352 houses for sale in Pittsford, Pittsford town Rutland County Vermont

Situated along North Grove Street in the northern section of Rutland Town, this spacious three-bedroom, four-bath home offers the convenience of single-level living with the added flexibility of a finished walkout lower level. The main floor features hardwood flooring, a generously sized kitchen with center island and seating, and two distinct living areas, including a comfortable family room with vaulted ceiling, skylights, and wood stove. An additional living room features an attractive arched window and access to an elevated balcony overlooking the surrounding countryside. The primary suite and additional bedrooms provide comfortable accommodations, while the finished lower level offers substantial bonus space, including a large office and recreation area ideal for a variety of uses. Multiple decks provide opportunities to enjoy the property's scenic setting, mature landscaping, and beautiful views of Vermont's changing seasons. An attached two-car garage adds everyday convenience.

Charming Vermont Cape with Country Appeal!* Discover the charm of Vermont living at 1646 Plains Road in Pittsford! Set on approximately 1.17 acres, this classic New England Cape offers a wonderful opportunity for buyers seeking character, outdoor space, and potential. Built in the late 1800s, this inviting two-bedroom, one-bath home blends traditional charm with modern conveniences, such as the eat-in kitchen, first-floor bedroom, and laundry, plus the second-floor loft and private second bedroom. Enjoy country living with a spacious yard offering raised beds for gardening, outdoor gatherings, pets, a farm stand, or simply relaxing in your own slice of Vermont. A screened back porch provides a welcoming spot to enjoy the fresh air, while the detached two-car garage offers valuable space for vehicles, storage, hobbies, or workshop needs. Whether you're searching for your first home, looking to downsize, or hoping to find a property that maximizes indoor/outdoor living, this home present

Charming Vermont Cape with Country Appeal!* Discover the charm of Vermont living at 1646 Plains Road in Pittsford! Set on approximately 1.17 acres, this classic New England Cape offers a wonderful opportunity for buyers seeking character, outdoor space, and potential. Built in the late 1800s, this inviting two-bedroom, one-bath home blends traditional charm with modern conveniences, such as the eat-in kitchen, first-floor bedroom, and laundry, plus the second-floor loft and private second bedroom. Enjoy country living with a spacious yard offering raised beds for gardening, outdoor gatherings, pets, a farm stand, or simply relaxing in your own slice of Vermont. A screened back porch provides a welcoming spot to enjoy the fresh air, while the detached two-car garage offers valuable space for vehicles, storage, hobbies, or workshop needs. Whether you're searching for your first home, looking to downsize, or hoping to find a property that maximizes indoor/outdoor living, this home present

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Sweeping Mountain Views provides a stunning backdrop for this spacious 6,000+ square foot home, offering 4 bedrooms, 4.5 baths, a flexible floor plan, and a private one-bedroom in-law apartment on 3.7 picturesque acres. Designed for both everyday living and entertainment, the main level features soaring cathedral ceilings, expansive windows, and an open-concept layout that fills the home with natural light while showcasing the surrounding Green Mountain scenery. Formal and casual living spaces flow effortlessly together, including a welcoming family room, dining area, and spacious kitchen with granite countertops and breakfast nook. The loft overlooking the main living area provides ideal space for a home office, reading area, or additional gathering space. The primary suite offers a private retreat complete with an ensuite bath, walk-in closet, private balcony, and dedicated laundry room. The recently refreshed lower-level apartment features new flooring, fresh paint, a full bath, and

Move right into this remodeled 3-bedroom, 2 full-bath home located in Rutland City. The first floor offers the ease of one-level living with a spacious, updated kitchen that includes a washer and dryer, a comfortable first-floor bedroom, and a full bathroom. The functional layout is perfect for everyday living and added convenience. Upstairs, you'll find two generously sized bedrooms and a second full bathroom, providing plenty of space for family, guests, or a home office. This updated home combines modern improvements with a practical floor plan, making it an excellent option for first-time buyers, downsizers, or anyone looking for a move-in-ready property

