Bennington Vermont Real Estate

Welcome to 32 Cassie Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is 100% complete. Home is available for showing. This property participates in the Mobile Home Infill Program (MHIP) and is open to anyone who works or lives in Vermont.

Welcome to 10 Cassie Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is 100% complete. Home is available for showing. This property participates in the Mobile Home Infill Program (MHIP) and is open to anyone who works or lives in Vermont.

Welcome to 41 Audrey Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is 100% complete. Home is available for showing. This property participates in the Mobile Home Infill Program (MHIP) and is open to anyone who works or lives in Vermont.

Welcome to 78 Ethans Way, Bennington, VT 05201, where modern comfort meets affordability in Catamount Park! This brand-new Polo model manufactured home offers 2 bedrooms, 2 bathrooms, and 825 sq. ft. of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is 100% complete. Home is available for showing. This property participates in the Mobile Home Infill Program (MHIP) and is open to anyone who works or lives in Vermont.

House flippers and rehabbers rejoice: an excellent opportunity to put some sweat equity into this charming WWII-era gem at an accessible price. Last house on the right on a quiet dead-end road in a residential area of Bennington, this property boasts a lovely stream running along the northwest of the parcel, a cozy wood stove within, three bedrooms with more space adjoining, enclosed front porch, an ample front lawn and backyard, and a spacious attached 2-car garage with workshop space too! Bennington is a great location, with many amenities, and close proximity to Manchester outlets and Albany transportation. Opportunities like this are often quickly seized and quickly profited from; be the one to win this chance today!

Convenient location walking distance to downtown Bennington shops and amenities. Spacious eat-in kitchen, formal dining room, and adjoining porch flow perfectly for entertaining. The rustic living room has a beautiful wood ceiling and plenty of windows letting in copious amounts of natural light. The 198' deep backyard is perfect for tossing a ball and enjoying backyard barbeques. Two porches are ideal for enjoying the outdoors. A first floor bedroom is perfect for guests or a home office. Three bedrooms upstairs plus a huge walk-in attic lends lots of potential for an extra room. A newer shed provides extra storage. Lots of potential and right across from the rail trail!

STOP RENTING and start building equity! Call your lender today to discover the latest programs that could MAKE HOMEOWNERSHIP A REALITY. Owning may be closer than you think. The transformation inside this home is nothing short of spectacular. This move-in-ready, one-floor living bungalow has been thoughtfully designed to maximize every square foot, including a brand-new bathroom and updated finishes. From the moment you step into the entrance that was converted from a front porch into a versatile mudroom or home office—you’ll feel the quality. The layout is a masterclass in functionality, featuring an oversized laundry and pantry area that connects the back entrance directly to the kitchen. Durable vinyl plank and tile flooring throughout the living areas ensure easy maintenance for years to come. Spacious, clean, and incredibly welcoming, this home is situated in a highly convenient Bennington location.

FIXER UPPER - INVESTORS -CONTRACTORS- - Good Location -Conveniently close to shopping, the hospital and downtown. Rehab financing with 203K loan. Rehab value estimate $350-375k. Hurry, get it before the bank does.

Charming home in the heart of the Village of North Bennington, set on a beautiful village lot and offering solid bones with great potential. This well-maintained property features 4 bedrooms and a 3/4 bath, along with a first-floor bonus room. Wood floors lie beneath the carpet, ready to be revealed. Laundry hookups are in place for added convenience. Some updates are needed, providing an excellent opportunity to add your own finishing touches and build equity in a highly desirable location. Enjoy true village living with walkable access to cafés, restaurants, and trails, plus close proximity to Lake Paran and the Park-McCullough House. School choice at the elementary level adds flexibility. Just minutes to downtown Bennington for additional shopping, dining, and amenities, with easy access to multiple ski destinations. Conveniently located approximately one hour to Albany International Airport and about three hours to NYC and Boston. A rare opportunity to own in one of North Bennington’s most sought-after settings.

Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club, Downtown Bennington.

Charming two-bedroom, one-bath bungalow located just outside of Bennington. This inviting home features beautiful hardwood floors throughout, a spacious kitchen with a dedicated dining area, a comfortable living room, and a versatile office or study perfect for a variety of needs. Enjoy the convenience of main-level laundry and relax in the cozy three-season porch. Additional highlights include a large garage with an attached storage shed and ample paved parking.

Charming downtown family home with modern upgrades. This beautifully updated 3-bedroom home is perfectly situated on a desirable corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, with a recent addition of a first-floor primary bedroom and new mudroom back entrance. Step inside to find gleaming hardwood floors and a warm, inviting layout. The dining area is anchored by a cozy pellet stove, creating the perfect spot for family gatherings. The cozy kitchen flows seamlessly to the dining area and living room. Relax on the covered front porch and enjoy your morning coffee while watching the neighborhood come to life. The property also boasts a large detached garage—perfect for vehicles, hobbies, or extra storage—and solar panels to help keep energy costs low. This home combines the charm of downtown living with smart, modern updates, all on a prime corner lot. Don’t miss your chance to make it yours—schedule your private showing today!

Well-maintained 3-bedroom, 1-bath ranch set on a beautifully landscaped half-acre in Bennington. This inviting home offers easy single-level living with a bright picture window framing peaceful views, an attached heated two-car garage, and a convenient shed for additional storage. Pride of ownership is evident throughout, with solid systems and thoughtful care over the years, while offering an opportunity for cosmetic updates, if desired, to make it your own! A full, unfinished basement provides exceptional space for storage, hobbies, or future finishing potential. Enjoy a low-maintenance lifestyle in a quiet, pleasant setting just minutes to downtown shops, dining, and local amenities. Ideally located approximately one hour to Albany International Airport and 3 hours to NYC and Boston. Come see and call it home!

WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area. The septic was just serviced.

Waterfront Bungalow style house offering 3 bedrooms and 2 bathrooms. This home has 2 bedrooms upstairs and a pocket half bathroom. downstairs has a master bedroom with a newly remodeled ensuite, kitchen with breakfast table area, 4 seasons living space in the back and a front living room with new flooring. The previous owner used the 4 seasons room as a formal dining room since it has panoramic view of the Hoosic River. The front living room has a fireplace option (has a chimney and fireplace structure but just needs updating) and it has enough space to use as a living room and dining room combo. There is plenty of storage in the full-size, walkout basement where the washer and dryer are located. This house also has 2 sheds, 2 car ports and 2 driveways. This house is cozy indoors and offers dreamlike outdoor living with walkout access to the river where you can raft, go inner tubing, boating and fishing. Two spacious decks for outdoor dining, grilling, entertaining, hosting a wedding, bird watching or just relaxing and enjoying the view. In the very large backyard, you can pitch a tent, for camping, or gardening. The possibilities for this house are endless. Great for those who love the outdoors. This house is close to ski resorts, hiking trails, schools, shops, places for dining, parks, gas station (is just down the road), Movie theater and a short drive to the Highway. You’re 10 minutes away from downtown Bennington. Close to Lake Paran, a short 15 minutes ride to Ny and 30minutes ride to Massachusetts. There are not a lot of houses like this one. And in such a prime location. Don’t miss out on this once in a lifetime opportunity!

Charming Ranch with Easy First Floor Living! This desirable 2 bedroom, 1 bath ranch offers convenient one level living in a sought after neighborhood. The home features a recently renovated kitchen and bathroom, a spacious family room, and a dining area perfect for everyday living. Enjoy the ease of first floor laundry and a single car garage. The semi finished basement provides additional space with most of the work already completed just finish the ceiling and add heat to maximize its potential. Step outside to the beautifully upgraded Trex deck, offering low maintenance, durable outdoor space that's back for ideal for relaxing or entertaining. Conveniently located with easy access to ski areas, as well as commuting distance to Albany, Boston, and New York City. Move in ready and waiting for its next owner this home won’t last long!

