Under 500k

MLS Number 5079222

• Residential Single Family
• Full Bath 2
• Address 2 River Road
• Construction Existing
• Bedrooms 4

Nestled atop a scenic hill in the heart of Fairfax, this classic Vermont farmhouse offers breathtaking views of Mount Mansfield. The property sits on 4.02 acres of lovingly maintained land cared for by the same family for almost 50 years. The home presents a rare opportunity to own a timeless Vermont farmhouse rich in character, history, and scenic beauty. Conveniently located just 12 minutes from St. Albans, 22 minutes from Smugglers' Notch Resort, and 30 minutes from Burlington, this property offers easy access to local shops, dining, and year-round recreational opportunities, combining convenience with the tranquility of country living. The home features four spacious bedrooms and inviting living areas that reflect the warmth and character of a traditional New England farmhouse. Surrounding the home, you'll find apple trees, blueberry bushes, and seasonal plantings of tulips and peonies. Adding to the property's versatility is a barn rebuilt approximately 40 years ago. The barn features three garage bays, providing ample space for equipment, vehicles, storage, hobbies, or creative use. Attached to the barn is an office area, providing flexible space that can be used as a home office, art studio, or workspace. In the winter months, the property's large hill becomes the perfect setting for sledding and enjoying Vermont's snowy landscape. With scenic views, spacious grounds, and classic farmhouse character, this property offers endless possibilities!

Listed by Madeline Spaulding of Coldwell Banker Islands Realty

MLS Number 5094522

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 3
• Bathroom 2

Tucked within the Hawk community, this charming mountain retreat offers the perfect blend of privacy, recreation, and convenience. Set within a private 1.09-acre wooded lot, owners are also able to enjoy access to Hawk's common land with room to explore, including trails ideal for snowshoeing, hiking, and cross-country skiing. Perfectly positioned between Killington and Okemo Mountain, and just minutes to area lakes and scenic Route 100, this location is ideal for year-round Vermont living and exploring. Inside, the open kitchen, dining, and living area is filled with natural light from large windows that frame the peaceful wooded setting. A beautiful stone fireplace with a wood stove insert creates a warm and inviting focal point, perfect after a day on the slopes or trails. The dining area opens to a spacious deck, offering an easy transition to outdoor living and quiet moments surrounded by nature. The lower level features three bedrooms, including charming built-in storage and built-in bunks that make this a fun and functional escape for younger guests. Whether used as a vacation getaway, ski retreat, or four-season home base, this Hawk property captures the relaxed mountain lifestyle in a setting that feels wonderfully private while remaining close to everything the Okemo Valley and Killington region have to offer. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Sarah Sheehan of William Raveis Real Estate Vermont Properties

MLS Number 5092228

• Residential Single Family
• Full Bath 1
• Address 7868 Pomfret Road
• Construction Existing
• Bedrooms 5

HAVING A HARD TIME FINDING AN AFFORDABLE LIVING SITUATION? With multiple income streams already established, this property offers a rare opportunity to choose your living preference (2 Bdrms, 1 Bdrm, or Efficiency) and offset almost ALL of your living expenses while owning a historic small town landmark. Originally established as the North Pomfret Store & Post Office c.1830, this classic 3-story New Englander blends historic charm, flexible living space, and established rental income. There are multiple owner-occupied living opportunities in the larger two bedroom unit, or one of the two additional residential apartment units: Consisting of one 1-bedroom apartment, and one efficiency unit. The historic U.S. Post Office remains in place with a newly signed 5-year lease, providing stable supplemental income at $1,073/mnth to help offset ownership costs. There is also a lower commercial office currently rented providing additional income $800/mnth. Both the commercial space and the Post Office keep daytime hours with no living quarters (for additional peace and quiet). This 3,000+ sq ft post-and-beam building was re-located onto a solid concrete foundation in the late 1980s, when extensive renovations were completed. The two bedroom units has a separate mudroom entry and their own private laundry facilities. Additional features include extra basement storage and another separate large storage room for common laundry area for tenants. The wiring was redone in the 1980's and most units have separate electric meters. A new high efficiency FHW boiler was installed in 2023. The building and roof have been recently painted. There is very little upkeep or repairs needed. Located just 15 minutes from Woodstock Village, Hartford, and I-89, the property offers quick and easy access to all Upper Valley amenities.

Listed by John Bassette of Bassette Real Estate Group

MLS Number 5084976

• Condo
• Square Feet 1,632
• Bedrooms 5
• New Contruction Existing
• Complex The Commons

Welcome to 105 Morse Drive - a rare turn-key opportunity in the heart of Vermont's iconic Smugglers' Notch Resort. Thoughtfully and completely renovated from top to bottom, this stunning 5-bedroom home offers the ideal blend of mountain luxury, modern comfort, and exceptional income potential. Offered fully furnished, every detail has been curated with care, from the high-end finishes to the carefully chosen furnishings, leaving nothing for the next owner to do but unpack and enjoy. Spacious living areas invite gatherings after a day on the slopes, while five generous bedrooms comfortably accommodate family, friends, and guests. What truly sets this property apart is its versatility; Use it as your private Vermont escape, capitalize on Smugglers' Notch's strong short-term rental demand, or unlock even greater earning potential by configuring the home into two separate units, a rare and valuable feature in this sought-after resort community. Located just steps from world-class skiing, hiking, mountain biking, and year-round resort amenities, this home places you at the center of everything that makes Smugglers' Notch one of New England's premier four-season destinations. Whether you're seeking a forever mountain home, a high-performing investment property, or both, 105 Morse Drive delivers on every front.