A once-in-a-generation opportunity to own one of the most extraordinary and iconic properties on Lake Bomoseen. Tucked away on the private point of Acorn Lodge, behind Rabbit Island, this storybook lakefront retreat occupies one of the most coveted settings on the entire lake. Surrounded by water on multiple sides, the property offers unmatched panoramic views that stretch in every direction, creating the feeling of your own private peninsula. From sunrise reflections to spectacular sunset skies, every corner of this property captures a breathtaking perspective of Lake Bomoseen. Built in 1880, this charming 3-bedroom, 1-bath home is one of the last remaining original lake homes on Lake Bomoseen. A rare piece of the lake's history that can never be replicated. Rich with character and timeless appeal, it offers the chance to own not just a home, but a legacy. The waterfront is simply unrivaled. Featuring spectacular lake frontage, two brand-new oversized docks, direct deep-water access,

Take a look at this ideal ranch-style home with 1.5 acres, 3-bedrooms and an attached garage! Surround by nature's best including, but not limited to: stunning mountain views, a stream, a large yard, woods and covered porches (with a cozy swing!); it already feels like home. With many upgrades including: flooring, vinyl replacement windows, upgraded kitchen and decks and so much more all you need to do now is make it your own

Welcome to 53 Bellevue Avenue, nestled in the heart of Rutland's Northeast section! Lovingly owned since 1997, this solid home is conveniently located near city schools, parks, and shopping. Blending classic character with practical features, it's ready for its next chapter. The exterior offers low-maintenance siding, composite steps, custom stone accents, and two curb cuts for ample off-street parking. Enjoy the private, fully fenced backyard with multiple decks, a unique covered summer hangout area perfect for grilling and entertaining, a patio, and a storage shed. The detached garage features a woodstove, workbench, and plenty of storage-or a great place to keep your car out of the winter weather. A covered entry leads to a spacious mudroom with a pellet stove and coat closet. Inside, sunny south-facing windows brighten the open living area, highlighting wood floors, a comfortable living room, built-ins, and attractive crown molding. The generously sized kitchen features abundant ca

Opportunity abounds in Castleton, Enjoy the ultimate Lake Bomoseen Lifestyle with plenty of private space and room to grow. Situated just a mile from the Lake, this unique property offers incredible versatility. Zoned commercial or residential use, the beautifully renovated turnkey secondary unit provides a luxury retreat for guest, family or a lovely work from home area independent from the main house with high-speed internet already installed. Meanwhile, the solid, immaculately clean 2-bedroom, 1.5 bath main house serves as a wonderful blank canvas opportunity. It is entirely livable as is, allowing you to update to your personal taste over time and build effortless equity in a prime, highly desirable Castleton location. Including approximately 2 of the 8.8 Acres fenced in, the property offers space for play, pets or relaxing. Conveniently located near Lake Bomoseen and Castleton University, the property is 15 minutes from Rutland Regional Hospital and 40 minutes from Killington

PRICE IMPROVEMENT + NEW CONSTRUCTION + MOTIVATED SELLERS! If you've been waiting for the right opportunity, this is it. This stunning new-build raised ranch is tucked away on a quiet dead-end street and offers the perfect combination of luxury, space, and convenience. Situated on a +/-0.46-acre corner lot, this home features 4 bedrooms, 2.5 bathrooms, and a bright, open-concept layout designed for modern living. The heart of the home is the beautifully appointed kitchen, complete with quartz countertops, stainless steel appliances, and a spacious island, flowing seamlessly into the dining and living areas. Step directly onto the back deck and enjoy effortless summer entertaining and backyard BBQs. Retreat to your private primary suite, highlighted by a spa-inspired bathroom featuring an oversized tiled shower with a rainfall shower head. Additional features include: - Fully finished walkout basement with impressive 10-foot ceilings and abundant natural light - Luxury vinyl plank floori

An Established Vermont Rental Investment - Nine Rental Units, Multiple Income Streams, and Room to Grow! Discover a unique investment opportunity in Clarendon, Vermont! Set on 3.3 acres of beautifully maintained grounds, open lawns, and scenic mountain views, this established income-producing property offers an appealing combination of residential variety, rental history, and future potential. The property features nine rental units, including an attractive, three-bedroom home, seven freestanding one-bedroom cottages, and a clean, well-maintained mobile home. The main residence enjoys its own setting, separate from the cottages, and features an updated kitchen and bath, hardwood flooring, comfortable living spaces, and a detached two-car garage. The seven freestanding cottages are arranged along a gently curving drive, each offering its own entrance and outdoor space, creating a pleasant, neighborhood-like atmosphere. Several have benefited from improvements, while others offer opportu