Welcome to this lovely Colonial home, formerly a charming carriage house, nestled in one of Bennington’s most desirable walkable neighborhoods. Offering over 1,500 square feet of inviting living space, this well maintained home features 3 bedrooms, 2 bathrooms, and a versatile bonus room perfect for a home office or potential fourth bedroom. Inside, you’ll find beautiful wood floors and trim, rustic beams, and newly installed plush carpeting. The sunny interior is filled with natural light thanks to large windows that flood the home with brightness. The kitchen offers stainless steel appliances direct access to the back deck. Updated bathrooms and ample closet space blend modern convenience with the timeless charm of the home. Step outside to enjoy the beautifully landscaped yard, complete with a newly painted deck ideal for entertaining and gatherings, as well as stunning mountain views. The level, usable yard offers plenty of space for outdoor enjoyment, room for a garden, and a large paved driveway accommodates up to six vehicles. A generously sized shed offers perfect storage for your outdoor items. Additional highlights include low-maintenance vinyl siding, replacement tilt-out windows for easy cleaning, and an updated metal roof. In the basement you will find a finished rec room, laundry area and extra storage with peg wall for your tools and a sump pump. Connected to town water and sewer, this home offers added ease of maintenance. Enjoy the peace and comfort of this quiet neighborhood while being just minutes from the hospital, shopping, and vibrant downtown Bennington. An hour from Albany International Airport, close to all Southern Vermont and the tri-state area has to offer. A true gem in the heart of town—you won’t want to miss this one!

Exceptional opportunity to own a beautifully maintained duplex in the heart of Bennington. Each spacious unit offers 3BR and 1.5BA, featuring warm wood floors, generous living space, and thoughtful layouts that appeal to both tenants and owner-occupants alike. Renovated and updated through the years, the property has been meticulously cared for and has an organized, efficient setup throughout. Both units benefit from separate utilities, dedicated basement and attic storage, and four off-street parking spaces—rare and valuable amenities that enhance everyday livability and long-term investment performance. Ideally located just minutes from downtown Bennington, enjoy convenient access to local shops, dining, and community amenities. Commuters will appreciate being approximately one hour to Albany Airport and 3 hours to NYC and Boston. A turnkey, low-maintenance asset with strong fundamentals, flexibility, and future upside—this is a standout opportunity in today’s market.

This charming village home offers the perfect blend of tranquility and convenience. Situated on a spacious double lot, you'll enjoy plenty of room for outdoor activities and relaxation, all while listening to the soothing sounds of a nearby babbling brook. The home is well maintained and located at the edge of town, providing easy access to amenities yet offering a peaceful back deck. Featuring replacement windows for energy efficiency, a paved driveway, and ample yard space, this property is ideal for anyone seeking extra room to play and entertain. Sidewalks and streetlights make evening strolls safe and pleasant, and the proximity to downtown ensures you're close to shopping, dining, and public transportation. For outdoor enthusiasts, the location is unbeatable: just 10 minutes from Prospect Ski Area, 30 minutes to Mt. Snow, 45 minutes to Albany Airport, 3 hours to New York City or Boston, and 2 hours to Hartford. This home is ready for your finishing touches to make it truly your own.

Tastefully renovated antique home that retained it character 4 bed 2 bath home with gleaming hardwood floor in through out with Vinyl plank in the bathrooms and Laundry room. The downstairs Ensuite is currently being used as an in home office with private entrance. This would make a great room for a in-law space with private bath and the 3 season sunroom could easily be converted into a Livingroom or studio space with plenty of natural light. The detached garage rounds out the move in ready Village Home. A short walk to all downtown amenities, coffee shops, restaurants and shopping The Boiler is 5 years old and the kitchen appliances were also recently replaced. 1 hour to Albany International Airport And Albany Medical, 2 Hours to Dartmouth Medical center 3 hours to Boston, 3.5 hours to Manhattan, 30 minutes to Mt Snow Come see what Bennington has to offer.

