Vintage homes for sale & real estate in Rutland County, VT

Vintage Home for sale in Rutland County, VT:

Welcome to your private retreat on over 2 acres in beautiful Chittenden, VT! Ideally located near year-round outdoor adventures, this property offers easy access to Killington, the Mountain Top Inn and Resort, Chittenden Reservoir, and the scenic trails of the Green Mountain National Forest. This recently updated, one-level home features an open-concept design, with natural light pouring into the kitchen, living room, and den, all overlooking a level yard perfect for building snowmen in winter or cultivating gardens in the warmer months. Outside, you'll find a garden shed, a wood storage shed, and an impressive garage/barn with ample room for vehicles and recreational equipment. The garage

Vintage Home for sale in Rutland County, VT:

This beautifully renovated 1900’s home offers the perfect blend of historic charm and modern amenities. Featuring 4 bedrooms, 3 bathrooms, and an array of thoughtful updates, this property is move-in ready and waiting to become your next home. The home boasts a brand-new furnace, upgraded plumbing, and updated electrical and recessed lighting throughout. New windows and a few bathroom upgrades enhance the space, ensuring comfort and style. The spacious kitchen, with its central island and two dining areas, flows seamlessly into the living room, creating an inviting atmosphere for family and friends. The first-floor bedroom is perfect for easy living or hosting guests, while the sunroo

Vintage Home for sale in Rutland County, VT:

Nestled on a spacious 1/2 acre lot, this 3-bedroom, 2-bathroom colonial offers a blend of charm, functionality, and versatility. Whether you’re searching for a family home, an entertainer’s dream, or a property with ample storage for personal or business use, this home is sure to impress. Step inside and discover an updated kitchen that flows into a large sunken living room, perfect for relaxing or hosting gatherings. The first floor also features a formal dining room, along with a cozy den and a versatile room that could serve as an office, hobby space, playroom, or whatever suits your lifestyle. A convenient half bathroom completes the first level. Upstairs, you’ll find

Vintage Home for sale in Rutland County, VT:

Step into this beautifully maintained 3-bedroom, 1-bathroom foursquare home that blends timeless charm with modern convenience. From the moment you arrive, you'll notice the pride of ownership evident in every detail, from the new siding installed in 2017 to the replacement windows that enhance both energy efficiency and curb appeal. As you enter through the mudroom, you'll appreciate its practicality, complete with an adjacent first-floor laundry room that adds convenience to your daily routine. The main floor has a large kitchen that flows into the dining room, a welcoming living room perfect for gatherings, completing the first floor is a bedroom that could also be used as a home office

Vintage Home for sale in Rutland County, VT:

Welcome to this beautifully refurbished 3-bedroom, 3-bathroom home that combines classic charm with modern conveniences. It has replacement windows and exterior vinyl siding and newly installed roofing, this home offers energy efficiency and peace of mind. Inside you’ll find an inviting floor plan with warm wood floors running throughout, creating a seamless flow from room to room. The updated kitchen with vaulted cielings, with enough space for 2 defined generous sized seating areas. It features a new range with a stove top microwave with a fan/ light hood as well as a new refrigerator, perfect for the culinary enthusiasts or family gatherings. Enjoy the fresh renovated interior with

Vintage Home for sale in Rutland County, VT:

Welcome to a unique 18-acre property w/ endless possibilities for farming, events, and multi-generational living. The land is a haven for fruit lovers, featuring approx. 60 fruit trees—including apple, peach, plum, cherry, and pear—along w/ 300 blueberry bushes, black raspberries, strawberries, and wild berries. The property is equipped w/ three 30x72-foot high tunnels, versatile for vegetable production, pig farrowing, or chicken runs. Multiple barns and poultry houses are ready to support raising hogs, chickens, and turkeys. The large event barn serves as a stunning venue for weddings, parties, farm-to-table dinners, and seasonal or year-round storage. This barn also houses th

Vintage Home for sale in Rutland County, VT:

