat, where 10 acres of partially wooded land create a quiet escape and the only soundtrack you’ll hear is the birds. Tucked away yet conveniently located, this property offers the best of both worlds: seclusion when you want it and easy access to the amenities and recreation of the surrounding area. The property also features a custom-built 36' x 48' Morton building with a poured concrete floor and oversized garage doors, offering plenty of room for vehicles, toys, equipment, hobbies, or additional storage. It’s a fantastic bonus for anyone looking for space to work, create, or simply keep everything organized and out of the elements. Inside, the home is comfortable and full of potential. A little paint would go a long way toward making the space feel fresh and truly your own and isn't that the fun part? Bring your ideas, add your personal style, and make this private Vermont haven yours. Outdoor enthusiasts will love the location, just minutes from Lake Bomoseen and the iconic Crystal Beach State Park, with endless opportunities for boating, swimming, hiking, fishing, and enjoying all that Vermont's four-season lifestyle has to offer. Just 8 miles from Route 4, the property provides an easy drive to Rutland, Castleton, and beyond. If privacy, acreage, low-maintenance living, and room to spread out are on your wish list, this Hubbardton property is worth a look.

514 Old Ti Rd, Hubbardton
387 Wilmouth Hill Rd, Shrewsbury
$399,000
3 Beds ⋅ 1 Baths ⋅ 5107656 MLS
There’s a certain kind of Vermont life that’s getting harder to find, but at 387 Wilmouth Hill, you’ll find it waiting for you. Up in the hills, this sweet property offers room to spread out, peace and quiet to unwind, and the freedom to make a little piece of Vermont your own. The main level is designed for easy living, with the kitchen, dining, and living spaces flowing together for a relaxed feel. Sliding doors lead right from the dining room onto the large deck, so grab your coffee and stay awhile; the view is worth it. And because this is Vermont, the whole-house generator is one of those features you’ll be especially grateful for when the weather decides not to cooperate. Three bedrooms offer plenty of flexibility, whether you need space for guests, a home office, playroom, or something entirely your own. The smallest bedroom is partially finished and ready for its next chapter, and with a seller credit you can finish the space to fit your needs. Downstairs, an existing bar area sets the stage for a game room, après-ski hangout, or favorite spot to entertain. Mother Nature does a lot of the decorating here; there is room for dogs to run, gardens to grow, trails to wander, and evenings spent watching the seasons change around you. Weekends can mean hiking, skiing, or simply enjoying having nowhere else to be; all while being surprisingly close to everything. Rutland is less than 15 minutes away for shopping, dining, and everyday essentials, while Killington and Okemo are an easy 30 minute drive when the mountains are calling. Whether you’re buying your first home, looking for an investment, or simply craving an easier, quieter way of life, this is the place to slow down, breathe a little deeper, and enjoy the kind of Vermont life you came here for. OPEN HOUSE on Saturday October 10 from 1-3pm.

387 Wilmouth Hill Rd, Shrewsbury
1213 Us Route 7, Rutland Town
$395,000
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
314 Mckinley Ave, Rutland Town
$360,000
3 Beds ⋅ 2 Baths ⋅ 5107556 MLS
Absolutely delightful 3 bedroom, 2 bathroom ranch on desirable 1 acre lot in Rutland Town. Attractive floor plan with luminous living room with electric insert in fireplace, cherry flooring in living room, kitchen with cherry cabinets, ceramic tile flooring, granite countertops, stainless steel appliances & convenient pantry - opens effortlessly to dining area. Very large primary suite with walk in closets & 3/4 bathroom. Another bedroom plus full bathroom on main floor w/laundry. Two heat pumps for supplemental heating & cooling. Finished lower level features a bedroom and a family room/den or office. The Dining area has a large window & access to private back deck overlooking above ground pool, luscious greenery and spacious expansive lawn. Tasteful lighting fixtures & decor throughout. Detached two car garage is ideal for vehicles as well as storage for tools & toys. Outbuilding/Shed for additional storage. Brand new asphalt shingle roof and newly paved driveway. Desirable Rutland Town Location.