Charming Ranch in a Desirable Neighborhood! Are you looking for a 3 bedroom, 2 bath ranch with room to grow in a great neighborhood? This beautifully maintained home offers the perfect blend of comfort, style, and flexibility. Enjoy a fully renovated kitchen featuring soft close drawers and a dedicated coffee bar perfect for starting your day. Stay comfortable year round with central air, and unwind after a long day in the jetted bathtub. The lower level offers excellent versatility, including a second bathroom with laundry and additional living space. A downstairs bedroom provides the perfect option for a home office, guest space, or potential in law setup. Step outside to a spacious, fully fenced backyard ideal for pets, play, or relaxing in your own private outdoor space. Whether you’re looking for easy single family living or a home with room to expand, this property adapts to your needs. Conveniently located close to shopping, dining, and the hospital, this home offers both comfort and accessibility. However you envision it, this is a place you can truly make your own. Don’t miss your opportunity this one won’t last long! Call today to schedule your private showing.

Bright 3 bedroom, 1 and a half bath home in Bennington. Close to the hospital and offering kitchen, formal dining room, living room, and 2 main level bedrooms. Upstairs a loft office area and another bedroom. The basement is partially finished with laundry, family room and half bath. Outside there is a great deck with a separate, heated sun room and 2 car detached garage. A must see home in a must see location.

Beautifully Renovated 4-Bedroom Home with Modern Upgrades! Welcome to this stunning, move-in ready home that has been fully renovated with care and style. Offering 4 spacious bedrooms, 2 brand-new bathrooms, and 1,728 square feet of thoughtfully designed living space, this home is the perfect blend of comfort and modern living. Step inside to find gleaming hardwood floors that flow throughout the home. The completely updated kitchen is a true showstopper-featuring sleek cabinetry, new appliances, and contemporary finishes that make it ideal for both everyday living and entertaining. Both bathrooms have been fully remodeled with high-end fixtures and stylish finishes, creating serene, spa-like spaces. Additional upgrades include: New high-efficiency heating system, Heat pump water heater, New insulation, New exterior vinyl siding and all-new electrical wiring and panel. Situated on a manageable 0.13-acre lot, the property also includes a detached one-car garage for added convenience and storage.

Much larger than it looks and completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much "like new". All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom with private bathroom and an additional bedroom. Outside you'll find a large front yard that has been partially fenced, a large covered, wrapping deck for entertaining and outdoor dining and a dog fenced area. Great location across the road from a calm river. This home is larger than it appears from the road. A must see home in move in ready condition that could possibly sold furnished.

This inviting in-town home has been nearly completely renovated with only a few more touches to be brought by the new owner, blending fresh updates with classic comfort. Inside, you’ll find 3 bedrooms and a full bath, plus a bonus room that could serve as a 4th bedroom with a half-bath. An additional room with its own separate entrance is ideal for a small home business. The convenient attached garage is tucked away on the back of the house. Beautiful and newly refinished wood floors run through most of the rooms, adding warmth and character, while the kitchen features durable vinyl plank flooring and stainless steel appliances for easy maintenance. The renovations bring a modern touch to much of the home, while one bathroom retains its original character—offering opportunity for your own personal updates down the road. The new Weil-McLain boiler installed in February 2026 will bring peace of mind for many years to come. Bright living spaces, fresh and modern finishes, practical design, and versatile rooms make this home both move-in ready and full of potential. Situated on nearly an acre, the quiet side street offers privacy, yet you’ll enjoy easy access to local shops, dining, schools, and community amenities—all just a short walk or drive away.

Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout. At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you’re hosting guests, enjoying family dinners, or settling in for a cozy evening. Natural light pours through the home, highlighting the striking cathedral ceilings and gorgeous parquet hardwood floors. The inviting entryway features classic slate flooring, setting the tone for the thoughtful details found throughout. The lower level offers a truly unique bonus space with a spacious family/game room featuring a show stopping two sided fireplace, along with a convenient half bath and laundry area ideal for flexible living and entertaining. Step outside and enjoy the peaceful setting, where birdsong and nature surround you perfect for those who appreciate wildlife and the simple joy of feeding birds right from your own yard. This home offers the best of both worlds privacy and convenience. Set in a quiet location, yet just minutes to shopping, schools, and local hospitals, it’s perfectly positioned for today’s lifestyle. Whether you’re looking to be close to town or tucked into a private neighborhood, this is the home you’ve been waiting for. Additional features include town water, private septic, and a spacious two-car garage with extra workspace. With its unique mid-century charm, desirable amenities, and prime location, this home is priced to sell. Don’t miss your opportunity schedule your showing today before it’s gone!

Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace—perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and fourth bedrooms , a rec room for movie nights or play space, and a bonus room set up as a home gym. Laundry is conveniently located downstairs, keeping daily routines organized and efficient. Step outside to a large, level yard designed for making memories—complete with an above-ground pool for summer fun, a spacious deck for cookouts, and a firepit for evenings under the stars. The two-car garage offers plenty of room for vehicles, bikes, and all the extras that come with an active Vermont lifestyle! Peaceful country feel just minutes from town amenities—this home offers room to spread out, inside and out.

Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer’s porch—perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the open floor plan showcases a stylish kitchen with stainless steel Whirlpool appliances, a walk-in pantry, farmhouse sink, and center island w/ seating, seamlessly flowing into the living room highlighted by a tray ceiling and custom built-in entertainment center. The oversized primary suite offers a private retreat with a spa-like bath, including his-and-her vanity, a glass-enclosed palisade shower, built-ins, window seat, and a generous walk-in closet. The opposite end of the home includes two additional bedrooms, a full bath, and a spacious laundry room with abundant storage. The slider leads out to the covered back deck and overlooks the private, fenced-in backyard. Additionally, the home offers low maintenance flooring, recessed lighting throughout, forced hot air heat via propane, 100 amp electrical, town water, private septic, and Vermont Weatherization including upgraded insulation. Expansion potential for a future garage adds even more value. Constructed in 2023, it is truly move-in ready and offers a wonderful opportunity to create lasting memories. This property is in close proximity to historic downtown Bennington and is just 30 minutes from Manchester VT and Williamstown MA. Additionally, it is within approximately 45 minutes of several ski resorts in Vermont (Mount Snow, Stratton Mountain, and Bromley Mountain) and Massachusetts (Jiminy Peak).

Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience—just steps from scenic hiking trails and close to Bennington College. Step inside to discover a freshly renovated kitchen and bathroom, complemented by new flooring throughout the home. Brand new first floor half bath and mudroom entrance recently added. The dining room features a sliding glass door that opens to a spacious back deck, perfect for outdoor dining and relaxing. A covered front porch adds classic New England charm and a welcoming touch. With a large attached garage offering plenty of storage and workspace, this home is as practical as it is inviting. Whether you're enjoying the peaceful surroundings or entertaining guests, this home provides comfort, style, and a true sense of place in a friendly, walkable neighborhood. Don’t miss this North Bennington gem—schedule your showing today!