This stunning Victorian-style home in Castleton, VT, is a treasure for those who appreciate historical charm and modern amenities. Nestled on 2.39 acres, it offers three floors of light-filled living spaces, a wrap-around front porch with a screened section for al fresco dining. Close proximity to Lake Bomoseen is another bonus to this college town location. Original features like high ceilings, woodwork, flooring, leaded glass cabinet doors, and stained glass accentuate its timeless appeal, while the plaster and lathe construction provides added tranquility. With a bathroom on each level, up to 5-6 potential bedrooms and home office space, this home beautifully combines comfort with vintag

Vintage Home for sale in Rutland County, VT:

Here is an investment opportunity with this well-maintained multi-family property, featuring five rental units and a solid cap rate of 10%. This property includes three two-bedroom apartments, a comfortable one-bedroom unit, and a cozy efficiency, offering a balanced mix of layouts to attract a wide variety of tenants. All apartments benefit from included amenities that simplify the rental experience, with heat, trash removal, snow removal, and lawn care covered in the rent. Tenants pay their own electric bills, aside from Apartment C. The property also has a large off-street parking area, providing convenient and ample parking for all residents. Ideally located within walking distance of e

Vintage Home for sale in Rutland County, VT:

Welcome to this 3-bedroom, 3-bathroom Colonial-style home, situated on nearly an acre of land in the quaint town of Fair Haven. As you enter the first floor, you’re welcomed by a large and inviting family room, a comfortable space that feels perfect for both relaxed evenings and lively gatherings. Enjoy the updated kitchen connecting to a spacious dining room where family meals and gatherings can easily flow. A versatile den provides additional space that can function as a home office, playroom, first floor bedroom or whatever meets your needs. This level also includes a half bathroom with laundry hookups and a full bathroom. Upstairs are three spacious bedrooms, one of which is equip

Vintage Home for sale in Rutland County, VT:

Stunning Riverfront Living in a Historic Treasure Welcome to this exquisite 4-bedroom, 3-bathroom home, beautifully positioned along the gorge of the Poultney river. Listed on the Historic Registry, this 1830 tannery building seamlessly blends timeless charm with modern comforts, offering a unique opportunity to own a piece of history. Original architectural details including wide plank and hardwood floors, built-in bookcases and cabinets, vaulted ceilings and details that enhance the character of the home, while updated amenities provide convenience and luxury. The spacious layout features a formal living room, an inviting dining area, and a sunny gourmet kitchen - all perfect for enterta

Vintage Home for sale in Rutland County, VT:

Classic Vermont Colonial-style home with fabulous upgrades indoors and out. Featuring a grand-entry on the first floor with large, open living and dining spaces anchored with a wood-burning fireplace, an upgraded kitchen, powder-room with half bath, first-floor laundry and bedroom. The second floor brings you to an office, full bathroom, a secondary bedroom and a distinct master bedroom with its own entry room. Outdoors you'll love the covered front porch, private back deck and patio and the gracious backyard with gorgeous mountain views. To round everything out, a garage, new windows, full rewired electrical, heat pumps throughout, and current owners who have taken immeasurable pride in th

Vintage Home for sale in Rutland County, VT:

Diamond in the rough on . 73 acres in conveniently located in the Village of Pittsford. Nearby elementary school, a plethora of walking trails, and access to the Pittsford rec center. Come create your own home today.

Vintage Home for sale in Rutland County, VT:

Charming and cozy, this classic cape-style home in Rutland offers the perfect blend of character and comfort. Located on a quiet street yet centrally located, this 2-bedroom, 1-bath home has been thoughtfully cared for with a newer roof, furnace, and hot water tank already replaced for your peace of mind. Step outside to enjoy the spacious back deck, overlooking a lovely backyard that’s perfect for relaxing, gardening, or gatherings. With its timeless appeal and convenient location, this home is ready for new owners to add their personal touches and enjoy all it has to offer!

Vintage Home for sale in Rutland County, VT:

RUTLAND CITY: 1884 Colonial Farmhouse, 3-bedrooms, large bonus room and 2 full baths. Spacious lot with 0.43 acres, 1-car garage with attached storage shed. Various improvements include Thermal windows, Kitchen, Water Heater, Furnace and vinal sided. There's a full basement and a private deck. This is a solid house, but needs a little TLC. Close to downtown, shopping, skiing, airport and lakes region. This won't last long, so call to schedule an appointment.