314 Mckinley Ave, Rutland Town
163 Murphy Dr, Hubbardton
$224,900
1 Beds ⋅ 1 Baths ⋅ 5107489 MLS
35-Acre Country Property with Well & Septic Discover the possibilities on this beautiful 35-acre parcel of land! Offering a rare combination of privacy, space, and existing infrastructure, this property features a drilled well and septic system already in place, providing an excellent foundation for your future plans. Whether you're looking to build your dream home, create a private country retreat, establish a homestead, or simply invest in land, this expansive property offers plenty of room to bring your vision to life. Enjoy the peace and privacy of acreage while still having the convenience of essential services already established. With 35 acres to explore, there is ample space for recreation, gardening, trails, outbuildings, or simply enjoying the outdoors. A great opportunity for buyers seeking land, privacy, and flexibility.

163 Murphy Dr, Hubbardton
52 Chestnut Ave, Rutland City
$415,000
4971745 MLS
Your next investment opportunity is here! This property consists of five units; one 2-bedroom, three 1-bedrooms, and one studio apartment. Conveniently located walking distance to downtown Rutland. If you are looking to add to your portfolio, up to 31 units are available, see MLS #'s 4971734, 4971736, 4971738, 4971740.

52 Chestnut Ave, Rutland City
46 Terrill St, Rutland City
$599,000
4987686 MLS
Your next investment opportunity is here! This property consists of six 2-bedroom 1-bathroom units. All, but 2 of the units have 2 floors with living space on the first floor and bedrooms on the second floor. Very spacious units that have been nicely updated. Tenants pay their own electric. Shared laundry on site. If you are looking to add to your portfolio, up to 31 units are available, see MLS #'s 4987681, 4987682, 4987685, and 4971745.

46 Terrill St, Rutland City
92 Center St, Rutland City
$555,000
5107335 MLS
HISTORIC CHARACTER. MODERN RENOVATION. TURNKEY APARTMENTS. This handsome circa-1900 building has been thoughtfully transformed from professional offices into five distinctive one-bedroom apartments, combining modern, low-maintenance living with the craftsmanship and character of the original building, being sold "as is". Original hardwood floors, tall ceilings, beautiful woodwork and trim, and large windows, offering abundant natural light, have been preserved throughout. No carpeting. Each apartment features a brand-new kitchen and bath, with a clean, bright, and comfortable feel. The renovation goes well beyond cosmetics, with updated wiring, plumbing, central air conditioning, propane hot-water baseboard heat, an air ventilation system, and a fire alarm system. Excellent off-street parking adds to the convenience. Four of the five apartments are currently rented, with the fifth needing finish-work to complete.This creates an attractive opportunity for an investor seeking to own a substantially completed income-producing property, or an owner-occupant who would like to live in a beautifully renovated 5th apartment while receiving rental income from the other four units. Located just a few blocks from downtown Rutland, with convenient access to shopping, dining and recreation. An easy drive to world class Killington-Pico ski resorts and Lake Bomoseen and Lake St Catherine too. Turnkey, beautifully renovated and filled with character—92 Center Street is not your typical five-unit property. A must see!

92 Center St, Rutland City
26 Heritage Hill Circle Pl, Rutland Town
$349,900
3 Beds ⋅ 2 Baths ⋅ 5107275 MLS
Back on Market - Previous Buyer Unable to Complete Purchase. You will enjoy the freedom of low-maintenance living without giving up the space and flexibility of a three-bedroom home. 26 Heritage Hill Circle Place in Rutland Town offers 1,434 finished square feet, two full baths, a one-car attached garage, and a thoughtfully designed floor plan with a first-floor bedroom, full bath, and laundry. The home has been nicely updated with an updated kitchen and baths, newer appliances and mechanicals, and new windows and screens. There is a wood-burning fireplace anchoring the living room, while the screened-in porch provides an ideal, comfortable, place to relax during the warmer months. Two additional bedrooms upstairs offer space for guests, a home office, hobbies, or additional living area. The condominium lifestyle makes ownership especially easy, with the association handling many exterior responsibilities including plowing, landscaping, trash removal, water and sewer maintenance, and exterior maintenance. For buyers who travel, spend winters away, or simply want to spend less time maintaining a property, this is the kind of home that makes it easier to lock the door and go. Conveniently located near Rutland Regional Medical Center, shopping, dining, downtown Rutland, and area recreation, with Pico Mountain and Killington Resort within easy driving distance, this property works well as a full-time home, seasonal Vermont home base, or simply an easier way to enjoy everything the area has to offer. And an important point buyers sometimes overlook: Heritage Hill is not a 55+ or age-restricted community. Buyers can enjoy the benefits of condominium living without an age restriction. With three bedrooms, first-floor living availability, an attached garage, screened porch, recent updates, and a convenient Rutland Town location, 26 Heritage Hill Circle Place offers comfort, flexibility, and easy ownership in one well-rounded package. Welcome Home!