Nestled on a quiet residential street, this beautifully maintained home effortlessly blends timeless charm with modern convenience, creating a space that is as inviting as it is impressive. From the moment you arrive, you’ll appreciate the character and warmth that set this property apart. At the heart of the home is a thoughtfully designed kitchen featuring modern appliances, rich cherry cabinetry, and granite countertops. With abundant storage and a dedicated pantry, the space is both functional and perfect for entertaining. Graceful arched doorways lead into the dining and living areas, where gleaming hardwood floors and an abundance of natural light create a bright, welcoming atmosphere. A cozy pellet stove adds warmth and comfort during cold Vermont winters. Upstairs, you’ll find three bedrooms, including a versatile smaller room ideal for a home office, nursery, or guest space, along with a spacious full bathroom. The basement has been sealed and painted and is perfect for storage or added recreation space. Outside you'll enjoy a manageable, level yard accented by established flowerbeds and lovely views of Mount Anthony. A beautiful, maintenance-free deck offers an ideal space for relaxing or entertaining in a peaceful setting. A standout feature of the property is the expansive four-car garage, offering exceptional space for vehicles, hobbies, or a workshop, along with a generous overhead storage area to keep everything organized. The home is also thoughtfully equipped to support modern living with wiring in place for an electric vehicle charging station as well as generator readiness for added peace of mind. An ideal location close to downtown shops and restaurants, yet just a few blocks from the Y Woods walking trails. You truly can have it all!

This inviting ranch has been thoughtfully cared for and filled with warmth throughout. What truly sets it apart is the location, offering wide, beautiful views you can enjoy everyday. The level lot provides plenty of space for gardening, outdoor gatherings, or simply relaxing on the back deck with a morning cup of coffee, or an evening star gazing. With generous road frontage, the possibilities for outdoor living are wide open. Inside, the home features three bedrooms and two bathrooms. The spacious primary bedroom includes its own half bath and a versatile sunroom with a sitting area, or a space of your own design. The two additional bedrooms face west, bringing in soft afternoon light. The kitchen and dining area have a great flow for families, or entertaining. The living room offers a comfortable gathering space with a working fireplace for cooler nights.You will love the large laundry room on the first floor for convenience. In the cellar, you'll find a new heating system that was installed in 2025. The house is equipped with a generator. *Bonus*- the basement is framed and ready to go for extra living space.This is a special property with a lot to offer. I'd love to show it to you!

Charming vintage 1920s Arts & Crafts-style cottage in a prime village location. This inviting home offers seven main rooms, including three bedrooms and two baths, blending timeless character with modern comfort. The updated kitchen features abundant storage and flows nicely into the living spaces, highlighted by beautiful wood floors and a cozy fireplace. Central air ensures year-round comfort. Enjoy outdoor living with a large, inviting front porch perfect for relaxing, as well as a private back deck ideal for entertaining or a quiet retreat. A two-car detached garage adds convenience and additional storage. Classic architectural details and thoughtful updates make this a truly special property in a highly desirable setting.

Beautiful 3-bedroom, 3-bath home offering stunning views from a spacious two-tier deck-perfect for relaxing or entertaining. Designed for comfortable main-level living, the home features a generous primary suite and an open, light-filled living room with a dramatic wall of windows that captures the surrounding scenery. Warm and inviting, the home includes two gas fireplaces, gleaming wood floors, and a low-maintenance lifestyle ideal for year-round enjoyment. The kitchen is appointed with granite countertops and a convenient slider leading directly to the deck-perfect for easy outdoor grilling. The walk-out lower level offers exceptional flexibility, featuring a large family room, cozy library area, cedar closet, and an expansive craft room or office that could easily be converted into an additional bedroom. With its layout and private access, the lower level presents great potential for an in-law apartment. A standout feature is the 10x26 workshop, complete with a dust collection system already in place—ideal for woodworking or hobbyists. The home is equipped with central air, 200-amp electrical service and is wired for a generator, providing added convenience and peace of mind. Additional highlights include a partially fenced yard and an attached two-car garage, completing this well-rounded and inviting property.