Vintage Home for sale in Rutland County, VT:

Property being sold "AS IS' Where IS". 2 Family unit, or could be converted to single family . Perfect property for Rehab program available for Rutland City. New roof in 2015. New Furnace 2019.

Vintage Home for sale in Rutland County, VT:

Come see all that this charming farmhouse has to offer! Situated on a beautiful 7.5 acre lot this home gives that country feel while still being close to stores, restaurants and more! This home provides the convenience of a first floor bed & bath along with two bedrooms upstairs, one of which comes with a bonus room perfect for an office space, play room or whatever you can think of for the space! Downstairs you'll find a large kitchen, dining room, siting room and a beautiful enclosed porch that overlooks the front yard and detached 2 car garage. Dont wait, call today to schedule a showing! * property is being sold as is *

Vintage Home for sale in Rutland County, VT:

TIME to SELL this spacious well maintained city home on an exceptionally large lot that is partially fenced and ideal for recreation, pets, gardening and privacy. The interior of this home has been freshly painted with a light, neutral color so the rooms easily flow from one to the other and are filled with natural light. The large eat-in country kitchen has ample counter space and plenty of cabinets for storage. A laundry and bathroom complete the first floor. The attractive front hall leads you up to the second floor primary bedroom and a second bedroom. There are additional bonus rooms on the second floor; a centrally located playroom with built-in bookshelves and a spare room for crafts

Vintage Home for sale in Rutland County, VT:

Step back in time with this beautiful circa 1880 Colonial, nestled on a corner lot in the heart of Rutland City. Lovingly maintained by generations of the same family, this four-bedroom, two-bathroom home blends timeless elegance with inviting spaces perfect for modern living. Enjoy the recent electrical and plumbing upgrades as well as easy maintenance living, vinyl siding and paved driveway! The large yard offers ample room for gardening, play, and family gatherings, creating a serene oasis right in the city. An oversized two-bay garage, once a carriage house, includes additional storage above—perfect for those who appreciate a touch of history with their practical space. Inside yo

Vintage Home for sale in Rutland County, VT:

Welcome to this enchanting ranch-style home in the heart of Rutland City, nestled on a beautifully landscaped 0.2-acre lot. The vibrant garden draws an abundance of wildlife, creating a peaceful, natural retreat right outside your door. With a gazebo, pergola, and handcrafted birdhouses throughout, this yard is a true sanctuary for nature lovers. Inside, you’ll find a spacious, one-level layout designed for comfort and accessibility. A large addition at the back of the home offers vaulted natural wood ceilings, oversized windows, and a cozy gas stove, creating an airy yet inviting space that’s perfect for relaxation and to gather with family & friends. The home is also tho

Vintage Home for sale in Rutland County, VT:

Located in a great area of Fair Haven is this large home that has so much to offer! The spacious home welcomes you with is large and cozy living area. The main floor offers a work friendly kitchen to prepare many memorable meals. Enjoy the sun room just off the kitchen that invites you to literally soak it in. The larger dining area is just across from the kitchen for more formal gathering. The main level offers laundry and office space and a room that can function as a first floor bedroom if needed. You can also enjoy the enclosed porch during the nice weather days. Upstairs you have the remaining bedrooms with an additional bathroom. Need more space? The property offers a seperate in-la

Vintage Home for sale in Rutland County, VT:

Here's your chance to revitalize the old Selleck's Store and the 3 bedroom apartment upstairs. It's going to take some work but should be well worth the effort! It's a great storefront location along a scenic road with beautiful country views beyond. The store area in the front of the house is 750 SF with hardwood floors, bead-board panels, and includes lots of shelving and the original product coolers. There's even a Morse Elevator with the big bull wheel gears up in the attic. The 1.0 acre parcel includes land across the road that once had a barn and creamery and single wide mobile home. Pleasant Brook runs along the west side of the property, and the Sudbury School is a neighbor across t

Vintage Home for sale in Rutland County, VT:

Don't miss one of Rutland City's most prestigious homes in a highly sought-after neighborhood. Meticulously maintained, this home is move-in ready and comes FULLY FURNISHED. This classic center hall colonial is boasting with elegance and charm. Recently renovated modern kitchen features stainless steel appliances, granite countertops and a center island open to the dining room with stunning built-ins. Enjoy snowy evenings in the oversized living room with pretty French doors, enhanced by the ambiance of the propane fireplace or watch sunsets in the sunroom which would also make a great in-home office space. This immaculate home is sun-drenched in sunlight and gleaming hardwood floors throug

Vintage Home for sale in Rutland County, VT:

This home has a beautiful setting on 2.5 acres that is roughly half open meadow and half wooded. It has a very nice brook that runs through the center of the property on the edge of the wooded part. New furnace! Great room addition was built 12 years ago and has a lot of natural light. Septic tank was replaced 12 years ago also. Come out to see this wonderful opportunity to be in a peaceful setting!

Vintage Home for sale in Rutland County, VT:

Check out this amazing property situated On the Green in charming East Poultney, Vermont. The upstairs apartment is currently rented on a month-to-month basis, offering a great opportunity for additional income. The ground level space has a rich history as a general store and presents endless possibilities for its future use. This historic property has a fascinating past, having served as a chair factory in the late 1800s before being relocated to its current spot. Moreover, a spacious carriage house adjacent to the main dwelling adds to the allure of the property. The vibrant community events during the summer make this location even more appealing.

Vintage Home for sale in Rutland County, VT:

Welcome Home to Proctor, VT! This great home located in the beautiful Green Mountains of Vermont has so much to offer! You'll feel the homeyness the moment you walk through the door as you are greeted with shiny hardwood floors and sun filled rooms! The kitchen of this home is large enough for a breakfast nook or a large island, if that's what you've dreamed of! Off the kitchen you will find a newly renovated bath with tile shower and a convenient laundry room! The dining room will be the perfect spot for the family to gather for a nice holiday feast! The bright living room with its hardwood floors and lots of windows is a great place to sit and relax. This first floor also offers a be

Vintage Home for sale in Rutland County, VT:

Investment Opportunity: 8-Unit Multifamily in Rutland City Don’t miss this rare opportunity to own an 8-unit multifamily property located at 43 Summer St in Rutland City. The property includes 6 one-bedroom units, 1 two-bedroom unit, and a studio apartment. Current rents are well below market rate, presenting an ideal chance for an investor to boost cash flow and improve the overall cap rate by raising rents to reflect the true market potential. Situated in a convenient downtown location, this property provides easy access to local amenities, shops, and restaurants, making it highly attractive to tenants. With the rising demand for rental housing in Rutland, this property is well-posi

Vintage Home for sale in Rutland County, VT:

Looking for a project, a second home, or an income property close to several ski areas and all the best Vermont has to offer? Look no further! This property offers endless possibilities. While the main house is in need of a full renovation, the 2-bedroom accessory apartment above the garage is nearly move-in ready, requiring just a bit of sprucing up. You can stay there comfortably while you work on the main house or house your crew there to save on accommodation costs during the renovation. The potential here is incredible, and with some vision, you can turn this into your dream retreat, rental, or investment. Please note: The square footage and room count of the accessory apartment are no

Vintage Home for sale in Rutland County, VT:

PRICED BELOW APPRAISAL! Great house, neighborhood and opportunity for the savvy buyers! Come see for yourself this Saturday from 11a-1pm This charming 1925 classic Colonial home is nestled on a quiet dead-end street, offering easy access to ski areas, downtown, RRMC, and more. As you enter, you're greeted by a traditional layout: the living room to your left, the dining room to your right, and the staircase straight ahead leading to the second floor. The kitchen, conveniently adjacent to the dining room, opens onto a spacious covered deck, perfect for entertaining. From here, you can enjoy views of the beautiful in-ground heated pool and your private backyard oasis. The fenced yard provide

Vintage Home for sale in Rutland County, VT:

Live your BEST life here in this charming and quaint renovated farmhouse on 8 acres of private land with very little traffic. Come find your oasis in Green Mountains and you’ll have plenty of opportunities to reinvent yourself here. Enjoy cooking in this quintessential open concept farmhouse kitchen and dining area. Flooded with natural light from big beautiful, beveled glass window, you can enjoy your amazing custom Cherry cabinetry and accent wood throughout kitchen area. You’ll find a separate gas cooktop and detach electric oven with plenty of counter space and 2 separate sinks and a double door pantry and separate utility closet within arm’s reach of your cooking spac

Vintage Home for sale in Rutland County, VT:

Welcome to Hillside Springs Homestead! This exceptional property offers a unique opportunity to embrace the serene beauty of rural Vermont. Whether you’re dreaming of starting a sustainable farming venture, creating a family homestead, or simply enjoying the tranquility of nature, this property has it all. Inside the house you’ll find modernized plumbing, electrical and insulation alongside the cozy charm of a wood stove and hardwood floors. The farm store is conveniently located near the road, perfect for selling farm goods. The store also features an apartment, ideal for short-term rentals. The versatile 72.2 +/- acres with micro-orchard and rotational pastures offers ample sp

Vintage Home for sale in Rutland County, VT:

Price Improvement! Don't miss this very sweet, well maintained Cape home with distant mountain views. Step inside a timeless era into the inviting foyer leading to a very large living room enhanced with a wood-burning fireplace, built-in bookcase and gleaming birch hardwood floors; open to the dining room perfect for family gatherings or entertaining featuring a pretty built-in and French doors leading to outside with a bay window overlooking the grounds. Next is the unique retro eat-in kitchen showcasing a vintage kitchen sink and other hints of vintage days including a pantry. Completing the first floor is a full bath and two bedrooms; one leading to the garage and one with it's own entr

Vintage Home for sale in Rutland County, VT:

This centrally located home has been completely renovated inside! The bright kitchen has high-end stainless steel appliances, new candlelight cabinetry and a farm house sink. The naturally lit, large dining room is inviting for entertaining. The spacious living room allows for the entire family to comfortably spread out. Enjoy the convenience of the recently installed 1/2 bath. Upstairs you will find 3 oversized bedrooms with plenty of closet space as well as an enormous full bathroom. Downstairs you will find a bonus room, excercise room, brand new washer/dryer, new hot water tank, new fuel tank and new electrical panel. Whether you want to unwind on the covered front porch or sip your mor

Vintage Home for sale in Rutland County, VT:

Three Willows Farm is a classic Vermont farmstead on 103 acres in an area known for its historic properties, stone walls and open meadows on a dead-end gravel road. There are breathtaking, westward-facing views of a large pond and the Green Mountains, including Killington, Pico, and White Rocks. The circa 1850s Cape underwent a major renovation, artfully blurring the lines between traditional and contemporary with hand-hewn beams, wide pine floors, a stone fireplaces, and a gourmet kitchen. A newer wing was added, with a first-floor primary suite with its own stone fireplace. The screened-in porch extends the main living area, offering views of the extensive perennial gardens, and stunning

Vintage Home for sale in Rutland County, VT:

4 large bedrooms, 1 full and 1 3/4 bath with soaking tub. A couple extra smaller rooms to be used for your liking. Lots of charm in this Victorian home. Original built-ins, hardwood floors, woodwork, functional pocket doors, stained glass window toppers, magnificent staircase, marble fireplace are just a few of the original charms this lovely home has to offer. Washer and Dryer hookups are on the first floor. Front and back staircases. Newer oil furnace and water heater. Pellet stove. .42 acre village lot near schools playground, park and shopping. Large barn for extra storage or your toys in the back yard.

Vintage Home for sale in Rutland County, VT:

Looking for the perfect investment property, or perfect opportunity to owner occupy? Then you need to check out this well maintained, 3 unit, 4 bed, 4 bath, multi-family property only a few blocks from downtown shopping, dining and events. Two of the apartments, #2 and #3, were recently renovated in 2022 ( see attached list of improvements ) with new washers and dryers, vinyl plank flooring, kitchen counter tops and cabinets, and new appliances and an energy efficient mini split in apt#3 for Summer cooling and economical heat. This property has a single oil FHA furnace replaced in 2000 and a new oil tank replaced in 2022 with vinyl siding and newer vinyl windows all around and an electrica