26 Heritage Hill Circle Pl, Rutland Town
30 Academy St, Fair Haven
$265,900
4 Beds ⋅ 2 Baths ⋅ 5107090 MLS
Well maintained 3-4 bedroom 2 bath older home with many recent upgrades. Seller has had all systems repaired and or upgraded and home is move in ready. New handicap accessible wooden ramp has just been installed and easy access for no step entry and downstairs living. Kitchen with separate laundry ,full bath and bedroom on ground level. Dining room, living room and office/Parlor on first floor. Upstairs has 3-4 bedrooms and oversized bathroom ( plenty of room to add the washer and dryer upstairs if preferred. There is a usable ( with stairs) attic above with ample storage. There are 3 separate porches to enjoy . The lot is level, landscaped with plenty of room to build a garage and put in some gardens, and play area

30 Academy St, Fair Haven
25 Center St, Proctor
$349,900
3 Beds ⋅ 2 Baths ⋅ 5106891 MLS
REDUCED! Absolutely delightful location. Lovely 3 bedroom, 2 full bathroom Cape ideally situated on this lovely 1.9 acre cleared lot in Proctor. Home features an enclosed front porch, spacious kitchen with island peninsula offering additional counterspace and extra seating if needed - opens nicely to dining room. There is an intimate den/living room area as well as a formal living room, bedroom and full bathroom on the main level. Two very large bedrooms and another full bathroom upstairs. New heat pump hot water heater, mechanicals serviced, oil tank passed inspection. There is an oversized two car barn - perfect for your vehicles, toys & tools. Drainage professionally installed to keep the basement and yard dry from any mountainous runoff. Enjoy all of Proctor small town amenities such as: hiking trails, snowmobiling, kayaking, swimming, fishing & cookouts at Beaver Pond, library, pool for summer swimming, skating rink for both roller & ice skating, outdoor basketball and tennis courts, baseball, softball & little league fields, restaurant, fire station, park with gazebo, weekly curbside garbage pickup every week included in your taxes. Proctor also offers their own elementary school & high school. Small town living at its very best.

25 Center St, Proctor
212 Thrall Rd, Poultney
$629,000
4 Beds ⋅ 3 Baths ⋅ 5106850 MLS
A Vermont landmark reimagined for living. Dating to circa 1830 and once serving as a working tannery along the Poultney River, 212 Thrall Road offers the rare opportunity to own a piece of East Poultney's working history. What was originally built for industry has evolved into a remarkably functional 4-bedroom residence with more than 3,200 sq. ft. of living space, while preserving the substantial timbers, exposed beams, wide-plank floors and architectural character that reveal the building's nearly two-century story. Inside, generous and surprisingly comfortable spaces create a home that feels warm rather than formal. Multiple living areas provide flexibility for gathering, entertaining, working from home or finding a quiet place to retreat, while abundant windows connect the interior to the landscape beyond. The bright country kitchen blends crisp cabinetry with warm wood surfaces and opens naturally to the home's character filled living spaces. Upstairs, exposed structural timbers become part of the architecture, lending the bedrooms a personality rarely found in conventional homes. Outside is where this property becomes truly memorable. Expansive decks overlook the Poultney River, where the sight and sound of moving water provide an ever changing backdrop. Mature trees, established perennial gardens, stonework, lawn areas and a greenhouse create an intimate setting with numerous places to garden, entertain or simply enjoy the surroundings. Located near the historic East Poultney Village Green and Howe Hill Trails, the property brings together Vermont history, architecture, nature and recreation. This is more than an antique home, it is a surviving piece of Vermont's working past, thoughtfully transformed into a distinctive and welcoming place to call home. Some properties can be renovated. Others simply cannot be recreated. Welcome home!