If you’ve been searching for a home in Vermont and nothing has quite captured what you’re looking for, this is your chance to create it. Set on a quiet, paved road in one of Bennington’s most desirable neighborhoods, this property offers that rare balance: close to everything, yet removed enough to feel peaceful. Morning coffee with mountain views. Evening walks with direct access to the Bennington Area Trail System. A quick drive to SVMC, Bennington College, and downtown—yet home still feels like your own retreat. Albany International Airport is just an hour away when you need it. A thoughtfully designed single-level home is currently envisioned, centered around open, connected living spaces with easy access to the outdoors and covered porches both front and rear. But this is not a one-size-fits-all build—and that’s the point. This is your chance to shape how your home lives. Prefer a different layout? A more modern aesthetic? A classic Colonial with all the bedrooms upstairs? Need an attached garage—or prefer to keep it simple, with the option to add one later? We can adjust, redesign, or start from scratch. Every decision, from the big picture to the smallest details, is an opportunity to create a home that reflects your lifestyle—not someone else’s. You’ll work directly with a trusted local builder with over 40 years of experience, guiding you through a process that is collaborative, thoughtful, and grounded in craftsmanship. The result isn’t just a new house—it’s a home designed with intention, built for how you actually want to live. Offered as a land and construction package. A rare opportunity to create something truly your own in a location that’s becoming harder to find. Seller is a Vermont licensed real estate broker.

Nestled on 5 private acres, this custom-built log home offers the perfect blend of rustic charm and refined comfort. Surrounded by beautifully curated gardens, mature apple trees, lilacs, maples, plum trees, oaks, and stone walls, the setting is both tranquil and picturesque—yet just minutes from town conveniences. There is even a targeting golf green! Inside, the home showcases a stunning great room anchored by an impressive floor-to-ceiling fireplace, with a loft above that overlooks the space and adds architectural interest. The thoughtfully designed layout includes three bedrooms, highlighted by an incredibly spacious primary suite featuring a walk-in closet and a luxurious en suite bath with soaking tub and double vanities. The main level also offers two additional bedrooms, a full bath, and convenient first-floor laundry. A bright breakfast nook provides the perfect spot to start your day, while the back deck overlooks the lush gardens, creating an ideal setting for outdoor entertaining or quiet relaxation. The inviting front sitting porch, complete with a charming fish pond, enhances the home's peaceful appeal. Additional features include an attached oversized two-car garage, a home office, large workshop and sweeping mountain views that complete this exceptional property. A rare opportunity to enjoy privacy, natural beauty, and timeless craftsmanship in one remarkable setting.

If you’ve been searching for a home in Vermont and nothing has quite captured what you’re looking for, this is your chance to create it. Set on a quiet, paved road in one of Bennington’s most desirable neighborhoods, this property offers that rare balance: close to everything, yet removed enough to feel peaceful. Morning coffee with mountain views. Evening walks with direct access to the Bennington Area Trail System. A quick drive to SVMC, Bennington College, and downtown—yet home still feels like your own retreat. Albany International Airport is just an hour away when you need it. A thoughtfully designed single-level home is currently envisioned, centered around open, connected living spaces with easy access to the outdoors, a covered front porch, and an attached garage. But this is not a one-size-fits-all build—and that’s the point. This is your chance to shape how your home lives. Prefer a different layout? A more modern aesthetic? A classic Colonial with all the bedrooms upstairs? Need to reconfigure the garage—or expand the footprint? We can adjust, redesign, or start from scratch. Every decision, from the big picture to the smallest details, is an opportunity to create a home that reflects your lifestyle—not someone else’s. You’ll work directly with a trusted local builder with over 40 years of experience, guiding you through a process that is collaborative, thoughtful, and grounded in craftsmanship. The result isn’t just a new house—it’s a home designed with intention, built for how you actually want to live. Offered as a land and construction package. A rare opportunity to create something truly your own in a location that’s becoming harder to find. Seller is a Vermont licensed real estate broker.