Listed by Christiana Pepin of Prime Real Estate

MLS Number 5102012

• Residential Single Family
• Full Bath 1
• Address 903 Witchcat Road
• Construction Existing
• Bedrooms 1

Back to nature is what you'll get in this year around home! This house has been a full time residence for the original owners who have loved modern conveniences and the country life. The charm of this home could also be great for a seasonal occupant who is looking for a ski getaway or summer retreat. No restrictions on Airbnb and other homes on the street are having success with short term rentals. The house overlooks a pond that grabs the attention of all types of wildlife. The 10+ acre lot also borders a brook and has a seasonal waterfall along the north of the property. The home offers one level living with an open floor plan kitchen dining living area with a gas stove with slate accent. The kitchen offers granite counters and soft close cabinets and includes all appliances. The hardwood hickory floors draw your attention and are one of the more durable hardwoods. The master bedroom is next to a 12x14 bath with a quartz lined shower and laundry. Need another room? The 2nd floor has an open 24x12 loft that could be enclosed or partially enclosed. An insulated/heated attached 26x24 garage has direct access to the side yard that has a gardening area. Worried about being rural? This house has an Autostart whole house Generac propane generator to ease your mind. The power goes out it fires up immediately. The walkout basement has a utility area with a high efficiency hybrid water heater 200 amp elec and additional workshop area. A storage shed is included. Located 25 minutes from Smugglers Notch and 30 Minutes to Jay Peak. 50 Minutes to Burlington.

Listed by Shawn Cheney of EXP Realty

MLS Number 5102922

• Residential Single Family
• Full Bath 1
• Address 1871 Route 103
• Construction Existing
• Bedrooms 2

Historic Train Stationhouse! Unique design and character in a prime ski location on 4 acres with a private pond. This efficient historic gem was relocated to the current more convenient location with added acreage and a commercial outbuilding. The owned solar power offers low cost of living and years of energy benefits for new owners. This property features 2 bedrooms & 2 baths with beautiful cathedral ceilings with wood details. The updated kitchen offers stainless steel appliances and butcher block countertops, while the open dining and living make entertaining a breeze. The first-floor bedroom features an oversized closet and nice natural light. While the first-floor full bath has been updated with classic white tile. Ascending the beautiful wooden staircase the second floor offers a versatile family room, which could serve as a guest space or office. The additional large bedroom and updated bath on this level contribute to the home's open and spacious feel, providing comfort and privacy. The heated commercial building offers a commercial kitchen wash area, a half bath and an attached garage storage area. Don't miss the babbling Millbrook River. So many possibilities await. Only 7 miles to Rutland Airport, Winter Sports enthusiasts: 10 minutes to Okemo, 30 minutes to Killington, 45 minutes to Stratton. In the Summer just a 15-minute drive to Echo Lake and all the fun of Ludlow or Rutland. Don't wait this historic gem is amazing! Call today.

Listed by Margretta Fischer of Wohler Realty Group

MLS Number 5098698

• Condo
• Square Feet 1,374
• Bedrooms 3
• New Contruction Existing
• Address 1 Overlook Drive

Enjoy easy living in this bright and spacious end-unit townhouse offering 3 bedrooms and 1.5 baths in a highly desirable South Burlington location. The main level features an updated kitchen with stainless steel appliances, a breakfast bar, and an open-concept layout that flows seamlessly into the large living and dining areas. Abundant natural light fills the home, while durable LVP wood flooring throughout provides a clean, modern look and low-maintenance convenience. Upstairs, you'll find two generously sized bedrooms and a shared full bath. The finished lower level offers a third bedroom that can easily serve as a third bedroom, home office, gym, or media room to fit your needs. Laundry hookups are conveniently located within the unit for added ease and functionality. Step outside to your private deck, perfect for morning coffee, outdoor dining, or simply relaxing after a long day. As an end unit, this home enjoys added privacy, extra windows, and an abundance of natural light. A detached garage provides valuable storage and protected parking year-round. Conveniently located near shopping, dining, recreation, and everyday amenities, you'll be just minutes from Dorset Park, Veterans Memorial Park, the South Burlington Recreation Path, grocery stores, restaurants, and the popular shops and services at Dorset Square and University Mall. Downtown Burlington, the Burlington Waterfront, the University of Vermont Medical Center, and Burlington International Airport are all just a short drive away. Whether you're looking for your first home, downsizing, or seeking a low-maintenance lifestyle, this well-maintained townhouse offers comfort, convenience, and an exceptional South Burlington location.