212 Thrall Rd, Poultney
4 Newport Dr, Rutland City
$249,000
2 Beds ⋅ 1 Baths ⋅ 5106807 MLS
Welcome to 4 Newport Drive in Rutland City! This raised ranch offers 2 bedrooms, 1 full bathroom, and a versatile layout with additional finished living space on the lower level. Mini-split cooling adds comfort during the warmer months, while the finished lower level provides flexibility for a variety of uses. An attached one-car garage and paved driveway add everyday convenience. Set on a 0.29-acre lot, the outdoor space features a patio and above-ground pool, offering plenty of opportunities to enjoy Vermont’s warmer months. Public water and sewer add to the convenience of this Rutland City property. Ideally positioned for enjoying the region, the home is a short drive to Killington Resort, Pico Mountain and Lake Bomoseen, and just minutes from Rutland Regional Medical Center. With easy access to downtown Rutland, skiing, recreation, dining, shopping, and year-round outdoor activities, 4 Newport Drive offers a convenient home base for experiencing all that Central Vermont has to offer. Schedule your showing today!

4 Newport Dr, Rutland City
31-33 Gorham Bridge Rd, Proctor
$180,000
5 Beds ⋅ 3 Baths ⋅ 5106771 MLS
Discover a great opportunity at 31-33 Gorham Bridge Road in the scenic town of Proctor. This two-unit property offers flexibility for investors, owner-occupants, or those looking for additional living space under one roof. With approximately 1,809 finished square feet, the duplex includes a spacious 3-bedroom, 2-bath unit and a 2-bedroom, 1-bath unit, providing a versatile layout with plenty of possibilities. Set on 0.36 acres, the property enjoys a pleasant setting with mountain views and a spacious yard surrounded by the natural beauty of Vermont. The home features a slate roof, public water and sewer, oil-fired forced air heat, wall air conditioning units, and a full basement offering additional storage. An enclosed front porch provides a comfortable spot to relax and enjoy the surrounding scenery. Proctor offers the charm of a small Vermont community while keeping everyday conveniences within easy reach. Outdoor enthusiasts will appreciate nearby Beaver Pond, the Carriage Trails, local hiking opportunities, the Proctor Pool, and the town's ice and roller skating rink. The community is also rich in history, with local landmarks such as the Vermont Marble Museum, the iconic Marble Bridge, and Wilson Castle. The Proctor Free Library, parks, recreational programs, and local schools add to the town's welcoming atmosphere. For additional shopping, dining, entertainment, and services, Rutland is conveniently accessible while outdoor recreation, skiing, golf, and countless Green Mountain adventures are all within reach. Whether you're looking to expand your investment portfolio or occupy one unit while making use of the second, this Proctor duplex offers plenty of potential in a scenic and convenient location.

31-33 Gorham Bridge Rd, Proctor
31-33 Gorham Bridge Rd, Proctor
$180,000
5106770 MLS
New price!! Take a look! Discover a great opportunity at 31-33 Gorham Bridge Road in the scenic town of Proctor. This two-unit property offers flexibility for investors, owner-occupants, or those looking for additional living space under one roof. With approximately 1,809 finished square feet, the duplex includes a spacious 4-bedroom, 2-bath unit and a 1-bedroom, 1-bath unit, providing a versatile layout with plenty of possibilities. Set on 0.36 acres, the landscaped property enjoys a pleasant setting with mountain views and a spacious yard surrounded by the natural beauty of Vermont. The home features a slate roof, public water and sewer, oil-fired forced air heat, wall air conditioning units, and a full basement offering additional storage. An enclosed front porch provides a comfortable spot to relax and enjoy the surrounding scenery. Proctor offers the charm of a small Vermont community while keeping everyday conveniences within easy reach. Outdoor enthusiasts will appreciate nearby Beaver Pond, the Carriage Trails, local hiking opportunities, the Proctor Pool, and the town's ice and roller skating rink. The community is also rich in history, with local landmarks such as the Vermont Marble Museum, the iconic Marble Bridge, and Wilson Castle. The Proctor Free Library, parks, recreational programs, and local schools add to the town's welcoming atmosphere. For additional shopping, dining, entertainment, and services, Rutland is conveniently accessible while outdoor recreation, skiing, golf, and countless Green Mountain adventures are all within reach. Whether you're looking to expand your investment portfolio or occupy one unit while making use of the second, this Proctor duplex offers plenty of potential in a scenic and convenient location. Priced to accordingly for the property to convey in As-Is condition. With some TLC this property will be an absolute gem!