Welcome to one of the most coveted locations in Bennington, Vermont known to locals as the West End. Steeped in history, this remarkable property was built c.1928 with ties to the Colgate Estate located on Mount Anthony. A stones throw away is the original Fillmore Farm, primarily known for its sheep. In 1929, the farm began production of milk and then built its large dairy plant in 1939. It can be surmised that this property was for the intent of upper management housing for the farm. With sprawling views to the north, south and west, this location does not disappoint! A typical farmhouse style home that esthetically blends rustic and modern elements for easy living. A generously sized kitchen is perfection for entertaining and for spending time with family and friends. The living room invites a space for conversation, a cozy fire during the chilly Vermont evenings, or simply relaxing taking in the divine views at sunset. More casually, the family room offers exposed beams, vaulted ceilings and abundance of natural light. A formal dining room is strategic to the kitchen for holidays and family gatherings. The second floor boasts three bedrooms and two bathrooms, while the third bath is on the first level for convenience. And have I mentioned the renovated space above the garage? Wow! Breathe in the fresh air, take a walk up a country road and hunker down for the most genuine, spectacular sunsets. This is the type of special property that you will not want to miss.

Sprawling Cape on the Edge of Historic Old Bennington. Welcome to this beautiful and spacious Cape-style home offering warmth, character, and comfort in a highly desirable location. The inviting main level features a large kitchen, a sun-filled living room with a fireplace, and an expansive family room with a dining area-deal for entertaining or relaxing. A private office and a serene primary suite on the main level provide convenience and flexibility. Upstairs, you’ll find two generous bedrooms, a full bath, and a cozy den area perfect for reading or quiet work. Step outside to enjoy the large slate patio framed by handsome stacked stone walls or unwind on the private Trex deck overlooking the .75-acre lot. A rare blend of charm and space just minutes from the historic village of Old Bennington.

Elegant and stately, this distinguished 1910 home is beautifully set in the heart of Old Bennington, Vermont. Thoughtful renovations began in 2000, carefully preserving the home’s historic character while enhancing comfort and functionality throughout. Offering over 6,000 square feet of gracious living space, the residence features seven bedrooms, six baths, and six fireplaces, with timeless architectural details at every turn. Enter into a large, welcoming foyer highlighted by a grand staircase that sets the tone for the home’s classic elegance. Generous living and gathering spaces flow seamlessly, while the chef’s kitchen enjoys dramatic eastern views, filling the home with morning light. The primary suite is a true retreat, complete with its own fireplace and a large sunroom perfect for quiet mornings or evening relaxation. A convenient second-floor laundry area enhances everyday living. Outside, the 4.5-acre setting is framed by stacked stone walls, a serene spring-fed pond, and lovely birch trees. A two-story carriage barn with garage space complements the property, completing this rare offering where historic beauty, thoughtful updates, and pastoral Vermont charm come together effortlessly.

Built in 1866, this French Provençal–inspired stone estate is a rare and distinguished offering, blending historic grandeur with pastoral beauty on 94.56 acres just outside historic Bennington, Vermont. Commanding sweeping mountain views, the property delivers exceptional privacy while remaining conveniently close to town amenities. The main residence offers 9 bedrooms and 7 bathrooms, distinguished by 11-foot ceilings on the main level, extensive decorative moldings, and eight fireplaces that create warmth, character, and architectural depth throughout. Elegant formal living spaces flow seamlessly into a grand dining room with rich mahogany floors, perfectly suited for entertaining on an intimate or grand scale. Outdoors, the estate is equally captivating. A heated Gunite pool and expansive stone patio overlook rolling grounds that include a barn, artist’s studio, three-car garage, and a charming three-bedroom caretaker’s cottage-ideal for guests, staff, or extended family. Privately sited yet ideally located on the outskirts of Bennington, the property offers easy access to shopping, fine dining, and live theater, as well as nearby ski mountains and cross-country skiing. Conveniently positioned just 45 minutes from Albany International Airport and approximately three hours from Boston and Manhattan, this extraordinary stone estate presents a rare opportunity to enjoy timeless elegance, exceptional amenities, and an unparalleled Vermont lifestyle.