Listed by Elvis Salkic of KW Vermont

MLS Number 5086282

• Multifamily
• Address 33 Oak Street
• Units 8
• Acreage 0.4
• Square Feet 4,116

This is a rare opportunity to take over a multi-family project in the heart of Brattleboro. The 0.40-acre site features a vacant three-story building that has already been gutted and fully remediated for lead paint. With town zoning already approved to expand from 8 to 13 units and full architect plans included, the heavy lifting and permitting phase is already behind you. Upon completion, the complex will offer roughly 11,183 square feet of high-demand housing. The financial incentives currently lined up for this project are significant. The sale includes access to VHIP funds : 8 original units $130,000 and the 5 new units $187,500. Additionally, there is a $125,000 Downtown State Tax Credit that can be used directly or sold to a bank at 90% face value, plus an estimated $60,000 in weatherization incentives. A recent appraisal supports a strong finished value, offering a clear path to equity for an investor. Located in a neighborhood with high rental demand and a low vacancy rate, this property is in an ideal location and could also be renovated one stage at a time so that units could go live and start generating cash flow. A lot of leg work has already been done, and the entire community wants to see this building come alive again with residents. This part of Brattleboro is thriving and this is truly the opportunity to take the worst house in the best neighborhood and turn it into affordable housing that generates a positive return. All project documents, including architect plans and both as-is and as-complete appraisals, are available in a shared Drive file. Please note that proof of funds or a commercial pre-approval is required before scheduling a showing or receiving the full data room.

Listed by Kate Barry of EXP Realty

MLS Number 5087897

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 4
• Bathroom 2

This meticulous property checks off all the boxes!! Whether you are a gentleperson's farmer, a horse farmer, a family wanting to move into your forever home, a homesteader, a second home seeker, or a retiree who just wants to enjoy the peace and tranquility, this beautiful home has what you need. Check out the cozy kitchen with a wood cook stove and all the modern appliances. A big living room with lots of natural light. A primary bedroom on the first floor and 3 more bedrooms upstairs. Both levels have a full bath. Newly installed well pump and water lines from well to the house. Four horse stalls in a newly renovated barn with new metal roof, new siding, and updated electricity ready for all animals, fencing around the entire property to keep the animals safe, a small pond, a sizable hayloft, an orchard of pear, apple, and plums, as well as, raspberries and bush cherries. Many perennials surround the house. A covered porch on 2 sides of the house to relax and sip your coffee/tea and enjoy all the perennials. Brownington allows ATVs to use the road for easy access to VAST trails. Golf course and lakes close by. It's all here! A beautiful home with so much character in move-in ready condition and fully furnished!

Listed by Marilyn Zophar of Big Bear Real Estate

MLS Number 5092622

• Residential Single Family
• Full Bath 2
• Address 358 High Meadow Way
• Construction Existing
• Bedrooms 3

Imagine yourself taking in the breathtaking views and peaceful tranquility of the surrounding countryside, with expansive skies by day and brilliant stars illuminating the night. Lovingly built and cherished by the same family for more than 40 years, this charming home is ready for its next chapter. Nestled on 10 picturesque acres, the property offers sweeping panoramic views and endless opportunities for outdoor recreation, including hiking, snowshoeing, and exploring right from your own backyard. Whether you're looking for a year-round residence, a weekend retreat, or a private escape, this special property offers the perfect blend of comfort, beauty, and Vermont living. Now is the time to make it your own. Sold furnished. All measurements approximate.

Listed by Tatsiana Clark of Four Seasons Sotheby's Int'l Realty

MLS Number 5056552

• Multifamily
• Address 7868 Pomfret Road
• Units 5
• Bathroom 5
• Acreage 1.84

CASH FLOW POSITIVE - GREAT VALUE! A rare opportunity to own a piece of Vermont history - The North Pomfret Store & Post Office, c.1830. This 3-story New Englander offers charm, character, and a solid income stream on 1.84 picturesque acres. With 5 total units, the property includes 3 residential apartments (one 2-bedroom, one 1-bedroom, and an Efficiency), a ground-floor commercial office space, and the historic U.S. Post Office - anchored by a new 5-year lease. Most tenants pay their own electrical bills, and the owner provides baseboard FHW heat to most units with a newly upgraded boiler in 2023. The spacious 3,000+ sq/ft building features classic post-and-beam construction, wood frame, and a walkout basement ideal for storage or additional use. The whole structure was picked up and put on a newer solid concrete foundation in the 1980's. Commercial zoning allows for flexible mixed-use options in a scenic, rural setting. The property is recently painted (roof and building)! Decent additional upside income opportunity and this property is cashflow positive already (even after your new financing)! Ideally situated just 10-15 minutes from vibrant Woodstock Village, 15 minutes to Hartford and I-89, and close to Pomfret's top attractions-Suicide Six Ski Area, Artistree Community Arts Center, and hiking/biking trails. Whether you're looking for a live-in/work setup, investment property, or a chance to steward a treasured local landmark, this property offers endless potential with established rental income with room to grow. Don't miss this unique chance to be part of Vermont's living history. Headache Free!

Listed by John Bassette of Bassette Real Estate Group