31-33 Gorham Bridge Rd, Proctor
228 East Mountain Rd Unit AA DUP GRAND HOTEL 154 III (FRENIERE), Killington
$135,000
1 Beds ⋅ 2 Baths ⋅ 5106761 MLS
A new slopeside unit at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property has just come to market! Unit 154 Interval Use Period III is a 1BR/2BA duplex unit (on two levels) that sleeps 6 guests on a sofa-bed in the living room and two queen beds in the down stairs bedroom. This is one of only two units with this unique floor plan! Ownership entitles the owner to 13 weeks of use per year. A full kitchen with fridge, stove, dishwasher and microwave makes dining in a possibility. Or if you would rather dine out, the in-house Preston's Restaurant (open seasonally) is highly regarded. Heated outdoor pool and hot tubs, state of the art gymnasium, an in-house spa, beautiful Owners Lounge, Owners Locker Room, on site laundry, game room and valet are all available to owners. Optional membership in RCI or Interval International allows owners to trade weeks at over 7,000 resorts worldwide when you choose to join. This is as convenient as second home ownership gets! Subject to a ROFR.

228 East Mountain Rd Unit AA DUP GRAND HOTEL 154 III (FRENIERE), Killington
55 Pierpoint Ave, Rutland City
$265,000
4 Beds ⋅ 2 Baths ⋅ 5106735 MLS
Now is your opportunity to bring your vision to this versatile Rutland property. Once configured as a multi-family residence and now utilized as a single-family home, this property offers a unique opportunity for those looking to create a home that fits their needs, or explore a variety of potential uses. Conveniently located close to all of Rutland’s city amenities, the property sits directly across from Northwest Primary School and is just a quick bike ride from the renowned Pine Hill Trail system. The Rutland Country Club is right around the corner, while Pico Mountain is less than 20 minutes away, making it easy to enjoy both everyday conveniences and Vermont’s outdoor recreation. Whether you’re looking for a primary residence, investment opportunity, or a property with the potential to be reimagined, this is a chance to bring your ideas and make the space your own. With its flexible layout and prime location, the possibilities are ready for your vision.

55 Pierpoint Ave, Rutland City
135 Harrington Ave, Rutland City
$299,000
3 Beds ⋅ 1 Baths ⋅ 5106644 MLS
Move right in and enjoy! This home pairs fresh, beautifully renovated interiors with the kind of easy, manageable living that is increasingly hard to find. Bright, welcoming, and thoughtfully updated, this three-bedroom, one-bath home offers a stylish fresh start with the work already done. Inside, the home feels crisp and comfortable, with a layout that makes excellent use of every square foot. Three bedrooms offer flexibility for sleeping space, guests, a home office, or hobbies, while the ease of one level living adds everyday convenience. Recent improvements go beyond what you can see, including a new heat pump that provides efficient heating and cooling while offering homeowners an alternative to relying solely on oil heat, an especially welcome feature as heating costs rise. Custom window blinds throughout and new gutters add to the home's long list of thoughtful updates. A back porch creates a convenient everyday entrance, while the enclosed front entry offers bonus space and the potential for future first floor laundry. Ample storage adds another practical advantage. Outside, just under a quarter acre provides enough room to garden, relax, entertain, or simply enjoy your own outdoor space without spending every weekend maintaining it. Conveniently located near shopping, dining, recreation, and everyday amenities, 135 Harrington Avenue is an appealing opportunity for buyers who want a beautifully refreshed home that's comfortable, efficient, and truly ready to enjoy.

135 Harrington Ave, Rutland City

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