PRICE IMPROVEMENT! Welcome home to this charming, move-in ready property that perfectly combines comfort, flexibility, and convenience! Offering 2 bedrooms, 1 full bathroom, and a versatile office or formal dining room, this home is designed to fit a variety of lifestyles. Take in beautiful mountain views from the spacious corner lot, where you'll enjoy a peaceful setting just minutes from shopping, dining, and everyday conveniences. A detached two-car garage provides plenty of room for vehicles, storage, or a workshop, while the bonus space off the second-floor bedroom offers endless possibilities as a cozy reading nook, home office, dressing room, or creative retreat. The partially finished basement expands your living space with room for a family room, fitness area, playroom, or hobby space, and includes a dedicated laundry area for added convenience. Whether you're searching for your first home, looking to downsize without sacrificing space, or simply want a move-in ready property

Nestled on just over 2 acres at the end of a quiet dead-end street, this inviting 3-bedroom, 2-bath home offers privacy, space, and flexibility in scenic Castleton. Inside, you'll find warm hardwood floors, built-in shelving in the living room, and a practical layout featuring a first-floor bedroom and full bathroom for added convenience. Upstairs offers two spacious bedrooms and an additional full bath. The finished basement expands the living space with a versatile bonus room perfect for a home office, hobby room, play space, or kids retreat, plus a dedicated workshop area for projects and storage. Need even more room? Above the attached 2-car garage is an unexpected finished space ideal for a private office, creative studio, guest overflow, or additional recreation area. Step outside to enjoy the private backyard complete with a deck, mature outdoor space for gardening, and plenty of room for kids and pets to play. The property also includes an additional one-car garage and a storag

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, a

Price Reduction! Motivated sellers. What a price for this home! Price per square ft is well below the medium. Don't Wait! Perched on a peaceful ridge in West Rutland, this four-bedroom, two-and-a-half-bath home blends everyday comfort with a price point that feels genuinely doable. With the ability of using 4 tons of pellets to heat through the winter, what a savings that is! It's the kind of place where roomy living meets real value-no compromise required. Inside, four bedrooms give everyone a corner to call their own, while two and a half baths keep the morning shuffle civilized. Downstairs, a finished basement earns its keep as a family den, home gym, playroom, or that hobby space you've been meaning to claim. Could work for Mother in-law area as well. Extra square footage without the extra fuss-consider it a bonus level ready for whatever life throws its way. The neighborhood does its share of charming, too. West Rutland Art Park sits less than a mile away, sprinkling a little cult

Excellent investment opportunity in a convenient Rutland City location! This duplex features two spacious units, each offering 2 bedrooms and 1 full bathroom, making it an attractive addition to any investment portfolio. Both apartments are occupied by long-standing tenants who have provided stable rental history, while current rents remain well below market value, offering significant upside potential for future income growth. Situated just minutes from downtown Rutland, shopping, restaurants, schools, and everyday amenities, the property offers the convenience tenants are looking for. Whether you're an experienced investor seeking to increase cash flow over time or someone looking to add a solid multifamily property to your portfolio, this duplex presents an excellent opportunity with built-in value-add potential

This versatile two-unit mixed use building in a prime Castleton location offers a rare opportunity for both investors and owner occupants. Currently it is a one bedroom apartment with an additional commercial space, but with approval from the town, the property could be converted into a residential multi family, featuring a one-bedroom, one bathroom apartment and a spacious two-bedroom, one-and-a-half-bathroom apartment. The finished basement space provides plenty of storage, making it ideal for tenants or personal use. If you prefer to maintain the property as mixed use, the commercial space is full of potential. Its flexible layout lends itself perfectly to a wide variety of businesses whether you envision it as an office, hair salon, daycare, or another professional use. Located in a prime Castleton location, this property combines visibility, convenience, and long-term potential. Whether you're looking to expand your investment portfolio or create a home and business space all in o

PRICE REDUCED! Set against a backdrop of gorgeous mountain views of Vermont, this 4 bedroom, 5-bathroom Clarendon Luxury home delivers 4300 sq ft of finished beautifully crafted versatile modern comfort. Natural woodwork and hardwood floors bring warmth throughout, while radiant floors on the first level keeps chilling mornings comfortable. The Eat-in kitchen offers cherry cupboards, a peninsula island, propane range and opens directly to the dining room enhanced by the wood stove. A large living room and a first floor office space could be used as a first floor bedroom. Second floor primary suite features a jetted tub and private balcony, while two additional bedrooms provide flexibility for guest and cathedral ceiling in the hallway creates the feeling of space. The lower level family room adds valuable space for casual entertaining with a wet bar, media room/gym or a huge office space. Outside, the generous lot offers room to unwind, garden space, while enjoying the scenery of mount

Classic Vermont Charm Meets Modern Updates in Castleton Welcome home to this antique-style 3-bedroom, 1.5-bath home that blends timeless character with thoughtful, move-in-ready updates. The interior has been freshly painted and features new flooring throughout, giving every room a clean, bright feel while preserving the warmth and charm of a classic Vermont home. The kitchen has been refreshed with new lower cabinets, new countertops, and brand-new appliances, making it ready for everyday meals and holiday gatherings alike. A standout feature is the oversized garage, ideal for storing an RV, boat, truck, or all your outdoor gear. The unfinished second floor above offers exciting potential for a workshop, studio, storage, or future expansion. Located in Castleton, home to Castleton University, you'll enjoy a welcoming small-town atmosphere with easy access to Lake Bomoseen and Bomoseen State Park. Spend summers boating, swimming, fishing, and hiking, then take in the fall foliage and w

This corner-lot home, on.17 acres with mature landscaping, is being offered for sale as part of an estate. It's in a great Rutland neighborhood, within walking distance to schools, stores, restaurants, and public transportation, with off-street parking as well. The home has 3 bedrooms, 1.5 baths, original hardwood floors, and lots of natural light throughout. When you walk through the front door, you're greeted by a small foyer. To the left is a spacious living room that flows into the dining room and then into the kitchen. To the right is a bright sunroom that could be used in so many different ways. Upstairs are three bedrooms, each with its own closet and plenty of natural light, along with a full bathroom that is ready for a makeover and your own vision. The home does need updating and some TLC, with deferred maintenance as well, as you'll see in the photos. It's ready to be brought back to life and made your own. For someone willing to put in the work, there's a lot to work with h

Open House 8/1 11am-1pm! This charming single-family home in Rutland City is bound to sell quickly! Imagine yourself relaxing, sipping coffee, and watching the sun rise from your large, private deck, the perfect place to start your day or unwind in the evening. Inside, you'll find warm wood finishes throughout that add character and charm, while the spacious layout offers flexibility to fit a variety of lifestyles. Step inside to a welcoming dining area that flows seamlessly into the large kitchen, offering space for either bar-style seating or a full dining table, making it ideal for everyday meals or gathering with family and friends. The first floor also includes a private office or bonus room, providing additional space for working from home, hobbies, or other needs. Continue past the kitchen and dining area into the expansive, sun-filled living room, where natural light creates a bright and inviting atmosphere. Just off the living room is a generously sized first-floor bathroom wi

RANCH ON NEARLY AN ACRE! Located in Rutland City's desirable Northeast neighborhood, this hillside ranch sits on a rare 0.83-acre lot, offering an exceptional amount of outdoor space while still being close to everything the city has to offer. Step inside through the spacious foyer and you'll immediately appreciate the home's thoughtful layout. The large kitchen is the heart of the home, featuring abundant cabinetry, built-ins, and plenty of room for cooking, gathering, and everyday living. Just off the kitchen is a cozy flex space that would make a wonderful breakfast nook, library, sitting area, or home office. The formal dining room and expansive living room are ideal for entertaining, connected by a striking back-to-back brick fireplace and complemented by built-in shelving and hardwood floors. Down the hall, you'll find two guest bedrooms, a full bath, and a primary suite with its own private ensuite bathroom. The walkout lower level provides even more living space with a comforta